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Experience the perfect blend of modern luxury and timeless charm in this newly renovated 4-bedroom, 2-bath Winter Park retreat. Thoughtfully designed with an open-concept layout, this home features sun-filled living spaces, a beautifully appointed kitchen with premium finishes, and a generous great room ideal for entertaining. A versatile spacious sunroom bridges indoor and outdoor living, offering the perfect spot for a home office, gym, or relaxation lounge as it opens to the backyard oasis. Outside, lush landscaping frames a large inground pool and expansive patio—an idyllic setting for gatherings or peaceful retreat. Just minutes from Park Avenue, top-rated schools, and Winter Park’s vibrant dining and shopping, this home captures the essence of Central Florida living at its finest. New roof installed 09/2025, Pool resurfaced 09/2025.

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code

Experience the perfect blend of modern luxury and timeless charm in this newly renovated 4-bedroom, 2-bath Winter Park retreat. Thoughtfully designed with an open-concept layout, this home features sun-filled living spaces, a beautifully appointed kitchen with premium finishes, and a generous great room ideal for entertaining. A versatile spacious sunroom bridges indoor and outdoor living, offering the perfect spot for a home office, gym, or relaxation lounge as it opens to the backyard oasis. Outside, lush landscaping frames a large inground pool and expansive patio—an idyllic setting for gatherings or peaceful retreat. Just minutes from Park Avenue, top-rated schools, and Winter Park’s vibrant dining and shopping, this home captures the essence of Central Florida living at its finest. New roof installed 09/2025, Pool resurfaced 09/2025.

4991 Tangerine Avenue, Winter Park

$357,500

LOCATION LOCATION LOCATION!! This 3 bedroom 2 bath home features an open floor plan with loads of natural light. Generous sized Kitchen and Living Areas. Large fenced backyard. New paint inside and out, along with new ceiling fans and light fixtures. Roof is 2018, Replumbed 2016 and HVAC 2019. This home is a must see!!!

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

LOCATION LOCATION LOCATION!! This 3 bedroom 2 bath home features an open floor plan with loads of natural light. Generous sized Kitchen and Living Areas. Large fenced backyard. New paint inside and out, along with new ceiling fans and light fixtures. Roof is 2018, Replumbed 2016 and HVAC 2019. This home is a must see!!!

2065 Cocos Lane, Winter Park

330 Scottsdale Square Unit 330, Winter Park

$78,000

Great opportunity to own this 2nd-floor, 2-bedroom, 2-bath condo in a prime location. The unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage. The kitchen features stainless steel appliances, updated cabinets, and plenty of counter space. The primary bedroom has its own full bath, while the second bedroom is conveniently located near the hall bath. Close to shopping, major highways, and top-rated schools.

2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Great opportunity to own this 2nd-floor, 2-bedroom, 2-bath condo in a prime location. The unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage. The kitchen features stainless steel appliances, updated cabinets, and plenty of counter space. The primary bedroom has its own full bath, while the second bedroom is conveniently located near the hall bath. Close to shopping, major highways, and top-rated schools.

330 Scottsdale Square Unit 330, Winter Park

200 Saint Andrews Boulevard Unit 101, Winter Park

$130,000

One or more photo(s) has been virtually staged. Welcome to this inviting first-floor 1 bedroom, 1 bathroom condo with a private patio overlooking the sparkling community pool. Step inside to find a bright and open living space with easy access to outdoor relaxation—perfect for morning coffee or evening unwinding. The unbeatable location puts you in the center of it all—just minutes from Rollins College, UCF, and Full Sail University, with convenient access to shopping, dining, and movie theaters. Whether you’re a first-time homebuyer, student, investor, or looking to downsize, this condo offers both comfort and value in one of Central Florida’s most desirable areas. Community amenities include a pool, well-maintained grounds, and plenty of parking. With its prime Winter Park location and low-maintenance lifestyle, this home is a fantastic opportunity you don’t want to miss!

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this inviting first-floor 1 bedroom, 1 bathroom condo with a private patio overlooking the sparkling community pool. Step inside to find a bright and open living space with easy access to outdoor relaxation—perfect for morning coffee or evening unwinding. The unbeatable location puts you in the center of it all—just minutes from Rollins College, UCF, and Full Sail University, with convenient access to shopping, dining, and movie theaters. Whether you’re a first-time homebuyer, student, investor, or looking to downsize, this condo offers both comfort and value in one of Central Florida’s most desirable areas. Community amenities include a pool, well-maintained grounds, and plenty of parking. With its prime Winter Park location and low-maintenance lifestyle, this home is a fantastic opportunity you don’t want to miss!

200 Saint Andrews Boulevard Unit 101, Winter Park

$465,000

ENTERTAINING ALL OFFERS! This beautifully updated 4 bedroom, 2 bathroom, 2 car garage home offers modern style, thoughtful upgrades, and a prime location just steps from the neighborhood elementary school. From the moment you arrive, you’ll notice the curb appeal of the corner lot framed by mature trees and a newer white vinyl fence. Inside, the home features a spacious split floor plan with wood-grain laminate flooring, recessed lighting, and UPDATED fixtures throughout. The custom kitchen is a chef’s dream with granite countertops, white cabinetry, a large island, stainless steel appliances, and a perfect sized pantry—seamlessly opening to the dining room AND great room for effortless entertaining. Retreat to the oversized owner’s suite with a SPA-LIKE private bath showcasing custom tile work, dual vanities, and a his-and-hers closet. Secondary bedrooms feature large closets and share a beautifully updated bathroom, as well. The home also offers formal living and dining spaces for flexible living. Step outside to enjoy a fully screened patio with stunning tile flooring—perfect for relaxing or hosting guests year-round. Peace of mind comes with a NEWER roof, NEWER A/C, and NEWER water heater, as well as updated double-paned WINDOWS, with beautiful wood blinds and elegant touches like 5 inch baseboards and serene colors throughout. The home comes complete with a functioning Rainbird irrigation system, as well. Don’t miss the chance to own this move-in ready home combining style, function, and comfort in one perfect package!

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

ENTERTAINING ALL OFFERS! This beautifully updated 4 bedroom, 2 bathroom, 2 car garage home offers modern style, thoughtful upgrades, and a prime location just steps from the neighborhood elementary school. From the moment you arrive, you’ll notice the curb appeal of the corner lot framed by mature trees and a newer white vinyl fence. Inside, the home features a spacious split floor plan with wood-grain laminate flooring, recessed lighting, and UPDATED fixtures throughout. The custom kitchen is a chef’s dream with granite countertops, white cabinetry, a large island, stainless steel appliances, and a perfect sized pantry—seamlessly opening to the dining room AND great room for effortless entertaining. Retreat to the oversized owner’s suite with a SPA-LIKE private bath showcasing custom tile work, dual vanities, and a his-and-hers closet. Secondary bedrooms feature large closets and share a beautifully updated bathroom, as well. The home also offers formal living and dining spaces for flexible living. Step outside to enjoy a fully screened patio with stunning tile flooring—perfect for relaxing or hosting guests year-round. Peace of mind comes with a NEWER roof, NEWER A/C, and NEWER water heater, as well as updated double-paned WINDOWS, with beautiful wood blinds and elegant touches like 5 inch baseboards and serene colors throughout. The home comes complete with a functioning Rainbird irrigation system, as well. Don’t miss the chance to own this move-in ready home combining style, function, and comfort in one perfect package!

7104 Wrenwood Way, Winter Park

$520,000

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3025 Northwood Boulevard, Winter Park

$2,175,000

This stunning LunDev-built pool home has been meticulously maintained and thoughtfully updated, blending timeless craftsmanship with modern style. The ideal floorplan features a first-floor primary suite, a private office, and an open kitchen and family room that flow effortlessly to the home’s exceptional outdoor living space. Outside, the spacious backyard is a private retreat complete with an oversized covered patio, gas firepit, and a fully equipped summer kitchen with a pizza oven, all surrounding a sparkling pool and heated spa. In 2022, the kitchen received a major renovation, showcasing a new island, updated countertops and backsplash, fresh fixtures and cabinet hardware, and elegant lighting that elevate the space. The primary bath renovation mirrors the same level of quality, with new custom vanities topped with quartz countertops, all-new tile, a glass-enclosed shower, a relaxing soaking tub, and classic lighting and mirrors. Additional improvements include a new roof (2021), newer hardwood floors throughout the 2nd floor, updated brick paver driveway, newer pool equipment, and fresh interior and exterior paint, each reflecting consistent care and attention to detail. Designed for both everyday comfort and effortless entertaining, this home is truly move-in ready and radiates pride of ownership inside and out.

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

This stunning LunDev-built pool home has been meticulously maintained and thoughtfully updated, blending timeless craftsmanship with modern style. The ideal floorplan features a first-floor primary suite, a private office, and an open kitchen and family room that flow effortlessly to the home’s exceptional outdoor living space. Outside, the spacious backyard is a private retreat complete with an oversized covered patio, gas firepit, and a fully equipped summer kitchen with a pizza oven, all surrounding a sparkling pool and heated spa. In 2022, the kitchen received a major renovation, showcasing a new island, updated countertops and backsplash, fresh fixtures and cabinet hardware, and elegant lighting that elevate the space. The primary bath renovation mirrors the same level of quality, with new custom vanities topped with quartz countertops, all-new tile, a glass-enclosed shower, a relaxing soaking tub, and classic lighting and mirrors. Additional improvements include a new roof (2021), newer hardwood floors throughout the 2nd floor, updated brick paver driveway, newer pool equipment, and fresh interior and exterior paint, each reflecting consistent care and attention to detail. Designed for both everyday comfort and effortless entertaining, this home is truly move-in ready and radiates pride of ownership inside and out.

2030 Versailles Avenue, Winter Park

$398,000

Welcome to 3529 Australian Circle, a beautifully updated 3-bedroom, 2-bathroom POOL home located in the desirable EASTBROOK subdivision of WINTER PARK. Designed for comfort and everyday living, this home blends modern updates with timeless character. Step inside to find an open floor plan enhanced by high ceilings, WOOD-LOOK TILE flooring in the main living areas, and BAMBOO flooring in all three bedrooms. The REMODELED kitchen (2022) serves as the heart of the home, featuring BUTCHER BLOCK countertops, timeless cabinetry with soft-close drawers, a large breakfast bar, and a new mini-split system for improved air circulation. The kitchen flows seamlessly into the dining area and great room, creating a welcoming space for both entertaining and everyday moments. Adding warmth and character, the shiplap ceilings in the kitchen and great room tie the design together. The interior was freshly PAINTED in 2023, while crown molding (2024) adds a refined finishing touch. Step through the French doors into your private backyard oasis—complete with a covered porch featuring a tongue-and-groove ceiling, a fully FENCED yard, and a large open-air pool accented with flagstone. The 2023 irrigation system keeps the beautiful exotic palms thriving, and the system draws from a backyard aquifer, helping to save on water bills. The primary suite offers a peaceful retreat with an en-suite bathroom, granite countertop, and a walk-in shower with travertine tile. Two additional bedrooms share a stylish second bathroom. Practical updates provide peace of mind, including a roof (2018), A/C (2018), electrical panel (2021), water heater (2022), and double-paned windows. The SIDE-ENTRY one-car GARAGE adds convenience and curb appeal. Take advantage of an Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Located on a quiet street with no HOA restrictions, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue’s shopping and dining, Rollins College, Winter Park Hospital, and nearby museums. With its thoughtful updates, inviting layout, and unbeatable location, this home offers an exceptional opportunity to enjoy the Winter Park lifestyle. Schedule your private tour today!

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

Welcome to 3529 Australian Circle, a beautifully updated 3-bedroom, 2-bathroom POOL home located in the desirable EASTBROOK subdivision of WINTER PARK. Designed for comfort and everyday living, this home blends modern updates with timeless character. Step inside to find an open floor plan enhanced by high ceilings, WOOD-LOOK TILE flooring in the main living areas, and BAMBOO flooring in all three bedrooms. The REMODELED kitchen (2022) serves as the heart of the home, featuring BUTCHER BLOCK countertops, timeless cabinetry with soft-close drawers, a large breakfast bar, and a new mini-split system for improved air circulation. The kitchen flows seamlessly into the dining area and great room, creating a welcoming space for both entertaining and everyday moments. Adding warmth and character, the shiplap ceilings in the kitchen and great room tie the design together. The interior was freshly PAINTED in 2023, while crown molding (2024) adds a refined finishing touch. Step through the French doors into your private backyard oasis—complete with a covered porch featuring a tongue-and-groove ceiling, a fully FENCED yard, and a large open-air pool accented with flagstone. The 2023 irrigation system keeps the beautiful exotic palms thriving, and the system draws from a backyard aquifer, helping to save on water bills. The primary suite offers a peaceful retreat with an en-suite bathroom, granite countertop, and a walk-in shower with travertine tile. Two additional bedrooms share a stylish second bathroom. Practical updates provide peace of mind, including a roof (2018), A/C (2018), electrical panel (2021), water heater (2022), and double-paned windows. The SIDE-ENTRY one-car GARAGE adds convenience and curb appeal. Take advantage of an Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Located on a quiet street with no HOA restrictions, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue’s shopping and dining, Rollins College, Winter Park Hospital, and nearby museums. With its thoughtful updates, inviting layout, and unbeatable location, this home offers an exceptional opportunity to enjoy the Winter Park lifestyle. Schedule your private tour today!

3529 Australian Circle, Winter Park

$2,835,000

An incredible Winter Park Chain-of-Lakes opportunity on Lake Virginia with clear views of Rollins College. This transitionally designed home, situated in the highly coveted Virginia Heights, offers an opportunity like no other with proximity to Park Avenue coupled with the lakefront amenities through a Venetian canal system that uniquely connects five lakes and captures the quintessential Winter Park lifestyle. This four-bedroom three-and-a-half-bath home invites you into a two-story foyer surrounded by windows and natural light. The spacious kitchen features a mid-century tile backsplash, light cabinetry and a window out to the pool and lake. The main living space features a beautiful fireplace and back atrium that invites the stars and twinkling sunsets from the water. The separate dining room is spacious and there is an additional den or office space to round out the first floor. All bedrooms are upstairs and generously sized providing flexibility and the primary bedroom has the most incredible lakefront views. A clear water canal runs alongside the home and spills into lake Virginia adding to the ambiance of the backyard where nature abounds. Continue the existing renovation with your own style or build a house of your dreams. Impeccably located with shopping and dining at your fingertips as well as Rollins College. Fantastic schools with Audubon K-8 and Winter Park High. Don’t miss this one – call for your private tour.

4 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

An incredible Winter Park Chain-of-Lakes opportunity on Lake Virginia with clear views of Rollins College. This transitionally designed home, situated in the highly coveted Virginia Heights, offers an opportunity like no other with proximity to Park Avenue coupled with the lakefront amenities through a Venetian canal system that uniquely connects five lakes and captures the quintessential Winter Park lifestyle. This four-bedroom three-and-a-half-bath home invites you into a two-story foyer surrounded by windows and natural light. The spacious kitchen features a mid-century tile backsplash, light cabinetry and a window out to the pool and lake. The main living space features a beautiful fireplace and back atrium that invites the stars and twinkling sunsets from the water. The separate dining room is spacious and there is an additional den or office space to round out the first floor. All bedrooms are upstairs and generously sized providing flexibility and the primary bedroom has the most incredible lakefront views. A clear water canal runs alongside the home and spills into lake Virginia adding to the ambiance of the backyard where nature abounds. Continue the existing renovation with your own style or build a house of your dreams. Impeccably located with shopping and dining at your fingertips as well as Rollins College. Fantastic schools with Audubon K-8 and Winter Park High. Don’t miss this one – call for your private tour.

255 Stirling Avenue, Winter Park

2411 Gallery View Drive Unit 5, Winter Park

$290,000

FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 02 SubDv. ⋅ 32792 Zip Code

FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2411 Gallery View Drive Unit 5, Winter Park

$2,037,500

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

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

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

1781 Pine Avenue, Winter Park

690 Osceola Avenue Unit 502, Winter Park

$417,100

One or more photo(s) has been virtually staged. Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed lighting, and an oversized island with bar seating. The spacious primary suite includes a private dressing area, three closets (including a walk-in with custom storage), and a beautifully updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom has generous closet space and is served by a renovated bath with a soaking tub/shower combo. Three additional hallway closets also has exceptional storage. Additional updates include new central A/C, new hot water heater, new flooring throughout, and an in-unit washer and dryer. Community amenities include: a lakefront pool and hot tub, boat dock, fitness center, kayak storage, fire pit, bike storage, elevator, and reserved covered parking. Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations!

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

One or more photo(s) has been virtually staged. Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed lighting, and an oversized island with bar seating. The spacious primary suite includes a private dressing area, three closets (including a walk-in with custom storage), and a beautifully updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom has generous closet space and is served by a renovated bath with a soaking tub/shower combo. Three additional hallway closets also has exceptional storage. Additional updates include new central A/C, new hot water heater, new flooring throughout, and an in-unit washer and dryer. Community amenities include: a lakefront pool and hot tub, boat dock, fitness center, kayak storage, fire pit, bike storage, elevator, and reserved covered parking. Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations!

690 Osceola Avenue Unit 502, Winter Park

$899,000

Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

4 Beds ⋅ 3 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

1648 Cypress Point Lane, Winter Park

$1,030,000

Built by Charles Clayton a renowned builder in Winter Park, this beautifully updated 4-bedroom, 2-bath home is nestled in a peaceful, secluded neighborhood on a spacious corner lot, offering the perfect blend of quality craftsmanship, comfort, and location. Inside, you'll find an open floor plan filled with natural light — ideal for everyday living and entertaining. The modern kitchen flows seamlessly into generous living and dining spaces, creating a warm, inviting atmosphere for family and guests alike. Elegant French doors open to the expansive screened-in patio and pool area, extending your living space into the outdoors. Step outside to your own private tropical retreat. The expansive 84-foot screened-in pool and patio area features over 700 Sq Ft of covered outdoor dining area, a covered outdoor living area, and an additional open-air dining space under the screened enclosure — perfect for everything from morning coffee to evening gatherings. Surrounded by tropical lush landscaping, the pool and patio offer a peaceful, private escape designed for relaxation and entertaining. Additional highlights include: • Close to Park Avenue’s shopping, dining, and culture • Zoned for top-rated, excellent schools • Quiet, walkable neighborhood with a strong sense of privacy This exceptional Clayton Builders home offers timeless design, modern updates, and a tranquil outdoor setting — all in one of the area's most desirable locations. Don’t miss your chance to make it yours.

4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Built by Charles Clayton a renowned builder in Winter Park, this beautifully updated 4-bedroom, 2-bath home is nestled in a peaceful, secluded neighborhood on a spacious corner lot, offering the perfect blend of quality craftsmanship, comfort, and location. Inside, you'll find an open floor plan filled with natural light — ideal for everyday living and entertaining. The modern kitchen flows seamlessly into generous living and dining spaces, creating a warm, inviting atmosphere for family and guests alike. Elegant French doors open to the expansive screened-in patio and pool area, extending your living space into the outdoors. Step outside to your own private tropical retreat. The expansive 84-foot screened-in pool and patio area features over 700 Sq Ft of covered outdoor dining area, a covered outdoor living area, and an additional open-air dining space under the screened enclosure — perfect for everything from morning coffee to evening gatherings. Surrounded by tropical lush landscaping, the pool and patio offer a peaceful, private escape designed for relaxation and entertaining. Additional highlights include: • Close to Park Avenue’s shopping, dining, and culture • Zoned for top-rated, excellent schools • Quiet, walkable neighborhood with a strong sense of privacy This exceptional Clayton Builders home offers timeless design, modern updates, and a tranquil outdoor setting — all in one of the area's most desirable locations. Don’t miss your chance to make it yours.

1611 Tioga Trail, Winter Park

$1,475,000

Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding, an elegant wine cellar with glass wall, and expansive high windows that flood the home with natural light. Glass accents continue throughout with an updated staircase and second-level glass wall, adding a sleek, modern touch. To the left, discover a rare double-primary suite layout. A converted study now serves as a second primary bedroom, connected by a hallway with two walk-in closets. The shared spa-style primary bath includes dual vanities, a hot tub, and a glass shower. The suite on the west side enjoys private access to the pool area. Both bedrooms have tray ceilings with crown molding. The open dining area flows seamlessly into the kitchen, which showcases a natural gas range with pot filler, a large island with seating, pendant lights, granite counters, stainless steel appliances, and a unique indoor-outdoor service window that opens to the summer kitchen. The first floor is completed with a third bedroom (currently used as a home office), a full bath, and a laundry room. Ascend the glass-accented staircase to the second floor, where you’ll find a versatile dining/bonus room with porcelain tile flooring and tray ceiling, a kitchenette and a balcony overlooking the pool. Two additional bedrooms, a full bathroom, and a spacious storage closet complete the upstairs. The outdoor space has been completely reimagined for entertainment and relaxation. Enjoy a heated pool and spa with water features and stonework, outdoor shower, summer kitchen with bar seating, pergola, artificial turf, and plenty of yard space. The backyard is fully fenced and includes a storage building with a half bath. A whole-home 24kW Generac generator provides peace of mind. Additional highlights include a two-car garage, a carport for extra parking, and a prime location just minutes from Park Avenue’s upscale shopping and dining, Whole Foods, and easy access to major highways. This exceptional Winter Park home blends custom design, modern updates, and outdoor luxury. Schedule your private tour today.

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

Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding, an elegant wine cellar with glass wall, and expansive high windows that flood the home with natural light. Glass accents continue throughout with an updated staircase and second-level glass wall, adding a sleek, modern touch. To the left, discover a rare double-primary suite layout. A converted study now serves as a second primary bedroom, connected by a hallway with two walk-in closets. The shared spa-style primary bath includes dual vanities, a hot tub, and a glass shower. The suite on the west side enjoys private access to the pool area. Both bedrooms have tray ceilings with crown molding. The open dining area flows seamlessly into the kitchen, which showcases a natural gas range with pot filler, a large island with seating, pendant lights, granite counters, stainless steel appliances, and a unique indoor-outdoor service window that opens to the summer kitchen. The first floor is completed with a third bedroom (currently used as a home office), a full bath, and a laundry room. Ascend the glass-accented staircase to the second floor, where you’ll find a versatile dining/bonus room with porcelain tile flooring and tray ceiling, a kitchenette and a balcony overlooking the pool. Two additional bedrooms, a full bathroom, and a spacious storage closet complete the upstairs. The outdoor space has been completely reimagined for entertainment and relaxation. Enjoy a heated pool and spa with water features and stonework, outdoor shower, summer kitchen with bar seating, pergola, artificial turf, and plenty of yard space. The backyard is fully fenced and includes a storage building with a half bath. A whole-home 24kW Generac generator provides peace of mind. Additional highlights include a two-car garage, a carport for extra parking, and a prime location just minutes from Park Avenue’s upscale shopping and dining, Whole Foods, and easy access to major highways. This exceptional Winter Park home blends custom design, modern updates, and outdoor luxury. Schedule your private tour today.

1453 Lyndale Boulevard, Winter Park

$765,000

BACK ON MARKET WITH NEW PRICE DUE TO BUYERS CASH PURCHASE DEFAULT!!!Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This modern designed chic home offers energy efficient features with luxury design. Walk into the home and be impressed by the voluminous ceilings and 8' door frames adorned with ceiling crown molding. This unique home design offers ultimate privacy with all bedrooms on the lower floor while the living/entertaining space is upstairs. Windows throughout the home filtrate a natural light that compliment the wooden floors. Upstairs you'll find the living space large and inviting. The chef's kitchen is spacious with abundant cabinetry and offers all stainless-steel Jenn Air appliances. The commercial style gas cooktop offers a wall mounted kettle water feature along with a flat surface griddle and is topped with a deco canopy range hood. The built-in bottom mount refrigerator is complimented alongside the programmable electric oven and convection/microwave. Center kitchen island doubles as dining space with room for four or there's room for a dining table. Solid wood cabinets are topped with glass doors to display stylish dinnerware. Dual pantry sliders with pull out drawers adjoin the wine refrigerator (Jenn Air of course) with additional cabinets. The Great Room's sliding glass doors welcomes you outside to the expansive maintenance free Hardee board deck. The deck is pre-plumbed for both water and gas to complete your grilling needs. The luxurious primary bedroom offers a tray ceiling and large walk-in closet. Venture into the impeccable primary bath and enjoy the huge walk in shower with built-in bench seat and overhead rain and wall mount shower heads. The additional two bedrooms share a bathroom accessible by each side but has a separate door to shower and toilet. The downstairs enormous laundry room is complete with a sink and additional cabinets. You'll find the garage oversized and can be described as 2.5 car size with epoxy coated flooring and an EV charger. Water Softner system stays - easy to use! There's an additional parking pad for your guests. The home is completely fenced and has energy efficient dual tankless gas water heaters and is prewired for 5.1 Surround sound audio. Best part of this small brick paved urban planned community - HOA pays for landscaping maintenance, plant replacement, mulch and sprinkler repair and you're connected to a natural gas utility service. Walk to the best shopping and dining available in Central Florida - Park Ave. and Winter Park Village. The Sunrail and Amtrak train depot is only 6 blocks away with Rollins College right around the corner. Easy commute to Downtown Orlando, Full Sail University and the Orlando International Airport. Best value in 32789 zip code!!! Call today for your showing.

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

BACK ON MARKET WITH NEW PRICE DUE TO BUYERS CASH PURCHASE DEFAULT!!!Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This modern designed chic home offers energy efficient features with luxury design. Walk into the home and be impressed by the voluminous ceilings and 8' door frames adorned with ceiling crown molding. This unique home design offers ultimate privacy with all bedrooms on the lower floor while the living/entertaining space is upstairs. Windows throughout the home filtrate a natural light that compliment the wooden floors. Upstairs you'll find the living space large and inviting. The chef's kitchen is spacious with abundant cabinetry and offers all stainless-steel Jenn Air appliances. The commercial style gas cooktop offers a wall mounted kettle water feature along with a flat surface griddle and is topped with a deco canopy range hood. The built-in bottom mount refrigerator is complimented alongside the programmable electric oven and convection/microwave. Center kitchen island doubles as dining space with room for four or there's room for a dining table. Solid wood cabinets are topped with glass doors to display stylish dinnerware. Dual pantry sliders with pull out drawers adjoin the wine refrigerator (Jenn Air of course) with additional cabinets. The Great Room's sliding glass doors welcomes you outside to the expansive maintenance free Hardee board deck. The deck is pre-plumbed for both water and gas to complete your grilling needs. The luxurious primary bedroom offers a tray ceiling and large walk-in closet. Venture into the impeccable primary bath and enjoy the huge walk in shower with built-in bench seat and overhead rain and wall mount shower heads. The additional two bedrooms share a bathroom accessible by each side but has a separate door to shower and toilet. The downstairs enormous laundry room is complete with a sink and additional cabinets. You'll find the garage oversized and can be described as 2.5 car size with epoxy coated flooring and an EV charger. Water Softner system stays - easy to use! There's an additional parking pad for your guests. The home is completely fenced and has energy efficient dual tankless gas water heaters and is prewired for 5.1 Surround sound audio. Best part of this small brick paved urban planned community - HOA pays for landscaping maintenance, plant replacement, mulch and sprinkler repair and you're connected to a natural gas utility service. Walk to the best shopping and dining available in Central Florida - Park Ave. and Winter Park Village. The Sunrail and Amtrak train depot is only 6 blocks away with Rollins College right around the corner. Easy commute to Downtown Orlando, Full Sail University and the Orlando International Airport. Best value in 32789 zip code!!! Call today for your showing.

441 N Capen Avenue, Winter Park

$360,000

RARE FIND! MUST SEE! PRIME LOCATION! NO HOA! Check out this 3 bedroom 2 bath gem in the heart of beautiful Winter Park. This home is conveniently located close to shopping, dining, medical. Only minutes from Downtown Orlando and only a short drive to any of the Orlando amusment parks and airport. Home has been used as a rental for many years. Roof is 2020. HVAC replaced 2021. Whether you are looking to occupy or an investor looking for your next investment, this is it! Schedule your showing now!

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

RARE FIND! MUST SEE! PRIME LOCATION! NO HOA! Check out this 3 bedroom 2 bath gem in the heart of beautiful Winter Park. This home is conveniently located close to shopping, dining, medical. Only minutes from Downtown Orlando and only a short drive to any of the Orlando amusment parks and airport. Home has been used as a rental for many years. Roof is 2020. HVAC replaced 2021. Whether you are looking to occupy or an investor looking for your next investment, this is it! Schedule your showing now!

611 Ololu Drive, Winter Park

3053 George Mason Avenue Unit 7, Winter Park

$75,000

Prime Location and Smart Investment! This spacious 2-bedroom, 2-bath ground-floor condo offers easy, low-maintenance living just one mile from University Boulevard and minutes from The University of Central Florida and Full Sail University. Freshly painted and move-in ready, the updated kitchen features sleek granite countertops and new white appliances. Stylish tile flooring runs throughout the unit, and an in-unit washer and dryer hookups adds everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a solid investment property, you'll love the unbeatable location near schools, grocery stores, salons, dining, and more!

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Prime Location and Smart Investment! This spacious 2-bedroom, 2-bath ground-floor condo offers easy, low-maintenance living just one mile from University Boulevard and minutes from The University of Central Florida and Full Sail University. Freshly painted and move-in ready, the updated kitchen features sleek granite countertops and new white appliances. Stylish tile flooring runs throughout the unit, and an in-unit washer and dryer hookups adds everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a solid investment property, you'll love the unbeatable location near schools, grocery stores, salons, dining, and more!

3053 George Mason Avenue Unit 7, Winter Park

$750,000

Sold data entry.

3 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

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1681 Woodland Avenue, 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

$699,450

**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

1346 Golfside Drive, Winter Park

$719,000

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

7895 Pleasant Pine Circle, Winter Park

$2,285,000

An elegant and well-kept home located in a quiet neighborhood next to Windsong. It combines a cozy interior design with functionality and light-filled open floor plans. Energy-saving features include double-panel windows with Low-E coating, foam-injected block walls, insulated interior walls and floors, tankless water heaters, tile roof, and a paver driveway. The first floor ceilings peak at 12 feet, delivering a voluminous feel to the living areas and primary rooms; while upstairs, an equally impressive height of 10 feet is maintained throughout the second floor, accommodating bedrooms, making them cosy and comfortable retreats. Making the house great for entertaining are two 10' tall disappearing sliding glass walls in the Great Room that connect indoors and outdoors seamlessly. The kitchen includes a Thermador pro stainless steel appliance package enhanced by granite countertops, custom-made & finished cabinets along with an outdoor kitchen on the lanai equipped with a built-in grill & linear fireplace, and a pool with deck and pergola, all contributing towards luxurious alfresco dining. The clever layout of this property consists of both master & guest suites along with study/office space on the first floor, while there are an extra 2 bedroom suites plus a bonus/media room upstairs, enhancing its versatility. This confluence of style makes this home both luxurious as well as eco-friendly. This property brilliantly integrates cosmopolitan living while retaining the warmth of home at every corner.

4 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

An elegant and well-kept home located in a quiet neighborhood next to Windsong. It combines a cozy interior design with functionality and light-filled open floor plans. Energy-saving features include double-panel windows with Low-E coating, foam-injected block walls, insulated interior walls and floors, tankless water heaters, tile roof, and a paver driveway. The first floor ceilings peak at 12 feet, delivering a voluminous feel to the living areas and primary rooms; while upstairs, an equally impressive height of 10 feet is maintained throughout the second floor, accommodating bedrooms, making them cosy and comfortable retreats. Making the house great for entertaining are two 10' tall disappearing sliding glass walls in the Great Room that connect indoors and outdoors seamlessly. The kitchen includes a Thermador pro stainless steel appliance package enhanced by granite countertops, custom-made & finished cabinets along with an outdoor kitchen on the lanai equipped with a built-in grill & linear fireplace, and a pool with deck and pergola, all contributing towards luxurious alfresco dining. The clever layout of this property consists of both master & guest suites along with study/office space on the first floor, while there are an extra 2 bedroom suites plus a bonus/media room upstairs, enhancing its versatility. This confluence of style makes this home both luxurious as well as eco-friendly. This property brilliantly integrates cosmopolitan living while retaining the warmth of home at every corner.

521 S Phelps Avenue, Winter Park

$975,000

This expansive .32-acre lot (13,732 sq ft) offers exceptional potential for either a brand-new custom build or a renovation with room to expand. Ideally located in the heart of Winter Park, the property sits across the street from several grand estates on the Winter Park Chain of Lakes, offering both prestige and endless possibilities. The existing 1960’s residence features original wood floors, a generous living area, and a split-bedroom layout—ready for updates or thoughtful expansion. With ample space, you can reimagine the home to suit your lifestyle or design a stunning new construction. Adding to its appeal, the property is within a short stroll to Kraft Azalea Gardens, the Winter Park YMCA, Phelps Park and just a little over a mile from Downtown Winter Park’s shops, dining, and cultural venues. This home is sold AS IS.

J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

This expansive .32-acre lot (13,732 sq ft) offers exceptional potential for either a brand-new custom build or a renovation with room to expand. Ideally located in the heart of Winter Park, the property sits across the street from several grand estates on the Winter Park Chain of Lakes, offering both prestige and endless possibilities. The existing 1960’s residence features original wood floors, a generous living area, and a split-bedroom layout—ready for updates or thoughtful expansion. With ample space, you can reimagine the home to suit your lifestyle or design a stunning new construction. Adding to its appeal, the property is within a short stroll to Kraft Azalea Gardens, the Winter Park YMCA, Phelps Park and just a little over a mile from Downtown Winter Park’s shops, dining, and cultural venues. This home is sold AS IS.

901 Palmer Avenue, Winter Park

$660,000

Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

4 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code

Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

2421 Summerfield Road, Winter Park

$2,250,000

This spectacular Winter Park lakefront home is a very rare find indeed - exquisite inside and out! This home has been meticulously renovated and offers all the allure of fine lakefront living and is just minutes from Park Avenue’s shopping, dining and cultural gems. Situated on an oversized .39 acre lot this residence enjoys a picture-perfect setting with long views of Lake Killarney. Superior craftsmanship and attention to architectural detail emanate throughout the 3,749 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat offers large windows overlooking the lake, customized walk-in closets, and just completed $60K bath renovation with a large walk-in shower, luxurious fixtures & finishes. There are 3 additional bedrooms: one with an ensuite bath and two with a shared bath. Additional amenities include a great room with floor to ceiling windows overlooking the lake, stacked stone gas fireplace, 26’ vaulted ceiling; gourmet kitchen with custom cabinetry, top-of-the-line stainless appliances, walk-in pantry. Other features include: built-in cabinetry, stone and hardwood flooring; whole house generator, solar panels pay for all the current electrical usage, 2 new HVAC systems, 4 wine cooler towers (600 Bottles) and an oversized two-car garage with EV charger, epoxy floor and storage cabinetry. Enjoy lakefront living under a 450 SqFt covered porch with a chef-inspired summer kitchen, electric shades, stacked stone wood burning fireplace, wet bar, epoxy flooring, tongue & groove ceiling and just steps away is a 275’ SqFt (Not Included in SqFt) air-conditioned boathouse with a coffered wood ceiling, covered boat dock, and deck.

4 Beds ⋅ 4 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

This spectacular Winter Park lakefront home is a very rare find indeed - exquisite inside and out! This home has been meticulously renovated and offers all the allure of fine lakefront living and is just minutes from Park Avenue’s shopping, dining and cultural gems. Situated on an oversized .39 acre lot this residence enjoys a picture-perfect setting with long views of Lake Killarney. Superior craftsmanship and attention to architectural detail emanate throughout the 3,749 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat offers large windows overlooking the lake, customized walk-in closets, and just completed $60K bath renovation with a large walk-in shower, luxurious fixtures & finishes. There are 3 additional bedrooms: one with an ensuite bath and two with a shared bath. Additional amenities include a great room with floor to ceiling windows overlooking the lake, stacked stone gas fireplace, 26’ vaulted ceiling; gourmet kitchen with custom cabinetry, top-of-the-line stainless appliances, walk-in pantry. Other features include: built-in cabinetry, stone and hardwood flooring; whole house generator, solar panels pay for all the current electrical usage, 2 new HVAC systems, 4 wine cooler towers (600 Bottles) and an oversized two-car garage with EV charger, epoxy floor and storage cabinetry. Enjoy lakefront living under a 450 SqFt covered porch with a chef-inspired summer kitchen, electric shades, stacked stone wood burning fireplace, wet bar, epoxy flooring, tongue & groove ceiling and just steps away is a 275’ SqFt (Not Included in SqFt) air-conditioned boathouse with a coffered wood ceiling, covered boat dock, and deck.

600 Ololu Drive, Winter Park

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park

$140,000

Very well maintained cozy condo in Winter Park. This condo has one bedroom, and one bathroom. Living area has beautiful laminate flooring in the bedroom, family, room, and dining area, Kitchen and bathroom are tile. Appliances that stays are washer, dryer, fridge, oven, microwave, and ceiling fan! Basically just pack your bags, and move right in! This condo also features a storage room, and a screened in patio area that opens up to a beautifully landscaped courtyard. The complex has a clubhouse that you can rent out for a party, and a community pool. Association fees cover the sewer, water, trash, ground, and pool maintenance. There is a private mailbox in the front porch. Roof was replaced in 2022. This is located in a great location. Come and see it for yourself, schedule an appointment today!!!

1 Beds ⋅ 1 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Very well maintained cozy condo in Winter Park. This condo has one bedroom, and one bathroom. Living area has beautiful laminate flooring in the bedroom, family, room, and dining area, Kitchen and bathroom are tile. Appliances that stays are washer, dryer, fridge, oven, microwave, and ceiling fan! Basically just pack your bags, and move right in! This condo also features a storage room, and a screened in patio area that opens up to a beautifully landscaped courtyard. The complex has a clubhouse that you can rent out for a party, and a community pool. Association fees cover the sewer, water, trash, ground, and pool maintenance. There is a private mailbox in the front porch. Roof was replaced in 2022. This is located in a great location. Come and see it for yourself, schedule an appointment today!!!

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park

$469,500

Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

7679 Bent Bow Trail, Winter Park

$367,500

One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar stools and NEW APPLIANCES adds a perfect blend of charm and modern convenience. The interior has been freshly painted. The bathroom was renovated to maintain the character of the home. The large living room is filled with light, and the additional versatile family room can be used as a home office, dining room, or exercise space. There are two nice sized bedrooms on the main floor and the upstairs bonus room includes a bedroom an ensuite bathroom and air conditioned attic space for storage. It could also be a great man cave, office or teenager private space. The beautiful totally fenced treed backyard and one-car garage with a workshop area and its own toilet, along with a carport, add to the home's appeal. The seller is offering a two year home warranty! Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando

3 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar stools and NEW APPLIANCES adds a perfect blend of charm and modern convenience. The interior has been freshly painted. The bathroom was renovated to maintain the character of the home. The large living room is filled with light, and the additional versatile family room can be used as a home office, dining room, or exercise space. There are two nice sized bedrooms on the main floor and the upstairs bonus room includes a bedroom an ensuite bathroom and air conditioned attic space for storage. It could also be a great man cave, office or teenager private space. The beautiful totally fenced treed backyard and one-car garage with a workshop area and its own toilet, along with a carport, add to the home's appeal. The seller is offering a two year home warranty! Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando

1975 Staunton Avenue, Winter Park

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