Location: Winter Garden
Do Not Show Listings
15372 SUGAR CITRUS DR, WINTER GARDEN, FL 34787
$750,0005 Days on yellowkey MLS ID: O6425356
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3100 Built: 2019Monthly Fee: $142 Tax: $9,789 (2025)Community: Hamlin ReserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,789
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Virtually Staged. CUSTOM, Like-New HOME with a large fenced-in yard in the heart of WinterGarden’s highly sought after Hamlin/Horizon West area. This home features the most desired floor plan built by the custom builder - Ashton Woods homes. It features 4 Bedrooms, 3.5 Baths, office, formal dining/flex space, 2 story impressive great room that you must see in person, a wrap-around full lanai with nice private backyard views. On the main level is the office with french doors, flex space/dining room, a Grand Gourmet Kitchen with butlers pantry that has every upgrade imaginable: custom cabinets, Stainless appliances, quartz counters, custom tile backsplash, whole home water filtration, and wood plank floors. The open layout kitchen with dine-in island flows into the expansive 2 story great room which has nice views of the expansive backyard. You can enjoy the perfect space to spend time with family and friends under the expanded, extended screened, wrap around Lanai with plenty of space to enjoy time with friends and family. Upstairs you’ll find the 3 secondary bedrooms and baths. The large primary suite features plenty of windows, dual vanities, a frameless glass shower with designer tile work, and large walk in closets. Other notable features include: large fenced yard, whole home water filtration, and more. Located in a highly desired community with resort style pool and splash pad, plenty of amenities, parks, walking trails, lakes and more. This sought-after Horizon West community is part of one of the fastest growing communities in the country with shopping, restaurants, movie theater, high rated schools, parks and a hospital all a short distance to the home. The community has easy access to FL-429, FL turnpike and Disney is only 15 minutes away! Downtown Orlando is 25 minutes so a quick commute to about anywhere you would want to go.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Michael Blank (407-595-0144)
7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$551,27545 Days on yellowkey MLS ID: G5113580
2 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: 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 is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$890,000147 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
Elementary School: Panther Lake Elementary
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$660,000215 Days on yellowkey MLS ID: S5140531
2 Days Off yellowkey (back on 7/20/2026)
REDUCED by $65,000 (9.0%) on 07/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
8114 SAYINGS DR, WINTER GARDEN, FL 34787
$699,99093 Days on yellowkey MLS ID: O6401941
REDUCED by $29,010 (4.0%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 2023Monthly Fee: $221 Tax: $9,107 (2025)Community: Storey Grove Ph 4Single Family
Taxes:$9,107
Remarks: Virtually Staged. Welcome to this beautifully maintained 5-bedroom, 3-bathroom home in the highly sought-after Storey Grove community of Winter Garden, one of Horizon West's most desirable neighborhoods. Offering approximately 3,300 square feet of thoughtfully designed living space, this exceptional home combines comfort, functionality, and an unbeatable location. Perfectly positioned on a premium conservation and water-view lot with no rear neighbors, you'll enjoy peaceful views and added privacy from your screened lanai, complete with an outdoor sink—ideal for entertaining or relaxing year-round. Inside, the open-concept floor plan is filled with natural light and designed for modern living. The spacious kitchen features 42-inch cabinetry, abundant counter space, a large walk-in pantry, and overlooks the expansive family room, creating the perfect gathering space for family and friends. A versatile flex room offers endless possibilities as a formal dining room, home office, or playroom. The first floor also includes a guest bedroom and full bathroom, making it ideal for visitors or multigenerational living. Upstairs, an oversized loft provides additional living space perfect for a media room, game room, or second family room. The spacious primary suite offers a relaxing retreat with dual vanities, a garden tub, a separate walk-in shower, a generous walk-in closet, and ample storage. Three additional bedrooms provide plenty of room for family, guests, or a home office. Additional upgrades include a whole-house water filtration system and HOA-maintained lawn care, allowing for low-maintenance living. Residents of Storey Grove enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, playgrounds, scenic walking trails, green spaces, and community parks. The neighborhood is conveniently located with elementary and middle schools within the community, making daily routines exceptionally convenient. Located just minutes from Walt Disney World, Flamingo Crossings, Horizon West Town Center, and Winter Garden Village, with quick access to SR-429, this home offers easy access to shopping, dining, entertainment, major employers, and Orlando's world-famous attractions. Whether you're looking for your forever home or a luxury residence in one of Central Florida's fastest-growing communities, this exceptional property offers the perfect combination of location, space, and lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
925 EASLEY AVE, WINTER GARDEN, FL 34787
$1,165,00040 Days on yellowkey MLS ID: O6412977
REDUCED by $10,000 (0.9%) on 07/20/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $208 Tax: $12,692 (2025)Community: Oakland ParkSpa: YesSingle Family
Taxes:$12,692
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to a life beautifully lived. Situated on a premier corner lot in Oakland Park, Winter Garden's golf cart community, this exceptional residence blends thoughtful design, effortless indoor-outdoor living, & a private tropical retreat. Freshly redesigned professional landscaping with premium weed barrier, smart irrigation, app control, & a mature Medjool date palm creates stunning curb appeal. A custom front door opens to a partially screened wraparound front porch, perfect for morning coffee or evening chats. Inside, rich hardwood floors span the main level, complemented by abundant natural light, crown molding, plantation shutters, designer lighting, brass floor outlets in the living room & office, and ceiling fans throughout. The kitchen features granite countertops, a farmhouse sink, stainless steel appliances, tile backsplash, under-cabinet lighting, a beverage refrigerator, & a new Bosch dishwasher and microwave (2023). Open to the living & dining areas, it overlooks the front porch & connects seamlessly to outdoor living through French doors. A flexible front room serves as an office, study, or playroom. A powder room serves guests. The first-floor owner's suite overlooks the pool & offers dual granite vanities, a spa-style walk-in shower, linen storage, custom California Closets, & direct laundry room access. Upstairs, hardwood flooring continues throughout 3 spacious bedrooms, including one en-suite, plus two full baths and a generous loft ideal for theater, fitness, playroom, or guest retreat. A whole-home Generac natural gas generator keeps lights, air conditioning, & appliances running during outages. Step outside to one of Oakland Park's rare full-size Jandy-iAqualink-controlled saltwater pool & spa. The pool measures approximately 12' x 30' with depths from 3' to 5' & features an 8' x 12' sun shelf with bubbling fountain and umbrella sleeve. The approximately 6' x 8' spa includes four therapy jets and heats in 20-30 minutes. Equipment includes a 2.7 HP Jandy Variable-Speed Energy-Efficient Pump & Jandy 400,000 BTU natural gas heater. A travertine pool deck, oversized covered rear porch, vinyl-fenced yard with dual gates, & three-car garage with built-in storage racks complete the outdoor experience. Oakland Park offers a waterfront, golf-cart-approved lifestyle with two resort-style pools, a clubhouse, dog park, playgrounds, parks, & spectacular sunsets. Two blocks from the waterfront trail, minutes from the 22-mile West Orange Trail, & near multiple parks. Historic downtown Winter Garden is a golf cart ride away, offering Crooked Can Brewery, rooftop dining, boutique shopping, splash park, Farmers Market, live theater, golf cart parades, 5Ks, book clubs, poker nights, and more. Convenient access to major interstates, premier golf courses, shopping, & Central Florida theme parks. Additional features: fresh interior/exterior paint (2021), Apple HomeKit-compatible door locks, thermostats & ceiling fans, Apple Secure Video cameras at the doorbell, front entry, pool area & indoor locations, new remote-controlled high-velocity fans on both porches, Apple HomeKit-controlled owner's bath fan, outlets inside primary bath cabinetry, & a state-of-the-art termite detection and control system with full warranty. Lovingly maintained & thoughtfully enhanced throughout, this one-of-a-kind Oakland Park pool & spa home is a special opportunity. Your oasis is waiting. Make it yours.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,045,00036 Days on yellowkey MLS ID: O6418541
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $55,000 (5.0%) on 07/06/2026
Bed: 7 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3938 Built: 2022Monthly Fee: $160 Tax: $11,662 (2025)Community: Lakeside/Hamlin 60Spa: NoSingle Family
Taxes:$11,662
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
14802 SPEER LAKE DR, WINTER GARDEN, FL 34787
$1,690,0009 Days on yellowkey MLS ID: O6425462
1 Days Off yellowkey (back on 7/20/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3742 Built: 2014Monthly Fee: $195 Tax: $20,904 (2025)Community: IndependenceSpa: YesSingle Family
Taxes:$20,904
Remarks: Under contract-accepting backup offers. Enjoy Disney fireworks nightly from your own backyard. Welcome to 14802 Speer Lake Drive, a stunning 5+ bedroom, 4.5-bath lakefront estate in the highly sought-after Independence community, offering the best of both worlds: Winter Garden charm paired with top-rated Windermere schools. Set on the shores of Lake Speer, this 3,742 sq ft home delivers the ultimate Central Florida lifestyle complete with a private dock and boat lift, a sparkling infinity-edge pool, and front-row views of nightly Disney fireworks from your own backyard. Inside, this well maintained home impresses at every turn. The gourmet kitchen features double ovens, a built-in wine fridge, and a counter-depth refrigerator, perfect for entertaining. Retreat to the oversized primary suite, complete with a private flex space ideal for a home office, nursery, or sitting room, plus a generously sized walk-in closet built for serious storage. Beyond the home itself, Independence offers resort-style community amenities including a community pool, tennis courts, a fitness center, walking trails, and a clubhouse — all just minutes from Winter Garden Village, historic downtown Winter Garden, and Orlando's theme parks. Lakefront living, A-rated schools, Disney views, and low Winter Garden taxes — this rare combination won't last long. Schedule your private showing of 14802 Speer Lake Drive today.
Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)
Listing Agent: Tiphany Weeks (407-797-2931)
7840 WINTER WREN ST, WINTER GARDEN, FL 34787
$525,90025 Days on yellowkey MLS ID: O6421167
REDUCED by $4,000 (0.8%) on 07/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2004 Built: 2015Monthly Fee: $251 Tax: $7,385 (2025)Community: Summerlake Pd Ph 1B RepSingle Family
Taxes:$7,385
Elementary School: Summerlake Elementary
Remarks: Come take a look at this gorgeous 3 bedrooms and 2 and half baths home located in Summerlake community! Lake (pond) view !! Professionally decorated and loaded with designer upgrades including laminate wood flooring, Master bathroom has a walk in closet along with dual sinks. Other features include a two car garage, front porch, carpet in the bedrooms. Community amenities include a resort style pool, fitness center, clubhouse, dog park, tot lot, basketball and tennis courts. Summerlake Clubhouse & Fitness Center is a social and recreational hub, and the neighborhood is close to central Florida’s renowned recreation, including the theme parks, beaches, and lakes, for waterskiing, boating, swimming, and fishing! Also , as a great addition , a gorgeous whole slab huge family table is included ( please check pictures) with this sale. Table price was 12k when purchased, very rich and nice looking . Also,as an extra - there is an additional LG french door refrigerator in the garage.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
17037 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$609,611159 Days on yellowkey MLS ID: G5108288
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING 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.
16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$649,90037 Days on yellowkey MLS ID: O6417701
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2017Monthly Fee: $342 Tax: $6,366 (2025)Community: Waterleigh Ph 1CSpa: NoSingle Family
Taxes:$6,366
Middle School: Water Spring Middle
Remarks: Welcome to your private oasis in the highly desirable community of Waterleigh! This rare gem stands out as one of the few homes in the neighborhood to feature its very own private, heated saltwater pool, complete with a spacious covered patio, an impressive newly screened lanai, and the ultimate privacy of no rear neighbors. Boasting one of the most sought-after single-story designs, this open and light-filled home welcomes you with sophisticated new wainscoting architectural details and brand-new, upgraded flooring throughout all four bedrooms. The heart of the home is an incredible gourmet kitchen featuring a massive quartz island illuminated by high-end glass pendant lighting, premium appliances, custom cabinetry, and a stunning backsplash that flows seamlessly into the spacious living and dining areas. Unwind in a luxurious primary suite showcasing elegant tray ceilings and a grand walk-in closet outfitted with a brand-new custom organization system. The upgraded primary bath offers a spa-like experience with granite counters, double sinks, a large shower, and an oversized soaking tub. Every detail has been meticulously enhanced, including a fully renovated laundry room, a pristine epoxy-finished garage floor, sealed and cleaned outdoor pavers, and a freshly repainted exterior. The home is also equipped with permanent outdoor Govee smart lights, allowing you to easily customize your exterior illumination for holidays or everyday ambiance. Located just 15 minutes from Walt Disney World, you can even enjoy the magic of the nightly Disney fireworks right from your own home. Waterleigh offers an unmatched, low-maintenance resort lifestyle where the HOA includes all lawn care, giving you more time to enjoy the two community clubhouses, resort pools, fitness centers, garden, mini-golf, volleyball, and scenic lake viewing docks. Schedule your tour today to experience this highly upgraded, move-in-ready masterpiece!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Stephanie Nelson (321-536-0729)
944 KYLEE ALY, WINTER GARDEN, FL 34787
$779,9007 Days on yellowkey MLS ID: O6425976
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 2022Monthly Fee: $401 Tax: $11,438 (2026)Community: Oakland ParkSpa: NoSingle Family
Taxes:$11,438
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Welcome to this exceptional 4-bedroom, 4-bath residence with a private office, expansive loft, and 2,831 square feet of beautifully designed living space in the highly sought-after McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. Perfectly positioned on a private corner end lot, this stunning home is complemented by a welcoming front porch and showcases timeless architecture, upscale designer finishes, and exceptional attention to detail. Step inside to discover soaring ceilings, abundant natural light, and beautiful white oak luxury vinyl plank flooring throughout the main living areas. A private office just off the foyer provides the ideal work-from-home space or flex room, while custom window treatments, plantation shutters, designer wallpaper, elegant accent walls, and custom built-ins create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island with designer pendant lighting, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room, where custom built-ins create the perfect gathering space for entertaining or relaxing. The thoughtfully designed floor plan includes a private first-floor guest suite with a full bath, ideal for guests or multigenerational living. Upstairs, an expansive loft offers flexible living space perfect for a media room, game room, or second family room. The luxurious primary suite is privately situated away from the secondary bedrooms and offers tray ceilings, designer accent walls, a spacious walk-in closet, and a spa-inspired en-suite bath featuring dual quartz vanities, a soaking garden tub, and a separate walk-in shower. Two additional upstairs bedrooms each feature walk-in closets, with one offering its own private en-suite bath, while another full bath serves the remaining bedroom and loft. Even the laundry room has been elevated with designer wallpaper, quartz folding countertops, and an included washer and dryer. Outside, the private corner homesite enhances both curb appeal and privacy, offering additional green space and a peaceful setting to enjoy the Florida lifestyle. Living in Oakland Park means embracing one of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market. With convenient access to Florida's Turnpike, SR-429, downtown Orlando, and Central Florida's world-famous attractions, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Erica Sadelfeld (407-427-0398)
13019 SERENE GLADE RD, WINTER GARDEN, FL 34787
$549,99043 Days on yellowkey MLS ID: G5113698
REDUCED by $20,000 (3.5%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2026Monthly Fee: $121Community: Serenade At OvationSingle Family
Elementary School: Water Spring Elementary
Remarks: Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.
5320 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$695,99010 Days on yellowkey MLS ID: O6424081
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3366 Built: 2024Monthly Fee: $176 Tax: $10,233 (2025)Community: Lakeside/HamlinSingle Family
Taxes:$10,233
Remarks: Welcome to Hamlin Reserve in the heart of Horizon West! Built in 2024, this beautifully designed two-story home offers 5 bedrooms, 3 full bathrooms, 1 half bathroom, and over 3,300 square feet of thoughtfully designed living space. Step inside to a bright and inviting open-concept floor plan filled with natural light. The spacious kitchen seamlessly connects to the dining and living areas, creating the perfect space for everyday living, entertaining, and making lasting memories with family and friends. The first floor features the private primary suite, complete with its own en-suite bathroom, offering comfort and convenience. A separate half bathroom on the main level provides additional functionality for guests and entertaining. Upstairs, three additional bedrooms and a full bathroom provide plenty of space for family, guests, a home office, or a flexible living arrangement. Adding exceptional versatility to the home, the private in-law suite above the 2-car garage offers a separate living area complete with its own living room, kitchen, bedroom, and full bathroom. This independent space is ideal for extended family, guests, a private retreat, or additional accommodations. The home is equipped with solar panels, providing enhanced energy efficiency and helping reduce monthly electricity costs. Ideally located just minutes from Hamlin Town Center, residents enjoy easy access to shopping, dining, entertainment, parks, scenic lakes, walking trails, and top-rated schools. The home also offers convenient access to SR-429, Walt Disney World, and historic downtown Winter Garden. Combining modern design, flexible living spaces, energy-efficient features, and a prime Horizon West location, this exceptional Hamlin Reserve home offers a wonderful opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Juliana Garcia Moraes (407-721-2442)
1642 CHANDELLE LN, WINTER GARDEN, FL 34787
$689,90024 Days on yellowkey MLS ID: G5114093
REDUCED by $20,000 (2.8%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2918 Built: 2006Monthly Fee: $167 Tax: $8,474 (2025)Community: Belle Meade-Ph I B D & GSpa: NoSingle Family
Taxes:$8,474
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-story home in the highly sought-after gated community of Belle Meade — zoned for Whispering Oak Elementary (10/10 GreatSchools rating, top 5% of all schools in Florida), SunRidge Middle, and West Orange High School. With 2,918 square feet of thoughtfully designed living space, a 3-car garage, and a fenced corner lot spanning 0.27 acres, this home offers the space, privacy, and top-tier school access today's families are searching for. Major systems have already been taken care of for you — enjoy true peace of mind with a brand new roof (February 2024), backed by a CertainTeed SureStart warranty that's fully transferable to the new owner, and a brand new Trane 5-ton AC system (2025) with a 10-year warranty through 2035. No surprise repairs, no looming replacements — just move in and relax. Inside, soaring cathedral and vaulted ceilings, tray ceilings, crown molding, and wood flooring create an elegant, open feel throughout. A separate laundry room adds everyday convenience, and the fifth bedroom functions as a versatile den/utility space — ideal for a home office, playroom, or guest suite. The primary suite is a true retreat, featuring dual walk-in closets, dual vanities, a spa-style soaking tub, a separate standing shower, and a private water closet. Step outside to your fully screened and covered patio — perfect for entertaining or simply enjoying Florida's year-round sunshine, rain or shine — overlooking the private, fenced backyard. Belle Meade is a secure, gated community known for its lush landscaping, sidewalks, welcoming neighbors, and an on-site dog park. You're just minutes from Winter Garden Village at Fowler Groves — Central Florida's premier outdoor shopping and dining destination — and a short drive from historic Downtown Winter Garden's Plant Street, home to the award-winning Saturday Farmers Market, Crooked Can Brewing Company, and some of the area's best restaurants. Lake Apopka and several highly rated golf courses, including West Orange Country Club and Orange County National Golf Center (home to PGA Tour and LIV Golf events), are also just minutes away. Commuters and theme park lovers alike will appreciate the unbeatable location: Walt Disney World is approximately 15–25 minutes away via SR 429, with Universal Studios and SeaWorld each roughly 20–30 minutes via the Florida Turnpike. Downtown Orlando is approximately 20–25 minutes away via SR 408 or SR 50, and Orlando International Airport is about 30–35 minutes via the Turnpike. This is a rare opportunity to own a move-in ready home with major systems already updated, zoned for one of Florida's top-rated elementary schools, in one of Winter Garden's most desirable gated communities. Schedule your private showing today!
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Nikhil Vashist (352-901-3786)
14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$484,90023 Days on yellowkey MLS ID: O6421797
REDUCED by $8,000 (1.6%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 2012Monthly Fee: $242 Tax: $8,151 (2025)Community: Summerlake Pd Ph 01BSpa: NoSingle Family
Taxes:$8,151
Remarks: Virtually Staged. This 3-bedroom, 2-bathroom home features open concept design that connects the main spaces into one flowing layout. The primary suite is located upstairs, and a loft bonus room provides flexible space for a home office or guest retreat. The property combines practical design with convenient access to shopping, dining, and recreation throughout the Winter Garden area. The gourmet kitchen showcases stainless steel appliances and a custom tile backsplash, with solid surface countertops providing durable workspace. Luxury vinyl plank flooring runs through the formal dining area and open-concept great room, while ceramic tile anchors the foyer entryway and kitchen. The primary bedroom features carpet, as do the upstairs bedrooms, loft area, and second floor hallway. Sliding glass patio doors open the interior spaces to outdoor areas, bringing in natural light and creating visual connection to the exterior. The primary bathroom includes dual sinks for convenience, with ceramic tile flooring throughout. A laundry room with storage keeps essentials organized and accessible. The covered lanai extends outdoor enjoyment with shade and shelter, while the fenced backyard provides privacy and security. A covered front porch welcomes visitors at the entry. The architectural shingle roof protects the home, and a smart thermostat manages energy efficiency. The secluded patio offers a quiet retreat, and on clear evenings, you can catch distant Disney fireworks from the property. The community resort-style pool provides year-round recreation and social opportunities for residents. Hamlin Town Center shopping is nearby for everyday needs, while Horizon West Town Center offers expanded retail and dining options. Cinepolis Luxury Cinemas and Publix Super Market are within convenient reach. Golf enthusiasts will appreciate proximity to Orange County National Golf Center. Contact us to schedule a showing and explore this home's location and lifestyle benefits. Seller will entrain offers 5 days after list date.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$549,90072 Days on yellowkey MLS ID: O6408082
REDUCED by $15,100 (2.7%) on 07/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Monthly Fee: $253 Tax: $8,397 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,397
Remarks: Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
11031 JACKSON CV, WINTER GARDEN, FL 34787
$715,0009 Days on yellowkey MLS ID: O6425544
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $300 Tax: $10,935 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,935
Remarks: Virtually Staged. Experience the highly sought-after KENTON FLOOR PLAN in the award-winning WATERLEIGH community, just MINUTES FROM DISNEY! Ideally situated on a QUIET CUL-DE-SAC with NO THROUGH TRAFFIC, this beautifully upgraded 4 BEDROOM, 3 BATHROOM home offers WOOD-LOOK TILE throughout the main living areas and LUXURY VINYL PLANK upstairs. Enjoy the unique opportunity to WATCH ROCKET LAUNCHES from your own backyard. A welcoming foyer with TRAY CEILING opens to a versatile FLEX ROOM, perfect for a home office or formal dining room. The OPEN-CONCEPT design centers around a stunning GOURMET KITCHEN featuring 42" UPGRADED SHAKER CABINETS WITH CROWN MOLDING, QUARTZ COUNTERTOPS, UPGRADED TILE BACKSPLASH, 7' ISLAND, STAINLESS STEEL APPLIANCES, VENT HOOD, WALL OVEN & MICROWAVE COMBO, 5-BURNER COOKTOP, OVERSIZED SINGLE-BASIN SINK, WALK-IN PANTRY, plus a built-in COFFEE BAR/DROP ZONE. The spacious family room overlooks the covered lanai and backyard. A FIRST-FLOOR BEDROOM & FULL BATH provide the perfect guest or multigenerational suite. Upstairs, the PRIMARY SUITE features a TRAY CEILING, spa-inspired bath with GARDEN TUB, GLASS-ENCLOSED SHOWER, DUAL QUARTZ VANITIES, and an OVERSIZED WALK-IN CLOSET. A large LOFT offers the perfect space for a media room or playroom. Bedrooms 3 and 4 share a bath with DOUBLE SINKS, while the oversized laundry room includes a UTILITY SINK, WASHER & DRYER. Additional upgrades include BLOCK-ON-BLOCK CONSTRUCTION, WHOLE-HOUSE WATER FILTRATION, REVERSE OSMOSIS SYSTEM, UPGRADED LIGHTING & FANS, VIDEO DOORBELL, LOW-E DOUBLE-PANE WINDOWS, R-30 INSULATION, and RECLAIMED WATER IRRIGATION for outstanding energy efficiency. Enjoy MAINTENANCE-FREE LIVING with lawn care included and access to 4 RESORT-STYLE POOLS, 3 CLUBHOUSES, FITNESS CENTERS, TENNIS COURTS, FISHING PIER, PLAYGROUNDS, PARKS, WALKING TRAILS, and more. WATER SPRING ELEMENTARY and WATER SPRING MIDDLE SCHOOL are just a SHORT WALK AWAY, making everyday routines incredibly convenient. Zoned for HORIZON HIGH SCHOOL and ideally located near shopping, dining, Disney, and with easy access to 429, 417 & 408, this home offers the perfect blend of luxury, convenience, and lifestyle.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$443,00063 Days on yellowkey MLS ID: O6410109
REDUCED by $20,000 (4.3%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 1988 Tax: $1,952 (2025)Community: Magnolia Wood Fifth AddSpa: NoSingle Family
Taxes:$1,952
Remarks: Just minutes from downtown Winter Garden's Plant Street district, this Magnolia Wood home puts the Saturday farmers market, the local brewery and restaurant scene, the downtown splash pad, and direct access to the 22-mile West Orange Trail all within easy reach — with quick SR-429 access for an easy commute. And because there's no HOA, there are no monthly dues, no rental restrictions (one-month minimum lease, no association approval required), and no association rules limiting your boat, trailer, or toys — savings and flexibility that can add up to thousands per year compared to many nearby communities. Set on a landscaped 0.32-acre lot, this single-story block-and-stucco home offers 3 bedrooms, 2 baths, and 2,187 heated square feet. The split floor plan places the primary suite on the main floor, while vaulted ceilings and an open layout keep it bright and airy. A wood-burning masonry fireplace anchors the family room, a Florida room adds flexible year-round space, and outside you'll find a screened front porch, a private backyard with workshop and shed, and an attached 20x24 two-car garage. Low annual taxes (approx. $1,952) and low-risk Flood Zone X. Flexible for owner-occupants and investors alike. Schedule your showing today.
Listing is courtesy of: FLA REAL ESTATE SERVICES (321-436-4911)
Listing Agent: John Tilton (407-955-2759)
15411 GILLIGAN CT, WINTER GARDEN, FL 34787
$559,90031 Days on yellowkey MLS ID: O6418437
REDUCED by $10,000 (1.8%) on 07/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2021Monthly Fee: $104 Tax: $6,721 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$6,721
Remarks: Welcome to 15411 Gilligan Court, a beautifully maintained 2021 home in the sought-after Winding Bay community of Winter Garden! Offering 4 bedrooms, 2.5 bathrooms, and nearly 2,200 square feet of thoughtfully designed living space, this home packs an incredible amount of functionality and flexibility into its footprint. One of the most desirable features is the first-floor bedroom, making it a great option for guests, a private home office, gym, playroom, or flex space to suit your needs. Upstairs, you'll find the primary suite and remaining bedrooms conveniently located together, along with a versatile loft that can be used as a second living area, media room, homework station, or play space. The upgraded kitchen is the heart of the home, featuring modern finishes, ample cabinet space, and an open-concept layout perfect for everyday living and entertaining. Throughout the home you'll find tile and waterproof wood laminate flooring, with **no carpet anywhere**, creating a clean, cohesive look that is both stylish and easy to maintain. Step outside to enjoy the screened-in lanai and extended paver patio, creating additional outdoor living space perfect for relaxing, grilling, or entertaining friends and family. Located in one of Horizon West's fastest-growing areas, Winding Bay offers convenient access to Flamingo Crossings, Walt Disney World, major highways, shopping, dining, entertainment, and top-rated schools including Water Spring Elementary, Water Spring Middle, and Horizon High School. If you're looking for a newer home in an exceptional location that offers flexibility, low-maintenance living, and room for everyone, this one is a must-see!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Stephany Cornelius (407-304-7369)
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