Location: Winter Garden
Do Not Show Listings
14301 WHITE MOSS WAY, WINTER GARDEN, FL 34787
$949,99923 Days on yellowkey MLS ID: G5114391
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4053 Built: 2015Monthly Fee: $190 Tax: $9,701 (2026)Community: Orchard HillsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,701
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2026
Middle School: Bridgewater Middle
Remarks: Virtually Staged. Beautifully maintained 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,045,00033 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
Tax Year: 2025
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)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,000174 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: SELLER OFFERING 2% CONCESSIONS WITH FULL ASK OFFER!! Welcome to UNIT 1705 at 14051 GROVE RESORT AVENUE, a TURNKEY INCOME-PRODUCING CONDO located inside THE GROVE RESORT & WATER PARK ORLANDO, minutes from WALT DISNEY WORLD and major CENTRAL FLORIDA ATTRACTIONS. This property offers flexibility for buyers seeking a SHORT-TERM RENTAL INVESTMENT, VACATION HOME, or both, inside a high-demand RESORT COMMUNITY with strong rental appeal. Step inside to a BRIGHT OPEN LAYOUT designed for comfort, function, and guest enjoyment. The KITCHEN sits to the left and features CHERRY CABINETRY, GRANITE COUNTERTOPS, and a practical layout for short-term guests or extended stays. The space flows into the MAIN LIVING AREA, where natural light fills the room. LARGE SLIDING GLASS DOORS lead to a PRIVATE BALCONY, creating an inviting indoor-outdoor feel guests appreciate. The FIRST BEDROOM is located to the left and connects directly to the FIRST FULL BATHROOM, offering a comfortable and functional guest layout. Across the hall, the PRIMARY SUITE features a SPACIOUS ENSUITE BATHROOM and WALK-IN CLOSET. The condo offers an OPEN FLOOR PLAN, COMFORTABLE LIVING SPACES, CLEAN MODERN FINISHES, and turnkey appeal. The layout works well as a VACATION PROPERTY, SHORT-TERM RENTAL INVESTMENT, or PERSONAL GETAWAY. THE GROVE RESORT operates on a RENTAL ROTATION SYSTEM based on generated income rather than occupancy. Rates shift by season, demand, and unit type. Unit assignment is handled through an automated system designed to balance income across participating units, with no unit prioritized over another. Historical statements provide the best reference for income performance. Peak rental seasons typically include MID-MARCH THROUGH APPROXIMATELY ONE WEEK AFTER EASTER, MID-JUNE THROUGH THE END OF JULY, and MID-DECEMBER THROUGH THE FIRST WEEK OF JANUARY. Residents and guests enjoy RESORT-STYLE AMENITIES, including SURFARI WATER PARK, a LARGE HEATED POOL, LAZY RIVER, WATER SLIDES, and the FLOWRIDER SURFING EXPERIENCE. Dining and drinks are available at LONGBOARD BAR & GRILL. The SPRINGS POOLS area offers THREE ADDITIONAL POOLS and a LARGE HOT TUB. LAKE AUSTIN offers fishing and swan paddle boat rides. VALENCIA RESTAURANT provides full-service dining with indoor and outdoor seating. Additional amenities include a 24-HOUR FITNESS CENTER, MARKETPLACE, GIFT SHOP, CONCIERGE SERVICES for theme park tickets and reservations, and FREE DAILY SHUTTLE SERVICE TO DISNEY. With a PRIME RESORT LOCATION, TURNKEY SETUP, RENTAL INCOME POTENTIAL, and access to FULL RESORT AMENITIES, UNIT 1705 offers a great opportunity to enjoy the Florida vacation lifestyle while owning in one of Orlando’s well-known resort communities. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vickie Canto (407-731-8995)
14802 SPEER LAKE DR, WINTER GARDEN, FL 34787
$1,690,0006 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)
15806 GEM VIEW ST, WINTER GARDEN, FL 34787
$495,00050 Days on yellowkey MLS ID: C7526682
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 2024Monthly Fee: $725 Tax: $6,735 (2025)Community: Del Webb Oasis Ph 3Spa: NoVilla
Taxes:$6,735
Elementary School: None
High School: None
Middle School: None
Remarks: 2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.
Listing is courtesy of: FAST ACTION REALTY INC (239-431-5522)
Listing Agent: Yanely Fernandez (239-253-2286)
7840 WINTER WREN ST, WINTER GARDEN, FL 34787
$525,90022 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
Middle School: Hamlin Middle
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)
16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$400,00046 Days on yellowkey MLS ID: O6414427
3 Days Off yellowkey (back on 7/20/2026)
REDUCED by $15,000 (3.6%) on 07/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1768 Built: 2022Monthly Fee: $286 Tax: $7,039 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,039
Remarks: PRICED TO SELL Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light, seamlessly connecting the spacious living areas, defined dining space, and a chef-inspired kitchen. Designed for both daily living and entertaining, the kitchen comes fully equipped with premium granite countertops, stainless steel appliances, an oversized island, and upgraded cabinetry. Just off the gathering room, a private, low-maintenance paver courtyard connects the home to the rear-facing garage, creating an ideal outdoor oasis for relaxing evenings or hosting guests. Upstairs, the generous primary suite serves as a peaceful retreat, boasting a elegant tray ceiling, a large walk-in closet, and a well-appointed en-suite bath with dual sinks and a glass-enclosed shower. Two additional spacious bedrooms offer excellent flexibility for family, guests, or a home office. Resort-Style Community & LifestyleResidents of Hawksmoor enjoy an incredible array of world-class amenities designed for an active and social lifestyle. Enjoy exclusive access to the spectacular clubhouse with water views, a resort-style pool, splash pad, fitness center, and scenic walking trails. Unbeatable Location 10 minutes from Disney! Perfectly positioned in one of Central Florida's fastest-growing areas, you are just minutes away from State Road 429, making commutes a breeze to downtown Winter Garden, Orlando, Clermont, and major employment corridors. Enjoy ultimate convenience with nearby shopping, dining, and entertainment at Hamlin Town Center and Waterleigh Village. You are also just minutes from the premier Orange County National Golf Center, top-rated A schools. Don’t miss this smart opportunity to own a beautiful home in Winter Garden’s premier townhome community. Schedule your tour today! EXCELLENT PRICE IN HORIZON WEST
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jhoana Loyo Urrutia (407-502-9384)
14501 GROVE RESORT AVE #3523, WINTER GARDEN, FL 34787
$200,00055 Days on yellowkey MLS ID: O6411650
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2018 Tax: $6,847 (2025)Community: Grove Resort & SpaSpa: YesCondo
Taxes:$6,847
Remarks: BACK ON THE MARKET! Previous Buyer's Home Sale Fell Through – Here's Your Second Chance! DIRECT, UNOBSTRUCTED SURFARI WATER PARK VIEWS! Perched on a high floor in **Building #3—the resort's most sought-after building—**this exceptional condo enjoys one of the best locations in all of The Grove Resort. Just steps from Surfari Water Park, the Springs pools, Flip-Flops Family Fun Center & Arcade, restaurants, bars, and private Lake Austin, you'll be in the center of all the resort's world-class amenities while enjoying breathtaking, unobstructed water park views from your private balcony. This is the Disney-area vacation condo you've been waiting for! Back on the market through no fault of the property, this highly desirable residence offers one of the best locations in the entire resort. This beautifully furnished Palm model features 2 bedrooms, 2 bathrooms, 1,265 square feet, and comfortably accommodates up to 8 guests. The open-concept floor plan includes a modern kitchen with granite countertops, stainless steel appliances, and an in-unit laundry room. The split-bedroom design offers privacy, while the spacious primary suite features a king bed, walk-in closet, dual vanities, soaking tub, and separate shower. The guest suite offers two queen beds with direct access to the guest bath. Added Value: The Palm model offers the lowest HOA fee of any 2-bedroom floor plan in the resort, making it one of the best ownership values at The Grove. Located at the award-winning 4-Star Grove Resort & Spa Orlando, a Disney Good Neighbor® Hotel less than 5 miles from Walt Disney World® Resort, owners and guests enjoy complimentary Disney shuttle service and an unmatched collection of resort amenities, including: • Surfari Water Park with lazy river, water slides, and FlowRider® Double Surf Simulator • Multiple resort-style pools • Two on-site restaurants and bars • Full-service spa and fitness center • Lake Austin with fishing and watersports • Flip-Flops Family Fun Center & Arcade Whether you're searching for the perfect family vacation home, a high-demand short-term rental investment, or both, this fully furnished, turn-key condo-hotel is ready to enjoy immediately. The on-site rental management program allows the property to generate rental income while you're away—helping offset ownership costs while you create magical Disney memories for years to come. Back on the market only because the previous buyer's home sale fell through—not because of the property. Opportunities to own a direct, unobstructed water park view in Building #3 rarely become available. Schedule your showing today before it's gone again!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Joseph Mooradian (954-466-5669)
13155 SPRING GROVE WAY, WINTER GARDEN, FL 34787
$600,00020 Days on yellowkey MLS ID: O6421867
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2021Monthly Fee: $225 Tax: $7,057 (2025)Community: Encore/Ovation Ph 2Single Family
Taxes:$7,057
Remarks: Welcome to this beautifully appointed 4-bedroom, 3.5-bath home offering over 2,800 square feet of thoughtfully designed living space in the highly desirable Encore at Ovation community of Horizon West. Perfectly positioned on a premium corner lot, this home combines modern style, functional living, and an unbeatable location just 20 minutes from Walt Disney World. Step inside to discover gorgeous flooring throughout, a light and airy open-concept layout, and a timeless palette of neutral colors that complements any décor. The spacious kitchen flows seamlessly into the dining and living areas, creating an ideal space for entertaining and everyday living. A highly sought-after first-floor guest suite provides privacy and flexibility for visitors or multi-generational living. Upstairs, you'll find a generous loft with an open bannister, offering the perfect space for a media room, playroom, or home office. The conveniently located second-floor laundry room makes daily living effortless. The spacious primary suite serves as a relaxing retreat, while the additional bedrooms provide ample room for family and guests. Step outside to enjoy Florida living year-round on the screened-in lanai, ideal for morning coffee, outdoor dining, or unwinding in the evenings. Located in the sought-after Encore at Ovation community, this exceptional home offers easy access to major highways, top-rated schools, and Central Florida's world-famous attractions. With its desirable floor plan, stylish finishes, and prime Horizon West location, this home is one you won't want to miss.
Listing Agent: Ken Pozek (407-813-2773)
17037 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$609,611156 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
Taxes:$0
Elementary School: Hamlin Elementary
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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$649,90034 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
Elementary School: Panther Lake Elementary
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
$779,9004 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
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
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)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,375,00047 Days on yellowkey MLS ID: O6413249
REDUCED by $124,000 (8.3%) on 07/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Remarks: Now offered at $1,375,000 following a $124,000 price adjustment. This luxury residence presents an exceptional opportunity to own a beautifully designed home at its newly adjusted price. Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$445,00097 Days on yellowkey MLS ID: O6399484
REDUCED by $15,000 (3.3%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2016Monthly Fee: $315 Tax: $4,738 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$4,738
Remarks: Move in with added peace of mind the *Community RE-ROOF and EXTERIOR PAINT Project are underway* Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a newer AC unit (replaced 2024) with a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry (replaced in 2022 & 2023). You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.
Listing Agent: Stephanie Baldner (407-419-0629)
13019 SERENE GLADE RD, WINTER GARDEN, FL 34787
$549,99040 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
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
$695,9907 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
$689,90021 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)
17167 WRITING ALY, WINTER GARDEN, FL 34787
$535,00071 Days on yellowkey MLS ID: O6406920
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $110 Tax: $7,916 (2025)Community: Storey Grove Ph 1BSingle Family
Taxes:$7,916
Remarks: Located in the heart of Horizon West, 17167 Writing Aly offers the space, flexibility, and location buyers are looking for in Winter Garden. Just minutes from Hamlin Town Center, the 429, Disney, and Downtown Winter Garden, this home is positioned in one of Central Florida’s fastest-growing areas while still offering a true neighborhood feel with community green spaces, walking paths, and resort-style amenities nearby. Inside, the freshly repainted interior feels bright, clean, and move-in ready. The open-concept main living area flows seamlessly into the kitchen and dining spaces, creating a layout that works well for both everyday living and entertaining. One of the standout features of this floorplan is the rare dual primary suite setup, with one primary bedroom conveniently located downstairs and a second oversized primary suite upstairs, giving flexibility for multi-generational living, guests, or added privacy. Step outside to your private outdoor courtyard, perfect for grilling, relaxing, or creating an inviting entertaining space between the home and detached two-car garage. With thoughtful layout options, fresh interior updates, and a location close to everything Horizon West has to offer, this home checks boxes that are hard to find at this price point.
14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$484,90020 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
$549,90069 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)
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