Refine Search
Map
Sort by
$310,000
2 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
***MULTIPLE OFFERS...SELLER CALLING FOR HIGHEST AND BEST BY SUNDAY, AUGUST 17TH AT 12PM***INVESTOR SPECIAL OR FIRST-TIME BUYER OPPORTUNITY! Bring your vision and a little TLC to unlock the full potential of this charming 2-bedroom, 2-bathroom home on an OVERSIZED .27-acre lot with NO HOA fees. Whether you’re looking to renovate and resell, rent for income, or create your own dream home, this property is a rare find. Step inside to discover a thoughtful split-bedroom layout. The entry opens to a hall with a full bath, a generous WALK-IN LINENN CLOSET, and one secondary bedroom, while the primary suite sits to the right, featuring a private bath with a walk-in shower and a SPACIOUS WALK-IN CLOSET. The main living area is light and bright, with NEW SLIDING CLASS DOORS leading to a COVERED PORCH and TWO NEW WINDOWS framing the space. The kitchen, located just off the family room, offers a cozy window over the sink with a BUILT-IN GREENHOUSE LEDGE—perfect for fresh herbs or cheerful plants. All of this is tucked into a quiet, PEACEFUL NEIGHBORHOOD just minutes from WINTER PARK'S VIBRANT DOWNTOWN, TOP-RATED SCHOOLS, beautiful parks, shopping, dining, and easy access to Full Sail University, UCF, Valencia College, and major highways. Don’t miss this opportunity to invest in a great location with endless possibilities! Roof-2009, HVAC - 2022

7642 Glenmoor Lane, Winter Park
$332,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to blend functionality with the warmth of Florida living and the freedom of no HOA. From the moment you walk in, you’re greeted by bright and open gathering spaces including a welcoming living room, a cozy breakfast nook, and a spacious dining area that flows seamlessly into the kitchen. The kitchen is a true highlight, featuring a large walk-in pantry for abundant storage and a built-in table nook perfect for getting work done, studying, or creating a small home office. Enjoy the outdoors year-round with two screened living spaces, a charming front porch ideal for morning coffee and an oversized screened lanai that’s perfect for entertaining or relaxing. The fully fenced backyard, shaded by mature trees, offers privacy and a peaceful retreat for gatherings, pets, or simply unwinding after a long day. Recent improvements include a new roof in June 2021, full plumbing replacement in May 2025, and an electrical panel replaced in November 2022. An oversized 420-square-foot one-car garage with a built-in workshop adds plenty of space for storage, hobbies, or projects. Ideally located near Winter Park’s most desirable attractions, you’re just minutes from boutique shopping, fine dining, and cultural experiences along Park Avenue, the scenic Winter Park Chain of Lakes, and Mead Botanical Garden. Winter Park Village offers retail, restaurants, and a movie theater, while Rollins College, local parks, and trails provide year-round recreation. With convenient access to major roadways, commuting to Orlando and surrounding areas is a breeze. This home truly delivers a lifestyle that combines comfort, charm, no HOA, and an unbeatable location.

3490 Bougainvillea Drive, Winter Park
$89,750
2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Tucked away in Winter Park setting, this well-maintained 2-bedroom, 2.5-bathroom condo offers a blend of privacy and convenience. Enjoy quiet moments on the porch or the private balcony off the primary suite. The thoughtful layout features main living areas and a half bath on the first floor, with both bedrooms and two full baths upstairs for comfort and separation. Ideally located just minutes from 408, 417, UCF, Valencia, and Full Sail, this move-in-ready home places you close to everything while feeling worlds away. A quiet retreat, ready to welcome its next owner.

3002 George Mason Avenue Unit 3, Winter Park
$285,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today!

2462 Harbour Way, Winter Park
$660,000
4 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
**VA Assumable**A HIDDEN GEM nestled on Lake Deeks in Howell Estates! You have lake access from your back yard! As you enter your new home you will be captivated by the abundant natural light and the spacious open floor plan. The beautiful vintage front door signals this home is full of wonderful and unique touches. Pictures include a floor plan to show you the amazing layout with so much privacy with separate bedroom areas and how great the home is for entertaining. The primary bedroom has access to a private lanai with a sink and wood burning fireplace and leads to the pool and back yard. The guest suite on the opposite side of the house also has outdoor access to another larger lanai and the pool. The primary bathroom has a jet tub, large shower with double shower heads. The shower area is solid concrete reinforced for extra safety during weather events. The bathroom also has two walk in closets. The other two bedrooms are secluded with a full bath with a jet tub and a skylight. The kitchen is a culinary delight, featuring granite countertops, ample prep and cooking space, walk-in pantry, built in desk and a long breakfast bar. The oversized family room has a wood burning fireplace, vaulted ceiling with beams and four large window overlooking the pool with remote controlled shades. As you make your way to the back yard oasis you will find many surprises! Several paths will walk you through to see 20 banana trees, Meyer Lemon tree, Fig tree and much more. Enjoy the deck on the water for sunrises/sunsets and watching shuttle launches. There is a path that leads to the lake for launching your kayak, canoe and paddle board. More features include oversized paver driveway, pavers on the pool deck, garage with lots of built-in storage, floored attic area, large separate laundry room, solar panels (fully paid), water softener system, custom plantation shutters, transferable home warranty and termite bond. Your home is in a lovely quiet area but close to all shopping, transportation and renowned Seminole County schools. This great home is a must see and the perfect forever home for the sought after Florida lifestyle. Buyer to confirm room measurements.

1023 Princess Gate Boulevard, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code
Welcome to this quaint 3 bedroom, 2 bath property in the heart of Winter Park. Bring your imagination and design for a home you'll love, because this block home is the perfect blank slate. The large, open living/dining combination is perfect for entertaining or multi-functional living spaces. Additionally, an oversized, screened back porch provides indoor-outdoor living opportunity to enjoy the large, serene backyard. This lot backs up to the Interlachen Country Club, which is landscaped for privacy so the new owners will enjoy their space without any rear neighbors. Each of the two secondary bedrooms are outfitted with custom built-ins, perfect for office space(s), but could also be transformed into functional bedrooms. There is original terrazzo in the home as well as recently updated (2021) luxury vinyl flooring in the kitchen and living spaces. New owners will appreciate additional updates such as a 2022 roof and 2023 HVAC. The kitchen was renovated with quartz countertops and new cabinetry in 2021. This home is zoned for Seminole County Public Schools, which is consistently rated as the top school district in all of Florida. Only 1 mile from the nearest Publix, 0.5 miles from the Winter Park YMCA, and 30 minutes from Orlando International Airport, this home is conveniently located to the best of Orange and Seminole County's shopping and dining.

5128 Lake Howell Road, Winter Park
$350,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 07 SubDv. ⋅ 32792 Zip Code
No HOA. Seller offering $10,000 towards closing costs or repairs . Desirable Winter Park Neighborhood! Welcome to this beautiful 4-bedroom, 2-bathroom and 2 car garage. Home situated on a spacious corner lot. This property features an open layout, gorgeous flooring throughout, and a 2-car garage. The home has been re-plumbed, features a 2 year old roof, and the electrical system has been update to code. Conveniently located near the Airport, Downtown Orlando, Shopping and Restaurants, public transportation.

3521 Balsam Drive, Winter Park
$80,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Take a look this charming 2nd-floor condominium featuring 2 bedrooms and 2 bathrooms in Winter Park. Conveniently located close to Full Sail, excellent schools, restaurants and shopping. The living area extends to a private balcony overlooking the play ground, offering a delightful space to soak in the surroundings. This condominium presents an excellent investment opportunity, whether you're seeking a cozy residence or a savvy investment. Situated near Full Sail University and surrounded by top educational institutions, this condo offers easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport, with quick access to major highways, it's perfect for commuters and explorers alike. Enjoy community amenities like pools, tennis courts, a playground, and a clubhouse. Carport parking is available for a fee. Schedule your showing today!

166 Scottsdale Square Unit 166, Winter Park
$75,000
2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Prime Location and Smart Investment! This spacious 2-bedroom, 2-bath ground-floor condo offers easy, low-maintenance living just one mile from University Boulevard and minutes from The University of Central Florida and Full Sail University. Freshly painted and move-in ready, the updated kitchen features sleek granite countertops and new white appliances. Stylish tile flooring runs throughout the unit, and an in-unit washer and dryer hookups adds everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a solid investment property, you'll love the unbeatable location near schools, grocery stores, salons, dining, and more!

3053 George Mason Avenue Unit 7, Winter Park
$180,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Villas Condo Bldg 12 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023

680 Grenadine Court Unit S, Winter Park
$510,000
4 Beds ⋅ 2 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to Enclave at Aloma — a gated community quietly nestled in a convenient Winter Park location, offering easy access to everything you need. This meticulously maintained 4 bedroom, 2 bathroom home has only had one owner since it was built in 2013, and it shows! From the moment you arrive, you’ll notice the charming curb appeal, manicured landscaping, and inviting front porch with soaring ceilings. Step inside to a welcoming foyer and a thoughtfully designed 3-way split floor plan. Two spacious bedrooms with laminate flooring, ceiling fans, and built-in closets sit to the left, sharing a hall bath. Just across the hallway is a third guest bedroom with its own walk-in closet, ideal for guests, a home office, or a flex space. Straight ahead, the home opens into a bright and airy main living space. The kitchen features rich espresso cabinets, granite countertops, stainless steel appliances, a walk-in pantry, and a center island with pendant lighting — all overlooking the dining and living areas. Tucked privately in the back of the home, the primary suite offers a peaceful retreat with a spacious layout and en-suite bathroom featuring double vanities, a large walk-in shower with bench seating, and a generous walk-in closet. Off the dining room, sliding glass doors open to a massive screened-in lanai that spans the entire length of the house and overlooks a fully fenced backyard with lush grass. Additional highlights include a 2-car garage, an inside laundry room with built-in cabinetry and newer washer and dryer, and a location that offers the best of both privacy and convenience. Zoned for highly rated Seminole County schools and neighboring the prestigious Trinity Preparatory School campus — known for its #1 STEM program in the Orlando/Winter Park area — this home is also just minutes from 417, 436, shopping, dining, and more. This is a rare opportunity to own a well-cared-for home in a gated community, close to everything but tucked away from it all. Call today to schedule your private showing!

8136 Lazy Bear Lane, Winter Park
$545,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code
Stunning remodel with updates everywhere you look! This 4 bed, 2 bath home in Winter Park’s Kenilworth Shores is move-in ready, with the seller putting on a NEW ROOF before closing with an acceptable offer. Step into the living room and enjoy the newer luxury vinyl plank flooring which flows through the living room, dining room, kitchen, and family room. The kitchen, fully remodeled in 2018, is the heart of the home, featuring solid wood cabinets with soft-close drawers, subway tile backsplash, granite countertops, and stainless-steel appliances. Natural light ripples from the charming corner windows in the spacious dining room, (and all windows have newer 2” blinds). Enjoy time with the whole household in the large family/sunroom, which offers access and views to the paver patio and fully fenced backyard—perfect for grilling out or letting pets run and play. All four bedrooms are located off the central hallway; the primary bedroom includes a beautifully remodeled ensuite with a tiled shower, granite-topped vanity, and two closets—one of them a walk-in. All bedrooms have a ceiling fan, and two rooms just had new carpet installed in July. The remodeled hall bathroom includes beautiful glass tile accents in the tub/shower surround, and a large granite-topped vanity. Additional features include a laundry closet in the 2-car carport, well for irrigation, an extra storage room off the carport, updated electrical panels (2023), new PVC water line from the water meter to the house (2014), and a hot water heater (2020). Located within walking or biking distance, 2007 Strathaven is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Plus, only 1.5 miles away, Baldwin Park Village Center offers Publix, Seito Sushi, Five Guys, CVS, and more. Rollins College and the elegant cafes, bistros, and swanky shops of Park Avenue is just an 8-minute drive. Come see this wonderful abode and make it your own “home sweet home!”

2007 Strathaven Road, Winter Park
$399,900
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
This beautifully renovated Winter Park home feels warm, inviting, and easy to love. Bright natural light highlights a brand-new kitchen with modern appliances, a waterfall countertop, and soft wood finishes. Both bathrooms have been transformed with elegant marble look tile and spa style showers. You’ll fall in love with the large private backyard, perfect for summer barbecues, outdoor entertaining, play space, or even adding your own backyard oasis. All of this with no HOA and close to top rated Winter Park schools, popular dining, shopping, and parks. This move-in ready home offers lifestyle, comfort, and value you have to see in person, so schedule your showing today before it’s gone!

1849 Viburnum Lane, Winter Park
$720,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!

2222 Marsh Sedge Lane, Winter Park
$399,900
3 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code
Welcome to 7553 Laurel Springs Drive! Whether you’re buying your first home or searching for an investment opportunity in a stable market, 7553 Laurel Springs Dr is well worth considering. This charming single-story gem, nestled in a quiet, desirable Laurel Springs neighborhood, features 3 Bedrooms/2 Full Bathrooms in a thoughtfully designed split layout, offering both privacy and convenience. The open yet intimate backyard is ready for personal landscaping, entertaining, or play! Close proximity to parks, shopping, dining, and major commuting routes — this property is Florida living at its finest. A perfect blend of classic charm, solid structure, and great potential—all situated in a welcoming Winter Park setting. Schedule your showing TODAY to see everything it has! NO HOA!!!

7553 Laurel Springs Drive, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen SubDv. ⋅ 32792 Zip Code
Welcome to your new Winter Park home! Located in the highly sought-after community of Autumn Glen, this beautifully maintained property offers peace of mind and modern comfort with a new roof, newer A/C system, updated plumbing, and a remodeled kitchen featuring granite countertops, stainless steel appliances, and a spacious pantry. The L-shaped living and dining area boasts vaulted ceilings, perfect for both relaxing and entertaining. The primary suite includes a walk-in closet and sliding doors that lead to the covered and screened patio. Enjoy a split-bedroom layout with generously sized guest rooms, ceiling fans throughout, and a 2-car garage. The fenced yard provides privacy and room to enjoy the outdoors. The community is located just around the corner from Red Bug Elementary, Tuskawilla Middle and Lake Howell High School.. Other community features include tennis/pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for bringing your fishing pole. If you're looking for the right house in the right location, this is the one.

1767 Meadowgold Lane, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Willa Grove SubDv. ⋅ 32792 Zip Code
Welcome to 1734 Willa Circle. Come check out this beautifully landscaped 3 bedroom 2 bathroom split plan home. Exterior painted in 2025. Brand new water heater installed 2025. Blown insulation added in 2024. Roof replaced in 2021 with 3rd nail in hurricane straps for lower insurance rates. Plumbing re-piped in 2014. Completely renovated master bathroom with marble countertop double vanity. Split bedroom plan. Monitored, wired smoke detector and alarm system in place. Large screened porch views your peaceful backyard oasis. Quiet neighborhood with no through traffic and no homeowners association. Great Tuskawilla area schools. Located just minutes from Publix, WalMart grocery, Oviedo Mall area shopping district, lots of restaurants. Walking distance to Tuskawilla Middle School and Lake Howell High School. Easy access into downtown and the MCO airport via highway 417.

1734 Willa Circle, Winter Park
$417,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensuring plenty of space to park for you and your guests. Step onto the covered front porch and into a thoughtfully designed layout. A comfortable, open dining room and kitchen greet you just off the entryway to the right, perfect for hosting or everyday living. The kitchen flows naturally into the spacious living room with plenty of natural light, providing a warm and inviting gathering space. Down the hall, you’ll find an updated full guest bathroom with a shower/tub combo and two comfortable guest bedrooms. The private master suite is situated at the end of the hall, and offers an updated attached bathroom with a walk-in shower. Enjoy Florida living year-round in the screened-in back porch or relax in the private, fenced-in backyard—ideal for pets, family time, or entertaining. A newer roof (December 2023) offers peace of mind for the future. Windows throughout the home include beautiful plantation shutters. The home is situated in a sought-after school zone—including Winter Park High—and just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and Park Avenue which offers shopping, dining, and entertainment. This home is ready for its next owners, so schedule your appointment today!

2774 Banchory Road, Winter Park
$545,000
3 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling every room. The family room features a cozy fireplace, perfect for relaxing or entertaining. Enjoy a quiet cup of coffee in the morning while in the sitting area with views of the perfectly landscaped backyard and golf course. The AC is only 2 years old and the home was replumbed in June 2025. Don’t miss this rare opportunity to own a lovingly cared-for home in one of Winter Park’s most sought-after locations! For a 3-d tour of this home, click on Virtual Tour 2.

1123 Fairway Drive, Winter Park
$630,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to your dream home! This exceptional 4-bedroom residence features a desirable split floor plan, offering both privacy and functionality. Nestled on a quiet corner lot in the serene Winter Park Pines community, this property is just a few steps away from the scenic Cady Way Trail, perfect for outdoor enthusiasts.This home is surrounded by recreational opportunities, including a refreshing pool, pickleball courts, and miles of trails for jogging, biking, or leisurely strolls. Enjoy the outdoors while being in close proximity to shopping, dining, and the celebrated Winter Park schools.Recent updates make this home truly special. The new A/C system and upgraded electrical panel—complete with room for additional breakers—ensure your comfort and convenience. The manifold system has also been updated, and the roof was newly installed in 2018 for peace of mind.Additionally, half of the windows have been replaced with high-quality Anderson windows, enhancing both energy efficiency and natural light.Don’t miss the opportunity to own this well-maintained home in a vibrant neighborhood that perfectly balances recreation and relaxation. Schedule your showing today! Also listed for rent

744 Cornwall Road, Winter Park
$470,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a beautiful beveled-edge wood front door into a bright and open foyer. The generous living room features a cozy wood-burning fireplace—perfect for relaxing evenings. The split floor plan offers privacy, with the primary suite tucked away from the other bedrooms, while three additional bedrooms sit on the opposite side of the home. Two bedrooms are connected by a classic Jack and Jill bathroom, and a third full bath—updated in 2020—includes direct access to the pool, perfect for guests. Additional living spaces include a family room and a sun-filled Florida room, ideal for gatherings, hobbies, or a peaceful retreat. Step outside to your own private oasis: a sparkling in-ground pool surrounded by mature, lush landscaping, creating the ultimate staycation setting. Located just minutes from Winter Park Pines Golf Course, Cady Way Pool and Trail, tennis and pickleball courts, Ward Park, playgrounds, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF). Enjoy easy access to grocery stores, dining, shopping, the Crosby Center for Health & Wellbeing, Winter Park AdventHealth, AND MORE! Whether you're an investor or homeowner with a vision, this home offers the rare opportunity to restore and transform a classic gem in an unbeatable location! ROOF - 2014 HVAC - 2016 RE-PLUMBED - 2010 WATER HEATER - 2010

2920 Abbey Court, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park’s most convenient and sought-after locations! This home features hardwood floors throughout, on-trend paint colors, and stylish cabinetry that give it a fresh, modern feel. The oversized drive-through 2-car garage offers ample space for vehicles, storage, or even a workshop setup. Step out back to enjoy the expansive 35-foot screened patio—a perfect spot for relaxing or entertaining year-round. You’ll love the unbeatable walkable lifestyle, with shopping, dining, grocery stores, banking, and AdventHealth Winter Park all just around the corner. Plus, you’re only minutes from Park Avenue, Rollins College, the Winter Park YMCA, and Lakemont Elementary School. This home combines comfort, style, and location—making it a must-see for anyone looking to enjoy the best of Winter Park living!

524 Byron Road, Winter Park
$468,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED, LAMINATE FLOORING 2014, INTERIOR PAINT 2025, UPDATED VINYL WINDOWS AND SLIDING DOORS 2015(MOST). The L-shaped formal living and dining rooms feature terrazzo floors and the living room has a vaulted ceiling and sliding doors into the private courtyard. The kitchen features a pass-through window into the courtyard for all of your outdoor entertaining options as well as a nook space ideally suited for a booth, breakfast table or a special piece of furniture. The adjacent family room is anchored with a brick wood burning fireplace and hearth, and another set of sliding doors into the courtyard. The primary suite has a large walk-in closet, a spacious en-suite bath and sliding doors overlooking the enormous rear yard. The house and lot have endless potential and are ready for your personal touch. The oversized lot is perfect for a pool, swing set, pets or sporting activities. Ideally situated just minutes from the shops and restaurants of Park Avenue, Rollins College, UCF and Full Sail Universities, the Cady Way Trail, Winter Pines Golf Club, and a short drive to downtown Orlando and Orlando International Airport.

541 London Road, Winter Park
$530,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come

7682 Glenmoor Lane, Winter Park
$640,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. Solar panel included. Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!

2758 Banchory Road, Winter Park
$638,250
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Welcome Home to your charming abode in Winter Park! This courtyard home is cozy, warm and inviting and waiting for you to make it yours. Well maintained, this home is move in ready! Walk into the foyer and you'll be greeted by cherry wood flooring as you step into the living room with high ceilings, beams, and a cozy fireplace. The living room is perfect for family meals, the dining space is connected to the living room and overlooks the golf course view. The Kitchen includes updated stainless steel appliances and a dining area to enjoy a meal with serene views. Down the hall are two generously sized bedrooms a laundry room and guest bath. Wake up overlooking your golf course view. The primary bedroom is your private oasis. The bathroom features double sinks so you don't have to share and an updated shower (updated 11/2024) This bedroom is also oversized with room for a King bed, and an additional sitting area. Location is everything, minutes to Semoran and University makes your commute easy, located in Winter Park Pines, a short distance from Cady way trail, and all the shopping and dining Baldwin and Winter Park have to offer. Come tour your dream home today! New Roof in 2020, Repipe in 2024, and HVAC updates in 2021/ Please note Patio Furniture in courtyard is included in current price.

1536 Golfside Drive, Winter Park
$255,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
**This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a pergola and clear roofing—perfect for soaking up the sunshine while staying protected from Florida’s afternoon showers. Step inside and you’re greeted by a warm and functional layout. The kitchen, located just off the entry, boasts rich, warm cabinetry, sleek black and stainless steel appliances, and a serving window that opens into the spacious dining and living room combo, doubling as a breakfast bar for casual meals or entertaining guests. Continue into the main living area, where soaring vaulted ceilings and a wall of glass sliders flood the space with natural light and provide a beautiful view into the Florida room. Off to the left, a private hallway leads to the home’s bedrooms. The guest bedroom overlooks the front patio and features a ceiling fan and easy access to the second full bathroom, which includes a tub/shower combo. Across the hall, the primary suite offers a peaceful retreat with a walk-in closet, an ensuite bathroom with a walk-in shower, and private access to the rear porch through sliding glass doors. The spacious Florida room at the back of the home offers flexible indoor-outdoor living, with direct access to a shared grassy area—perfect for pets, gardening, or simply enjoying the fresh air. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this gem in Winter Park is ready to welcome you home.

2398 Dominica Run, Winter Park
$1,120,000
4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code
Experience the best of Winter Park living in this stunning new custom-built pool home situated on a generous .29-acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to the highest standards, this 4-bedroom, 3-bath residence is a true showcase of craftsmanship and luxury. Step inside to discover a stunning vaulted great room where the kitchen, living, and dining areas flow seamlessly together, all bathed in natural light from custom windows and expansive 16-foot sliding glass doors. An impressive open staircase leads to a soaring second floor, where you’ll find hardwood flooring, three spacious bedrooms, and a versatile game room or flex space. At the heart of the home is a chef-inspired kitchen featuring SMEG Italian appliances, custom cabinetry, and a breathtaking Taj Mahal quartzite waterfall island. The primary suite offers a peaceful retreat with a spacious 19x13 bedroom, a luxurious bath featuring a walk-in shower, soaking tub, and a custom dual-sink vanity. Throughout the home, you’ll find Pella windows, designer lighting, and thoughtful custom finishes. Step outside to your fully fenced backyard oasis complete with a large sparkling pool, perfect for relaxing or entertaining. This is a rare opportunity to own a distinctive, move-in-ready home in one of Central Florida’s most sought-after neighborhoods.

5236 Lake Howell Road, Winter Park
$127,000
1 Beds ⋅ 1 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code
PRICED TO SELL! Whether you're looking for a great home or an investment opportunity, THIS IS IT! This great unit has a LOW HOA, THAT INCLUDES THE WATER, adding even more value to it!! This AMAZING CONDO features an UPDATED KITCHEN and BATHROOM, along with beautiful WOOD FLOORING THROUGHOUT for a modern look. LOCATION, LOCATION! Ideally situated near Baldwin Park, Full Sail University, and Winter Park, with easy access to Downtown Orlando and Orlando International Airport. DON'T MISS your chance to own this conveniently located and move-in ready property! CALL US NOW to schedule your showing!

1000 S Semoran Boulevard Unit 716, Winter Park
$200,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park