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$535,000
4 Beds ⋅ 3 Baths ⋅ Bear Gully Forest SubDv. ⋅ 32792 Zip Code
ACCEPTING BACK-UP OFFERS.....This is the one you've been waiting for! Located in Winter Park and on OVER HALF AN ACRE this lovely home is awaiting new owners. Step inside and notice the welcoming feeling, with NEW FLOORING throughout, TALL BASEBOARDS, built ins and appealing floor plan. The eat-in kitchen has been updated to include STAINLESS APPLIANCES, GRANITE COUNTERTOPS, backsplash, BREAKFAST BAR and open to the family room. The family room extends to the OVERSIZED FLORIDA/SUNROOM (2017), with tinted windows and the PRIVATE BACKYARD VIEW. No rear neighbors here! This sought after 3-WAY SPLIT PLAN offers comfort for the entire family. The primary suite is spacious and quite located on the back of the home. The ensuite offers a walk-in closet, dual sinks, seperate tub and step in shower. The SECOND PRIMARY SUITE has its own bath with step in shower and direct access to the LARGE COVERED BACK PORCH. Two other bedrooms share a bath on the other side of the home. The inside laundry room is a plus. The FENCED in yard is a perfect place to hang out with friends and family. There is a double gate to gain entrance and with conservation on 2 sides, this home offers peace and tranquility while relaxing in your backyard. Other notable upgrades include NEW A/C 2025, Roof 2017. This small community is centrally located close to the 417, shopping, restaurants, UCF, Siemens, great private and public schools, along with the Seminole County Trail for those looking to walk or bike. Not often does a home in this area on this size lot come available, so schedule your showing now before it's too late.

4200 Bear Gully Road, Winter Park
$82,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Beautifully maintained and updated 2 Bedroom and 2 Bath condo in Winter Park! Easy to care for tile floors flow through the kitchen, living, and dining areas. The kitchen features a tile backsplash, newer stainless steel appliances, and cabinets with decorative glass inserts. An open concept living and dining area is bright with a large slider that opens to a private patio. Each bedroom features its own remodeled bathroom, laminate floors, and ample closet space. This community is near Baldwin Park, the Winter Park Pines golf course, Full Sail, and fantastic Winter Park shopping and dining. Enjoy all that makes Winter Park Woods wonderful!

185 Scottsdale Square Unit 185, Winter Park
$169,900
1 Beds ⋅ 1 Baths ⋅ Winter Park Villas Condo SubDv. ⋅ 32792 Zip Code
Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, nestled in the heart of Winter Park. End unit and perfect for investment or first time home owner! This beautifully updated home boasts a private fenced-in courtyard overlooking a serene conservation reserve, offering a peaceful retreat right outside your door. Inside, the open and airy layout is filled with natural light, featuring a cozy wood-burning fireplace—perfect for relaxing evenings. The updated kitchen is a chef’s dream, complete with granite countertops, soft-close cabinets, stainless steel appliances, a farm tub sink, custom backsplash, and a spacious island ideal for gourmet cooking and entertaining. The spacious primary bedroom includes a walk-in closet and an updated bathroom with dual sinks and built-in shelving, providing both style and functionality. Located just minutes from restaurants, shops, boutiques, Full Sail University, UCF, Rollins College, and Downtown Winter Park, this condo offers an unbeatable location with access to the best of the area. Don't miss this incredible opportunity—schedule your showing today!

631 Grenadine Court Unit 631, Winter Park
$170,000
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
beautiful Condo in of Winter Park. This spacious second-floor unit is filled with natural light from its large windows, creating a bright and inviting atmosphere. The main living areas feature wood laminate tile flooring, while the kitchen showcases sleek granite countertops for a modern touch. Both bathrooms have been stylishly updated with contemporary fixtures and finishes, adding to the home’s fresh, sophisticated feel. Located near top-rated schools, excellent dining, and shopping centers, this condo offers unmatched convenience. The community also features a sparkling pool, and the HOA covers trash, water, and exterior maintenance, ensuring a low-maintenance lifestyle. Don’t miss this opportunity—schedule a viewing today!

3651 N Goldenrod Road Unit 210, Winter Park
$399,900
3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 2 SubDv. ⋅ 32792 Zip Code
Beautifully renovated home located in the highly sought after Winter Park area. This 3/2 home has a circular driveway and showcases a modern landscape package. Renovations include: New Interior/exterior paint, newer roof, updated windows, a brand new sewer line, new flooring throughout, updated kitchen that includes wood cabinets, granite counter tops, back splash and stainless steel appliances. Bathroom updates include new shower and floor tile, vanity and counter tops as well as new fixtures throughout. A cozy wood burning fire in the living area as well as a separate formal dining area. Newer A/C unit and water heater.

5055 Lake Howell Road, Winter Park
$422,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 03 SubDv. ⋅ 32792 Zip Code
Charming Newly Remodeled Home with Modern Touches and Ample Outdoor Space Discover the perfect blend of comfort and style in this beautifully remodeled home, offering an array of modern amenities and inviting living spaces. Situated in a friendly neighborhood without HOA , this property features a spacious open concept design, perfect for both relaxing and entertaining. Here's what makes this home a standout choice: Interior Features: Open Space Concept: The heart of the home is its open floor plan that seamlessly connects the living room, dining area, and kitchen, creating an expansive and welcoming space. Natural light floods through large windows, highlighting the fresh, neutral color palette and contemporary finishes. Modern Kitchen: Cook and entertain in style in the completely renovated kitchen equipped with brand-new stainless steel appliances, sleek new cabinetry with soft-close features, and stunning quartz countertops. The kitchen not only boasts aesthetic appeal but also functionality, ideal for both everyday living and hosting gatherings. Luxurious Bathrooms: Both bathrooms have been transformed into modern sanctuaries, featuring the latest in design trends. Expect high-end finishes, elegant fixtures, and a soothing, spa-like atmosphere that makes every day feel like a retreat. Comfort and Convenience: Enjoy the comfort of a new air conditioning system ensuring your home stays cool during warmer months. The interior also includes freshly laid flooring and a palette that complements any décor style. Exterior and Utilities: Recent Updates: New roof . Outdoor Living: Step outside to a generously sized backyard offering ample space for outdoor activities, gardening, or simply soaking up the sun with freshly painted pool and new pump . The area is a blank canvas ready to be transformed into your personal oasis. Parking and Storage: The attached 2-car garage provides not only room for vehicles but also additional storage space, helping to keep your home clutter-free and organized. Location and Nearby Amenities: Nestled in a desirable community, this property is ideally located to enjoy both tranquility and convenience. Enjoy easy access to local shopping, dining, and entertainment options, along with parks and recreational facilities, ensuring you're never far from everything you need. This home is a rare gem, perfectly marrying modern updates with timeless comfort. Whether you're a first-time buyer or looking to upgrade, this property promises to be a place where memories are made. Schedule your visit today and come see why this should be your next home.

7427 Houston Court E, Winter Park
$110,000
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Nestled in the heart of Winter Park, this 1-bedroom, 1-bathroom ground-floor condo is brimming with potential! Featuring an open living and dining area, this unit offers a functional layout ready for your personal touch. The spacious bedroom includes ample closet space. With a little TLC, this condo can be transformed into the perfect cozy retreat or investment opportunity. Located in the desirable Stratford Condominium community, residents enjoy access to a clubhouse, swimming pool, and fitness center. Conveniently situated just minutes from Full Sail University, Rollins College, Park Avenue, and Winter Park’s top dining and shopping destinations, this condo offers an unbeatable location at an incredible value!

291 Lewfield Circle Unit 291, Winter Park
$265,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
New Price !!Location Winter Park! Charming 2-Bedroom, 2-Bath Single-Story Townhouse – Priced to Sell! This well-located just minutes from shopping, restaurants, banks, and more. Designed for comfort, the open floor plan includes a spacious living-dining combo, tile floors, and a convenient pass-through to the kitchen equipped with granite countertops, light fixtures, wood cabinets, and appliances . Sliding glass doors open to a private, fenced backyard with a large concrete patio—perfect for outdoor relaxation. Roof 2021, AC 2016, Water heater 2023 Schedule your appointment Now!

2464 Harbour Way, Winter Park
$440,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code
MOTIVATED SELLER. Meticulously Maintained Corner-Lot Pool Home with Modern Upgrades & No HOA! Pride of ownership shines throughout this beautifully maintained corner-lot home, offering privacy, space, and modern comfort on over a quarter-acre of professionally landscaped grounds—all with NO HOA! Every detail has been thoughtfully cared for, ensuring a move-in-ready retreat for its next owner. Located in SEMINOLE COUNTY TOP-RATED SCHOOL DISTRICT From the moment you arrive, you'll notice the meticulous upkeep and thoughtful upgrades, including a new roof (2021) and NEW double impact windows, providing both peace of mind and energy efficiency. Inside, the home features all-tile flooring throughout, a spacious open-concept great room, and an abundance of natural light. The oversized area seamlessly flows into a large extra living space, making it perfect for entertaining or customizing to fit your lifestyle. The bright and airy eat-in kitchen offers the perfect spot for casual dining and features a BRAND-NEW DISHWASHER, making meal prep and cleanup a breeze. Step outside to your NEWLY SCREENED-IN LANAI leading to your private backyard OASIS, where you’ll find a large pool with premium Jacuzzi-brand equipment, an extended pool deck, and a huge fenced-in yard—ideal for pets or simply enjoying the Florida sunshine. Whether hosting a gathering or unwinding in your personal sanctuary, this backyard offers the perfect setting. A second water meter adds an extra benefit for the pool house, providing significant savings on water usage, particularly for pool maintenance and landscaping. This home is a rare gem for first-time buyers or anyone looking for a stress-free, move-in-ready home.

5359 Lanyard Court, Winter Park
$450,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to 236 North Ranger Boulevard, a well maintained 4-bedroom, 2-bath ranch-style home in the heart of Winter Park Pines. With 1,844 square feet of inviting living space, this home offers the perfect blend of comfort and convenience, just waiting for your own personal touch. Nestled in a sought-after neighborhood known for its tree-lined streets and friendly community, this home is just moments from Winter Park Pines Golf Club and the Cady Way Trail, making it a haven for outdoor enthusiasts, golfers, and nature lovers alike. Enjoy leisurely morning walks, bike rides, or a round of golf just steps from your front door. The large backyard is ideal for entertaining, gardening, or simply unwinding after a long day. With top-rated Winter Park schools, convenient shopping, and dining nearby, this home truly has it all. Don’t miss the opportunity to make 236 North Ranger Boulevard your own, schedule a showing today!

236 N Ranger Boulevard, Winter Park
$100,000
3 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Price Reduction-Stop by and view this condo located in a prime location. First floor unit-No CARPET-Tile and newer laminate flooring (installed in 2021) that adds a sleek, modern touch throughout. The kitchen comes fully equipped with updated appliances, including a microwave and dishwasher, both replaced in 2021, making meal prep and clean-up a breeze. Recent upgrades include a brand-new water heater, electrical panel, and outlets (2023), The AC fan and capacitor were replaced in 2023, guaranteeing efficient cooling. This condo is perfectly located just minutes away from UCF, Full Sail University, and the vibrant Downtown Winter Park, ensuring you're close to schools, entertainment, dining, and more. With easy access to major highways, commuting is quick and simple. Don’t miss out on the opportunity to own this updated and well-located condo—schedule your showing today!

7340 Daniel Webster Drive Unit 7, Winter Park
$500,000
3 Beds ⋅ 3 Baths ⋅ Lake Waunatta Cove SubDv. ⋅ 32792 Zip Code
Welcome home! This inviting two-story pool home offers the perfect blend of modern features and classic 1980s charm on a large, 0.25-acre lot. Driving up to the property, you immediately notice its quaint, cul-de-sac location and warm curb appeal enhanced by its warm brick facade. At the front door, high ceilings and a cozy fireplace greet you in the living room and lead you into the heart of the home. The kitchen comes adorned with granite countertops, upgraded cabinetry, and recessed lighting, adding a bit of elegance. Its thoughtfully designed layout includes three bedrooms and three bathrooms, two main living spaces, a bonus room, and a large, fenced backyard providing a comfortable and versatile living space. Recent major updates include a brand new roof (12/2024) and newer HVAC Systems (2023 & 2024). The property's location offers easy access to multiple colleges (Full Sail University, UCF, and Valencia College), primary services, daily needs, and major highways, simplifying all aspects of day-to-day life. Whether you're drawn to its modern amenities or convenient location, this property is ready for years to come. Seize the opportunity to own this charming home and start creating unforgettable memories in a space that truly feels like yours.

4309 Enright Court, Winter Park
$280,000
3 Beds ⋅ 2 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this fabulous area! Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting for your home organization needs. Take it easy in the fenced in back yard. The sitting area makes it great for BBQs! Like what you hear? Come see it for yourself!

1727 Winter Green Boulevard, Winter Park
$650,000
3 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this stunning two-story, 3-bedroom, 3 and a half bathroom home, nestled within the highly desirable Winter Park in a secure gated community. This kitchen boasts luxury features including quartz countertops, stainless steel appliances and rich dark wood cabinets. The master bedroom, with a spacious bathroom and walk-in closet, is conveniently located downstairs for added convenience. Upstairs, you'll find a second master suite, a third bedroom and a generous loft, providing ample living space. Enjoy the tranquil conservation view with no rear neighbors from the comfort of your fenced-in backyard, complete with a built-in grill area and a fireplace, perfect for entertaining or relaxing. This community offers resort-style living with a huge pool, cabanas, fitness center, and a beautiful clubhouse managed onsite. Embrace the picturesque surroundings with a private lake and dock featuring a kayak launch. The HOA takes care of ALL yard maintenance, ensuring a hassle-free and maintenance-free lifestyle. Plantation shutters adorn every window, adding a touch of elegance. Don't miss out on this exceptional Winter Park home offering luxury, convenience, and a serene setting.

1219 Verdant Glade Place, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Charming home in a convenient Winter Park location, with a brand-new roof, enormous yard, and spacious living areas. A brick paver walkway leads to a welcoming front foyer. The living and dining room combination features newer windows, complemented by wood shutters and parquet floors. The updated kitchen has stainless steel appliances, granite countertops, beautiful cream-colored cabinets, and an adjacent kitchen nook with extra cabinets for storage. The kitchen flows into a cozy family room with a sliding door that opens to an oversized backyard, perfect for entertaining or relaxation. Three bedrooms with parquet floors + 2 bathrooms. Attached 2-car garage. Roof 2025, hot water heater 2021, and AC 2002. The oversized 0.39-acre yard has plenty of grassy space to play, garden, or put in a pool! The home is in an excellent location, backing to Interlachen Country Club, near the Lakemont YMCA, and with easy access to downtown Winter Park and Maitland.

2642 Tierra Cir, Winter Park
$385,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 4 SubDv. ⋅ 32792 Zip Code
Huge Price Reduction! Don’t Miss This Amazing Opportunity! A beautifully updated 3-bedroom, 2.5-bathroom home in a desirable community in a fantastic curb appeal with low HOA fees and no rear neighbors! Nestled along a peaceful greenbelt, this home offers ultimate privacy along with modern upgrades and a prime location. Step inside to a bright and refreshed space featuring a spacious living room, perfect for entertaining or relaxing. The kitchen has been tastefully updated with new cabinets, granite countertops (2022), a vented range hood (2023), ,and stainless steel appliances, including a stove with oven (2024) and dishwasher (2022). Stylish vinyl flooring runs throughout, with new downstairs flooring (2023) and upstairs flooring (2018) for a seamless look. Major upgrades include a new roof (2020), remodeled bathrooms (2022-2023), Fresh exterior paint (2025),and whole-home repiping (2013), ensuring lasting value. the home equipped with a 220V outlet perfect for EV charging. Enjoy outdoor living with a fenced backyard, offering a private retreat with no rear neighbors. The community features fantastic amenities, including a sparkling pool and a serene pond with a covered dock and gazebo—perfect for relaxation. Conveniently located near Downtown Winter Park, Park Avenue, Rollins College, Baldwin Park, Full Sail University, UCF, and Valencia College, with easy access to SR-436. 5-10 minutes away from Costco, Walmart, Target, Publix, shopping, dining have never been easier, plus, Winter Park Hospital is less than a 10 minute drive. The property is move-in ready and an excellent choice for both investment and personal residence.—schedule your private tour today before it’s gone!

3354 Hamlet Loop, Winter Park
$472,500
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 12 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this fabulous area! Discover a bright interior tied together with a neutral color palette. Meal prep is a breeze in the kitchen, complete with a spacious center island. The primary bathroom is fully equipped with a separate tub and shower, double sinks, and plenty of under sink storage. Take it easy in the fenced in back yard. The covered sitting area makes it great for BBQs! Like what you hear? Come see it for yourself!

3447 Astoria Court, Winter Park
$430,000
3 Beds ⋅ 3 Baths ⋅ Trinity Bay SubDv. ⋅ 32792 Zip Code
Welcome to this stunning 3-bedroom, 2.5-bathroom home nestled on a quiet cul-de-sac in the desirable Trinity Bay community of Winter Park. Boasting 1,634 square feet of living space, this home sits on an expansive corner lot, offering both privacy and room to roam. As you step inside, you'll be greeted by a bright and airy living and dining area, featuring soaring vaulted ceilings and abundant natural light. The beautifully updated kitchen is a chef's delight, complete with granite countertops, rich wood cabinetry, and a cozy dining nook. Just off the living space, you'll find a full-width Florida room—perfect for relaxing or entertaining—overlooking a fully fenced, secluded backyard. The spacious master suite is conveniently located on the first floor, complete with a large ensuite bathroom. Upstairs, you'll find two generously sized bedrooms, one featuring a charming Juliet window that overlooks the living area below, adding to the home’s unique character. Beyond your doorstep, enjoy access to fantastic community amenities, including a pool, playground, fishing pier, and boat ramp with access to Lake Burkett and connected Lake Martha. Outdoor enthusiasts will love the easy access to the Cross Seminole Trail, located just outside the neighborhood. Conveniently located minutes from Oviedo, UCF, and Winter Park’s renowned Park Avenue, this home offers quick access to top shopping, dining, and entertainment. Commuting is a breeze with nearby access to major roads and the 417 highway. Don’t miss the opportunity to call this beautiful Trinity Bay property your home—schedule your private tour today!

8413 Commander Cove, Winter Park
$397,500
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. LOCATION, LOCATION! Welcome to 927 Mare Bello Drive in Winter Park, Florida's highly desirable Eastbrook neighborhood. This peaceful and family-friendly community is renowned for its quiet streets and welcoming atmosphere. TOP-RATED SCHOOLS: Families will appreciate access to excellent educational institutions, including Winter Park High School. FULLY RENOVATED HOME: As you step through the front door, you're greeted by a spacious living room bathed in natural light, seamlessly flowing into the dining area and a modern kitchen. The kitchen boasts pristine cabinetry with the crown model and brand-new stainless steel appliances. A sliding glass door leads to a beautiful porch and a sparkling pool, perfect for relaxation and entertaining. Private Retreat: The home offers three generously sized bedrooms and two fully remodeled bathrooms. The master suite features a sliding door, providing direct access to the porch and a pool area, creating a private oasis for homeowners. Modern Amenities: Every room is equipped with ceiling fans to ensure comfort. The roof is just three years old, and the A/C system was updated three years ago, offering peace of mind to potential buyers. Energy Efficiency: With fully paid-off solar panels, this home provides significant savings on electricity bills, making it both eco-friendly and cost-effective. Don't miss the opportunity to own this beautifully renovated home in one of Winter Park's most sought-after neighborhoods. Experience the perfect blend of modern amenities and prime location at 927 Mare Bello Drive.

927 Mare Bello Drive, Winter Park
$240,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. This beautifully updated 2-bedroom, 2-bathroom condo offers 1,316 sq. ft. of comfort and convenience in a highly sought-after location—just steps from shopping, dining, and vibrant nightlife. Thoughtfully upgraded, the home features new plumbing, a newly installed skylight that fills the space with natural light, and routine A/C maintenance to ensure year-round efficiency. Enjoy a low-maintenance lifestyle with an HOA that covers all exterior upkeep, including roof care, painting, landscaping, and more. The community boasts fantastic amenities such as a sparkling pool, tennis court, and clubhouse, creating the perfect setting for relaxation and recreation. Nestled in a peaceful and well-maintained neighborhood, this condo offers the perfect blend of tranquility and accessibility. Whether you're seeking a serene retreat or a vibrant city lifestyle, this home is an exceptional choice. Schedule your private tour today!

2494 Timberline Drive, Winter Park
$380,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 07 SubDv. ⋅ 32792 Zip Code
Seller to contribute $1500 to buyers closing cost. Come see this charming 3 bedroom, 2 bath pool home, located in Winter Park, FL. Home is centrally located and easily accessible to major highways, downtown Orlando, UCF, Rollins College, entertainment, restaurants, shopping and much more. The driveway has an extended parking pad, for extra parking. The well maintained landscaped backyard and pool area is ideal for entertaining friends and family. No neighbors behind the home, which creates extra privacy. Interior has beautiful wood floors and double pane windows throughout. Kitchen is perfect for the chef in the family! Equipped with tons of storage, counter top space, updated appliances, open concept and granite counter tops. Recent updates include-new roof in 2019, new gutters in 2021, new ac 2018/UV light in air handler 2021, new water heater 2022, pool repaint/new pool pump 2023. Home has a termite bond, that is transferrable. Come see what this amazing community and home has to offer.

3458 Balsam Drive, Winter Park
$249,900
2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
LOVELY 2 Bedroom, 1 Bath ONE-STORY TOWNHOME in MOVE-IN CONDITION located in SOUGHT-AFTER Windward Square in Winter Park! BRAND NEW A/C SYSTEM & BRAND NEW WATER HEATER INSTALLED MARCH 2025; BRAND NEW ROOF COMING 3/13/2025. This townhome is ideally located toward the back of the community near the Back entrance/exit and away from the noise of Howell Branch Rd and easily accessible from SR436. This townhome is LIGHT AND BRIGHT, with VAULTED CEILINGS and TRANSOM WINDOWS. You’ll appreciate the BEAUTIFUL NEW LUXURY VINYL PLANK FLOORING THROUGHOUT & THE UPDATED BATHROOM! The laundry is located inside the unit in a closet off the living area and includes a Full-Size Washer & Dryer! There’s a large, screen-enclosed and covered back patio with its own storage closet and it opens to one of the larger size back yards in the community. This yard is xeriscaped for convenience and ease-of-care and is fully-fenced…perfect for your little ones or pets! Windward Square community is a RARE FIND…featuring 2 pools, (1 Adult pool and 1 Kiddie pool), tennis courts, shuffleboard and a playground. There are 3 parking spaces in front of property and guest parking throughout the community. With a very low HOA fee of only $93 per month, Windward Square is the best kept secret in Winter Park! Conveniently situated off SR 436 and Howell Branch, this home is just 10 minutes to Downtown Winter Park and Park Avenue, 20 minutes to each of Orlando’s International Airports and offers easy access to shopping, dining, and major highways, making it a prime location. It’s also located just 15 minutes from Full Sail University and 25 minutes to UCF. This home includes all kitchen appliances as well as a Washer and Dryer! With NO MOWING to worry with…this is CARE-FREE LIVING at its best! Don’t wait too long to request your showing and miss your chance, as there’s very little turnover in this wonderful community! Three photos are virtually-staged.

2337 Antilles Drive, Winter Park
$165,000
1 Beds ⋅ 1 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Exceptional Opportunity with Price Reduction! Motivated Seller! Step into a serene oasis with this meticulously maintained, charming one-story corner unit, featuring a robust concrete block and stucco construction. Experience the seamless flow and unparalleled spaciousness offered by the open floor plan, perfect for both relaxation and entertainment. The oversized living room and bedroom are the epitome of comfort and style. Modern Conveniences: This inviting home comes fully equipped with essential appliances including a stacked washer/dryer, dishwasher, stove/oven, refrigerator, and microwave. Enjoy peace of mind with enhanced privacy and security, thanks to the thoughtfully designed firewall separating each unit. Effortless Living: Benefit from the convenience of open parking located directly in front of your unit. Relish in the tranquility provided by upgraded double windows, offering both aesthetic appeal and functional benefits. Prime Location: Situated close to public transportation, shopping, and dining options, this unit offers unmatched accessibility. Key destinations include downtown Orlando just 9 miles away, the University of Central Florida 6 miles away, and Full Sail University less than 2 miles away. Nearby Attractions: Embark on adventures with ease—only 26 miles to Disney, 19 miles to Universal and Sea World, and a mere 60 miles to the serene shores of Cocoa Beach & Cape Canaveral. This is more than just a home; it's your gateway to an exceptional lifestyle. Act quickly—this opportunity won't last long!

4768 Tangerine Avenue Unit 4768, Winter Park
$1,562,500
5 Beds ⋅ 6 Baths ⋅ Talman Mews SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Prepare to be amazed! This custom-built estate in Talman Mews offers an exceptional blend of elegance and functionality. Spanning 4,760 square feet, this 5-bedroom, 4.2-bath home boasts expansive living spaces and timeless character. Nestled on a meticulously landscaped .41-acre corner lot, the outdoor oasis features a scenic brick-paver lanai, summer kitchen, sparkling saltwater pool with fountains, and a hot tub overlooking a serene pond. Step inside through the charming front porch and grand foyer to discover a stunning great room with a chef’s kitchen, complete with custom cabinetry, a large granite island, and a gas cooktop. The open layout seamlessly flows into the dining area and family room, highlighted by beamed ceilings, a custom gas fireplace, and a wall of glass showcasing the backyard retreat. The grand primary suite features his-and-hers walk-in closets, a jetted tub, a separate shower, and dual vanities. The first floor also includes a formal living room, an additional bedroom suite, and a spacious laundry room. Upstairs, the possibilities are endless! A versatile landing area is perfect for study time, leading to third en-suite bedroom and two guest bedrooms with jack & jill bath (all with walk-in closets), a second family room, a second laundry room, a game room/media room with private staircase, and even a dedicated artist’s studio or craft room. Additional highlights include a generator, outdoor shower, zoned AC, tankless water heaters, Lutron light control system, AC Nest control system, outdoor security cameras, Lightening protection, and a spacious three-car side/rear-entry garage. WELCOME HOME!

2185 Talman Court, Winter Park
$950,000
4 Beds ⋅ 4 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code
Winter Park Lakefront is a rare find and this incredible property boasts over an acre of property on the coveted Spring-fed Bear Gully Lake. Lifestyle abounds on Florida Lakes, with wildlife, sunsets, and the blue of calm water while enjoying the proximity to city living and amenities. A covered boat dock makes lake-life simple. The opportunities are endless to either renovate the existing residence or start from scratch and build the home of your dreams! This sprawling 4-bedroom, 2.5-bathroom residence with an attached mother in law suite offers exceptional size and living space. Over 3,600 square feet, this home is designed for both comfort and convenience, making it perfect for multi-generational living or hosting guests. The open floor plan features an abundance of natural light with stunning views of Bear Gully Lake, providing a peaceful backdrop to daily living. The primary suite features an office, dual sided wood burning fireplace, a spacious walk-in closet and an en-suite bathroom with a soaking tub and a separate shower. The standout feature of this home is the additional flexible structure that includes 2 bedrooms, a full bathroom, and a kitchenette. Outside, the home's expansive lot lush with greenery and Florida landscaping offers plenty of space for outdoor activities. The 3-car garage provides ample storage and additional parking. Enjoy lakefront living at its finest, with direct access to Bear Gully Lake for boating, fishing, skiing or simply enjoying the view from the backyard.

3818 Kinsley Place, Winter Park
$436,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2-bathroom home in the highly sought-after Winter Park, FL! Step inside to find a bright and airy interior with ample natural light throughout. The fully renovated kitchen boasts stainless steel appliances, and sleek quartz countertops making it perfect for cooking and entertaining. This home includes four bright and inviting bedrooms, each designed for comfort with plenty of natural light and ceiling fans. Whether you need extra space for family, guests, or a home office, these rooms provide the perfect balance of function and style. The two fully renovated bathrooms are designed to impress, featuring sleek modern finishes, updated vanities, and stylish tile work for a fresh and contemporary look. Step outside to enjoy a spacious fenced-in backyard, perfect for relaxation, pets, and outdoor gatherings. This prime location of Seminole County is near shopping, dining, and top-rated schools offering the best of Winter Park living. Schedule a tour today—your dream home awaits!

2076 Leanne Court, Winter Park
$385,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code
This beautiful 3-bedroom, 2.5 bathroom home has been meticulously cared for by the original owner for over 30 years, with acute attention to every detail. As you enter through the brand new front door, you will marvel at at the soaring, vaulted ceilings and a stunning Palladian window providing you with the an open and airy feeling. The living room beckons you in with a cozy fireplace and reclaimed wood accents that are warm and welcoming. The wood accents are thoughtfully carried through to the dining room and offers the perfect space for family and friends to gather. An adjacent half bathroom has been remodeled with reclaimed wood-look tile. Enter the updated kitchen (12/2024) to find beautiful wood grain cabinets with new doors and stainless appliances, all less than 10 years old plus a brand new dishwasher (2024). Conveniently located on the main floor, the primary suite offers a beautiful bay window, spacious walk in closet, new carpeting (2024) and an ensuite bathroom with an updated shower (2024). Take the open staircase to the second floor which offers 2 bedrooms with the continued vaulted ceilings and bright bathroom redone with the same fabulous reclaimed wood-look tile. Other features that must not go overlooked are a brand new carbon monoxide detector, new A/C thermostat and a fire suppression system. Step outside to the open back yard and that continued attention to detail can be found with commercial-grade gutters and a Rain Bird irrigation system that keeps the landscaping vibrant year-round. The washer and dryer, less than 5 years old, are included. Your low monthly HOA fee allows you access to a community pool and a serene lake with a covered dock and gazebo, perfect for relaxing or socializing. This location puts you in close proximity to Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College. Easy access to 436 with plenty of shopping, dining, and entertainment options are just minutes away. This home is a true gem, combining thoughtful updates, prime location, and a warm, welcoming atmosphere. Don’t miss the opportunity to make it yours! BRAND NEW ROOF - 2024, HVAC - 2024, WATER HEATER - 2017.

3377 Hamlet Loop, Winter Park
$555,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
NEW ROOF in 2022! NEW HVAC AND DUCTWORK in 2023!! Welcome to the Winter Park Pines with its tree-lined streets, where the mailman still delivers to your door! This beautifully updated home on a private and established street will welcome you in with its bright and open floor plan. Recently renovated, this stunning 3-bedroom, 2-bathroom home is designed for both relaxation and entertaining. As you enter into the light and airy living space, you are greeted with newly wood-look tiled floors and fresh paint throughout in this open area. The kitchen offers all the modern conveniences with white cabinets with crown molding, stainless appliances and granite countertops. A convenient breakfast bar with seating for 3 provides the perfect accompaniment alongside the dining area offering comfortable eating space for family and friends. All 3 bedrooms are tucked away on the other side of the home with an ample level of privacy between them. Both bathrooms have been meticulously remodeled (11/2024). The ensuite bathroom offers a floating quartz vanity brand new expertly tiled shower with a custom glass divider. In the second bathroom, a new vanity with engineered quartz countertops, brand new toilet and tub/shower combination have been installed to provide a fresh and new feeling to the room. A set of sliding glass doors lead to a large back yard offering providing privacy and tranquility. You will find great storage in this home with two hall closets and built racks in the 2 car garage. Additional neighborhood amenities include the nearby Winter Pines Golf course, Cady Way Pool, tennis and pickleball courts, playground, Ward Park sports fields and MORE! The Wellness Center and Advent Health sit just outside of this community along with a plethora of grocery stores, restaurants, and shopping. Area colleges including Full Sail, Valencia, Rollins and UCF...all just minutes away. With its ideal blend of interior luxury and expansive outdoor living, it’s the perfect place to call home. HVAC - 2023, ROOF - 2022

2779 Prince John Road, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code
Nestled in beautiful Winterpark this Cozy one story home offers a very spacious living room area as well as a second living room space that was built towards the back of home with a separate office room space. Kitchen has all appliances working including microwave and dishwasher and refrigerator and stove. Community is lovely, great neighbors! Extra room and office was build that adds APPROX. another 300 sq. feet to home. New roof was just installed approx. in 2021! Garage is very spacious and comes with Garage door opener. You will love this big yard and NO HOA fees ! Very easy to show !

5331 Binnacle Court, Winter Park
$335,000
2 Beds ⋅ 2 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code
Under contract Taking back up offers!! Welcome to your next home located at 3131 Ash Park Loop in the serene Hyde Park community. This inviting 2-bedroom, 2-bathroom house offers a clean, open split floor plan that’s perfect for both living and entertaining. Move-in ready, this home also presents a unique chance for creative renovations, making it a blank canvas for your personal touch. The property boasts a large screened-in patio area for enjoying the pleasant Florida weather and a fenced-in backyard that provides privacy and security. The open area across the street ensures the home is always bathed in natural light, with no possibility of construction blocking the view. Situated in the highly sought-after Hyde Park neighborhood, the home is just minutes from Downtown Winter Park, Maitland, UCF, Casselberry, and Winter Springs, blending suburban peace with urban convenience. Hyde Park is known for its peaceful environment and community amenities, including playgrounds, sports courts, walking paths, and a community dock on Lake Florence. With its superb location and promising features, 3131 Ash Park Loop is an ideal choice for anyone looking to invest in a property with both immediate appeal and long-term value.

3131 Ash Park Loop, Winter Park