Location: Winter Garden
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
Do Not Show Listings
14423 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,999105 Days on yellowkey MLS ID: O6368408
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3630 Built: 2023Monthly Fee: $217 Tax: $12,742 (2024)Community: Tilden Place/Winter GardenSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,742
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. PRICED TO SELL! Welcome home to this stunning two-story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its abundant shopping, dining, fast-casual options, hospital access, and everyday conveniences—and only a short drive to Walt Disney World Resort, this home offers the perfect blend of luxury, comfort, and location. Built by MI Homes, known for exceptional energy efficiency, this 5-bedroom, 4-bath home showcases sleek, modern upgrades throughout. The pavered driveway and porch set the tone, opening to a thoughtfully designed floor plan that includes a first-floor bedroom with a full bathroom, ideal for guests, multigenerational living, or a private home office. The main living areas feature LVP flooring, striking iron stair railings, and incredible custom trim work along the staircase. The gourmet kitchen will keep even the pickiest of chefs happy, featuring dark cabinetry that beautifully contrasts with a bright white waterfall island, pendant lighting, stainless steel appliances, gas cooking, and stunning upper cabinetry that elevates the space. A built-in pocket office offers the perfect spot for quick correspondence, bill pay, remote work, or a homework station. The family room is anchored by a dramatic wall of custom built-in shelving with accent lighting and a fireplace, creating a warm and inviting focal point for everyday living and entertaining. Upstairs, a spacious loft continues the custom design theme with floating shelves and integrated storage. The expansive upstairs primary suite features LVP flooring, generous space, and access to a private balcony, perfect for morning coffee or evening relaxation. With no rear neighbors, enjoy a private backyard retreat complete with an extended lanai, while the coastal-style balcony off the loft provides even more opportunities for entertaining and unwinding. The intimate gated community is centered around a beautiful pond with a fountain, and just a short walk down the street brings you to the community green space and playground. This stunning home truly offers modern luxury, functional living, privacy, and an unbeatable Winter Garden location. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
15524 AVIATION ALY, WINTER GARDEN, FL 34787
$569,90011 Days on yellowkey MLS ID: O6398331
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2414 Built: 2015Monthly Fee: $328 Tax: $8,711 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Single Family
Taxes:$8,711
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
Remarks: Welcome home to this updated 3 bedroom, 3.5 bath urban cottage in The Cove at Hamlin with large covered front porch that overlooks a greenbelt. The home offers a bright and sunny 2-story foyer, an inviting kitchen with breakfast area, a large great room with recessed lighting, crown molding and a wall of sliders that open to the covered, screened lanai which allows for that indoor-outdoor Florida living. The kitchen offers 42” cabinets, granite countertops, stainless steel appliances, including a gas range, a large walk-in pantry and center island with space for stools. You will also find a guest bedroom suite with walk-in closet and full bath on the main level in addition to the half bath off the kitchen area. The owner’s suite is found on the second level and is highlighted by French doors, tray ceiling and large windows. The en-suite bathroom has duel sinks, large counter space, frameless glass shower and a walk-in closet with custom closet organizer. You will also find on the second level a quiet nook with a window (perfect for a desk), the third bedroom and bath and the laundry room with cabinets. Some of the additional upgrades in the home are 8’ doors, Plantation blinds, wrought iron bannister, crown molding and a tankless water heater. The exterior features a screened paved lanai, fenced yard, and new turf that was just added to the side yard. The home has a rear two car garage with ample ceiling storage racks. This sought after community is walkable to the Hamlin Town Center that features stores, restaurants, medical services and is highlighted by Popstroke miniature golf and the Cinepolis movie theater. The community offers a resort style pool with splash pad, clubhouse, fitness center, playgrounds and dog park and is located with easy access to SR429 and the Florida Turnpike. A bonus is the accessibility to Disney and nightly views of the fireworks throughout the community. Come make this your NEW home!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nancy Foltz (703-772-0215)
5637 TIGER WAY, WINTER GARDEN, FL 34787
$765,00010 Days on yellowkey MLS ID: O6398378
0 Days Off yellowkey (back on 4/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2917 Built: 2018Monthly Fee: $214 Tax: $12,077 (2025)Community: Overlook 2/Hamlin Ph 3Single Family
Taxes:$12,077
Remarks: Fantastic Jamestown model with 4 bedrooms, 2.5 bath with screened lanai and backing to common area. Home upgrades include Solar Panels, under eaves lighting, water filtration system, new flooring and updated secondary bath. The home is located close to the Hamlin Town Center and is located in a sought after planned community with pool, clubhouse, parks, fitness center and dog park. Easy access to SR429 and the Florida Turnpike.
7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$1,824,888277 Days on yellowkey MLS ID: O6328707
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4716 Built: 2014Monthly Fee: $201 Tax: $14,959 (2024)Community: West Lake Hancock EstatesSpa: NoSingle Family
Taxes:$14,959
Remarks: Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features stunning lake views, a spa-like bath with a soaking tub, and an expansive walk-in closet that offers more than enough storage for your entire wardrobe. Located in the scenic community of Winter Garden, this home includes exclusive access to a private clubhouse with a resort-style pool and fitness center. Guests will love movie nights and gatherings in your inviting space. Conveniently close to theme parks, downtown Orlando, major highways, top-rated schools, and shopping centers, this home offers the perfect blend of comfort and convenience. Don’t miss your chance to own this exceptional home—schedule your private showing today!
Listing is courtesy of: FL SUNSHINE STATE REALTY (407-619-6745)
Listing Agent: Mae Wang (407-619-6745)
5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$649,000135 Days on yellowkey MLS ID: O6365476
REDUCED by $31,000 (4.6%) on 04/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2013Monthly Fee: $184 Tax: $8,004 (2025)Community: Signature LakesSingle Family
Taxes:$8,004
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$1,745,00054 Days on yellowkey MLS ID: O6386104
5 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 2020Monthly Fee: $230 Tax: $16,822 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$16,822
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautiful Winter Garden lakefront home with 270-degree lake views, a resort pool, and location, location, location. This one-story, four-bedroom, four-bath open floor plan home features a modern infinity-edge pool overlooking stunning views of Lake Hancock, with an oversized fenced-in backyard. Just three minutes to everything in Hamlin. The home also features an office/flex room and is located three minutes off 429 and New Independence Parkway, 30 minutes to the Orlando International Airport, 25 minutes to downtown Orlando, 20 minutes to Disney World, 12 minutes to Winter Garden Village, and 3 minutes to the movies, theaters, several restaurants, and shopping. This property has one of the best views on Lake Hancock in one of the best locations — a one-of-a-kind lakefront home in Winter Garden, Florida, that you must see for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jason Ogden (321-320-1449)
14501 GROVE RESORT AVE #1707, WINTER GARDEN, FL 34787
$325,0001393 Days on yellowkey MLS ID: O6038711
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1544 Built: 2016Monthly Fee: $1,103 Tax: $5,464 (2024)Community: Grove Resort & SpaSpa: NoCondo
Taxes:$5,464
Remarks: This top-floor 3-bedroom “Sable” condo at The Grove Resort & Water Park is not just a luxurious vacation retreat — it’s a consistently profitable investment. With strong year-round occupancy and enrollment in the fully managed hotel rental program, this unit has delivered positive cash flow every year for its current owner. Located just 5 minutes from Walt Disney World, The Grove offers unmatched convenience, privacy, and resort-style amenities that keep guests coming back. Spend your days at the Surfari Water Park, complete with water slides, a lazy river, splash zones, and private cabanas. Onsite dining options range from casual bites to full-service restaurants, and there’s even a full-service spa for ultimate relaxation. Families love Flip Flop’s arcade and the 20-acre activity lake, where you can rent boats, go fishing, or simply enjoy the view. The spacious top-floor layout offers quiet, elevated views and a comfortable home base for vacationers of all ages. When you’re not using it yourself, the professionally managed turnkey rental program takes care of everything — generating steady income with zero stress. This is a rare opportunity to own a luxury condo that pays for itself while giving you and your family a world-class Orlando getaway.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$595,00016 Days on yellowkey MLS ID: O6395920
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2018Monthly Fee: $110 Tax: $9,154 (2025)Community: Highlands/Summerlake Grove Ph 2Single Family
Taxes:$9,154
Elementary School: Water Spring Elementary
Remarks: Great investment opportunity! Welcome to this beautifully maintained home built in 2018, featuring upgrades throughout. Property is currently tenant-occupied, making it an excellent option for investors seeking immediate rental income. From the moment you arrive at the covered front porch and step into the elegant foyer with crown molding, you’ll be impressed by the bright and open floor plan. This home showcases 18-inch ceramic tile and a spacious layout designed for both everyday living and entertaining. The oversized kitchen is a true centerpiece, featuring 42-inch cabinetry, granite countertops, custom backsplash, a large island with breakfast bar, and GE® Energy Star® stainless steel appliances, including a gas range. Enjoy abundant natural light throughout, enhanced by triple-pane windows and expansive sliding glass doors that open to a covered brick paver lanai and beautifully maintained landscaping. The first floor includes a bedroom and full bathroom—perfect for guests or multi-generational living. Upstairs, you’ll find plush carpeting, a spacious loft with tray ceiling ideal for a game room or home office, and a luxurious primary suite featuring tray ceilings, an oversized walk-in closet, and a spa-inspired bathroom with a garden tub and large walk-in shower. All four bedrooms include ceiling fans and generous closet space, with ample storage throughout the home. Located in the desirable Horizon West community of Highlands at Summerlake Groves, residents enjoy resort-style amenities including a community pool, playgrounds, soccer field, dog park, and tennis courts. Conveniently located near Walt Disney World, dining, shopping, golf, and major attractions.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
15707 SIGNATURE DR., WINTER GARDEN, FL 34787
$575,000385 Days on yellowkey MLS ID: O6295079
0 Days Off yellowkey (back on 4/6/2026)
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2714 Built: 2013Monthly Fee: $184 Tax: $8,595 (2024)Community: Independence CommunitySingle Family
Taxes:$8,595
Remarks: Under contract-accepting backup offers. Nestled within the highly sought-after Independence Community, this beautifully maintained, move-in-ready home offers an unparalleled living experience. Boasting 6 spacious bedrooms and 3 well-appointed bathrooms, this home is designed for both comfort and style. The upstairs loft, meticulously cared for, provides an ideal space for a study, office, or gaming area. The open-concept kitchen is a chef's dream, featuring modern appliances, a cozy breakfast nook, and abundant cabinetry for all your storage needs. The bright and airy living room is perfect for hosting, with ample space for both formal dining and relaxing, while the family room, set apart for privacy, offers access to a covered and screened lanai – an ideal spot for unwinding and enjoying the serene outdoors. On the main floor, you’ll find two inviting bedrooms and a full bathroom, while the expansive master suite upstairs includes a luxurious ensuite with dual sinks, a separate tub and shower, and a generously sized walk-in closet. Residents of this community are treated to a variety of resort-style amenities, including a fitness center, a pool, tennis courts, a playground, soccer field, walking trails with exercise stations, and dog parks. The home is situated in a desirable ‘A’ rated school district, ensuring top-notch educational opportunities for families. Conveniently located just minutes from shopping, dining, banking, and healthcare services, and only a short drive to the renowned Disney Theme Parks, this home truly offers the perfect balance of comfort and convenience.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
6530 PASTURELANDS PL, WINTER GARDEN, FL 34787
$479,99940 Days on yellowkey MLS ID: O6390459
REDUCED by $19,901 (4.0%) on 03/31/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2067 Built: 2006Monthly Fee: $285 Tax: $4,537 (2025)Community: IndependenceTownhouse
Taxes:$4,537
Remarks: Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Amber Draus (321-297-6466)
5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$610,00083 Days on yellowkey MLS ID: O6378167
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2204 Built: 2016Monthly Fee: $188 Tax: $8,644 (2025)Community: Orchard Hills Ph 2 Signature LakesSingle Family
Taxes:$8,644
Remarks: Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha cabinetry, granite countertops, an oversized eat-in island, drinking water filtration system, and a new Samsung refrigerator with transferable warranty through November 2030. High-end upgrades include dimmable lighting throughout, Level 2 EV charger, and a private home theater with Klipsch Reference Premiere speakers, Dolby Atmos surround sound, and a 150" motorized screen (theater components negotiable). Additional highlights include a two-car garage with custom built-in cabinetry and charging station. Residents enjoy resort-style amenities: zero-entry pool, clubhouse, fitness center, playgrounds, dog park, scenic bike trails, and included lawn care and landscaping. Prime location just minutes to Publix, Walmart, Aldi, TJ Maxx, Cinepolis, Urban Air, dining and cafés; 10 minutes to Winter Garden Village, 17 minutes to Costco. Zoned for A-rated, highly sought-after schools within a short bike ride.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Olga Kaza, Pa (407-756-6318)
5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$595,00065 Days on yellowkey MLS ID: O6383015
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2470 Built: 2016Monthly Fee: $188 Tax: $5,339 (2025)Community: Orchard Hills Phase 2Single Family
Taxes:$5,339
Remarks: Under contract-accepting backup offers. Welcome home to this truly exceptional, move-in ready two-story gem in the highly desirable Orchard Hills community of Winter Garden—showing like a brand-new model home! Meticulously maintained by the owners, this nine-year-old home feels fresh, modern, and beautifully cared for from the moment you arrive. Step inside to an inviting open-concept design featuring stylish wood-look tile throughout the first floor, a bright and spacious living area, and a stunning, modern kitchen complete with a large center island, stainless steel appliances, quartz countertops, and abundant cabinetry—perfect for entertaining or everyday living. A versatile bonus room near the rear of the home offers the ideal space for a home office or guest retreat, along with a convenient half bath and extra storage. Enjoy Florida living with the charming, enclosed patio that connects to the rear-entry two-car garage with additional storage. Upstairs, a generous loft leads to three bedrooms, including a serene primary suite with a private balcony overlooking tranquil pond views. The spa-like ensuite bath features a walk-in shower, soaking tub, and private water closet. Additional upgrades include a full home fire sprinkler system, helping reduce homeowners’ insurance costs, and rain gutters. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention—making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Kathy Mcdonald (407-973-4026)
4937 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$869,00080 Days on yellowkey MLS ID: S5142834
1 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3289 Built: 2015Monthly Fee: $187 Tax: $10,004 (2024)Community: Orchard Hills Ph 2Single Family
Taxes:$10,004
Remarks: Under contract-accepting backup offers. Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home in the desirable Winter Garden area. Situated on a premium lot with no rear neighbors, this home backs onto a peaceful preserve, offering privacy and natural views. The open-concept layout features a large kitchen with granite countertops, stainless steel appliances, and a center island—perfect for cooking and entertaining. The first floor includes a guest bedroom and full bath, ideal for visitors or multi-generational living. Upstairs, the generous master suite offers a walk-in closet and a luxurious en-suite bathroom. Three additional bedrooms and a versatile loft complete the second floor. Enjoy outdoor living on the open lanai, overlooking a spacious backyard and the quiet conservation area—an ideal setting for morning coffee or evening relaxation. Located in a well-maintained community that offers access to a clubhouse, resort-style pool, and fitness center, and conveniently close to top-rated schools, shopping, dining, and major highways—this home delivers both comfort and lifestyle.
Listing is courtesy of: OLIVO REALTY GROUP, LLC (917-687-3373)
Listing Agent: Yadira Olivo (917-687-3373)
14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$515,00021 Days on yellowkey MLS ID: O6395027
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2017Monthly Fee: $188 Tax: $4,529 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$4,529
Remarks: Under contract-accepting backup offers. Welcome HOME to this stunning, move-in ready residence in the highly sought-after Orchard Hills community, where style, comfort, and modern upgrades come together effortlessly. This immaculate home showcases a spacious open-concept floor plan designed for both everyday living and elevated entertaining. From the moment you enter, you’re greeted by sleek porcelain wood-look flooring, elegant quartz countertops, and a kitchen featuring brand-new upgraded stainless steel appliances. The space flows beautifully, creating a bright and inviting atmosphere at the heart of the home. Thoughtful upgrades throughout, including a whole-home Nest system, GUTTERS, WATER SOFTENER, and SOLAR PANELS, giving both efficiency and peace of mind. Upstairs, retreat to a well-designed layout with generously sized bedrooms that provide comfort, privacy, and flexibility. Whether you’re envisioning a serene primary suite, guest accommodations, or a home office, the second level delivers both functionality and refinement. Downstairs, a conveniently located first-floor laundry room adds ease to your daily routine. The garage is truly a standout feature, complete with eye-catching HEXAGON LED lighting, perfect for showcasing your vehicle or creating the ultimate home gym, along with added storage racks for optimal organization. Step outside to your private backyard retreat, where a cozy fire pit area sets the stage for relaxing evenings or perfect for unwinding or hosting in a beautifully designed outdoor space. Living in Orchard Hills means enjoying exceptional resort-style amenities, including a pool, clubhouse, fitness center, dog park, and playground, all with HOA-covered lawn care for a low-maintenance lifestyle. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Windermere, with easy access to the 429 for seamless commuting. Enjoy being close to Orange County National Golf Center and the world-renowned Walt Disney World. Zoned for top-rated, A-rated schools including Keene's Crossing Elementary School, this home offers exceptional value for families seeking premier education. This energy-efficient, beautifully upgraded home truly has it all, style, location, and lifestyle. Don’t miss your opportunity to make it yours. Schedule your private showing TODAY!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$554,990110 Days on yellowkey MLS ID: O6370363
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Remarks: Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
15309 HONEYBELL DR, WINTER GARDEN, FL 34787
$775,000139 Days on yellowkey MLS ID: O6363784
2 Days Off yellowkey (back on 3/26/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3094 Built: 2016Monthly Fee: $134 Tax: $5,867 (2025)Community: Hamlin ReserveSingle Family
Taxes:$5,867
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 3,094 sq ft of contemporary living in the heart of Winter Garden! This stunning 4-bedroom, 3.5-bathroom, two-story home offers a spacious open floor plan with quartz countertops in the kitchen, KitchenAid stainless steel appliances, a brand new refrigerator, a gas range, and a Samsung washer/dryer (2025) included. All bedrooms are upstairs and feature custom blinds for a polished, private touch. Additional features include hardwood flooring on the main level, luxury hardwood throughout the home, a Nest thermostat on both floors, Ring doorbell, exterior security cameras, and Alexa-connected smart lighting in the kitchen and living area. The garage includes a Tesla charger, overhead storage racks, and a garage refrigerator—all conveying. Enjoy peace of mind with a 2024-installed whole-house water filtration system, brand new gutters, and a fully fenced PVC backyard. The tankless gas water heater, roof, and HVAC are original (2016). Located just a short walk to the community clubhouse with pool and amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Roo Klaers (407-493-5615)
14354 WABASSO LOOP, WINTER GARDEN, FL 34787
$939,00026 Days on yellowkey MLS ID: O6392378
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2881 Built: 2022Monthly Fee: $200 Tax: $11,249 (2025)Community: Tilden Place/Winter GardenSingle Family
Taxes:$11,249
Remarks: Welcome to this beautifully maintained Scandinavian-inspired home built in 2022, located in an intimate gated boutique community of just 55 homes in Winter Garden. Perfectly positioned on the premier lot in the neighborhood with a direct fountain water view, this home offers breathtaking sunsets from the living room, kitchen, lanai, pool, and balcony—while enjoying sun-filled interiors throughout the day. Thoughtfully upgraded with luxury vinyl flooring, 8-ft doors, an extended driveway, and beautifully appointed kitchen and bathrooms, this bright and airy 4-bedroom home includes two ensuite bedrooms, a spacious primary suite with dual closets, and a versatile loft with a full bath and balcony. The garage features commercial-grade epoxy flooring and added attic storage, while all major appliances (2022) are included. Located minutes from highly rated schools, shopping, dining, outdoor parks, and world-renowned theme parks, this home blends modern comfort with a peaceful neighborhood setting. The view, the sunsets, the pool, and the welcoming community truly make this home special—come experience it for yourself. For more authentic photos of the home, favorite spaces, sunset views, and construction progress, visit the home's Instagram page @ScandinavianHamptons. Includes M/I Homes' transferable 15-year structural warranty (valid through 2037) and remaining builder warranty coverage.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
16136 WIND VIEW LN, WINTER GARDEN, FL 34787
$609,000104 Days on yellowkey MLS ID: O6372050
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2291 Built: 2016Monthly Fee: $341 Tax: $92,223 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$92,223
Remarks: Beautiful Waterfront 4-3 home in Waterleigh with large green space in front of the home and INCREDIBLE pond and lake views in back. This desirable Calder model is a 1 story home and offers 4 bedroom, 3 baths, plus a den/office with many upgrades and great views. The front drive and walkway are paved and lead up to a large porch with a peaceful view of a wide green space with mature trees. The home is detailed with tall ceilings and 8-foot, 6 panel decor doors throughout, recessed tray ceilings, elegant arches, and a tasteful light beige-colored walls throughout. Décor tile floor through the main home, and beautiful wood floor style plank tile in all bedrooms. The Designer kitchen has moco-colored, tiered, 42-inch cabinets with crown molding and under cabinet lights to accent the tumbled marbled backsplash, café` series kitchen stainless-steel appliances, and accented by gorgeous granite counters. It offers a glass top stove, French door fridge with bottom freezer, large walk-in pantry, and large sink island with breakfast bar, lite with pendant lights overlooking the family and dining area. The family room sliding door leads out to a covered and screened lanai with incredible serene water views. A second patio is outside for the cooler days to soak up the sun. The Primary Bedroom has water views, tray ceiling with fan and recessed lighting. The Primary bathroom has a walk-in shower with glass enclosure, a large 8x9 ft walk-in closet, separate linen closet, separate toilet room and dual sink vanity with extra storage. The floor plan splits the primary bedroom away from the secondary bedrooms for privacy. Two bedrooms share a jack and jill bath with dual sinks and separate toilet and tub room for more efficient use. The 4th bedroom shares a hall bath near the laundry. The laundry room provides a washer and dryer installed and many cabinets and granite counters for storage. The office/den/flex room also faces the back with the awesome water views. All bedrooms, living room, and den/office/flex room all have ceiling fans. Lawn care is included in the HOA fees. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include 3 resort style pools, 2 fitness gyms, club houses, putt-putt golf, dog park, huge sports fields, playground, beach volleyball, Tennis, lake dock and view BBQ/picnic area, with walking paths and exercise stations that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Bryce Rysewyk (407-340-1754)
14568 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787
$599,90030 Days on yellowkey MLS ID: O6392928
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1997 Built: 2013Monthly Fee: $252 Tax: $7,581 (2025)Community: Summerlake Pd Ph 1ASingle Family
Taxes:$7,581
Remarks: Stunning Pool Home in Highly Sought-After Summerlake – Winter Garden Don’t miss this gorgeous one-story, 3-bedroom, 2-bath pool home located in the highly desirable Summerlake community of Winter Garden. Thoughtfully designed with both comfort and entertaining in mind, this home offers a bright, open floor plan featuring a super-wide hallway that flows seamlessly into the spacious living, dining, and kitchen areas—perfect for gatherings of any size. Step through the sliding glass doors to your private outdoor oasis, where a covered patio and screen-enclosed pool create the ultimate year-round retreat. The pool area is truly a showstopper, featuring a waterfall feature, LED lighting, surround-sound speaker system, and a natural gas connection for your BBQ—your very own backyard resort. The pool has also been upgraded with a variable-speed pump and a new salt cell within the last three years, along with solar heating for year-round enjoyment and efficiency. There is also a dedicated dog run, perfect for your four-legged family members. Inside, the chef-inspired kitchen is the heart of the home, showcasing stainless steel appliances including a natural gas range, granite countertops, a large center island with double sinks, breakfast bar seating, and 42” cabinets with elegant crown molding offering abundant storage. The kitchen appliances—including the stove, refrigerator, and dishwasher—have all been updated within the last two years. Stylish recessed LED lighting, drop-down fixtures, and in-ceiling speakers enhance the kitchen, dining, and living spaces for both ambiance and entertainment. The split-bedroom layout provides ideal privacy, with the spacious primary suite tucked away at the rear of the home, offering direct access to the pool deck. The suite features dual walk-in closets with custom organizers and a luxurious en-suite bath complete with dual sinks, granite countertops, a relaxing garden tub, and a glass-enclosed shower. Guest bedrooms are conveniently located at the front of the home. This home is loaded with upgrades and thoughtful features, including plantation shutters, an inside laundry room, pre-installed TV mounts, and a WiFi-enabled garage door system. The garage is equipped with stainless steel cabinetry, a built-in workbench, and overhead storage for added functionality. Major system updates provide peace of mind, including a newer HVAC system (approximately 3 years old) and a tankless water heater also installed within the last three years. Enjoy incredible energy efficiency with a fully paid-off solar electric system and solar pool heater—providing significant savings with no additional payments for the new owner. As part of the Summerlake community, residents enjoy resort-style amenities including a fitness center, pool with sundeck, playgrounds, basketball and tennis courts, scenic walking trails, and parks. HOA services include lawn and shrub care along with outdoor pest control, offering truly low-maintenance living. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Disney, with convenient access to top dining, shopping, entertainment, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,000,000192 Days on yellowkey MLS ID: O6346377
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $180 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Elementary School: Hamlin Elementary
High School: West Orange High
Remarks: Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Jay Winston (407-497-1112)
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