$775,000 **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for. 4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for. 1287 Verdant Glade Place, Winter Park
$354,900 You'll love this single-owner gem in Winter Park! Step inside to a traditional foyer, which welcomes you into a formal living room with excellent natural light and great flow into the dining room. Adjacent, you'll find the centrally located, spacious kitchen which overlooks your family room! A true split plan, the primary bedroom and oversized suite are on one side of the home and the two secondary bedrooms and hall bathroom are on the other. Out back, the real "heart of the home" is the generously sized back porch overlooking an original swimming pool! Solidly built block construction on a slab foundation, this 70s home will have you saying "they just don't make them like this anymore"! The major systems have been carefully updated over the years and the next owner will appreciate the peace of mind that a 2019 roof and 2018 HVAC system provide. The laundry is located in the two-car garage. 3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code You'll love this single-owner gem in Winter Park! Step inside to a traditional foyer, which welcomes you into a formal living room with excellent natural light and great flow into the dining room. Adjacent, you'll find the centrally located, spacious kitchen which overlooks your family room! A true split plan, the primary bedroom and oversized suite are on one side of the home and the two secondary bedrooms and hall bathroom are on the other. Out back, the real "heart of the home" is the generously sized back porch overlooking an original swimming pool! Solidly built block construction on a slab foundation, this 70s home will have you saying "they just don't make them like this anymore"! The major systems have been carefully updated over the years and the next owner will appreciate the peace of mind that a 2019 roof and 2018 HVAC system provide. The laundry is located in the two-car garage. 5330 Tangerine Avenue, Winter Park
$650,000 Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home! 638 Blairshire Circle, Winter Park
$660,000 Welcome to this beautifully updated home offering the perfect blend of comfort, style and convenience. From the moment you arrive, you’ll notice the inviting tree-lined streets in this quiet residential neighborhood. Step inside to discover a bright, thoughtfully designed layout, filled with natural light, featuring spacious living areas and tasteful updated finishes throughout. The updated, open-concept kitchen is a true centerpiece, complete with modern appliances, ample cabinetry, a generous peninsula, and in eat-in area, ideal for gathering with family and friends. The primary suite provides a relaxing retreat with a recently updated in-suite bathroom and plenty of closet space. Additional bedrooms are generously sized, including a fourth bedroom, perfect for multi-generational living, guests, or a home office. Outside, enjoy a sparkling, screened-enclosed pool, and a private backyard oasis, with plenty of yard space to relax, play, or entertain. Whether you're hosting a weekend barbecue or enjoying a quiet evening, this outdoor space offers endless possibilities. Walk over to the Winter Pines golf course located behind the home, where you can enjoy lunch at the beautifully updated clubhouse, hit the driving range, or enjoy the seasonal community events like Santa in the Park, Movie in the Park, or occasional neighborhood happy hours. Located in the beautiful neighborhood of Winter Park Pines with amenities such as Ward Park, Brookshire Elementary, Winter Park HS, and the Cady Way bike trail, which you can take to Baldwin Park’s main street for shopping and dining, or a stroll around Lake Baldwin. Conveniently located near downtown Orlando, Park Avenue for shopping and dining, or just minutes from the 417 for commuting. Seller offering a home warranty to a buyer for the first year. 4 Beds ⋅ 3 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully updated home offering the perfect blend of comfort, style and convenience. From the moment you arrive, you’ll notice the inviting tree-lined streets in this quiet residential neighborhood. Step inside to discover a bright, thoughtfully designed layout, filled with natural light, featuring spacious living areas and tasteful updated finishes throughout. The updated, open-concept kitchen is a true centerpiece, complete with modern appliances, ample cabinetry, a generous peninsula, and in eat-in area, ideal for gathering with family and friends. The primary suite provides a relaxing retreat with a recently updated in-suite bathroom and plenty of closet space. Additional bedrooms are generously sized, including a fourth bedroom, perfect for multi-generational living, guests, or a home office. Outside, enjoy a sparkling, screened-enclosed pool, and a private backyard oasis, with plenty of yard space to relax, play, or entertain. Whether you're hosting a weekend barbecue or enjoying a quiet evening, this outdoor space offers endless possibilities. Walk over to the Winter Pines golf course located behind the home, where you can enjoy lunch at the beautifully updated clubhouse, hit the driving range, or enjoy the seasonal community events like Santa in the Park, Movie in the Park, or occasional neighborhood happy hours. Located in the beautiful neighborhood of Winter Park Pines with amenities such as Ward Park, Brookshire Elementary, Winter Park HS, and the Cady Way bike trail, which you can take to Baldwin Park’s main street for shopping and dining, or a stroll around Lake Baldwin. Conveniently located near downtown Orlando, Park Avenue for shopping and dining, or just minutes from the 417 for commuting. Seller offering a home warranty to a buyer for the first year. 927 Fairway Drive, Winter Park
$480,000 Welcome home to this beautiful single-story Pool home in the Golfside community of Winter Park. Offering 3 bedrooms, 2 bathrooms, and 1,737 square feet of living space, this home features a spacious and inviting layout designed for both everyday living and entertaining. Upon entry, you are welcomed into the living room, while an adjacent dining room combination provides additional flexible gathering space. The family room offers French door access to the covered rear patio, creating a seamless indoor-outdoor flow to the expansive backyard, perfect for hosting family and friends.The kitchen opens to the main living areas and is equipped with stainless appliances, stone countertops, and ample cabinet space. A hallway just off the family room leads to all three bedrooms and two full bathrooms, including a spacious primary suite with an ensuite bath. Additional features include engineered wood throughout the main living areas, extra storage closets, an interior laundry room, and a 2-car garage.Ideally located near Winter Pines Golf Club, this home also offers convenient access to I-4 and SR-417, making it easy to reach shopping, dining, entertainment, downtown Orlando, the airport, area attractions, and the beaches. 3 Beds ⋅ 2 Baths ⋅ Golfside Sec 3 SubDv. ⋅ 32792 Zip Code Welcome home to this beautiful single-story Pool home in the Golfside community of Winter Park. Offering 3 bedrooms, 2 bathrooms, and 1,737 square feet of living space, this home features a spacious and inviting layout designed for both everyday living and entertaining. Upon entry, you are welcomed into the living room, while an adjacent dining room combination provides additional flexible gathering space. The family room offers French door access to the covered rear patio, creating a seamless indoor-outdoor flow to the expansive backyard, perfect for hosting family and friends.The kitchen opens to the main living areas and is equipped with stainless appliances, stone countertops, and ample cabinet space. A hallway just off the family room leads to all three bedrooms and two full bathrooms, including a spacious primary suite with an ensuite bath. Additional features include engineered wood throughout the main living areas, extra storage closets, an interior laundry room, and a 2-car garage.Ideally located near Winter Pines Golf Club, this home also offers convenient access to I-4 and SR-417, making it easy to reach shopping, dining, entertainment, downtown Orlando, the airport, area attractions, and the beaches. 1210 Fairway Dr, Winter Park
$340,000 ***Multiple Offers Received. Please submit your highest and best offer by Monday, April 13th at 12 noon.***Buyer incentives you don't want to miss! This home qualifies for a 1% lender credit with our preferred lender. Location meets affordability with this rare opportunity in Winter Park with no HOA! With some TLC, this 3 bedroom, 2 bath home offers endless potential to make it your own. Major updates provide peace of mind, including a metal roof (2014), water heater (2024), and updated electrical panel (2012). Situated on a spacious .28 acre lot, the property features a fully fenced backyard- perfect for pets, play, or future outdoor living enhancements. Inside, you'll find a functional layout with a split-bedroom floor plan, a generous living room, and a separate family room for added flexibility. The kitchen offers ample cabinet space and room for casual dining. A 2 car garage and extended driveway provide plenty of parking. Ideally located near top rated Seminole County schools, with convenient access to UCF, SR 417, shopping, dining, and area attractions. Dont miss this incredible opportunity to own in a prime location with room to grow! Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code ***Multiple Offers Received. Please submit your highest and best offer by Monday, April 13th at 12 noon.***Buyer incentives you don't want to miss! This home qualifies for a 1% lender credit with our preferred lender. Location meets affordability with this rare opportunity in Winter Park with no HOA! With some TLC, this 3 bedroom, 2 bath home offers endless potential to make it your own. Major updates provide peace of mind, including a metal roof (2014), water heater (2024), and updated electrical panel (2012). Situated on a spacious .28 acre lot, the property features a fully fenced backyard- perfect for pets, play, or future outdoor living enhancements. Inside, you'll find a functional layout with a split-bedroom floor plan, a generous living room, and a separate family room for added flexibility. The kitchen offers ample cabinet space and room for casual dining. A 2 car garage and extended driveway provide plenty of parking. Ideally located near top rated Seminole County schools, with convenient access to UCF, SR 417, shopping, dining, and area attractions. Dont miss this incredible opportunity to own in a prime location with room to grow! Schedule your showing today! 7529 Village Green Drive, Winter Park
$850,000 Virtually Staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportunity places you along the 13TH tee & offers tranquil backyard views of the 16TH fairway of the Winter Park Pines Golf Course (WP18)! Tree-lined street welcomes you to this completely renovated Floor to Ceiling ONE STORY beauty offers Serendipity LW Wood & porcelain tile flooring throughout. Updates include (but definitely not limited to) BRAND new kitchen with Stainless Steel Appliances, new cabinets & quartz countertops. Formal living & dining rooms PLUS Family room with vaulted ceilings featuring a new electric fireplace for amazing ambiance and sliding doors inviting you to new brick pavered 31x 11 screened porch overlooking newly refinished sparkling pool & golf course (no rear or side neighbors!!) Bedroom wing of home offers a large inside laundry room, beautiful guest/pool bath with dual sinks & shower/tub and 2 fresh guest bedrooms. THE PRIMARY SUITE has been thoughtfully remodeled with sliding doors to pool, AMAZING primary bath with oversized work-of-art shower with dual shower heads, dual vanity, separate water closet & HUGE walk-in closet! Extras include: NEW double paned windows & 3 sliding doors to pool/patio, crown molding, NEW roof November 2024, oversized 2 car garage, NEW landscaping, all NEW ceiling fans & light fixtures, NO HOA!! Zoned for Brookshire Elementary, Glenridge Middle & Winter Park High. WELCOME HOME! 3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code Virtually Staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportunity places you along the 13TH tee & offers tranquil backyard views of the 16TH fairway of the Winter Park Pines Golf Course (WP18)! Tree-lined street welcomes you to this completely renovated Floor to Ceiling ONE STORY beauty offers Serendipity LW Wood & porcelain tile flooring throughout. Updates include (but definitely not limited to) BRAND new kitchen with Stainless Steel Appliances, new cabinets & quartz countertops. Formal living & dining rooms PLUS Family room with vaulted ceilings featuring a new electric fireplace for amazing ambiance and sliding doors inviting you to new brick pavered 31x 11 screened porch overlooking newly refinished sparkling pool & golf course (no rear or side neighbors!!) Bedroom wing of home offers a large inside laundry room, beautiful guest/pool bath with dual sinks & shower/tub and 2 fresh guest bedrooms. THE PRIMARY SUITE has been thoughtfully remodeled with sliding doors to pool, AMAZING primary bath with oversized work-of-art shower with dual shower heads, dual vanity, separate water closet & HUGE walk-in closet! Extras include: NEW double paned windows & 3 sliding doors to pool/patio, crown molding, NEW roof November 2024, oversized 2 car garage, NEW landscaping, all NEW ceiling fans & light fixtures, NO HOA!! Zoned for Brookshire Elementary, Glenridge Middle & Winter Park High. WELCOME HOME! 1507 Golfside Drive, Winter Park
$435,800 One or more photo(s) has been virtually staged. **WELCOME HOME** A generous .23 ACRE LOT, NO HOA, fresh UPDATES and SOLID CONSTRUCTION come together in this MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. ****Major improvements start with FRESH EXTERIOR PAINT (2026) and a NEW HURRICANE RATED GARAGE DOOR with complete operating system (2025), followed by the FULLY FENCED BACKYARD with NEW FENCING (2023). The home also features a NEW ROOF (2020), and the durable 25-year interior and exterior paint delivers peace of mind and long-term value. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Additional upgrades include updated plumbing fixtures, electrical outlets and systems, plus DOUBLE GLAZED/DOUBLE HUNG WINDOWS that pop out for easy cleaning. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 hurricane-secured Hardi-board storage shed, new lawn and mulch, and separate potable and irrigation water meters for added efficiency. Built with brick façade over concrete block construction, this home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout ~ Ardmore Drive ~ is ready to welcome its next owner. Easy to show, call today to schedule your tour! 3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. **WELCOME HOME** A generous .23 ACRE LOT, NO HOA, fresh UPDATES and SOLID CONSTRUCTION come together in this MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. ****Major improvements start with FRESH EXTERIOR PAINT (2026) and a NEW HURRICANE RATED GARAGE DOOR with complete operating system (2025), followed by the FULLY FENCED BACKYARD with NEW FENCING (2023). The home also features a NEW ROOF (2020), and the durable 25-year interior and exterior paint delivers peace of mind and long-term value. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Additional upgrades include updated plumbing fixtures, electrical outlets and systems, plus DOUBLE GLAZED/DOUBLE HUNG WINDOWS that pop out for easy cleaning. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 hurricane-secured Hardi-board storage shed, new lawn and mulch, and separate potable and irrigation water meters for added efficiency. Built with brick façade over concrete block construction, this home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout ~ Ardmore Drive ~ is ready to welcome its next owner. Easy to show, call today to schedule your tour! 5418 Ardmore Drive, Winter Park
$685,000 Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive, you’ll notice the peaceful ambiance—towering trees, lush greenery, and the soothing backdrop of untouched landscape. Inside, the home features a spacious and inviting layout with approximately 4 bedrooms and 3 bathrooms, designed for both comfortable living and effortless entertaining. Large windows frame picturesque views of the wooded backdrop, filling the home with natural light and bringing the outdoors in. The kitchen flows seamlessly into the main living areas, while the split floor plan offers privacy for the primary suite, complete with tranquil views of the conservation area. Step outside to your backyard oasis where you can unwind, host gatherings, or simply enjoy the sights and sounds of nature along Howell Creek. Opportunities like this are incredibly rare—nearly an acre of protected land, no rear neighbors, and a location just minutes from everything Winter Park has to offer. Experience the perfect balance of privacy, space, and convenience in this truly special home. 4 Beds ⋅ 3 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive, you’ll notice the peaceful ambiance—towering trees, lush greenery, and the soothing backdrop of untouched landscape. Inside, the home features a spacious and inviting layout with approximately 4 bedrooms and 3 bathrooms, designed for both comfortable living and effortless entertaining. Large windows frame picturesque views of the wooded backdrop, filling the home with natural light and bringing the outdoors in. The kitchen flows seamlessly into the main living areas, while the split floor plan offers privacy for the primary suite, complete with tranquil views of the conservation area. Step outside to your backyard oasis where you can unwind, host gatherings, or simply enjoy the sights and sounds of nature along Howell Creek. Opportunities like this are incredibly rare—nearly an acre of protected land, no rear neighbors, and a location just minutes from everything Winter Park has to offer. Experience the perfect balance of privacy, space, and convenience in this truly special home. 3114 Heartleaf Place, Winter Park
$500,000 Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity. The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space that feels both private and expansive. Inside, the home has been thoughtfully updated while still leaving room for your own design vision. The layout offers comfortable living spaces with plenty of natural light and flexibility for everyday living or entertaining. Convenience is a major highlight. Located near top-rated schools, including Lakemont Elementary School, Maitland Middle School, Winter Park High School, and just minutes from local favorites like Park Avenue, Rollins College, and the Cady Way Trail. Nearby access to the SunRail adds another layer of accessibility. This location delivers a strong mix of lifestyle and connectivity, with dining, shopping, parks, and daily essentials all close by. Offered with clear motivation due to relocation, this is a rare chance to secure a well-located pool home with long-term upside in one of Central Florida’s most established communities. 3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity. The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space that feels both private and expansive. Inside, the home has been thoughtfully updated while still leaving room for your own design vision. The layout offers comfortable living spaces with plenty of natural light and flexibility for everyday living or entertaining. Convenience is a major highlight. Located near top-rated schools, including Lakemont Elementary School, Maitland Middle School, Winter Park High School, and just minutes from local favorites like Park Avenue, Rollins College, and the Cady Way Trail. Nearby access to the SunRail adds another layer of accessibility. This location delivers a strong mix of lifestyle and connectivity, with dining, shopping, parks, and daily essentials all close by. Offered with clear motivation due to relocation, this is a rare chance to secure a well-located pool home with long-term upside in one of Central Florida’s most established communities. 512 N Lakemont Avenue, Winter Park
$490,000 Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022 3 Beds ⋅ 2 Baths ⋅ Winter Woods SubDv. ⋅ 32792 Zip Code Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022 2126 N Hampton Circle, Winter Park
$183,000 Bring your creativity and imagination to this 2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location. It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property. 2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code Bring your creativity and imagination to this 2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location. It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property. 2529 Windward Way, Winter Park
$549,000 Nicely UPDATED Winter Park home offers a GAME ROOM and an OFFICE in addition to three bedrooms. Wonderful family home! Recent improvements include AC (2025). In 2026: NEW ROOF, Quartz counters in kitchen, new dishwasher, luxury vinyl throughout, new cabinets & Quartz counters in both bathrooms, new tub & tile in hall bath, new walk-in shower (2024) in primary bath, new lighting, all new door hardware, total interior painted. Water heater 2020 and windows & sliding door in 2018. Wood burning stone fireplace in living room. Spacious primary suite with walk-in closet. Large lot on cul-de-sac. Winter Park High School. Quiet neighborhood with easy access to UCF and Hwy. 417. 3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code Nicely UPDATED Winter Park home offers a GAME ROOM and an OFFICE in addition to three bedrooms. Wonderful family home! Recent improvements include AC (2025). In 2026: NEW ROOF, Quartz counters in kitchen, new dishwasher, luxury vinyl throughout, new cabinets & Quartz counters in both bathrooms, new tub & tile in hall bath, new walk-in shower (2024) in primary bath, new lighting, all new door hardware, total interior painted. Water heater 2020 and windows & sliding door in 2018. Wood burning stone fireplace in living room. Spacious primary suite with walk-in closet. Large lot on cul-de-sac. Winter Park High School. Quiet neighborhood with easy access to UCF and Hwy. 417. 4033 Yacht Court, Winter Park
$400,000 Welcome to 1360 Westdale Ave, a well-maintained Winter Park pool home located in a quiet established neighborhood within the Seminole County school district and no HOA. This property offers a functional layout with multiple living spaces, including a formal dining area, sitting room, and spacious living room, creating flexibility for everyday living and entertaining. The interior is comfortable and easy to maintain, featuring no carpet throughout, new fiberglass insulation, a 4-year-old AC system, and an 8-year-old roof.Outdoor living is a standout feature. The screen-enclosed pool overlooks an oversized fenced yard with no rear neighbors, providing privacy and space for pets, gardening, or gatherings. The lot offers room to enjoy Florida living year-round. Conveniently located minutes from Park Avenue shopping and dining, Kraft Azalea Park, Mead Botanical Garden, and the Winter Park Chain of Lakes. Quick access to I-4, SR 417, and SunRail allows for an easy commute to Orlando and surrounding areas. A solid opportunity for buyers seeking a manageable home with private outdoor space in a desirable Winter Park location. 3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code Welcome to 1360 Westdale Ave, a well-maintained Winter Park pool home located in a quiet established neighborhood within the Seminole County school district and no HOA. This property offers a functional layout with multiple living spaces, including a formal dining area, sitting room, and spacious living room, creating flexibility for everyday living and entertaining. The interior is comfortable and easy to maintain, featuring no carpet throughout, new fiberglass insulation, a 4-year-old AC system, and an 8-year-old roof.Outdoor living is a standout feature. The screen-enclosed pool overlooks an oversized fenced yard with no rear neighbors, providing privacy and space for pets, gardening, or gatherings. The lot offers room to enjoy Florida living year-round. Conveniently located minutes from Park Avenue shopping and dining, Kraft Azalea Park, Mead Botanical Garden, and the Winter Park Chain of Lakes. Quick access to I-4, SR 417, and SunRail allows for an easy commute to Orlando and surrounding areas. A solid opportunity for buyers seeking a manageable home with private outdoor space in a desirable Winter Park location. 1360 Westdale Avenue, Winter Park
$376,000 Location Location Location! Spacious three-bedroom, two-bath home offering versatile living areas and a functional layout. Features include a separate family room and living room, plus a dedicated office ideal for remote work or flex use. The kitchen flows easily into the main living spaces, making it great for everyday living and entertaining. Step outside to a large backyard with plenty of room to relax, play, or garden, and enjoy year-round comfort on the screened porch. A well-designed home with room to spread out both indoors and out. Home was replumbed in Dec 2025 along with a new hot water heater. Refrigerator and disposal are Jan 2026. The roof is 7 years old and the HVAC system is 6 years old. Entire interior and exterior of house painted in 2026. This is a must see! 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 13 SubDv. ⋅ 32792 Zip Code Location Location Location! Spacious three-bedroom, two-bath home offering versatile living areas and a functional layout. Features include a separate family room and living room, plus a dedicated office ideal for remote work or flex use. The kitchen flows easily into the main living spaces, making it great for everyday living and entertaining. Step outside to a large backyard with plenty of room to relax, play, or garden, and enjoy year-round comfort on the screened porch. A well-designed home with room to spread out both indoors and out. Home was replumbed in Dec 2025 along with a new hot water heater. Refrigerator and disposal are Jan 2026. The roof is 7 years old and the HVAC system is 6 years old. Entire interior and exterior of house painted in 2026. This is a must see! 3324 Balsam Drive, Winter Park
$860,000 Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only. 4 Beds ⋅ 2 Baths ⋅ 32792 Zip Code Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only. 1521 Heron Wood Place, Winter Park
$530,000 Drive through this neighborhood and see all of fantastic new builds happening right now! 3/1.5 in excellent condition as an investment property or as a new build! Lot is 9314 sq ft in size! Neighborhood walking distance to Winter Park hospital, Wade Park, and Wade Park sports complex and Cady Way Trail. Park Avenue, golf courses and tons of shopping nearby. Quiet streets in this Brookshire Heights neighborhood, convenient to everything. 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code Drive through this neighborhood and see all of fantastic new builds happening right now! 3/1.5 in excellent condition as an investment property or as a new build! Lot is 9314 sq ft in size! Neighborhood walking distance to Winter Park hospital, Wade Park, and Wade Park sports complex and Cady Way Trail. Park Avenue, golf courses and tons of shopping nearby. Quiet streets in this Brookshire Heights neighborhood, convenient to everything. 508 Darcey Drive, Winter Park
$502,000 MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today! 4 Beds ⋅ 3 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today! 326 Fitzhugh Road, Winter Park
$360,000 BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH! Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH! Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today. 1552 Florentino Lane, Winter Park
$714,000 C H A R M I N G INSIDE & OUT! Delightful curb appeal & quaint front porch welcome you HOME! Move right into this ONE STORY immaculate & charming home on a beautiful tree-lined street in Winter Park. You will be enthralled with the hardwood floors, crown molding, amazing floor plan & tons of natural light! Spacious living room with bay window leads to dining room with original built-ins & french pocket doors invite you into family room with cozy fireplace. Updated kitchen boasts white cabinets, stone counters, stainless steel appliance & a cozy breakfast nook with french doors leading to open patio & serene, fenced backyard. Lovely primary bedroom offers renovated ensuite bath. Extras include: Oversized 2 car garage, Brookshire Elementary, Glenridge Middle & Winter Park High, ROOF 2021. NEW PLUMBING 2023. NEW DUCTWORK 2023. NEW ELECTRIC PANEL 2023. NEW INSULATION 2023. PRIMARY BATH RENOVATED 2024. NEW GUTTERS & LEAF-GUARDS 2024. NEW LAWN & LANDSCAPE 2024. IRRIGATION AUTOMATION 2024. WELCOME HOME! 3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code C H A R M I N G INSIDE & OUT! Delightful curb appeal & quaint front porch welcome you HOME! Move right into this ONE STORY immaculate & charming home on a beautiful tree-lined street in Winter Park. You will be enthralled with the hardwood floors, crown molding, amazing floor plan & tons of natural light! Spacious living room with bay window leads to dining room with original built-ins & french pocket doors invite you into family room with cozy fireplace. Updated kitchen boasts white cabinets, stone counters, stainless steel appliance & a cozy breakfast nook with french doors leading to open patio & serene, fenced backyard. Lovely primary bedroom offers renovated ensuite bath. Extras include: Oversized 2 car garage, Brookshire Elementary, Glenridge Middle & Winter Park High, ROOF 2021. NEW PLUMBING 2023. NEW DUCTWORK 2023. NEW ELECTRIC PANEL 2023. NEW INSULATION 2023. PRIMARY BATH RENOVATED 2024. NEW GUTTERS & LEAF-GUARDS 2024. NEW LAWN & LANDSCAPE 2024. IRRIGATION AUTOMATION 2024. WELCOME HOME! 636 Dunblane Drive, Winter Park
$469,900 One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bath home with a New Roof 2021, screened-in pool, ideally located in the heart of Winter Park. Step inside to a fresh, move-in-ready feel with new flooring throughout, new light fixtures, new windows, and new doors—all thoughtfully selected to give the home a clean, modern look. The open, inviting layout is perfect for everyday living and entertaining, and the screened pool area creates a private Florida retreat for relaxing weekends, family gatherings, or evening swims—without the bugs. Conveniently close to Winter Park’s shopping, dining, parks, and local favorites, this home offers the best of Central Florida living in a prime location. More photos coming soon—don’t miss your chance to see this one! 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bath home with a New Roof 2021, screened-in pool, ideally located in the heart of Winter Park. Step inside to a fresh, move-in-ready feel with new flooring throughout, new light fixtures, new windows, and new doors—all thoughtfully selected to give the home a clean, modern look. The open, inviting layout is perfect for everyday living and entertaining, and the screened pool area creates a private Florida retreat for relaxing weekends, family gatherings, or evening swims—without the bugs. Conveniently close to Winter Park’s shopping, dining, parks, and local favorites, this home offers the best of Central Florida living in a prime location. More photos coming soon—don’t miss your chance to see this one! 1280 Gladiolas Dr, Winter Park
$724,900 Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today. 4 Beds ⋅ 4 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today. 1340 Blue Stem Lane, Winter Park
$439,900 One or more photo(s) has been virtually staged. Opportunities like this are rare. Perfectly suited for multi-generational living, mother-in-law suite potential, or rental income, this versatile POOL home sits on an oversized lot with no HOA in one of Central Florida’s most desirable locations — Winter Park. The flexible floor plan allows for comfortable separation of living spaces, making it ideal for extended family, guests, or income-producing arrangements, while still maintaining a natural sense of connection throughout the home. All major high-ticket items have already been taken care of, offering true peace of mind for years to come. Updates include a newer roof 2022, new AC system 2025, new water heater 2025, energy-efficient double-pane windows 2025, resurfaced pool with a new pool pump 2025, fresh interior and exterior paint 2025, and new quality flooring throughout. The updated kitchen features 42-inch shaker cabinetry with soft-close drawers, generous storage, and new appliances, creating a functional and inviting space for daily living and entertaining. Step outside to your private outdoor retreat—ideal for gatherings, relaxation, or future enhancements. The location truly elevates this property. Just minutes from Rollins College, Full Sail University, AdventHealth Winter Park Hospital, and the Cady Way / Gateway Trail. Everyday conveniences are nearby, including Sprouts Farmers Market, Publix, Costco, boutique shopping, cafés, and fine dining along Park Avenue and Baldwin Park. Quick access to major highways ensures easy connectivity throughout Central Florida. Zoned for highly regarded Winter Park schools and surrounded by consistent buyer demand, this home offers a compelling combination of versatility, extensive upgrades, and a prestigious address. Call for your private tour today! 3 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Opportunities like this are rare. Perfectly suited for multi-generational living, mother-in-law suite potential, or rental income, this versatile POOL home sits on an oversized lot with no HOA in one of Central Florida’s most desirable locations — Winter Park. The flexible floor plan allows for comfortable separation of living spaces, making it ideal for extended family, guests, or income-producing arrangements, while still maintaining a natural sense of connection throughout the home. All major high-ticket items have already been taken care of, offering true peace of mind for years to come. Updates include a newer roof 2022, new AC system 2025, new water heater 2025, energy-efficient double-pane windows 2025, resurfaced pool with a new pool pump 2025, fresh interior and exterior paint 2025, and new quality flooring throughout. The updated kitchen features 42-inch shaker cabinetry with soft-close drawers, generous storage, and new appliances, creating a functional and inviting space for daily living and entertaining. Step outside to your private outdoor retreat—ideal for gatherings, relaxation, or future enhancements. The location truly elevates this property. Just minutes from Rollins College, Full Sail University, AdventHealth Winter Park Hospital, and the Cady Way / Gateway Trail. Everyday conveniences are nearby, including Sprouts Farmers Market, Publix, Costco, boutique shopping, cafés, and fine dining along Park Avenue and Baldwin Park. Quick access to major highways ensures easy connectivity throughout Central Florida. Zoned for highly regarded Winter Park schools and surrounded by consistent buyer demand, this home offers a compelling combination of versatility, extensive upgrades, and a prestigious address. Call for your private tour today! 2835 Bongart Road, Winter Park
$560,000 Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows. 4 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows. 2350 Cady Way, Winter Park
$460,000 Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl, Aloma Cinema Draft House, and Park Ave. Inside, the spacious, open layout features a dedicated formal dining room, perfect for hosting, and a versatile bonus room that makes an ideal, secluded home office or flexible living space. The laundry room includes a fully plumbed 3rd bathroom. Enjoy the peace of mind provided by a newer HVAC system, water heater, and the modern convenience of recently updated bathrooms. Residents will enjoy the two-car carport equipped with a Tesla charger and nice sized shed in back for additional storage. Entertain guests or enjoy quiet evenings on the covered back patio, in the sprawling, fully fenced backyard. This home offers the quintessential Florida lifestyle—comfort, style, and an incredible setting. Don't miss this opportunity! 3 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl, Aloma Cinema Draft House, and Park Ave. Inside, the spacious, open layout features a dedicated formal dining room, perfect for hosting, and a versatile bonus room that makes an ideal, secluded home office or flexible living space. The laundry room includes a fully plumbed 3rd bathroom. Enjoy the peace of mind provided by a newer HVAC system, water heater, and the modern convenience of recently updated bathrooms. Residents will enjoy the two-car carport equipped with a Tesla charger and nice sized shed in back for additional storage. Entertain guests or enjoy quiet evenings on the covered back patio, in the sprawling, fully fenced backyard. This home offers the quintessential Florida lifestyle—comfort, style, and an incredible setting. Don't miss this opportunity! 714 Denton Road, Winter Park
$755,000 Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model by Meritage Homes, perfectly situated towards the end of a cul de sac in the gated community called Hawks Crest, near Lake Howell. This well maintained 2019 built home has 4-bedrooms and 3-bathrooms and is move-in ready, the residence combines elegant design, thoughtful upgrades, and a resort-style living atmosphere. Step inside to an inviting open floor plan highlighted by tray ceilings, upgraded appliances, and energy-efficient smart home features. The walk-in custom pantry, custom upgraded primary closet with an island, and other custom closet and storage areas, along with the custom modern laundry room are meaningfully placed throughout the home. In the kitchen, there is a double oven, a large pantry, and numerous pull-out drawers in the lower cabinets which make organization clean and effortless. Relax in the screened in patio as you enjoy the view of greenery and trees which is deemed as conservation. At night, turn on the market lighting and utilize the custom roller shade for the sliding glass door. The large backyard is fenced in with sturdy iron rod fencing. The backyard area is large enough for a possible pool, playground, and a large open area for hosting and pets. Additional features include electrical vehicle (EV) charging pre-wiring in the garage, overhead custom garage storage, installed gutters, and a Ring camera system for added peace of mind. Residents of Hawks Crest enjoy exclusive amenities such as access to a clubhouse for hosting personal events and celebrations, a resort style community pool, splash pad, a community bbq area, community dock and pier, two playgrounds, and a 24-hour fitness center. Living here gives you convenient access to Park Avenue, Winter Park Village, hundreds of restaurants, many shopping areas, and top-rated schools. Built in 2019, this timeless home offers the perfect blend of comfort, sophistication, and location. Schedule your private showing today—your Winter Park lifestyle awaits! The listing agent is owner. 4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model by Meritage Homes, perfectly situated towards the end of a cul de sac in the gated community called Hawks Crest, near Lake Howell. This well maintained 2019 built home has 4-bedrooms and 3-bathrooms and is move-in ready, the residence combines elegant design, thoughtful upgrades, and a resort-style living atmosphere. Step inside to an inviting open floor plan highlighted by tray ceilings, upgraded appliances, and energy-efficient smart home features. The walk-in custom pantry, custom upgraded primary closet with an island, and other custom closet and storage areas, along with the custom modern laundry room are meaningfully placed throughout the home. In the kitchen, there is a double oven, a large pantry, and numerous pull-out drawers in the lower cabinets which make organization clean and effortless. Relax in the screened in patio as you enjoy the view of greenery and trees which is deemed as conservation. At night, turn on the market lighting and utilize the custom roller shade for the sliding glass door. The large backyard is fenced in with sturdy iron rod fencing. The backyard area is large enough for a possible pool, playground, and a large open area for hosting and pets. Additional features include electrical vehicle (EV) charging pre-wiring in the garage, overhead custom garage storage, installed gutters, and a Ring camera system for added peace of mind. Residents of Hawks Crest enjoy exclusive amenities such as access to a clubhouse for hosting personal events and celebrations, a resort style community pool, splash pad, a community bbq area, community dock and pier, two playgrounds, and a 24-hour fitness center. Living here gives you convenient access to Park Avenue, Winter Park Village, hundreds of restaurants, many shopping areas, and top-rated schools. Built in 2019, this timeless home offers the perfect blend of comfort, sophistication, and location. Schedule your private showing today—your Winter Park lifestyle awaits! The listing agent is owner. 2074 Laurelwood Way, Winter Park
$505,000 Welcome to this charming 4 bedroom, 2 bath home located in the desirable Charter Oaks subdivision of Winter Park. The centrally located kitchen features stainless steel appliances, granite countertops, and a breakfast bar that seamlessly connects to the family room. Enjoy cozy evenings by the wood burning fireplace or host gatherings in the separate dining room and spacious living room. Step outside to your own private retreat with a fully fenced yard and a covered screened patio with pool, perfect for year round entertaining and relaxation. This home also includes fully owned solar panels offering energy efficiency and reduced utility costs. Nestled in a quiet tree lined neighborhood with no HOA, this home provides the perfect balance of peace and convenience. You will be just minutes from Park Avenue, boutique shopping, world class dining, and the scenic Winter Park Chain of Lakes. Families will appreciate access to top rated schools, nearby parks, and recreational opportunities. With easy access to major highways and a short drive to downtown Orlando, this location simply cannot be beat. 4 Beds ⋅ 2 Baths ⋅ Tamarak SubDv. ⋅ 32792 Zip Code Welcome to this charming 4 bedroom, 2 bath home located in the desirable Charter Oaks subdivision of Winter Park. The centrally located kitchen features stainless steel appliances, granite countertops, and a breakfast bar that seamlessly connects to the family room. Enjoy cozy evenings by the wood burning fireplace or host gatherings in the separate dining room and spacious living room. Step outside to your own private retreat with a fully fenced yard and a covered screened patio with pool, perfect for year round entertaining and relaxation. This home also includes fully owned solar panels offering energy efficiency and reduced utility costs. Nestled in a quiet tree lined neighborhood with no HOA, this home provides the perfect balance of peace and convenience. You will be just minutes from Park Avenue, boutique shopping, world class dining, and the scenic Winter Park Chain of Lakes. Families will appreciate access to top rated schools, nearby parks, and recreational opportunities. With easy access to major highways and a short drive to downtown Orlando, this location simply cannot be beat. 1691 Bomi Circle, Winter Park
$660,000 Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone. 4 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone. 4019 Quenita Drive, Winter Park
$435,500 One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing. 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing. 1630 Gladiolas Drive, Winter Park
$458,000 Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition. 4 Beds ⋅ 3 Baths ⋅ Bel-Aire Pines, Unit Two SubDv. ⋅ 32792 Zip Code Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition. 3312 Heartwood Avenue, Winter Park