Homesinorlando.forsale Search Results

$417,500

Located in the desirable Winter Park area, this newly listed 3-bedroom, 2-bathroom home at 2148 Blossom Lane offers excellent value and investment potential. This well-maintained house features 1,685 square feet of comfortable living space, perfect for families or investors looking for a solid opportunity. The home's prime location puts you just minutes from Winter Park Village, with easy access to shopping, restaurants, and major roadways. Theme park enthusiasts will appreciate the convenient proximity to Orlando's world-famous attractions, making this an ideal choice for vacation rentals or permanent residence. Inside, you'll find a thoughtful layout with three bedrooms, including a spacious primary bedroom, and two full bathrooms. The 1,685 square feet provides plenty of room for comfortable living and entertaining. The property's practical design makes it move-in ready for new owners. The location truly sets this property apart, offering the perfect balance of suburban comfort and urban convenience. Whether you're looking for a family home or an investment property, this Winter Park house delivers on both fronts. With shopping, dining, and entertainment options nearby, plus quick access to major transportation routes, daily life becomes effortless. This is a great opportunity to own in one of Central Florida's most sought-after communities.

3 Beds ⋅ 2 Baths ⋅ 0000137281 SubDv. ⋅ 32789 Zip Code

Located in the desirable Winter Park area, this newly listed 3-bedroom, 2-bathroom home at 2148 Blossom Lane offers excellent value and investment potential. This well-maintained house features 1,685 square feet of comfortable living space, perfect for families or investors looking for a solid opportunity. The home's prime location puts you just minutes from Winter Park Village, with easy access to shopping, restaurants, and major roadways. Theme park enthusiasts will appreciate the convenient proximity to Orlando's world-famous attractions, making this an ideal choice for vacation rentals or permanent residence. Inside, you'll find a thoughtful layout with three bedrooms, including a spacious primary bedroom, and two full bathrooms. The 1,685 square feet provides plenty of room for comfortable living and entertaining. The property's practical design makes it move-in ready for new owners. The location truly sets this property apart, offering the perfect balance of suburban comfort and urban convenience. Whether you're looking for a family home or an investment property, this Winter Park house delivers on both fronts. With shopping, dining, and entertainment options nearby, plus quick access to major transportation routes, daily life becomes effortless. This is a great opportunity to own in one of Central Florida's most sought-after communities.

2148 Blossom Lane, Winter Park

$266,000

Beautifully updated and meticulously maintained. Improvements done in late 2020. Kitchen Ceiling raised and recessed lights installed, new Cabinets, Quart Counters, Stainless Steel Samsung Appliances including Counter-depth Refrigerator. Wall opened into Living Room and Breakfast Bar Installed. Updated Master Bath includes new Vanity, Mirror and Lights, Commode and beautiful new Shower, Barn Door installed for Privacy. Guest Bath also updated. Luxury Vinyl and Bathroom Tiles replaced throughout. New Double Paned Windows and Sliding Door, 6" Floor Moldings, Knock-down Ceilings and Decorator Paint. A/C and water Heater done with rest of updates. This 2 Bedroom 2 bath End Unit is centrally located in Lakefront Community with covered Patio in private Courtyard! Enjoy Sunsets on Lakefront Deck, Private Lakefront Ramp Access to skiable Lake Killarney, Heated Pool, Saunas and walking access to Shops, Restaurants, Movies and short distance to Park Avenue, Farmers Market and Downtown Art Festivals. Don't miss seeing this "little bit of heaven"! Call today for private viewing!

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Beautifully updated and meticulously maintained. Improvements done in late 2020. Kitchen Ceiling raised and recessed lights installed, new Cabinets, Quart Counters, Stainless Steel Samsung Appliances including Counter-depth Refrigerator. Wall opened into Living Room and Breakfast Bar Installed. Updated Master Bath includes new Vanity, Mirror and Lights, Commode and beautiful new Shower, Barn Door installed for Privacy. Guest Bath also updated. Luxury Vinyl and Bathroom Tiles replaced throughout. New Double Paned Windows and Sliding Door, 6" Floor Moldings, Knock-down Ceilings and Decorator Paint. A/C and water Heater done with rest of updates. This 2 Bedroom 2 bath End Unit is centrally located in Lakefront Community with covered Patio in private Courtyard! Enjoy Sunsets on Lakefront Deck, Private Lakefront Ramp Access to skiable Lake Killarney, Heated Pool, Saunas and walking access to Shops, Restaurants, Movies and short distance to Park Avenue, Farmers Market and Downtown Art Festivals. Don't miss seeing this "little bit of heaven"! Call today for private viewing!

1500 Gay Road Unit 9B, Winter Park

$470,000

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look laminate floors flow through the spacious living and dining rooms and into the bedrooms, while the family room offers wood-look tile, a cozy fireplace, and sliding doors that open to the screened patio. Outside, a long driveway extends beyond the fenced yard to a side-entry oversized two-car garage with workshop area. Surrounded by mature trees, the backyard is a private retreat with a cozy firepit, utility shed, and a versatile concrete pad—ideal for basketball games or weekend gatherings under the stars. Zoned R-1A, the property also allows for an accessory structure such as a guest suite or studio (no kitchen permitted) Thoughtful updates, generous outdoor space, and an unbeatable location near Lake Killarney make this home a rare find. Come experience comfort, character, and convenience in the heart of Winter Park.

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

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look laminate floors flow through the spacious living and dining rooms and into the bedrooms, while the family room offers wood-look tile, a cozy fireplace, and sliding doors that open to the screened patio. Outside, a long driveway extends beyond the fenced yard to a side-entry oversized two-car garage with workshop area. Surrounded by mature trees, the backyard is a private retreat with a cozy firepit, utility shed, and a versatile concrete pad—ideal for basketball games or weekend gatherings under the stars. Zoned R-1A, the property also allows for an accessory structure such as a guest suite or studio (no kitchen permitted) Thoughtful updates, generous outdoor space, and an unbeatable location near Lake Killarney make this home a rare find. Come experience comfort, character, and convenience in the heart of Winter Park.

2381 Roxbury Road, Winter Park

$162,000

One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders that open up to a nice-sized screened-in Florida room—perfect for sipping your morning coffee or relaxing at the end of the day and the best part the pool is located directly behind your Florida room! With the large Florida palm tree as a reference point you can see how close to the pool this condo is! After you enjoy taking a hike around Mead Gardens- then come home to a nice swim in the pool! And here’s some exciting news: the seller is offering seller financing! That means the deed will be in your name, and with just 20% down and flexible terms, it’s an incredible chance for first-time buyers, or to add to your rental portfolio, or anyone looking for a sweet second home. If you've been dreaming of having a Winter Park address, this is your moment! You’ll absolutely love the fantastic location of this condo, and let’s not forget this condo is located less than 2 miles to Advent Health hospital, the Orlando Science center, shopping, restaurants and all that Winter Park has to offer! Don’t miss out on this wonderful investment opportunity. Show and Sell!!

1 Beds ⋅ 1 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders that open up to a nice-sized screened-in Florida room—perfect for sipping your morning coffee or relaxing at the end of the day and the best part the pool is located directly behind your Florida room! With the large Florida palm tree as a reference point you can see how close to the pool this condo is! After you enjoy taking a hike around Mead Gardens- then come home to a nice swim in the pool! And here’s some exciting news: the seller is offering seller financing! That means the deed will be in your name, and with just 20% down and flexible terms, it’s an incredible chance for first-time buyers, or to add to your rental portfolio, or anyone looking for a sweet second home. If you've been dreaming of having a Winter Park address, this is your moment! You’ll absolutely love the fantastic location of this condo, and let’s not forget this condo is located less than 2 miles to Advent Health hospital, the Orlando Science center, shopping, restaurants and all that Winter Park has to offer! Don’t miss out on this wonderful investment opportunity. Show and Sell!!

1250 S Denning #122 Street Unit 00122, Winter Park

$555,000

One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroom, 2-bath, 1,798sf townhome offers the perfect blend of convenience and contemporary style in a private 12-unit community. Light and bright with high ceilings and tile floors, the open-concept living area features a quartz island kitchen with Samsung appliances, solid wood cabinetry, and a retractable sliding door that opens to a walled courtyard—ideal for dining and entertaining. Upstairs, you’ll find the spacious primary suite, two additional bedrooms, a secondary bath, and a laundry room. Additional features include a downstairs custom closet, upgraded sound system with subwoofer and speakers throughout the main living areas and patio, central vacuum, security system, and an attached two-car garage. Enjoy low-maintenance living close to I-4, College Park, Park Avenue, shopping, and dining.

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

One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroom, 2-bath, 1,798sf townhome offers the perfect blend of convenience and contemporary style in a private 12-unit community. Light and bright with high ceilings and tile floors, the open-concept living area features a quartz island kitchen with Samsung appliances, solid wood cabinetry, and a retractable sliding door that opens to a walled courtyard—ideal for dining and entertaining. Upstairs, you’ll find the spacious primary suite, two additional bedrooms, a secondary bath, and a laundry room. Additional features include a downstairs custom closet, upgraded sound system with subwoofer and speakers throughout the main living areas and patio, central vacuum, security system, and an attached two-car garage. Enjoy low-maintenance living close to I-4, College Park, Park Avenue, shopping, and dining.

1267 Michigan Avenue, Winter Park

$6,495,000

Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. Highlights include a dramatic great room, inviting family room, private study, downstairs guest suite, a full bar featuring a 56-bottle wine refrigerator, and an upstairs game room ideal for both everyday living and elegant entertaining. A grand entry reveals the great room with soaring floor-to-ceiling windows and elegant Italian porcelain tile, all overlooking the serene pool and patio. The chef’s kitchen seamlessly connects to the family room and features Canadian-crafted European-style cabinetry, Wolf, Sub-Zero & Fisher & Paykel appliances (dual ovens, dual dishwashers, built-in coffee maker, wine cooler, and beverage center), quartzite countertops, a large island with bar seating, hidden walk-in pantry, plus whole house water softener and filtration systems for premium convenience. The first-floor primary suite is a true retreat with spa-inspired amenities and a custom-built walk-in closet complete with cabinetry and a spacious island. Also on the main level: a private guest suite and dedicated home office/study. Upstairs, a generous game room and three additional en suite bedrooms provide comfort and privacy for family and guests alike. Designed for seamless indoor-outdoor living, the residence boasts two covered lanais finished in Turkish Marble, disappearing screens, a summer kitchen with Urban Bonfire Cabinetry, refrigerator, and ice maker, along with a freestanding fire pit and lush tropical landscaping. The saltwater pool with sun shelf and heated gas spa ensures year-round enjoyment. Built to the highest standards, the home features R-14 block walls with core 500 insulation, open cell foam insulation in attic, Andersen windows, a flat concrete tile roof, and tongue-and-groove ceilings on all lanais. Additional luxuries include: Select European white oak wood floors and Italian porcelain flooring throughout 12’ ceilings on the main level, 10’ ceilings upstairs Cutting-edge construction for efficiency and durability

5 Beds ⋅ 7 Baths ⋅ Osceola Place SubDv. ⋅ 32789 Zip Code

Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. Highlights include a dramatic great room, inviting family room, private study, downstairs guest suite, a full bar featuring a 56-bottle wine refrigerator, and an upstairs game room ideal for both everyday living and elegant entertaining. A grand entry reveals the great room with soaring floor-to-ceiling windows and elegant Italian porcelain tile, all overlooking the serene pool and patio. The chef’s kitchen seamlessly connects to the family room and features Canadian-crafted European-style cabinetry, Wolf, Sub-Zero & Fisher & Paykel appliances (dual ovens, dual dishwashers, built-in coffee maker, wine cooler, and beverage center), quartzite countertops, a large island with bar seating, hidden walk-in pantry, plus whole house water softener and filtration systems for premium convenience. The first-floor primary suite is a true retreat with spa-inspired amenities and a custom-built walk-in closet complete with cabinetry and a spacious island. Also on the main level: a private guest suite and dedicated home office/study. Upstairs, a generous game room and three additional en suite bedrooms provide comfort and privacy for family and guests alike. Designed for seamless indoor-outdoor living, the residence boasts two covered lanais finished in Turkish Marble, disappearing screens, a summer kitchen with Urban Bonfire Cabinetry, refrigerator, and ice maker, along with a freestanding fire pit and lush tropical landscaping. The saltwater pool with sun shelf and heated gas spa ensures year-round enjoyment. Built to the highest standards, the home features R-14 block walls with core 500 insulation, open cell foam insulation in attic, Andersen windows, a flat concrete tile roof, and tongue-and-groove ceilings on all lanais. Additional luxuries include: Select European white oak wood floors and Italian porcelain flooring throughout 12’ ceilings on the main level, 10’ ceilings upstairs Cutting-edge construction for efficiency and durability

550 Palmer Avenue, Winter Park

$375,000

Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room to play, it’s a rare find in Winter Park and offers potential for future outdoor upgrades or expansion. Located just minutes from downtown Winter Park, you’ll have easy access to top-rated dining, boutique shopping, and cultural attractions. Whether you’re a first-time homebuyer, a growing family, or looking for a smart investment in Central Florida’s thriving market, this home checks all the boxes! Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room to play, it’s a rare find in Winter Park and offers potential for future outdoor upgrades or expansion. Located just minutes from downtown Winter Park, you’ll have easy access to top-rated dining, boutique shopping, and cultural attractions. Whether you’re a first-time homebuyer, a growing family, or looking for a smart investment in Central Florida’s thriving market, this home checks all the boxes! Schedule your showing today!

1007 Early Avenue, Winter Park

$4,720,000

*Under Contract - Accepting Backup Offers* An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired foyer greets guests with precast stone-clad walls, inlaid marble flooring, and a Murano-style polyhedral chandelier. Two first-floor guest suites, each with its own bath, are adorned with rift-cut white oak millwork, curved ceilings, and crystal chandeliers. At the heart of the home lies the main salon, where oak detailing and a deco-style stone fireplace with a holographic insert create an atmosphere of understated grandeur. The two-tone oak kitchen, wrapped in natural quartzite and anchored by a curved island and custom hood, features a curated suite of professional-grade appliances: • ILVE range • Miele refrigerator, freezer, and dishwasher • Sub-Zero wine and beverage preservation systems Adjacent, a dining area glows under a custom chandelier, while the powder bath impresses with wood and marble accents, an integrated stone sink, and a Saint Louis crystal faucet by Kallista. A scullery expands the culinary capability with a chef’s sink, Samsung Bespoke laundry and refrigeration, Wolf microwave drawer, and additional Miele dishwasher—ideal for both entertaining and daily ease. The first floor primary suite, discreetly hidden behind millwork, offers a serene retreat with an opulent closet system and a marble mosaic-clad bathing suite featuring Kohler digital shower technology and MTI tub. Upstairs, two additional ensuite bedrooms, a bonus room with walk-in closet, and a secondary laundry continue the home’s standard of refined luxury. Outdoors, the residence embraces resort-style living with a natural gas summer kitchen, infinity-edge pool, and 360-degree raised glass-tile spa. A two-car garage and porte cochere, both EV-ready, provide elegant utility. Modern conveniences include Lutron HomeWorks lighting and shade prewire, built-in SONOS audio zones, pre-installed speakers, and a commercial-grade Ubiquiti WiFi network ensuring flawless connectivity throughout. A feast for the senses, The Maybourne is more than a home—it’s a statement of artistry and craftsmanship, conceived for the most discerning Winter Park resident.

5 Beds ⋅ 6 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

*Under Contract - Accepting Backup Offers* An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired foyer greets guests with precast stone-clad walls, inlaid marble flooring, and a Murano-style polyhedral chandelier. Two first-floor guest suites, each with its own bath, are adorned with rift-cut white oak millwork, curved ceilings, and crystal chandeliers. At the heart of the home lies the main salon, where oak detailing and a deco-style stone fireplace with a holographic insert create an atmosphere of understated grandeur. The two-tone oak kitchen, wrapped in natural quartzite and anchored by a curved island and custom hood, features a curated suite of professional-grade appliances: • ILVE range • Miele refrigerator, freezer, and dishwasher • Sub-Zero wine and beverage preservation systems Adjacent, a dining area glows under a custom chandelier, while the powder bath impresses with wood and marble accents, an integrated stone sink, and a Saint Louis crystal faucet by Kallista. A scullery expands the culinary capability with a chef’s sink, Samsung Bespoke laundry and refrigeration, Wolf microwave drawer, and additional Miele dishwasher—ideal for both entertaining and daily ease. The first floor primary suite, discreetly hidden behind millwork, offers a serene retreat with an opulent closet system and a marble mosaic-clad bathing suite featuring Kohler digital shower technology and MTI tub. Upstairs, two additional ensuite bedrooms, a bonus room with walk-in closet, and a secondary laundry continue the home’s standard of refined luxury. Outdoors, the residence embraces resort-style living with a natural gas summer kitchen, infinity-edge pool, and 360-degree raised glass-tile spa. A two-car garage and porte cochere, both EV-ready, provide elegant utility. Modern conveniences include Lutron HomeWorks lighting and shade prewire, built-in SONOS audio zones, pre-installed speakers, and a commercial-grade Ubiquiti WiFi network ensuring flawless connectivity throughout. A feast for the senses, The Maybourne is more than a home—it’s a statement of artistry and craftsmanship, conceived for the most discerning Winter Park resident.

1302 Raintree Place, Winter Park

$105,000

Charming 2-bedroom, 1-bath condo located in the heart of Winter Park. This well-maintained unit offers comfortable living with an open layout, ample natural light, and convenient access to shopping, and dining. Enjoy the community pool and beautifully landscaped grounds, perfect for relaxing or entertaining. Ideal for first-time buyers, investors, or anyone looking to enjoy the Winter Park lifestyle.

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Charming 2-bedroom, 1-bath condo located in the heart of Winter Park. This well-maintained unit offers comfortable living with an open layout, ample natural light, and convenient access to shopping, and dining. Enjoy the community pool and beautifully landscaped grounds, perfect for relaxing or entertaining. Ideal for first-time buyers, investors, or anyone looking to enjoy the Winter Park lifestyle.

1695 Lee Road Unit C214, Winter Park

$745,000

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$1,599,900

New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within walking or biking distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors featuring an elegant herringbone pattern in the foyer, smooth finish Level 4 drywall, and a cozy electric fireplace that enhances the spacious great room, accentuated by LED mood lighting in the coffered ceiling. The expansive gourmet kitchen is a chef’s delight, equipped with ceiling-height cabinets for ample storage and premium Thermador appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a wine fridge — all complemented by sleek cabinetry and contemporary details. A beautiful dry bar adjacent to the kitchen provides extra space for coffee, wine, or entertaining guests. Offering four generous bedroom suites, this home includes a luxurious primary suite on the main level, along with a versatile second suite on the first floor, ideal for use as an office or guest retreat. Upstairs, two additional suites are connected by a flexible bonus room — perfect for a home office, gym, second living area, or even a fifth bedroom. Step outside to your private outdoor oasis, featuring a covered lanai with a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool adorned with travertine decking — perfect for year-round Florida entertaining. The elegant exterior showcases outdoor lighting and lush landscaping, along with a gas generator to ensure your home is always prepared for storm season.Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park! There are special builder incentives available right now- Call for details!!

5 Beds ⋅ 5 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within walking or biking distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors featuring an elegant herringbone pattern in the foyer, smooth finish Level 4 drywall, and a cozy electric fireplace that enhances the spacious great room, accentuated by LED mood lighting in the coffered ceiling. The expansive gourmet kitchen is a chef’s delight, equipped with ceiling-height cabinets for ample storage and premium Thermador appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a wine fridge — all complemented by sleek cabinetry and contemporary details. A beautiful dry bar adjacent to the kitchen provides extra space for coffee, wine, or entertaining guests. Offering four generous bedroom suites, this home includes a luxurious primary suite on the main level, along with a versatile second suite on the first floor, ideal for use as an office or guest retreat. Upstairs, two additional suites are connected by a flexible bonus room — perfect for a home office, gym, second living area, or even a fifth bedroom. Step outside to your private outdoor oasis, featuring a covered lanai with a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool adorned with travertine decking — perfect for year-round Florida entertaining. The elegant exterior showcases outdoor lighting and lush landscaping, along with a gas generator to ensure your home is always prepared for storm season.Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park! There are special builder incentives available right now- Call for details!!

1510 Miller Avenue, Winter Park

$550,000

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

535 N Interlachen Avenue Unit 203, Winter Park

$259,500

Under contract-accepting backup offers. ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS! Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas! Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar! Enjoy the Ease of Luxury Vinyl Plank Flooring, Crown and Wide Floor Moldings, Plantation Shutters, Upgraded Energy Saving Windows and Sliding Glass Door. Modernized Master Bath with Raised Vanity, Open Layout with Spacious Shower with Seat and Barn Door for Privacy. Guest Bath also Updated with New Raised Vanity and Shower. Second Bedroom Walk-in Organized Closet. New Master Bedroom Carpet in 2025, New Water Heater in 8/2025 A/C replaced 4-5 years ago. Sit on Private Covered Patio and enjoy Pool Views and Landscaped Vistas. Walk to Shopping, Restaurants, Movies, Trader Joe's. Minutes from Park Avenue and Farmer's Market. Centrally located, close to I-4. One of Winter Park's "Best Kept Secrets"! Make an Appointment to view today!

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS! Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas! Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar! Enjoy the Ease of Luxury Vinyl Plank Flooring, Crown and Wide Floor Moldings, Plantation Shutters, Upgraded Energy Saving Windows and Sliding Glass Door. Modernized Master Bath with Raised Vanity, Open Layout with Spacious Shower with Seat and Barn Door for Privacy. Guest Bath also Updated with New Raised Vanity and Shower. Second Bedroom Walk-in Organized Closet. New Master Bedroom Carpet in 2025, New Water Heater in 8/2025 A/C replaced 4-5 years ago. Sit on Private Covered Patio and enjoy Pool Views and Landscaped Vistas. Walk to Shopping, Restaurants, Movies, Trader Joe's. Minutes from Park Avenue and Farmer's Market. Centrally located, close to I-4. One of Winter Park's "Best Kept Secrets"! Make an Appointment to view today!

1500 Gay Road Unit 24B, Winter Park

$850,000

Custom built in 2023, this Winter Park home has it all. Enjoy this quiet pocket of 32789 less than 3 miles from Park Avenue. This single story block home still feels brand new and has been meticulously maintained. It is full of natural light and has been professionally designed with high-end finishes. The floor plan is efficient for modern living, including 3 bedrooms and a dedicated office with beautiful french doors. A mudroom off the garage serves as the perfect drop zone. The kitchen is equipped with high-end KitchenAid appliances and a beautiful farmhouse sink. The open floor plan overlooks an oversized patio and triple-sliding glass door, leading you to a huge backyard, fully fenced in and with plenty of room for a pool. All bedroom closets are walk-in, and the primary suite is complete with an oversized shower with two shower heads. Several detailed upgrades make this home a dream: the kitchen includes a direct plumbing line for your coffee machine, and in-drawer outlets to charge all of your devices out of sight. The soffit has convenient outlets for your Christmas and holiday lighting. There is a whole-house water softener in the garage. The garage door is connected to Wi-fi and can be accessed via your phone, so you’ll always have peace of mind knowing that you didn’t forget to close it. It is zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. There is also a custom home currently under construction around the corner – now is your chance to get in on this great neighborhood in Winter Park!

3 Beds ⋅ 3 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

Custom built in 2023, this Winter Park home has it all. Enjoy this quiet pocket of 32789 less than 3 miles from Park Avenue. This single story block home still feels brand new and has been meticulously maintained. It is full of natural light and has been professionally designed with high-end finishes. The floor plan is efficient for modern living, including 3 bedrooms and a dedicated office with beautiful french doors. A mudroom off the garage serves as the perfect drop zone. The kitchen is equipped with high-end KitchenAid appliances and a beautiful farmhouse sink. The open floor plan overlooks an oversized patio and triple-sliding glass door, leading you to a huge backyard, fully fenced in and with plenty of room for a pool. All bedroom closets are walk-in, and the primary suite is complete with an oversized shower with two shower heads. Several detailed upgrades make this home a dream: the kitchen includes a direct plumbing line for your coffee machine, and in-drawer outlets to charge all of your devices out of sight. The soffit has convenient outlets for your Christmas and holiday lighting. There is a whole-house water softener in the garage. The garage door is connected to Wi-fi and can be accessed via your phone, so you’ll always have peace of mind knowing that you didn’t forget to close it. It is zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. There is also a custom home currently under construction around the corner – now is your chance to get in on this great neighborhood in Winter Park!

2573 Madeline Avenue, Winter Park

$3,650,000

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of grandeur like no other. Inside, the home unfolds across more than 3,600 square feet of impeccably designed living space, with every room telling a story of quality, craftsmanship, and comfort. Rich herringbone hardwood floors stretch throughout the residence, complemented by bespoke millwork, and soaring ceilings. At the core of the home, the designer chef’s kitchen is a true showpiece, crafted for culinary excellence and effortless entertaining. Outfitted with top-of-the-line stainless steel appliances, custom cabinetry with designer hardware, and striking quartz countertops, the space is as functional as it is beautiful. A large island provides a natural gathering place, while an adjacent walk-in pantry offers seamless storage and prep. The primary suite is a retreat unto itself; a serene oasis tucked away for ultimate privacy. The spa-inspired en-suite bathroom rivals the finest resorts, featuring a soaking tub, walk-in shower with rainfall fixtures, designer lighting, dual vanities with custom cabinetry, and luxurious stone finishes throughout. A large, custom walk-in closet completes this elegant retreat. Beyond the main living areas, this home offers unique and thoughtfully designed spaces that elevate everyday living including a dedicated home office, a spacious loft, and a grand 3rd floor bonus room. Outdoors, a resort-style pool, covered lanai, and fully equipped summer kitchen create a private haven for year-round entertaining under the Florida sun. For the car enthusiast, this home offers a perfect fusion of elegance and functionality with a stately porte-cochere, a detached garage connected to the home by a breezeway, and an expansive motor court ideal for guest parking or showcasing a prized collection. Every element of this home speaks to impeccable taste and thoughtful design, from the curated finishes and luxury fixtures to the breathtaking architecture and designer lighting. Located just moments from Park Avenue, Rollins College, and Winter Park’s finest shopping and dining, you are truly in the heart of it all. More than a residence, this is a rare architectural masterpiece by Vimaro offering an unmatched lifestyle in the heart of one of Central Florida’s most coveted neighborhoods.

5 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of grandeur like no other. Inside, the home unfolds across more than 3,600 square feet of impeccably designed living space, with every room telling a story of quality, craftsmanship, and comfort. Rich herringbone hardwood floors stretch throughout the residence, complemented by bespoke millwork, and soaring ceilings. At the core of the home, the designer chef’s kitchen is a true showpiece, crafted for culinary excellence and effortless entertaining. Outfitted with top-of-the-line stainless steel appliances, custom cabinetry with designer hardware, and striking quartz countertops, the space is as functional as it is beautiful. A large island provides a natural gathering place, while an adjacent walk-in pantry offers seamless storage and prep. The primary suite is a retreat unto itself; a serene oasis tucked away for ultimate privacy. The spa-inspired en-suite bathroom rivals the finest resorts, featuring a soaking tub, walk-in shower with rainfall fixtures, designer lighting, dual vanities with custom cabinetry, and luxurious stone finishes throughout. A large, custom walk-in closet completes this elegant retreat. Beyond the main living areas, this home offers unique and thoughtfully designed spaces that elevate everyday living including a dedicated home office, a spacious loft, and a grand 3rd floor bonus room. Outdoors, a resort-style pool, covered lanai, and fully equipped summer kitchen create a private haven for year-round entertaining under the Florida sun. For the car enthusiast, this home offers a perfect fusion of elegance and functionality with a stately porte-cochere, a detached garage connected to the home by a breezeway, and an expansive motor court ideal for guest parking or showcasing a prized collection. Every element of this home speaks to impeccable taste and thoughtful design, from the curated finishes and luxury fixtures to the breathtaking architecture and designer lighting. Located just moments from Park Avenue, Rollins College, and Winter Park’s finest shopping and dining, you are truly in the heart of it all. More than a residence, this is a rare architectural masterpiece by Vimaro offering an unmatched lifestyle in the heart of one of Central Florida’s most coveted neighborhoods.

207 E Kings Way, Winter Park

$1,300,000

For data entry only.

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

For data entry only.

857 Brock Street, Winter Park

$3,235,000

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home’s refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef’s kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home’s commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park’s most sought-after neighborhoods.

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

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home’s refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef’s kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home’s commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park’s most sought-after neighborhoods.

1821 Englewood Road, Winter Park

$750,000

In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

1278 S Pennsylvania Avenue Unit 13, Winter Park

$620,000

Walk to fun Park Avenue and its restaurants, boutique shops, museums and the historic Winter Park Nine Golf Course from this stylish and fully renovated Winter Park 2/2 condo. With beautiful natural light, hardwood floors and tree- top views, this third floor corner unit offers a luxurious master suite with two closets plus an elegant bath with double sinks, quartz countertops, under cabinet lighting, large glass fronted shower and washer and dryer. The second bedroom or home office has a pulldown queen Murphy bed and a custom designed wall of built-ins for plenty of storage space. The well planned chef's kitchen is equipped with stainless steel Bosch appliances including double ovens, induction cooktop, quartz countertops, and a convenient eating bar that opens to the living and dining entertainment area. The Andalucia Condominium is a small and charming 20 unit complex on the corner of N Interlachen and Swoope that offers an inviting courtyard entry, community covered patio, elevator, large laundry room, both covered and guest parking and a storage area for each unit. NO PETS and NO RENTALS. For easy turnkey living in delightful Winter Park, this is the condo for you. Truly a FANTASTIC LOCATION

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Walk to fun Park Avenue and its restaurants, boutique shops, museums and the historic Winter Park Nine Golf Course from this stylish and fully renovated Winter Park 2/2 condo. With beautiful natural light, hardwood floors and tree- top views, this third floor corner unit offers a luxurious master suite with two closets plus an elegant bath with double sinks, quartz countertops, under cabinet lighting, large glass fronted shower and washer and dryer. The second bedroom or home office has a pulldown queen Murphy bed and a custom designed wall of built-ins for plenty of storage space. The well planned chef's kitchen is equipped with stainless steel Bosch appliances including double ovens, induction cooktop, quartz countertops, and a convenient eating bar that opens to the living and dining entertainment area. The Andalucia Condominium is a small and charming 20 unit complex on the corner of N Interlachen and Swoope that offers an inviting courtyard entry, community covered patio, elevator, large laundry room, both covered and guest parking and a storage area for each unit. NO PETS and NO RENTALS. For easy turnkey living in delightful Winter Park, this is the condo for you. Truly a FANTASTIC LOCATION

535 N Interlachen Avenue Unit 305, Winter Park

$3,200,000

This stunning modern farmhouse residence, custom-built in 2021 with meticulous attention to detail offers a bright open living design, luxurious finishes, and an ideal floor plan for everyday living and grand-scale entertaining. This home includes five en-suite bedrooms (owner’s suite and potential guest suite on first level) and three bedrooms, plus lounge/flex area upstairs… or a fourth bedroom, office plus lounge/flex area and five full baths plus 2 1/2 baths. The entire property has been maintained in better than new condition featuring gorgeous light wood flooring that transcends the entire home with elegant herringbone design throughout the entry foyer. The open-concept layout is flooded with natural light thanks to walls of sliding glass doors, including a disappearing wall that seamlessly connects the indoor living spaces with the incredible outdoor transitional lanai that is really cool to enjoy outdoor living and has its mini-split air conditioning system. The chef’s kitchen is a showstopper, featuring top-of-the-line appliances, a large island with seating, integrated refrigeration, wine refrigerator and a hidden butler’s pantry with an additional refrigerator—all open to the spacious dining and living areas. The living room showcases floor-to-ceiling windows, a striking fireplace with built-ins, and tranquil views of the beautifully landscaped yard and pool. The private first-floor primary suite features direct access to the backyard and a spa-like bath with a soaking tub and oversized glass shower. A second first-floor bedroom suite, used as an office, provides versatility for guests or multi-generational living. Upstairs, there is a spacious lounge area and three additional bedrooms with en suites, all featuring walk-in closets. The outdoor lanai offers a summer kitchen, gas fireplace and remote-controlled screens under soaring wood ceilings, creating a year-round gathering space. Complemented by a resort-style pool and heated spa surrounded by lush tropical landscaping and manicured bamboo for total privacy. Additional highlights include a drop off/mudroom zone off the two-car garage, a generous laundry room, and an ideal location on a charming brick street just minutes from Park Avenue’s shops and restaurants. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue—this exceptional home checks every box!

5 Beds ⋅ 7 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

This stunning modern farmhouse residence, custom-built in 2021 with meticulous attention to detail offers a bright open living design, luxurious finishes, and an ideal floor plan for everyday living and grand-scale entertaining. This home includes five en-suite bedrooms (owner’s suite and potential guest suite on first level) and three bedrooms, plus lounge/flex area upstairs… or a fourth bedroom, office plus lounge/flex area and five full baths plus 2 1/2 baths. The entire property has been maintained in better than new condition featuring gorgeous light wood flooring that transcends the entire home with elegant herringbone design throughout the entry foyer. The open-concept layout is flooded with natural light thanks to walls of sliding glass doors, including a disappearing wall that seamlessly connects the indoor living spaces with the incredible outdoor transitional lanai that is really cool to enjoy outdoor living and has its mini-split air conditioning system. The chef’s kitchen is a showstopper, featuring top-of-the-line appliances, a large island with seating, integrated refrigeration, wine refrigerator and a hidden butler’s pantry with an additional refrigerator—all open to the spacious dining and living areas. The living room showcases floor-to-ceiling windows, a striking fireplace with built-ins, and tranquil views of the beautifully landscaped yard and pool. The private first-floor primary suite features direct access to the backyard and a spa-like bath with a soaking tub and oversized glass shower. A second first-floor bedroom suite, used as an office, provides versatility for guests or multi-generational living. Upstairs, there is a spacious lounge area and three additional bedrooms with en suites, all featuring walk-in closets. The outdoor lanai offers a summer kitchen, gas fireplace and remote-controlled screens under soaring wood ceilings, creating a year-round gathering space. Complemented by a resort-style pool and heated spa surrounded by lush tropical landscaping and manicured bamboo for total privacy. Additional highlights include a drop off/mudroom zone off the two-car garage, a generous laundry room, and an ideal location on a charming brick street just minutes from Park Avenue’s shops and restaurants. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue—this exceptional home checks every box!

1610 Oakhurst Avenue, Winter Park

$840,000

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

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

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

100 S Interlachen Avenue Unit 503, Winter Park

$5,125,000

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling pool. Encompassing over 6,700 square feet of expansive .55-acre lot, this home boast five spacious bedrooms, one office, 5.5 baths and a dedicated movie room, recording studio and a fully equipped gym with a private sauna. Ideally just moments from serene Lake Maitland and the charming Azalea Park, this home offers natural beauty and prime location. The chef's kitchen is designed for function and style with dual oversized islands, ideal for entertaining and everyday living. Spacious, inviting and thoughtfully designed, this oversized family room is the heart of the home-ideal for everything from cozy movie nights to lively holiday parties featuring expansive square footage, the room comfortably accommodates large groups, with plenty of space for multiple seating areas and a bar area. Oversized windows flood the space with natural light while the high ceilings and an open layout enhance the airy welcoming feel. Whether you are hosting extended family or entertaining friends, this room is built for connection, comfort and lasting memories. The private recording studio can be turned into a private mother-in-law suite or a kids playroom. The luxurious primary suite retreat to your own private oasis featuring a cozy fireplace, direct access to a serene private porch and a one-of-a-kind walk-in closet designed for style and functionality. The oversized en-suite bath boasts a steam shower, creating a spa-like experience right at home. Two additional en-suite bedrooms upstairs, each with walk in closets. Thoughtfully designed for convenience, this home features a spacious mud room off the garage which is ideal for busy households. Enjoy the ultimate convenience with two separate laundry rooms, one’s downstairs for easy access and a second upstairs near the bedrooms, making laundry day effortless and efficient. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary residence with a luxurious functionality and a premier location.

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

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling pool. Encompassing over 6,700 square feet of expansive .55-acre lot, this home boast five spacious bedrooms, one office, 5.5 baths and a dedicated movie room, recording studio and a fully equipped gym with a private sauna. Ideally just moments from serene Lake Maitland and the charming Azalea Park, this home offers natural beauty and prime location. The chef's kitchen is designed for function and style with dual oversized islands, ideal for entertaining and everyday living. Spacious, inviting and thoughtfully designed, this oversized family room is the heart of the home-ideal for everything from cozy movie nights to lively holiday parties featuring expansive square footage, the room comfortably accommodates large groups, with plenty of space for multiple seating areas and a bar area. Oversized windows flood the space with natural light while the high ceilings and an open layout enhance the airy welcoming feel. Whether you are hosting extended family or entertaining friends, this room is built for connection, comfort and lasting memories. The private recording studio can be turned into a private mother-in-law suite or a kids playroom. The luxurious primary suite retreat to your own private oasis featuring a cozy fireplace, direct access to a serene private porch and a one-of-a-kind walk-in closet designed for style and functionality. The oversized en-suite bath boasts a steam shower, creating a spa-like experience right at home. Two additional en-suite bedrooms upstairs, each with walk in closets. Thoughtfully designed for convenience, this home features a spacious mud room off the garage which is ideal for busy households. Enjoy the ultimate convenience with two separate laundry rooms, one’s downstairs for easy access and a second upstairs near the bedrooms, making laundry day effortless and efficient. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary residence with a luxurious functionality and a premier location.

1240 Harding Street, Winter Park

$1,100,000

Welcome home! Nestled in the heart of Winter Park this 3-bedroom, 2.5 bathroom residence offers a perfect blend of convenience, energy efficiency, and refined comfort. From the moment you enter, you'll be captivated by high ceilings and crown molding for a spacious and refined feel. The kitchen is a chef's dream featuring granite countertops, stainless steel appliances, a gas range and upgraded plumbing fixtures. Enjoy cozy evenings in the living room by the new gas fireplace or relax outside by the cocktail pool, perfect for entertaining and enjoying the Florida sunshine in a tropical setting. The primary suite includes a private balcony with serene views of Lake Midget park. The spacious master bathroom is a true oasis with a soaking tub and rainfall shower. Powered blackout roller shades in the primary suite and downstairs living area ensure restful sleep and complete privacy. Closet systems throughout the home add a layer of organization and luxury. Recent upgrades to the home include a new roof with architectural shingles (2023), energy efficient Pella Impervia windows (2024), an updated air conditioning/heat pump system (2022) and full flake epoxy garage floors with ultra quiet garage door openers. Enjoy low utility bills and energy efficiency with dual-zone A/C, tankless hot water system, R40 attic insulation & foamed block walls. Easy access to I-4 and just minutes from iconic Park Avenue, Downtown Orlando, Rollins College and Baldwin Park. Shopping, numerous restaurants and bars, tennis facilities, multiple parks and city facilities are just a short walk or drive away. Whether you're looking for the perfect place to call home or a stunning Winter Park retreat, this home delivers unmatched quality, location, and lifestyle.

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

Welcome home! Nestled in the heart of Winter Park this 3-bedroom, 2.5 bathroom residence offers a perfect blend of convenience, energy efficiency, and refined comfort. From the moment you enter, you'll be captivated by high ceilings and crown molding for a spacious and refined feel. The kitchen is a chef's dream featuring granite countertops, stainless steel appliances, a gas range and upgraded plumbing fixtures. Enjoy cozy evenings in the living room by the new gas fireplace or relax outside by the cocktail pool, perfect for entertaining and enjoying the Florida sunshine in a tropical setting. The primary suite includes a private balcony with serene views of Lake Midget park. The spacious master bathroom is a true oasis with a soaking tub and rainfall shower. Powered blackout roller shades in the primary suite and downstairs living area ensure restful sleep and complete privacy. Closet systems throughout the home add a layer of organization and luxury. Recent upgrades to the home include a new roof with architectural shingles (2023), energy efficient Pella Impervia windows (2024), an updated air conditioning/heat pump system (2022) and full flake epoxy garage floors with ultra quiet garage door openers. Enjoy low utility bills and energy efficiency with dual-zone A/C, tankless hot water system, R40 attic insulation & foamed block walls. Easy access to I-4 and just minutes from iconic Park Avenue, Downtown Orlando, Rollins College and Baldwin Park. Shopping, numerous restaurants and bars, tennis facilities, multiple parks and city facilities are just a short walk or drive away. Whether you're looking for the perfect place to call home or a stunning Winter Park retreat, this home delivers unmatched quality, location, and lifestyle.

930 S Kentucky Avenue, Winter Park

$1,000,000

Welcome home to this lovely four-bedroom, three-and-a-half-bath pool home in the gorgeous Sevilla neighborhood of Winter Park! Tucked off a charming brick road lined with mature oak trees, this .40-acre property combines privacy and convenience in the heart of Winter Park. Just a 7-minute drive to Park Avenue and moments from Mead Botanical Gardens and scenic Lake Sue, it's perfectly situated for the lifestyle you love. Inside, you’ll find timeless details such as marble and parquet flooring, crown molding and plantation shutters throughout. The heart of the home is the kitchen and family room — both overlooking the pool and anchored by a cozy wood-burning brick fireplace with built-in shelving. Two bedrooms share a Jack-and-Jill bath, while another offers custom shelving — perfect for a home office or study. The primary suite features a spacious walk-in closet and an en-suite bath framed by elegant architectural columns, with private access directly to the pool area. Step outside to your own tropical retreat — an expansive screened, heated pool that lights up in the evenings, surrounded by lush landscaping, multiple seating areas, a covered brick patio, and a charming brick outdoor kitchen waiting for your personal touch. This well-built concrete block home also features a double-door entry and an extended covered front patio — ideal for welcoming guests, relaxing in rocking chairs, or adding seasonal décor throughout the year. Additional highlights include a circular driveway, oversized side-entry garage, fenced yard, spacious laundry room, low HOA, Blink security system, and a roof replaced in 2007. Close proximity to Rollins College, top-rated Winter Park schools, and private schools, this home has been lovingly cared for by the same owner for 33 years. With your personal updates, it has the potential to become a true showpiece in one of Winter Park’s most desirable neighborhoods. Enjoy all that Winter Park living has to give — fine dining, boutiques, museums, art festivals, lakes, and cultural events — just minutes from your front door.

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

Welcome home to this lovely four-bedroom, three-and-a-half-bath pool home in the gorgeous Sevilla neighborhood of Winter Park! Tucked off a charming brick road lined with mature oak trees, this .40-acre property combines privacy and convenience in the heart of Winter Park. Just a 7-minute drive to Park Avenue and moments from Mead Botanical Gardens and scenic Lake Sue, it's perfectly situated for the lifestyle you love. Inside, you’ll find timeless details such as marble and parquet flooring, crown molding and plantation shutters throughout. The heart of the home is the kitchen and family room — both overlooking the pool and anchored by a cozy wood-burning brick fireplace with built-in shelving. Two bedrooms share a Jack-and-Jill bath, while another offers custom shelving — perfect for a home office or study. The primary suite features a spacious walk-in closet and an en-suite bath framed by elegant architectural columns, with private access directly to the pool area. Step outside to your own tropical retreat — an expansive screened, heated pool that lights up in the evenings, surrounded by lush landscaping, multiple seating areas, a covered brick patio, and a charming brick outdoor kitchen waiting for your personal touch. This well-built concrete block home also features a double-door entry and an extended covered front patio — ideal for welcoming guests, relaxing in rocking chairs, or adding seasonal décor throughout the year. Additional highlights include a circular driveway, oversized side-entry garage, fenced yard, spacious laundry room, low HOA, Blink security system, and a roof replaced in 2007. Close proximity to Rollins College, top-rated Winter Park schools, and private schools, this home has been lovingly cared for by the same owner for 33 years. With your personal updates, it has the potential to become a true showpiece in one of Winter Park’s most desirable neighborhoods. Enjoy all that Winter Park living has to give — fine dining, boutiques, museums, art festivals, lakes, and cultural events — just minutes from your front door.

215 Salvador Square, Winter Park

$2,078,500

Tucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, the Winter Park 9 Golf Course, and the Racquet Club, this address puts you at the center of the city’s most coveted amenities. A deeded greenbelt easement to Lake Osceola—just 100 yards from the front door—provides effortless access for boating, kayaking, or paddle boarding on the Winter Park Chain of Lakes. The two-story brick home spans 4,328sf with 4 bedrooms, 4 baths, and a 2-car garage. Inside, character and craftsmanship shine with brick archways, custom millwork, tongue-and-groove ceilings, and two wood-burning fireplaces. The gourmet kitchen features Thermador appliances, marble counters, and a walnut-topped island, while the expansive primary suite boasts a private screened patio, a fully built-out oversized walk-in closet, and a spa-like bath. Two bonus rooms upstairs provide flexible space for work or play, while updated systems—including a 2018 roof, three HVAC units, dual-pane windows, updated drainage, whole house generator, mosquito misting system, whole house alarm, and smart home upgrades—ensure comfort and peace of mind. Equally impressive are the grounds. The front garden is graced with jasmine, mature oaks, and manicured plantings, while a Chicago brick horseshoe driveway easily accommodates six or more cars. Out back, a private retreat unfolds with a lagoon-style saltwater pool and spa surrounded by flagstone decking, a summer kitchen, covered patio with fans and lighting, and a dedicated pool bath. Living here is about more than a home—it’s about lifestyle. With gardens and stunning architecture at every turn, culture, shopping, and dining just minutes away, and lake access at your fingertips, this property offers a rare opportunity to experience the very best of Winter Park.

5 Beds ⋅ 4 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Tucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, the Winter Park 9 Golf Course, and the Racquet Club, this address puts you at the center of the city’s most coveted amenities. A deeded greenbelt easement to Lake Osceola—just 100 yards from the front door—provides effortless access for boating, kayaking, or paddle boarding on the Winter Park Chain of Lakes. The two-story brick home spans 4,328sf with 4 bedrooms, 4 baths, and a 2-car garage. Inside, character and craftsmanship shine with brick archways, custom millwork, tongue-and-groove ceilings, and two wood-burning fireplaces. The gourmet kitchen features Thermador appliances, marble counters, and a walnut-topped island, while the expansive primary suite boasts a private screened patio, a fully built-out oversized walk-in closet, and a spa-like bath. Two bonus rooms upstairs provide flexible space for work or play, while updated systems—including a 2018 roof, three HVAC units, dual-pane windows, updated drainage, whole house generator, mosquito misting system, whole house alarm, and smart home upgrades—ensure comfort and peace of mind. Equally impressive are the grounds. The front garden is graced with jasmine, mature oaks, and manicured plantings, while a Chicago brick horseshoe driveway easily accommodates six or more cars. Out back, a private retreat unfolds with a lagoon-style saltwater pool and spa surrounded by flagstone decking, a summer kitchen, covered patio with fans and lighting, and a dedicated pool bath. Living here is about more than a home—it’s about lifestyle. With gardens and stunning architecture at every turn, culture, shopping, and dining just minutes away, and lake access at your fingertips, this property offers a rare opportunity to experience the very best of Winter Park.

715 Via Bella, Winter Park

$3,965,000

Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Meticulously maintained with great inspection. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry pair handcrafted cabinetry and stone surfaces with professional-grade appliances, flowing seamlessly into open living and dining spaces designed for both everyday living and entertaining. Outdoors, a 65-foot lap pool anchors the private backyard retreat, complemented by a covered lanai, marine-grade summer kitchen, fireplace lounge, tree garden and lush landscaping. Solid block construction, advanced state-of-the-art home systems, and a climate-controlled two-car garage with an extended hidden driveway highlight the home’s privacy, quality, and convenience. With a distinct European vibe under canopy trees and cobblestone streets in the desirable Valencia Terrace neighborhood, this home is just moments from Park Avenue’s boutiques, fine dining, Rollins College, the Farmers’ Market, and the Morse Museum. Zoned for top-rated Winter Park schools, it offers both luxury and practicality in one of Central Florida’s most sought-after communities.

4 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Meticulously maintained with great inspection. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry pair handcrafted cabinetry and stone surfaces with professional-grade appliances, flowing seamlessly into open living and dining spaces designed for both everyday living and entertaining. Outdoors, a 65-foot lap pool anchors the private backyard retreat, complemented by a covered lanai, marine-grade summer kitchen, fireplace lounge, tree garden and lush landscaping. Solid block construction, advanced state-of-the-art home systems, and a climate-controlled two-car garage with an extended hidden driveway highlight the home’s privacy, quality, and convenience. With a distinct European vibe under canopy trees and cobblestone streets in the desirable Valencia Terrace neighborhood, this home is just moments from Park Avenue’s boutiques, fine dining, Rollins College, the Farmers’ Market, and the Morse Museum. Zoned for top-rated Winter Park schools, it offers both luxury and practicality in one of Central Florida’s most sought-after communities.

1161 Valencia Avenue, Winter Park

$130,000

Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and efficient use of space. Waterfall Cove elevates everyday living with community amenities including a pool, playground, and covered picnic area, making it ideal for both relaxation and active enjoyment. Plus, high-speed internet and cable are included in the HOA fees, offering modern convenience and simplified budgeting. The location is outstanding. You’re minutes from Rollins College—a short 2½-mile drive—making it perfect for students, faculty, renters, or families alike . Stroll or drive to Park Avenue for galleries, boutiques, and cafes. Winter Park Village, recently refreshed by a major renovation, offers a vibrant array of tenants and experiences—from Arhaus and Brighton Collectibles to coworking at Spaces and upscale dining under one beautifully redesigned streetscape—now fully leased and thriving. With downtown Winter Park just minutes away and I-4 under one mile from your doorstep, getting around town is effortless and efficient . This condo is perfectly balanced for homeowners seeking cozy elegance as well as investors looking for a turnkey residence in a high-demand location of Winter Park. Whether you seek a relaxed retreat or a smart, energy-efficient investment anchored by community and convenience, this property captures it all. Schedule your private showing today—the next chapter of refined Winter Park living starts here.

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and efficient use of space. Waterfall Cove elevates everyday living with community amenities including a pool, playground, and covered picnic area, making it ideal for both relaxation and active enjoyment. Plus, high-speed internet and cable are included in the HOA fees, offering modern convenience and simplified budgeting. The location is outstanding. You’re minutes from Rollins College—a short 2½-mile drive—making it perfect for students, faculty, renters, or families alike . Stroll or drive to Park Avenue for galleries, boutiques, and cafes. Winter Park Village, recently refreshed by a major renovation, offers a vibrant array of tenants and experiences—from Arhaus and Brighton Collectibles to coworking at Spaces and upscale dining under one beautifully redesigned streetscape—now fully leased and thriving. With downtown Winter Park just minutes away and I-4 under one mile from your doorstep, getting around town is effortless and efficient . This condo is perfectly balanced for homeowners seeking cozy elegance as well as investors looking for a turnkey residence in a high-demand location of Winter Park. Whether you seek a relaxed retreat or a smart, energy-efficient investment anchored by community and convenience, this property captures it all. Schedule your private showing today—the next chapter of refined Winter Park living starts here.

1695 Lee Road Unit C206, Winter Park

$2,798,000

Stunning canal-front home, Winter Park Chain of Lakes. Welcome to this exceptional one-story residence in the heart of Winter Park, offering direct access to the desired Winter Park Chain of Lakes via the Venetian Canal. Built in 2018, this meticulously maintained home features four bedrooms, three baths, and 3,258 square feet of elegant living space designed for comfort and entertaining. The open floor plan showcases a large gourmet kitchen outfitted with custom cabinetry and generous counter space. Ideal for hosting gatherings or enjoying quiet evenings at home. Expansive windows throughout the home offer beautiful, tranquil views of the canal and lush, mature landscaping. Large screened-in lanai complete with a fully equipped summer kitchen and fireplace overlooking the canal and private boathouse.

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

Stunning canal-front home, Winter Park Chain of Lakes. Welcome to this exceptional one-story residence in the heart of Winter Park, offering direct access to the desired Winter Park Chain of Lakes via the Venetian Canal. Built in 2018, this meticulously maintained home features four bedrooms, three baths, and 3,258 square feet of elegant living space designed for comfort and entertaining. The open floor plan showcases a large gourmet kitchen outfitted with custom cabinetry and generous counter space. Ideal for hosting gatherings or enjoying quiet evenings at home. Expansive windows throughout the home offer beautiful, tranquil views of the canal and lush, mature landscaping. Large screened-in lanai complete with a fully equipped summer kitchen and fireplace overlooking the canal and private boathouse.

1074 Mckean Circle, Winter Park

$970,000

Winter Park Home.

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

Winter Park Home.

207 E Kings Way, Winter Park

$380,000

One or more photo(s) has been virtually staged. Seller financing and lease to own options for qualified buyers. HOA fee covers full time building engineer, spectrum cable tv, phone and internet, water and sewer and amenities. Beautifully updated 2-bedroom, 2-bathroom lakefront condo (Lake Virginia Condo) in the heart of Winter Park, FL. Enjoy a prime location just steps from Park Avenue's charming shops, restaurants, Rollins College, scenic parks, and cultural museums. Freshly painted with new, water-resistant LVP flooring throughout. The refreshed kitchen features energy-efficient appliances, solid wood cabinetry, and ample storage. Expansive wall-to-wall sliding glass windows in the living room and primary bedroom brightens the space with natural light. Convenient in-unit washer/dryer closet and a screened-in back porch overlooking the serene canal connecting Lake Virginia and Lake Osceola. Building has guest suite, pool and spa, boat docks, lake access, common lounges, open patio and grilling area and much more. Some photos are virtually staged with furniture. Vacant and easy to show—contact your realtor to schedule a viewing today!

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Seller financing and lease to own options for qualified buyers. HOA fee covers full time building engineer, spectrum cable tv, phone and internet, water and sewer and amenities. Beautifully updated 2-bedroom, 2-bathroom lakefront condo (Lake Virginia Condo) in the heart of Winter Park, FL. Enjoy a prime location just steps from Park Avenue's charming shops, restaurants, Rollins College, scenic parks, and cultural museums. Freshly painted with new, water-resistant LVP flooring throughout. The refreshed kitchen features energy-efficient appliances, solid wood cabinetry, and ample storage. Expansive wall-to-wall sliding glass windows in the living room and primary bedroom brightens the space with natural light. Convenient in-unit washer/dryer closet and a screened-in back porch overlooking the serene canal connecting Lake Virginia and Lake Osceola. Building has guest suite, pool and spa, boat docks, lake access, common lounges, open patio and grilling area and much more. Some photos are virtually staged with furniture. Vacant and easy to show—contact your realtor to schedule a viewing today!

690 Osceola Avenue Unit 209, Winter Park