Homes For Sale in Winter Park 32792 - 169 homes

Remarks: Welcome to this spacious and well-maintained 2 story townhome in the heart of Winter Park, located in the highly sought-after Four Seasons community. This 2-bedroom, 1.5-bath unit offers 1,266 square feet of comfortable living space with a functional layout, abundant natural light, and thoughtful updates throughout. Step inside to find a spacious kitchen, renovated in 2016, featuring wood cabinetry, granite countertops, black appliances, and a dishwasher replaced in 2023, perfect for everyday cooking and entertaining. Just off the kitchen, enjoy a dedicated dining area, ideal for hosting dinners or creating a flexible space for a home office or additional seating. The inviting living room provides plenty of space to relax and gather, with sliding glass doors that lead to your private, fully fenced, tree-shaded patio complete with a storage shed - an ideal spot to enjoy your morning coffee or unwind in the evenings. The patio also offers convenient access to your covered, deeded carport space, #49. Both bedrooms are generously sized, with the primary bedroom featuring dual closets and a ceiling fan for added comfort. The home includes a full bathroom and a convenient half bath, both thoughtfully updated with new toilets and upgraded vanities, including a quartz countertop and stylish shiplap accent in the guest bath. Additional interior highlights include custom closet features, a laundry closet with a new stackable washer and dryer(included), ceiling fans and blinds throughout, fresh interior paint (2024), and an HVAC system updated in 2023, providing peace of mind and modern convenience. Residents of Four Seasons enjoy access to a variety of amenities including 3 swimming pools, a clubhouse with fitness center, tennis and shuffleboard courts, all within a quaint, established neighborhood with tree-lined walkways. Ideally located just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, AdventHealth Winter Park, and the Center for Health & Wellbeing. Enjoy easy access to shopping and dining along Aloma Avenue including Publix, Sprouts, and Aldi, as well as being less than 10 minutes from Park Avenue’s renowned restaurants and boutiques. Conveniently located near SR 436 with quick access to 417 and 408, and approximately 25 minutes to Orlando International Airport. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss your opportunity to own in one of Winter Park’s most desirable communities—schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Amy Turner (407-803-3885)

Remarks: Welcome to 1174 Wildmeadow Run in Winter Park’s gated Hawk’s Crest community. Located on a quiet, non-thru street, this SINGLE-STORY residence offers modern construction, refined finishes, and a comfortable, well-designed layout in the heart of Winter Park. Built in 2021, the home was thoughtfully planned for everyday living and easy entertaining. The open-concept design feels light and welcoming, featuring WOOD-LOOK TILE FLOORING, crown molding, recessed lighting, CUSTOM PLANTATION SHUTTERS, and ENERGY-EFFICIENT DOUBLE-PANE WINDOWS throughout the main living areas. At the center of the home, the kitchen is both functional and inviting, offering quartz countertops, stainless steel appliances, white cabinetry with crown molding, a custom backsplash, a PREP ISLAND, and a SECOND LARGE ISLAND WITH SEATING that naturally draws people together in the living and dining spaces. Just off the main living area, a FRENCH-DOOR FLEX ROOM provides a quiet, flexible space that works beautifully as a formal dining room, home office, or additional living area. The primary suite is positioned for privacy and offers a relaxing retreat with a TRAY CEILING, generous walk-in closet, and a well-appointed en-suite bath featuring a dual-sink quartz vanity, upgraded cabinetry, and a GLASS-ENCLOSED WALK-IN SHOWER. Two additional bedrooms are well positioned in this split plan and share a FULL BATHROOM WITH A TUB AND SHOWER COMBINATION and a QUARTZ VANITY, while a SEPARATE HALF BATH WITH PEDESTAL SINK is conveniently located for guest use. A TRIPLE SLIDING GLASS DOOR opens from the main living area to a COVERED REAR LANAI overlooking a FULLY FENCED BACKYARD with room to accommodate a FUTURE POOL, creating an easy indoor-outdoor connection that’s ideal for morning coffee, relaxed evenings, or casual gatherings. Additional features include a two-car garage with built-in storage, BRICK PAVER DRIVEWAY, TERRACOTTA TILE ROOF, GUTTERS, smart-home and security pre-wiring, and an HVAC SYSTEM WITH AN UPGRADED IONIZATION FEATURE DESIGNED TO HELP PURIFY THE AIR. Hawk’s Crest is a gated community known for its RESORT-STYLE AMENITIES, including a lakeside pool, fitness center, clubhouse, splash pad, playgrounds, walking trails, BBQ areas, and SCENIC COMMUNITY DOCKS AND BOARDWALKS. Lawn care and landscaping are included. Ideally located near Winter Park dining, shopping, and everyday conveniences. AVAILABLE FOR PRIVATE SHOWINGS.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Kara Lushear (321-663-5550)

Remarks: Experience luxury living in this stunning, fully remodeled single-family home located in the heart of Winter Park, where modern sophistication meets exceptional functionality. This spectacular residence features a total of 4 spacious bedrooms and 3 modern bathrooms, boasting sleek laminate flooring throughout and a chef-inspired kitchen fully equipped with premium stainless steel appliances. A standout feature of this property is its versatile layout: one bedroom and one bathroom are completely separate from the main living area, offering the perfect solution for guest privacy, a multi-generational suite, or an opportunity to generate additional rental income. Outside, the massive backyard and sparkling pool provide an ideal setting for family gatherings and outdoor entertainment, all while being nestled in a prime location just minutes from the iconic Park Avenue shopping district, the Winter Park Farmer’s Market, and convenient access to the 436. This home is the ultimate choice for those seeking the perfect blend of suburban tranquility and urban convenience in the very best of Central Florida living.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maria Gomez Arevalo, Pa (407-705-7203)

Remarks: ***MUST SEE WINTER PARK POOL HOME*** Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block pool home nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features an open layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen with all the amenities... new stainless-steel GE appliances, elegant quartz countertops, sturdy oversized soft-close shaker cabinets and two large built-in wall pantries. The open living area includes a cozy formal dining room with additional countertop seating, and a picturesque sliding glass door opens to an extra-large 40 x 12 outdoor covered porch that provides additional casual outdoor living space. The spacious primary bedroom has a vaulted ceiling and his/her closets, with private access to the backyard covered porch, and features a fully renovated en-suite bath. The secondary bathroom has been tastefully upgraded, as well. Freshly painted inside and out, this immaculate home has new waterproof LVP flooring throughout, new light fixtures and ceiling fans, and stylish window shade coverings on every window. With an indoor laundry room and a two-car carport, this worry-free home features a new AC unit installed in 2025, a new electrical panel and updated plumbing, and a roof that was replaced in 2018. Setting this home apart is your private outdoor private backyard oasis, showcasing a gorgeous 32 ft long/10 ft deep in- ground pool plus a unique outdoor kitchen . . . perfect for family gatherings or hosting a Bar-b-que pool party . . . and with a generously sized 10’ x 18’ shed with full electric providing additional storage solutions or living options, this fully fenced-in backyard is truly a tranquil outdoor haven. Zoned for excellent Winter Park schools, this home is located four blocks from Winter Park High and less than a mile from Brookshire Elementary and Glenridge Middle. It comes with deeded access to the boat ramp and fishing dock at Lake Berry. Blue Jacket Park and Cady Way Park are just down the street, showcasing great bike trails for walking and jogging. The well-known shopping and restaurants of downtown Park Avenue and Baldwin Park are just minutes away. Rollins College, UCF, Full Sail University, and Winter Pines Golf Course are all close by. And Advent Health/Winter Park Hospital is less than a mile down the street. This is a quiet, family-friendly community known for its tranquility and peaceful living. Don’t miss this opportunity to make this wonderful home your very own. Schedule your showing today.

Listing is courtesy of: JAMIESON PROPERTIES, INC. (407-876-2730)

Listing Agent: Joseph Cosgrove (407-470-0892)

Remarks: PRICE IMPROVEMENT!! Your pool home in Winter Park just became an even better opportunity. This home offers 3 bedrooms plus a versatile bonus room, approximately 1,770 sq ft of living space, built in 1967, with a 2-car garage and extended driveway for extra parking — all located in the established Eastbrook community with NO HOA. Major updates already done for you: roof 2018, solar panels 2020 (fully paid off), water heater 2019, and AC replaced in July 2013. A home warranty through First American Home Warranty is included, giving added peace of mind on major systems. Inside, you’ll find a bright and functional layout with comfortable living and dining spaces that flow naturally. The kitchen has been updated with granite countertops and modern cabinetry, and both bathrooms feature clean, updated finishes. The bonus room gives you flexibility — perfect for a home office, gym, playroom, or even a 4th bedroom setup. Step outside to your fully fenced backyard with a private pool — ideal for relaxing, entertaining, and enjoying Florida living year-round, with a great balance of pool deck and green space. Location is key — just minutes to Park Avenue, Rollins College, Full Sail University, and University of Central Florida, plus easy access to major highways and top-rated Seminole County schools. With the new price, this is a strong opportunity in Winter Park — especially for buyers looking for space, a pool, and no HOA.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Alexa Monasterio Flores (786-915-9294)

Remarks: Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. “Solar panels are negotiable. Terms to be agreed upon between Buyer and Seller and reflected in the purchase contract.” Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!

Listing is courtesy of: MR VARGAS PROPERTY MANAGEMENT LLC (407-557-2150)

Listing Agent: Erwin Vargas (407-557-2150)

Remarks: Perfectly positioned in the heart of Winter Park, this inviting one-bedroom, one-bath residence offers effortless living in one of Central Florida’s most desirable locations. The thoughtfully designed interior opens to a second-story private balcony, creating a quiet space to unwind or enjoy morning coffee. Natural light fills the home, while the layout provides comfort, functionality, and easy everyday living. Residents enjoy access to a community pool and clubhouse, ideal for relaxation and gathering, all within a well-maintained setting. Just moments from Park Avenue, Rollins College, shopping, dining, and scenic parks, this condo places the best of Winter Park right outside your door. An exceptional opportunity for those seeking location, lifestyle, and simplicity in a prime Winter Park community.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Heather Spirazza (407-757-6022)

Remarks: Under contract-accepting backup offers. Welcome to a rare gem in one of Winter Park’s most sought-after neighborhoods, Brookshire Heights—where trees line the street and the mailman still delivers right to your front door. Perfectly positioned with the scenic and wooded Cady Way Trail in your backyard, this custom-built 2022 residence offers over 2,100 square feet of thoughtfully designed single-story living, where refined style meets everyday ease. A desirable open-concept floor plan showcases three bedrooms and two bathrooms, enhanced by wood-look plank tile flooring, soaring ceilings and doorways, crown molding, and recessed lighting throughout. Expansive sliding glass doors with electric retractable blinds and transom windows flood the home with natural light, creating a seamless connection to the covered, screened lanai—perfect for effortless indoor-outdoor living and sophisticated entertaining. The beautifully appointed kitchen is both striking and functional, featuring crisp white shaker cabinetry complemented by a contrasting gray island with seating for four, all topped with sleek white quartz countertops. A dedicated wine and beverage bar with a built-in refrigerator adds an elevated touch, while stainless steel appliances and a spacious pantry ensure everyday convenience. Bathed in natural light, the dining area offers an inviting and elegant setting for both intimate gatherings and larger-scale entertaining, with expansive windows that bring the outdoors in. The primary suite serves as a serene retreat, complete with private lanai access for a tranquil indoor-outdoor connection. A generously sized custom closet provides ample storage, while the spa-inspired bathroom features a timeless clawfoot soaking tub, honeycomb tile flooring, an expansive walk-in shower, and a dual quartz vanity—creating a luxurious, resort-style experience. Two additional bedrooms offer flexibility for guests, family, or workspace, including one with stylish built-in shelving. A beautifully finished hall bath reflects the same elevated design and attention to detail found throughout the home. Designed with functionality in mind, the well-appointed laundry room features built-in cabinetry and a hanging bar, provides convenient access to both the primary suite and main living areas. A spacious 2.5 car garage allows plenty of room for storage, a golf cart or other toys. Ideally located, this residence offers convenient access to premier institutions including University of Central Florida, Rollins College, and Full Sail University. Enjoy nearby recreation at Winter Park Pines Golf Club and Cady Way Park, featuring a pool, playground, tennis and pickleball courts, and beach volleyball. Spend weekends boating from Dinky Dock Park onto the renowned Winter Park Chain of Lakes, or explore the charm of Park Avenue with its boutique shopping and fine dining. Everyday convenience is enhanced with close proximity to AdventHealth Winter Park and the Crosby Wellness Center, along with easy access to Orlando International Airport. Zoned for top-rated schools including Brookshire Elementary School, Glenridge Middle School, and Winter Park High School, this exceptional property seamlessly blends lifestyle, location, and lasting value. Roof - 2022, HVAC - 2022, Electrical - 2022, Plumbing - 2022, Water Heater - 2022

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Amy Turner (407-803-3885)

Remarks: Private, gated lakefront living on Bear Gully Lake one of Winter Park’s most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully Lake is spring-fed and open to water vehicles, making it ideal for boating, water skiing, wakeboarding, tubing, fishing, and year-round enjoyment. The lakefront experience is exceptional, featuring a fully equipped dock with power, covered boat lift, and sun deck, perfectly positioned for enjoying stunning sunsets. Outdoor living is a highlight of the property. The expansive lanai and pool area overlook the lake and are ideal for entertaining, complete with a renovated summer kitchen featuring a grill, sink, mini refrigerator, and granite countertops. The oversized backyard provides ample space for gatherings, recreation, and pets. Inside, the home opens to a dramatic great room with vaulted ceilings, a striking stacked-stone feature wall with custom built-ins, and large sliding glass doors that fully retract to create seamless indoor-outdoor living. The space was reimagined during extensive renovations to maximize natural light and lake views. The chef’s kitchen, redesigned by award-winning designer Sandra Agurto of CCI, features all-wood cabinetry, quartz countertops, contemporary backsplash, oversized island with beverage and wine refrigerators, induction cooktop, convection ovens, and a separate full refrigerator and freezer, with abundant custom storage throughout. The primary suite is privately located in its own wing and offers serene lake views, high ceilings, and a spa-style en-suite bath renovated in 2022 with soaking tub, walk-in shower, expansive custom vanity, upgraded lighting, and private water closet with bidet. A large walk-in closet with custom built-ins completes the suite. All bedrooms feature their own bathrooms and walk-in closets, providing exceptional privacy and flexibility, with three full en-suite bedrooms ideal for guests or multigenerational living. Additional flexible spaces include a gym or bonus room suitable for formal living, dining, or a game room. Recent upgrades include a new roof (2018), new hot water heater (2024), fully fenced yard, Russound sound system, updated security system, new pool deck pavers, and a rebuilt dock with Trex decking and updated boat lift components. The home is part of a lake association with no mandatory dues, providing community updates and seasonal events such as the holiday boat parade. Conveniently located near SR-417, UCF, downtown Winter Park, and Trinity Prep, this is a rare opportunity to own a true spring-fed lakefront home on one of Winter Park’s most coveted lakes.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Keigan Lewis (305-393-8683)

Remarks: One or more photo(s) has been virtually staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium solar system you own outright, paying for your electricity. (Ask to see the bill.) Imagine relaxing on your private, expanded lanai, soaking in the breathtaking sunsets. Your spacious 4-bedroom, 3.5-bathroom home offers premium views of nature, and is just steps away from the community resort clubhouse. With gated access, Hawks Crest Residence enjoy an abundance of amenities, including a resort pool and fitness center, sidewalks and playgrounds throughout. And for those seeking adventure, enjoy dock access to Lake Howell, complete with a canoe/kayak launch. Daily, residents can relax and unwind while the management association takes care of all landscaping around the home, ensuring that residents can enjoy true maintenance-free living. The state-of-the-art off-grid solar system is equipped with battery backup with a 30-year warranty transferable to new owners. And this home is pre-wired for electric vehicles with room to expand. Excess power produced is sold back to the power company through the “Net Metering” program. Additionally, upgrades include heavy-duty commercial luxurious vinyl wide-plank flooring, two power monitoring systems, a whole-house water softener & filter system, along with 8-foot doors all designed for comfort, convenience and a peaceful home where you can relax. Nestled in this spacious home, you’ll find 20-foot-high ceilings and breathtaking views of the illuminated fountain from various rooms, creating a serene and relaxing atmosphere you’ll enjoy, even from the kitchen sink. And with a smart-winch lift, your chandelier maintenance is a breeze. (Rated up to 200lbs) Uniquely designed, this home was built to withstand extreme weather conditions, featuring concrete/granite tile roof, along with a steel reinforced, concrete-filled block walls and slab, all anchoring to the foundation that uniquely ties everything together, ensuring the utmost strength and safety for your family. Owners have meticulously maintained this home and comes with floor plans, a complete set of blueprints, along with photos of the home during the building process, and even includes documents for all equipment and appliances. The premium solar system comes with a 30-year warranty, including scheduled updates like the new power panel, installing April 2026. And yes, the warranty is transferable to new owners. This home features a split floor plan, with a primary bedroom on the first floor and a second primary bedroom upstairs. Spanning 2,589 square feet, the home also includes an additional 540 square feet of screened-in lanai (18x30), providing a private outdoor space to enjoy sunsets while overlooking the resort water features and landscaping. Schedule a showing for your buyers today!

Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)

Listing Agent: Rod Chevalier (352-729-1818)

Remarks: Pre-Construction. To be built. Welcome to The Enclave at Winter Park—an exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character with modern luxury. 901 Enclave Place (Lot1) is a thoughtfully designed courtyard home offering an elegant yet functional layout centered around private outdoor living. A charming covered front porch and welcoming foyer lead into an expansive open-concept gathering and dining space, seamlessly connected to a designer kitchen featuring a large center island, walk-in pantry, and effortless flow for entertaining. At the heart of the home, a covered lanai and courtyard create a true indoor-outdoor lifestyle—perfect for year-round enjoyment and intimate gatherings. The first-floor primary suite is a private retreat with a spacious walk-in closet and spa-inspired bath, complemented by a convenient powder bath and laundry/pantry area. Upstairs, you’ll find a well-appointed layout including an second primary suite with a luxurious bath and oversized closet, a additional bedroom, full bath, and a versatile gathering loft—ideal as a media room, office, or flex space. Designed with both comfort and sophistication in mind, this residence showcases clean architectural lines, abundant natural light, and carefully curated indoor and outdoor living spaces. Located within a boutique enclave of just a limited number of homes, residents will enjoy a serene setting surrounded by mature trees and thoughtfully designed community green space. Experience the best of Winter Park living with close proximity to renowned dining, shopping, and top-rated schools—all within one of the area’s most sought-after new communities. Design book is available upon request. Please inquire for details and customization options.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Laura Earl (443-994-9441)

Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. Ideally located within walking distance to Park Avenue and historic Old Winter Park, this exclusive neighborhood blends timeless character with modern luxury. The courtyard homes at The Enclave offer a distinctive design centered around light, openness, and indoor-outdoor living. These four-bedroom residences feature thoughtfully designed floor plans with a first-floor primary suite and expansive living spaces that flow seamlessly to private outdoor areas. Large windows and two unique entry design options allow for abundant natural light, enhancing the open-concept layouts. Each home is finished with high-end selections, including Wolf and Sub-Zero appliances, high-performance double-pane windows, and elevated interior finishes throughout. Blending modern design with comfort and functionality, these homes provide a unique opportunity to enjoy a private courtyard lifestyle in one of Winter Park’s most desirable locations. Design book is available upon request. Please inquire for details and customization options.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Matthew Burks (407-257-5347)

Remarks: Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.

Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)

Listing Agent: Craig Swetnam (407-802-0405)

Remarks: Welcome to your Florida retreat. Whether you’re searching for the perfect first home or looking to downsize into a low-maintenance lifestyle, this single-story end-unit villa offers the ideal blend of comfort, convenience, and charm. With only one shared wall, it lives and feels like a single-family home. The HOA handles all exterior maintenance—including the roof, which was replaced just a few years ago—keeping your upkeep minimal and your insurance costs impressively low. The seller has lovingly maintained this home for nearly a decade and completed a long list of high-quality updates, including: - Glass sliders replaced in 2018 - Water heater replaced in 2019 - AC replaced in 2024 - Garage door replaced in 2024 - Front entry storm door added in 2024 - All kitchen appliances replaced within the last 5 years If that’s not pride of ownership, what is? Inside, the kitchen features newer cabinets, quartz countertops, and updated lighting throughout the home. The seller also transformed the back patio into a screened-in oasis—your own private Florida getaway perfect for morning coffee or evening relaxation. Location is another major highlight. Situated in prestigious Winter Park and zoned for some of Seminole County’s top-rated schools, this home offers unbeatable convenience. You’re just minutes from major highways, shopping, dining, and everything Central Florida has to offer. Schedule your showing today and experience all the beautiful features this home provides.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Farzana Zalil (407-617-3258)

Remarks: Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Christopher Franqui (347-703-7008)

Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping.  Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool.  Spacious layouts, refined detailing, and quality construction create a elevated yet livable environment, all set within a beautifully landscaped and private setting. Please inquire for details and customization options.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Matthew Burks (407-257-5347)

Remarks: Charming MOVE-IN Ready Solid Block 3 bedroom, 2 bath Winter Park home. This home features updated kitchen and baths, newer flooring, newer Roof- 2021, Water heater-2023, AC-2016. The home has been re-plumbed and offers newer windows-2018. Beautiful Tongue-N-Grove Woodwork covers the ceiling & walls Bonus room/Den. The home offers a split floor plan and is constructed with plaster walls, its solid and energy efficient. The home is zoned for Top-Rated, sought after Winter Park High School, Maitland Middle and Lakemont Elementary. The very best location. This one won't last long..............

Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)

Listing Agent: Darlene Chance (407-247-2307)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This is not just a listing—it is the rare, fully-curated luxury opportunity you’ve been waiting for inside Winter Park’s security-gated Hawks Crest community. This 4-Bedroom, 2.5-Bathroom Taylor Morrison home, built just 5 years ago, professionally cleaned and has been elevated by a recent $20,000+ DESIGNER transformation, making it superior to any comparable new construction. We've handled every high-end detail; you simply move in. The curb appeal is instant, featuring freshly trimmed landscaping, a paver driveway and tile roof for longevity. The interior is pure sophistication. The open-concept living area boasts architectural drama, highlighted by stunning, custom-made 18-FOOT CURTAIN DRAPES (a $5,000 investment) that accentuate the room's height. The kitchen is a chef’s dream, centered around the cutting-edge Samsung BESPOKE refrigerator, complemented by refined cabinetry hardware and brand-new, premium plumbing fixtures. Your HOA DUES COVER FITNESS CENTER, POOL, DOCK, CLUBHOUSE, AND FULL LAWN MAINTENANCE, ensuring a low-maintenance, turn-key experience from day one. Every space radiates quality: the new Designer LIGHTING PACKAGE creates the perfect ambiance throughout, while all baths are appointed with sleek contemporary mirrors and modern accents, including a premium Kohler toilet in the Master Suite. Functionality is also premium, featuring a newly installed, $7,000 value of top-quality exterior GUTTERS for superior drainage and protection. Step outside to your private, beautifully constructed enclosed outdoor sanctuary, offering comfortable, year-round enjoyment. The location is unparalleled: less than a short distance from Park Maitland Preschool, Kelly’s Ice Cream, and Foxtail Coffee right at the community entrance. You are moments from everything: 15 minutes to Park Avenue and rapid access to Orlando's best. It is also perfectly positioned for easy access to world-class entertainment, being just 40 minutes from Walt Disney World and Universal's Epic Studios. This is the chance to secure a truly turn-key, designer-finished home in Winter Park, positioned to sell immediately. With a level of finish this immaculate and demand this high. If you want this home, tell your agent to secure your time slot immediately.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Christopher Beverly (407-394-7424)

Remarks: Move right into this beautifully two-bedroom, two-bath condominium located in desirable East Winter Park. The thoughtfully designed floor plan offers two spacious bedrooms, and bathrooms—one featuring a tub and the other a shower—providing comfort and privacy. The light-filled great room showcases attractive laminate wood flooring and sliding glass doors that open to a private, screened-in porch overlooking a sunny, landscaped courtyard—perfect for relaxing. Recent upgrades include a new AC system (May 2021), a new roof (2022), exterior paint 2025, updated bathrooms, upgraded laminate wood flooring throughout. The primary bathroom has been enhanced with a luxurious walk-in shower featuring upgraded stone and tile finishes. This unit is quietly situated in a private location within the well-maintained Wrenwood Condominiums community, offering assigned parking directly in front of the unit and access to a sparkling community swimming pool. Ideally located in East Winter Park, this community offers easy access to Park Avenue shopping and dining, Winter Park Village, Full Sail University, and nearby parks and lakes. Enjoy a vibrant lifestyle with museums, farmers markets, scenic walking areas, and the renowned Winter Park Chain of Lakes just minutes away, all while remaining close to major roadways and downtown Orlando. Schedule your private showing today.

Listing is courtesy of: SUNSHINE BROKERAGE, LLC (407-509-7961)

Listing Agent: Sonny Manku (407-509-7961)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Brenda Feliciani (407-405-0931)