Location: Winter Garden , 34787
Do Not Show Listings
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$530,0001 Day on yellowkey MLS ID: O6407943
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,138
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. 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, tiled backsplash, 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 fully 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)
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,084,99950 Days on yellowkey MLS ID: O6392997
REDUCED by $1 (0.0%) on 05/01/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Taxes:$12,929
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Exquisite! Enjoy the experience of living in the finest of MODERN LUXURY in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, 5 bedrooms and 4 bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,00077 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$609,00065 Days on yellowkey MLS ID: O6389811
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $16,000 (2.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Remarks: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing Agent: Viviane Rocha (407-558-1180)
14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787
$369,990182 Days on yellowkey MLS ID: S5138632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 2018Monthly Fee: $913 Tax: $7,024 (2024)Community: Grove Resort And Spa Hotel Condominium 3Condo
Taxes:$7,024
Tax Year: 2024
Remarks: New reduced Price: $369,990. GREAT NEW OWNER FINANCING AVAILABLE: CONTACT US FOR ADDITIONAL INFORMATION. BEAUTIFUL 2 BED/2 BATH LUXURY FULLY FURNISHED CYPRESS DESIGN CONDO WITH GREAT VIEWS. Welcome to The Grove Resort & Waterpark, an exquisite condo hotel just minutes from the enchanting Walt Disney World in Orlando, Florida. Presenting a luxurious Cypress design two-bedroom, two-bath condo that is fully furnished with luxury upgrades and nestled in a prime location boasting serene views. Take the opportunity to own a slice of paradise in one of the world's most sought-after vacation destinations. The Grove Resort and Waterpark is a haven of fun and relaxation, featuring a plethora of amenities including: thrilling water park; relaxing lazy river; Exciting water slides; Multiple swimming pools; tranquil spa; The picturesque Lake Austin for fishing and paddle boating. indulge in a variety of dining experiences with both indoor and outdoor settings, engage in retail therapy with on-site shopping, stay active in the state-of-the-art fitness center, and unwind in the full-service spa. The resort also caters to business and events with its well-equipped conference rooms. Embrace the luxury. Dive into the excitement. Make it yours. Take advantage of this opportunity
Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)
Listing Agent: Denise Sacks (321-354-4057)
5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$620,000190 Days on yellowkey MLS ID: L4957156
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2020Monthly Fee: $115 Tax: $6,145 (2024)Community: Wincey GrovesSingle Family
Taxes:$6,145
Remarks: SELLER IS OFFERING $10,000 TOWARDS CLOSING COSTS! A DreamFinders Masterpiece! Experience the perfect blend of modern luxury and everyday comfort in this stunning 4-bedroom, 3-bath custom-built home in the sought-after Wincey Groves community. Built in 2020 by DreamFinders Homes, this residence showcases thoughtful design, quality craftsmanship, and a location that truly embodies the best of Winter Garden living. Step inside to discover a spacious 3-way split floorplan with tile flooring throughout—beautiful, durable, and easy to maintain. The open-concept living area flows effortlessly from the gourmet kitchen into the dining and living spaces, complete with built-in surround sound for an elevated entertainment experience. The kitchen itself is a chef’s delight—featuring solid wood cabinetry, granite countertops, stainless steel appliances, and a large center island perfect for hosting family and friends. Enjoy upgraded custom shutters throughout, a large laundry room with custom cabinetry and utility sink, and a 2-car garage with a paved driveway. The primary suite, set privately at the rear of the home, offers a peaceful retreat with ample closet space and custom built-in storage. The primary bath is spa-inspired, featuring a dual-sink vanity, rainfall shower, and a frameless glass enclosure. Step outside to your screened-in patio—the ideal place to unwind. Complete with wood-look tile flooring and a built-in refreshment center, it’s perfect for quiet mornings or evening gatherings. And with no rear neighbors, you’ll enjoy privacy and tranquility every day. Plus, there’s no CDD fee—an added bonus for value-conscious buyers. About Wincey Groves: Wincey Groves is one of Winter Garden’s most desirable communities, known for its quiet charm, beautifully maintained homes, and convenient location. Residents love the neighborhood’s tree-lined streets, walkability, and proximity to everything that makes Winter Garden special. About Winter Garden:Nestled just minutes from Historic Downtown Winter Garden, residents enjoy access to boutique shops, farm-to-table restaurants, lively bars, and the popular Plant Street Market. The area is experiencing tremendous growth, combining small-town charm with modern convenience. You’re close to top-rated schools, major commuter routes like SR-429 and the Florida Turnpike, and just a short drive to Orlando’s world-class attractions and entertainment.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Andrew Fearn (863-812-1755)
1157 VINSETTA CIR, WINTER GARDEN, FL 34787
$800,0001 Day on yellowkey MLS ID: O6403597
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3598 Built: 2014Monthly Fee: $112 Tax: $6,599 (2025)Community: Avalon Reserve Village 1Single Family
Taxes:$6,599
Elementary School: Whispering Oak Elem
High School: West Orange High
Remarks: Located in the heart of desirable Winter Garden, this beautiful and spacious two-story home in the intimate community of Avalon Reserve offers the perfect blend of location, functionality, and Florida lifestyle living. Ideally situated just 10 minutes from Downtown Historic Winter Garden and its popular Farmers Market, as well as only 10 minutes to Winter Garden Village, you’ll enjoy convenient access to shopping, dining, entertainment, and major roadways including the 429 and Florida Turnpike. Everyday conveniences such as Publix and Walgreens are located right near the entrance to the community, making daily living effortless. This five-bedroom home has been thoughtfully updated and offers an inviting layout with exceptional living space throughout. As you enter the home, you are welcomed by formal living and private office spaces positioned on either side of the foyer, creating flexibility for entertaining, gatherings, or even a private home office setup. Updated LVP wood plank flooring flows throughout the downstairs living areas, adding warmth and durability. The beautifully updated kitchen, remodeled in 2021, features gorgeous white cabinetry, a light complementary backsplash, contrasting island, gas cooking, a spacious everyday dining area, and an oversized island perfect for hosting family and friends. The kitchen opens seamlessly to the expansive two-story gathering room filled with natural light and overlooking the stunning screened pool area through large sliding glass doors. The primary suite is conveniently located on the first floor and offers a spacious retreat complete with a large en-suite bath featuring separate vanities, a garden tub, separate shower, and an oversized walk-in closet. Upstairs, a versatile loft area includes a built-in homework or craft station complete with counter space and upper cabinetry, creating a highly functional flex area for today’s busy lifestyle. Four additional upstairs bedrooms are generously sized with ample storage, and the upstairs features carpet throughout for added comfort. Situated on a corner homesite within this charming 46-home community, the property enjoys a peaceful setting surrounded by a large pond with a beautiful fountain that illuminates at night. The community playground is conveniently located directly across the street, offering easy access to outdoor fun. Additional highlights include a three-car tandem garage with epoxy floors, mounted storage shelving, and a flexible third bay perfect for a workshop, gym, storage, or hobby space. The widened driveway provides additional parking and added convenience for multiple vehicles. Step outside to your private Florida oasis featuring a heated salt-water pool and spa, a large covered lanai ideal for entertaining or relaxing poolside, and still enough green space for pets or play. The pool area is screened in and complete with an outdoor shower. Whether enjoying peaceful evenings by the water or hosting gatherings with family and friends, this backyard perfectly captures the beauty and lifestyle of living in the Sunshine State. Home also has a whole house backup generator inlet for you ready for your own generator. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$549,90024 Days on yellowkey MLS ID: TB8500322
REDUCED by $10,000 (1.8%) on 05/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home built in 2023, offering 2,048 sq ft of modern living in the highly desirable city of Winter Garden. This thoughtfully designed home features a stylish kitchen with stainless steel appliances and granite countertops, seamlessly connecting to the main living and dining areas—perfect for everyday living and entertaining. With its open layout and contemporary finishes, this home offers both comfort and functionality. Upstairs, spacious bedrooms provide privacy and relaxation, including a well-appointed primary suite. The additional half bath on the main level adds convenience for guests. Located in a great community, you’ll enjoy easy access to local highlights such as the Downtown Winter Garden Historic District, known for its charming shops, dining, and events. Outdoor recreation is just minutes away along the scenic West Orange Trail, perfect for biking and walking. You can also enjoy the vibrant atmosphere of Plant Street Market for local food and entertainment. Modern, move-in ready, and ideally located—this home offers the perfect blend of lifestyle, convenience, and community living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
6421 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$539,90070 Days on yellowkey MLS ID: O6386906
1 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2006Monthly Fee: $195 Tax: $6,426 (2024)Community: Signature Lks-Pcl 01BSingle Family
Taxes:$6,426
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Stop your search, this is the home you have been looking for! MOVE-IN READY, fully renovated, located at the well established master planned Independence Community, this stunning 3-bedroom, 2-bathroom residence looks like a model home! This open and split floor-plan offers both, comfort and functionality. Fully upgraded, this home features new LUXURY VINYL flooring, new kitchen and bathrooms with QUARTZ COUNTERS, fresh interior paint, a UPDATED ROOF, a NEW AC SYSTEM, and an ELECTRIC VEHICLE CHARGER and a very charming FULLY FENCED BACKYARD. The bright and integrated living spaces are enhanced by LARGE WINDOWS and abundant NATURAL LIGHT, creating a warm and inviting atmosphere throughout. The modern kitchen showcases QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and AMPLE CABINETRY seamlessly connecting to the living and dining areas—perfect for everyday living and entertaining. The thoughtfully designed SPLIT FLOORPLAN provides added privacy to the primary suite, while the additional bedrooms provide flexibility for a variety of needs. Spacious primary suite with an ensuite bathroom that features a spa-like GARDEN TUB with separate shower, DUAL VANITIES and a large WALK-IN CLOSET, fully customized. Step outside to a CHARMING FENCED BACKYARD, providing privacy and a wonderful space to relax or entertain. Among so many standout features it is its PRIME LOCATION. It faces a CONSERVATION AREA, POND, and a SCENIC WALKING TRAIL offering peaceful views and easy access to outdoor enjoyment. Residents of this home enjoy opening their front door this beautiful green space and stepping right into the scenic trail for easy morning or evening walks. Experience resort-style living in Independence! Two clubhouses, pools, fitness centers, tennis & basketball courts, trails, and dog parks. Playgrounds, scenic lakes, private boat ramps and community events all year round. Close to shopping, dining, and SR-429 — the perfect blend of comfort, recreation, and convenience. Enjoy FREE INTERNET and up to 3 CABLE connexions, already included on the HOA fee. This is an exceptional opportunity for buyers seeking a truly turnkey residence & the vibrant Winter Garden Lifestyle! Schedule your showing today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Francine Arroyo Santowski (407-436-4910)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,00051 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-217-8649)
Listing Agent: Eloisa Armas Camacho (954-217-8649)
16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$469,90052 Days on yellowkey MLS ID: O6393056
REDUCED by $100 (0.0%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $257 Tax: $4,805 (2025)Community: WaterleighSingle Family
Taxes:$4,805
Remarks: Unique financing opportunities make this Waterleigh home a standout. Buyers can take advantage of a 2-1 buy-down paid by the seller’s preferred lender for added affordability and potential monthly savings in today’s market. Plus, the sellers are now offering $5,000 in concessions! This beautifully maintained 3-bedroom, 2-bath home features a bright, open-concept layout designed for both everyday living and easy entertaining. The spacious kitchen is the heart of the home, complete with stainless steel appliances, a walk-in pantry, and a large center island. The private owner’s suite offers a relaxing retreat with a generous walk-in closet and en-suite bath. Located in highly sought-after Waterleigh in Winter Garden, this home offers the lifestyle buyers are looking for, with golf cart-friendly streets, resort-style amenities, breathtaking Disney fireworks views, and the added convenience of a pool and playground directly across the street. Two schools are also located within the community, making this location as practical as it is desirable. Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Shaheda Gordon-Jefferson (646-456-7410)
17738 SEDONA ST, WINTER GARDEN, FL 34787
$902,6642 Days on yellowkey MLS ID: O6407986
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2573 Built: 2026Monthly Fee: $142Community: Esplanade At Mckinnon GrovesSingle Family
Taxes:$0
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Oversized Lot | Covered Extended Lanai | Close to Amenities. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cascata at 17738 Sedona Street in Esplanade at McKinnon Groves! This new home welcomes you through a charming courtyard and porch into a sweeping foyer that opens to a gourmet kitchen overlooking the dining area and bright great room. The open layout continues to an extended lanai, creating a smooth transition for everyday living and easy entertaining. Two secondary bedroom suites each include a private bathroom, with a conveniently placed study between them that adds flexible space for work or relaxation. Tucked away for privacy, the primary suite offers a spacious walk-in closet and a spa-inspired bath designed for a peaceful retreat. A powder room, laundry room, and three-car garage complete the home. Additional Highlights Include: Tray ceilings, additional door at laundry, outdoor kitchen rough-in, pool pre-wire, and water softener loop. Photos are for representative purposes only. MLS#O6407986 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
12308 BRACCO ST, WINTER GARDEN, FL 34787
$525,0005 Days on yellowkey MLS ID: O6406923
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2024Monthly Fee: $105 Tax: $8,152 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,152
Remarks: Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized lot with no neighbors behind, giving you more space and total privacy. The house is energy-efficient. Highland Ridge is a great neighborhood with a community pool, parks and more. You are also in an amazing location, just 3 miles from Walt Disney World and very close to top schools, shopping, and restaurants. If you are looking for a newer home with more land and privacy in Winter Garden, It is also in a prime location within the community, situated on a quiet cul-de-sac with very little traffic, thisis the one!
Listing is courtesy of: ELITE INTERNATIONAL REALTY INC (305-940-6611)
Listing Agent: Carlos Lopes, Pa (786-651-1416)
11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$939,99054 Days on yellowkey MLS ID: O6392839
REDUCED by $10,000 (1.1%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Watrerleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787
$795,0001 Day on yellowkey MLS ID: O6408155
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3174 Built: 2017Monthly Fee: $599 Tax: $8,079 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$8,079
Remarks: Luxury living in the ENZO Model townhome located in Lakeshore Preserve, a Toll Brothers community surrounded by million dollar homes in Winter Garden. This spacious executive style townhome offers 5 bedrooms, 4 bathrooms, and over 3,100 square feet of living space, including a private 1-bedroom apartment with kitchenette above the garage with it's own private entrance perfect for guests, multigenerational living, or a student retreat. Built in 2017, this home features an open concept layout, Wolf gas cooktop, two gas tankless water heaters, whole home water softener, two A/C systems with Nest thermostats, and recent updates including luxury vinyl flooring throughout the downstairs. Enjoy the extended wrap around front porch, private courtyard, and even views of Disney fireworks and space launches from the front of the home. Lakeshore Preserve offers resort style amenities including a lakefront clubhouse, fitness center, pool, lake access, kayak launch, volleyball court, firepit, and dog park. Conveniently located near Disney, Hamlin shopping and dining, Flamingo Crossings, Orlando Health, and top-rated schools. HOA includes exterior maintenance, cable, internet, and community amenities. A rare opportunity to own a luxury townhome in one of Winter Garden’s most desirable communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Phil Mariani (407-257-3609)
15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787
$574,9901 Day on yellowkey MLS ID: O6407942
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2040 Built: 2018Monthly Fee: $342 Tax: $8,434 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,434
Remarks: Nestled within the exclusive Marina Bay enclave of Waterleigh, one of Horizon West’s most sought-after luxury communities, this beautifully upgraded 3-bedroom, 3-full-bathroom single-story home built in 2018 offers a rare combination of privacy, tranquility, and resort-style living. Marina Bay is a completed, quiet hideaway tucked away from the newer phases of the community with ongoing home construction and through traffic, while still offering access to Waterleigh’s extensive luxury amenities. Positioned on a peaceful cul-de-sac with a charming garden park at its center, this home enjoys a serene setting where neighbors gather to enjoy nightly Walt Disney World Resort fireworks views visible from the park, front porch, and multiple scenic areas throughout the community. Freshly repainted in Spring 2026, the home showcases thoughtful upgrades throughout. Inside, luxury vinyl plank flooring installed in 2025 flows through the main living areas, complementing the open-concept design with both style and durability. One standout feature is the oversized 3-car tandem garage with overhead storage racks, offering exceptional storage space rarely found in comparable homes. But you won’t need to store lawn care equipment. The HOA provides professional lawn maintenance including mowing, edging, weeding, landscape care, and irrigation maintenance for truly low-maintenance living. Outdoor living is equally impressive. The fully fenced backyard offers exceptional privacy thanks to the premium corner lot location tucked away from major roads and traffic. In 2025, the screened lanai was expanded with an extended paver patio, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunset views over the lake to the west. A dedicated paver pad for trash and recycling bins hidden behind landscaping was also added in 2025. Life in Waterleigh is designed to feel like an upscale resort vacation year-round, with scenic lakes, trails, parks, and gathering spaces woven naturally throughout the community. Residents enjoy multiple resort-style amenity centers, fitness centers, pools, playgrounds, sports fields, fishing, beach volleyball, hammock beach areas, scenic walking trails, dog parks, and even a private mini-golf course — a rare feature that helps set Waterleigh apart. Located minutes from State Road 429, the home offers quick access to Universal Orlando Resort, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Nearby Hamlin features upscale dining, entertainment, luxury cinemas, and top-rated schools, while Downtown Winter Garden offers charming boutiques, dining, farmers markets, and historic charm. From the peaceful cul-de-sac setting and nightly Disney fireworks to the lake views, luxury upgrades, oversized garage, and unmatched amenity package, this home offers an exceptional opportunity to enjoy one of Horizon West’s premier resort-style communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
279 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,675,0001 Day on yellowkey MLS ID: O6408014
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4473 Built: 2003Monthly Fee: $67 Tax: $8,609 (2025)Community: Lakeview ReserveSpa: YesSingle Family
Taxes:$8,609
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: LAKEFRONT ** 30 min boat ride from your backyard to Mt Dora or take your golf cart a few minutes to downtown historic Winter Garden Farmers' Market, restaurants & events ** Private gated downtown Winter Garden community ** Live the true Florida lifestyle here with breathtaking sunset views over Lake Apopka ** Spectacular designed heated saltwater pool with raised spa ** Dock w covered boat lift has new roof 2025** 10' sea wall ** Completely fenced yard and additional yard space beyond the patio ** Resurfaced pool +/-5 yrs ago & Aqualink pool/spa automation system ** Newer roof 2/2022 and 3 newer AC units inside and out ** Home generator Katolight 40KW runs +/- 90% of the home ** Scenic lake views from the bay window in the kitchen dining area and from the great room ** The great room features a corner firepl, Bose speakers & french doors w more lake views **The kitchen has a large cooking island w/sink plus a separate breakfast bar, stone counters, under cabinet lighting, a Jenn-Air double convection oven and lovely dining area overlooking the lake ** There's even an open wine closet/alcove with wine refrigerator off the kitchen ** +/-16x26 primary bedroom w a tray ceiling and cozy corner fireplace and serene lake views from the balcony ** HUGE +/-23x25 bonus room with wet bar and fireplace ** Use the first floor bedroom with a oversized walk in closet as a 5th bedroom or as a den-currently being used as a dining room ** Crown molding throughout the home ** 2 car garage plus a 1 car garage with easy access to the backyard perfect for bringing your boat or lawn equipment through ** Covered screened patio with ceramic tile, Bose speaker system and outdoor living space ** LOW HOA fees $200 quarterly ** ADT security system with cameras ** PRIME LOCATION with the West Orange Trail directly across from the front community gate and a charming Butterfly Garden a short walk away ** Only a few minutes to charming downtown historic Winter Garden with great restaurants, shopping, business services, incredible Farmers Market every Saturday and fun events to enjoy all year long ** All room measurements in MLS and on 3d floorplan are approximate. Buyer to verify. Tax record is incorrect - property has 5 bedrooms. Dock measurement is estimated. Buyer to verify. Solar panel lease to be transferred to buyer at closing **
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$580,0001 Day on yellowkey MLS ID: O6408082
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Monthly Fee: $253 Tax: $8,397 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,397
Remarks: Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
16185 TALIESIN ST, WINTER GARDEN, FL 34787
$660,0001 Day on yellowkey MLS ID: O6407177
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2020Monthly Fee: $127 Tax: $6,048 (2025)Community: HawksmoorSpa: NoSingle Family
Taxes:$6,048
Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom, 3-bathroom two-story home located in the highly desirable Winter Garden area. Featuring over $58,000 in builder upgrades and premium features, including a premium corner lot, this home offers the perfect blend of comfort, style, and functionality. Fully paid solar panels and a fully owned whole-house water filtration system add even more value and energy efficiency. From the charming front porch and landscaped entry to the thoughtfully designed interior, every detail has been carefully selected. The open-concept first floor features tile flooring throughout the main living areas and is filled with natural light, creating a bright and airy feel. The spacious living and dining areas flow seamlessly into the gourmet kitchen, complete with stainless steel appliances, elegant upgraded cabinetry, quartz countertops, designer backsplash, and generous counter space, making it ideal for everyday living and entertaining. A first-floor bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a private home office. Upstairs, a spacious loft offers a great flex space for a media room, game room, or additional living area. The expansive primary suite serves as a relaxing retreat with a tray ceiling, large walk-in closet, and private bath featuring dual sinks. Additional bedrooms provide comfortable space and ample storage. Additional upgrades include upgraded lighting fixtures, enhanced tile and carpet flooring, 8-foot first-floor doors, added laundry room cabinetry, and an attached two-car garage with epoxy flooring, custom cabinetry, and an additional refrigerator. Residents enjoy access to fantastic community amenities including a clubhouse, resort-style pool, park, playground, and sidewalks throughout the neighborhood. Conveniently located just minutes from Hamlin Town Center, shopping, dining, entertainment, Walt Disney World, and major highways with easy access to Orlando and surrounding areas. This exceptional home combines modern upgrades, energy-efficient features, functional living spaces, and an unbeatable location. Schedule your private showing today.
16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787
$998,0002 Days on yellowkey MLS ID: O6407909
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2026Monthly Fee: $152 Tax: $1,981 (2025)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,981
Elementary School: Hamlin Elementary
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Set on a desirable 0.25-acre homesite with no rear neighbors, this new construction Scarlett home overlooks peaceful wetlands and is conveniently located within walking distance of the community amenity center, pickleball courts, and dog park. This stunning 5-bedroom, 4.5-bathroom, 3 car tandem garage residence offers a seamless blend of sophistication and comfort, with every detail thoughtfully designed to elevate your living experience. As you enter through the impressive 8-foot front door, a tray ceiling greets you in the foyer, setting the tone for the refined atmosphere that flows throughout the home. The open-concept layout creates a spacious and airy environment, enhanced by an abundance of natural light and luxurious finishes. On the first floor, discover an en suite bedroom with attached bathroom, featuring a linen closet, exquisite quartz countertops, and a walk-in closet, providing a private and inviting retreat for guests. As you continue into the home, an open flex room, located next to the gathering room, allows natural light to flood the area, making it the perfect spot for relaxation or entertaining. The heart of this home is the gourmet kitchen, where 42” soft-close cabinetry beautifully complements the striking quartz countertops and decorative tile backsplash. A single-bowl granite sink, undercabinet lighting, and built-in stainless steel Whirlpool appliances combine to create a chef-inspired space designed for both form and function. The kitchen seamlessly flows into the café and gathering room, with a pocket sliding glass door that opens to the covered lanai, enhancing the indoor-outdoor living experience. Upstairs, the tranquil owner’s suite serves as a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with dual vanity sinks, a free-standing bathtub, and a glass-enclosed shower. The loft area offers an ideal space for relaxation, whether for a quiet evening or a movie night. The second floor also includes three additional bedrooms, two bathrooms (one of which is an en suite), and a conveniently located laundry room, making daily living effortlessly easy. High-end finishes define this home, featuring wood-look luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Designer-curated details elevate every space, from the matte black hardware and wrought iron balusters with an oak handrail to the 2” faux wood blinds and epoxy-finished garage floor—thoughtful touches that blend style with everyday practicality. The Scarlett is designed to impress, where luxury, comfort, and functionality come together to create an extraordinary living experience. Schedule your tour today and discover how this exceptional home can elevate your lifestyle.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
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