Location: Winter Garden, 34787
Do Not Show Listings
431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$310,00046 Days on yellowkey MLS ID: O6397663
REDUCED by $9,900 (3.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 2005Monthly Fee: $576 Tax: $4,273 (2025)Community: Southern Pines CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,273
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16768 SANCTUARY DR, WINTER GARDEN, FL 34787
$1,575,000127 Days on yellowkey MLS ID: O6374904
1 Days Off yellowkey (back on 5/7/2026)
REDUCED by $15,000 (0.9%) on 04/14/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4258 Built: 2021Monthly Fee: $165 Tax: $13,171 (2024)Community: Sanctuary/Twin WatersSpa: YesSingle Family
Taxes:$13,171
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.
Listing is courtesy of: GALLOWAY REAL ESTATE (407-421-9990)
Listing Agent: Sidney Galloway (407-421-9990)
615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787
$849,95029 Days on yellowkey MLS ID: O6402551
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2465 Built: 2014Monthly Fee: $94 Tax: $8,422 (2025)Community: Lake Cove Pointe Ph 2Spa: YesSingle Family
Taxes:$8,422
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to the Downtown Winter Garden Golf Cart District where lifestyle and location just make sense. This 4 bedroom, 2 bath pool home blends thoughtful upgrades with a layout that actually works for real life. From the moment you walk in, the natural light and open flow stand out. The main living spaces connect seamlessly, creating an easy, inviting feel whether you are hosting or just enjoying a night in. Throughout the home you will notice custom woodworking details that add warmth and character. From built ins to trim work, these touches elevate the space and give it a more intentional, finished look you do not see in every home. The kitchen offers a clean, updated feel with modern finishes, refreshed cabinetry, and functional space that opens directly into the dining and living areas. It is designed to be both practical and a place people naturally gather. One of the biggest advantages of this home is the fully paid off whole home solar system paired with multiple battery backups. This means lower monthly costs and added reliability during storms or outages, something that continues to matter more and more. Step outside and you get your own private backyard setup. The pool and spa create a true stay at home retreat. Whether it is weekends with friends or a quiet evening, the space is set up to be enjoyed year round. The three car garage is a rare find in this area and gives you all the room you need for a golf cart, bikes, storage or hobbies. Living here is where this home really stands out. Hop on your golf cart and head straight into downtown Winter Garden, one of the most loved small town districts in Central Florida. If exercise is your thing you're just a short distance to pickleball and tennis courts, baseball fields and the outstanding West Orange Bike Trail!! You are minutes away from a nationally recognized farmers market, the Crooked Can Brewery, the splash pad, Plant Street Market and a full calendar of events throughout the year. From live music and seasonal festivals to outdoor dining and boutique shopping, there is always something happening. The entire area has that walkable, charming feel that makes it feel like a Hallmark town brought to life. You are also close to Horizon West, major highways, top rated schools, downtown Orlando and the theme parks, giving you the perfect mix of convenience and small town charm. Homes like this in this location do not come up often. If you are looking for a home with character, smart upgrades, and a lifestyle that people move here for, this is it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1674 VICTORIA WAY, WINTER GARDEN, FL 34787
$659,990206 Days on yellowkey MLS ID: O6357191
2 Days Off yellowkey (back on 5/20/2026)
REDUCED by $10,000 (1.5%) on 05/06/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2239 Built: 1992Monthly Fee: $29 Tax: $6,345 (2024)Community: TuscanySpa: YesSingle Family
Taxes:$6,345
Elementary School: Maxey Elem
High School: Ocoee High
Remarks: Under contract-accepting backup offers. Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Marlon Vega (407-791-0572)
15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787
$915,000108 Days on yellowkey MLS ID: G5107891
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4267 Built: 2012Monthly Fee: $128 Tax: $11,470 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$11,470
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to this stunning and spacious 7-bedroom home, located in one of Winter Garden’s most desirable areas, just minutes from Historic Downtown Winter Garden. Recently painted and thoughtfully updated, this property offers the perfect blend of comfort, style, and convenience. The expansive layout features generous living spaces, ideal for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a beautiful pool—perfect for relaxing, hosting gatherings, or enjoying sunny days year-round. Recent updates enhance the home’s bright, fresh feel while preserving its timeless appeal. Ideally situated close to Winter Garden Village, as well as shopping, popular restaurants, top-rated schools, hospitals, and everyday essentials, this home delivers exceptional lifestyle convenience without sacrificing privacy or space. A rare opportunity to own a move-in-ready home in a prime location—this one truly has it all.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Marcus Correa, Pa (407-952-4470)
16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$459,99011 Days on yellowkey MLS ID: O6408256
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $250 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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)
14246 CREEKBED CIR, WINTER GARDEN, FL 34787
$675,0007 Days on yellowkey MLS ID: O6409378
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2418 Built: 2015Monthly Fee: $197 Tax: $8,567 (2025)Community: Bradford Crk Ph ISpa: NoSingle Family
Taxes:$8,567
Remarks: BEAUTIFUL HOME… AMAZING OPPORTUNITY… THIS HOME IS A MUST SEE!!! Welcome to this stunning one-story residence offering 4 spacious bedrooms and 3 full baths, perfectly designed for both comfort and style. From the moment you step inside, you’ll be greeted by hardwood floors and soaring high ceilings throughout—with NO CARPET—creating a bright, open, and inviting atmosphere. The heart of the home is the grand open-concept living area, ideal for entertaining. The gourmet kitchen boasts a large island-style breakfast bar with beautiful granite countertops, a stylish modern backsplash, stainless steel appliances, a double oven, and a walk-in pantry. Seamlessly flowing into the family room and dining area, this space is perfect for hosting gatherings or enjoying cozy nights in. Step outside to your very own sparkling private backyard oasis, complete with a screened lanai—ideal for relaxing, dining al fresco, or enjoying Florida’s sunny lifestyle year-round. The luxurious owner’s suite features high ceilings, a spa-inspired bath with a soaker tub, his-and-hers vanities, an oversized walk-in shower, and an expansive walk-in closet that will exceed expectations. A front room with 15-foot ceilings offers flexibility as a bedroom, office, yoga or art studio, playroom, or game room—tailored to fit your lifestyle. Location, Location, Location! Just minutes from Winter Garden Village, you’ll enjoy premier shopping, dining, and year-round community events. Only a mile away is the vibrant Downtown Historic Winter Garden, home to the ever-popular Farmer’s Market, unique boutiques, and the scenic West Orange Trail for walking, biking, and jogging. Easy access to major commuter routes ensures convenience while preserving the charm of this highly desirable area. ? This home offers the perfect blend of luxury, functionality, and location. Don’t miss the chance to make it yours—schedule your private showing today!
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Solon Potenciano Silva (407-760-5141)
11 WINDTREE LN #B, WINTER GARDEN, FL 34787
$195,0007 Days on yellowkey MLS ID: O6409169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Monthly Fee: $300 Tax: $2,664 (2025)Community: Windtree Gardens Condo Ph 01Condo
Taxes:$2,664
Remarks: Welcome to 11 Windtree Ln #B in Winter Garden — a location that quietly checks all the right boxes for comfort, convenience, and everyday livability in one of Central Florida’s most desirable areas. Set within an established community, this FULLY RENOVATED residence brings together a practical layout and an easy-flow design that supports real life, from slow mornings with coffee to evenings that wind down in total comfort. The interior spaces are designed to feel welcoming and functional, with a natural rhythm that makes daily living feel effortless. Rooms connect in a way that maximizes usability while still maintaining a sense of openness and privacy where it matters most. Step outside and enjoy your own private screened-in patio, that's perfect for morning coffee, evening wine, or a cozy outdoor seating area. Location is where this property truly stands out. Winter Garden continues to shine as one of the most sought-after areas in Central Florida, known for its historic downtown charm, weekend farmers markets, and an ever-growing selection of dining and shopping options. Just minutes away, Hamlin’s modern town center adds even more convenience, while major highways keep Orlando’s world-class entertainment, employment hubs, and attractions within easy reach. Whether you are looking for your first home, a peaceful retreat, or the perfect place to downsize, this one checks all the boxes. Your next chapter starts here-don't wait to make this beautiful home your own!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michele Rueff (321-948-4332)
11803 SHINE VIEW LN, WINTER GARDEN, FL 34787
$781,1867 Days on yellowkey MLS ID: O6407993
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has upgraded stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes Smart home technology package which allows you to control your home with your smart device while near or away. *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.*
17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$606,44069 Days on yellowkey MLS ID: G5109791
0 Days Off yellowkey (back on 3/18/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
High School: Horizon High School
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$615,99069 Days on yellowkey MLS ID: G5109790
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
14282 CREEKBED CIR, WINTER GARDEN, FL 34787
$899,900164 Days on yellowkey MLS ID: O6365928
REDUCED by $24,600 (2.7%) on 05/20/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3479 Built: 2015Monthly Fee: $180 Tax: $7,163 (2025)Community: Bradford CreekSpa: YesSingle Family
Taxes:$7,163
Remarks: PRICED TO SELL. Schedule your showing today and bring your offer. Experience refined Florida living in this beautifully upgraded Winter Garden residence in the highly sought after gated Bradford Creek community. Thoughtfully designed for both everyday comfort and elevated entertaining, your new home has a rare and highly desirable floor plan with all 4 bedrooms on the main level, combining convenience with timeless style. The spacious primary suite serves as a private retreat with a luxurious ensuite bath featuring a soaking tub and waterfall shower. Two secondary bedrooms with private ensuite baths including one second master bedroom ideal for guests, multigenerational living, or private office space. Upstairs, the expansive bonus room/loft offers endless flexibility for a media room, game room, fitness studio with a large closet that can be converted to a 5th bathroom. Step outside to your own resort-inspired escape with all the bells and whistles to create exceptional setting for relaxing or entertaining year-round. High-end upgrades include the screened travertine lanai, saltwater gas-heated pool, oversized custom saltwater spa, and fully equipped outdoor kitchen with built-in grill and Big Green Egg. Elegant architectural details include crown molding, wainscoting, coffered ceilings, and designer wood-look ceramic tile creating a polished and sophisticated feel. The extended gourmet kitchen is a standout feature, appointed with white shaker cabinetry, granite countertops, double ovens, pot filler, and a premium gas cooktop, making it as functional as it is beautiful. Set on a .30-acre lot with an extended paved driveway conveniently located near Downtown Winter Garden, The Grove, SR-429, Florida’s Turnpike, and Highway 50, this is an opportunity to own a truly distinctive home in one of Central Florida’s most desirable areas. For added modern convenience, the home also includes an EMA outlet for electric car charging, seamlessly supporting today’s lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
15075 TEA TREE DR, WINTER GARDEN, FL 34787
$829,347252 Days on yellowkey MLS ID: G5102184
8 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,90031 Days on yellowkey MLS ID: O6402332
1 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3998 Built: 2023Monthly Fee: $208 Tax: $12,135 (2024)Community: Ests/Lakeview PreserveSingle Family
Taxes:$12,135
Remarks: Under contract-accepting backup offers. Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mireille Stewart (786-553-6246)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,675,000292 Days on yellowkey MLS ID: O6334009
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2007 Tax: $10,165 (2024)Community: NoneSingle Family
Taxes:$10,165
Remarks: Under contract-accepting backup offers. A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate gives you the best of both worlds: rural charm and freedom, with the benefits of nearby neighborhoods, sidewalks, and community trails. Set just off Tiny Road, where major improvements are planned — including landscaped medians and 10-foot sidewalks — the entrance to the property will soon benefit from enhanced curb appeal and accessibility. Just a short walk away, the brand-new Orange County Library is currently under construction, promising a state-of-the-art community resource just minutes from your doorstep. Directly behind the property, the 225-acre Horizons West Sports Complex is taking shape, featuring planned amphitheaters, walking and biking paths, equestrian trails, and expansive green spaces — a future hub for recreation, events, and gathering. This property is also zoned for horses, a rare offering in such a prime location. You can enjoy sunrises and sunsets from the elevated ridge, surrounded by wide-open skies, a private pond, and visits from wild turkeys, native birds, and even a few roosters in the distance. The custom-built home (2007) offers 2,400 sq ft under air, with 3 bedrooms, a spacious loft, and 2.5 bathrooms — plus a half bath in the oversized 3+ car garage. A flex space provides room for an office, home gym, or guest suite. Inside, the layout is filled with natural light and includes a gourmet kitchen and flowing open spaces. Relax on the expansive front porch under the attached gazebo, or enjoy peaceful views from the screened-in rear lanai overlooking the nature preserve. All of this just a bike ride away from the restaurants, shops, and movie theater at Hamlin Town Center, with convenient access to top-rated schools and major roads. 5526 Tiny Road is a rare chance to live in peaceful privacy, with room to grow, create, and connect — a lifestyle property with heart, freedom, and long-term value.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
14525 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$629,00010 Days on yellowkey MLS ID: O6407375
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3487 Built: 2006Monthly Fee: $195 Tax: $10,373 (2025)Community: Signature Lks-Pcl 01BSpa: YesSingle Family
Taxes:$10,373
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Seller is asking for highest and best by 6:00PM May 18, 2026. 2 -Story single family home with 4 bedroom, AND 4 full bathrooms! Located in the highly desired Independence community! Gas heated pool/spa, lovely covered front porch, no rear neighbors. One bedroom and bath on the main floor, Brand new carpet in bedrooms and stairway, laundry room on the main floor the washer and dryer are included, 2 car garage with garage door opener. The roof was replaced in 2025, The water heater was replaced in 2021, The pool gas heater was replaced in 2019. Basic cable and internet is included in the monthly HOA dues. Community pool, tennis courts, playgrounds, walking paths and more!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Linda Jaramillo, Llc (407-715-2848)
408 S BOYD ST, WINTER GARDEN, FL 34787
$795,00056 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.5%) on 05/11/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,00070 Days on yellowkey MLS ID: O6391435
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
170 WINDTREE LN, WINTER GARDEN, FL 34787
$204,90010 Days on yellowkey MLS ID: S5150050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985 Tax: $2,782 (2025)Community: Windtree Gardens Condo Ph 06Condo
Taxes:$2,782
Remarks: Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza. Whether you are looking for a primary residence or an income-producing property, this is an excellent opportunity at a great price. Community amenities include pool and recreational areas. Don’t miss out!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Romina Cabanas (941-744-7331)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$630,00028 Days on yellowkey MLS ID: O6403063
REDUCED by $5,500 (0.9%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215 Tax: $8,922 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$8,922
Remarks: Welcome to this beautiful, well-maintained home located in the Waterside Community at 17059 Harbor Oak Parkway. This inviting property features a spacious living area with modern finishes and newly installed luxury vinyl plank (LVP) flooring great for both everyday living and entertaining.The open-concept layout flows seamlessly into a stylish kitchen equipped with stainless steel appliances, including a newly installed range, along with updated shelving, blinds, and lighting throughout (2024). The first floor also features an additional bedroom, for guests or a home office; whatever suites your needs. Upstairs, you’ll find a versatile loft area great for cozy movie nights, a playroom, or a secondary living space. The primary suite serves as a relaxing retreat, complete with a fully updated master bathroom (2025). Two additional bedrooms provide ample space for family or visitors. Step outside to enjoy the patio, great for entertaining, along with a newly installed fence (2024) that adds both privacy and charm. Conveniently located in a community with A-rated schools and school bus transportation available right on your street. Less than a 2 minute walk to your community pool and gym, with 2 playgrounds and a dock located within the community. This home places you just minutes from the best of Florida living including Disney Resorts, Universal theme parks, and Historic Downtown Winter Garden (award winning Farmers Market) all within a 20-minute drive. With convenient access to Highway 429, commuting and travel throughout Central Florida are a breeze. Plus, you’re less than an hour away from Florida’s beautiful beaches and natural springs.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
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