How many homes with a first floor primary bedroom are for sale in 32792?

There are roughly 60 to 70 active at any given time. The list on this page comes straight from the MLS and updates on its own.

What do homes with a first floor primary bedroom cost in 32792?

The median list price is around $509,999, with the range running $100,000 to $3,750,000.

Can you show me homes with a first floor primary bedroom in 32792?

Yes. Call or text 407-616-9019 and we will set up showings.

32792 Zip Code Homes with a First Floor Primary Bedroom

$849,000

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

Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views. **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, Featuring over 2,000 square feet of single-story living space, this home has been extensively renovated throughout the interior, offering the charm of an established Winter Park neighborhood with the comfort and appeal of modern finishes. Step inside to discover new luxury vinyl flooring, beamed ceilings, modern fireplace. Brand new kitchen appliances with modern grey cabinetry, crown molding and white quartz counter tops. Step outside to your own private backyard retreat, complete with a 30x11 covered patio and screen-enclosed swimming pool overlooking the lush fairways of WP18. Whether enjoying your morning coffee, entertaining guests, or simply relaxing poolside, this outdoor living space offers a peaceful setting that’s increasingly difficult to find in Winter Park. Additional highlights include a NEW ROOF (NOVEMBER 2024), New pool pump, resurfaced pool with new pavers surrounding, a large indoor laundry room and no HOA. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. This is move in ready so schedule your showings today!

1507 Golfside Drive, Winter Park

$739,000

4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with water view—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with a solid wood staircase. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property.

2315 Kestrel Perch Place, Winter Park

4940 Tangerine Avenue Unit 4940, Winter Park

$249,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized three-bedroom condominium offers room to spread out, with flexible space for guests, a home office, or everyday living. Major improvements include a replaced air-conditioning and heating system, water heater, and electrical panel, adding comfort and value where it matters most. The community has also recently completed roof replacements on all buildings, all building where completely repainted and the driveway and parking throughout the condo complex have been completed—another standout benefit for your next home. Enjoy a refreshing swim in the community pool, gather with neighbors at the clubhouse, and spend more time enjoying life with the convenience of low-maintenance condominium living and affordable association fees. Conveniently located near shopping, dining, and major roadways, Wrenwood offers easy access to Winter Park’s many attractions and Park Ave. Whether you’re looking for a primary residence or a Florida getaway, this spacious three-bedroom condo deserves a place at the top of your list!

4940 Tangerine Avenue Unit 4940, Winter Park

$450,000

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

Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024

1825 Chilean Lane, Winter Park

$359,900

3 Beds ⋅ 2 Baths ⋅ Ridge High 1st Add SubDv. ⋅ 32792 Zip Code

STOP THE SCROLL! ?? Your Dream Home Is Calling! ? Welcome to this beautifully updated 3-bedroom, 2-bath gem where style, comfort, and location come together! Enjoy tasteful updates, newer windows and doors, and a HUGE backyard ready for BBQs, pets, parties, and making memories! Nestled in a quiet friendly neighborhood with plenty of places to walk, you're just minutes from everything—including Full Sail University! Cute house. Big yard. Great location. What more could you want? This one deserves a spot at the top of your must-see list!

2168 Ridge Drive, Winter Park

$280,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINED STREETS lead to this END UNIT, COMPLETELY REMODELED IN 8/2026 and MOVE-IN READY. This 2-bedroom, 2-bath, BLOCK-CONSTRUCTED condominium offers nearly 1,500 square feet of interior living space and includes a versatile LOFT. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership, with WOOD FLOORS and fresh neutral paint setting the tone for a stylish and inviting interior. The GREAT ROOM is truly the centerpiece of the home, featuring dramatic 2-story VAULTED CEILINGS that create an exceptionally open, voluminous, and luxurious atmosphere. A magnificent corner focal point showcases a cozy WOOD-BURNING FIREPLACE with raised slate tile hearth, while mantle columns extend the full height of the room and frame a soaring vertical mirror that reflects natural light and visually expands the space. TWO SKYLIGHTS further enhance the natural light. From the living area, enjoy serene views of the lanai and lush GREEN SPACE beyond. A stylish WET BAR is tucked into a recessed alcove and beautifully illuminated by warm integrated accent lighting, featuring a POLISHED GRANIT COUNTERTOP and contemporary shaker-style cabinetry—perfect for entertaining. The second-story LOFT provides an incredible overlook into the Great Room below and serves as a highly desirable FLEX SPACE, complete with BLACK WROUGHT-IRON SPINDLE RAILING, modern neutral carpeting, its own SKYLIGHT, and a convenient STORAGE CLOSET. The kitchen features sleek light-gray SHAKER-STYLE CABINETRY, elegant GRANITE COUNTERTOPS, and premium STAINLESS-STEEL APPLIANCES. An oversized peninsula island with deep undermount sink and gooseneck faucet doubles as a breakfast bar for casual dining and entertaining. A charming EAT-IN NOOK overlooks the PRIVATE COURTYARD and provides access through wide sliding glass doors, creating the perfect spot for morning coffee or outdoor dining. For added convenience, the laundry closet, complete with WASHER AND DRYER, is conveniently located within the kitchen. The PRIMARY SUITE offers a peaceful retreat with both WALK-IN and step-in closets, direct lanai access through sliding glass doors, and a beautifully REMODELED ENSUITE BATH accessed through a stylish modern barn door. The bath features a DUAL-SINK VANITY, large walk-in shower with frameless glass door, and private water closet. The spacious SECOND BEDROOM also features a WALK-IN CLOSET and convenient access to the REMODELED HALL BATH, providing privacy for residents while comfortably serving guests. Additional features include a location directly across from green space, 2 DESIGNATED PARKING spaces in front, and a PRIVATE MAILBOX. With LOW HOA DUES, residents enjoy a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, FENCED DOG RUN, and pet walk with waste stations. Monthly fees also include ROOF AND EXTERIOR BUILDING MAINTENANCE, PEST CONTROL, and LANDSCAPING. This ideal Winter Park location is directly across from Casselberry Commons, offering a variety of major retailers, Publix, and fast-food options. Just minutes from Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities, this exceptional home combines sophisticated living with convenience in one of Central Florida’s most desirable locations. See video and virtual tour.

2352 Sun Valley Circle, Winter Park

1021 Princess Gate Boulevard, Winter Park

$410,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to this 3-bedroom, 2-bath pool home in the established Howell Estates neighborhood of Winter Park! Situated on a spacious 0.31-acre lot, this single-story residence offers 1,318 square feet of living space with a split-bedroom layout and a combination of tile and luxury vinyl flooring. The living room features built-in cabinetry with a granite countertop, while the kitchen offers stone countertops, a tile backsplash, and a closet pantry. The primary suite includes dual closets and a private bathroom with a walk-in shower. Sliding glass doors from the dining area open to a covered lanai and screened-in pool, creating an inviting setting for outdoor relaxation and entertaining. The spacious, fenced backyard offers additional room to enjoy the outdoors. Other highlights include a brand-new water heater, a 2018 roof, a 2024 HVAC system, and no HOA fees. Conveniently located near Howell Branch Road and Semoran Boulevard, the property provides access to shopping, dining, parks, and everyday essentials throughout the Winter Park area. With its private pool, generous lot size, and convenient location, this home offers a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

1021 Princess Gate Boulevard, Winter Park

$1,190,000

4 Beds ⋅ 4 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park

$509,999

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter Park Estates neighborhood! Blending modern farmhouse charm with thoughtful upgrades, this home offers 1,460 square feet of inviting living space designed for both everyday comfort and entertaining. Step inside to a bright, open floor plan where the spacious living and dining areas flow effortlessly into the kitchen, complete with quartz countertops, stainless steel appliances, a built-in microwave, tile backsplash, and a window overlooking the outdoors. On the opposite side of the home, you'll find three comfortable bedrooms and two beautifully updated bathrooms, offering a practical layout with plenty of privacy. An oversized interior laundry room and enclosed porch provide additional functional space. Outside is where this home truly shines! The private backyard features a sparkling in-ground pool, a newly installed paver patio (2025), and a brand-new fence (2026), creating an inviting setting for weekend gatherings, outdoor dining, or relaxing in the Florida sunshine. Recent improvements also include a new irrigation system and control panel (2026), updated pool filtration equipment (2026), and a water heater replaced approximately three years ago. Beyond the property, enjoy a prime Winter Park location just minutes from Cady Way Trail, Winter Park Pines Golf Course, Rollins College, and the shopping, dining, and charm of Park Avenue. With its updated interiors, private pool, and convenient access to everything Winter Park has to offer, 808 Densmore Drive is ready to welcome you home!

808 Densmore Drive, Winter Park

$1,349,000

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32792 Zip Code

Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience.

1939 Woodcrest Drive, Winter Park

$1,249,000

6 Beds ⋅ 6 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today!

1445 Via Sangro Place, Winter Park

$469,900

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes

2020 Leanne Court, Winter Park

$639,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to 518 Gilbert Road, a beautifully updated 3-bedroom, 2-bath pool home offering 1,573 square feet of single-story living in the desirable Winter Park Pines neighborhood - with no HOA. Freshly installed front yard sod and mulch, mature palms, and distinctive stone accents create an inviting first impression. Inside, the home is light and bright with original terrazzo flooring and spacious living and dining areas. The living room features a wood-burning fireplace and architectural ceiling detail that adds character to the space. The beautifully updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, a gas cooktop, convection oven, subway tile backsplash, modern lighting, and a large peninsula with bar seating. Both bathrooms have been renovated, including the primary bath with a walk-in shower and an updated guest/pool bath with convenient direct access to the backyard. Step outside to a private screened pool and an expansive pool deck, recently resurfaced in May 2026, providing plenty of room for outdoor dining, entertaining, and relaxing. Fully paid solar pool-heating panels extend the enjoyment of the pool, while the fully fenced PVC backyard adds privacy. A spacious two-car garage and outdoor storage provide additional room for everyday needs. Additional improvements include updated windows and sliding doors, replumbing, a newer HVAC system with gas/propane furnace, gas line, and partial updated ductwork. Enjoy an exceptional Winter Park location close to Cady Way Trail, Winter Park Pines Golf Club, Cady Way Park and its recreational amenities, Baldwin Park, and Downtown Winter Park. AdventHealth Winter Park, Rollins College, Full Sail University, UCF, shopping, dining, and everyday conveniences are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this move-in-ready pool home combines classic Winter Park character, thoughtful updates, and an outstanding location.

518 Gilbert Road, Winter Park

$575,000

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Welcome to 112 Bell Place, a spacious 3-bedroom, 2-bath home offering 2,253 square feet in an established Winter Park neighborhood. Tucked away on a quiet cul-de-sac with a large lot and minimal through traffic, this home offers a great opportunity for buyers looking to move right in and make updates over time, or for an investor looking for a property with great bones and plenty of potential. Inside, you’ll find generous living spaces including a living room with laminate wood flooring and vaulted ceiling, plus a large family room featuring a brick accent wall. The kitchen offers solid wood cabinetry, cooktop, oven and microwave with plenty of opportunity to update and make it your own. All three bedrooms feature built-in closets, while the primary suite includes wood-look laminate flooring and a private bath with shower. The guest bath offers a tub and tile flooring. Additional features include a one-car garage, exterior laundry area, and a hall closet already plumbed for a washer and dryer should the new owner prefer to bring the laundry indoors. With its spacious floor plan, large lot and solid foundation for future improvements, this home has so much potential. Conveniently located in Winter Park and currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School, this is a great opportunity to get into a sought-after area and add your own style over time. Move in now, renovate at your own pace, and make this Winter Park home your own! Buyer to independently verify school zoning.

112 Bell Place, Winter Park

$650,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code

Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer!

2322 Woodcrest Drive, Winter Park

3032 Antique Oaks Circle Unit 145, Winter Park

$129,000

1 Beds ⋅ 1 Baths ⋅ Parkview Village Condominium SubDv. ⋅ 32792 Zip Code

*Photos virtually staged.* Investment opportunity in the heart of Winter Park! This tenant-occupied 1-bedroom, 1-bath condo in Parkview Village offers 749 square feet of comfortable living space with an open living and dining area, functional kitchen, in-unit washer and dryer, and sliding glass doors leading to a private screened patio. The community features a pool and clubhouse, while the convenient location provides easy access to Full Sail University, UCF, SR-436, SR-417, shopping, dining, and everyday conveniences. With a tenant already in place, this property offers an excellent opportunity for an investor looking to add an income-producing Winter Park condo to their portfolio.

3032 Antique Oaks Circle Unit 145, Winter Park

$2,125,000

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. The Hawthorn, an exceptional new custom residence by FG Schaub Custom Homes, located at 918 Enclave Place within The Enclave, a premier boutique community in the heart of Winter Park. Offering 5 bedrooms, 4.5 bathrooms, and 3,713 square feet of thoughtfully designed living space, this two-story home blends timeless architectural appeal, refined finishes, and a highly functional layout designed for modern living. The thoughtfully designed floor plan offers the convenience of a spacious first floor primary suite with a well-appointed bath and generous walk-in wardrobe, along with an additional first-floor guest suite with an en-suite bath. The open-concept kitchen, dining, and gathering areas create a natural flow for everyday living and entertaining, while the second floor provides three additional bedrooms, two full bathrooms, and a versatile gathering loft ideal for a media room, playroom, or additional living space. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a covered lanai overlooking a private swimming pool and fully fenced backyard. The summer kitchen, complete with grill and refrigerator, creates an inviting setting for outdoor dining and entertaining. Throughout the home, elevated specifications and thoughtful details include high-performance, low-E double-pane windows, 8-foot solid-core interior doors, a tankless gas water heater, premium Wolf and Sub-Zero appliances, and designer-selected finishes with a curated palette of colors and materials. Every detail reflects the craftsmanship and quality synonymous with FG Schaub Custom Homes. The Enclave is an intimate collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies. Ideally situated near Phelps Park, the YMCA, and multiple dining and shopping options, residents enjoy a charming residential setting with convenient access to downtown Winter Park's celebrated restaurants, boutiques, and cultural attractions. As a new home to be built, buyers have the opportunity to personalize select design finishes and explore certain floor plan modifications. Additional upgrade opportunities may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Experience the opportunity to create your dream home in one of Winter Park's most desirable locations, where architectural character, exceptional craftsmanship, and a connected lifestyle come together.

918 Enclave Place, Winter Park

$399,900

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Welcome to 5405 Justine Way, a charming 3-bedroom, 2-bathroom single-family home in the desirable Winter Park area. This well-located residence offers approximately 1,247 square feet of living space, a private pool, and a garage, providing a great combination of comfort and functionality. Situated on a spacious lot in a residential neighborhood, this property offers an excellent opportunity for a primary residence or investment. Conveniently located near shopping, dining, schools, major roads, and the many attractions of Central Florida. NO HOA. Schedule your showing today and discover the possibilities this home has to offer.

5405 Justine Way, Winter Park

$1,950,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code

Under Construction. Anticipated for completion in January 2027, this new-construction luxury home in Winter Park's Kenilworth Shores neighborhood offers five bedrooms, 4.5 baths and a thoughtfully designed floor plan with a first-floor primary suite. Located at 513 Dunraven Drive, the residence combines timeless architecture, refined finishes and indoor-outdoor living in an established Winter Park setting. The open-concept main level features engineered hardwood flooring, spacious living and dining areas, and a kitchen appointed with quartz countertops, a large center island, walk-in pantry and premium Thermador appliances, including a paneled refrigerator, gas cooktop and microwave-oven combination. The first-floor primary suite includes an en-suite bath and expansive walk-in closet, while a second main-level bedroom and full bath provide flexibility for guests or a home office. Upstairs, three additional bedrooms, two full baths, a spacious loft and dedicated laundry room complete the floor plan. Outdoor living centers around a covered lanai with tongue-and-groove ceiling detailing, summer kitchen and private saltwater pool and spa. A welcoming front porch with matching architectural accents, mudroom and electric vehicle charger add comfort and convenience. The Kenilworth Shores location places residents near some of Winter Park's most popular outdoor destinations, including the Cady Way Trail and nearby parks, with opportunities for walking, cycling, golf and recreation. Shopping and dining are easily accessible in Baldwin Park Village Center and along Winter Park's renowned Park Avenue, while everyday conveniences and AdventHealth Winter Park are also nearby. This location offers a balance of neighborhood tranquility and convenient access to the amenities that define the Winter Park lifestyle.

513 Dunraven Drive, Winter Park

$724,900

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

FULLY RENOVATED Winter Park Pines Home with Mother-in-Law Suite, NO HOA & Prime Location! Welcome to this beautifully transformed Winter Park Pines residence, where modern design, thoughtful upgrades, and flexible living spaces come together in one exceptional home. Ideally located adjacent to the Cady Way Trail, with NO HOA, this property offers the lifestyle and convenience of Winter Park with the flexibility today’s buyers are looking for. Upon entering, you’re greeted by a dramatic custom charcoal accent wall with geometric detailing, creating a distinctive architectural focal point and setting the tone for the home’s contemporary design. Inside, the open and inviting floor plan features Luxury Vinyl Plank flooring throughout, recessed LED lighting, all-new interior doors, and a stylish LED fireplace that adds warmth and ambiance to the main living area. The completely renovated kitchen is designed for both everyday living and entertaining, featuring new Shaker-style cabinetry, Quartz countertops, a large center island, luxury backsplash, stainless-steel appliances, and a dedicated coffee bar with wine refrigerator. The open layout provides an ideal gathering space for family and guests. The home also features a private Mother-in-Law Suite with its own entry and outside walkway, offering exceptional flexibility for extended family, overnight guests, a home office, or a private living area. The suite includes its own beautifully renovated bathroom with a rain shower, enclosed by a ceiling-to-threshold glass pane, and an illuminated LED mirror. The primary suite bathroom has been upgraded to a luxurious, contemporary retreat, featuring a smart toilet, dual vanities, illuminated LED mirror, and an executive-style stand-up rain shower. The shower incorporates a thoughtfully designed inclined floor that directs water into a rectangular drain, along with a striking floor-to-ceiling glass enclosure, creating a clean, open, and refined feel without the need for a traditional shower curtain. Additional major improvements include a new Carrier HVAC system, tankless water heater, updated double-pane windows, complete re-plumbing, re-wiring with an updated electrical panel, and a new roof installed 7/17/2023. Step outside and enjoy the home’s inviting outdoor spaces, including a covered front porch with dusk lighting, screened rear porch, spacious backyard, and oversized driveway. A series of cement slab walkways, separated by polished, large river stones, leads from the garage to the front door, with matching paths continuing along the rear of the home. Solar security lighting and decorative LED lighting add both functionality and evening ambiance. Ideally situated in Winter Park Pines and directly adjacent to the Cady Way Trail, the home offers convenient access to major roadways, hospitals, golf courses, colleges, shopping, dining, and highly regarded private schools—all within a short drive. With an extensive renovation, three beautifully updated bathrooms, a private Mother-in-Law Suite, modern kitchen, tankless water heater, new roof, updated electrical and plumbing, NO HOA, and an outstanding Winter Park location, this home offers a rare combination of style, functionality, and convenience. Come experience the renovation, thoughtful details, and flexible floor plan in person. Schedule your private showing today!

266 N Ranger Boulevard, Winter Park

173 Scottsdale Square Unit 173, Winter Park

$100,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

INVESTMENT OPPORTUNITY! Add this well-maintained condo to your investment portfolio or make it your next income-producing property. Featuring a functional layout, neutral finishes, easy-care flooring, stainless-steel appliances, and plenty of natural light, this unit offers an attractive and low-maintenance option for investors. The comfortable living area flows to the outdoor space through sliding glass doors, creating a bright and inviting atmosphere. Conveniently located near shopping, dining, major roadways, and everyday necessities. Whether you're expanding your rental portfolio or looking for your next investment opportunity, this condo is worth a look. Schedule your showing today!

173 Scottsdale Square Unit 173, Winter Park

$319,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Pointe 02 Ph 01 SubDv. ⋅ 32792 Zip Code

This ONE STORY Villa-Style condo is in a nice, quiet, Winter Park community close to everything! The open layout has a formal dining room and living room with a brick fireplace! The vaulted ceilings give it a large airy feeling especially with two atriums full of natural light! Sliding glass doors lead to a rear screened in porch from the Living Room. A perfect place to enjoy your morning coffee! The primary suite has large glass doors, going out to the private open air patio and garden area! The Kitchen atrium allows even more sun light and a place for your favorite plants! The kitchen cabinets and the movable coffee bar give plenty of storage space! Or you may want a two seater table and chair instead!! The beautiful granite speaks for itself. The best part is yet to come!! This condo has a 2 car Garage with a wall of storage cabinets. Plenty of room for your vehicle w added storage! Tile Roof new (2025). Membrane Roof new (2020). Re-piped (2013). AC new inside/out (2018). Electrical checked at move in (2013). You are minutes from Ward Park, Cady Way Trail and Pool, Crosby Wellness Center and Advent Health Winter Park Hospital, plus numerous stores and restaurants! This is a VERY QUIET 55+ community which allows no leasing through their BYLAWS !

192 Balfour Drive Unit 2, Winter Park

$654,000

3 Beds ⋅ 2 Baths ⋅ Sanctuary At Aloma SubDv. ⋅ 32792 Zip Code

POOL HOME IN WINTER PARK! Beautifully maintained 2015-built one-story in the quiet, gated community of Sanctuary at Aloma, offering 2,265 sq ft with 3 spacious bedrooms, a dedicated den/flex/home office, and a separate formal dining room, all on one level with no stairs. The open-concept great room flows into a light-filled kitchen featuring a large center island, stone countertops, a sleek backsplash, and abundant cabinetry, perfect for entertaining. The private primary suite is a true retreat with a separate soaking tub and shower plus plenty of storage. Secondary bedrooms are well sized with great closet space. Step outside to your screen-enclosed in-ground pool, added in 2020, with a covered sitting area and a fully fenced, beautifully landscaped backyard, privacy rarely found at this price point. Additional features include tile and laminate flooring, an owned security system, an attached 2-car garage, public water and sewer, and excellent curb appeal with stucco exterior and carriage-style garage door. Low quarterly HOA and NO CDD. Minutes from SR-417 at Aloma Ave, placing UCF, Research Park, Oviedo, and downtown Orlando within an easy commute. Close to Winter Park Village, historic Park Avenue, Full Sail, Rollins College, and Orlando International Airport. All information deemed reliable but not guaranteed; buyer and buyer's agent to verify all measurements and features. Schedule your private showing today!

5303 Pine Lily Circle, Winter Park

$585,000

4 Beds ⋅ 4 Baths ⋅ Bear Gully Forest SubDv. ⋅ 32792 Zip Code

RENOVATED 4 BED / 3.5 BATH ON AN OVERSIZED 0.57-ACRE LOT | GOURMET KITCHEN | SCREENED LANAI | FENCED YARD | ROOF 2018 | FLOOD ZONE X | LOW HOA. Welcome to 4260 Bear Gully Road, a move-in-ready two-story home on nearly 25,000 sq ft of land, with space for a pool, garden or play area (buyer to verify). The gourmet kitchen was fully remodeled two years ago with upscale cabinetry and modern appliances, and luxury vinyl flooring gives the home a clean, low-maintenance look. The primary suite is on the first floor with a walk-in closet, and four bedrooms and three and a half baths give everyone room for family, guests or a home office. Ceiling fans, a two-car garage with opener, and concrete block and stucco construction add comfort and peace of mind. Relax on the screened lanai overlooking the large fenced backyard. Near Publix-anchored shopping and dining on Aloma Avenue, AdventHealth Winter Park, the Cross Seminole Trail and SR 417, with Winter Park Village and Park Avenue a short drive away. Seminole County schools: Eastbrook Elementary, Tuskawilla Middle and Lake Howell High (buyer to verify). Seller has a recent third-party home inspection report on file, available to buyers upon request. Buyers are encouraged to conduct their own inspections during the inspection period. Schedule your showing today!

4260 Bear Gully Road, Winter Park

$637,500

4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code

PRICE JUST REDUCED!! Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates. Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood. Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror. Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod. Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed. All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando. Don't miss out on one of the lowest priced homes in Winter Park School district!!

2215 Woodcrest Drive, Winter Park

$825,000

3 Beds ⋅ 3 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, this 3-bedroom, 3-bathroom home offers 2,488 square feet of thoughtfully designed living space with vaulted ceilings, multiple living areas, and an effortless flow that makes everyday living and entertaining feel natural. From the moment you arrive, the lush new landscaping and charming entry create a warm first impression, while the spacious interior offers plenty of room for family and friends to gather, relax, and enjoy time together. Inside, the home's multiple living areas provide exceptional flexibility, creating inviting spaces for entertaining, casual gatherings, or simply relaxing with family. The kitchen serves as a natural gathering point, featuring white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a convenient coffee/wine bar, and a breakfast bar with seating for four. Whether hosting friends for dinner or enjoying a quiet morning together, the layout offers space for every occasion. The primary suite, thoughtfully added in 2017, is a private retreat designed for both comfort and relaxation. A dedicated sitting room or office provides additional flexibility, while the spacious walk-in closet offers abundant storage. The expansive ensuite bathroom delivers a true spa-like experience, featuring a large tiled shower with multiple shower heads and a frameless glass enclosure, creating a luxurious place to unwind at the end of the day. A dual vanity with elegant marble countertops and a separate water closet complete this serene retreat. A secondary bedroom with its own ensuite bathroom provides additional comfort and privacy for guests or family members. All bathrooms have been updated, and the bedrooms feature brand-new carpet, while recessed lighting and ceiling fans throughout add to the home's comfort. Step outside to enjoy the privacy of the fully fenced backyard, with fencing replaced in 2025, a brand-new deck, and beautiful new landscaping. The outdoor space offers another inviting setting for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Beyond the home, the location places you just steps from Brookshire Elementary and close to the Cady Way pool, playground, beach volleyball, tennis and pickleball courts, Cady Way Trail, and Winter Park Pines Golf Course. You'll also enjoy convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. With its welcoming entry, versatile living spaces, spa-inspired primary retreat, private setting, and exceptional Winter Park location, this home offers an ideal backdrop for gathering, relaxing, and making memories with family and friends. ROOF(S) - Main - 2022, Family Room - 2019, Primary Suite - 2017 HVAC - 2021 MINI-SPLIT - 2026

2345 Brookshire Avenue, Winter Park

$439,900

4 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code

Completely refreshed and ready to enjoy. This home features an updated kitchen with new appliances, stylish tile flooring throughout the main living areas, and an open floor plan that now combines the kitchen, family room, and dining space into one bright, connected gathering area. The pool and deck has been resurfaced, making outdoor living easy from day one. Move-in ready with the work already done—just bring your furniture and start living. Schedule your showing today.

3209 Heartwood Avenue, Winter Park

$769,000

4 Beds ⋅ 3 Baths ⋅ Sherbrooke SubDv. ⋅ 32792 Zip Code

Welcome to 2410 Sherbrooke Rd in Winter Park! This spacious single-story home offers 2,141 sq ft of living space with 4 bedrooms, 2.5 bathrooms, and an attached two-car garage, all in a convenient location within walking distance of Winter Park High School. 10 minutes to Full Sail University, Rollins College, or Downtown Winter Park. Step inside to find generous living and family spaces filled with natural light, beautiful hardwood flooring, and a flexible layout designed for both everyday living and entertaining. The upgraded kitchen features granite countertops, abundant wood cabinetry, stainless steel appliances, recessed lighting, a center island, and a breakfast bar overlooking the family room. The spacious primary suite features new vinyl flooring and an updated en-suite bathroom with dual vanities and a large walk-in shower. Three additional bedrooms provide plenty of flexibility for guests, home office space, or other needs. An additional full bathroom, half bath, and dedicated laundry room complete the interior. French doors lead to the screened patio, offering a comfortable space for outdoor dining and relaxing. Beyond the patio is an exceptionally large backyard surrounded by mature trees and landscaping, with plenty of room for gardening, recreation, entertaining, or creating your own outdoor retreat. Major improvements include a ROOF REPLACED IN 2022 and A/C REPLACED IN 2022, giving the next owner added peace of mind. With its upgraded kitchen and bathrooms, spacious floor plan, beautiful flooring, huge backyard, screened patio, two-car garage, and recently replaced major systems, this Winter Park home offers an outstanding combination of space, comfort, and location. Schedule your private showing today and discover everything this home has to offer!

2410 Sherbrooke Road, Winter Park

$3,750,000

4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code

Welcome to an extraordinary private lakefront retreat in Winter Park, where expansive grounds, exceptional amenities, and breathtaking Lake Howell views come together in one special property. Set behind a private gated entrance on approximately 4.3 total acres, with roughly half of the property consisting of dry land and the balance extending into Lake Howell, this remarkable estate offers a rare combination of privacy, space, and direct lake access, yet remains just minutes from the charm of Park Avenue, Interlachen Country Club, shopping, dining, and everything Winter Park has to offer. Lake Howell provides a spectacular backdrop for everyday living and entertaining, with opportunities for boating, fishing, water sports, sunset cruises, and unforgettable days on the water. The property features its own private boat ramp, boathouse, and boat dock, making lake life exceptionally convenient. The grounds are designed for both grand entertaining and relaxed family living. A massive detached barn offers an incredible flexible space for private events, parties, gatherings, game nights, or simply creating your own ultimate entertainment venue. Fully air conditioned and featuring high ceilings, the barn provides room for additional vehicles, RVs, boats, recreational equipment, and more. It also includes a private gym and bathroom, making it a versatile addition to the property. For RV enthusiasts, the property features a full 50 amp RV hookup with water and sewer hookups. The property is Agriculture zoned and allows horses. A separate four-car detached garage with workshop provides substantial storage and workspace. A generator adds convenience and peace of mind. The expansive fenced grounds offer plenty of room for family, pets, recreation, and outdoor activities, including a large playset and a firepit with comfortable seating—the perfect setting for cool evenings, roasting marshmallows, sharing stories, and making memories together. The recently updated pool area is designed to feel like your own private resort. Enjoy the covered lanai, outdoor kitchen, pool, and stunning lake views, along with a gas fireplace that creates an inviting atmosphere for evening entertaining. The outdoor kitchen is a chef’s dream, making it easy to host everything from casual family gatherings to unforgettable waterfront celebrations. Inside, the home was thoughtfully renovated in 2016 and offers just over 3,377 square feet under air, with approximately 7,758 total square feet. Beautiful wood flooring, tile, and carpeted bedrooms create a comfortable blend of style and functionality. The Florida room provides the perfect place to relax, take in the lake views, and enjoy the natural beauty surrounding the home. The upgraded kitchen features stainless steel appliances and a Thermador range, while the spacious executive office provides an ideal work-from-home environment or private study. The residence offers four bedrooms and three bathrooms, providing generous accommodations for family and guests. With multiple indoor and outdoor gathering spaces, extraordinary storage, recreational amenities, and direct access to Lake Howell, this property is much more than a home—it is a private lifestyle estate. Whether you're looking for a peaceful waterfront sanctuary, a place to entertain on a grand scale, a family compound, or simply a rare piece of Winter Park property with exceptional lake access, this property delivers an unparalleled opportunity.

2622 Lake Howell Lane, Winter Park

$739,777

4 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Welcome to Lake Waunatta Woods, where neighbors become family. It is rare to find an exclusive, tight-knit community where neighbors look out for one another, and friendships feel more like family. This charming enclave of homes is a sanctuary of warmth, connection, and tranquility in a well-established Winter Park neighborhood. At the heart of this exceptional community is a beautifully renovated one-story residence, thoughtfully designed and built by its owners with a modern flair. From the moment you arrive, you are greeted by an elegant neutral palette, charming architectural windows and a beautifully pavered driveway leading to the stately four-pane glass front door. Step inside to soaring ceilings, art niches, elegant and an abundance of natural light that creates a warm and inviting atmosphere. To the right of the entry, the formal living room offers versatility and could easily serve as a home office, library, or additional gathering space. The heart of the home is the extraordinary chef's kitchen, beautifully appointed with custom Dovetail Gray cabinetry, oak cabinetry accented with ebony pulls, stacked white subway tile backsplash, farmhouse sink, wine cooler, state-of-the-art appliance package and a spectacular 10-foot island topped with luxurious white quartzite accented by subtle veining. This stunning kitchen flows effortlessly into the family room, creating an ideal space for everyday living and entertaining. Luxury plank flooring, neutral earth tones, and a dramatic wood-burning fireplace surrounded by natural floor-to-ceiling stone add warmth and character, while the abundance of natural light brings the beauty of the outdoors inside. The primary suite is a private retreat styled in a calming ivory palette, with wood floors, beautifully dressed windows and double doors opening directly to the poolside. The primary bath offers a distinctive custom vanity with a charming wooden treasure-chest design and a luxurious walk-in shower finished with stacked white subway tile, sitting bench and multiple shower heads for the ultimate in comfort and relaxation. Each bedroom is thoughtfully equipped with a California Closet system. Two additional generously sized bedrooms and a beautifully updated shared bath complete the one-story floor plan, offering flexibility for every lifestyle. This home has been lovingly maintained and thoughtfully refreshed, with major systems and improvements recently completed, including Andersen windows in 2024, roof in 2024, renovated baths in 2023, blown attic insulation in 2023, water heater in 2025, pool resurfacing in 2021, new salt system in 2026, and a Trane variable-speed air-conditioning system with UV light purification. The fully fenced PVC backyard provides a private setting surrounded by peaceful wooded views and beautifully landscaped grounds featuring Blue Bamboo, Foxtail trees, flower beds, and decorative river rock. Step outside to your own private backyard retreat, complete with a sparkling saltwater swimming pool and generous space for outdoor entertaining, relaxing, and enjoying the Florida lifestyle. A separate detached office/den adds exceptional versatility, featuring electricity, soundproofing and internet connectivity, making it ideal for a private home office, gym, playroom, studio, or creative space. The European-style pergola is equipped with power for lighting and a unique roof and gutter removal system and was thoughtfully designed for outdoor living space.

4039 Cool Water Court, Winter Park

5108 Lazy Oaks Drive Unit 5108, Winter Park

$255,000

2 Beds ⋅ 2 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code

Welcome to 5108 Lazy Oaks Drive, a 2-bedroom, 2-bathroom condo in a desirable Winter Park location. This light-filled home has approximately 1,008 square feet of comfortable living space with a functional floor plan, abundant windows, skylight and sliding glass doors that bring in plenty of natural light. The spacious living room features a beautiful brick fireplace and sliding glass door access to the screened-in back patio. The patio can also be accessed directly from the primary bedroom, creating a wonderful private outdoor space to enjoy your morning coffee, relax, or entertain. The primary suite features an en-suite bathroom with a walk-in shower, spacious two-sink vanity, and plenty of closet space. The guest bedroom is conveniently located just two steps from the second full bathroom, providing an ideal setup for family, guests, or a home office. The well-maintained original kitchen includes an electric range and oven, refrigerator, dishwasher, and two-basin stainless steel sink. Well-maintained tile flooring runs throughout the home, offering durability and easy maintenance. The spacious one-car garage has more than just parking, with a washer and dryer and plenty of additional storage space. The HOA fee is $277 per month and includes lawn maintenance and responsibility for the entire exterior of the condo, including the roof, providing added convenience and peace of mind for the homeowner. With its fresh interior, abundant natural light, brick fireplace, screened-in patio, private primary suite, attached garage, and low-maintenance lifestyle, 5108 Lazy Oaks Drive is a wonderful opportunity to own a comfortable home in Winter Park.

5108 Lazy Oaks Drive Unit 5108, Winter Park

285 Lewfield Circle Unit 285, Winter Park

$147,000

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando, with easy access to shopping, dining, and major highways. Community amenities include two pools, a tennis court, fitness center, and clubhouse. HOA includes water, trash, internet, pest control, exterior maintenance, and grounds care. A great opportunity to enjoy a low-maintenance lifestyle in a highly convenient Winter Park location.

285 Lewfield Circle Unit 285, Winter Park

$550,000

4 Beds ⋅ 2 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

WOW! Now offered at $25,000 less, this fully renovated Winter Park POOL home pairs move-in-ready style with an expansive .36-acre lot! With FOUR bedrooms, TWO updated bathrooms and nearly 2,000 square feet, you’ll enjoy a beautifully renovated kitchen, a split floor plan and a screened lanai overlooking your private pool—all ready for your next chapter in the established Arrowhead Cove Neighborhood!This home was thoughtfully renovated throughout, this move-in-ready residence combines modern finishes, an ideal SPLIT FLOOR PLAN and exceptional outdoor living with a location zoned for top-rated Winter Park schools. Inside, ALL brand-NEW WINDOWS AND SLIDERS, installed in 2026, fill the home with natural light while wood laminate flooring, fresh interior paint, and recessed lighting create a polished, comfortable atmosphere. The RENOVATED 2025 KITCHEN features crisp white shaker-style cabinetry, quartz countertops, brand-new stainless steel appliances and a spacious stainless sink, creating a stylish and functional centerpiece for everyday living and entertaining. The private primary suite is thoughtfully separated from the secondary bedrooms and offers dual built-in closets and a FULLY RENOVATED ensuite BATHROOM with a double quartz vanity, beautifully tiled shower and separate water closet. Three additional bedrooms share a FULLY RENOVATED hall bathroom featuring a double quartz vanity, tiled tub/shower and convenient direct access to the pool area. Step outside to your own private backyard retreat, where a spacious screened LANAI overlooks the sparkling in-ground POOL. Resurfaced in 2025, the chlorine-generated pool also features a NEW PUMP, LIGHT, steps and filter. A separate GAZEBO provides another inviting space for outdoor dining or relaxing, while the FULLY FENCED oversized .36-acre pie-shaped lot offers plenty of room to enjoy the outdoors. A TWO-CAR garage adds everyday convenience and storage. Ideally located just FIVE minutes from Full Sail University and SR 417, approximately 15 minutes to UCF and 20 minutes to Orlando International Airport, this exceptional home also offers easy access to Target, Costco, grocery stores and abundant retail. Only 15 minutes from Downtown Winter Park luxury dining and shopping. With extensive 2025-2026 renovations, a private pool and an oversized lot in a highly desirable Winter Park school zone, this is a rare opportunity to enjoy turnkey living in a prime Central Florida location. ROOF - 2023 HVAC - 2018 PLUMBING - 2025 WATER HEATER - 2017

7525 Lodge Pole Trail, Winter Park

$735,000

4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Virtually Staged. Gated Community | Dual Primary Suites | Main-Level Living | Located in Winter Park’s gated Hawks Crest community, this two-story home pairs a spacious open floor plan with a private backyard setting and a layout that offers exceptional versatility. The main level includes the primary suite, dedicated study, laundry room, kitchen, and principal living areas, making day-to-day living possible without the need for stairs. The gourmet kitchen features quartz countertops and 42-inch cabinetry, while 8-foot interior doors add height and proportion throughout. Large sliding glass doors open to an oversized screened and covered patio with eastern exposure, morning sun, and no rear neighbors. Built in 2020, the home also offers the advantages of newer construction, complemented by a tile roof. Upstairs, the 4-bedroom, 3.5-bath floor plan includes three bedrooms, one serving as a second primary suite, along with a large bonus room and separate loft. Hawks Crest is set along Lake Howell and offers a clubhouse, fitness center, community pool, splash pad, parks, walking trails, grilling and picnic areas, and a pier with lake access. Park Avenue, shopping, dining, recreation, and major roadways are all within convenient reach.

1287 Verdant Glade Place, Winter Park

$860,000

5 Beds ⋅ 4 Baths ⋅ Lake Ann Estates Unit 3 SubDv. ⋅ 32792 Zip Code

Virtually Staged. Set on nearly an acre in Winter Park, this stately two-story home offers five bedrooms and three and a half bathrooms across more than 3,200 square feet of elegant living space. A dramatic two-story foyer with a sweeping staircase welcomes you into light-filled formal and casual living areas, including a spacious great room anchored by a fireplace. The gourmet island kitchen features rich cabinetry, stainless steel appliances, and generous counter space, flowing effortlessly to the surrounding living and dining spaces finished with wood-look flooring. The expansive primary suite provides a spa-like bath with a soaking tub and a separate glass-enclosed shower, while four additional bedrooms offer ample room for rest or a home office. Outside, a screened, in-ground pool and spa are framed by a paver deck and a large fully fenced yard, complemented by a covered patio and an oversized three-car garage. A rare offering of space and comfort on a generous, secluded lot. Included 100-Day Home Warranty with buyer activation

120 Longbranch Road, Winter Park

$530,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome home to this beautifully presented 4-bedroom, 3-bath home located in Winter Park Estates. Offering a comfortable single-story layout and solid block construction, this home combines character, functionality, and inviting indoor and outdoor living spaces. Step inside to a spacious living area that flows naturally into the kitchen and adjoining living spaces, creating an excellent layout for everyday living and entertaining. One of the standout features is the private in-ground pool, creating a wonderful backyard setting for relaxing, entertaining, and enjoying Florida's year round outdoor lifestyle. The property also offers an attached garage, additional storage, and a functional layout designed to make the most of the home's space. Located in an established Winter Park neighborhood with no HOA, this property offers added flexibility without monthly association fees. The location provides convenient access to shopping, dining, parks, entertainment, and major roadways throughout Winter Park and the greater Orlando area. With its 4-bedroom, 3-bath layout, private pool, block construction, and desirable Winter Park location, this home offers a combination of space, convenience, and Florida living that is difficult to find.

2627 Ambergate Road, Winter Park

$599,000

3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Wods SubDv. ⋅ 32792 Zip Code

MOVE IN READY! New roof, new bathrooms, new kitchen, new floors, new electrical panels and more. Located in the beautiful lake community of Lake Waunatta Woods. Large private lot on greenbelt. 3 bedroom, 2 bath POOL home with 2 masters and split floor plan. The second master has outside entrance for option to use as a mother-in-law suite or rental. Spacious living room/dining room, family room, laundry room and 2 car garage. Beautiful pool area with screened porch and two patios. Just minutes to UCF and Full Sail University. Easy access to 417 and 15 minutes to downtown Winter Park, walk to Publix and Target. Fast closing available. Don't miss this gem, pack your bags and live life in this mini retreat that you will call home!

4026 Tenita Drive, Winter Park

$495,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code

Welcome to 5316 Halyard Court, a beautifully updated pool home nestled in the heart of Winter Park. This move-in-ready residence offers the perfect blend of modern finishes, comfortable living spaces, and an incredible backyard designed for enjoying the Florida lifestyle. From the moment you arrive, you'll appreciate the inviting curb appeal, updated front entry, and thoughtfully maintained interior. Inside, the home features an open and functional layout accented by luxury wood-look flooring throughout, neutral designer colors, crown molding, recessed lighting, and abundant natural light. The spacious living areas flow seamlessly together, creating an ideal setting for both everyday living and entertaining. The generously sized bedrooms provide flexibility for families, guests, or a home office, while the updated bathrooms offer clean, contemporary finishes. The primary suite serves as a comfortable retreat with its own private en-suite bath. Step outside to your own private oasis featuring a sparkling in-ground pool surrounded by an expansive travertine paver deck, a screened lanai perfect for year-round relaxation, and a fully fenced backyard shaded by mature trees. Whether you're hosting weekend barbecues, enjoying a quiet evening by the pool, or letting pets and family play, this outdoor space offers endless possibilities. Additional upgrades include owned solar panels for enhanced energy efficiency and long-term savings, an attached two-car garage, and a spacious lot that provides both privacy and room to enjoy the outdoors. Ideally located, this home is just minutes from Downtown Winter Park and the renowned Park Avenue shopping and dining district, Rollins College, Full Sail University, AdventHealth Winter Park, UCF, Valencia College, and numerous parks, golf courses, and recreational amenities. Convenient access to SR-417, SR-436, University Boulevard, and Aloma Avenue makes commuting throughout Central Florida simple and efficient. Combining an exceptional location with modern updates and resort-style outdoor living, 5316 Halyard Court is a rare opportunity you won't want to miss.

5316 Halyard Court, Winter Park

$268,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Turnkey Living in the Heart of Winter Park! Welcome to this beautifully maintained 2-bedroom, 2-bath townhome offering the perfect blend of comfort, convenience, and low-maintenance living. Vacant and move-in ready, this home has been freshly painted and features a recently replaced air conditioning system, providing peace of mind for its next owner. Inside, you'll find a thoughtfully designed floor plan with spacious living and dining areas, a well-appointed kitchen, and two generously sized bedrooms and bathrooms designed for comfort and functionality. Whether you're relaxing at home or entertaining friends and family, this inviting layout makes everyday living effortless. Step outside and enjoy the exceptional community amenities, including a sparkling swimming pool and tennis courts, perfect for enjoying Florida's year-round sunshine. Whether you're a first-time homebuyer, downsizing, seeking a second home, or looking for an investment opportunity, this property offers incredible versatility. Ideally located in desirable Winter Park, you'll be just minutes from shopping, dining, entertainment, major highways, UCF, Full Sail University, Downtown Winter Park, and Downtown Orlando, making commuting and enjoying Central Florida's best attractions a breeze. Don't miss your opportunity to own this beautifully updated, turnkey home in one of Central Florida's most sought-after communities! All room measurements, HOA information, square footage, and property details are deemed reliable but not guaranteed and should be independently verified by the buyer and buyer's agent.

2475 Tahoe Circle, Winter Park

$425,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

Discover the epitome of comfortable living in this fantastic single-family home situated on a generous and spacious corner lot. This meticulously renovated property features 3 bedrooms and 2 bathrooms, offering a perfect blend of modern style and cozy charm. Step inside to experience the allure of an open floor plan that seamlessly connects the living spaces. The kitchen, fully renovated and boasting a contemporary design, is the heart of this home—a perfect gathering place for family and friends. Indulge in the luxury of a private backyard oasis, where tranquility meets outdoor enjoyment. A delightful retreat awaits with a nice backyard, ideal for entertaining or simply unwinding under the stars. Plus, your vehicles and recreational gear are well taken care of with a 2-car garage and an additional boat space. The charm continues outdoors with a great covered lanai, providing the perfect setting for al fresco dining or cozy evenings by the fireplace. Every detail of this home has been thoughtfully curated to enhance your lifestyle. Don't miss the opportunity to make this Winter Park residence your own—where spacious living, thoughtful design, and comfort converge. Schedule your tour today and envision the possibilities that await in this truly remarkable home!

1886 Clematis Lane, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

Virtually Staged. Discover this spacious 3-bedroom, 2-bathroom home offers 1,483 sq ft of comfortable living space with a functional layout and plenty of room for everyday living. The home features a well-appointed kitchen, open living areas, and generously sized bedrooms. Outside, enjoy a private backyard with a swimming pool, creating the perfect space for relaxing, entertaining, and enjoying the Florida lifestyle.

5409 Albert Drive, Winter Park

$449,000

3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Okay, let's talk about this one. Yes, there's green carpet. Yes, it needs your vision. I know exactly what you're thinking right now. But hear me out, because this house has some things going for it that are genuinely hard to find. Start with the location. In under 10 minutes in any direction, you could be having lunch on Park Ave, shopping at Altamonte Mall, or launching your boat up in Maitland. That kind of range is rare in Central Florida, and this spot has it. And there's no HOA here, which if you know, you know. Then there's the pool. A real pool, tucked behind a block wall for total privacy, so you can actually enjoy it without the whole street watching. That kind of setup doesn't come around often. This is a 3 bedroom, 2 bath home with real bones and real space. The layout gives you room to breathe, and the systems that actually matter have already been taken care of. Water heater, brand new in 2026. HVAC, also brand new in 2026. Roof was done in 2025. Plumbing was updated in 2017. So the expensive, unglamorous stuff, the stuff that actually protects your investment, is already handled. The home has been professionally cleaned and pressure washed, so it's not just clean, it's move in ready clean. You could genuinely move in as is and update it slowly, on your own timeline, as your taste and budget allow. No rush. No pressure. Just a solid home with good bones, a pool, an unbeatable location, and all the boring but important stuff already done for you. Sometimes the right house isn't the one that's already finished. It's the one that's ready for you to finish it.

2703 Tierra Circle, Winter Park

$1,449,000

5 Beds ⋅ 5 Baths ⋅ Park Manor First Add SubDv. ⋅ 32792 Zip Code

Virtually Staged. Newly priced and ready for its next owner — this 2021-built Winter Park residence in sought-after Park Manor blends modern luxury with everyday livability. Five spacious bedrooms, four and a half baths, and 3100+ sqft across two thoughtfully designed stories, all just minutes from Park Avenue's shops and restaurants, Rollins College, and A-rated schools. Step inside to soaring ceilings, rich wide-plank engineered hardwood floors, and an open-concept layout where light pours through oversized windows. At the center is a chef's kitchen built for both weeknights and entertaining: quartz island, custom cabinetry, a walk-in pantry, and top-tier built-in appliances flowing seamlessly into the family and dining spaces. The main-floor primary suite is a private retreat with a spa-inspired en suite — soaking tub, glass-enclosed shower, dual vanities, and a generous walk-in closet. Upstairs, additional bedrooms and flexible living space give everyone room to spread out. Smart-home technology, tray ceilings, and designer finishes carry through the entire home. Ask about seller-paid rate buydown options — a smart way to lower your monthly payment in today's market. Priced below comparable new construction on the surrounding streets, this is a rare opportunity to own newer luxury in one of Winter Park's most desirable pockets. Schedule your private showing today.

777 Halifax Avenue, Winter Park

1000 S Semoran Boulevard Unit 408, Winter Park

$138,000

1 Beds ⋅ 1 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

1000 S Semoran Boulevard Unit 408, Winter Park

1000 S Semoran Boulevard Unit 306, Winter Park

$138,000

1 Beds ⋅ 1 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Virtually Staged. Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

1000 S Semoran Boulevard Unit 306, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Recently appraised at $1,250,000! Welcome to one of Winter Park’s most impressive move-in-ready homes, where luxury, comfort, and location come together seamlessly. Completely reimagined and renovated, this stunning 4-bedroom, 4-bath residence offers the rare combination of modern construction quality and an established Winter Park location just minutes from Baldwin Park, Park Avenue, Rollins College, and top-rated schools. From the moment you arrive, the circular driveway, modern architecture, and professional landscaping create a memorable first impression. Inside, abundant natural light and oversized porcelain tile floors lead you through an open-concept floor plan designed for both everyday living and entertaining. At the heart of the home is an extraordinary chef’s kitchen featuring premium Bosch appliances, an oversized quartz island, custom cabinetry, a walk-in pantry, and a stylish wet bar. Whether hosting holiday gatherings or enjoying a quiet morning coffee, this space was designed to bring everyone together. The private owner’s retreat feels like a luxury resort, offering direct pool access, a spa-inspired bathroom with soaking tub and oversized walk-in shower, a custom closet, and a private beverage station. Step outside and experience Florida living at its finest. The resort-style backyard features a sparkling pool, expansive covered lanai, outdoor dining area, and fully equipped summer kitchen complete with grill, refrigeration, storage, and sink—an exceptional setting for entertaining, family gatherings, or simply relaxing at home. A dedicated office, versatile flex room, pool bath, and guest suite provide the flexibility today’s buyers want for working from home, fitness, hobbies, multigenerational living, or media space. Beyond the home, enjoy a lifestyle few locations can match. Walk or bike to nearby parks and trails, spend evenings dining on Park Avenue, explore Baldwin Park’s restaurants and shops, and enjoy convenient access to Downtown Orlando and Orlando International Airport. With a recent $1.25 million appraisal, luxury finishes, smart-home upgrades, resort-style outdoor living, and a premier Winter Park address, this is more than a home—it’s an exceptional lifestyle opportunity in Kenilworth Shores. Schedule your private showing today and experience the difference for yourself.

2015 Summerfield Road, Winter Park

$374,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code

SELLER FINANCING. Stunning 3-bedroom, 2-bath remodeled home with no HOA, ideally located on the border of Winter Park and Orlando. This move-in-ready property features a new roof installed in July 2025, an updated kitchen with beautiful granite countertops and brand-new appliances. Enjoy the perfect combination of comfort, style, and convenience with easy access to shopping, dining, schools, and major roadways. Don't miss this one! Schedule your private showing right away!

1605 Puritan Avenue, Winter Park

$455,000

4 Beds ⋅ 3 Baths ⋅ Trinity Bay SubDv. ⋅ 32792 Zip Code

NEW ROOF TO BE INSTALLED OCTOBER 2026 + NEW WATER HEATER! Welcome to 8433 Commander Cove, a spacious 4-bedroom, 2.5-bath home located on a quiet cul-de-sac in the desirable Trinity Bay community. Vaulted ceilings, abundant natural light and a stunning cathedral-style front window create a bright, inviting feel. The family room features a grand brick fireplace, while the flexible bonus room is perfect for a home office, study or additional living space. The first-floor primary suite offers privacy, dual vanities and French doors leading to the covered lanai. Three additional bedrooms and a second full bath are located upstairs. Enjoy a large, private outdoor space surrounded by mature landscaping—perfect for relaxing or entertaining. Trinity Bay amenities include a community pool, playground and private neighborhood boat ramp with access to the Lake Burkett and Lake Martha Chain of Lakes, offering boating, fishing, water skiing and more. With a new water heater and a new roof scheduled for October 2026, this home offers space, functionality and peace of mind in a fantastic community.

8433 Commander Cove, Winter Park

$369,900

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Virtually Staged. LOCATION! LOCATION! LOCATION! WINTER PARK and PRICED $75,000 BELOW CURRENT MARKET VALUE with plenty of equity for the next family to add there personal touches. A well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, an A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. The property offers endless potential. Featuring a newer roof, and kitchen cabinets and flooring only 3 years old. The home offers added value and peace of mind. Conveniently located near shopping, schools, dining, parks and major roadways, you'll enjoy both comfort and convenience.One or more photo(s) have been virtually staged.

1840 Aster Drive, Winter Park

$449,000

4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

MAJOR PRICE IMPROVEMENT!!! Been looking for a 4 bedroom home? Well, you have found it!!! This one owner home definitely shows pride of ownership! The attention to detail is obvious! Some of the upgrades include a 10 KW solar panel system, double pane gas insulated windows throughout the house and the enclosed lanai. The kitchen has LG appliances and granite countertops. Both bathrooms have updates as well. The house has ceramic tile throughout and bamboo flooring in the master bedroom. More updates include Trane A/C system, newer water heater, roof in 2021, and electrical panel in 2017. Also included are a garage door opener that has battery backup for power outages, ring door sensors on all main windows and doors, motion activated lights at night on all 4 sides of home, a water softener, and an I-Flo system on the A/C. All that, and a desirable neighborhood with highly rated schools! You don't want to miss this one! Make your appointment today!!!

1320 Gladiolas Dr, Winter Park

$999,000

4 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor living, the property features four bedrooms, 4.5 baths, including three complete en-suite setups that offer maximum privacy for family or guests, plus a dedicated 130-square-foot office. Key property features include elegant design. Step onto gorgeous, rich Brazilian cherry wood flooring that flows beautifully through the open living spaces. Work from home where a dedicated, quiet office space provides an environment for remote work, study or creative projects. Spacious kitchen allows you to enjoy an open-concept floor plan, an eating space in the kitchen, solid wood cabinetry, Silestone countertops and coordinating GE Profile appliances, including a convection oven microwave, giving the kitchen dual oven capacity. Indoor laundry room is a convenient, separate indoor laundry room that keeps household chores organized, quiet and out of sight. Private saltwater oasis allows you to relax in your fully fenced, private backyard featuring an in-ground saltwater pool with spa jets and solar heat. Turnkey infrastructure where peace of mind comes built-in with a new roof (2022), fresh exterior paint and trim (2022), and an updated 200-amp electrical panel. Smart home and systems, equipped with an app-controlled smart security system covering all doors and windows, an EcoBee thermostat and energy-efficient LED recessed lighting. Location and lifestyle benefits include top-tier education, zoned for premier Orange County schools, including Brookshire Elementary, Glenridge Middle School and Winter Park High School (home to a globally recognized International Baccalaureate program). Active recreation to Cady Way Park to enjoy the community pool, playground, sports fields and extensive bike trails. Unbeatable convenience just minutes away from Winter Park Pines Golf Course, two Publix grocery stores, and the upscale dining, boutique shopping, and museums of Park Avenue and Baldwin Park Town Center. This exceptional property blends classic Winter Park lifestyle with the modern infrastructure you demand.

616 Brechin Drive, Winter Park

$2,300,000

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. LIMITED-TIME BUYER INCENTIVE! Buyer will receive a $50,000 cash credit at closing OR a $70,000 credit toward upgrades, offering an exceptional opportunity to personalize this custom residence and make it your own. Thoughtfully designed with a refined coastal-modern farmhouse aesthetic, this exceptional custom residence at 938 Enclave Place showcases timeless architecture, elevated craftsmanship, and inviting outdoor living in one of Winter Park’s most desirable boutique communities. Crisp exterior siding, warm natural wood accents, striking dark-framed windows, and beautifully layered landscaping create a sophisticated yet welcoming first impression. Welcome to The Enclave, an exclusive collection of just 23 residences nestled beneath mature oak canopies in the heart of Winter Park. Built by FG Schaub Custom Homes, this intimate community offers the opportunity to enjoy custom-home living just moments from Phelps Park, the YMCA, premier dining and shopping, and the vibrant charm of downtown Winter Park. Inside, an open and thoughtfully designed floor plan blends everyday functionality with effortless entertaining. Refined finishes and carefully curated materials complement the home’s architectural character, while high-performance Low-E double-pane windows, 8-foot solid-core interior doors, and a tankless gas water heater provide modern comfort and efficiency. The gourmet kitchen is both beautiful and functional, featuring premium Wolf and Sub-Zero appliances, elevated finishes, and a timeless design that flows seamlessly into the surrounding living spaces. Whether hosting friends or enjoying a quiet evening at home, the layout creates an inviting atmosphere with a natural connection between indoor and outdoor living. Step outside to your private backyard retreat, complete with a resort-style pool and a fully equipped summer kitchen featuring a grill and refrigerator. Designed for entertaining and relaxation, these outdoor spaces embrace the best of the Florida lifestyle year-round. Buyers have the opportunity to personalize select finishes and explore certain floor plan modifications, subject to builder approval and construction stage. Additional upgrade possibilities may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, builder pricing, and availability. The limited-time buyer incentive provides added flexibility to tailor the home to your vision. Combining distinctive architecture, exceptional craftsmanship, and an enviable Winter Park location, 938 Enclave Place presents a rare opportunity to own a custom residence in The Enclave. Enjoy the best of boutique community living with convenient access to parks, shopping, dining, and everything that makes Winter Park so sought-after. Renderings are for inspirational purposes only and may depict optional features, finishes, landscaping, or upgrades. Actual specifications are subject to builder plans, selections, and availability. Buyer incentive is subject to builder terms, eligibility, and applicable contract provisions.

938 Enclave Place, Winter Park

$2,275,000

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. Lot 19 at 930 Enclave Place presents a rare opportunity to own a newly constructed custom home in one of Winter Park’s most desirable locations—where thoughtful architecture, exceptional craftsmanship, natural beauty and walkable convenience come together. This exceptional custom residence within The Enclave, a premier boutique community in the heart of Winter Park. Featuring an exclusive collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies and crafted by FG Schaub Custom Homes, The Enclave offers a rare combination of privacy, walkability and timeless Central Florida charm. Ideally located within a short walk of Phelps Park, the YMCA, local dining and shopping, and just minutes from the renowned restaurants, boutiques and cultural attractions of downtown Winter Park. This stunning 5-bedroom, 4.5-bath custom residence offers 3,813 square feet of thoughtfully designed living space and a 2-car garage, showcasing a refined transitional architectural style with a clean, contemporary aesthetic. The striking exterior pairs crisp stucco with warm taupe architectural accents, dark-framed windows and doors, and a dramatic two-story central façade highlighted by expansive windows that flood the interior with natural light. Beautifully layered landscaping and mature greenery create a private, inviting setting that complements the home’s design. Inside, exceptional craftsmanship and elevated finishes define every space. Generous proportions, soaring architectural elements and a carefully curated palette create an environment that is both luxurious and comfortable. High-performance, low-E double-pane windows, 8-foot solid-core interior doors and tankless gas water heaters provide modern efficiency and everyday comfort. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes and custom details. Designed for effortless indoor-outdoor living, the home features a private pool, covered outdoor living space and a well-appointed summer kitchen with grill and refrigerator, creating the perfect setting for entertaining or enjoying quiet evenings at home. The spacious floor plan offers flexibility for both everyday living and hosting guests, with generous bedrooms and beautifully considered living spaces throughout. There is still an opportunity for the Buyer to personalize select design finishes and explore certain plan modifications. Additional upgrades may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility and community guidelines.

930 Enclave Place, Winter Park

$1,299,000

4 Beds ⋅ 4 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Step into elevated Florida living with this stunning brand-new residence, where modern design meets lasting quality. Constructed with solid block and steel framing for superior durability, this home is quietly nestled on a cul-de-sac in one of Winter Park’s most up-and-coming areas—without the restrictions of an HOA. Just moments from Interlachen Country Club and the charming Lakemont Heights neighborhood, the location offers both prestige and convenience. From the moment you enter through the impressive double doors, you’re welcomed by a light-filled, open-concept design. Soaring 10-foot ceilings and elegant 8-foot doors create an airy, expansive feel, while abundant natural light highlights the home’s sleek, contemporary finishes. At the heart of the home, the chef-inspired kitchen truly shines. Outfitted with luxurious quartz countertops, stainless steel appliances, and a custom LED-lit wine display, it’s designed to impress. The seamless flow into the living and dining spaces—along with views of the backyard—makes it perfect for entertaining or everyday connection. The primary suite is a private sanctuary, offering a spa-like escape with dual vanities, a spacious dual-entry shower, and a freestanding soaking tub designed for relaxation. With three additional bedrooms, a dedicated office, and 3.5 beautifully appointed bathrooms, this thoughtfully designed single-story home provides nearly 2,500 square feet of flexible living space. Outdoors, your personal retreat awaits. Enjoy year-round Florida living on the covered lanai, complete with a built-in summer kitchen and a custom-designed pool—ideal for hosting or unwinding. The fully fenced yard features new vinyl fencing, fresh sod, and an automated sprinkler system for effortless maintenance. Perfectly positioned near Phelps Park, the Winter Park YMCA, Lakemont Elementary, and an array of top-tier shopping and dining destinations, this home delivers the ideal blend of privacy, craftsmanship, and everyday luxury.

102 Bell Place, Winter Park

$825,000

4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Winter Park - Located in the gated community of Hawks Crest, this 4-bedroom, 3.5-bath home offers 2,589 square feet of well-designed living space on a premium pond-view lot. Built in 2020, the home features a downstairs primary suite, open-concept living area, and a versatile upstairs loft. Additional highlights include a tile roof, modern finishes, a screened-in patio for outdoor living, and access to community amenities. This home combines location, layout, and value in a beautiful Winter Park gated communities.

1131 Wildmeadow Run, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Under Construction. Buyer Incentive Limited time - Choose from $30,000.00 cash credit or $40,000 credit towards upgrades. 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.

901 Enclave Place, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Under Construction. Under Construction Buyer Incentive Limited time - Choose from $30,000.00 cash credit or $40,000 credit towards upgrades.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, 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.

905 Enclave Place, Winter Park

$2,070,000

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. Buyer incentive - $50,000 cash credit at closing or $70,000 credit towards upgrades. Inspired by the timeless architecture of Alys Beach, 914 Enclave Place brings a refined coastal aesthetic to one of Winter Park’s most desirable boutique communities. Crisp stucco, soft aqua shutters and garage doors, distinctive architectural detailing, metal roof accents, and warm brick-paver elements create an exterior that is inviting. Located within The Enclave, an intimate collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies, this custom single-family home is being built by FG Schaub Custom Homes, known for exceptional craftsmanship and quality construction. Ideally situated in the heart of Winter Park, The Enclave offers a rare combination of luxury, architectural distinction, privacy, and walkability. Residents are just a short stroll from Phelps Park, the YMCA, dining, and shopping, while the renowned restaurants, boutiques, cultural attractions, and charming streets of downtown Winter Park are only minutes away. Inside, 914 Enclave Place is thoughtfully designed for elevated everyday living, with spacious interiors, refined architectural details, and a curated selection of designer finishes. High-performance Low-E double-pane windows, 8-foot solid-core interior doors, and tankless gas water heater provide modern comfort and efficiency, while premium Wolf and Sub-Zero appliances elevate the kitchen and entertaining spaces. The Florida lifestyle continues outdoors with a private sparkling pool and beautifully appointed summer kitchen featuring a built-in grill and refrigerator, creating an ideal setting for relaxed afternoons and effortless entertaining. Carefully landscaped surroundings and thoughtfully designed outdoor spaces complement the home’s sophisticated architectural aesthetic. With its distinctive Alys Beach-inspired architecture, exceptional craftsmanship, upscale finishes, and coveted Winter Park location, 914 Enclave Place offers a rare opportunity to own a custom residence in an intimate community designed around enduring style and livability. There is still time for the Buyer to personalize select design finishes and explore certain home plan modifications. Additional upgrades may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options.

914 Enclave Place, Winter Park

205 Lewfield Circle Unit 205, Winter Park

$182,900

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

Virtually Staged. NEW PRICE! Motivated seller! Move-in ready! Exceptional value in the heart of Winter Park! Welcome to this beautifully maintained 2-bedroom, 2-bath ground-floor condominium, where comfort, convenience, and an unbeatable location come together. The thoughtfully designed floor plan features an open-concept living and dining area, a screened patio overlooking peaceful landscaped gardens, and recent upgrades and maintenance, including a new electrical panel (2024), washer & dryer (2024), dishwasher (2023), refrigerator (2020), and a complete A/C system service (2025). Enjoy resort-style amenities at Stratford at Winter Park, including two swimming pools, two lighted tennis courts, a fitness center, clubhouse, and car care facilities, all within a beautifully maintained community. Perfectly located just minutes from Park Avenue, Baldwin Park, Full Sail University, Rollins College, AdventHealth Winter Park, shopping, dining, cafés, golf courses, and major highways, this home offers the ideal balance of everyday convenience and the sought-after Winter Park lifestyle. Competitively priced and offering exceptional value in today's market, this move-in-ready home presents the perfect, investor-friendly environment with high rental potential, while also serving as an ideal primary residence or seasonal getaway. Schedule your showing today! Note: Some photos have been virtually staged for illustrative purposes.

205 Lewfield Circle Unit 205, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Aloma SubDv. ⋅ 32792 Zip Code

Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.

2231 Nairn Drive, Winter Park

$499,000

2 Beds ⋅ 1 Baths ⋅ Aloma SubDv. ⋅ 32792 Zip Code

Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.

230 Strathy Lane, Winter Park

$479,999

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code

NEW FLOORS, POOL, NO HOA, 4-YEAR-OLD ROOF & NEWER A/C!** Move-in ready 4-bedroom + office home offering 2,092 SF in the desirable Winter Woods/Lake Howell area of Winter Park. This well-maintained home features **brand-new flooring**, an open floor plan, granite countertops, modern appliances, abundant cabinetry, and a wood-burning fireplace. Enjoy Florida living with an oversized enclosed Florida room overlooking the **private in-ground pool and fully fenced backyard**—perfect for entertaining, pets, and relaxing. The spacious primary suite offers pool views, while the additional office/bonus room provides flexibility for working from home or extra living space. Additional features include a **roof approximately 4 years old, newer A/C, irrigation system, attached 2-car garage, additional parking, and NO HOA**. Conveniently located near shopping, dining, parks, golf, SR-417, SR-436, I-4, UCF, Downtown Orlando, and Winter Park amenities. **Vacant and ready for immediate occupancy—schedule your showing today!**

2217 Sussex Road, Winter Park

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$285,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to this spacious 2-bedroom, 2-bathroom condo with a versatile loft, ideally located in desirable Winter Park. Featuring one of the largest floor plans in the community, this home offers an abundance of living space and a flexible layout perfect for relaxing, entertaining, working from home, or creating a guest space. Recently painted and filled with natural light, the home features charming skylights and a welcoming atmosphere throughout. Located on a quiet, tree-lined street, this peaceful community offers a wonderful combination of privacy, convenience, and amenities. Residents enjoy access to a community pool, tennis court, pickleball court, and clubhouse/club room — providing plenty of opportunities for recreation and gathering with friends and neighbors. The location is hard to beat, with easy access to shopping, dining, parks, major roads, and all the amenities of Winter Park. Located within Seminole County schools, this condo is an excellent opportunity for those looking for a spacious home in a quiet community with an ideal Winter Park location. Come see why this one stands out!

2336 Sun Valley Circle Unit BLDG 20, Winter Park

Active listings	roughly 60 to 70
Median list price	$509,999
Price range	$100,000 to $3,750,000
Median size	1,737 sq ft
Median bedrooms	4
Median year built	1978
Median days on market	79

No association at all	39	No HOA, no dues, no architectural approval. You answer to the county and to any deed restrictions recorded on the plat, nothing else.
Association exists, membership optional	1	There is a community association but dues and membership are voluntary. No mandatory assessment, no enforcement arm, and usually no approval process for what you do with your own house. Many owners join for the amenities and nothing happens if you do not.

under $300k	11
$300k-$500k	20
$500k-$750k	13
$750k-$1M	5
$1M+	14

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