$180,000 Beautifully updated first-floor condo in the sought-after Four Seasons community. Step inside to a bright, inviting open floor plan with laminate floors, a spacious living room, separate dining area, and a kitchen featuring white cabinetry, granite countertops, and access to the outdoors. The large primary bedroom includes a walk-in closet and updated en suite bath, and the second bedroom is generously sized with access to an updated hall bath. Enjoy a cozy screened porch with a laundry closet and serene views of lush green space. Four Seasons offers tennis courts, three sparkling pools, and a prime location near shopping, dining, and just minutes to downtown Winter Park. 2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code Beautifully updated first-floor condo in the sought-after Four Seasons community. Step inside to a bright, inviting open floor plan with laminate floors, a spacious living room, separate dining area, and a kitchen featuring white cabinetry, granite countertops, and access to the outdoors. The large primary bedroom includes a walk-in closet and updated en suite bath, and the second bedroom is generously sized with access to an updated hall bath. Enjoy a cozy screened porch with a laundry closet and serene views of lush green space. Four Seasons offers tennis courts, three sparkling pools, and a prime location near shopping, dining, and just minutes to downtown Winter Park. 200 Saint Andrews Boulevard Unit 1901, Winter Park
$332,000 Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to blend functionality with the warmth of Florida living and the freedom of no HOA. From the moment you walk in, you’re greeted by bright and open gathering spaces including a welcoming living room, a cozy breakfast nook, and a spacious dining area that flows seamlessly into the kitchen. The kitchen is a true highlight, featuring a large walk-in pantry for abundant storage and a built-in table nook perfect for getting work done, studying, or creating a small home office. Enjoy the outdoors year-round with two screened living spaces, a charming front porch ideal for morning coffee and an oversized screened lanai that’s perfect for entertaining or relaxing. The fully fenced backyard, shaded by mature trees, offers privacy and a peaceful retreat for gatherings, pets, or simply unwinding after a long day. Recent improvements include a new roof in June 2021, full plumbing replacement in May 2025, and an electrical panel replaced in November 2022. An oversized 420-square-foot one-car garage with a built-in workshop adds plenty of space for storage, hobbies, or projects. Ideally located near Winter Park’s most desirable attractions, you’re just minutes from boutique shopping, fine dining, and cultural experiences along Park Avenue, the scenic Winter Park Chain of Lakes, and Mead Botanical Garden. Winter Park Village offers retail, restaurants, and a movie theater, while Rollins College, local parks, and trails provide year-round recreation. With convenient access to major roadways, commuting to Orlando and surrounding areas is a breeze. This home truly delivers a lifestyle that combines comfort, charm, no HOA, and an unbeatable location. 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to blend functionality with the warmth of Florida living and the freedom of no HOA. From the moment you walk in, you’re greeted by bright and open gathering spaces including a welcoming living room, a cozy breakfast nook, and a spacious dining area that flows seamlessly into the kitchen. The kitchen is a true highlight, featuring a large walk-in pantry for abundant storage and a built-in table nook perfect for getting work done, studying, or creating a small home office. Enjoy the outdoors year-round with two screened living spaces, a charming front porch ideal for morning coffee and an oversized screened lanai that’s perfect for entertaining or relaxing. The fully fenced backyard, shaded by mature trees, offers privacy and a peaceful retreat for gatherings, pets, or simply unwinding after a long day. Recent improvements include a new roof in June 2021, full plumbing replacement in May 2025, and an electrical panel replaced in November 2022. An oversized 420-square-foot one-car garage with a built-in workshop adds plenty of space for storage, hobbies, or projects. Ideally located near Winter Park’s most desirable attractions, you’re just minutes from boutique shopping, fine dining, and cultural experiences along Park Avenue, the scenic Winter Park Chain of Lakes, and Mead Botanical Garden. Winter Park Village offers retail, restaurants, and a movie theater, while Rollins College, local parks, and trails provide year-round recreation. With convenient access to major roadways, commuting to Orlando and surrounding areas is a breeze. This home truly delivers a lifestyle that combines comfort, charm, no HOA, and an unbeatable location. 3490 Bougainvillea Drive, Winter Park
$285,000 Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today! 2462 Harbour Way, Winter Park
$660,000 **VA Assumable**A HIDDEN GEM nestled on Lake Deeks in Howell Estates! You have lake access from your back yard! As you enter your new home you will be captivated by the abundant natural light and the spacious open floor plan. The beautiful vintage front door signals this home is full of wonderful and unique touches. Pictures include a floor plan to show you the amazing layout with so much privacy with separate bedroom areas and how great the home is for entertaining. The primary bedroom has access to a private lanai with a sink and wood burning fireplace and leads to the pool and back yard. The guest suite on the opposite side of the house also has outdoor access to another larger lanai and the pool. The primary bathroom has a jet tub, large shower with double shower heads. The shower area is solid concrete reinforced for extra safety during weather events. The bathroom also has two walk in closets. The other two bedrooms are secluded with a full bath with a jet tub and a skylight. The kitchen is a culinary delight, featuring granite countertops, ample prep and cooking space, walk-in pantry, built in desk and a long breakfast bar. The oversized family room has a wood burning fireplace, vaulted ceiling with beams and four large window overlooking the pool with remote controlled shades. As you make your way to the back yard oasis you will find many surprises! Several paths will walk you through to see 20 banana trees, Meyer Lemon tree, Fig tree and much more. Enjoy the deck on the water for sunrises/sunsets and watching shuttle launches. There is a path that leads to the lake for launching your kayak, canoe and paddle board. More features include oversized paver driveway, pavers on the pool deck, garage with lots of built-in storage, floored attic area, large separate laundry room, solar panels (fully paid), water softener system, custom plantation shutters, transferable home warranty and termite bond. Your home is in a lovely quiet area but close to all shopping, transportation and renowned Seminole County schools. This great home is a must see and the perfect forever home for the sought after Florida lifestyle. Buyer to confirm room measurements. 4 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code **VA Assumable**A HIDDEN GEM nestled on Lake Deeks in Howell Estates! You have lake access from your back yard! As you enter your new home you will be captivated by the abundant natural light and the spacious open floor plan. The beautiful vintage front door signals this home is full of wonderful and unique touches. Pictures include a floor plan to show you the amazing layout with so much privacy with separate bedroom areas and how great the home is for entertaining. The primary bedroom has access to a private lanai with a sink and wood burning fireplace and leads to the pool and back yard. The guest suite on the opposite side of the house also has outdoor access to another larger lanai and the pool. The primary bathroom has a jet tub, large shower with double shower heads. The shower area is solid concrete reinforced for extra safety during weather events. The bathroom also has two walk in closets. The other two bedrooms are secluded with a full bath with a jet tub and a skylight. The kitchen is a culinary delight, featuring granite countertops, ample prep and cooking space, walk-in pantry, built in desk and a long breakfast bar. The oversized family room has a wood burning fireplace, vaulted ceiling with beams and four large window overlooking the pool with remote controlled shades. As you make your way to the back yard oasis you will find many surprises! Several paths will walk you through to see 20 banana trees, Meyer Lemon tree, Fig tree and much more. Enjoy the deck on the water for sunrises/sunsets and watching shuttle launches. There is a path that leads to the lake for launching your kayak, canoe and paddle board. More features include oversized paver driveway, pavers on the pool deck, garage with lots of built-in storage, floored attic area, large separate laundry room, solar panels (fully paid), water softener system, custom plantation shutters, transferable home warranty and termite bond. Your home is in a lovely quiet area but close to all shopping, transportation and renowned Seminole County schools. This great home is a must see and the perfect forever home for the sought after Florida lifestyle. Buyer to confirm room measurements. 1023 Princess Gate Boulevard, Winter Park
$350,000 Welcome to this quaint 3 bedroom, 2 bath property in the heart of Winter Park. Bring your imagination and design for a home you'll love, because this block home is the perfect blank slate. The large, open living/dining combination is perfect for entertaining or multi-functional living spaces. Additionally, an oversized, screened back porch provides indoor-outdoor living opportunity to enjoy the large, serene backyard. This lot backs up to the Interlachen Country Club, which is landscaped for privacy so the new owners will enjoy their space without any rear neighbors. Each of the two secondary bedrooms are outfitted with custom built-ins, perfect for office space(s), but could also be transformed into functional bedrooms. There is original terrazzo in the home as well as recently updated (2021) luxury vinyl flooring in the kitchen and living spaces. New owners will appreciate additional updates such as a 2022 roof and 2023 HVAC. The kitchen was renovated with quartz countertops and new cabinetry in 2021. This home is zoned for Seminole County Public Schools, which is consistently rated as the top school district in all of Florida. Only 1 mile from the nearest Publix, 0.5 miles from the Winter Park YMCA, and 30 minutes from Orlando International Airport, this home is conveniently located to the best of Orange and Seminole County's shopping and dining. 3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code Welcome to this quaint 3 bedroom, 2 bath property in the heart of Winter Park. Bring your imagination and design for a home you'll love, because this block home is the perfect blank slate. The large, open living/dining combination is perfect for entertaining or multi-functional living spaces. Additionally, an oversized, screened back porch provides indoor-outdoor living opportunity to enjoy the large, serene backyard. This lot backs up to the Interlachen Country Club, which is landscaped for privacy so the new owners will enjoy their space without any rear neighbors. Each of the two secondary bedrooms are outfitted with custom built-ins, perfect for office space(s), but could also be transformed into functional bedrooms. There is original terrazzo in the home as well as recently updated (2021) luxury vinyl flooring in the kitchen and living spaces. New owners will appreciate additional updates such as a 2022 roof and 2023 HVAC. The kitchen was renovated with quartz countertops and new cabinetry in 2021. This home is zoned for Seminole County Public Schools, which is consistently rated as the top school district in all of Florida. Only 1 mile from the nearest Publix, 0.5 miles from the Winter Park YMCA, and 30 minutes from Orlando International Airport, this home is conveniently located to the best of Orange and Seminole County's shopping and dining. 5128 Lake Howell Road, Winter Park
$180,000 Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023 1 Beds ⋅ 1 Baths ⋅ Winter Park Villas Condo Bldg 12 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023 680 Grenadine Court Unit S, Winter Park
$545,000 Stunning remodel with updates everywhere you look! This 4 bed, 2 bath home in Winter Park’s Kenilworth Shores is move-in ready, with the seller putting on a NEW ROOF before closing with an acceptable offer. Step into the living room and enjoy the newer luxury vinyl plank flooring which flows through the living room, dining room, kitchen, and family room. The kitchen, fully remodeled in 2018, is the heart of the home, featuring solid wood cabinets with soft-close drawers, subway tile backsplash, granite countertops, and stainless-steel appliances. Natural light ripples from the charming corner windows in the spacious dining room, (and all windows have newer 2” blinds). Enjoy time with the whole household in the large family/sunroom, which offers access and views to the paver patio and fully fenced backyard—perfect for grilling out or letting pets run and play. All four bedrooms are located off the central hallway; the primary bedroom includes a beautifully remodeled ensuite with a tiled shower, granite-topped vanity, and two closets—one of them a walk-in. All bedrooms have a ceiling fan, and two rooms just had new carpet installed in July. The remodeled hall bathroom includes beautiful glass tile accents in the tub/shower surround, and a large granite-topped vanity. Additional features include a laundry closet in the 2-car carport, well for irrigation, an extra storage room off the carport, updated electrical panels (2023), new PVC water line from the water meter to the house (2014), and a hot water heater (2020). Located within walking or biking distance, 2007 Strathaven is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Plus, only 1.5 miles away, Baldwin Park Village Center offers Publix, Seito Sushi, Five Guys, CVS, and more. Rollins College and the elegant cafes, bistros, and swanky shops of Park Avenue is just an 8-minute drive. Come see this wonderful abode and make it your own “home sweet home!” 4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code Stunning remodel with updates everywhere you look! This 4 bed, 2 bath home in Winter Park’s Kenilworth Shores is move-in ready, with the seller putting on a NEW ROOF before closing with an acceptable offer. Step into the living room and enjoy the newer luxury vinyl plank flooring which flows through the living room, dining room, kitchen, and family room. The kitchen, fully remodeled in 2018, is the heart of the home, featuring solid wood cabinets with soft-close drawers, subway tile backsplash, granite countertops, and stainless-steel appliances. Natural light ripples from the charming corner windows in the spacious dining room, (and all windows have newer 2” blinds). Enjoy time with the whole household in the large family/sunroom, which offers access and views to the paver patio and fully fenced backyard—perfect for grilling out or letting pets run and play. All four bedrooms are located off the central hallway; the primary bedroom includes a beautifully remodeled ensuite with a tiled shower, granite-topped vanity, and two closets—one of them a walk-in. All bedrooms have a ceiling fan, and two rooms just had new carpet installed in July. The remodeled hall bathroom includes beautiful glass tile accents in the tub/shower surround, and a large granite-topped vanity. Additional features include a laundry closet in the 2-car carport, well for irrigation, an extra storage room off the carport, updated electrical panels (2023), new PVC water line from the water meter to the house (2014), and a hot water heater (2020). Located within walking or biking distance, 2007 Strathaven is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Plus, only 1.5 miles away, Baldwin Park Village Center offers Publix, Seito Sushi, Five Guys, CVS, and more. Rollins College and the elegant cafes, bistros, and swanky shops of Park Avenue is just an 8-minute drive. Come see this wonderful abode and make it your own “home sweet home!” 2007 Strathaven Road, Winter Park
$530,000 Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come 3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come 7682 Glenmoor Lane, Winter Park
$200,000 Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today! 2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today! 4786 Tangerine Avenue Unit 4786, Winter Park
$405,000 Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy. Set on a beautifully landscaped, oversized lot (0.34 acres) and surrounded by mature landscaping, flowering trees, and bamboo, you'll feel like you've been swept away to your very own tropical retreat while you unwind in the tranquil atmosphere by your private pool. Nestled among lush greenery, the soothing hush of nature, and shaded under a large screened enclosure and covered patio — the backyard is perfect for year-round entertaining or relaxing in the peace and quiet of the secluded neighborhood. The kitchen has been recently renovated with custom stone countertops and shaker-style cabinetry, while both bathrooms have been freshly updated with modern finishes. Located within the Winter Park school district — including Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High — this home is ideal for those looking for a quiet, established neighborhood with no through traffic. Whether it's a tranquil retreat or a place to create lasting memories, 5234 Ohio St offers a rare blend of location, privacy, and potential. Don’t miss your chance to own this slice of paradise — schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Suburban Homes Sec 2 SubDv. ⋅ 32792 Zip Code Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy. Set on a beautifully landscaped, oversized lot (0.34 acres) and surrounded by mature landscaping, flowering trees, and bamboo, you'll feel like you've been swept away to your very own tropical retreat while you unwind in the tranquil atmosphere by your private pool. Nestled among lush greenery, the soothing hush of nature, and shaded under a large screened enclosure and covered patio — the backyard is perfect for year-round entertaining or relaxing in the peace and quiet of the secluded neighborhood. The kitchen has been recently renovated with custom stone countertops and shaker-style cabinetry, while both bathrooms have been freshly updated with modern finishes. Located within the Winter Park school district — including Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High — this home is ideal for those looking for a quiet, established neighborhood with no through traffic. Whether it's a tranquil retreat or a place to create lasting memories, 5234 Ohio St offers a rare blend of location, privacy, and potential. Don’t miss your chance to own this slice of paradise — schedule your private showing today! 5234 Ohio Street, Winter Park
$1,065,000 Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle. 4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle. 1024 Wading Waters Circle, Winter Park
$655,000 Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll notice an inviting and private courtyard area. Step inside to a light-filled entryway and an open layout accented by wood laminate flooring, fresh interior and exterior paint (2025), high ceilings, and a wood-burning fireplace with coquina rock detail and a wood mantel. The kitchen was remodeled in 2012, and features natural wood cabinetry, jade green granite countertops with a chiseled edge, stainless steel appliances, and a cozy dinette area, which looks out to the side yard through the sliding doors. Off of the living area you can access the third bedroom with french doors that lead out to the pool area. This space could also be used as a den or office space. Down the hall, the primary suite boasts a large walk-in closet, and Italian inspired ensuite bathroom with imported Italian tile in the walk-in shower, a marble vanity, and open shelving for plenty of storage. You can also access the side yard from the primary bedroom which leads out to a mulched patio area to enjoy your morning or sunset water views. The additional bedrooms share a hall bath with a granite vanity and tub/shower combo. Enjoy Florida living in your private backyard oasis! The sparkling pool, resurfaced with new coping in 2016, features three waterfalls and a decorative stone wall, all set against lush landscaping and sweeping views of the pond and 18 hole golf course.This home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Center for Health and Wellbeing, Crosby Fitness Center, Ward Park, Showalter Field, YMCA, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Close to Rollins College, UCF, Full Sail, and only 30 minutes to OIA airport. Zoned for top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High.Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! Roof 2017, HVAC 2017, Re-plumbed 2015, Water Heater 2009, Garage Door 2023 3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll notice an inviting and private courtyard area. Step inside to a light-filled entryway and an open layout accented by wood laminate flooring, fresh interior and exterior paint (2025), high ceilings, and a wood-burning fireplace with coquina rock detail and a wood mantel. The kitchen was remodeled in 2012, and features natural wood cabinetry, jade green granite countertops with a chiseled edge, stainless steel appliances, and a cozy dinette area, which looks out to the side yard through the sliding doors. Off of the living area you can access the third bedroom with french doors that lead out to the pool area. This space could also be used as a den or office space. Down the hall, the primary suite boasts a large walk-in closet, and Italian inspired ensuite bathroom with imported Italian tile in the walk-in shower, a marble vanity, and open shelving for plenty of storage. You can also access the side yard from the primary bedroom which leads out to a mulched patio area to enjoy your morning or sunset water views. The additional bedrooms share a hall bath with a granite vanity and tub/shower combo. Enjoy Florida living in your private backyard oasis! The sparkling pool, resurfaced with new coping in 2016, features three waterfalls and a decorative stone wall, all set against lush landscaping and sweeping views of the pond and 18 hole golf course.This home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Center for Health and Wellbeing, Crosby Fitness Center, Ward Park, Showalter Field, YMCA, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Close to Rollins College, UCF, Full Sail, and only 30 minutes to OIA airport. Zoned for top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High.Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! Roof 2017, HVAC 2017, Re-plumbed 2015, Water Heater 2009, Garage Door 2023 1640 Cypress Point Lane, Winter Park
$605,000 Expect to be impressed with this updated 3BR home in one of Winter Park’s well- established neighborhoods. It starts with great curb appeal – meticulously manicured front lawn, decorative paver stones surrounding the entryway and a 3-car garage! Step inside to space originally designed as formal living and dining rooms – versatile to arrange as you see fit. Walk back to the “WOW factor” – HUGE great room that’s open to a contemporary kitchen – a great gathering space. Kitchen boasts granite counters, island, separate breakfast bar, an abundance of cabinetry, walk-in pantry and recessed/pendant lighting. Don’t forget to check out the work room tucked away in the back, with its convenient built-in surfaces. Use for work, school, hobbies - whatever suits your needs. Split bedroom plan with primary suite on one side – ideal for privacy. Here you’ll enjoy two closets and an ensuite bath w/multiple shower heads. You will also have access to a private, walled courtyard giving you a quiet spot for relaxation. Out back, you’ll appreciate having a big, fenced yard (the lot is over ¼ acre), two handy storage sheds, and a covered patio off the great room – perfect spot for enjoying a BBQ. The home recently had a 4-point inspection and wind mitigation evaluation that were both found satisfactory. Great overall location – no HOA, in an excellent school district, 2 miles to Baldwin Park, SR 426, and SR 436 and 10 minutes to fabulous downtown Winter Park. This home shows well and is move-in ready. Come see all that makes it so special! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code Expect to be impressed with this updated 3BR home in one of Winter Park’s well- established neighborhoods. It starts with great curb appeal – meticulously manicured front lawn, decorative paver stones surrounding the entryway and a 3-car garage! Step inside to space originally designed as formal living and dining rooms – versatile to arrange as you see fit. Walk back to the “WOW factor” – HUGE great room that’s open to a contemporary kitchen – a great gathering space. Kitchen boasts granite counters, island, separate breakfast bar, an abundance of cabinetry, walk-in pantry and recessed/pendant lighting. Don’t forget to check out the work room tucked away in the back, with its convenient built-in surfaces. Use for work, school, hobbies - whatever suits your needs. Split bedroom plan with primary suite on one side – ideal for privacy. Here you’ll enjoy two closets and an ensuite bath w/multiple shower heads. You will also have access to a private, walled courtyard giving you a quiet spot for relaxation. Out back, you’ll appreciate having a big, fenced yard (the lot is over ¼ acre), two handy storage sheds, and a covered patio off the great room – perfect spot for enjoying a BBQ. The home recently had a 4-point inspection and wind mitigation evaluation that were both found satisfactory. Great overall location – no HOA, in an excellent school district, 2 miles to Baldwin Park, SR 426, and SR 436 and 10 minutes to fabulous downtown Winter Park. This home shows well and is move-in ready. Come see all that makes it so special! 2478 Whitehall Circle, Winter Park
$272,500 Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership. LUXURY VINYL plank flooring and designer paint were completed in 2024, setting the tone for a stylish, move-in-ready home. The open living and dining area features VAULTED CEILINGS, two skylights, and luxury light fixtures, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR complete with wine fridge adds a perfect touch for entertaining. The kitchen is thoughtfully designed with 18" tile flooring, 42" light-toned cabinets extending all the way to the ceiling, soft-close drawers, GRANITE countertops, a farmhouse sink, ceramic tile backsplash, recessed lighting, and newer appliances. A charming eat-in nook overlooks your PRIVATE COURTYARD and is accessible through Pella HURRICANE-RATED sliding glass doors—perfect for morning coffee or outdoor dining. A tile-accented passthrough with pendant lighting opens into the formal dining area. For added convenience, the laundry closet with a stackable WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, featuring both a WALK-IN and step-in closet, lanai access through hurricane-rated sliders with INTEGRATED BLINDS and a beautifully REMODELED ensuite bath with a stylish vanity, FLOOR TO CEILING TILE, a large walk-in shower with custom accent tile, and frameless glass shower doors. The spacious second bedroom also features a walk-in closet and attached access to the second remodeled bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has designated parking spaces with RAMP ACCESS, and a private mailbox. Upgrades include a whole-home WATER FILTRATION SYSTEM installed in 2023 ($6,000 value), water heater (2023), AC (2017), Pella doors (2017), interior doors (2023), and a stylish front door with electronic security lock (2024)—providing comfort, style, and peace of mind. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities. 2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership. LUXURY VINYL plank flooring and designer paint were completed in 2024, setting the tone for a stylish, move-in-ready home. The open living and dining area features VAULTED CEILINGS, two skylights, and luxury light fixtures, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR complete with wine fridge adds a perfect touch for entertaining. The kitchen is thoughtfully designed with 18" tile flooring, 42" light-toned cabinets extending all the way to the ceiling, soft-close drawers, GRANITE countertops, a farmhouse sink, ceramic tile backsplash, recessed lighting, and newer appliances. A charming eat-in nook overlooks your PRIVATE COURTYARD and is accessible through Pella HURRICANE-RATED sliding glass doors—perfect for morning coffee or outdoor dining. A tile-accented passthrough with pendant lighting opens into the formal dining area. For added convenience, the laundry closet with a stackable WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, featuring both a WALK-IN and step-in closet, lanai access through hurricane-rated sliders with INTEGRATED BLINDS and a beautifully REMODELED ensuite bath with a stylish vanity, FLOOR TO CEILING TILE, a large walk-in shower with custom accent tile, and frameless glass shower doors. The spacious second bedroom also features a walk-in closet and attached access to the second remodeled bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has designated parking spaces with RAMP ACCESS, and a private mailbox. Upgrades include a whole-home WATER FILTRATION SYSTEM installed in 2023 ($6,000 value), water heater (2023), AC (2017), Pella doors (2017), interior doors (2023), and a stylish front door with electronic security lock (2024)—providing comfort, style, and peace of mind. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities. 2358 Sun Valley Circle, Winter Park
$279,000 Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything. The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas. The kitchen boasts granite countertops, gray cabinetry, newer appliances, and a breakfast bar that opens to the living room. A cozyfireplace and sunroom invite relaxation, while a convenient half-bath completes the downstairs. Upstairs, the primary suite offers a beautifully updated en-suite bath with quartz countertops, dual sinks, and a glass-enclosed shower. A second bedroom and full bath, plus an upstairs laundry closet with washer and dryer, offer added functionality. Recent upgrades include a 2022 roof and 2023 A/C and water heater. A one-car carport is included. Lazy Oaks is a hidden gem—just minutes from downtown Winter Park, Rollins College, Full Sail, UCF, 417, and walkable to shopping, dining, and a full-service gym. Welcome home. This one’s truly special. 2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything. The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas. The kitchen boasts granite countertops, gray cabinetry, newer appliances, and a breakfast bar that opens to the living room. A cozyfireplace and sunroom invite relaxation, while a convenient half-bath completes the downstairs. Upstairs, the primary suite offers a beautifully updated en-suite bath with quartz countertops, dual sinks, and a glass-enclosed shower. A second bedroom and full bath, plus an upstairs laundry closet with washer and dryer, offer added functionality. Recent upgrades include a 2022 roof and 2023 A/C and water heater. A one-car carport is included. Lazy Oaks is a hidden gem—just minutes from downtown Winter Park, Rollins College, Full Sail, UCF, 417, and walkable to shopping, dining, and a full-service gym. Welcome home. This one’s truly special. Winter Park
$690,000 FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas! 2433 Whitehall Circle, Winter Park
$596,500 Stylish, Updated & Move-In Ready in Gated Winter Park Community! Welcome to this impeccably maintained 4-bedroom, 2.5-bath home offering nearly 2,300 square feet of thoughtfully designed living space in the desirable Enclave at Aloma. From the charming covered front porch to the spacious screened lanai, every detail of this home has been crafted with comfort, style, and functionality in mind. Step inside to find high ceilings, abundant natural light, and rich hardwood flooring throughout the main level. A flexible front room can serve as a formal dining area, home office, or cozy den. The open-concept layout flows effortlessly into a spacious family room and a gourmet eat-in kitchen featuring upgraded quartz countertops, 42” cabinetry, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. French doors lead to the expansive covered and screened lanai, offering a serene retreat that overlooks a private, fully fenced backyard with low-maintenance vinyl fencing. Upstairs, the primary suite is a peaceful haven with a completely renovated en-suite bathroom boasting dual vanities, modern finishes, and a large walk-in shower. Three additional bedrooms, a full bathroom, and a convenient laundry room are perfectly laid out around a versatile loft space that provides ample room for family, guests, or hobbies. Nestled in a quiet, gated community, this home is ideally located with easy access to SR-417, downtown Orlando, and top-rated schools including Trinity Prep, UCF, Rollins College, and Full Sail University. Just minutes from premier dining, shopping, and entertainment in Winter Park and Oviedo. Pride of ownership shoes throughout—original owners have lovingly maintained this home, and it’s truly move-in ready. Don’t miss this exceptional opportunity—schedule your private showing today! 4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code Stylish, Updated & Move-In Ready in Gated Winter Park Community! Welcome to this impeccably maintained 4-bedroom, 2.5-bath home offering nearly 2,300 square feet of thoughtfully designed living space in the desirable Enclave at Aloma. From the charming covered front porch to the spacious screened lanai, every detail of this home has been crafted with comfort, style, and functionality in mind. Step inside to find high ceilings, abundant natural light, and rich hardwood flooring throughout the main level. A flexible front room can serve as a formal dining area, home office, or cozy den. The open-concept layout flows effortlessly into a spacious family room and a gourmet eat-in kitchen featuring upgraded quartz countertops, 42” cabinetry, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. French doors lead to the expansive covered and screened lanai, offering a serene retreat that overlooks a private, fully fenced backyard with low-maintenance vinyl fencing. Upstairs, the primary suite is a peaceful haven with a completely renovated en-suite bathroom boasting dual vanities, modern finishes, and a large walk-in shower. Three additional bedrooms, a full bathroom, and a convenient laundry room are perfectly laid out around a versatile loft space that provides ample room for family, guests, or hobbies. Nestled in a quiet, gated community, this home is ideally located with easy access to SR-417, downtown Orlando, and top-rated schools including Trinity Prep, UCF, Rollins College, and Full Sail University. Just minutes from premier dining, shopping, and entertainment in Winter Park and Oviedo. Pride of ownership shoes throughout—original owners have lovingly maintained this home, and it’s truly move-in ready. Don’t miss this exceptional opportunity—schedule your private showing today! 7988 Pleasant Pine Circle, Winter Park
$510,000 One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen to be believed! Guests will be just as captivated by the interior of this home. Discover flexibility and comfort in this beautifully designed home featuring dual primary suites — one upstairs and one down — each with its own private ensuite bath. Whether you're accommodating multi-generational living, hosting guests, or simply seeking extra privacy, this layout offers the ultimate in versatility. Thoughtfully designed living spaces and stylish finishes continue in the living spaces as well. Wood floors flow throughout the downstairs. The great room is bright and sunny from four (4) oversized windows as well as French Doors leading to the covered patio. Cooking is a delight with a newer gas stove and a kitchen overlooking the dining and living room. Storage abounds thanks to an indoor laundry room, an oversized two-car garage, and ample closet space in each bedroom. Enjoy home efficiency thanks to HVAC updates in 2023 and a tankless water heater installed in 2024. Winter Park is celebrated for its renowned shopping, dining, parks, and schools - and you could be close to it all in this home! Zoned Winter Park High School and its sports facilities are minutes away. Come discover the Winter Park lifestyle you have dreamed of. It is now obtainable in this incredible estate! 4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen to be believed! Guests will be just as captivated by the interior of this home. Discover flexibility and comfort in this beautifully designed home featuring dual primary suites — one upstairs and one down — each with its own private ensuite bath. Whether you're accommodating multi-generational living, hosting guests, or simply seeking extra privacy, this layout offers the ultimate in versatility. Thoughtfully designed living spaces and stylish finishes continue in the living spaces as well. Wood floors flow throughout the downstairs. The great room is bright and sunny from four (4) oversized windows as well as French Doors leading to the covered patio. Cooking is a delight with a newer gas stove and a kitchen overlooking the dining and living room. Storage abounds thanks to an indoor laundry room, an oversized two-car garage, and ample closet space in each bedroom. Enjoy home efficiency thanks to HVAC updates in 2023 and a tankless water heater installed in 2024. Winter Park is celebrated for its renowned shopping, dining, parks, and schools - and you could be close to it all in this home! Zoned Winter Park High School and its sports facilities are minutes away. Come discover the Winter Park lifestyle you have dreamed of. It is now obtainable in this incredible estate! 2739 Amsden Road, Winter Park
$455,000 Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard, ideal for relaxing or weekend barbecues. Upstairs, you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. The luxurious primary suite features tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready and optional furniture is available upon request. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today! 3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard, ideal for relaxing or weekend barbecues. Upstairs, you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. The luxurious primary suite features tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready and optional furniture is available upon request. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today! 2405 Firstlight Way, Winter Park
$405,000 Fully Renovated Gem in Winter Park! Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle. Step inside and fall in love with the light-filled open layout, anchored by a stunning fireplace that adds warmth and character to the living space. Every inch of this home has been thoughtfully redesigned—from the brand-new luxury flooring to the freshly painted interior and exterior. The heart of the home is the all-new chef’s kitchen, featuring sleek quartz countertops, modern cabinetry, and upgraded fixtures that combine functionality with style. Both bathrooms have been completely remodeled with contemporary finishes, offering spa-like comfort every day. Additional upgrades include: New Roof, Fully Fenced-In Yard for privacy and pets, New Flooring Throughout, Modern Lighting and Hardware, and Gorgeous Curb Appeal That Pops with new landscaping! Set on a quiet residential street with top-rated schools nearby, this home offers unbeatable access to the best of Winter Park living. Enjoy quick commutes with easy access to major highways, and spend weekends exploring nearby boutique shopping, fine dining, parks, and premier malls just minutes away. Whether you're looking for a forever home or a smart investment, this turn-key property checks all the boxes. Location. Luxury. Lifestyle.?? Winter Park, FL ??? 3 Beds | ?? 2 Baths | ?? Fireplace | ?? Fully Renovated. This is the home you've been waiting for. Don’t miss your chance to own a slice of Winter Park paradise. Contact us today to be the first to tour! 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code Fully Renovated Gem in Winter Park! Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle. Step inside and fall in love with the light-filled open layout, anchored by a stunning fireplace that adds warmth and character to the living space. Every inch of this home has been thoughtfully redesigned—from the brand-new luxury flooring to the freshly painted interior and exterior. The heart of the home is the all-new chef’s kitchen, featuring sleek quartz countertops, modern cabinetry, and upgraded fixtures that combine functionality with style. Both bathrooms have been completely remodeled with contemporary finishes, offering spa-like comfort every day. Additional upgrades include: New Roof, Fully Fenced-In Yard for privacy and pets, New Flooring Throughout, Modern Lighting and Hardware, and Gorgeous Curb Appeal That Pops with new landscaping! Set on a quiet residential street with top-rated schools nearby, this home offers unbeatable access to the best of Winter Park living. Enjoy quick commutes with easy access to major highways, and spend weekends exploring nearby boutique shopping, fine dining, parks, and premier malls just minutes away. Whether you're looking for a forever home or a smart investment, this turn-key property checks all the boxes. Location. Luxury. Lifestyle.?? Winter Park, FL ??? 3 Beds | ?? 2 Baths | ?? Fireplace | ?? Fully Renovated. This is the home you've been waiting for. Don’t miss your chance to own a slice of Winter Park paradise. Contact us today to be the first to tour! 3425 Ferndell Drive, Winter Park
$625,000 EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-story 4-bedroom, 2.5-bath pool home sits on a lushly landscaped conservation lot with a charming paver walkway and inviting curb appeal. From the moment you step inside, you’ll appreciate the thoughtful updates and timeless character that make this home truly special.The newly renovated kitchen is a showstopper—featuring granite countertops, modern cabinetry, stylish backsplash, and recessed lighting—perfectly positioned to overlook the serene screened-in patio and saltwater pool, complete with a solar heating system for year-round enjoyment. The formal living and dining rooms offer volume ceilings, while the stunning two-story family room is anchored by a cozy wood-burning fireplace and custom built-ins, creating an ideal space for both entertaining and everyday living. The first-floor primary suite offers a peaceful retreat with an updated en-suite bathroom featuring granite counters, a clawfoot soaking tub, separate shower, and a spacious walk-in closet with California closet systems. Upstairs, you’ll find three generously sized bedrooms, an updated full bath, and a loft area—ideal for a home office, playroom, or second living space. Additional highlights include newer asphalt shingle roof (2020), a new HVAC system installed in 2023, and a vinyl privacy fence (2015) enclosing the St. Augustine-grassed backyard. The garage is fully functional with two remotes, and the home features a 13 x 5 inside laundry room, security system, and attic space above the garage. Flooring includes ceramic tile in most downstairs spaces, wood laminate in the living room, hardwood in the upstairs office, and carpet in two upper bedrooms (potentially over hardwood). The saltwater pool is owner-maintained, the setting—backing to conservation—makes it a private oasis. The home is connected to municipal sewer, has a termite protection plan, and is free of known structural or inspection concerns. The HOA fee is only $450 per year, covering common area maintenance, street lighting, and a festive neighborhood holiday celebration. Between the exceptional layout, upgrades, peaceful setting, and unbeatable location, 3759 Kinsley Place offers the perfect blend of style, space, and tranquility. Zoned for “A” rated schools and minutes from Trinity Prep, 417, UCF, shopping, and restaurants. WELCOME HOME! 4 Beds ⋅ 3 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-story 4-bedroom, 2.5-bath pool home sits on a lushly landscaped conservation lot with a charming paver walkway and inviting curb appeal. From the moment you step inside, you’ll appreciate the thoughtful updates and timeless character that make this home truly special.The newly renovated kitchen is a showstopper—featuring granite countertops, modern cabinetry, stylish backsplash, and recessed lighting—perfectly positioned to overlook the serene screened-in patio and saltwater pool, complete with a solar heating system for year-round enjoyment. The formal living and dining rooms offer volume ceilings, while the stunning two-story family room is anchored by a cozy wood-burning fireplace and custom built-ins, creating an ideal space for both entertaining and everyday living. The first-floor primary suite offers a peaceful retreat with an updated en-suite bathroom featuring granite counters, a clawfoot soaking tub, separate shower, and a spacious walk-in closet with California closet systems. Upstairs, you’ll find three generously sized bedrooms, an updated full bath, and a loft area—ideal for a home office, playroom, or second living space. Additional highlights include newer asphalt shingle roof (2020), a new HVAC system installed in 2023, and a vinyl privacy fence (2015) enclosing the St. Augustine-grassed backyard. The garage is fully functional with two remotes, and the home features a 13 x 5 inside laundry room, security system, and attic space above the garage. Flooring includes ceramic tile in most downstairs spaces, wood laminate in the living room, hardwood in the upstairs office, and carpet in two upper bedrooms (potentially over hardwood). The saltwater pool is owner-maintained, the setting—backing to conservation—makes it a private oasis. The home is connected to municipal sewer, has a termite protection plan, and is free of known structural or inspection concerns. The HOA fee is only $450 per year, covering common area maintenance, street lighting, and a festive neighborhood holiday celebration. Between the exceptional layout, upgrades, peaceful setting, and unbeatable location, 3759 Kinsley Place offers the perfect blend of style, space, and tranquility. Zoned for “A” rated schools and minutes from Trinity Prep, 417, UCF, shopping, and restaurants. WELCOME HOME! 3759 Kinsley Place, Winter Park
$331,985 One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long! 2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long! 638 Warrenton Road, Winter Park
$490,000 Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a breakfast bar with seating for three. A separate dining area offers plenty of space to entertain family and friends. Retreat to the spacious primary suite, large enough for a king-sized bed, with two closets and a renovated en-suite bathroom featuring marble flooring and accents, glass sliding shower doors, a sleek, contemporary vanity, and a smart recessed light with Bluetooth speaker. Three additional and well appointed bedrooms offer refurbished terrazzo flooring, ceiling fans and new closet doors. The spa-like hall bathroom boasts marble flooring and accents, subway-tiled tub/shower and wall, and an updated contemporary single vanity with added cabinetry. Enter the backyard oasis through a large set of glass sliding doors that open to a spacious 22' x 11' screened lanai, featuring charming Mexican tile flooring(complete with a refrigerator!)—perfect for relaxing or entertaining year-round. Beyond the lanai, enjoy a cobblestone-paved patio and a fully fenced backyard, offering both privacy and room to play or garden. With light gray LVP flooring throughout, ceiling fans, fresh interior and exterior paint, new front door, gutters, and spray insulation in the attic, no detail has gone unnoticed in this superbly updated home. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Center for Health and Wellbeing, Crosby Fitness, Winter Park Advent Health, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! Roof - 2016 HVAC - 2016 Electrical - 2015(updated panel) 4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a breakfast bar with seating for three. A separate dining area offers plenty of space to entertain family and friends. Retreat to the spacious primary suite, large enough for a king-sized bed, with two closets and a renovated en-suite bathroom featuring marble flooring and accents, glass sliding shower doors, a sleek, contemporary vanity, and a smart recessed light with Bluetooth speaker. Three additional and well appointed bedrooms offer refurbished terrazzo flooring, ceiling fans and new closet doors. The spa-like hall bathroom boasts marble flooring and accents, subway-tiled tub/shower and wall, and an updated contemporary single vanity with added cabinetry. Enter the backyard oasis through a large set of glass sliding doors that open to a spacious 22' x 11' screened lanai, featuring charming Mexican tile flooring(complete with a refrigerator!)—perfect for relaxing or entertaining year-round. Beyond the lanai, enjoy a cobblestone-paved patio and a fully fenced backyard, offering both privacy and room to play or garden. With light gray LVP flooring throughout, ceiling fans, fresh interior and exterior paint, new front door, gutters, and spray insulation in the attic, no detail has gone unnoticed in this superbly updated home. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Center for Health and Wellbeing, Crosby Fitness, Winter Park Advent Health, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! Roof - 2016 HVAC - 2016 Electrical - 2015(updated panel) 2844 Scarlet Road, Winter Park
$656,402 ACCEPTING BEST AND FINAL OFFERS BY 9AM ON MONDAY, 6/30! Welcome to this beautifully upgraded 3-bedroom, 2-bathroom pool home offering 1,779 square feet of thoughtfully and expertly designed living space, where no detail has been overlooked! Nestled in the highly desirable neighborhood of Winter Park Pines - where the mailman still delivers to your front door - this move-in-ready gem combines comfort, style, and convenience. Step inside to an airy open living and dining area highlighted by custom, designer features everywhere you turn. The living area flows seamlessly into a fully remodeled kitchen featuring striking gray and aqua blue cabinetry, a coordinating tile backsplash, quartz countertops, stainless steel appliances, and an oversized island with seating for four—perfect for entertaining. The spacious primary suite offers dual closets, ceiling fans, and direct access to the pool. The en-suite bathroom has been beautifully remodeled with a custom-tiled shower and sleek sliding glass enclosure. The hall bath also features a modern upgrade with a custom tile wall and designer finishes. Storage and efficiency has also been carefully considered as you step into a laundry/mud room with floor to ceiling cabinetry. Relax or entertain outdoors with your own private in-ground pool, surrounded by lush new landscaping and exterior lighting, and a fully fenced backyard. A covered lanai with a beautiful tiled floor will make you want to sink into a comfy chair for a cup of coffee or a glass of wine. Enjoy nearby access to the Cady Way Trail, Winter Park Pines Golf Course, Cady Way Pool, playground, tennis and pickleball courts, and top-tier medical facilities including AdventHealth Winter Park and the Crosby Wellness Center. Additionally, you are just minutes from UCF, Rollins College, Full Sail University, and A-rated Winter Park schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. This home is a wondrous and rare find in one of Winter Park’s most sought-after areas—schedule your private showing today! Metal Roof - 2017, HVAC - 2022, Plumbing - 2017, Electrical - 2018(new panel). 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code ACCEPTING BEST AND FINAL OFFERS BY 9AM ON MONDAY, 6/30! Welcome to this beautifully upgraded 3-bedroom, 2-bathroom pool home offering 1,779 square feet of thoughtfully and expertly designed living space, where no detail has been overlooked! Nestled in the highly desirable neighborhood of Winter Park Pines - where the mailman still delivers to your front door - this move-in-ready gem combines comfort, style, and convenience. Step inside to an airy open living and dining area highlighted by custom, designer features everywhere you turn. The living area flows seamlessly into a fully remodeled kitchen featuring striking gray and aqua blue cabinetry, a coordinating tile backsplash, quartz countertops, stainless steel appliances, and an oversized island with seating for four—perfect for entertaining. The spacious primary suite offers dual closets, ceiling fans, and direct access to the pool. The en-suite bathroom has been beautifully remodeled with a custom-tiled shower and sleek sliding glass enclosure. The hall bath also features a modern upgrade with a custom tile wall and designer finishes. Storage and efficiency has also been carefully considered as you step into a laundry/mud room with floor to ceiling cabinetry. Relax or entertain outdoors with your own private in-ground pool, surrounded by lush new landscaping and exterior lighting, and a fully fenced backyard. A covered lanai with a beautiful tiled floor will make you want to sink into a comfy chair for a cup of coffee or a glass of wine. Enjoy nearby access to the Cady Way Trail, Winter Park Pines Golf Course, Cady Way Pool, playground, tennis and pickleball courts, and top-tier medical facilities including AdventHealth Winter Park and the Crosby Wellness Center. Additionally, you are just minutes from UCF, Rollins College, Full Sail University, and A-rated Winter Park schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. This home is a wondrous and rare find in one of Winter Park’s most sought-after areas—schedule your private showing today! Metal Roof - 2017, HVAC - 2022, Plumbing - 2017, Electrical - 2018(new panel). 402 Saint Dunstan Way, Winter Park
$893,000 Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park. 4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park. 2890 Wild Ginger Court, Winter Park
$165,000 Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a tasteful mint green and white subway tile backsplash, stunning quartz countertops with a waterfall edge over the breakfast bar, newer white appliances, and closet pantry. There is also space for a dinette set off of the kitchen as well. The recently installed beautiful wood plank tile flooring in the kitchen and bathroom provide an elevated feel to this unit. The primary bedroom is spacious enough for a king size bedroom set, and includes a large walk-in closet with in-unit laundry and two large courtyard-facing windows. The bathroom was also remodeled in 2021 with a new vanity, light fixture, mirror and commode. The living space offers plenty of room to gather with family and friends. Enjoy indoor-outdoor living with a sliding glass door from the living room to the screened patio, where you can enjoy your morning coffee or a space to unwind with a good book and glass of wine in the evening. There is also an additional exterior storage closet on the patio and direct carport access to your covered parking spot #10. Community amenities include 3 swimming pools, clubhouse with fitness center, tennis and shuffleboard courts, and easy access to Showalter Field and the Cady Way Trail(Pool and Park). Just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, Winter Park Advent Health, and Center for Health and Wellbeing. Easy access to grocery stores on Aloma such as Publix, Sprouts and Aldi, and plenty of dining/restaurant options. Less than 10 minutes to Park Ave in Downtown Winter Park for fine dining and shopping options. Centrally located with easy access to 436 and east access to the 417 and 408. Less than 30 minutes from the Orlando International Airport. Zoned for A-rated schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. Don't miss this opportunity, schedule an appointment today! -- 1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a tasteful mint green and white subway tile backsplash, stunning quartz countertops with a waterfall edge over the breakfast bar, newer white appliances, and closet pantry. There is also space for a dinette set off of the kitchen as well. The recently installed beautiful wood plank tile flooring in the kitchen and bathroom provide an elevated feel to this unit. The primary bedroom is spacious enough for a king size bedroom set, and includes a large walk-in closet with in-unit laundry and two large courtyard-facing windows. The bathroom was also remodeled in 2021 with a new vanity, light fixture, mirror and commode. The living space offers plenty of room to gather with family and friends. Enjoy indoor-outdoor living with a sliding glass door from the living room to the screened patio, where you can enjoy your morning coffee or a space to unwind with a good book and glass of wine in the evening. There is also an additional exterior storage closet on the patio and direct carport access to your covered parking spot #10. Community amenities include 3 swimming pools, clubhouse with fitness center, tennis and shuffleboard courts, and easy access to Showalter Field and the Cady Way Trail(Pool and Park). Just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, Winter Park Advent Health, and Center for Health and Wellbeing. Easy access to grocery stores on Aloma such as Publix, Sprouts and Aldi, and plenty of dining/restaurant options. Less than 10 minutes to Park Ave in Downtown Winter Park for fine dining and shopping options. Centrally located with easy access to 436 and east access to the 417 and 408. Less than 30 minutes from the Orlando International Airport. Zoned for A-rated schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. Don't miss this opportunity, schedule an appointment today! -- 200 Saint Andrews Boulevard Unit 601, Winter Park
$875,000 MAJOR PRICE IMPROVEMENT! Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath home on skiable LAKE WAUNATTA, offering breathtaking water views and endless amenities and NO HOA! The entire second floor is dedicated to the luxurious primary suite, complete with a spacious office, oversized closets, enjoy your morning coffee or evening glass of wine on your private balcony overlooking the lake and pool, a soaking tub, and a newly remodeled shower in the primary bathroom. Downstairs features an Open Floorplan with living, family, and den areas—perfect for entertaining. Step outside to your 2021 paver pool deck, above-ground SPA under a covered gazebo, and a 30’ x 10’ covered Mahogany patio with elegant Teak ceilings and hard wired outdoor stereo system with gorgeous outdoor lighting. Enjoy the water with a custom Mahogany dock, and store your RV or boat with ease thanks to generous side parking.2019 ROOF. This home truly blends comfort, style, and waterfront living. The lake fed irrigation system helps to lower your water bill. HVAC is well-maintained with service every 6 months. This home is zoned for all the top Winter Park schools! A little piece of paradise that is conveniently located to shopping, restaurants and SR 417! Sellers are Motivated! 3 Beds ⋅ 2 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code MAJOR PRICE IMPROVEMENT! Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath home on skiable LAKE WAUNATTA, offering breathtaking water views and endless amenities and NO HOA! The entire second floor is dedicated to the luxurious primary suite, complete with a spacious office, oversized closets, enjoy your morning coffee or evening glass of wine on your private balcony overlooking the lake and pool, a soaking tub, and a newly remodeled shower in the primary bathroom. Downstairs features an Open Floorplan with living, family, and den areas—perfect for entertaining. Step outside to your 2021 paver pool deck, above-ground SPA under a covered gazebo, and a 30’ x 10’ covered Mahogany patio with elegant Teak ceilings and hard wired outdoor stereo system with gorgeous outdoor lighting. Enjoy the water with a custom Mahogany dock, and store your RV or boat with ease thanks to generous side parking.2019 ROOF. This home truly blends comfort, style, and waterfront living. The lake fed irrigation system helps to lower your water bill. HVAC is well-maintained with service every 6 months. This home is zoned for all the top Winter Park schools! A little piece of paradise that is conveniently located to shopping, restaurants and SR 417! Sellers are Motivated! 7801 Georgeann St, Winter Park
$389,000 One or more photo(s) has been virtually staged. Incredible Value! Priced to sell below market value—this is your chance to secure a fully upgraded home at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community with no HOA! This luxury home sits on a large, fully fenced lot and offers major system upgrades, including a 2018 roof and 2019 A/C unit, giving buyers peace of mind for years to come. Step inside to discover brand-new luxury vinyl plank flooring throughout and a completely remodeled kitchen featuring quartz countertops, soft-close custom cabinets with modern hardware, and high-end stainless steel appliances. The open layout is enhanced by stylish pendant lighting over the breakfast bar and flows seamlessly into the living and dining areas. Both bathrooms have been fully renovated with new vanities, upgraded tile, sleek fixtures, and touch-screen, color-changing mirrors. The primary en-suite offers a spa-like retreat with a rainfall shower head and a custom, heavy-duty sliding glass door. Enjoy the spacious backyard, enclosed fence for privacy and perfect for entertaining under the large, covered patio. Location highlights: Just minutes from Rollins College, Park Avenue, UCF, and Downtown Orlando! Convenient access to major roadways including SR-436, 426, 521, and 417, plus proximity to Full Sail University, golf courses, shopping, and top local dining. Don’t miss this move-in-ready gem with modern upgrades and an unbeatable location—schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 02 SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Incredible Value! Priced to sell below market value—this is your chance to secure a fully upgraded home at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community with no HOA! This luxury home sits on a large, fully fenced lot and offers major system upgrades, including a 2018 roof and 2019 A/C unit, giving buyers peace of mind for years to come. Step inside to discover brand-new luxury vinyl plank flooring throughout and a completely remodeled kitchen featuring quartz countertops, soft-close custom cabinets with modern hardware, and high-end stainless steel appliances. The open layout is enhanced by stylish pendant lighting over the breakfast bar and flows seamlessly into the living and dining areas. Both bathrooms have been fully renovated with new vanities, upgraded tile, sleek fixtures, and touch-screen, color-changing mirrors. The primary en-suite offers a spa-like retreat with a rainfall shower head and a custom, heavy-duty sliding glass door. Enjoy the spacious backyard, enclosed fence for privacy and perfect for entertaining under the large, covered patio. Location highlights: Just minutes from Rollins College, Park Avenue, UCF, and Downtown Orlando! Convenient access to major roadways including SR-436, 426, 521, and 417, plus proximity to Full Sail University, golf courses, shopping, and top local dining. Don’t miss this move-in-ready gem with modern upgrades and an unbeatable location—schedule your showing today! 7331 Blue Jacket Place W, Winter Park
$600,000 Welcome to this delightful 3-bedroom, 2-bathroom single-family home located in the highly sought-after Brookshire Heights neighborhood of Winter Park. Step inside to discover an open-concept living area, perfect for entertaining or relaxing with family. The layout flows seamlessly from the living room to the dining area and kitchen, creating a bright and airy space filled with natural light. A screened-in side porch offers additional space for relaxing outdoors while enjoying the privacy of your yard. Nestled just minutes from downtown Winter Park and the historic Park Avenue District, you'll enjoy easy access to boutique shopping, fine dining, and cultural attractions. Outdoor enthusiasts will love the proximity to community playgrounds, scenic walking trails, and a neighborhood pool. Notable updates include luxury vinyl flooring (2022), new roof (2022), updated plumbing and electrical (2022), new ductwork with UV lights (2022), new kitchen appliances (2022) and a new water heater (2022). In 2023, the A/C system was replaced and enhanced with UV lights to reduce allergens. More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025). 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code Welcome to this delightful 3-bedroom, 2-bathroom single-family home located in the highly sought-after Brookshire Heights neighborhood of Winter Park. Step inside to discover an open-concept living area, perfect for entertaining or relaxing with family. The layout flows seamlessly from the living room to the dining area and kitchen, creating a bright and airy space filled with natural light. A screened-in side porch offers additional space for relaxing outdoors while enjoying the privacy of your yard. Nestled just minutes from downtown Winter Park and the historic Park Avenue District, you'll enjoy easy access to boutique shopping, fine dining, and cultural attractions. Outdoor enthusiasts will love the proximity to community playgrounds, scenic walking trails, and a neighborhood pool. Notable updates include luxury vinyl flooring (2022), new roof (2022), updated plumbing and electrical (2022), new ductwork with UV lights (2022), new kitchen appliances (2022) and a new water heater (2022). In 2023, the A/C system was replaced and enhanced with UV lights to reduce allergens. More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025). 2244 Brookshire Avenue, Winter Park
$806,000 Impeccably Redesigned Pool Home in Coveted Winter Park Neighborhood Welcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful upgrades in one of Central Florida’s most desirable communities. Inside, you'll find a smart split floor plan with the primary suite privately situated on one side and three spacious bedrooms plus a second living area on the other. The heart of the home—its kitchen—was masterfully redesigned in 2019 to feature granite countertops, double ovens, stainless steel appliances, luxury vinyl plank and travertine tile flooring, and elegant lighting throughout. Every detail has been meticulously maintained: a new roof, gutter system with guards, fresh interior and exterior paint, new ceiling fans, and recessed lighting bring peace of mind and modern appeal. Step outside to your private oasis complete with a sparkling pool, privacy fencing, and a fully equipped outdoor bar with grill, fridge, and mounted TV—perfect for entertaining or relaxing under the stars. This home is zoned for top-rated Winter Park schools and just minutes from Winter Pines Golf Course, local marinas, and charming downtown Winter Park. With no HOA, families enjoy the freedom to live, play, and grow. Move-in ready and priced under $1 million, this home offers incredible value in an unbeatable location. Don’t miss your chance to own a piece of Winter Park paradise. Schedule your private tour today! 4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code Impeccably Redesigned Pool Home in Coveted Winter Park Neighborhood Welcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful upgrades in one of Central Florida’s most desirable communities. Inside, you'll find a smart split floor plan with the primary suite privately situated on one side and three spacious bedrooms plus a second living area on the other. The heart of the home—its kitchen—was masterfully redesigned in 2019 to feature granite countertops, double ovens, stainless steel appliances, luxury vinyl plank and travertine tile flooring, and elegant lighting throughout. Every detail has been meticulously maintained: a new roof, gutter system with guards, fresh interior and exterior paint, new ceiling fans, and recessed lighting bring peace of mind and modern appeal. Step outside to your private oasis complete with a sparkling pool, privacy fencing, and a fully equipped outdoor bar with grill, fridge, and mounted TV—perfect for entertaining or relaxing under the stars. This home is zoned for top-rated Winter Park schools and just minutes from Winter Pines Golf Course, local marinas, and charming downtown Winter Park. With no HOA, families enjoy the freedom to live, play, and grow. Move-in ready and priced under $1 million, this home offers incredible value in an unbeatable location. Don’t miss your chance to own a piece of Winter Park paradise. Schedule your private tour today! 1261 Burning Tree Lane, Winter Park