Refine Search
Sort by
$379,000
3 Beds 2 Baths Country Lane SubDv. 32792 Zip Code
A PERFECT slice of PARADISE!! So many amenities at your doorstep!! LAKE VIEW, tennis courts, 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! 2021 NEW ROOF 2019 NEW WINDOWS!! 2018 NEW KITCHEN CABINETS and LIGHTING 2018 Updated primary bath with MODERN vanity, DUAL sinks and WALK-in shower. Lots of NATURAL light! FRESH interior paint, ceiling fans, and a wood-burning fireplace. Firewall has been replaced and has a 2-year warranty. The patio has BIG of potential for a serene oasis and lake view!! SCREENED-IN porch off dining area to a fenced backyard. Tennis courts, playground, lakeside park all directly across the street. Seminole County schools, shopping and restaurants within minutes. Easy access to 417, 436, and University.

2828 Whispering Way, Winter Park

$800,200
4 Beds 4 Baths N/A SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4107 Gabriella Lane, Winter Park

$425,000
4 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park

$428,000
4 Beds 2 Baths Eastbrook Subd Unit No 07 SubDv. 32792 Zip Code
Welcome to this beautifully updated home that blends charm, space, and modern upgrades—an expansive OVER 1/4 ACRE LOT with NO REAR NEIGHBORS and NO HOA. 4 Bed/2Ba with a 2-car Garage! You’ll love the BRAND NEW ROOF (April 2025) and the NEW EXTERIOR PAINT (2025). Inside, the COMPLETELY RENOVATED KITCHEN features stunning QUARTZ COUNTERTOPS and MODERN SHAKER STYLE CABINETS. The DINING SPACE offers bright views of the front yard, while the LIVING ROOM is filled with NATURAL LIGHT from a full wall of windows and a sliding glass door. It also includes a NEW CEILING FAN and beautiful, updated LUXURY VINYL FLOORING throughout the home. Step outside to the UPDATED BACK PATIO, ideal for outdoor dining and entertaining. The backyard is a standout—spacious and ready for endless possibilities, with newly planted FRUIT TREES including 3 MANGO TREES, PASSION FRUIT, 2 JACKFRUIT TREES, 2 AVOCADO TREES, and a PAPAYA TREE. The SPLIT BEDROOM FLOOR PLAN places the PRIMARY BEDROOM privately on the west side, complete with an UPDATED PRIVATE ENSUITE BATHROOM. The remaining 3 BEDROOMS are located down the hallway near a full bathroom with DUAL SINK VANITIES and a TUB SHOWER with a SLIDING SHOWER DOOR. Additional features include a SPACIOUS 2 CAR GARAGE, LONG DRIVEWAY, and a peaceful neighborhood setting the current owners truly enjoy. Conveniently located next to popular coffee shops and bakeries, and less than 15 minutes from COSTCO, ALDI, TARGET, WALMART, and PUBLIX, and near several parks with playgrounds including PHELPS PARK, CADY WAY TRAIL (bike and running trails), and WARD PARK. Don’t miss the opportunity to own this stunning, move-in ready home in a prime location! Schedule your appointment to view today!

3520 Balsam Dr, Winter Park

$750,000
4 Beds 3 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
Beautifully appointed on a premier homesite within the gated enclave of Hawk’s Crest, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. From the moment you step through the front door, soaring ceilings and a gracious foyer welcome you into a world of refined living. The luxurious, all-white kitchen is outfitted with top-of-the-line Café appliances and quartz countertops, ideal for casual family meals and gourmet entertaining. Sunlight pours through oversized windows, illuminating the open-concept floor plan and highlighting the custom stone fireplace in the living room. Just off the living area, the formal dining room showcases a bespoke 63-bottle wine rack set against a striking stone wall, creating a beautiful backdrop for hosting gatherings and entertaining guests. Upstairs, generously proportioned bedrooms offer versatility, while the primary suite presents serene waterfront views, ideal for your morning coffee or evening relaxation. Outside, the community-maintained, landscaped backyard offers beautiful pond views, creating a setting to curate unforgettable memories. Residents of Hawk’s Crest enjoy exclusive resort-style living within a leisurely visit from your front door. Amenities include a resort-style pool, virtual guard gate, clubhouse, fitness center, splash pad, two playgrounds, a dog park and direct access to Lake Howell. Convenience is just a short distance away, with Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee right at the entrance of the neighborhood.

1151 Wildmeadow Run, Winter Park

$410,000
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded stainless steel appliances, and a generous island perfect for entertaining. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, connecting the kitchen to the dining space and into the inviting family room. Step outside to enjoy a covered patio and private backyard area—perfect for relaxing or entertaining guests. A convenient half bath completes the main level. Upstairs, you’ll find three well-appointed bedrooms and two full bathrooms, including a spacious primary suite with elegant tray ceilings. The en-suite primary bathroom offers a spa-like experience with a large walk-in shower, dual vanities, and ample storage space, creating a perfect retreat at the end of the day. Additional highlights include a one-car garage with extra storage, energy-efficient features, and designer finishes throughout. Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park.

2949 Clever Lane, Winter Park

$470,000
4 Beds 3 Baths Winter Park Estates SubDv. 32792 Zip Code
Welcome to 417 Carvell Drive—where timeless mid-century modern design meets contemporary comfort. This beautifully updated 4-bedroom, 3-bathroom home sits on a spacious quarter-acre fenced lot in the heart of Winter Park. Thoughtfully designed with a split floor plan, the home features two primary bedrooms, ideal for multi-generational living or guest privacy. One of the suites includes a newly renovated bathroom with elegant modern finishes. The open layout, paired with large windows, fills the home with natural light, creating a warm, inviting atmosphere. The updated kitchen boasts granite countertops, wood cabinetry, and stainless steel appliances, offering both style and functionality. Manicured lawn, and inviting front porch add to the curb appeal. Solar panels add energy efficiency. The expansive backyard provides the perfect setting for relaxation, play, or entertaining. Located just steps from walking and bike paths, Cady Way pool, and Ward Park, this home offers easy access to outdoor recreation. It’s also walkable to shopping and dining, and just minutes from top-rated schools—delivering an ideal blend of comfort, convenience, and community. Bonus: Buyers may receive a closing cost credit of up to $4,850 when using the seller’s preferred lender—ask for details! Don’t miss your chance to own this move-in-ready, eco-conscious home in the heart of Winter Park. Schedule your private showing today!

417 Carvell Drive, Winter Park

$468,470
4 Beds 2 Baths Howell Estates Rep SubDv. 32792 Zip Code
Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park

$425,000
4 Beds 2 Baths Oakcrest-516 SubDv. 32792 Zip Code
Charming Winter Park Home with Pool on Oversized Lot – No HOA! Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools. This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households. Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling—a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress. With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

7249 Abbey Lane, Winter Park

$750,000
3 Beds 2 Baths Golfside Golf Course Sec 01 #3055 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit — all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It’s zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park’s shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.

2756 Summerfield Road, Winter Park

$391,250
4 Beds 2 Baths Winter Woods Unit 04 SubDv. 32792 Zip Code
JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop and cabinet space with a full set of appliances including a refrigerator, stovetop, convention oven and dishwasher. Master bedroom suite is large with a walk-in closet and private bathroom with a pool door and separate shower. Exterior patio area has a pool with a screened enclosure, plenty of space to entertain the whole family and a fenced backyard which is great for the pets to play as well. If location is everything then this one is PERFECT just minutes from shopping, entertainment, schools, restaurants, hospital and major streets. Please call to schedule today!

1985 Japonica Road, Winter Park

$760,000
4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "better than new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home’s great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park’s gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly’s Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland’s Preschool Campus are literally right outside the neighborhood gates. This spectacular home – schedule your showing today!

2159 Marsh Sedge Lane, Winter Park

$575,000
4 Beds 2 Baths Kings Cove SubDv. 32792 Zip Code
Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a sparkling screened pool, spacious 35 x 13 covered lanai including a summer kitchen with refrigerator, sink and storage cabinets. The heart of the home is the renovated kitchen with quartz counters, breakfast bar, mosaic tile backsplash, pantry, and a large breakfast nook all overlooking the family room with vaulted ceilings and a wood burning fireplace. The primary suite includes a renovated bath with dual sinks, garden tub and large tiled shower. Second bedroom close by, perfect for home office or nursery. Separate living and dining room gives plenty of space for a family. Updates include New windows (2021), AC (2024), Roof (2019), wood flooring, updated plumbing, exterior painted (2019). Easy access to Hwy 417, shopping, restaurants and more!

4353 Steed Terrace, Winter Park

$465,000
4 Beds 2 Baths Lakemont Heights SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to 1809 Pineview Circle, a charming and move-in-ready 4-bedroom, 2-bathroom home located in the heart of Winter Park. This single-story residence offers 1,631 square feet of well-designed living space on a spacious 8,576 square foot lot. From the moment you arrive, you’ll notice the home’s inviting curb appeal and quiet, tree-lined street that defines this established community. Inside, the home features a bright and open layout with ceramic tile flooring throughout, creating a clean and cohesive look. The generous living area flows seamlessly into a well-appointed kitchen equipped with essential appliances, ample cabinetry, and space for casual dining or entertaining. Each of the four bedrooms offers comfortable proportions and natural light, while the two updated bathrooms are thoughtfully designed with modern fixtures to complement the home’s overall aesthetic. Step outside to a large backyard, perfect for hosting gatherings, gardening, or simply enjoying Florida’s year-round sunshine. Additional highlights include central air conditioning (2019), recently replaced roof (2021), washer and dryer, and a solid concrete slab foundation with block walls. Located just minutes from top-rated schools, including walkable Lakemont Elementary, as well as local favorites like Phelps Park, the Winter Park YMCA, Park Avenue, Rollins College and an array of shopping and dining options, this home combines comfort and convenience in one of Central Florida’s most desirable areas. Whether you're a first-time buyer, growing family, or investor looking for a solid rental opportunity, 1809 Pineview Circle is in a prime location and won’t last long! Don’t miss the chance to make this well-maintained home your own.

1809 Pineview Circle, Winter Park

$500,000
3 Beds 2 Baths Kenilworth Shores Sec 05 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

2138 Whitehall Drive, Winter Park

$450,000
3 Beds 2 Baths Eastbrook Sub Unit 16 SubDv. 32792 Zip Code
Welcome to your dream home in the heart of Central Florida! This immaculate, move-in ready 3-bedroom, 2-bath pool home is a true gem, nestled in an established neighborhood known for its top-rated schools, friendly community, and unbeatable location. Step inside to find tastefully updated living spaces that blend comfort with modern style. As you enter the foyer, you will find the formal living room to your immediate left. Continue on to find a family/bonus room with built-in cabinetry. The kitchen boasts updated finishes, stainless steel appliances (fridge and dishwasher 2023), and plenty of counter space. The dining room is through the kitchen, and is currently being used as an office, with a great view of the outdoor space. The bedrooms are split, offering a separate owner's suite. The home also features a bright and airy Florida room, perfect for morning coffee or quiet evenings. Step outside to your private backyard oasis with a sparkling pool, perfect for cooling off on warm Florida days or hosting weekend BBQs. Mature landscaping adds both privacy and curb appeal, and there's plenty of space for pets or gardening. Just minutes from downtown Winter Park, with easy access to shopping, dining, and major highways, this home truly has it all. Roof is 4 years old. Brand new Carpet in bedrooms. Schedule your showing today.

3317 Dormer Court, Winter Park

$426,000
3 Beds 2 Baths Winter Woods Unit 04 SubDv. 32792 Zip Code
In the sought-after Winter Woods community of Winter Park, this 3-Bedroom and 2-Bathroom home with almost 1,700 SQFT of recently updated living space offers both functionality and convenience. Situated on an oversized lot overlooking a pond, this home is perfect for anyone seeking a turn-key opportunity with optimal privacy. Upon entering the home, a large and spacious living area is to the right, bright with plentiful natural light through the front windows. A hallway leads to the open family room and kitchen providing the ideal space for gathering with family and friends. The updated well-equipped kitchen features granite countertops, bar-top seating, wood cabinetry with ample storage, and newer appliances. The kitchen blends seamlessly to a dining area, also adjacent to the front living room. The master bedroom is located on the left of the home with an en-suite updated bathroom. The other two bedrooms are in the back of the home giving privacy for family or guests. The second bathroom is conveniently located in the hallway from the family room leading to the back bedrooms. All bedrooms are complemented with Luxury Vinyl Flooring. Sliding glass doors lead you to the covered back patio and yard overlooking a pond providing a quiet, peaceful, and serene place to relax and unwind. Just outside the kitchen is a large mudroom with Washer/Dryer and additional pantry or storage space. The mudroom leads to the large two-car garage with an additional work worm. A new roof was installed in 2023 as well as fresh interior and exterior paint. This home is ideally located just minutes from the renowned Park Ave and Rollins College as well as close to Full Sail University. Interlachen Country Club is just around the corner and the golf course runs just behind the pond. With easy access to major roadways leading to the 417 and Orlando International Airport, this home is ideal for active families, professionals, and anyone looking for the perfect Winter Park place to call their own.

2028 Sussex Road, Winter Park

$142,000
1 Beds 1 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the spacious feel of an open-concept living and dining area that leads out to a private screened-in patio with a large storage closet. Perfect for all your extra items and a great area for relaxing or entertaining. The large bedroom features dual closets, and a rare in-unit utility closet with a stackable washer/dryer. Not all units have this, so it's an uncommon perk in this community. The updated bathroom adds a sleek, contemporary touch to your daily routine. The NEW ROOF (2024),NEW APPLIANCES ALL (2024), WASHER DRYER (2023), AND HOT WATER HEATER (2024) are also an added comfort. Residents of the community enjoy a resort-style lifestyle with access to two sparkling pools, a well-equipped fitness center, tennis courts, a clubhouse, and lush green landscaping. Ideally situated just minutes from Full Sail University, Rollins College, Park Avenue, and top-rated dining and shopping, plus easy access to 417 and I-4, this location offers the best of Central Florida living with a low-maintenance lifestyle at an affordable price. Schedule your private showing today and start living the easy, vibrant lifestyle you deserve!

130 Lewfield Circle Unit 130, Winter Park

$505,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park

$480,000
4 Beds 3 Baths Hyde Park SubDv. 32792 Zip Code
Back on market due to buyer financing....Welcome to your dream home in the heart of Winter Parks sought after Hyde Park community. Situated at the end of a quiet cul de sac, this charming home offers 4 Bedrooms, 2.5 Baths with 1906 sf of comfort and character.. Step inside to find some fresh interior paint, vaulted ceilings, and a cozy, brick-accented fireplace that creates a warm and inviting atmosphere. Upon entry, you are greeted with cathedral ceilings, an abundance of natural light, and a conveniently located guest bathroom. The open living area is perfect for entertaining or gathering of family and friends. The primary bedroom is located on the first floor for added privacy and features an en-suite bathroom with dual sinks, a garden tub, and a separate shower., and lets not overlook the doors that lead to your outdoor oasis. Upstairs, you'll find a versatile loft space—ideal as a home office, playroom, or additional lounge area—along with three spacious bedrooms and a full bathroom with newly installed flooring. The kitchen and dining area offers ample space, where you'll find lots of cabinets for storage, stainless steel appliances, gas oven, and 2 separate sets of doors that lead to the backyard as well. Step outside to enjoy a large screened-in patio complete with a spacious pool—an essential for those warm Florida days and pesky mosquitos. This space is perfect for entertaining, or relaxing with a glass of wine. The surrounding grassy area, is perfect for your pets and/or gardening. Hyde Park offers fantastic amenities including a tennis court, basketball court, playground, and a community dock with access to Lake Florence. Conveniently located near shops, restaurants, downtown Winter Park, with easy access to the 417 Additional upgrades --- new double-pane windows throughout, new siding on the entire house (2022), and a new roof (2022).

3001 Little Cypress Cove, Winter Park

$475,000
3 Beds 1 Baths Kenilworth Shores Sec 01 SubDv. 32792 Zip Code
This adorable 3 bedroom, 1 bath mid-century modern bungalow is tucked into a highly coveted part of Winter Park. Thoughtfully updated with a newer kitchen and bathroom, plus recent upgrades including new windows, a newer A/C system, and a brand-new deck—this home is move-in ready and full of charm. Set on a spacious lot, the property offers exciting potential: expand the existing home, renovate further, or build your dream house from the ground up. Live comfortably now while you plan your future vision. Whether you’re a first-time homebuyer, investor, or someone ready to create a custom residence, this property is a rare find in a prime location. If you’ve been dreaming of a Winter Park address—this is your chance!

407 S Lakemont Avenue, Winter Park

$689,500
3 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy wood-burning fireplace. Elegant plantation shutters throughout, adding a touch of sophistication and privacy. Escape to your private primary suite through elegant double doors, boasting a relaxing shower and bathtub, plus a convenient walk-in closet. Enjoy your privacy with the split floor plan. Both guest bedrooms share a bathroom and enjoy their own corner of the house. Outside, your own sparkling pool awaits for endless days of sun-soaked enjoyment, or lounging under the covered brick paver patio. This quarter acre lot allows for plenty of additional yard space around the pool. Upgrades Include: New AC and DUCTWORK (2023), NEW FENCE (2023), NEW PAINT (2023), NEW LANDSCAPING, IRRIGATION, and SOD (2023), NEW APPLIANCES (Dishwasher, Microwave, Refrigerator, Oven, Washer & Dryer) (2022), NEW DISPOSAL (2021), NEW POOL FENCE (2025), & NEW ELECTRICAL PANEL (2019). ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School. With quick access to the Cady Way Trail, and a short walk for Golfers to enjoy the Winter Pines Golf Club, this home has everything you’re looking for. ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School.

1129 Golfside Drive, Winter Park

$420,000
3 Beds 2 Baths Winter Woods Unit 03 SubDv. 32792 Zip Code
Seize this exceptional opportunity to acquire a remarkable property in the esteemed town of Winter Park. The roof is only 4yrs old, with rain gutters around the entire house! The kitchen is updated, featuring a stone countertop, breakfast bar, and ample natural lighting. The GE refrigerator, dishwasher, and stove top are 2yrs old. The professionally maintained oversized swimming pool adds to the property’s allure. This home has been lovingly cared for and cherished by the same owner since 1972! Additional features include a new vinyl fence, new garage door, updated outdoor electrical box, lawn irrigation, and a wheelchair ramp in the garage. The asking price is a fair reflection of the property’s current condition. Come and get your great deal, then make it your own inside and out.

1604 Nottingham Drive, Winter Park

$587,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
- NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2 FULLY UPGRADED bathrooms, and the primary ensuite will feature a sleek standalone glass rain shower and a spacious walk in closet with a get-ready station. Out back you will have a 24ft long screened in lanai with a spacious tree lined backyard perfect for family and friends activities. This growing community will also feature an 18-hole amateur golf course, a 2.6mi nature trail and fields for soccer, baseball, football and tennis just a short walk from the home. More importantly, for your peace of mind, all major structural and mechanical systems were replaced in 2025, we paired up these upgrades with a HOME WARRANTY that will be provided to you at closing.

236 N Ranger Boulevard, Winter Park

$450,000
3 Beds 2 Baths Woodcrest Unit 5 SubDv. 32792 Zip Code
Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and ample counter space, flowing seamlessly into the living area. Retreat to the generous primary suite with its own updated bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. Both bathrooms feature contemporary finishes for a touch of luxury. Outside, paradise awaits! Dive into your private pool, perfect for Florida’s sunny days, or relax on the expansive screened lanai, ideal for al fresco dining or morning coffee or a dip into the jetted hot tub. The fully fenced yard offers privacy and plenty of space for pets, play, or gardening. With a new roof, new HVAC system, and plumbing re-pipe in 2016 this home is as worry-free as it is beautiful. Nestled in vibrant Winter Park, you’re minutes from top-rated schools, charming boutiques, gourmet dining, and scenic parks.

5326 Lanyard Court, Winter Park

$586,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park

$390,000
3 Beds 3 Baths Merrie Oaks Village Ph 01 SubDv. 32792 Zip Code
Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail. Step into a grand living room where soaring ceilings and expansive windows bathe the space in natural light. The formal dining room transitions effortlessly into a thoughtfully designed galley kitchen, showcasing a newly renovated island, high-end Bosch dishwasher, and a French door leading to a truly remarkable outdoor retreat. The covered courtyard, adorned with a trellised garden and overlooking manicured community green space, offers the perfect setting for elevated entertaining and tranquil evenings under the stars. Upstairs, discover a versatile loft ideal for a refined home office, along with a luxurious primary suite featuring a glass-enclosed porch — a serene escape for morning coffee or evening unwinding. Two additional guest bedrooms and a well-appointed guest bath complete the upper level. This discreet and desirable community offers unmatched access to shopping, dining, Advent Health Medical Campus, Full Sail University, Cady Way Park with bike trails & pickleball courts and a short drive to the renowned charm of Park Avenue. Roof 2012, HVAC 2016. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME!

264 Balfour Drive, Winter Park