Homesinorlando.forsale Search Results

$750,000

Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this home places you at the center of luxury Winter Park living—enjoy boutique shopping, fine dining, scenic strolls, or morning paddle boarding just steps from your door. Inside, you'll find a bright and open floor plan filled with natural light and timeless charm. A front den/office with white tile flooring and timeless tongue and groove ceiling offers you space that is not only stylish but functional—ideal for working from home or relaxing with a book. The open living/dining area features stylish wood flooring, large windows, and a ceiling fan for year-round comfort. This unique layout offers 2 primary suites offering plenty of privacy. Head to the fully fenced back yard and concrete patio which provides a private retreat for entertaining or relaxing outdoors. You will find yourself in the heart of it all with close proximity shops, restaurants, schools, universities and major airports. An added hidden bonus is your access to Lake Osceola through 2 parks and walkway ramp, where you can enjoy a beautiful sunset or paddle board/kayak ride. With vintage character, and incredible location with lake access at the end of the street, this Winter Park gem is not to be missed!

2 Beds ⋅ 2 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this home places you at the center of luxury Winter Park living—enjoy boutique shopping, fine dining, scenic strolls, or morning paddle boarding just steps from your door. Inside, you'll find a bright and open floor plan filled with natural light and timeless charm. A front den/office with white tile flooring and timeless tongue and groove ceiling offers you space that is not only stylish but functional—ideal for working from home or relaxing with a book. The open living/dining area features stylish wood flooring, large windows, and a ceiling fan for year-round comfort. This unique layout offers 2 primary suites offering plenty of privacy. Head to the fully fenced back yard and concrete patio which provides a private retreat for entertaining or relaxing outdoors. You will find yourself in the heart of it all with close proximity shops, restaurants, schools, universities and major airports. An added hidden bonus is your access to Lake Osceola through 2 parks and walkway ramp, where you can enjoy a beautiful sunset or paddle board/kayak ride. With vintage character, and incredible location with lake access at the end of the street, this Winter Park gem is not to be missed!

311 Cortland 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

$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

$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

$1,115,000

Endless Potential in the Heart of Park North! Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafés, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home. Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF) is a true find in one of Winter Park’s most desirable neighborhoods. Whether you're looking to build new or renovate the existing residence, the possibilities here are limitless. The current single-story block home spans nearly 3,100 square feet, with strong bones and a layout designed for easy living. Inside you’ll find oversized rooms, a cozy fireplace, a spacious eat-in kitchen, an indoor laundry room, private office off the primary suite, and a 2-car garage. Recent updates—new roof (2023), updated electrical panel (2023), one A/C (2019) and modernized windows and doors—set the stage for your vision to come to life. Natural light fills the home, and the beautifully landscaped backyard offers a serene retreat with a private patio, rear privacy wall, and metal fencing—ideal for both everyday relaxation and stylish entertaining. Located in the coveted Winter Park school district, this is a rare chance to invest in a premium property with endless upside. Whether you choose to reimagine the existing home or build brand new, this is a canvas just waiting for your personal touch. Schedule your private showing today and explore the possibilities! ** SURVEY AVAILABLE IN ATTACHMENTS **

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

Endless Potential in the Heart of Park North! Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafés, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home. Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF) is a true find in one of Winter Park’s most desirable neighborhoods. Whether you're looking to build new or renovate the existing residence, the possibilities here are limitless. The current single-story block home spans nearly 3,100 square feet, with strong bones and a layout designed for easy living. Inside you’ll find oversized rooms, a cozy fireplace, a spacious eat-in kitchen, an indoor laundry room, private office off the primary suite, and a 2-car garage. Recent updates—new roof (2023), updated electrical panel (2023), one A/C (2019) and modernized windows and doors—set the stage for your vision to come to life. Natural light fills the home, and the beautifully landscaped backyard offers a serene retreat with a private patio, rear privacy wall, and metal fencing—ideal for both everyday relaxation and stylish entertaining. Located in the coveted Winter Park school district, this is a rare chance to invest in a premium property with endless upside. Whether you choose to reimagine the existing home or build brand new, this is a canvas just waiting for your personal touch. Schedule your private showing today and explore the possibilities! ** SURVEY AVAILABLE IN ATTACHMENTS **

309 Park North Court, 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

$569,000

Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art galleries, fine dining, and open-air cafés. Once you step inside this 3-bedroom, 2-bath mid-century charmer, you'll feel the warmth and love of a home that has been truly cared for including a BRAND NEW ROOF. The heart of this home is a stunning open kitchen that’s sure to inspire envy—featuring soaring white cabinetry with glowing underlighting, a sleek gas cooktop, wall oven, and a show-stopping 9-foot quartz island perfect for gathering with friends and family. French doors open to a backyard that feels like a hidden retreat—lined with fruit trees and anchored by a covered, pavered patio perfect for lazy afternoons or lively evenings under twinkle lights. There's even a detached 2 car garage. Original parquet floors bring timeless charm, while the indoor laundry room and walk-in closet add modern-day ease to this vintage gem. Enjoy an easy commute to downtown and quick access to I-4. This is the home you've been waiting for. Call for your private showing today!

3 Beds ⋅ 2 Baths ⋅ Orwin Manor SubDv. ⋅ 32789 Zip Code

Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art galleries, fine dining, and open-air cafés. Once you step inside this 3-bedroom, 2-bath mid-century charmer, you'll feel the warmth and love of a home that has been truly cared for including a BRAND NEW ROOF. The heart of this home is a stunning open kitchen that’s sure to inspire envy—featuring soaring white cabinetry with glowing underlighting, a sleek gas cooktop, wall oven, and a show-stopping 9-foot quartz island perfect for gathering with friends and family. French doors open to a backyard that feels like a hidden retreat—lined with fruit trees and anchored by a covered, pavered patio perfect for lazy afternoons or lively evenings under twinkle lights. There's even a detached 2 car garage. Original parquet floors bring timeless charm, while the indoor laundry room and walk-in closet add modern-day ease to this vintage gem. Enjoy an easy commute to downtown and quick access to I-4. This is the home you've been waiting for. Call for your private showing today!

1368 Devon Rd, Winter Park

$575,000

This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original hardwood flooring in the spacious living room as well as both bedrooms. The hall bathroom has been updated with a new vanity, granite countertop, and marble tile. The well-appointed kitchen has Italian travertine flooring, Shaker-style 42" wood cabinets, granite countertops with an under-mount sink bowl, and beautiful stainless-steel appliances. Just off the kitchen is a cozy dining room which is perfect for family gatherings. New roof in (2021) and a 1 car garage! The property is zoned for top rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Surrounded by Muti-Million Dollar homes this is a rare opportunity to move in now and wait for future appreciation, add on, or maximize the value of the land and build your dream home. The homes proximity to The Winter Park Cultural Corridor which includes Rollins College, The Morse Museum, The Scenic Boat Tour, and The Farmer’s Market make this a most sought-after location. Schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original hardwood flooring in the spacious living room as well as both bedrooms. The hall bathroom has been updated with a new vanity, granite countertop, and marble tile. The well-appointed kitchen has Italian travertine flooring, Shaker-style 42" wood cabinets, granite countertops with an under-mount sink bowl, and beautiful stainless-steel appliances. Just off the kitchen is a cozy dining room which is perfect for family gatherings. New roof in (2021) and a 1 car garage! The property is zoned for top rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Surrounded by Muti-Million Dollar homes this is a rare opportunity to move in now and wait for future appreciation, add on, or maximize the value of the land and build your dream home. The homes proximity to The Winter Park Cultural Corridor which includes Rollins College, The Morse Museum, The Scenic Boat Tour, and The Farmer’s Market make this a most sought-after location. Schedule your private showing today!

1230 N Denning Drive, Winter Park

$550,000

Location, Charm, and Potential! Presenting a rare opportunity to own a home in one of Winter Park's most prestigious zip codes, offering the perfect blend of classic elegance and future potential. This 4-bedroom, 2.5-bathroom pool home is ready for your personal touch and vision. Nestled on a large corner lot in a highly sought-after neighborhood, this home features timeless charm and all the structural bones you need to create your dream living space. As you approach the home via the charming brick-paved walkway, step inside to a welcoming foyer. The spacious formal living room is bright and inviting, showcasing a marble wood-burning fireplace and French doors that lead out to the backyard—perfect for entertaining. Adjacent to the living room, the formal dining room offers ample space for large gatherings and dinner parties. The kitchen provides plenty of storage and potential to become a chef’s paradise, with generous cabinetry and counter space. Overlooking the cozy family room with parquet flooring, the space is ideal for relaxing, watching movies, or enjoying family game night. The bedrooms offer privacy and comfort, with the primary suite serving as a peaceful retreat. The spacious primary bedroom features ample closet space and an ensuite bathroom with double sinks, a private water closet, and a walk-in shower. Additional highlights include hurricane windows installed just five years ago, offering peace of mind and letting natural light flood the space. Timeless terrazzo flooring can be found throughout the home. The backyard is a private oasis, with mature landscaping and a well-maintained pool—perfect for relaxing or entertaining guests. Located just minutes from Winter Park’s renowned Park Avenue, with its upscale shops and dining, this home is an exceptional find. Don’t miss out on the chance to invest in a home with incredible potential in one of Winter Park’s most desirable neighborhoods! ROOF - 3/2025 (brand new!), HVAC 2010, ELECTRICAL - 2022 **WE ARE ACCEPTING ANY AND ALL OFFERS THROUGH 9AM MONDAY APRIL 7, 2025.***

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Location, Charm, and Potential! Presenting a rare opportunity to own a home in one of Winter Park's most prestigious zip codes, offering the perfect blend of classic elegance and future potential. This 4-bedroom, 2.5-bathroom pool home is ready for your personal touch and vision. Nestled on a large corner lot in a highly sought-after neighborhood, this home features timeless charm and all the structural bones you need to create your dream living space. As you approach the home via the charming brick-paved walkway, step inside to a welcoming foyer. The spacious formal living room is bright and inviting, showcasing a marble wood-burning fireplace and French doors that lead out to the backyard—perfect for entertaining. Adjacent to the living room, the formal dining room offers ample space for large gatherings and dinner parties. The kitchen provides plenty of storage and potential to become a chef’s paradise, with generous cabinetry and counter space. Overlooking the cozy family room with parquet flooring, the space is ideal for relaxing, watching movies, or enjoying family game night. The bedrooms offer privacy and comfort, with the primary suite serving as a peaceful retreat. The spacious primary bedroom features ample closet space and an ensuite bathroom with double sinks, a private water closet, and a walk-in shower. Additional highlights include hurricane windows installed just five years ago, offering peace of mind and letting natural light flood the space. Timeless terrazzo flooring can be found throughout the home. The backyard is a private oasis, with mature landscaping and a well-maintained pool—perfect for relaxing or entertaining guests. Located just minutes from Winter Park’s renowned Park Avenue, with its upscale shops and dining, this home is an exceptional find. Don’t miss out on the chance to invest in a home with incredible potential in one of Winter Park’s most desirable neighborhoods! ROOF - 3/2025 (brand new!), HVAC 2010, ELECTRICAL - 2022 **WE ARE ACCEPTING ANY AND ALL OFFERS THROUGH 9AM MONDAY APRIL 7, 2025.***

2906 Rapidan Trail, Winter Park

$3,550,000

This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property!

3 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property!

443 Lakewood Drive, Winter Park

$1,400,000

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow seamlessly through the open-concept living spaces, where abundant windows frame views of the lush gardens and flood the home with natural light. The thoughtfully designed floor plan incorporates two distinct living areas - one integrated with the kitchen for casual gatherings, and a separate space with soaring vaulted ceilings and custom built-ins perfect for formal entertaining or quiet evenings. The primary retreat offers a private sanctuary with vaulted ceilings, spa-like ensuite bath, and walk-in closet, while three additional bedroom suites provide comfortable accommodations for family or guests. Step outside to discover multiple outdoor living spaces, including a patio ideal for al fresco dining and a spacious backyard with mature landscaping and room for a future pool. Located in one of Orlando's most sought after neighborhoods, this turnkey home offers access to top-rated schools including Audubon K-8 and Winter Park High School. This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of.

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

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow seamlessly through the open-concept living spaces, where abundant windows frame views of the lush gardens and flood the home with natural light. The thoughtfully designed floor plan incorporates two distinct living areas - one integrated with the kitchen for casual gatherings, and a separate space with soaring vaulted ceilings and custom built-ins perfect for formal entertaining or quiet evenings. The primary retreat offers a private sanctuary with vaulted ceilings, spa-like ensuite bath, and walk-in closet, while three additional bedroom suites provide comfortable accommodations for family or guests. Step outside to discover multiple outdoor living spaces, including a patio ideal for al fresco dining and a spacious backyard with mature landscaping and room for a future pool. Located in one of Orlando's most sought after neighborhoods, this turnkey home offers access to top-rated schools including Audubon K-8 and Winter Park High School. This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of.

1750 Winchester Drive, Winter Park

$1,100,000

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding an additional 400 square feet or so, current use is a studio, can easily transform to a guest house, mother-in-law suite or back to a garage, whatever function fits your needs. Front motor court can accommodate lots of vehicles, easy in and out and includes electric car charging station. The kitchen is open to the gathering room with spacious volume ceilings. Home was recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, cover is waterproof with the Hercules roof system. Lush greenery and mature landscape and majestic oaks round out the space and topped off with an upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other.

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding an additional 400 square feet or so, current use is a studio, can easily transform to a guest house, mother-in-law suite or back to a garage, whatever function fits your needs. Front motor court can accommodate lots of vehicles, easy in and out and includes electric car charging station. The kitchen is open to the gathering room with spacious volume ceilings. Home was recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, cover is waterproof with the Hercules roof system. Lush greenery and mature landscape and majestic oaks round out the space and topped off with an upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other.

1932 Temple Drive, Winter Park

$505,000

Stunning Mid-Century Modern Home in Prime Winter Park Location Discover this exceptional 3-bedroom, 1-bath home, perfectly situated just one block from Baldwin Park and backing up to the serene Blue Jacket Park. Located in one of Winter Park’s most sought-after neighborhoods, this property offers unparalleled access to everything, with trendy shops, dining, and top-rated schools just minutes away. Surrounded by newly built, multi-million-dollar custom homes, this gem also presents a unique opportunity for future development, with the land alone offering significant value. Inside, this meticulously maintained home has been updated with modern upgrades while preserving its timeless charm. Features include beautiful wood flooring throughout, spacious closets, and an open-concept kitchen and living area that creates a welcoming atmosphere. The bonus patio room opens to a screened lanai, offering a perfect spot for outdoor dining and relaxation, overlooking the expansive backyard. Notable Upgrades Include: Roof (2018) New AC with UV filter (2021) New Windows (2022) Rewired Electrical (2021) Hybrid Water Heater (2022) Pex Repipe with Auto Shut-Off Valve (2023) Solar Panels (Fully Paid Off in 2023) New LED Light Fixtures & Ceiling Fans (2023) Wooden Fence & Gate (2021) Fiber Optic Internet (2024) Newly Painted Interior & Exterior (2022) Screened Lanai (2023) With a newly installed solar system, hybrid water heater, and upgraded electrical and plumbing, this home is as energy-efficient as it is stylish. Plus, the convenience of fiber optic internet is a huge bonus for today’s digital needs. Whether you're looking for a move-in-ready home with a spacious yard or a prime lot for future development, this property is the perfect choice. Don’t miss your chance to own a piece of Winter Park’s finest real estate!

3 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Stunning Mid-Century Modern Home in Prime Winter Park Location Discover this exceptional 3-bedroom, 1-bath home, perfectly situated just one block from Baldwin Park and backing up to the serene Blue Jacket Park. Located in one of Winter Park’s most sought-after neighborhoods, this property offers unparalleled access to everything, with trendy shops, dining, and top-rated schools just minutes away. Surrounded by newly built, multi-million-dollar custom homes, this gem also presents a unique opportunity for future development, with the land alone offering significant value. Inside, this meticulously maintained home has been updated with modern upgrades while preserving its timeless charm. Features include beautiful wood flooring throughout, spacious closets, and an open-concept kitchen and living area that creates a welcoming atmosphere. The bonus patio room opens to a screened lanai, offering a perfect spot for outdoor dining and relaxation, overlooking the expansive backyard. Notable Upgrades Include: Roof (2018) New AC with UV filter (2021) New Windows (2022) Rewired Electrical (2021) Hybrid Water Heater (2022) Pex Repipe with Auto Shut-Off Valve (2023) Solar Panels (Fully Paid Off in 2023) New LED Light Fixtures & Ceiling Fans (2023) Wooden Fence & Gate (2021) Fiber Optic Internet (2024) Newly Painted Interior & Exterior (2022) Screened Lanai (2023) With a newly installed solar system, hybrid water heater, and upgraded electrical and plumbing, this home is as energy-efficient as it is stylish. Plus, the convenience of fiber optic internet is a huge bonus for today’s digital needs. Whether you're looking for a move-in-ready home with a spacious yard or a prime lot for future development, this property is the perfect choice. Don’t miss your chance to own a piece of Winter Park’s finest real estate!

2341 Mulbry Drive, Winter Park

$1,255,000

An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all cabinets come with soft-close drawers. The elegant two-tone cabinetry adds a custom touch that will impress your guests. The heart of the home is bathed in natural light thanks to a large front window in the dining area, creating an inviting atmosphere. Sliding glass doors connect the living space to the outdoor oasis, where you’ll find a spacious pool with a screened enclosure, a beautifully landscaped yard, and a cozy fire pit, perfect for relaxing or entertaining from the comfort of your own home. The dining area also features a convenient coffee bar that enhances functionality. Nestled in one of Winter Park’s most sought-after neighborhoods, this property is just minutes away from exclusive dining and boutique shopping. Zoned for top-rated Audubon K-8 and Winter Park High School, this neighborhood is a true gem, benefiting from its prime location and excellent schools, in an area experiencing rapid transformation.

4 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all cabinets come with soft-close drawers. The elegant two-tone cabinetry adds a custom touch that will impress your guests. The heart of the home is bathed in natural light thanks to a large front window in the dining area, creating an inviting atmosphere. Sliding glass doors connect the living space to the outdoor oasis, where you’ll find a spacious pool with a screened enclosure, a beautifully landscaped yard, and a cozy fire pit, perfect for relaxing or entertaining from the comfort of your own home. The dining area also features a convenient coffee bar that enhances functionality. Nestled in one of Winter Park’s most sought-after neighborhoods, this property is just minutes away from exclusive dining and boutique shopping. Zoned for top-rated Audubon K-8 and Winter Park High School, this neighborhood is a true gem, benefiting from its prime location and excellent schools, in an area experiencing rapid transformation.

2258 E Howard Drive, Winter Park

$610,000

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-bedroom, 3-bathroom, 1732 sq. ft. home sits on an expansive,easily maintained 1/3-acre lot. Thoughtfully enhanced with high-end upgrades and modern conveniences, this home offers both comfort and timeless appeal. The newly added primary suite is a true sanctuary, featuring raised ceilings, custome closet and a luxurious ensuite bathroom complete with high-end fixtures, a spacious walk-in shower w/relaxing rain showerhead. The second bedroom boasts its own renovated ensuite bathroom for added privacy, while the third bedroom—currently serving as an office—features a built-in Murphy bed and closet. Throughout the home, you’ll find premium upgrades, including NEW: bamboo flooring in the living and bedroom areas, updated kitchen tile, fresh interior and exterior paint, crown molding, baseboards, new front door and interior doors, new windows in bedrooms 2 &3, upgraded lighting, and a new inside laundry closet. Step into the spacious backyard, where endless possibilities await. The refreshed pergola and patio area create a delightful outdoor gathering space, and the lot’s size provides plenty of room for a pool to complete your outdoor oasis. Rest easy knowing the home has been meticulously maintained and updated with key system improvements, including a complete electrical rewiring (2022), roof (2021), AC system (2022), septic drain field replacement (2021), replumbing (2011). Located just minutes from Winter Park Village and surrounding shopping areas, you’ll enjoy a huge selection of restaurants and entertainment options. Plus, with convenient access to I-4, you can quickly travel into Downtown Orlando or head out to the beautiful beaches along Florida’s east coast. This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-bedroom, 3-bathroom, 1732 sq. ft. home sits on an expansive,easily maintained 1/3-acre lot. Thoughtfully enhanced with high-end upgrades and modern conveniences, this home offers both comfort and timeless appeal. The newly added primary suite is a true sanctuary, featuring raised ceilings, custome closet and a luxurious ensuite bathroom complete with high-end fixtures, a spacious walk-in shower w/relaxing rain showerhead. The second bedroom boasts its own renovated ensuite bathroom for added privacy, while the third bedroom—currently serving as an office—features a built-in Murphy bed and closet. Throughout the home, you’ll find premium upgrades, including NEW: bamboo flooring in the living and bedroom areas, updated kitchen tile, fresh interior and exterior paint, crown molding, baseboards, new front door and interior doors, new windows in bedrooms 2 &3, upgraded lighting, and a new inside laundry closet. Step into the spacious backyard, where endless possibilities await. The refreshed pergola and patio area create a delightful outdoor gathering space, and the lot’s size provides plenty of room for a pool to complete your outdoor oasis. Rest easy knowing the home has been meticulously maintained and updated with key system improvements, including a complete electrical rewiring (2022), roof (2021), AC system (2022), septic drain field replacement (2021), replumbing (2011). Located just minutes from Winter Park Village and surrounding shopping areas, you’ll enjoy a huge selection of restaurants and entertainment options. Plus, with convenient access to I-4, you can quickly travel into Downtown Orlando or head out to the beautiful beaches along Florida’s east coast. This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today!

2127 Lake Drive, Winter Park

$1,100,000

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), New Roof (2025), updated plumbing, Updated electrical panels, newer windows in most of the house and vinyl fencing, . This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), New Roof (2025), updated plumbing, Updated electrical panels, newer windows in most of the house and vinyl fencing, . This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

708 Balmoral Road, Winter Park

$519,180

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!

2518 Sweetwater Trail, Winter Park

$1,175,000

Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

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

Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

1681 Blue Ridge Road, Winter Park

$1,000,000

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

3 Beds ⋅ 2 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

1001 Tuscany Place, Winter Park

$1,330,000

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

5 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$1,525,000

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

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

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$899,000

NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be their forever home. As life goes, a job relocation out of state has called. Now, the fortunate new homeowners have nothing left to do but move in! Timeless elegance awaits as you discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom, plus OFFICE, POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an OFFICE OVERLOOKS the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with with even more upgrades, including, new doors, trim and baseboards throughout, designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system (installed in 2023) with a 22 SEER variable speed unit and humidity control. The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. OWNED SOLAR PANELS, and ROOF (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a FULL HOME RE-PIPE AND RE-WIRE have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

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

NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be their forever home. As life goes, a job relocation out of state has called. Now, the fortunate new homeowners have nothing left to do but move in! Timeless elegance awaits as you discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom, plus OFFICE, POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an OFFICE OVERLOOKS the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with with even more upgrades, including, new doors, trim and baseboards throughout, designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system (installed in 2023) with a 22 SEER variable speed unit and humidity control. The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. OWNED SOLAR PANELS, and ROOF (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a FULL HOME RE-PIPE AND RE-WIRE have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$1,080,000

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$1,295,000

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

3 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$740,000

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$980,000

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

1875 Lake Spier Drive, Winter Park

$1,587,500

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$872,500

Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

3 Beds ⋅ 3 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code

Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

922 Garden Drive, Winter Park

$1,025,000

GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

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

GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

2217 Howard Drive, Winter Park

$1,200,000

Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

3 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

1417 Williams Drive, Winter Park