Homesinorlando.forsale Search Results

$2,037,500

Price Reduced to sell. An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in sought-after Conwill Estates, just minutes from Park Avenue, this 5-bed, 4.5-bath residence features volume ceilings, floor-to-ceiling bronze sliding doors, and a seamless indoor-outdoor living experience. The chef’s kitchen showcases waterfall quartz countertops, Sub-Zero & Wolf appliances, a large island, walk-in pantry, and opens to the living area with phantom screens and views of the resort-style gas-heated pool, fire pit, and a brand-new outdoor kitchen, perfect for entertaining. A first-floor owner’s suite offers pool views, private terrace, motorized shades, spa bath with soaking tub, and expansive shower. Upstairs you'll find 4 en-suite bedrooms, a bonus room with wet bar, wine fridge, 2nd laundry, and balcony overlooking the backyard. Additional upgrades include Summer Kitchen, surround sound, gas fireplace, upstairs & downstairs laundry, private well for irrigation, generator, new HVAC system for downstairs (2025), new water heater (2025), and air-conditioned garage with tiled floors (not included in living SF). This home has been impeccably maintained and is in pristine condition, aluminum roof is a plus. — it truly feels like new. From the moment you step inside, you’ll fall in love with its elegance and charm.

5 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Price Reduced to sell. An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in sought-after Conwill Estates, just minutes from Park Avenue, this 5-bed, 4.5-bath residence features volume ceilings, floor-to-ceiling bronze sliding doors, and a seamless indoor-outdoor living experience. The chef’s kitchen showcases waterfall quartz countertops, Sub-Zero & Wolf appliances, a large island, walk-in pantry, and opens to the living area with phantom screens and views of the resort-style gas-heated pool, fire pit, and a brand-new outdoor kitchen, perfect for entertaining. A first-floor owner’s suite offers pool views, private terrace, motorized shades, spa bath with soaking tub, and expansive shower. Upstairs you'll find 4 en-suite bedrooms, a bonus room with wet bar, wine fridge, 2nd laundry, and balcony overlooking the backyard. Additional upgrades include Summer Kitchen, surround sound, gas fireplace, upstairs & downstairs laundry, private well for irrigation, generator, new HVAC system for downstairs (2025), new water heater (2025), and air-conditioned garage with tiled floors (not included in living SF). This home has been impeccably maintained and is in pristine condition, aluminum roof is a plus. — it truly feels like new. From the moment you step inside, you’ll fall in love with its elegance and charm.

1781 Pine Avenue, Winter Park

$1,270,000

Seller is including a premium home warranty giving buyers peace of mind with coverage on HVAC, plumbing, appliances & more so you can move in with confidence! Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3,604 square feet of thoughtfully crafted space. Built in 2014, this residence combines timeless architectural character with modern functionality, all nestled on a quiet, tree-lined street in one of Central Florida’s most sought-after neighborhoods. From the moment you enter, you’re welcomed by warm natural light, an open and inviting layout, and high-quality finishes throughout. Enjoy a spacious chef’s kitchen, generous living and dining areas, and a private primary suite perfect for both entertaining and relaxing. The detached two-car garage and charming outdoor space add to the home’s appeal and functionality. This home features a spacious primary master suite located on the first floor, offering privacy, convenience, and ease of living. Located just minutes from the heart of Park Avenue, you’re steps from some of Winter Park’s most beloved spots—fine dining, boutique shopping, museums, and local cafés. Nearby favorites include The Ravenous Pig, Hillstone, Boca, Ava MediterrAegean, and the world-renowned Winter Park Farmers’ Market. With easy access to I-4, 17-92, and Semoran Blvd, commuting to downtown Orlando, Maitland, or the airport is a breeze. Call to set your appointment to view this lovely home!

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Seller is including a premium home warranty giving buyers peace of mind with coverage on HVAC, plumbing, appliances & more so you can move in with confidence! Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3,604 square feet of thoughtfully crafted space. Built in 2014, this residence combines timeless architectural character with modern functionality, all nestled on a quiet, tree-lined street in one of Central Florida’s most sought-after neighborhoods. From the moment you enter, you’re welcomed by warm natural light, an open and inviting layout, and high-quality finishes throughout. Enjoy a spacious chef’s kitchen, generous living and dining areas, and a private primary suite perfect for both entertaining and relaxing. The detached two-car garage and charming outdoor space add to the home’s appeal and functionality. This home features a spacious primary master suite located on the first floor, offering privacy, convenience, and ease of living. Located just minutes from the heart of Park Avenue, you’re steps from some of Winter Park’s most beloved spots—fine dining, boutique shopping, museums, and local cafés. Nearby favorites include The Ravenous Pig, Hillstone, Boca, Ava MediterrAegean, and the world-renowned Winter Park Farmers’ Market. With easy access to I-4, 17-92, and Semoran Blvd, commuting to downtown Orlando, Maitland, or the airport is a breeze. Call to set your appointment to view this lovely home!

2401 Lafayette Avenue, Winter Park

$2,288,215

A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace. Originally constructed in 1921 as the Alabama Hotel, the Mediterranean Revival structure has been transformed into an intimate community of 19 private residences overlooking Lake Maitland w/ direct access to the Winter Park Chain of Lakes. Reimagined by Z Properties in 2019 w/ a full renovation, the home reflects thoughtful scale, bespoke craftsmanship & a sophisticated design vision. The dramatic entry foyer features extensive millwork paneling that conceals the bedroom suites & opens into a light-filled great room w/ expansive lake-facing windows & French doors that open to the signature terrace: a professionally landscaped outdoor retreat w/ turf grass, mist fans, lighting, irrigation & custom planters. At the heart of the home, the boldly composed kitchen balances sculptural form & high function. A sculptural block of black quartz anchors the island w/ seating, trimmed in gold metal cladding that echoes the gold countertops & full-height backsplash. Sleek, dark wood, high-gloss cabinetry conceals a panel-ready Thermador suite, including double refrigerator columns & dishwasher. Lacquered finishes, under-cabinet lighting, geometric black-&-white tile, designer fixtures, brass Lutron controls, linear HVAC diffusers, LED recessed lighting & in-ceiling Sonos speakers complete the experience. What appears to be cabinetry is actually a hidden door leading to a den/family room at the rear of the home—overlooking the lake & appointed w/ custom built-ins, black sisal carpet & a moody grasscloth ceiling that mirrors the wall color & adds cinematic ambiance. Throughout, curated materials elevate each room: Venetian plaster, Schumacher wallpaper, signature lighting, oak chevron-patterned hardwood floors & tailored sisal carpets. The main level includes two en-suite bedrooms located just off the foyer. The primary suite offers a lacquered accent wall, boutique-style closets & a spa-quality bath w/ a custom vanity, dual undermount sinks, lucite-&-metal hardware, black quartz counters & full-height mirrors w/ integrated lighting. A glass-enclosed wet room w/ soaking tub & rain shower, Toto toilet & Venetian plaster walls completes the suite. A discreet laundry room & storage area are tucked away nearby. The secondary bedroom features a black vanity w/ gold hardware, black-&-white subway tile, gold sunburst mirror & a walk-in frameless glass shower—ideal for guests or extended stays. Upstairs, a third en-suite bedroom offers treetop & lake views, a mirrored gym wall & private bath featuring a black vanity w/ silver-toned hardware, black quartz top, black penny tile floors & bold geometric tile that spans the shower & vanity wall—complete w/ a tucked-away water closet for added privacy. Additional features include Nest-controlled dual HVAC, 80-gallon stainless water heater w/ booster, Everpure filtration, Jeld-Wen impact-rated windows & doors, Lutron controls & two reserved covered parking spaces. The Alabama offers a lakeside pool, renovated clubhouse, private dock & community boat slips—all just minutes from Park Avenue.

3 Beds ⋅ 4 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace. Originally constructed in 1921 as the Alabama Hotel, the Mediterranean Revival structure has been transformed into an intimate community of 19 private residences overlooking Lake Maitland w/ direct access to the Winter Park Chain of Lakes. Reimagined by Z Properties in 2019 w/ a full renovation, the home reflects thoughtful scale, bespoke craftsmanship & a sophisticated design vision. The dramatic entry foyer features extensive millwork paneling that conceals the bedroom suites & opens into a light-filled great room w/ expansive lake-facing windows & French doors that open to the signature terrace: a professionally landscaped outdoor retreat w/ turf grass, mist fans, lighting, irrigation & custom planters. At the heart of the home, the boldly composed kitchen balances sculptural form & high function. A sculptural block of black quartz anchors the island w/ seating, trimmed in gold metal cladding that echoes the gold countertops & full-height backsplash. Sleek, dark wood, high-gloss cabinetry conceals a panel-ready Thermador suite, including double refrigerator columns & dishwasher. Lacquered finishes, under-cabinet lighting, geometric black-&-white tile, designer fixtures, brass Lutron controls, linear HVAC diffusers, LED recessed lighting & in-ceiling Sonos speakers complete the experience. What appears to be cabinetry is actually a hidden door leading to a den/family room at the rear of the home—overlooking the lake & appointed w/ custom built-ins, black sisal carpet & a moody grasscloth ceiling that mirrors the wall color & adds cinematic ambiance. Throughout, curated materials elevate each room: Venetian plaster, Schumacher wallpaper, signature lighting, oak chevron-patterned hardwood floors & tailored sisal carpets. The main level includes two en-suite bedrooms located just off the foyer. The primary suite offers a lacquered accent wall, boutique-style closets & a spa-quality bath w/ a custom vanity, dual undermount sinks, lucite-&-metal hardware, black quartz counters & full-height mirrors w/ integrated lighting. A glass-enclosed wet room w/ soaking tub & rain shower, Toto toilet & Venetian plaster walls completes the suite. A discreet laundry room & storage area are tucked away nearby. The secondary bedroom features a black vanity w/ gold hardware, black-&-white subway tile, gold sunburst mirror & a walk-in frameless glass shower—ideal for guests or extended stays. Upstairs, a third en-suite bedroom offers treetop & lake views, a mirrored gym wall & private bath featuring a black vanity w/ silver-toned hardware, black quartz top, black penny tile floors & bold geometric tile that spans the shower & vanity wall—complete w/ a tucked-away water closet for added privacy. Additional features include Nest-controlled dual HVAC, 80-gallon stainless water heater w/ booster, Everpure filtration, Jeld-Wen impact-rated windows & doors, Lutron controls & two reserved covered parking spaces. The Alabama offers a lakeside pool, renovated clubhouse, private dock & community boat slips—all just minutes from Park Avenue.

1602 Alabama Drive Unit PH404, Winter Park

$850,000

Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major updates include a NEW ROOF (2022), A/C (2022), TILE FLOORING THROUGHOUT (2023), a COMPLETE KITCHEN RENOVATION (2023), and a FULLY REMODELED PRIMARY BATH (2023). Enjoy peace of mind with double pane windows, fresh interior and exterior paint (2022), and a septic system service also (2022). The home also features NEWER WINDOW TREATMENTS (2022), a new pool pump (2023), and NEW DOCK DECKING (2024)! Inside you will be pleased to find vaulted ceilings, an abundance of NATURAL LIGHT, and a light, bright OPEN FLOOR PLAN that flows seamlessly between formal and family spaces. From the moment you enter you are greeted with UNINTERRUPTED LAKE VIEWS, setting the tone for a home designed around its beautiful surroundings. The layout includes a spacious FLORIDA ROOM overlooking the pool and lake beyond – perfect for year round enjoyment! Step outside to your private outdoor oasis featuring an open-air pool with waterfall feature, patio, lush landscaping and a fun in the sun SAND BEACH leading to your private dock. Sunset views over the water are a daily luxury! Located in one of Winter Park’s most desired neighborhoods, you are only minutes away from top-tier dining, boutique shopping, parks, and major roadways like US 17/92, Orlando Ave and I-4. With its blend of charm, modern updates, and an unbeatable lakefront setting, this home truly is a rare GEM. Call today to schedule your tour and start living the LAKE LIFE – where every day feels like a vacation!

3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major updates include a NEW ROOF (2022), A/C (2022), TILE FLOORING THROUGHOUT (2023), a COMPLETE KITCHEN RENOVATION (2023), and a FULLY REMODELED PRIMARY BATH (2023). Enjoy peace of mind with double pane windows, fresh interior and exterior paint (2022), and a septic system service also (2022). The home also features NEWER WINDOW TREATMENTS (2022), a new pool pump (2023), and NEW DOCK DECKING (2024)! Inside you will be pleased to find vaulted ceilings, an abundance of NATURAL LIGHT, and a light, bright OPEN FLOOR PLAN that flows seamlessly between formal and family spaces. From the moment you enter you are greeted with UNINTERRUPTED LAKE VIEWS, setting the tone for a home designed around its beautiful surroundings. The layout includes a spacious FLORIDA ROOM overlooking the pool and lake beyond – perfect for year round enjoyment! Step outside to your private outdoor oasis featuring an open-air pool with waterfall feature, patio, lush landscaping and a fun in the sun SAND BEACH leading to your private dock. Sunset views over the water are a daily luxury! Located in one of Winter Park’s most desired neighborhoods, you are only minutes away from top-tier dining, boutique shopping, parks, and major roadways like US 17/92, Orlando Ave and I-4. With its blend of charm, modern updates, and an unbeatable lakefront setting, this home truly is a rare GEM. Call today to schedule your tour and start living the LAKE LIFE – where every day feels like a vacation!

1018 Turner Road, Winter Park

$1,300,000

**DON'T LET THIS OPPORTUNITY PASS YOU BY, BACK ON MARKET DUE TO BUYERS FINANCING.** Luxurious Retreat in the Heart of Winter Park’s Premier Neighborhood – Minutes from Park Ave! Discover timeless elegance in this stunning 4-bedroom, 3.5-bathroom home offering 2,953 square feet of thoughtfully designed living space. Nestled on tree-lined streets in one of Winter Park’s most coveted areas, surrounded by multi-million-dollar estates and just moments from the Winter Park Chain of Lakes, this home defines luxury living. Step through the impressive cut beveled glass double front doors into an interior filled with natural light, featuring hardwood floors, crown molding, recessed lighting, and blinds and Roman shades throughout. Formal living and dining rooms provide an elegant backdrop for entertaining, while the fireplace in the family room adds a cozy touch. Sliding French doors and two sets of large sliders seamlessly extend the living space to the private pool area. A sunroom (added in 2024) with a mini split system offers additional space to relax and unwind. Enjoy modern upgrades including a monitored security system, intercom system, reverse osmosis water filtration, and a water softener system. The gourmet kitchen is a chef’s dream with custom wood cabinetry, wavy tiled backsplash, granite countertops, stainless appliances including a newer refrigerator (2024) and newer dishwasher (2022), a gas stove, and two pantries, including a walk-in pantry. The breakfast nook and breakfast bar with seating for three creates plenty of space for gathering. Retreat to the luxurious primary suite with wood floors, a large walk-in closet, and a spa-like ensuite bathroom featuring double split vanities, a garden soaking tub, a large tiled shower, and a private water closet. Enjoy your own private backyard paradise on a .26-acre lot with a resort-style in-ground pool (2021), waterfall feature, sun shelf, lush landscaping, and irrigation system. An electronic front gate provides peace of mind for security as you're guided to a paved driveway and parking pad with a 2-car garage to complete this exceptional property. All this in a highly sought-after location, just minutes from Park Avenue’s high end shops and fine dining restaurants, Rollins College/Dinky Dock public boat ramp, Winter Park 9 Golf Club, Winter Park Racquet Club, Interlachen Country Club, Winter Park YMCA and WP Phelps Park and playground and so much more! Don’t miss your chance to own a piece of Winter Park’s finest! Schedule your private tour today. (Roof: 2019, HVAC 2017, Mini Splits (2) 2024, Electrical 2004, Plumbing 2004)

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

**DON'T LET THIS OPPORTUNITY PASS YOU BY, BACK ON MARKET DUE TO BUYERS FINANCING.** Luxurious Retreat in the Heart of Winter Park’s Premier Neighborhood – Minutes from Park Ave! Discover timeless elegance in this stunning 4-bedroom, 3.5-bathroom home offering 2,953 square feet of thoughtfully designed living space. Nestled on tree-lined streets in one of Winter Park’s most coveted areas, surrounded by multi-million-dollar estates and just moments from the Winter Park Chain of Lakes, this home defines luxury living. Step through the impressive cut beveled glass double front doors into an interior filled with natural light, featuring hardwood floors, crown molding, recessed lighting, and blinds and Roman shades throughout. Formal living and dining rooms provide an elegant backdrop for entertaining, while the fireplace in the family room adds a cozy touch. Sliding French doors and two sets of large sliders seamlessly extend the living space to the private pool area. A sunroom (added in 2024) with a mini split system offers additional space to relax and unwind. Enjoy modern upgrades including a monitored security system, intercom system, reverse osmosis water filtration, and a water softener system. The gourmet kitchen is a chef’s dream with custom wood cabinetry, wavy tiled backsplash, granite countertops, stainless appliances including a newer refrigerator (2024) and newer dishwasher (2022), a gas stove, and two pantries, including a walk-in pantry. The breakfast nook and breakfast bar with seating for three creates plenty of space for gathering. Retreat to the luxurious primary suite with wood floors, a large walk-in closet, and a spa-like ensuite bathroom featuring double split vanities, a garden soaking tub, a large tiled shower, and a private water closet. Enjoy your own private backyard paradise on a .26-acre lot with a resort-style in-ground pool (2021), waterfall feature, sun shelf, lush landscaping, and irrigation system. An electronic front gate provides peace of mind for security as you're guided to a paved driveway and parking pad with a 2-car garage to complete this exceptional property. All this in a highly sought-after location, just minutes from Park Avenue’s high end shops and fine dining restaurants, Rollins College/Dinky Dock public boat ramp, Winter Park 9 Golf Club, Winter Park Racquet Club, Interlachen Country Club, Winter Park YMCA and WP Phelps Park and playground and so much more! Don’t miss your chance to own a piece of Winter Park’s finest! Schedule your private tour today. (Roof: 2019, HVAC 2017, Mini Splits (2) 2024, Electrical 2004, Plumbing 2004)

1420 Palmer Avenue, Winter Park

$1,400,000

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023 & 2 are 2017), pool resurfaced with new waterline tiles and stacked stone (2023), pool salt cell replaced with 3 year warranty (2025), new carpet in bedrooms (2025), fresh sod in the backyard (2025), new turf in atrium (2025), exterior paint (2023), plantation shutters throughout, tile floors (2016), closets by design. The kitchen has undergone a full remodel & is the heart of the home. It features quartz countertops, a 10' quartz peninsula, a Bosch cooktop, Bosch oven with a top built-in microwave, a GE cafe smudge proof fridge and a farmers sink. The kitchen opens up to the family room, with a stacked stone feature wall and built-in shelving, all surrounding the cozy wood burning fireplace. The primary bedroom is split on one side of the home, offering privacy, is oversized and features a seating area with it's own wood burning fireplace. The ensuite primary bathroom has been remodeled with dual sinks, a deep soaking tub and a separate shower stall with floor to ceiling tile & glass frame. The second primary bedroom, which would function perfectly as an in-law or nanny suite, is split on the other side of the home and features it's own AC & water heater, with an ensuite bathroom. The additional 3 bedrooms can also be found on this side of the home, 2 of which share a jack n jill bathroom, and the final & 5th bedroom, measuring 25X12, has enough room for double office spaces or could be utilized as an office & work out space. While the home features a formal living, formal dining, family room & dining nook, there is also a secondary living space, off the secondary primary suite, complete with a wet bar, wine chiller and an electric fireplace. It's the perfect flex room and could serve as a separate in-law living area or a game room. The pool is a show stopper and has been resurfaced, including the install of new waterline tiles and stacked stone. With a sun shelf & bubbler, this pool offers resort style relaxation and is surrounded by a resealed paver deck. The side yard is ample space to play and has been freshly sodded. Zoned Winter Park High, Glenridge Middle & Brookshire Elementary, and just minutes from Advent Health Winter Park Hospital, the East End Market, which serves as a hub of market & culinary delights, and less than 4 miles from the popular Park Avenue, where you can enjoy acclaimed eateries and some of Orlando's best shopping, the location is highly desirable. Move right in, everything has been done.

5 Beds ⋅ 4 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023 & 2 are 2017), pool resurfaced with new waterline tiles and stacked stone (2023), pool salt cell replaced with 3 year warranty (2025), new carpet in bedrooms (2025), fresh sod in the backyard (2025), new turf in atrium (2025), exterior paint (2023), plantation shutters throughout, tile floors (2016), closets by design. The kitchen has undergone a full remodel & is the heart of the home. It features quartz countertops, a 10' quartz peninsula, a Bosch cooktop, Bosch oven with a top built-in microwave, a GE cafe smudge proof fridge and a farmers sink. The kitchen opens up to the family room, with a stacked stone feature wall and built-in shelving, all surrounding the cozy wood burning fireplace. The primary bedroom is split on one side of the home, offering privacy, is oversized and features a seating area with it's own wood burning fireplace. The ensuite primary bathroom has been remodeled with dual sinks, a deep soaking tub and a separate shower stall with floor to ceiling tile & glass frame. The second primary bedroom, which would function perfectly as an in-law or nanny suite, is split on the other side of the home and features it's own AC & water heater, with an ensuite bathroom. The additional 3 bedrooms can also be found on this side of the home, 2 of which share a jack n jill bathroom, and the final & 5th bedroom, measuring 25X12, has enough room for double office spaces or could be utilized as an office & work out space. While the home features a formal living, formal dining, family room & dining nook, there is also a secondary living space, off the secondary primary suite, complete with a wet bar, wine chiller and an electric fireplace. It's the perfect flex room and could serve as a separate in-law living area or a game room. The pool is a show stopper and has been resurfaced, including the install of new waterline tiles and stacked stone. With a sun shelf & bubbler, this pool offers resort style relaxation and is surrounded by a resealed paver deck. The side yard is ample space to play and has been freshly sodded. Zoned Winter Park High, Glenridge Middle & Brookshire Elementary, and just minutes from Advent Health Winter Park Hospital, the East End Market, which serves as a hub of market & culinary delights, and less than 4 miles from the popular Park Avenue, where you can enjoy acclaimed eateries and some of Orlando's best shopping, the location is highly desirable. Move right in, everything has been done.

1327 Bridgeport Drive, Winter Park

$490,000

3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan with spacious living areas, and plenty of natural light. Modern kitchen complete with stainless steel appliances, quartz countertops, and ample cabinet space—perfect for both casual meals and entertaining. The primary suite offers a private retreat with an en suite and generous closet space, while the two additional bedrooms are ideal for family, guests, or a home office. Enjoy outdoor living with a fenced-in backyard, oversized lot, and ample room to create your ideal outdoor oasis. No HOA! ROOF & AC REPLACED 2022. Located just minutes from Park Avenue shopping and dining, Winter park village, Rollins College, and downtown Orlando. This home is perfect for those seeking convenience without compromising on charm. Don’t miss this opportunity to own a move-in-ready gem in the heart of Winter Park. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan with spacious living areas, and plenty of natural light. Modern kitchen complete with stainless steel appliances, quartz countertops, and ample cabinet space—perfect for both casual meals and entertaining. The primary suite offers a private retreat with an en suite and generous closet space, while the two additional bedrooms are ideal for family, guests, or a home office. Enjoy outdoor living with a fenced-in backyard, oversized lot, and ample room to create your ideal outdoor oasis. No HOA! ROOF & AC REPLACED 2022. Located just minutes from Park Avenue shopping and dining, Winter park village, Rollins College, and downtown Orlando. This home is perfect for those seeking convenience without compromising on charm. Don’t miss this opportunity to own a move-in-ready gem in the heart of Winter Park. Schedule your private showing today!

240 Cambridge Boulevard, Winter Park

$4,750,000

Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse & walk in wine cellar and tasting room, & a short distance to Park Avenue, Kraft Azalea Gardens and Winter Park Racquet Club. Timeless elegance and flawless artistry blend perfectly with modern comfort and function in this one-of-a-kind custom home originally designed for the Mayor of Winter Park in the 1920s. Designed by Slocum Platts Architects, renovated by Clayton Homes and recently modernized and maintained by E2 Homes, this residence has been immaculately cared for and appointed for the most discerning buyer.

4 Beds ⋅ 6 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse & walk in wine cellar and tasting room, & a short distance to Park Avenue, Kraft Azalea Gardens and Winter Park Racquet Club. Timeless elegance and flawless artistry blend perfectly with modern comfort and function in this one-of-a-kind custom home originally designed for the Mayor of Winter Park in the 1920s. Designed by Slocum Platts Architects, renovated by Clayton Homes and recently modernized and maintained by E2 Homes, this residence has been immaculately cared for and appointed for the most discerning buyer.

984 Mayfield Avenue, Winter Park

$1,825,000

A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location. Inside, the home impresses with an open-concept first floor that’s tailor-made for entertaining. The seamless flow between the spacious living room, dining area, and chef’s kitchen makes it easy to host gatherings of any size—from intimate dinners to lively celebrations. Natural light pours in through large windows, highlighting designer finishes and a thoughtful floor plan that blends elegance with everyday functionality. With four oversized bedrooms and four full bathrooms, there's ample space for everyone to spread out comfortably. The private office on the main level is perfect for working from home, while upstairs, a versatile loft offers flex space that can be used as a playroom, reading nook, or creative studio. The true showstopper is the expansive theater room, offering endless possibilities—use it as a media lounge, game room, fitness center, or whatever your lifestyle demands. Step outside to your resort-inspired backyard oasis, featuring a sparkling pool and spa, lush, professionally landscaped grounds, and a covered patio that’s perfect for summer BBQs and year-round outdoor living. Whether you're relaxing with family or entertaining guests, this outdoor space delivers the feel of a luxury getaway right at home. Don’t miss your chance to own a home that offers exceptional space, stylish design, and one of the most desirable locations in Winter Park.

4 Beds ⋅ 4 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location. Inside, the home impresses with an open-concept first floor that’s tailor-made for entertaining. The seamless flow between the spacious living room, dining area, and chef’s kitchen makes it easy to host gatherings of any size—from intimate dinners to lively celebrations. Natural light pours in through large windows, highlighting designer finishes and a thoughtful floor plan that blends elegance with everyday functionality. With four oversized bedrooms and four full bathrooms, there's ample space for everyone to spread out comfortably. The private office on the main level is perfect for working from home, while upstairs, a versatile loft offers flex space that can be used as a playroom, reading nook, or creative studio. The true showstopper is the expansive theater room, offering endless possibilities—use it as a media lounge, game room, fitness center, or whatever your lifestyle demands. Step outside to your resort-inspired backyard oasis, featuring a sparkling pool and spa, lush, professionally landscaped grounds, and a covered patio that’s perfect for summer BBQs and year-round outdoor living. Whether you're relaxing with family or entertaining guests, this outdoor space delivers the feel of a luxury getaway right at home. Don’t miss your chance to own a home that offers exceptional space, stylish design, and one of the most desirable locations in Winter Park.

1665 Temple Drive, Winter Park

$1,318,000

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai, where a tongue-and-groove wood ceiling and a fully equipped gas summer kitchen create the perfect backdrop for effortless outdoor entertaining and everyday relaxation. Designed with character and comfort in mind, this thoughtfully updated home features exposed brick, wood-beamed ceilings, Italian porcelain tile, engineered wood flooring, and two sleek accordion glass doors that invite the outdoors in, creating a seamless indoor-outdoor lifestyle. The chef-inspired kitchen is the heart of the home, boasting quartz countertops, a mosaic backsplash, custom cabinetry, double sinks, a skylight, and newer stainless steel appliances—including a gas cooktop and wine fridge. The kitchen flows effortlessly into the dining and living areas, anchored by a Vermont Castings wood-burning stove with catalytic combustor framed in brick. Just steps away, a spacious butler’s pantry and laundry room lead to the attached air-conditioned two-car garage with epoxy floors, perfect for a home gym, storage, or EV charging. The split floor plan ensures ultimate privacy for the master suite, which overlooks the lush backyard and nearby park. French doors lead to a large walk-in closet and a newly renovated en-suite bath with dual vanities, a soaking tub, and a spa-style walk-in shower. The master also offers private access to the central courtyard. A detached third bedroom with its own full bath and newer flooring is ideal as a guest suite, home office, or income-producing rental space. In the rear of the property, a second, detached 20-foot-wide garage—also air-conditioned with epoxy flooring—is accessible through a separate gated driveway and offers even more space for collectibles or hobbies. The fully fenced backyard, rich with mature landscaping and orange trees, has room to add a pool and offers direct private access to Phelps Park with tennis, pickleball, basketball courts, a playground, and green space. Enhanced with a 5.7 kW solar panel array that doubles as the lanai roof, a brand-new 18 SEER York HVAC system, foam roof deck insulation, and extra wall soundproofing, this home is as energy-efficient as it is luxurious. Complete with a multi-zone irrigation system and landscape lighting, this truly special property offers the perfect blend of timeless charm, modern comfort, and an unbeatable Winter Park location. Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today.

3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai, where a tongue-and-groove wood ceiling and a fully equipped gas summer kitchen create the perfect backdrop for effortless outdoor entertaining and everyday relaxation. Designed with character and comfort in mind, this thoughtfully updated home features exposed brick, wood-beamed ceilings, Italian porcelain tile, engineered wood flooring, and two sleek accordion glass doors that invite the outdoors in, creating a seamless indoor-outdoor lifestyle. The chef-inspired kitchen is the heart of the home, boasting quartz countertops, a mosaic backsplash, custom cabinetry, double sinks, a skylight, and newer stainless steel appliances—including a gas cooktop and wine fridge. The kitchen flows effortlessly into the dining and living areas, anchored by a Vermont Castings wood-burning stove with catalytic combustor framed in brick. Just steps away, a spacious butler’s pantry and laundry room lead to the attached air-conditioned two-car garage with epoxy floors, perfect for a home gym, storage, or EV charging. The split floor plan ensures ultimate privacy for the master suite, which overlooks the lush backyard and nearby park. French doors lead to a large walk-in closet and a newly renovated en-suite bath with dual vanities, a soaking tub, and a spa-style walk-in shower. The master also offers private access to the central courtyard. A detached third bedroom with its own full bath and newer flooring is ideal as a guest suite, home office, or income-producing rental space. In the rear of the property, a second, detached 20-foot-wide garage—also air-conditioned with epoxy flooring—is accessible through a separate gated driveway and offers even more space for collectibles or hobbies. The fully fenced backyard, rich with mature landscaping and orange trees, has room to add a pool and offers direct private access to Phelps Park with tennis, pickleball, basketball courts, a playground, and green space. Enhanced with a 5.7 kW solar panel array that doubles as the lanai roof, a brand-new 18 SEER York HVAC system, foam roof deck insulation, and extra wall soundproofing, this home is as energy-efficient as it is luxurious. Complete with a multi-zone irrigation system and landscape lighting, this truly special property offers the perfect blend of timeless charm, modern comfort, and an unbeatable Winter Park location. Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today.

1741 Palmer Avenue, Winter Park

$599,000

Step into timeless elegance with this beautiful 2-story, 3-bed, 2-bath historic home located in one of Winter Park’s most coveted neighborhoods. Built in 1935, this classic residence boasts stunning architectural details throughout—including solid wood floors, 10-inch baseboards, two cozy wood-burning fireplaces, and ornate trim surrounding the windows and doors. The generous living room opens effortlessly to the dining area, creating an inviting space that’s perfect for entertaining. The sleek, updated kitchen offers ample counter space and generous storage, making it as functional as it is stylish. Upstairs, all three bedrooms feature warm solid wood floors, with the primary suite offering serene views of Lake Killarney—a perfect spot to unwind at the end of the day. On the first floor, a versatile bonus room can easily serve as a fourth bedroom, home office, or playful retreat. Additional conveniences include an indoor laundry room and a spacious, screened-in back porch overlooking a fenced backyard—ideal for gatherings or enjoying Florida’s beautiful weather year-round. Situated on a desirable corner lot, the home offers extra yard space and enhanced curb appeal. Roof replaced in 2020. A detached garage/workshop equipped with electrical, plumbing and AC sits at the rear of the property with access from Dallas Avenue. A separate long front driveway provides ample parking for guests, or even a boat. Best of all, there’s no HOA to limit your lifestyle or creativity. Just a short walk to Park Avenue, Winter Park Village, and a vibrant array of shops and restaurants, this is a truly unique opportunity to own a piece of local history. Don’t miss your chance to call this historic gem home!

3 Beds ⋅ 2 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code

Step into timeless elegance with this beautiful 2-story, 3-bed, 2-bath historic home located in one of Winter Park’s most coveted neighborhoods. Built in 1935, this classic residence boasts stunning architectural details throughout—including solid wood floors, 10-inch baseboards, two cozy wood-burning fireplaces, and ornate trim surrounding the windows and doors. The generous living room opens effortlessly to the dining area, creating an inviting space that’s perfect for entertaining. The sleek, updated kitchen offers ample counter space and generous storage, making it as functional as it is stylish. Upstairs, all three bedrooms feature warm solid wood floors, with the primary suite offering serene views of Lake Killarney—a perfect spot to unwind at the end of the day. On the first floor, a versatile bonus room can easily serve as a fourth bedroom, home office, or playful retreat. Additional conveniences include an indoor laundry room and a spacious, screened-in back porch overlooking a fenced backyard—ideal for gatherings or enjoying Florida’s beautiful weather year-round. Situated on a desirable corner lot, the home offers extra yard space and enhanced curb appeal. Roof replaced in 2020. A detached garage/workshop equipped with electrical, plumbing and AC sits at the rear of the property with access from Dallas Avenue. A separate long front driveway provides ample parking for guests, or even a boat. Best of all, there’s no HOA to limit your lifestyle or creativity. Just a short walk to Park Avenue, Winter Park Village, and a vibrant array of shops and restaurants, this is a truly unique opportunity to own a piece of local history. Don’t miss your chance to call this historic gem home!

490 Shoreview Avenue, Winter Park

$1,650,000

This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets" for convenient access to highly coveted schools, Interlachen Country Club, Winter Park Racquet Club, YMCA and everything you love about Winter Park. Spacious and well proportioned rooms distinguish this beautiful home through its balance of both large, open spaces for casual indoor/outdoor entertaining and more formal spaces for living and dining. The large great room with stacking sliding doors flows to the adjacent screened lanai and pool area complete with "Summer Kitchen" and motorized retractable screens. Also open to the great room you'll find a well appointed kitchen complete with solid wood cabinetry, quartz counter tops, stainless double wall ovens, drawer microwave, glass cooktop with exhaust hood, dishwasher and french door refrigerator. Extending the kitchen, and adjacent to the great room, is a complete bar area with wine refrigerator, beverage refrigerator, storage and plenty of space for casual seating or eating. To keep everything in its place, there is a conveniently located "mud room/drop zone" adjacent to the kitchen. Turning to the more formal spaces on the ground level, you'll find a large entry foyer flanked by living and dining rooms. Off the entry hall is a lovely half bath/powder room and a full en-suite second primary bedroom with a full bath that opens to the pool area. Upstairs you find a large loft area from which you access the bedroom suites, laundry room and bonus room. The Primary Suite is spacious and private with an large walk-in closet and en-suite bathroom offering a garden tub, walk-in shower, private water closet and split vanities. Bedroom #3 is en-suite with a walk-in closet and tub/shower. Bedroom #4 offers a walk-in closet and an en-suite bathroom complete with walk-in shower. Upstairs you'll also enjoy the convenience of a spacious laundry room with utility sink, cabinetry, laundry bins and space to fold and hang as needed. As if that's not enough, there is a bonus room complete with half bath and closet that makes a fantastic workout space, home office or 5th bedroom. Outside you'll enjoy the large screened lanai and pool area that opens to the backyard. The backyard is complete with low maintenance artificial turf that provides year round green space. Your kids will be the envy of the neighborhood with the custom "tree house" retreat - allowing them a safe and secure escape for exploring their imagination and creativity. Large Two Car Garage. Privacy Driveway Gate. Roof new in 2023. A/C new in 2023. Water Heater new in 2023. Pool new in 2020. All measurements are approximate and Buyer is responsible to verify dimensions.

4 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets" for convenient access to highly coveted schools, Interlachen Country Club, Winter Park Racquet Club, YMCA and everything you love about Winter Park. Spacious and well proportioned rooms distinguish this beautiful home through its balance of both large, open spaces for casual indoor/outdoor entertaining and more formal spaces for living and dining. The large great room with stacking sliding doors flows to the adjacent screened lanai and pool area complete with "Summer Kitchen" and motorized retractable screens. Also open to the great room you'll find a well appointed kitchen complete with solid wood cabinetry, quartz counter tops, stainless double wall ovens, drawer microwave, glass cooktop with exhaust hood, dishwasher and french door refrigerator. Extending the kitchen, and adjacent to the great room, is a complete bar area with wine refrigerator, beverage refrigerator, storage and plenty of space for casual seating or eating. To keep everything in its place, there is a conveniently located "mud room/drop zone" adjacent to the kitchen. Turning to the more formal spaces on the ground level, you'll find a large entry foyer flanked by living and dining rooms. Off the entry hall is a lovely half bath/powder room and a full en-suite second primary bedroom with a full bath that opens to the pool area. Upstairs you find a large loft area from which you access the bedroom suites, laundry room and bonus room. The Primary Suite is spacious and private with an large walk-in closet and en-suite bathroom offering a garden tub, walk-in shower, private water closet and split vanities. Bedroom #3 is en-suite with a walk-in closet and tub/shower. Bedroom #4 offers a walk-in closet and an en-suite bathroom complete with walk-in shower. Upstairs you'll also enjoy the convenience of a spacious laundry room with utility sink, cabinetry, laundry bins and space to fold and hang as needed. As if that's not enough, there is a bonus room complete with half bath and closet that makes a fantastic workout space, home office or 5th bedroom. Outside you'll enjoy the large screened lanai and pool area that opens to the backyard. The backyard is complete with low maintenance artificial turf that provides year round green space. Your kids will be the envy of the neighborhood with the custom "tree house" retreat - allowing them a safe and secure escape for exploring their imagination and creativity. Large Two Car Garage. Privacy Driveway Gate. Roof new in 2023. A/C new in 2023. Water Heater new in 2023. Pool new in 2020. All measurements are approximate and Buyer is responsible to verify dimensions.

2339 Lafayette Avenue, Winter Park

$2,100,000

Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame the formal entry, setting a tone of architectural distinction. Inside, a gallery-style foyer showcases designer wallpaper and salvaged pew rail detailing from a New York City church. The formal living room offers a stately gas fireplace, bespoke built-ins, and a large fixed window framing the lake, ideally suited for a quiet reading nook. The adjacent sunroom, encased in fixed glass, captures the surrounding canopy and lake vistas in all seasons. A generous dining room with custom dry bar, underlit floating shelving, and beverage refrigeration provides an ideal setting for elegant entertaining. The gourmet kitchen is thoughtfully appointed with paneled appliances including refrigerator and freezer columns, refrigerator drawers and a microwave drawer. Additional features include natural gas cooking, double ovens, and a sun-drenched breakfast room opening to the rear terrace and lap pool. A Dutch door entry offers functional access for daily living, while the basement below presents an opportunity for climate-controlled wine storage. The upstairs primary suite exudes comfort and sophistication with its gas fireplace, walk-in closet illuminated by a lake-facing window, a private covered balcony, and a spa-inspired bath with dual vanities, soaking tub, steam shower and private water closet. Two additional guest rooms with a Jack and Jill bath complete the upper level. Extensive renovations include a newer roof, Andersen windows and doors, two HVAC systems, full re-piping and rewiring, fresh paint, lighting, a newly installed pool heater and Hardie board siding—all executed within the last five years. The walk-up attic and pristine basement offer rare additional storage. Refinished hardwood floors throughout provide a consistent, elegant backdrop. This residence is a compelling blend of character, craftsmanship and contemporary living.

4 Beds ⋅ 3 Baths ⋅ Cortland Park SubDv. ⋅ 32789 Zip Code

Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame the formal entry, setting a tone of architectural distinction. Inside, a gallery-style foyer showcases designer wallpaper and salvaged pew rail detailing from a New York City church. The formal living room offers a stately gas fireplace, bespoke built-ins, and a large fixed window framing the lake, ideally suited for a quiet reading nook. The adjacent sunroom, encased in fixed glass, captures the surrounding canopy and lake vistas in all seasons. A generous dining room with custom dry bar, underlit floating shelving, and beverage refrigeration provides an ideal setting for elegant entertaining. The gourmet kitchen is thoughtfully appointed with paneled appliances including refrigerator and freezer columns, refrigerator drawers and a microwave drawer. Additional features include natural gas cooking, double ovens, and a sun-drenched breakfast room opening to the rear terrace and lap pool. A Dutch door entry offers functional access for daily living, while the basement below presents an opportunity for climate-controlled wine storage. The upstairs primary suite exudes comfort and sophistication with its gas fireplace, walk-in closet illuminated by a lake-facing window, a private covered balcony, and a spa-inspired bath with dual vanities, soaking tub, steam shower and private water closet. Two additional guest rooms with a Jack and Jill bath complete the upper level. Extensive renovations include a newer roof, Andersen windows and doors, two HVAC systems, full re-piping and rewiring, fresh paint, lighting, a newly installed pool heater and Hardie board siding—all executed within the last five years. The walk-up attic and pristine basement offer rare additional storage. Refinished hardwood floors throughout provide a consistent, elegant backdrop. This residence is a compelling blend of character, craftsmanship and contemporary living.

104 Cortland Avenue, Winter Park

$489,020

Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The enclosed Florida room is off the kitchen and is where you will entertain or just relax, as it provides sun all day. The fully fenced yard creates a delightful retreat, and the turf grass requires no maintenance but provides a year-round manicured look. In 2023, significant enhancements were made, including addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The roof was updated in December 2023, and the air conditioning unit was replaced in 2019, the air-conditioning compressor in 2022, and the water heater in 2019.

2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The enclosed Florida room is off the kitchen and is where you will entertain or just relax, as it provides sun all day. The fully fenced yard creates a delightful retreat, and the turf grass requires no maintenance but provides a year-round manicured look. In 2023, significant enhancements were made, including addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The roof was updated in December 2023, and the air conditioning unit was replaced in 2019, the air-conditioning compressor in 2022, and the water heater in 2019.

674 Douglas Avenue, Winter Park

$3,200,000

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

6 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

141 S Phelps Avenue, Winter Park

$718,500

One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas line, plus (2) newer HVAC systems installed in Nov. 2022. The gated front courtyard was designed by a landscape architect, where foliage, a potted herb garden, wooden bench, and fountain create a tranquil welcome for your guests. Enter to a spacious dining room flooded with natural light through the bank of French doors that open to the courtyard. A built-in dry bar, complete with 2 wine refrigerators, makes this a perfect space for entertaining, while oak wood flooring throughout the home adds warmth and charm. The stylish chef’s kitchen has cool concrete counters, custom cabinetry, and dual-fuel 6-burner Wolf range, plus a cozy dinette with a built-in terrazzo-topped table and banquette. A breakfast bar provides extra seating, and the living room beyond includes a clean-burning bioethanol fireplace and soaring windows with views of the interior screened 2-story courtyard. Upstairs, the private primary retreat offers multiple closets, a balcony overlooking the interior courtyard, and an en-suite bath featuring a large walk-in shower with body sprays, a towel warmer, and a laundry room with built-in storage. At the opposite end, the front-facing bedroom can double as an office, with a custom built-in desk and shelving along one wall, plus a screened balcony that overlooks the front courtyard, perfect for sipping your morning coffee or tea. A 3rd bedroom, 2nd full bathroom, linen closet, and quaint sitting area/nook complete the second floor. A private alleyway behind the building provides access to the oversized 2-car garage with a custom built-in workbench and sink, and 2 dedicated storage units. Walk to the Rollins, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, or through the brand new Seven Oaks Park on your way to the shops and eateries along Orange Avenue. The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park.

3 Beds ⋅ 3 Baths ⋅ Quarters At Winter Park Condo Ph 2 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas line, plus (2) newer HVAC systems installed in Nov. 2022. The gated front courtyard was designed by a landscape architect, where foliage, a potted herb garden, wooden bench, and fountain create a tranquil welcome for your guests. Enter to a spacious dining room flooded with natural light through the bank of French doors that open to the courtyard. A built-in dry bar, complete with 2 wine refrigerators, makes this a perfect space for entertaining, while oak wood flooring throughout the home adds warmth and charm. The stylish chef’s kitchen has cool concrete counters, custom cabinetry, and dual-fuel 6-burner Wolf range, plus a cozy dinette with a built-in terrazzo-topped table and banquette. A breakfast bar provides extra seating, and the living room beyond includes a clean-burning bioethanol fireplace and soaring windows with views of the interior screened 2-story courtyard. Upstairs, the private primary retreat offers multiple closets, a balcony overlooking the interior courtyard, and an en-suite bath featuring a large walk-in shower with body sprays, a towel warmer, and a laundry room with built-in storage. At the opposite end, the front-facing bedroom can double as an office, with a custom built-in desk and shelving along one wall, plus a screened balcony that overlooks the front courtyard, perfect for sipping your morning coffee or tea. A 3rd bedroom, 2nd full bathroom, linen closet, and quaint sitting area/nook complete the second floor. A private alleyway behind the building provides access to the oversized 2-car garage with a custom built-in workbench and sink, and 2 dedicated storage units. Walk to the Rollins, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, or through the brand new Seven Oaks Park on your way to the shops and eateries along Orange Avenue. The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park.

1130 Washington Avenue Unit 11-C, Winter Park

$749,000

Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtful design, high-end finishes, and an unbeatable location in Winter Park's coveted 32789 ZIP code. 3-bedroom, 2.5-bath home combines privacy with convenience. Minutes from Park Avenue, downtown Orlando and major local destinations. The home features authentic reclaimed European oak wood flooring throughout, 10-foot ceilings, and abundant natural light from a premium window and door package that frames garden and yard views. Open-concept floor plan flows through the main living area into a chef’s kitchen with marble countertops, backsplash, center island, Thermador gas range, walnut cabinetry, and custom millwork. Solid core 8’ doors, LED lighting, and a centralized On-Q AV closet with surround sound wiring. Recent updates include new Rejuvenation hardware throughout, freshly painted cabinets in the kitchen, laundry, mudroom and guest bath, a canopy installation at the kitchen entry, added storage solutions in the laundry and garage, interior painting and more. New grass and fence with gates installed. The primary suite features a spa-style bath with a large walk-in shower and soaking tub, and a generous walk-in closet. Additional features include custom window treatments, updated light fixtures, and mounted TVs in the living room and primary bedroom. Two more bedrooms upstairs with nicely sized closets and beautiful marble bathroom and shower/soaking tub. Built with long-term efficiency in mind, the home includes block construction, a concrete flat tile roof, spray foam insulation, Low-E glass, and custom metal Bahama shutters. The exterior has also been updated with new sod and fencing. Private garage, guest parking, security system and underground utilities. Close to highways, shopping, schools. Park Maitland, Lake Highland and public schools. No HOA! This home offers a rare opportunity to own a low-maintenance, design-forward residence in a prime Winter Park location with no detail overlooked. Furnishings can also be included upon request at a separate price. Move right in!

3 Beds ⋅ 3 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtful design, high-end finishes, and an unbeatable location in Winter Park's coveted 32789 ZIP code. 3-bedroom, 2.5-bath home combines privacy with convenience. Minutes from Park Avenue, downtown Orlando and major local destinations. The home features authentic reclaimed European oak wood flooring throughout, 10-foot ceilings, and abundant natural light from a premium window and door package that frames garden and yard views. Open-concept floor plan flows through the main living area into a chef’s kitchen with marble countertops, backsplash, center island, Thermador gas range, walnut cabinetry, and custom millwork. Solid core 8’ doors, LED lighting, and a centralized On-Q AV closet with surround sound wiring. Recent updates include new Rejuvenation hardware throughout, freshly painted cabinets in the kitchen, laundry, mudroom and guest bath, a canopy installation at the kitchen entry, added storage solutions in the laundry and garage, interior painting and more. New grass and fence with gates installed. The primary suite features a spa-style bath with a large walk-in shower and soaking tub, and a generous walk-in closet. Additional features include custom window treatments, updated light fixtures, and mounted TVs in the living room and primary bedroom. Two more bedrooms upstairs with nicely sized closets and beautiful marble bathroom and shower/soaking tub. Built with long-term efficiency in mind, the home includes block construction, a concrete flat tile roof, spray foam insulation, Low-E glass, and custom metal Bahama shutters. The exterior has also been updated with new sod and fencing. Private garage, guest parking, security system and underground utilities. Close to highways, shopping, schools. Park Maitland, Lake Highland and public schools. No HOA! This home offers a rare opportunity to own a low-maintenance, design-forward residence in a prime Winter Park location with no detail overlooked. Furnishings can also be included upon request at a separate price. Move right in!

1429 Indiana Avenue, Winter Park

$672,000

Welcome to Park West — an exclusive, gated enclave ideally situated just moments from the vibrant heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bathroom residence with a versatile den offers an exceptional combination of elegance, comfort, and convenience. The den, currently utilized as a private home office, can easily serve as a third bedroom to accommodate your needs. The open-concept living and dining areas are highlighted by a traditional decorative fireplace, providing a warm and inviting ambiance for everyday living or entertaining. The spacious primary suite features a private en-suite bath with a walk-in shower and an expansive walk-in closet, while the second bedroom is located adjacent to the hallway bath, which includes a tub/shower combination. A dedicated laundry room with built-in shelving and generous storage is a rare and valuable amenity in condominium living. Residents of Park West enjoy access to an array of premier community features, including a clubhouse, swimming pool, and tennis/pickleball courts — all within the privacy and security of a gated setting. Best of all, this exceptional property is just a short stroll to the boutiques and dining of Park Avenue, world-class museums, Central Park, the SunRail station, and the Winter Park Golf Course. This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods.

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Welcome to Park West — an exclusive, gated enclave ideally situated just moments from the vibrant heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bathroom residence with a versatile den offers an exceptional combination of elegance, comfort, and convenience. The den, currently utilized as a private home office, can easily serve as a third bedroom to accommodate your needs. The open-concept living and dining areas are highlighted by a traditional decorative fireplace, providing a warm and inviting ambiance for everyday living or entertaining. The spacious primary suite features a private en-suite bath with a walk-in shower and an expansive walk-in closet, while the second bedroom is located adjacent to the hallway bath, which includes a tub/shower combination. A dedicated laundry room with built-in shelving and generous storage is a rare and valuable amenity in condominium living. Residents of Park West enjoy access to an array of premier community features, including a clubhouse, swimming pool, and tennis/pickleball courts — all within the privacy and security of a gated setting. Best of all, this exceptional property is just a short stroll to the boutiques and dining of Park Avenue, world-class museums, Central Park, the SunRail station, and the Winter Park Golf Course. This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods.

300 Carolina Avenue Unit 304, Winter Park

$780,000

Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.

106 S Interlachen Avenue Unit 317, Winter Park

$2,550,000

1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous walk-in closets and a versatile adjoining room, ideal for a home office, nursery, or private retreat. Upstairs, you'll find three expansive bedrooms, three full bathrooms, and a versatile bonus room—perfect for guests, hobbies, or a playroom. Lovingly maintained, this home received a new roof in 2021 and features high-quality windows and doors throughout, bathing every room in natural light. No detail was overlooked. Step outside to your private, beautifully landscaped backyard, which includes a second gas fireplace and a detached flex room—currently used as a gym, but easily converted into a private office or studio space. The oversized three-car side-entry garage offers abundant storage and includes a Tesla charger—ideal for electric vehicle owners. Nestled on a peaceful street, this home is just minutes from everything Winter Park has to offer and is located within the highly sought-after Dommerich, Maitland, and Winter Park school zones. Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities.

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous walk-in closets and a versatile adjoining room, ideal for a home office, nursery, or private retreat. Upstairs, you'll find three expansive bedrooms, three full bathrooms, and a versatile bonus room—perfect for guests, hobbies, or a playroom. Lovingly maintained, this home received a new roof in 2021 and features high-quality windows and doors throughout, bathing every room in natural light. No detail was overlooked. Step outside to your private, beautifully landscaped backyard, which includes a second gas fireplace and a detached flex room—currently used as a gym, but easily converted into a private office or studio space. The oversized three-car side-entry garage offers abundant storage and includes a Tesla charger—ideal for electric vehicle owners. Nestled on a peaceful street, this home is just minutes from everything Winter Park has to offer and is located within the highly sought-after Dommerich, Maitland, and Winter Park school zones. Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities.

1400 Place Picardy, Winter Park

$675,000

Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside, you'll find a thoughtfully designed split floorplan with rich travertine floors, arched architectural details, and wood-framed windows that add warmth and timeless character. The primary room boast two walk-in-closets with custom built ins & gas fireplace visible from primary suite & dinning room. What you don’t see at first glance is the over $50,000 in premium upgrades that make this home truly turnkey. From the new roof (2024) and high-efficiency 19 SEER Goodman HVAC (2023) to the instant gas water heater, new garage door and mounting system (2024), fresh exterior paint (2024), and interior paint just completed (May 2025), no detail has been overlooked. Even the gutters and downspouts have been replaced and buried to protect your investment while maintaining the home’s clean aesthetic. The backyard is a true retreat, having undergone a $20,000 professional transformation in 2022 with elegant pavers, a custom pergola, a full irrigation system, and lush, private landscaping—perfect for hosting or unwinding outdoors. Beyond the property lines, this location is simply unbeatable. Zoned for Audubon Park K–8 and Winter Park High School, you’re not just buying a home — you’re investing in one of Orlando’s most sought-after school districts. You’re also minutes from East End Market, Baldwin Park, Leu Gardens, and the best dining, boutiques, and parks the city has to offer. This home is more than just upgraded — it’s elevated. A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today.

3 Beds ⋅ 2 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside, you'll find a thoughtfully designed split floorplan with rich travertine floors, arched architectural details, and wood-framed windows that add warmth and timeless character. The primary room boast two walk-in-closets with custom built ins & gas fireplace visible from primary suite & dinning room. What you don’t see at first glance is the over $50,000 in premium upgrades that make this home truly turnkey. From the new roof (2024) and high-efficiency 19 SEER Goodman HVAC (2023) to the instant gas water heater, new garage door and mounting system (2024), fresh exterior paint (2024), and interior paint just completed (May 2025), no detail has been overlooked. Even the gutters and downspouts have been replaced and buried to protect your investment while maintaining the home’s clean aesthetic. The backyard is a true retreat, having undergone a $20,000 professional transformation in 2022 with elegant pavers, a custom pergola, a full irrigation system, and lush, private landscaping—perfect for hosting or unwinding outdoors. Beyond the property lines, this location is simply unbeatable. Zoned for Audubon Park K–8 and Winter Park High School, you’re not just buying a home — you’re investing in one of Orlando’s most sought-after school districts. You’re also minutes from East End Market, Baldwin Park, Leu Gardens, and the best dining, boutiques, and parks the city has to offer. This home is more than just upgraded — it’s elevated. A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today.

2602 Winter Park Road, Winter Park

$3,100,000

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, a sophisticated office with custom built-ins welcomes you, alongside a thoughtfully designed guest suite with a luxurious bathroom with roll-in shower, soft white finishes, and a custom walk-in closet—ideal for extended family or visitors. The heart of the home is a soaring great room with 14'8" ceilings, a sleek fireplace, and a full wall of sliding glass doors overlooking the resort-style backyard. Entertain with ease in the open-concept living, dining, and chef’s kitchen—complete with a dramatic waterfall island, premium Thermador appliances (including four freezer drawers and diamond ice), dual-fuel range ovens with 6-burner gas cooktop, a 3rd oven + convection microwave, and expansive custom pantry. Adjacent mudroom and decorative laundry room. The first-floor primary suite is a tranquil retreat, featuring pool access, spa bath with soaking tub, separate shower with multiple sprayers, dual vanities, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room complements the smart split-plan layout with 3 additional bedroom suites, walk-ins, and ample storage. Enjoy the best of Florida living in the beautifully landscaped backyard. Designed for both relaxation and entertaining, the outdoor living space includes a saltwater pool with elegant fountain feature, marble pavers, summer kitchen with built-in grill, sink, and beverage fridge, an outdoor bathroom, and ample grassy area for play or pets. 3-Car garage. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property.

5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, a sophisticated office with custom built-ins welcomes you, alongside a thoughtfully designed guest suite with a luxurious bathroom with roll-in shower, soft white finishes, and a custom walk-in closet—ideal for extended family or visitors. The heart of the home is a soaring great room with 14'8" ceilings, a sleek fireplace, and a full wall of sliding glass doors overlooking the resort-style backyard. Entertain with ease in the open-concept living, dining, and chef’s kitchen—complete with a dramatic waterfall island, premium Thermador appliances (including four freezer drawers and diamond ice), dual-fuel range ovens with 6-burner gas cooktop, a 3rd oven + convection microwave, and expansive custom pantry. Adjacent mudroom and decorative laundry room. The first-floor primary suite is a tranquil retreat, featuring pool access, spa bath with soaking tub, separate shower with multiple sprayers, dual vanities, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room complements the smart split-plan layout with 3 additional bedroom suites, walk-ins, and ample storage. Enjoy the best of Florida living in the beautifully landscaped backyard. Designed for both relaxation and entertaining, the outdoor living space includes a saltwater pool with elegant fountain feature, marble pavers, summer kitchen with built-in grill, sink, and beverage fridge, an outdoor bathroom, and ample grassy area for play or pets. 3-Car garage. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property.

731 Williams Drive, Winter Park

$2,495,000

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features a gourmet kitchen w/ Wolf, Sub Zero & Cove stainless appliances, large island, soft close custom wood cabinets & spacious walk-in pantry w/ coffee center/dry bar. This amazing kitchen opens to the family room, exquisite ceiling detail & French doors. The spacious master retreat has a generous walk-in closet. Master bath has a tub, dual vanities & separate shower. Office features a beautiful decorative ceiling design. Private guest suite, laundry & powder bath complete the 1st floor. Upstairs are 3 bedroom suites, a bonus rm, 2nd laundry & a finished walk-in attic. Step outside & relax on your covered lanai w/ summer kitchen or cool off in the sparkling pool/spa w/ sun shelf & heated spa flanked by a large cabana w/ fireplace. Back yard is beautifully landscaped & fenced for privacy. Relax in your private hot tub enclave with television. Amenities include: granite & quartz counter tops, Level 4 smooth finish walls & ceilings, hardwood floors in all main living areas, custom closet systems, brick paved driveway, PGT vinyl Low E insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in walls, Trane 16 Seer variable speed AC dual systems & 2 tankless water heaters.

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features a gourmet kitchen w/ Wolf, Sub Zero & Cove stainless appliances, large island, soft close custom wood cabinets & spacious walk-in pantry w/ coffee center/dry bar. This amazing kitchen opens to the family room, exquisite ceiling detail & French doors. The spacious master retreat has a generous walk-in closet. Master bath has a tub, dual vanities & separate shower. Office features a beautiful decorative ceiling design. Private guest suite, laundry & powder bath complete the 1st floor. Upstairs are 3 bedroom suites, a bonus rm, 2nd laundry & a finished walk-in attic. Step outside & relax on your covered lanai w/ summer kitchen or cool off in the sparkling pool/spa w/ sun shelf & heated spa flanked by a large cabana w/ fireplace. Back yard is beautifully landscaped & fenced for privacy. Relax in your private hot tub enclave with television. Amenities include: granite & quartz counter tops, Level 4 smooth finish walls & ceilings, hardwood floors in all main living areas, custom closet systems, brick paved driveway, PGT vinyl Low E insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in walls, Trane 16 Seer variable speed AC dual systems & 2 tankless water heaters.

1690 Palm Avenue, Winter Park

$1,635,000

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 150-foot private drive with gate. Designed with comfortable yet sophisticated living space, this home is perfect for those seeking a serene retreat for both everyday living and entertainment. The heart of the home is the sizable kitchen, boasting a gas stove, high-end appliances, and a truly unique island crafted from reclaimed wood with a solid concrete countertop — a perfect blend of rustic charm and modern design. The primary retreat is conveniently located on the first floor, featuring a spa-like bathroom complete with a soaking tub and a spacious walk-in shower. Upstairs, you'll find two additional ensuite bedrooms with the 4th bedroom that doubles as a home office complete with built-in desk and murphy bed. A generously sized bonus room/living area upstairs provides additional flexibility for a media room, playroom, or home office. Outdoors, the professionally designed and illuminated landscaping sets a warm, welcoming tone which includes a spectacular 12' x 40' salt-filtered heated pool surrounded by a luxurious travertine deck with fire-pit. Close proximity to all the charm and amenities Winter Park has to offer. This exceptional home offers privacy, elegance, and thoughtful design at every turn. Call today for an easy showing!

4 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 32789 Zip Code

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 150-foot private drive with gate. Designed with comfortable yet sophisticated living space, this home is perfect for those seeking a serene retreat for both everyday living and entertainment. The heart of the home is the sizable kitchen, boasting a gas stove, high-end appliances, and a truly unique island crafted from reclaimed wood with a solid concrete countertop — a perfect blend of rustic charm and modern design. The primary retreat is conveniently located on the first floor, featuring a spa-like bathroom complete with a soaking tub and a spacious walk-in shower. Upstairs, you'll find two additional ensuite bedrooms with the 4th bedroom that doubles as a home office complete with built-in desk and murphy bed. A generously sized bonus room/living area upstairs provides additional flexibility for a media room, playroom, or home office. Outdoors, the professionally designed and illuminated landscaping sets a warm, welcoming tone which includes a spectacular 12' x 40' salt-filtered heated pool surrounded by a luxurious travertine deck with fire-pit. Close proximity to all the charm and amenities Winter Park has to offer. This exceptional home offers privacy, elegance, and thoughtful design at every turn. Call today for an easy showing!

2402.5 Temple Drive, Winter Park

$1,186,200

This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to both relaxation and entertaining. From the resort-style backyard with a magnificent Saltwater Pool, lovely green space around the koi pond to the HGTV-worthy Interior with an entertainer’s dream kitchen, this has it all. The spacious split-bedroom floor plan, luxurious primary suite, and thoughtfully designed storage make it both stunning and practical. The large lanai with fireplace and full wet bar, beautifully landscaped fenced in yard, pond, green space and even storage for your boat, outdoor toys or dog run—every detail seems meticulously planned to maximize comfort and style. It’s clear that this home was built for the love of hosting, relaxing, and living life to the fullest. 5 Bedroom, 4 Bath, Pool Home with 2-Car Garage (NEW Genie Garage Door Opener). Long pavered driveway with plenty of room for all of your vehicles. You can't help fall in love with this Fully Renovated Florida Ranch Home. Walk into the impeccable warm and welcoming split Bedroom floor plan that offers a spacious Primary Bedroom in the rear of the home with beautifully updated Primary Bath. Double Vanity, Granite countertop, Chocolate Brown Cabinets, Tiled Walk-in Shower with Frameless Glass Doors. Two closets in Primary, one walk-in and one reach-in closet. Both front bedrooms are En-Suites. Bedrooms 4 and 5 share hall bathroom with tub and shower. If you are a chef or just a foodie you won’t want to leave this Ultimate Gourmet Kitchen. Zline 6-Burner, Griddle, Professional grade gas range with double electric oven and Zline wall mounted range hood. Dishwasher, two stainless steel farm sinks, wall-mount pot filler, microwave oven and French Door Refrigerator. White Shaker Soft Close, Kitchen Cabinets with Black hardware and high-end granite countertops, adorned by Designer Stone Backsplash. Behind the custom-built barn doors is the laundry closet and pantry. The large 7.9 x 5.3 Island seats 6 comfortably. This Dining Room is meant for entertaining. Seats 10-12 comfortably with sideboard, bar hutch and more. Open the French doors and instantly double your hosting space. Living Room is warm and cozy with wood burning fireplace, built-ins, LED recessed lighting. Flooring throughout is porcelain wood-look tile. Looking for a home with storage, this home has custom built-in cabinets in 2 bedrooms and hallway. You'll be amazed how much you can store. If you enjoy outdoor living and entertaining, you’ll never want to leave home. Step outside to a spacious covered lanai with tongue and groove ceiling, wood plank flooring, fireplace, TV and surround sound speakers. Full wet bar, lower stone encased with granite tops. Porch Swing. Fence has double gate on left side of home so you can easily pull your boat, RV or extend this into more garage area. Enjoy the mature Florida landscape as you sit by the pool and bar enjoying your favorite team on the TV with your friends. Pool remarcited and tiled in 2022. New pool equipment 2023, Pool Shed is to the right of the house behind the bar to hold all of your pool supplies. New HVAC 2023. Compressor 2020. Roof was replaced in 2018, house was replumbed and rewired in 2020. All Double Pane Aluminum Windows throughout home.

5 Beds ⋅ 4 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to both relaxation and entertaining. From the resort-style backyard with a magnificent Saltwater Pool, lovely green space around the koi pond to the HGTV-worthy Interior with an entertainer’s dream kitchen, this has it all. The spacious split-bedroom floor plan, luxurious primary suite, and thoughtfully designed storage make it both stunning and practical. The large lanai with fireplace and full wet bar, beautifully landscaped fenced in yard, pond, green space and even storage for your boat, outdoor toys or dog run—every detail seems meticulously planned to maximize comfort and style. It’s clear that this home was built for the love of hosting, relaxing, and living life to the fullest. 5 Bedroom, 4 Bath, Pool Home with 2-Car Garage (NEW Genie Garage Door Opener). Long pavered driveway with plenty of room for all of your vehicles. You can't help fall in love with this Fully Renovated Florida Ranch Home. Walk into the impeccable warm and welcoming split Bedroom floor plan that offers a spacious Primary Bedroom in the rear of the home with beautifully updated Primary Bath. Double Vanity, Granite countertop, Chocolate Brown Cabinets, Tiled Walk-in Shower with Frameless Glass Doors. Two closets in Primary, one walk-in and one reach-in closet. Both front bedrooms are En-Suites. Bedrooms 4 and 5 share hall bathroom with tub and shower. If you are a chef or just a foodie you won’t want to leave this Ultimate Gourmet Kitchen. Zline 6-Burner, Griddle, Professional grade gas range with double electric oven and Zline wall mounted range hood. Dishwasher, two stainless steel farm sinks, wall-mount pot filler, microwave oven and French Door Refrigerator. White Shaker Soft Close, Kitchen Cabinets with Black hardware and high-end granite countertops, adorned by Designer Stone Backsplash. Behind the custom-built barn doors is the laundry closet and pantry. The large 7.9 x 5.3 Island seats 6 comfortably. This Dining Room is meant for entertaining. Seats 10-12 comfortably with sideboard, bar hutch and more. Open the French doors and instantly double your hosting space. Living Room is warm and cozy with wood burning fireplace, built-ins, LED recessed lighting. Flooring throughout is porcelain wood-look tile. Looking for a home with storage, this home has custom built-in cabinets in 2 bedrooms and hallway. You'll be amazed how much you can store. If you enjoy outdoor living and entertaining, you’ll never want to leave home. Step outside to a spacious covered lanai with tongue and groove ceiling, wood plank flooring, fireplace, TV and surround sound speakers. Full wet bar, lower stone encased with granite tops. Porch Swing. Fence has double gate on left side of home so you can easily pull your boat, RV or extend this into more garage area. Enjoy the mature Florida landscape as you sit by the pool and bar enjoying your favorite team on the TV with your friends. Pool remarcited and tiled in 2022. New pool equipment 2023, Pool Shed is to the right of the house behind the bar to hold all of your pool supplies. New HVAC 2023. Compressor 2020. Roof was replaced in 2018, house was replumbed and rewired in 2020. All Double Pane Aluminum Windows throughout home.

2105 Fosgate Drive, Winter Park

$1,050,000

A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this 4-bedroom, 4-bath home features WHITE OAK FLOORS, SOLID WOOD CABINETS, CARRERA MARBLE & TRAVERTINE finishes, along side preserved architectural details like SKIP TROWEL CEILINGS & CROWN MOLDING. Updates fashioned TWO PRIMARY SUITES offering ultimate privacy & flexibility.These SPLIT PLAN suites pack personality. The first provides a POOL VIEW, large WALK-IN CLOSET & SHOWER, while the second basks in the PRIVACY of its own SCREENED GARDEN PATIO & access to a COZY FLEX ROOM with BUILT-INS. Whether used as a SERENITY ROOM, craft space, or restyled into a KITCHENETTE this space adds rare flexibility. Flexibility & MULTIGENERATIONAL living in a ONE STORY home aren’t the only rarities you’ll marvel over. A LARGE SEPARATE OFFICE with PRIVATE EXTERIOR ENTRANCE provides an ideal location for professionals to consult with clients or social media influencers & podcasters to ply their trades. Imagine the freedom & peace of mind you’ll gain not having to worry about traffic while also freeing your business from overhead & lease costs. When the workday ends, entertaining begins & other shiny facets of this home sparkle. A 2,500-BOTTLE CLIMATE-CONTROLLED WINE CELLAR sets the stage for unforgettable gatherings. Whether selecting a vintage for a romantic dinner, indulging guests with formal tastings or kicking back for a relaxed evening you’re sure to savor these moments especially when you move the party outdoors to your PAVERED PATIO adjoining the cool blue waters of your 18x36 RESORT-STYLE POOL all tucked within the PRIVACY of lush 8-foot WALLS. Don’t forget the patio is plumbed for an OUTDOOR BBQ & the pool for SOLAR HEAT when you’re ready to add them.The outdoors isn’t the only place you & your guests will gravitate to. Indoors, enjoy seamless FLOW between the SUNROOM, LIVING room, & FAMILY rooms. BUILT-IN SPEAKERS & STEREO SYSTEMS effortlessly deliver music to your ears. FIREPLACES in both living areas add warmth & ambiance for every season. Some properties claim to have a CHEF'S KITCHEN. This one delivers. Beyond the aesthetic updates, your cooking talents will flourish as you pivot between the island PREP SINK, professional grade 6-BURNER GAS COOKTOP with POT FILLER exceptional overhead VENT, BUILT IN OVENS & stainless steel FRENCH DOOR REFRIGERATOR. For those extra busy celebrations, just around the corner in the laundry room a complement of CABINETS,2ND FULL FREEZER & 2nd REFRIGERATOR await your handiwork while the WASHER & DRYER stand ready for tidying. There’s so much more, but here are a few more highlights:IMPACT-RESISTANT WINDOWS, a PARTIAL HOME GENERATOR, IRRIGATION ON WELL, owned SECURITY SYSTEM & 3 BUILT-IN SAFES— all contributing to your long-term comfort & the home’s efficiency. There’s NO DOUBT this property DELIVERS UNMATCHED VALUE, & QUALITY in one of Winter Park’s MOST DESIRABLE neighborhoods. Homes of this CALIBER RARELY COME TO MARKET— AND WHEN THEY DO THEY DON'T LAST. SCHEDULE your private showing TODAY. This is more than a home — IT'S the LIFESTYLE UPGRADE You've been WAITING FOR. *CLICK on Virtual tour link for 3D Walk Through.*

4 Beds ⋅ 4 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this 4-bedroom, 4-bath home features WHITE OAK FLOORS, SOLID WOOD CABINETS, CARRERA MARBLE & TRAVERTINE finishes, along side preserved architectural details like SKIP TROWEL CEILINGS & CROWN MOLDING. Updates fashioned TWO PRIMARY SUITES offering ultimate privacy & flexibility.These SPLIT PLAN suites pack personality. The first provides a POOL VIEW, large WALK-IN CLOSET & SHOWER, while the second basks in the PRIVACY of its own SCREENED GARDEN PATIO & access to a COZY FLEX ROOM with BUILT-INS. Whether used as a SERENITY ROOM, craft space, or restyled into a KITCHENETTE this space adds rare flexibility. Flexibility & MULTIGENERATIONAL living in a ONE STORY home aren’t the only rarities you’ll marvel over. A LARGE SEPARATE OFFICE with PRIVATE EXTERIOR ENTRANCE provides an ideal location for professionals to consult with clients or social media influencers & podcasters to ply their trades. Imagine the freedom & peace of mind you’ll gain not having to worry about traffic while also freeing your business from overhead & lease costs. When the workday ends, entertaining begins & other shiny facets of this home sparkle. A 2,500-BOTTLE CLIMATE-CONTROLLED WINE CELLAR sets the stage for unforgettable gatherings. Whether selecting a vintage for a romantic dinner, indulging guests with formal tastings or kicking back for a relaxed evening you’re sure to savor these moments especially when you move the party outdoors to your PAVERED PATIO adjoining the cool blue waters of your 18x36 RESORT-STYLE POOL all tucked within the PRIVACY of lush 8-foot WALLS. Don’t forget the patio is plumbed for an OUTDOOR BBQ & the pool for SOLAR HEAT when you’re ready to add them.The outdoors isn’t the only place you & your guests will gravitate to. Indoors, enjoy seamless FLOW between the SUNROOM, LIVING room, & FAMILY rooms. BUILT-IN SPEAKERS & STEREO SYSTEMS effortlessly deliver music to your ears. FIREPLACES in both living areas add warmth & ambiance for every season. Some properties claim to have a CHEF'S KITCHEN. This one delivers. Beyond the aesthetic updates, your cooking talents will flourish as you pivot between the island PREP SINK, professional grade 6-BURNER GAS COOKTOP with POT FILLER exceptional overhead VENT, BUILT IN OVENS & stainless steel FRENCH DOOR REFRIGERATOR. For those extra busy celebrations, just around the corner in the laundry room a complement of CABINETS,2ND FULL FREEZER & 2nd REFRIGERATOR await your handiwork while the WASHER & DRYER stand ready for tidying. There’s so much more, but here are a few more highlights:IMPACT-RESISTANT WINDOWS, a PARTIAL HOME GENERATOR, IRRIGATION ON WELL, owned SECURITY SYSTEM & 3 BUILT-IN SAFES— all contributing to your long-term comfort & the home’s efficiency. There’s NO DOUBT this property DELIVERS UNMATCHED VALUE, & QUALITY in one of Winter Park’s MOST DESIRABLE neighborhoods. Homes of this CALIBER RARELY COME TO MARKET— AND WHEN THEY DO THEY DON'T LAST. SCHEDULE your private showing TODAY. This is more than a home — IT'S the LIFESTYLE UPGRADE You've been WAITING FOR. *CLICK on Virtual tour link for 3D Walk Through.*

2923 Cove Trail, Winter Park

$1,050,000

Welcome to your dream home in the heart of beautiful Winter Park, Florida! Just a short stroll to iconic Park Avenue and Winter Park Village, this stunning modern Craftsman by David Weekley Homes perfectly blends luxury, comfort, and convenience. The thoughtfully designed floor plan features a downstairs primary suite, rich hardwood flooring, and sliding barn doors opening to a versatile dining room or home office. The heart of the home is the gourmet all-white kitchen, showcasing Cambria quartz countertops, a large center island, and top-of-the-line JennAir appliances—ideal for both everyday living and entertaining. Perfect Lock & Leave Living! Enjoy effortless living in this beautifully maintained neighborhood, ideal for those seeking a low-maintenance lifestyle. With all lawn care included, you can spend more time doing what you love—whether that's traveling, entertaining, or simply relaxing. Just lock the door and go—peace of mind comes standard. Located in the vibrant community of Winter Park—home to Rollins College, Michelin-starred restaurants, charming local boutiques, parks, and a lively farmers market—you’ll also love being just minutes from Winter Park Village for shopping, dining, and entertainment. Don't miss this rare opportunity to own a modern gem in one of Central Florida’s most sought-after neighborhoods!

3 Beds ⋅ 4 Baths ⋅ Canton Ave Cottages 1 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the heart of beautiful Winter Park, Florida! Just a short stroll to iconic Park Avenue and Winter Park Village, this stunning modern Craftsman by David Weekley Homes perfectly blends luxury, comfort, and convenience. The thoughtfully designed floor plan features a downstairs primary suite, rich hardwood flooring, and sliding barn doors opening to a versatile dining room or home office. The heart of the home is the gourmet all-white kitchen, showcasing Cambria quartz countertops, a large center island, and top-of-the-line JennAir appliances—ideal for both everyday living and entertaining. Perfect Lock & Leave Living! Enjoy effortless living in this beautifully maintained neighborhood, ideal for those seeking a low-maintenance lifestyle. With all lawn care included, you can spend more time doing what you love—whether that's traveling, entertaining, or simply relaxing. Just lock the door and go—peace of mind comes standard. Located in the vibrant community of Winter Park—home to Rollins College, Michelin-starred restaurants, charming local boutiques, parks, and a lively farmers market—you’ll also love being just minutes from Winter Park Village for shopping, dining, and entertainment. Don't miss this rare opportunity to own a modern gem in one of Central Florida’s most sought-after neighborhoods!

795 W Canton Avenue, Winter Park

$2,435,000

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park, and top-rated schools. This exceptional home was built in 2019 and features a flexible, open-concept layout that exudes comfort and luxury. The spacious main living areas are drenched in natural light and designed for seamless entertaining and everyday ease. The split-bedroom floorplan offers five generously sized en-suite bedrooms, each with its own private bath—no shared walls between any bedrooms ensure total peace and privacy for all. Two bedrooms are located on the first floor, including the lavish downstairs primary suite with a spa-inspired bathroom featuring a soaking tub, oversized dual vanities, frameless glass shower, and an enormous custom-designed walk-in closet. The heart of the home is the chef’s dream kitchen, masterfully laid out with distinct zones for cooking and gathering. Highlights include a gas cooktop, Thermador appliances, huge quartz-topped island, 42” cabinets, a cozy coffee and juicing nook, an oversized walk-in pantry, and a striking design that marries stainless steel with warm brass accents. Just off the kitchen, a separate beverage zone includes a built-in wine fridge, making entertaining effortless. No detail has been overlooked—from the White Oak hardwood flooring and marble inlay floors, to the suspended ceilings, solid Shaker-style interior doors, 7” milled baseboards, and designer light fixtures throughout. Modern conveniences include pre-wired surround sound, recessed lighting, dimmable lighting with frameless switch plates, custom framed mirrors, new Kohler bath fixtures, and a whole-house water filtration system. Restoration Hardware sheer drapes ($20K), remote-operated Shade Store treatments Enjoy seamless indoor-outdoor living in the resort-style backyard retreat. The ultra high-end, zero-edge saltwater pool and spa feature Aqua Pearl interior finish, glass mosaics, and are fully smartphone-controlled, including lighting, jets, and both gas spa and pool heaters. Entertain under the covered outdoor patio complete with an Artisan grill, new neutral-toned accent walls, and outdoor kitchen—all surrounded by sandblasted Carrara marble pavers, remote-controlled vanishing screens, and a full privacy fence with Podocarpus hedge. Extensive professional landscaping includes fresh sod, tilled and leveled topsoil, blooming flower bushes, and river rock side paths. The backyard also features new turf, a dedicated dog run, and completely upgraded irrigation for optimal efficiency. Oversized 2-car garage, tile roof, gutter guards, security system with cameras, new washer/dryer, and professional landscaping with upgraded irrigation. Quiet zone near hospitals, attracting medical professionals. Electrical lines to be buried within few months and very strong internet. Minutes to Baldwin Park, Park Avenue, restaurants, shopping, Wellness Center, and scenic trails. Zoned for top-rated Winter Park schools (Brookshire, Glenridge, Winter Park High) and near private schools- Lake Highland Prep, Park Maitland, Geneva School and more

5 Beds ⋅ 6 Baths ⋅ Eastline SubDv. ⋅ 32789 Zip Code

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park, and top-rated schools. This exceptional home was built in 2019 and features a flexible, open-concept layout that exudes comfort and luxury. The spacious main living areas are drenched in natural light and designed for seamless entertaining and everyday ease. The split-bedroom floorplan offers five generously sized en-suite bedrooms, each with its own private bath—no shared walls between any bedrooms ensure total peace and privacy for all. Two bedrooms are located on the first floor, including the lavish downstairs primary suite with a spa-inspired bathroom featuring a soaking tub, oversized dual vanities, frameless glass shower, and an enormous custom-designed walk-in closet. The heart of the home is the chef’s dream kitchen, masterfully laid out with distinct zones for cooking and gathering. Highlights include a gas cooktop, Thermador appliances, huge quartz-topped island, 42” cabinets, a cozy coffee and juicing nook, an oversized walk-in pantry, and a striking design that marries stainless steel with warm brass accents. Just off the kitchen, a separate beverage zone includes a built-in wine fridge, making entertaining effortless. No detail has been overlooked—from the White Oak hardwood flooring and marble inlay floors, to the suspended ceilings, solid Shaker-style interior doors, 7” milled baseboards, and designer light fixtures throughout. Modern conveniences include pre-wired surround sound, recessed lighting, dimmable lighting with frameless switch plates, custom framed mirrors, new Kohler bath fixtures, and a whole-house water filtration system. Restoration Hardware sheer drapes ($20K), remote-operated Shade Store treatments Enjoy seamless indoor-outdoor living in the resort-style backyard retreat. The ultra high-end, zero-edge saltwater pool and spa feature Aqua Pearl interior finish, glass mosaics, and are fully smartphone-controlled, including lighting, jets, and both gas spa and pool heaters. Entertain under the covered outdoor patio complete with an Artisan grill, new neutral-toned accent walls, and outdoor kitchen—all surrounded by sandblasted Carrara marble pavers, remote-controlled vanishing screens, and a full privacy fence with Podocarpus hedge. Extensive professional landscaping includes fresh sod, tilled and leveled topsoil, blooming flower bushes, and river rock side paths. The backyard also features new turf, a dedicated dog run, and completely upgraded irrigation for optimal efficiency. Oversized 2-car garage, tile roof, gutter guards, security system with cameras, new washer/dryer, and professional landscaping with upgraded irrigation. Quiet zone near hospitals, attracting medical professionals. Electrical lines to be buried within few months and very strong internet. Minutes to Baldwin Park, Park Avenue, restaurants, shopping, Wellness Center, and scenic trails. Zoned for top-rated Winter Park schools (Brookshire, Glenridge, Winter Park High) and near private schools- Lake Highland Prep, Park Maitland, Geneva School and more

1795 Greenwich Avenue, Winter Park

$3,485,000

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf six-burner gas range with double ovens, Sub-Zero refrigerator, abundant cabinetry and expansive counter space, ideal for everyday living and entertaining. The first-floor primary suite is a retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14-by-10-foot walk-in closet designed for maximum organization and style. A secondary primary suite, also on the main level, includes a generous walk-in closet and a private en-suite bath, offering flexibility for guests or multigenerational living. Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room and three additional bedrooms, all of which feature en-suite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike. Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper, complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers a place to unwind or entertain in style. Beyond the home, the location is unbeatable. In one of Winter Park’s most desirable neighborhoods, you’re just minutes from the upscale shops, fine dining and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities and major transportation hubs, including the Orlando Executive Airport and Orlando International Airport, ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort and convenience in one of Central Florida’s sought-after communities.

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf six-burner gas range with double ovens, Sub-Zero refrigerator, abundant cabinetry and expansive counter space, ideal for everyday living and entertaining. The first-floor primary suite is a retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14-by-10-foot walk-in closet designed for maximum organization and style. A secondary primary suite, also on the main level, includes a generous walk-in closet and a private en-suite bath, offering flexibility for guests or multigenerational living. Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room and three additional bedrooms, all of which feature en-suite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike. Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper, complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers a place to unwind or entertain in style. Beyond the home, the location is unbeatable. In one of Winter Park’s most desirable neighborhoods, you’re just minutes from the upscale shops, fine dining and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities and major transportation hubs, including the Orlando Executive Airport and Orlando International Airport, ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort and convenience in one of Central Florida’s sought-after communities.

2171 Forrest Road, Winter Park

$430,000

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the heart of charming Winter Park! From the moment you step inside, you'll be greeted by an abundance of natural light that fills the space and highlights the beautifully polished terrazzo flooring and fresh interior paint throughout. The open and airy layout creates an inviting atmosphere perfect for both relaxing and entertaining. The kitchen is a true standout—fully remodeled in 2020 and updated with brand-new appliances in 2023. It features a unique and warm aesthetic with Mexican tile countertops and backsplash that add a cozy, artistic touch. The guest bathroom carries a similar charm, also updated in 2020 with a distinct Mexican flair. The spacious primary suite offers a walk-in closet and a beautifully updated en-suite bathroom, complete with a walk-in shower renovated in 2023. Step outside to your fully fenced-in backyard—ideal for pets, outdoor gatherings, or simply enjoying the Florida sunshine. You’ll also find two sheds for additional storage space. Major updates include: New roof (2022) Drain field (2023) Sprinkler system (2023) HVAC system (2024) Water heater (2020) AC ducts (2020) New washer Backyard fence (2023) Brand new LVP flooring in the sunroom (2024) This home truly has it all—charm, character, and modern updates in a fantastic location. Don’t miss your chance to call it yours!

3 Beds ⋅ 2 Baths ⋅ Howell Heights SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the heart of charming Winter Park! From the moment you step inside, you'll be greeted by an abundance of natural light that fills the space and highlights the beautifully polished terrazzo flooring and fresh interior paint throughout. The open and airy layout creates an inviting atmosphere perfect for both relaxing and entertaining. The kitchen is a true standout—fully remodeled in 2020 and updated with brand-new appliances in 2023. It features a unique and warm aesthetic with Mexican tile countertops and backsplash that add a cozy, artistic touch. The guest bathroom carries a similar charm, also updated in 2020 with a distinct Mexican flair. The spacious primary suite offers a walk-in closet and a beautifully updated en-suite bathroom, complete with a walk-in shower renovated in 2023. Step outside to your fully fenced-in backyard—ideal for pets, outdoor gatherings, or simply enjoying the Florida sunshine. You’ll also find two sheds for additional storage space. Major updates include: New roof (2022) Drain field (2023) Sprinkler system (2023) HVAC system (2024) Water heater (2020) AC ducts (2020) New washer Backyard fence (2023) Brand new LVP flooring in the sunroom (2024) This home truly has it all—charm, character, and modern updates in a fantastic location. Don’t miss your chance to call it yours!

2743 Sanbina Street, Winter Park