Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Beds: 5 to 5
Do Not Show Listings
Winter Garden - 175 properties found
1209 CASTLEPORT RD, WINTER GARDEN, FL 34787
$659,000101 Days on yellowkey MLS ID: O6390760
REDUCED by $5,900 (0.9%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2001Monthly Fee: $243 Tax: $4,030 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,030
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
15606 SHOREBIRD LN, WINTER GARDEN, FL 34787
$1,625,000187 Days on yellowkey MLS ID: O6367956
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $74,000 (4.4%) on 05/14/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4300 Built: 2020Monthly Fee: $360 Tax: $21,186 (2025)Community: Lakeshore Preserve Ph 4Spa: YesSingle Family
Taxes:$21,186
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: *** PRICE REDUCTION *** Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a covered entry with a two-story foyer, oak stair treads, Shaw Sonoma porcelain tile throughout the main level, and Shaw Supino LVP flooring upstairs. A formal dining room leads seamlessly through a butler’s pantry with a walk-in pantry into the heart of the home. The chef’s kitchen impresses with an oversized island with dining bar, quartz countertops, soft-close cabinetry, decorative upper cabinets, a farm sink, designer hood, and high-end KitchenAid appliances, including a natural gas cooktop and built-in oven, complemented by a Sub-Zero panel refrigerator. Upgraded plumbing fixtures and low-voltage enhancements, including a security system and wireless access points, elevate functionality. The open living room features coffered ceilings with wood trim detailing and expansive sliding glass doors capturing breathtaking lake views and overlooking the resort-style saltwater infinity pool and spa for seamless indoor-outdoor living. The downstairs primary suite offers a private escape with a spacious bedroom, walk-in closet, and spa-inspired bathroom with dual vanities, soaking tub, and frameless glass-enclosed shower. Upstairs, a versatile loft provides additional gathering space, while the main primary suite is a true showpiece with double-door entry, an expanded upper balcony, and a private balcony with retractable motorized screens showcasing lake views, fireworks, and rocket launches. This suite also features custom walk-in closets and a luxurious bathroom with a soaking tub overlooking the water and an oversized walk-in shower with floor-to-ceiling tile. Bedroom three includes a walk-in closet, private ensuite bathroom, and additional square footage. Two additional bedrooms share a full bathroom with double vanities. Outdoor living shines with an expanded covered lanai featuring pavers, privacy wall, motorized screens, and pre-plumbed water and gas connections. The heated saltwater infinity pool and spa with sun shelf are perfectly positioned to capture the view. Beyond the pool, an extended patio with a private gas fire pit creates an ideal space for entertaining or relaxing under Florida’s night skies. Additional features include a solar system reducing monthly electric costs, tankless Rinnai natural gas water heater, wired emergency generator outlet, whole-home surge protector, whole-home water filtration and softener, ample storage, custom closets throughout, bottom-up/top-down blinds, laundry room, and a two-car garage with epoxy flooring and over-garage storage. The home also features upgraded landscaping, fencing, and a small in-home safe. Residents enjoy lawn care included with the HOA and access to resort-style amenities on Panther Lake, including a zero-entry pool, clubhouse, fitness center, and playground, beach volleyball court, dock, and kayak launch. Conveniently located near Hamlin Town Center, Orange County National Golf Center, major highways, and minutes from Walt Disney World, this exceptional home offers luxury, lifestyle, and an unbeatable Winter Garden location. Schedule your private showing today.
Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)
Listing Agent: Tiffany Pantozzi (407-955-9716)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$874,000122 Days on yellowkey MLS ID: O6384565
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Elementary School: SunRidge Elementary
Tax Year: 2024
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Tong (954-940-1628)
12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$1,039,00034 Days on yellowkey MLS ID: O6409038
0 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3451 Built: 2004Monthly Fee: $85 Tax: $7,873 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$7,873
Elementary School: Lake Whitney Elem
Remarks: A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$3,799,00040 Days on yellowkey MLS ID: O6402896
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5450 Built: 2022Monthly Fee: $69 Tax: $25,701 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$25,701
Remarks: A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787
$949,00033 Days on yellowkey MLS ID: O6409735
1 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3708 Built: 2005Monthly Fee: $85 Tax: $6,353 (2025)Community: Westfield LakesSingle Family
Taxes:$6,353
Remarks: Under contract-accepting backup offers. WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Morgan Horsley (256-283-8747)
14345 WABASSO LOOP, WINTER GARDEN, FL 34787
$735,000138 Days on yellowkey MLS ID: O6376609
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2878 Built: 2022Monthly Fee: $192 Tax: $10,615 (2025)Community: Tilden Place/Winter GardenSingle Family
Taxes:$10,615
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
3035 IRISH PEACH DR, WINTER GARDEN, FL 34787
$1,099,000133 Days on yellowkey MLS ID: O6381190
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3788 Built: 2018Monthly Fee: $190 Tax: $7,815 (2024)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,815
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET ? This home is ready to move-in — every detail has been fully addressed, reviewed, repaired, refreshed, and professionally prepared for its next owner. From structure to finishes, paint to touch-ups, nothing was overlooked. seller is motivated and open to reviewing serious offers. Our goal is to have this home under contract by Memorial Day Monday. Don’t miss this opportunity. **“This beautifully renovated home features numerous upgrades completed. Nearly all living areas and bedrooms have been updated, and almost every closet includes custom built-in cabinetry. The property offers 5 bedrooms, 4 and a half bathrooms, and 3,878 square feet of living space, situated on a generous 0.36-acre lot. On the main level, the home features two spacious living areas, a large kitchen, and a suite currently used as a home office, which can easily be converted back into a bedroom. The downstairs living room also includes a built-in fire pit, creating a warm and inviting atmosphere. The outdoor area is perfect for entertaining, with a heated pool and a fully equipped outdoor kitchen. The home is surrounded by lush greenery along the sides and backyard, offering privacy and a peaceful setting. Upstairs, there is a cozy media or movie room. The entire home was freshly painted inside and out less than 15 days ago. All major appliances are included — washer, dryer, dishwasher, and refrigerator — as well as all TVs throughout the home. The property may also be negotiated fully furnished, excluding decorative items. This home is truly move-in ready.”**
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luana Ferreira Cabral (407-692-0564)
16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787
$998,00040 Days on yellowkey MLS ID: O6407909
0 Days Off yellowkey (back on 5/27/2026)
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
Middle School: Hamlin Middle
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)
18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,000117 Days on yellowkey MLS ID: O6386008
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 2023Monthly Fee: $281 Tax: $497 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$497
Elementary School: Water Spring Elementary
Remarks: Welcome to 18309 Oliver Twist Way, a beautifully maintained five bedroom, four bathroom home located in the highly sought after Waterleigh community in Winter Garden. Designed for both everyday comfort and effortless entertaining, this spacious home offers a thoughtful layout with flexible living spaces and modern finishes throughout. One of the standout features is the private downstairs guest ensuite, ideal for multigenerational living, visiting family, or a dedicated office space. The open concept main living area creates a warm and inviting atmosphere, seamlessly connecting the kitchen, dining, and living spaces while offering plenty of natural light. Upstairs, generously sized bedrooms provide space for everyone, while the primary suite serves as a peaceful retreat after a long day. Every detail has been carefully maintained, making this home truly move in ready.nLocated within Waterleigh, residents enjoy access to resort style amenities including multiple pools, walking trails, fitness centers, playgrounds, and community green spaces. The home is also conveniently positioned near local schools, shopping, dining, and just a short drive to Walt Disney World, offering both convenience and lifestyle. If you are looking for a home that blends space, functionality, and the vibrant community feel that Waterleigh is known for, this is one you will not want to miss.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Kerstin Crow (615-428-7046)
11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$869,99655 Days on yellowkey MLS ID: O6403252
3 Days Off yellowkey (back on 5/27/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the 5th bedroom along with a full bathroom. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Cresswell includes a Home is Connected 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1157 VINSETTA CIR, WINTER GARDEN, FL 34787
$800,00039 Days on yellowkey MLS ID: O6403597
0 Days Off yellowkey (back on 5/24/2026)
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
Remarks: Under contract-accepting backup offers. 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)
12529 DALLINGTON TER, WINTER GARDEN, FL 34787
$869,99064 Days on yellowkey MLS ID: O6400678
REDUCED by $15,000 (1.7%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2006Monthly Fee: $130 Tax: $6,735 (2025)Community: Foxcrest A-N & PSpa: YesSingle Family
Taxes:$6,735
Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,399,900120 Days on yellowkey MLS ID: S5144064
REDUCED by $60,000 (4.1%) on 05/23/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
13613 LARSEN LN, WINTER GARDEN, FL 34787
$825,00032 Days on yellowkey MLS ID: O6410121
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3812 Built: 2005Monthly Fee: $189 Tax: $10,378 (2025)Community: Lake Forest Sec 10ASingle Family
Taxes:$10,378
Remarks: Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gatherings while the dedicated formal living and dining spaces provide the perfect spot for hosting holiday gatherings and hosting special occasions. In addition to the expansive common areas, this home also features a dedicated study, complete with built-ins making it the perfect spot for those who work from home, a playroom or even a spouse-cave. Retreat to the master suite, an elegant sanctuary featuring dual walk-in closets and a lavish in-suite bathroom with a soaking tub and a separate shower. In addition to the master suite, there are three more generously sized bedrooms, ensuring space for family or visitors. Each of the three bathrooms is beautifully appointed with modern fixtures and finishes. A quick trip upstairs you will find a generous bonus room as well as a 5th bedroom with its own dedicated bathroom, making this the perfect space for growing teenagers, family or guests. Step outside to your own slice of paradise. The screened lanai opens to a private patio area, creating a tranquil space to enjoy Florida living. There is also a vinyl privacy fence and spacious back yard. Close to Winter Garden Village for dining and shopping, and Disney and other major attractions, as well as major highways. Call for your private showing today.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Theresa Choo Sau, Pa (407-443-6901)
325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
$1,600,00033 Days on yellowkey MLS ID: O6408089
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4442 Built: 2025Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GrvSingle Family
Taxes:$1,955
Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.
Listing Agent: Daniel Pavel (407-747-3408)
13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$850,00077 Days on yellowkey MLS ID: O6392351
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3793 Built: 2018Monthly Fee: $190 Tax: $7,249 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,249
Remarks: Under contract-accepting backup offers. Amazing & spacious executive home with 5 bedrooms, 4 and a half bathrooms, with no rear neighbors in the beautiful Orchard Park community located in Winter Garden and just minutes from both Hamlin Town Center and Winter Garden Village. Upon entering this immaculate home you will be impressed with its open and spacious floor plan that offers a downstairs guest room and bathroom, Living Room, Dining Room, Family Room and an amazing kitchen with 42" Cabinets, granite counter tops, ss appliances, oversized center island and massive pantry. The first floor offers neutral oversized tile floors, a half bath, a drop zone area located just off the kitchen and garage and sliders from the breakfast area onto the covered screened patio with paver patio extension and fire pit. The upstairs offers an oversized Primary Suite with 5 piece bathroom including double vanities, a guest room with private bath and two additional bedrooms that share a hall bathroom. The large upstairs Laundry Room makes doing laundry convenient. The community offers a Private Community Swimming Pool, Sports field and Playground. Conveniently located near major roadways and shopping and minutes from the Walt Disney World Resort.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Randall Gill (407-756-0071)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99082 Days on yellowkey MLS ID: O6395693
3 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSpa: NoSingle Family
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$870,33148 Days on yellowkey MLS ID: O6405351
2 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $200 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 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 and butler’s pantry. 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 walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is 5th bedroom and a full bathroom. As we head up to the second floor, we are greeted with a game room and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a 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.*
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$849,90085 Days on yellowkey MLS ID: G5110319
REDUCED by $43,000 (4.8%) on 04/16/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3954 Built: 2005Monthly Fee: $243 Tax: $5,889 (2025)Community: Stoneybrook West Un 06Spa: YesSingle Family
Taxes:$5,889
Remarks: WOW!!! OVER $40,000 RECENT PRICE REDUCTION!! Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Juli Onorata (407-864-7701)
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