Location: A, Winter Garden
Do Not Show Listings
769 HOME GROVE DR, WINTER GARDEN, FL 34787
$524,50016 Days on yellowkey MLS ID: O6420766
REDUCED by $5,500 (1.0%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2305 Built: 2005Monthly Fee: $99 Tax: $4,372 (2025)Community: Regency Oaks Ph 02 A-CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,372
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Price Improvement! Seller says Sell it! Offering $5,000 Buyers Incentive at closing. Welcome to established Regency Oaks subdivision in Stonecrest, in the heart of Winter Garden! Situated on a desirable corner lot, this screened-in POOL home offers an incredibly flexible floor plan designed to fit today's lifestyle. Listed as a 3-bedroom home, it also features a spacious flex room overlooking the pool and backyard, along with a separate oversized bonus room that can easily serve as an additional bedroom, home office, media room, playroom, fitness studio, guest retreat, or additional living space. The split-bedroom layout provides privacy, while the primary suite features a walk-in closet, garden tub, and separate shower. Fresh interior paint and updated laminate flooring enhance the home's inviting feel. Step outside to your private backyard oasis complete with a sparkling pool, mature shade trees, a side yard for gardening and a pool safety fence—creating the perfect setting for entertaining or relaxing while enjoying Florida's indoor-outdoor lifestyle. Recent improvements include a new roof (2023), 2017 air handler, 2018 A/C condenser, and a recently serviced irrigation system for added peace of mind. Residents of Regency Oaks enjoy low monthly HOA fees and outstanding community amenities including scenic walking trails around a picturesque pond with benches, a clubhouse, community pool, and two neighborhood parks/playgrounds. Ideally located walking distance of Winter Garden Village at The Grove and just minutes from Historic Downtown Winter Garden, the West Orange Trail, major highways, shopping, dining, entertainment, top rated schools and Central Florida's world-famous attractions. Orlando International Airport and Florida's east coast beaches are both approximately an hour away.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
12706 GROVEHURST AVE, WINTER GARDEN, FL 34787
$634,00016 Days on yellowkey MLS ID: O6424010
REDUCED by $11,000 (1.7%) on 07/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3382 Built: 2005 Tax: $8,232 (2025)Community: Grovehurst A-DSpa: NoSingle Family
Taxes:$8,232
Elementary School: None
High School: None
Middle School: None
Remarks: Experience 12706 Grovehurst Ave, recently updated with fresh interior paint and a partial flooring replacement. The kitchen is equipped with all stainless steel appliances, enhancing functionality. The primary bathroom features double sinks, a separate tub, and a separate shower for convenience. A dedicated patio provides exterior space. Discover updated comfort and modern amenities.
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1801 BURDOCK DR, WINTER GARDEN, FL 34787
$599,90030 Days on yellowkey MLS ID: O6419427
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2008Monthly Fee: $90 Tax: $3,695 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$3,695
Remarks: Callaway Model built by Taylor Morrison Home: Welcome home to this beautifully maintained residence offering exceptional curb appeal and timeless Florida charm. From the moment you arrive, you'll appreciate the attractive paver driveway, manicured landscaping, lush lawn, and welcoming covered front porch accented by elegant columns and mature palm trees. The home's inviting exterior showcases a desirable split bedroom style appearance, a spacious two car garage, and a thoughtfully landscaped front yard that creates a warm first impression. Situated in a well kept community, this property offers the perfect blend of comfort, style, and functionality. Whether you're enjoying your morning coffee on the front porch or welcoming guests into this charming home, you'll appreciate the pride of ownership evident throughout. Conveniently located near shopping, dining, entertainment, major roadways, and all that Winter Garden has to offer. Don't miss this opportunity to own a move-in-ready home in one of Central Florida's most sought-after areas! Roof was replaced in March 2026, AC 2018, Water Heater is newer.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$529,90078 Days on yellowkey MLS ID: O6405328
REDUCED by $15,000 (2.8%) on 07/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2517 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claire Sims, Llc (203-767-8109)
1830 BURDOCK DR, WINTER GARDEN, FL 34787
$715,00029 Days on yellowkey MLS ID: O6419559
REDUCED by $10,000 (1.4%) on 07/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3435 Built: 2008Monthly Fee: $90 Tax: $6,900 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$6,900
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Virtually Staged. Lender Credit of 1% (of loan amount) toward closing costs or rate buy-down (inquire for more info). Welcome to CARRIAGE POINT, a GATED Winter Garden community offering an exceptional location and a thoughtfully designed floor plan. This two-story POOL home delivers the space today’s buyers crave, room for everyone, from dedicated home offices to flexible living and guest areas. With 3,435 square feet of living space, this home features five bedrooms, four full bathrooms, and a large bonus room. As you enter the home, you are welcomed by a spacious living room and dining room before continuing into the heart of the home. The open-concept kitchen features granite countertops, 42-inch cabinetry with crown molding, under-cabinet lighting, a gas range, an expanded pantry, and plenty of space for a breakfast table. The kitchen opens to the family room with sliding doors leading out to the SCREENED-IN POOL and FENCED backyard. The first floor features a desirable three-way split floor plan with four bedrooms and three full bathrooms. The spacious downstairs primary suite offers plenty of room to relax, along with a walk-in closet and private en-suite bathroom. Upstairs provides even more flexibility with a fifth bedroom, fourth full bathroom, and a large living area. Newer luxury vinyl plank flooring extends throughout the upstairs and staircase. The outdoor living space is a true highlight of this home with an expansive screened-in SALT WATER POOL ADDED IN 2021. Designed with both relaxation and fitness in mind, the pool features water jets giving a swim-against-the-current feature, creating the perfect space to enjoy a refreshing swim or get in a low-impact workout. Carriage Pointe offers residents a variety of community amenities including a tennis court, playground, soccer field, and walking path. For those who enjoy an active lifestyle, the area offers miles of scenic trails, including the West Orange Trail, along with parks and outdoor activities nearby. The location is ideal, with convenient access to State Road 429 and Highway 50, making travel throughout Central Florida easy. Enjoy being close to Winter Garden Village, the Hamlin area, restaurants, shopping, entertainment, and AdventHealth Winter Garden. Families will appreciate the HIGHLY RATED SCHOOLS, including Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. Historic Downtown Winter Garden is less than five miles away and offers charming shops, local restaurants, the weekly farmers market, the West Orange Trail, and year-round community events. Additional features include a three-car garage, natural gas service through Lake Apopka Natural Gas District, gas washer and dryer, a 2020 water heater, updated electrical service, and added electrical for a built-in microwave. With its exceptional floor plan, private pool, flexible living spaces, and prime Winter Garden location, this Carriage Pointe home offers exceptional space, comfort, and convenience. Schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Justin Core (407-305-4300)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,900101 Days on yellowkey MLS ID: O6396640
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Remarks: Back on Market due to buyer unable to secure funding. Their loss, your opportunity. Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
932 LOST GROVE CIR, WINTER GARDEN, FL 34787
$619,00010 Days on yellowkey MLS ID: O6424937
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2891 Built: 2007Monthly Fee: $95 Tax: $9,109 (2025)Community: Grove Pk/Stone Crest A-ESpa: NoSingle Family
Taxes:$9,109
Remarks: A home that's finally been paid attention to. Four bedrooms, two-and-a-half baths, 2,891 square feet. A full 2022 refresh. New roof, new water heater, new softener, new stainless appliances, EV charger in the garage. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk from the front door, so you don't have to leave the neighborhood to have a good time. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Romario Gabbidon (352-460-6519)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$525,00072 Days on yellowkey MLS ID: O6407943
REDUCED by $4,000 (0.8%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
Remarks: Virtually Staged. New Interior Paint!! New Roof being Installed!! Don't Wait!! Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
15604 GRANLUND ST, WINTER GARDEN, FL 34787
$795,00012 Days on yellowkey MLS ID: O6422730
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3172 Built: 2011Monthly Fee: $90 Tax: $9,634 (2025)Community: Carriage Pointe A-I & LSpa: NoSingle Family
Taxes:$9,634
Remarks: Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.
Listing is courtesy of: KEENE'S POINTE REALTY (407-876-8879)
Listing Agent: Angela Durruthy (407-496-5811)
14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787
$775,00031 Days on yellowkey MLS ID: O6419534
REDUCED by $13,000 (1.6%) on 07/18/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3448 Built: 2013Monthly Fee: $252 Tax: $9,452 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$9,452
Elementary School: Summerlake Elementary
High School: Horizon High School
Remarks: Virtually Staged. ... Summerlake Community ... This 5 bedroom 3.5 bath 2 car garage is seeing the water view from the front entrance. It has a large kitchen integrated with dining room and living room. Lots of windows and the view.... Newly painted inside and outside... The upstairs offers a lot of spaces for playroom and study room. The house is zoomed for Summerlake Elementary School, Hamlin Middle School, and Horizon High School. Don't forget, it is just minutes away from Hwy 429 and the shopping area in Hamlin. The community offers heated zero entry pool, Yes, heated pool. Tennis courts, Zip liner, gym, dog parks, and more.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
844 OAKLAND PARK BLVD, WINTER GARDEN, FL 34787
$1,225,00024 Days on yellowkey MLS ID: O6419976
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3525 Built: 2012Monthly Fee: $208 Tax: $14,087 (2025)Community: Oakland Park Unit 1B-1BSingle Family
Taxes:$14,087
Remarks: Virtually Staged. More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winter Garden. With 5 large bedrooms plus a den spread across over 3,500 square feet, the home provides ample space for everyday living and entertaining. Upon arrival, a welcoming front porch sets the tone, offering the perfect place to enjoy a quiet morning coffee or unwind with a glass of wine at sunset. Inside, elegant French doors open to a private home office, while engineered hardwood flooring flows throughout the main living areas. The open-concept floor plan is filled with natural light, creating an inviting space for both everyday living and entertaining. At the heart of the home, the spacious kitchen overlooks the living area and seamlessly connects to the expansive screened lanai through double French doors. The first-floor primary suite is a private retreat, highlighted by a tray ceiling and a spa-inspired bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an oversized walk-in closet. A secondary bedroom and full bath on the main level provide ideal accommodations for guests or multigenerational living. Upstairs, a spacious loft offers endless possibilities as a media room, game room, or additional gathering space. Three generously sized secondary bedrooms—each with its own walk-in closet—along with two full bathrooms provide comfort and privacy for family and guests alike. Step outside to one of the home's most impressive features: an expansive screened lanai overlooking a fully fenced backyard with ample room to design the pool of your dreams. Completing the property is a coveted three-car garage, offering abundant space for vehicles, storage, and recreation. Residents of Oakland Park enjoy a picturesque, tree-lined community known for its welcoming atmosphere, resort-style amenities, seasonal community events and unmatched location. Just minutes from the award-winning shops, restaurants, farmers market, and West Orange Trail in historic downtown Winter Garden, this home offers the perfect balance of luxury, convenience, and the quintessential Central Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sophia Gordon (239-898-1841)
2107 REDMARK LN, WINTER GARDEN, FL 34787
$649,90016 Days on yellowkey MLS ID: O6423037
0 Days Off yellowkey (back on 7/10/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2826 Built: 2009Monthly Fee: $90 Tax: $10,319 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$10,319
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained residence in the highly sought-after gated community of Carriage Pointe in Winter Garden. Built in 2009, this spacious residence offers 2,826 square feet, 4 bedrooms, 3 full bathrooms, and a full 3-car garage, all thoughtfully designed around an ideal three-way split floor plan that provides privacy and flexibility for families and guests alike. From the moment you arrive, you'll be welcomed by a charming covered front porch complete with a porch swing—the perfect place to relax and enjoy the neighborhood. Inside, soaring ceilings, plantation shutters, engineered hardwood flooring throughout the main living areas, updated lighting and ceiling fans, and elegant crown and chair rail molding in the formal dining room create a warm and inviting first impression. Formal living and dining rooms greet you at the front of the home before opening into the heart of the house. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, an oversized island with bar seating, stainless steel appliances, 42-inch upper cabinets with crown molding, a decorative herringbone tile backsplash, and abundant cabinet and counter space. The kitchen flows seamlessly into the expansive great room, where large sliding glass doors showcase one of the home's most spectacular features—the private backyard oasis. Step outside to your own resort-style retreat featuring a gas-heated saltwater plunge pool, an expansive covered lanai, and a fully fenced backyard. The elevated homesite overlooks peaceful conservation with no rear neighbors, creating exceptional privacy and a boutique resort feel that's rarely found. Whether you're enjoying a quiet morning coffee or entertaining friends and family, this outdoor living space is truly the centerpiece of the home. The spacious primary suite is privately situated at the rear of the home and enjoys tranquil backyard views, a tray ceiling, abundant natural light, a custom-designed walk-in closet, and private access to the covered lanai. The luxurious primary bathroom features separate vanities, a garden tub, and an oversized walk-in shower. The thoughtfully designed three-way split floor plan offers exceptional privacy, with one guest bedroom and full bath tucked away near the center of the home, while two additional bedrooms share a full pool bath with direct access to the outdoor living area. Additional upgrades include a brand-new roof (2026), AC (2023), and water heater (2022)—meaning all of the home's major mechanical systems have already been updated, providing tremendous peace of mind for the next owner. The oversized 3-car garage is equally impressive with premium Husky storage cabinets, wall-mounted organization systems, two ceiling-mounted storage racks, and wiring already in place for a future electric vehicle charger. Additional improvements include whole-house surge protection and a spacious interior laundry room complete with a utility sink and upper cabinetry. Residents of Carriage Pointe enjoy the security of two gated entrances along with community amenities including a playground, tennis court, and soccer field. Conveniently located near Winter Garden's shopping, dining, major roadways, and top-rated schools, this exceptional home offers the perfect combination of thoughtful upgrades, resort-style outdoor living, and peaceful conservation views. Make an appointment so see this home today!
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: William Wygle (407-375-9005)
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$535,00065 Days on yellowkey MLS ID: O6408941
REDUCED by $10,000 (1.8%) on 07/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Taxes:$7,326
Elementary School: Dillard Street Elem
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Peyton Blanton (407-462-7891)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$580,000171 Days on yellowkey MLS ID: O6379203
0 Days Off yellowkey (back on 7/1/2026)
REDUCED by $19,900 (3.3%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Remarks: Virtually Staged. Multiple offers received and all highest and best offers due by 9:00 AM CST on 06/29/26. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
231 DOE RUN DR, WINTER GARDEN, FL 34787
$498,99556 Days on yellowkey MLS ID: O6412284
REDUCED by $1,005 (0.2%) on 06/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2006Monthly Fee: $57 Tax: $3,202 (2025)Community: Deerfield Place A-GSingle Family
Taxes:$3,202
Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Rick Coles (321-299-4981)
17056 RED BIRD RD, WINTER GARDEN, FL 34787
$795,00033 Days on yellowkey MLS ID: G5113999
0 Days Off yellowkey (back on 6/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1981 Tax: $1,474 (2025)Community: N/ASpa: NoSingle Family
Taxes:$1,474
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. Nestled on 2.5 beautiful acres just off Highway 429 in the highly desirable Avalon community of Winter Garden, this charming 3-bedroom, 2-bath home offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees and a peaceful, fenced setting, the property features a spacious Florida Room overlooking the serene backyard, creating the ideal space to relax and enjoy nature. Additional highlights include an oversized garage and a storage shed, providing plenty of room for vehicles, hobbies, and equipment. Located in ever-growing Winter Garden in West Orange County, residents enjoy easy access to the area's vibrant downtown filled with unique local shops, restaurants, walking and biking trails, parks, and year-round recreational activities. This exceptional property offers a rare opportunity to enjoy country-style living while remaining close to Orlando's world-famous attractions, major roadways, both Florida coasts, and everything that makes Central Florida such an outstanding place to live, work, and play.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Betty Hensinger (352-267-5028)
6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787
$599,00042 Days on yellowkey MLS ID: O6409661
REDUCED by $20,000 (3.2%) on 06/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2608 Built: 2011Monthly Fee: $195 Tax: $8,654 (2025)Community: Signature Lakes Ph 02 A B H I JSingle Family
Taxes:$8,654
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island storage prep station. and a Pantry! Oversized primary bedroom upstairs, with an ensuite bathroom leading to a roomy walk-in closet with pocket doors. Ensuite Bath includes a glass-walled shower with a separate spa-style tub. Dual sinks with plenty of counter space. Solid wood cabinetry and Stone countertops. 3 additional Bedrooms on the second floor. Full laundry room with cabinetry. Welcome to Independence, one of the most desirable communities in Central Florida! Ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Whether envisioning a pool, an expanded patio, or simply more room to relax and play, this space is a true standout in the neighborhood. Residents of Signature Lakes enjoy resort-style amenities including two clubhouses, tennis and basketball courts, two swimming pools, dog parks, scenic walking and biking trails, and beautifully landscaped green spaces. These neighborhoods would be inspired by the traditional aesthetic of Colonial America, with streets named after agricultural methods, explorers, authors, artists, and more. The "icon" for the community is the Mall, situated at the entrance to the community off Ficquette Rd. Two large stone obelisks, alight with gas torches in the evening, give way to the sparkling 512-foot reflecting pond surrounded by emerald green lawn and stately mature oak trees. At the Tower Green stands the five-story brick Clock Tower, trimmed by ornamental gardens and capped with a copper spire. The Town Square Residents Club ends the Mall, with its colonnaded façade and tall cupola drawing inspiration from Georgian colonial buildings of historic Philadelphia, New York, and Boston. This prime Winter Garden location offers quick access to SR-429 and is minutes from shopping, dining, and entertainment. This home is the perfect blend of style, comfort, and location, and is ready to welcome its next owner. At Independence, they are proud to be among the finest master planned communities in Horizon West. Full of dramatic architectural flourishes, surrounded by the majesty of natural Florida, and home to a lifestyle that's second to none, we welcome you to explore this beautiful community and discover that this unique place truly is what life should be.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
7841 ICELAND GULL ST, WINTER GARDEN, FL 34787
$730,00052 Days on yellowkey MLS ID: O6413079
0 Days Off yellowkey (back on 6/22/2026)
REDUCED by $15,000 (2.0%) on 06/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2765 Built: 2013Monthly Fee: $252 Tax: $4,898 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$4,898
Remarks: Under contract-accepting backup offers. Virtually Staged. SELLERS MOTIVATED! It’s all about location, location, location! Welcome home to 7841 Iceland Gull Street in the highly sought-after Summerlake community. This beautifully maintained 3-bedroom, 2.5-bath home with a spacious loft, rear-entry 2-car garage, and fenced backyard truly stands out from the moment you arrive. The inviting curb appeal and charming front porch create the perfect setting to enjoy your morning coffee while taking in peaceful pond views or an evening stroll through the neighborhood. As the sun sets, turn on the JellyLights and relax with your favorite beverage while enjoying the ambiance—and even catch fireworks from the comfort of your own home. Inside, you'll immediately appreciate the thoughtful attention to detail, including custom trim work and upgraded lighting throughout. The versatile front room is currently used as a formal dining space but can easily serve as a home office, playroom, or flex space to fit your lifestyle. The gourmet kitchen is a chef’s dream, featuring not one but two built-in ovens, a gas cooktop, abundant cabinetry, and plenty of space for entertaining family and friends. The home also offers the added efficiency and convenience of a gas water heater. Upstairs, you'll find a generous loft area, a spacious primary suite, two additional bedrooms, and a conveniently located laundry room. This home is packed with extras, including a garage with newly installed Shark Coating flooring, a transferable warranty, and overhead storage racks for maximum organization. Located just minutes from Disney, Hamlin Town Center shopping and dining, and everything Horizon West has to enjoy, the location simply can't be beat. Enjoy Summerlake’s incredible amenities, golf cart-friendly lifestyle, scenic walking trails, and top-rated community schools nearby. Homes like this rarely become available—schedule your private showing today and discover all that this exceptional home has! SELLERS MOTIVATED!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Marian Schneider (407-383-2105)
15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787
$885,000168 Days on yellowkey MLS ID: G5107891
REDUCED by $30,000 (3.3%) on 06/17/2026
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4267 Built: 2012Monthly Fee: $128 Tax: $11,470 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$11,470
Remarks: Welcome to this stunning and spacious 7-bedroom home, located in one of Winter Garden’s most desirable areas, just minutes from Historic Downtown Winter Garden. Recently painted and thoughtfully updated, this property offers the perfect blend of comfort, style, and convenience. The expansive layout features generous living spaces, ideal for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a beautiful pool—perfect for relaxing, hosting gatherings, or enjoying sunny days year-round. Recent updates enhance the home’s bright, fresh feel while preserving its timeless appeal. Ideally situated close to Winter Garden Village, as well as shopping, popular restaurants, top-rated schools, hospitals, and everyday essentials, this home delivers exceptional lifestyle convenience without sacrificing privacy or space. A rare opportunity to own a move-in-ready home in a prime location—this one truly has it all.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Marcus Correa, Pa (407-952-4470)
15465 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787
$865,0001014 Days on yellowkey MLS ID: O6149841
1 Days Off yellowkey (back on 10/25/2023)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4244 Built: 2012Monthly Fee: $128 Tax: $8,116 (2023)Community: Johns Lake Pointe A & SSingle Family
Taxes:$8,116
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Beautiful pool home in the desirable Johns Lake Pointe Community of Winter Garden! This exquisite 5 bedroom, 4 bath home is perfectly situated on a pond view lot and comes with a solar panel system! This lot plus gorgeous landscaping provides all the privacy you could want. Upon entering you will find the formal living and dining rooms. As you continue through the home, the gourmet kitchen is perfect for the chef of the family and has an open floorplan to the family room. It is complete with stainless steel appliances, granite countertops, a pantry, a breakfast bar, and a large eat-in dining area with french doors to the pool area. Downstairs you will also find a bedroom, full bath that has a door to the pool, and a bonus room (currently used as a gym). The upstairs of this home is perfect for any family! You’ll find the spacious primary suite and a luxurious bath with dual vanities, a garden tub, a separate shower, and a large custom walk-in closet. Two of the additional bedrooms share a full bathroom, while another upstairs bedroom is adjacent to a full bath. Additionally, there is a large loft area, multi-level movie theater room, laundry room, and lots of closet space. The loft area has so many possibilities as it could be used as a billiard room, playroom, etc. Add the gorgeous pool with an outdoor kitchen and firepit and this home will be sure to please the most discerning buyer. Close to schools, Winter Garden Village, downtown Winter Garden, shopping, and restaurants. Also, located within 25-30 minutes of the parks! Johns Lake Pointe features a resort-style pool, clubhouse, playground, fitness room, and tennis courts, which are all located in close proximity to the home! Schedule your showing today!!
Listing Agent: Desiree Pizio (321-663-9104)
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