Location: Winter Garden
Do Not Show Listings
16304 WIND VIEW LN, WINTER GARDEN, FL 34787
$935,00018 Days on yellowkey MLS ID: O6418695
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2956 Built: 2016Monthly Fee: $365 Tax: $10,265 (2025)Community: Waterleigh Ph 1BSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,265
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath home situated on one of the largest corner lots in the highly sought-after Waterleigh community in Winter Garden. Offering nearly 3,000 square feet of thoughtfully designed living space, this home blends timeless style, comfort, and functionality. Step inside to an inviting open-concept floor plan filled with natural light, where the living room, dining area, and kitchen flow seamlessly together—perfect for both everyday living and entertaining. Plantation shutters throughout add elegance and charm. The gourmet kitchen is the heart of the home, featuring 42-inch espresso cabinetry, granite countertops, stainless steel appliances, a spacious island, and abundant storage, all overlooking the family and dining areas. The first floor offers flexibility with a private bedroom and full bath, ideal for guests or multigenerational living, along with a dedicated home office bathed in natural light. Upstairs, you’ll find a spacious loft that can easily serve as a media room, playroom, second living area, or additional office. The luxurious primary suite provides a peaceful retreat with room for a king-sized bedroom set, a large walk-in closet, and a spa-inspired ensuite featuring dual vanities, a walk-in shower, and a soaking tub. Two additional bedrooms share a full bathroom with dual sinks, while the conveniently located second-floor laundry room adds everyday convenience. Outside, enjoy your covered lanai overlooking the oversized backyard—one of the largest lots in the neighborhood—with plenty of room to build your dream pool while still maintaining green space. The three-car tandem garage provides ample parking and storage. Living in Waterleigh means enjoying resort-style amenities, including: three clubhouses, three resort-style pools, two fitness centers, tennis, pickleball, volleyball, and mini golf, walking and biking trails, dog park, fishing pier, playgrounds, and scenic lakes. Lawn maintenance included through the HOA Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, shopping, dining, and top-rated schools, this home truly offers the best of Central Florida living. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!
Listing is courtesy of: NOVAK REALTY CORP (407-347-0114)
Listing Agent: Marjorie Novak (407-832-6896)
9572 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787
$859,9006 Days on yellowkey MLS ID: O6426624
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2840 Built: 2018Monthly Fee: $245 Tax: $9,486 (2025)Community: Waterleigh Ph 2BSpa: YesSingle Family
Taxes:$9,486
Elementary School: Panther Lake Elementary
Remarks: Welcome to 9572 Waterway Passage in the highly sought-after community of Winter Garden! This beautifully upgraded D.R. Horton Cresswell floor plan offers the perfect blend of modern style, comfort, and energy efficiency. From the moment you arrive, you'll appreciate the thoughtful enhancements that make this home truly stand out. Inside, laminate flooring flows seamlessly throughout the home, creating a clean, cohesive look with easy maintenance. A stunning geometric accent wall adds a designer touch to the loft and staircase, making a striking first impression. The spacious primary suite has been transformed into a luxurious retreat with a fully customized walk-in closet and a beautifully updated en suite bathroom. The guest bathroom has also been tastefully renovated with contemporary finishes. Step outside to your own private backyard oasis. Enjoy Florida living year-round with a sparkling pool and spa, a fully equipped outdoor kitchen, and built-in Bluetooth speakers—perfect for entertaining family and friends. Privacy bushes and low-maintenance artificial turf create a lush, secluded setting, while permanent exterior lighting enhances both curb appeal and year-round ambiance. Additional highlights include owned solar panels that help improve energy efficiency and reduce utility costs, making this home as practical as it is beautiful. Every detail has been carefully curated, offering move-in-ready luxury in one of Winter Garden's most desirable locations. Don't miss the opportunity to make this exceptional home your own!
Listing is courtesy of: FLORIDA REAL ESTATE & LAND CO. (407-425-3553)
Listing Agent: Temika Kindred (321-278-4720)
5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$597,99677 Days on yellowkey MLS ID: G5112227
INCREASED by $40,873 (7.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed newer-construction, the Amelia, a charming single-story bungalow in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$594,000169 Days on yellowkey MLS ID: S5143009
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 2016Monthly Fee: $241 Tax: $8,470 (2024)Community: Summerlake Pd Ph 2C 2D 2ESingle Family
Taxes:$8,470
Elementary School: Summerlake Elementary
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ceila Morales (888-883-8509)
5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$805,00049 Days on yellowkey MLS ID: O6414749
REDUCED by $14,000 (1.7%) on 07/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3061 Built: 2017Monthly Fee: $187 Tax: $10,816 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$10,816
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. With over $150,000 in improvements, this home showcases a level of quality rarely found at this price point. Designed and improved by an owner who planned to live in the home long-term, no expense was spared in creating a space that is both beautiful and highly functional. The gourmet kitchen serves as the heart of the home, offering ample space for cooking and gathering. Step outside to a fully equipped outdoor living area featuring a complete summer kitchen with sink, cooktop, refrigerator, built-in grill, and a traditional parrilla grill. With no rear neighbors, the backyard provides added privacy and the perfect setting for relaxing or entertaining guests. Additional improvements include a whole-home water softener system and numerous thoughtful enhancements throughout the property. Located just steps from the community clubhouse, residents enjoy access to resort-style amenities including a swimming pool, fitness center, social hall with event kitchen, playground, sports courts, walking and biking trails, dog park, community green spaces, and parks. Conveniently located near shopping, dining, and major roadways, and zoned for highly rated A-rated schools, this home offers an exceptional opportunity to enjoy the best of Winter Garden living. PROPERTY FEATURES LEASED SOLAR PANELS. THE SOLAR LEASE MUST BE ASSUMED BY THE NEW BUYER PRIOR TO CLOSING. THE CURRENT OWNER’S MONTHLY SOLAR PAYMENT IS $145, PROVIDING SOLAR ENERGY THAT HELPS OFFSET ELECTRICITY USAGE AND REDUCE TRADITIONAL UTILITY COSTS.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Bruna Canesin Motta (407-580-1367)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$890,00051 Days on yellowkey MLS ID: O6414519
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $275 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Remarks: UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!
Listing is courtesy of: MIHOUSE REALTY LLC (407-286-2690)
Listing Agent: Martha Leighton, Pa (407-223-7767)
12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,190,00084 Days on yellowkey MLS ID: O6403198
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3693 Built: 2021Monthly Fee: $225 Tax: $12,882 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$12,882
Remarks: Welcome to this stunning 2021-built residence in the highly sought-after Encore at Ovation community in Winter Garden, where modern elegance meets exceptional comfort and thoughtful design. This beautifully upgraded home showcases an open-concept floor plan filled with abundant natural light, soaring ceilings, and exquisite, professionally curated finishes throughout. rom the moment you arrive, you’re greeted by impressive curb appeal, lush landscaping, a charming front porch, and a grand, custom-designed entry hall that sets the tone for the home’s refined interior. Inside, you’ll find designer lighting, including high-end chandeliers and custom pendant fixtures, enhancing both the common and private living spaces. The gourmet kitchen is a true showstopper, featuring next-generation stainless steel appliances, premium cabinetry, stunning stone countertops, a spacious center island, and a large walk-in pantry, perfectly designed for both everyday living and entertaining. The seamless flow into the living and dining areas creates an inviting atmosphere for gatherings of any size. Retreat to the expansive primary suite, where the spa-inspired master bathroom offers a truly luxurious experience with oversized proportions and high-end finishes, complemented by custom-designed closets. Additional bedrooms are generously sized, offering flexibility for guests, a home office, or multi-generational living. This home also features a spacious loft, an oversized laundry room, and beautiful flooring throughout with no carpet, providing both style and easy maintenance. Step outside to your private backyard oasis, designed for unforgettable moments. Enjoy a covered summer kitchen complete with modern features and a cozy fireplace, perfect for barbecues and al fresco dining. The breathtaking pool and spa, enhanced by elegant landscaping and design, create a resort-style ambiance. A fire pit gathering area and outdoor shower complete this exceptional space, your guests may never want to leave. Additional highlights include a Tesla charger, solar panel system for significant energy savings, and a garage equipped with storage racks and ample space. Situated on a premium lot, this home truly offers it all. Ideally located near top-rated schools, shopping, dining, and major highways, and just minutes from Walt Disney World and Orlando’s world-class attractions, this move-in-ready masterpiece delivers the perfect combination of luxury, efficiency, and prime location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
7036 BOLANZO ALY, WINTER GARDEN, FL 34787
$470,00095 Days on yellowkey MLS ID: O6401429
REDUCED by $5,000 (1.1%) on 07/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2024Monthly Fee: $181 Tax: $6,919 (2025)Community: MezzanoTownhouse
Taxes:$6,919
Remarks: **PRICE REDUCED** Welcome to this beautifully maintained, like new townhome located in the highly desirable Mezzano community in Winter Garden. Offering a thoughtful and versatile layout, this home combines modern features with comfortable living spaces throughout. The first floor features a spacious primary suite filled with natural light, complete with a large walk in closet and a sleek walk in shower in the ensuite bathroom. Just off the primary bedroom, enjoy your private front patio overlooking tranquil wetlands, the perfect spot for morning coffee or unwinding in the evening. A convenient half bath is also located on the main level for guests. The open concept living and dining areas provide flexible space for entertaining or everyday living, enhanced by upgraded lighting beyond the builder standard and elegant 9 foot ceilings that create an airy feel. Upstairs, you will find a generous loft area that can be used as a second living space, office, or playroom, along with a full laundry room for added convenience. The second floor also features a private double master bedroom suite with its own full bathroom, walk in closet, and beautiful views of the community pool and surrounding wetlands. Two additional bedrooms with standard closets and another full bathroom complete the upper level, offering plenty of room for family or guests. Enjoy additional outdoor space with a private rear patio situated between the home and detached garage, along with easy access to scenic walking paths that allow you to explore the community without needing to be on main roads. This home is ideally positioned within a short distance to the community pool and offers unique views of Magic Kingdom and EPCOT fireworks from both the bedroom and alley. Additional highlights include CAT5 wiring throughout, smart switch wiring in the primary bedroom and front exterior lighting, termite coverage for both ground and aerial protection, and a kitchen pot and pan rack that will remain with the home. The accent walls feature peel and stick wallpaper, allowing for easy customization. With abundant space both upstairs and downstairs, scenic surroundings, and a highly functional layout, this home offers a rare opportunity to enjoy comfort, convenience, and a touch of magic in one of Winter Garden’s most sought after communities.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Lindsay Seibert (407-590-8687)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,399,000101 Days on yellowkey MLS ID: V4948569
REDUCED by $51,000 (3.5%) on 06/06/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Remarks: Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
14301 WHITE MOSS WAY, WINTER GARDEN, FL 34787
$949,99928 Days on yellowkey MLS ID: G5114391
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4053 Built: 2015Monthly Fee: $190 Tax: $9,701 (2026)Community: Orchard HillsSpa: NoSingle Family
Taxes:$9,701
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2026
Middle School: Bridgewater Middle
Remarks: Virtually Staged. Beautifully maintained 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$495,000136 Days on yellowkey MLS ID: O6389892
REDUCED by $3,000 (0.6%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,125,0005 Days on yellowkey MLS ID: O6426648
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Elementary School: Whispering Oak Elem
High School: West Orange High
Remarks: Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Drew Belani (407-203-9441)
16004 OLLIVETT ST, WINTER GARDEN, FL 34787
$834,99930 Days on yellowkey MLS ID: S5152585
INCREASED by $5,000 (0.6%) on 06/29/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4704 Built: 2014Monthly Fee: $110 Tax: $9,493 (2024)Community: Verde Park Ph 1Single Family
Taxes:$9,493
Elementary School: Grassy Lake Elementary
High School: Lake Minneola High
Middle School: East Ridge Middle
Remarks: Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the rare features you'll appreciate is the three-car garage, offering plenty of room for multiple vehicles, golf carts, recreational equipment, a workshop, fitness area, or additional storage. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare three-car garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Rafael Ortiz Pena (407-371-8773)
15139 CANOPY COVER DR, WINTER GARDEN, FL 34787
$699,00042 Days on yellowkey MLS ID: O6415871
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2023Monthly Fee: $642 Tax: $5,682 (2025)Community: Del Webb OasisSingle Family
Taxes:$5,682
Remarks: Welcome to this ELEGANTLY UPGRADED and nearly new 2-bedroom, 2-bath residence in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where resort-style living meets everyday sophistication. Perfectly situated on one of ONLY TWO PREMIUM HOMESITES of its kind within the community, this exceptional property enjoys a truly rare distinction: an EXCLUSIVE SIDE EASEMENT that creates exceptional privacy, expanded green space, and a level of openness rarely found in community living, with no immediate neighbor on one side and convenient proximity to the clubhouse area. From the moment you arrive, the home impresses with its REFINED CURB APPEAL, lush landscaping, and a spacious 2-car garage enhanced with CUSTOM STORAGE SOLUTIONS. Inside, a bright OPEN-CONCEPT LAYOUT welcomes you with abundant natural light and meticulous attention to detail throughout every space. The Kitchen is a TRUE SHOWPIECE, equipped with premium stainless steel appliances, a GAS COOKTOP, BUILT-IN OVEN, a CUSTOM BUILT-IN PANTRY WITH PULL-OUT DRAWERS, generous cabinetry, and stone countertops, all seamlessly flowing into the living and dining areas. The Living Room has been elevated with an INTEGRATED SURROUND SOUND SYSTEM, creating the perfect setting for daily enjoyment and entertaining. The Primary Suite is a private retreat featuring a CUSTOM-DESIGNED WALK-IN CLOSET SYSTEM and a well-appointed en-suite bath with dual vanities, generous storage, and a walk-in shower. An additional SECONDARY BEDROOM provides comfortable accommodations for family or guests, while the DEDICATED DEN, enhanced with UPGRADED HIGH BASEBOARDS and RECESSED LIGHTING, offers the flexibility of a home office, hobby room, or formal sitting area. CUSTOM CLOSET SYSTEMS throughout ensure every space is as functional as it is beautiful. Step outside to where this property truly STANDS APART. The expansive SCREENED-IN LANAI opens to an EXTENDED OUTDOOR DECK and a fully appointed BUILT-IN OUTDOOR KITCHEN (BBQ Area), all framed by CUSTOM OUTDOOR LIGHTING, creating an exceptional outdoor retreat designed for year-round Florida living. Additional highlights include a WHOLE-HOME WATER FILTRATION AND SOFTENER SYSTEM, FRESH INTERIOR PAINT throughout, and additional RECESSED LIGHTING both inside and outside that elevates the home's ambiance day and night. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a 12,000 SF clubhouse with coffee bar, lounge, and wine lockers, a sparkling pool, state-of-the-art fitness center, tennis courts, and a vibrant social calendar, along with included cable and internet, fostering the active and connected lifestyle that Del Webb is famous for. IDEALLY LOCATED in Winter Garden, you are just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for boutique shops, dining, and a weekly farmers market. Enjoy outdoor recreation along the WEST ORANGE TRAIL, or take a short drive to WORLD-CLASS ATTRACTIONS including Walt Disney World Resort and Universal Studios. Convenient access to FL-429 and major roadways makes it easy to enjoy the very best of Central Florida. This exceptional residence offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living on one of the community's most coveted homesites, where every upgrade has been thoughtfully chosen and every detail meticulously executed. Homes of this caliber and setting are a TRUE RARITY in Del Webb Oasis. Now is the time, don't miss your chance to call this home.
Listing is courtesy of: INTERNATIONAL TEAM INC (321-388-1372)
Listing Agent: Jo Costa (321-388-1372)
15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787
$589,00049 Days on yellowkey MLS ID: O6414996
REDUCED by $6,000 (1.0%) on 07/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $8,683 (2025)Community: Osprey Ranch Ph 1Single Family
Taxes:$8,683
Remarks: Welcome to 15143 Blue Peacock Lane in Winter Garden’s Osprey Ranch, a beautifully finished two-story home offering a bright open concept layout, updated finishes, and easy indoor-outdoor living. The main level features light wood-look flooring, recessed lighting, and a spacious living and dining area that flows seamlessly into the chef’s kitchen. Designed with both everyday function and entertaining in mind, the kitchen showcases white cabinetry, stone counters, a large center island, tile backsplash, stainless steel appliances, a gas cooktop, wall oven, and modern pendant lighting. Sliding glass doors open to a covered rear patio and fenced backyard, creating a comfortable extension of the living space. Upstairs, the primary suite offers soft carpet, a tray ceiling, ceiling fan, walk-in closet, and a spa-inspired en suite bath with dual sinks, a large glass-enclosed shower, private water closet, and modern finishes. Additional bedrooms feature carpet and natural light, while the upstairs bonus/flex area provides useful extra space for work, play, or relaxation. Osprey Ranch offers attractive community amenities, including a resort-style pool, clubhouse area, playground, open green space, and walking areas, all in a convenient Winter Garden location near shopping, dining, and everyday conveniences.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Jorge Martinez, Jr (407-513-2366)
217 W BAY ST, WINTER GARDEN, FL 34787
$1,349,00079 Days on yellowkey MLS ID: S5149527
REDUCED by $46,000 (3.3%) on 07/21/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2800 Built: 2025 Tax: $5,958 (2025)Community: Cooper & Sewell AddSingle Family
Taxes:$5,958
Remarks: Stunning family home with an option to purchase the fully renovated 3 bed, 2 bath home next door - perfect for inlaws home, investment property, or just extra family space (call agent for details)!! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$420,000100 Days on yellowkey MLS ID: O6400420
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $268 Tax: $5,406 (2025)Community: Storey GroveTownhouse
Taxes:$5,406
Remarks: Discover stylish and comfortable living in the highly sought after Storey Grove community of Winter Garden! This spacious 3 bedroom, 2 bathroom townhome offers the perfect blend of comfort, convenience, and modern upgrades in a great family friendly neighborhood. The home features beautiful plank tile flooring downstairs and laminate flooring upstairs, creating a seamless, low maintenance design with no carpet throughout. The upgraded kitchen shines with beautiful upgraded cabinetry, elegant pendant lighting, and plenty of space for cooking and entertaining. Ceiling fans throughout the home add comfort and energy efficiency. Enjoy added convenience with an extended driveway, Tesla charger, ADT security system, Ring front door camera, smart light switches, and a whole house surge protector for peace of mind and modern living. Step outside to a large outdoor patio, perfect for entertaining guests, weekend barbecues, or simply relaxing and enjoying Florida living year round. This private outdoor space adds even more room to gather and unwind. Located just minutes from Walt Disney World Resort, with quick access to major highways, this home offers an ideal location for commuting, dining, shopping, and entertainment. Don’t miss your opportunity to own this move-in ready townhome in one of Winter Garden’s most desirable communities!
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Karen Grau (407-383-3230)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$890,000149 Days on yellowkey MLS ID: O6386394
REDUCED by $9,000 (1.0%) on 07/16/2026
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
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 Agent: Gustavo Carneiro (407-758-4001)
13856 GLYNSHEL DR, WINTER GARDEN, FL 34787
$850,00042 Days on yellowkey MLS ID: O6416757
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3538 Built: 2003Monthly Fee: $167 Tax: $11,261 (2025)Community: GlynwoodSpa: YesSingle Family
Taxes:$11,261
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.
Listing is courtesy of: CHOICEPOINTE REALTY, INC. (888-246-5758)
Listing Agent: Mary Dees (407-468-8285)
2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$589,0003 Days on yellowkey MLS ID: O6428109
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2048 Built: 2000Monthly Fee: $109 Tax: $4,516 (2025)Community: Wintermere PointeSpa: YesSingle Family
Taxes:$4,516
Elementary School: Wheatley Elem
Remarks: Virtually Staged. Welcome to Wintermere—where comfort, privacy, and location come together in one exceptional home. Nestled on a quiet cul-de-sac within the desirable gated Wintermere community, this beautifully maintained 4-bedroom, 2-bath residence offers an ideal blend of indoor and outdoor Florida living. The open split-bedroom floor plan is filled with natural light and features soaring ceilings, spacious living areas, and an updated kitchen complete with a large center island, stainless steel appliances, generous cabinetry, and abundant counter space overlooking the main living area—perfect for everyday living and entertaining. The private primary suite offers a relaxing retreat with dual vanities, a spacious walk-in closet, a garden tub, and a separate shower. Step outside to your own backyard oasis featuring a saltwater pool, expansive lanai, and oversized fenced backyard situated on a generous 0.31-acre lot. Whether you’re hosting family gatherings, enjoying quiet evenings by the pool, or simply taking advantage of Florida’s year-round sunshine, this outdoor space was designed to be enjoyed. Additional highlights include an indoor laundry room, two-car garage, extended driveway, mature landscaping, and the security of a gated neighborhood with sidewalks throughout. Ideally located just minutes from Winter Garden Village, Hamlin Town Center, Walt Disney World, SR-429, Florida’s Turnpike, shopping, dining, hospitals, major employers, and highly regarded schools, this home offers exceptional convenience while maintaining a peaceful residential setting. If you’ve been searching for a move-in ready pool home in one of Winter Garden’s most sought-after gated communities, this property is one you won’t want to miss. Saltwater pool! Screened lanai! Cul-de-sac! Gated community Split floor plan Open concept! Stainless steel appliances! Center island! Fenced backyard! No rear neighbors! Move-in ready! Winter Garden Close to Disney Near Winter Garden Village Near Hamlin Easy access to SR-429 & Florida’s Turnpike Ask about the Incentives that you may QUALIFY FOR!!!
Listing is courtesy of: LANDLORD FINDERS BUILD REAL ESTATE LLC (407-697-4311)
Listing Agent: Heather Grooms (407-697-4311)
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