Location: Winter Garden
Do Not Show Listings
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$549,990127 Days on yellowkey MLS ID: O6370363
REDUCED by $5,000 (0.9%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,150
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. 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)
6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787
$410,000549 Days on yellowkey MLS ID: S5115131
5 Days Off yellowkey (back on 5/4/2026)
REDUCED by $20,000 (4.7%) on 04/27/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1902 Built: 2018Monthly Fee: $400 Tax: $5,843 (2023)Community: Hamlin ReserveTownhouse
Taxes:$5,843
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: BEAUTIFUL 4 bedrooms and 3 bathrooms townhouse located in new Winter Garden area, the kitchen is designed with stainless steel appliances ,2 car Garage, near to Publix, Walmart, expressways, very close to Winter Garden Village, Disney, cinemas, restaurants, etc. Community includes pool and club house.
Listing is courtesy of: MD3 HOMES LLC (407-557-8810)
Listing Agent: Monica Duran (407-702-5796)
3262 HANGING TIDE ST, WINTER GARDEN, FL 34787
$750,000116 Days on yellowkey MLS ID: S5141634
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3663 Built: 2021Monthly Fee: $132 Tax: $10,508 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$10,508
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2025
Middle School: Windy Hill Middle
Remarks: Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Franklin Adrianza (786-241-2060)
1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$229,900175 Days on yellowkey MLS ID: G5104510
REDUCED by $10,000 (4.2%) on 05/04/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1144 Built: 1985Monthly Fee: $63 Tax: $1,159 (2024)Community: Village Grove Ph 02Townhouse
Taxes:$1,159
Remarks: Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a new kitchen!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Joshua Cromwell (407-690-8420)
143 SOUTHERN PECAN CIR #206, WINTER GARDEN, FL 34787
$279,90011 Days on yellowkey MLS ID: S5148778
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 2005 Tax: $3,705 (2025)Community: Southern Pines CondoCondo
Taxes:$3,705
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Stunning 2-bedroom, 2-Bath condo on the second floor, 1276 sq ft, with new carpet in the bedrooms and stairs. All Appliances updated in the last few years, and the A/C is just a little over a year old. Walk to the pool, enjoy views of the retention pond, and be close to all the community amenities. Don't miss this gem?
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
264 BLUE STONE CIR, WINTER GARDEN, FL 34787
$725,00011 Days on yellowkey MLS ID: O6402597
0 Days Off yellowkey (back on 5/3/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2538 Built: 1996Monthly Fee: $68 Tax: $5,063 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$5,063
Elementary School: Lake Whitney Elem
Remarks: LOCATION, LOCATION, LOCATION! Welcome to 264 Blue Stone Cir in the highly desirable Winter Garden, FL; where elegance meets modern comfort without compromise. This beautifully reimagined CORNER LOT residence offers a rare opportunity to own a LUXURIOUS, FULLY RENOVATED HOME designed for effortless living. From the moment you arrive, the CURB APPEAL and premium corner positioning set this home apart, offering added privacy, space, and presence. Inside, you’ll appreciate the attention to detail and refined finishes throughout. The home features ALL-NEW FLOORING that flows seamlessly, creating a clean and sophisticated aesthetic. The heart of the home boasts a COMPLETELY REMODELED KITCHEN with sleek cabinetry, premium STAINLESS STEEL APPLIANCES, and a layout perfect for both everyday living and entertaining. Retreat to the PRIMARY SUITE where the FULLY RENOVATED PRIMARY BATH delivers a spa-like experience with elevated finishes and modern design. Every major component has been thoughtfully upgraded, including a NEW AC SYSTEM, UPDATED AIR DUCTS, NEW WATER HEATER, and a WHOLE-HOME WATER FILTRATION SYSTEM, providing comfort, efficiency, and peace of mind for years to come. Step outside to your PRIVATE BACKYARD OASIS featuring a SPARKLING POOL WITH SPA, perfect for relaxing evenings or entertaining guests in true Florida style. Perfectly positioned just minutes from DOWNTOWN WINTER GARDEN and WINTER GARDEN VILLAGE, this home offers unmatched convenience to shopping, dining, entertainment, and community events. You are also ideally located near surrounding sought-after cities including Windermere, Ocoee, and Clermont. If you are looking for LOCATION; LOOK NO MORE. Don’t miss your chance to own a TURN-KEY, MOVE-IN READY CORNER LOT HOME WITH POOL AND SPA in one of Central Florida’s most desirable areas. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$259,90044 Days on yellowkey MLS ID: S5144851
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Monthly Fee: $343 Tax: $2,537 (2024)Community: Southern Pines CondoCondo
Taxes:$2,537
Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Perfect if you work from home. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.
16749 HARPER COVE DR, WINTER GARDEN, FL 34787
$515,00020 Days on yellowkey MLS ID: O6400511
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2019Monthly Fee: $257 Tax: $7,287 (2024)Community: Waterleigh Ph 2C-1Single Family
Taxes:$7,287
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true centerpiece, complete with granite countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The spacious first-floor primary suite is filled with natural light and features a walk-in closet, dual-sink granite vanity, and an oversized walk-in shower. Upstairs, you’ll find brand new carpet, a versatile loft space, two additional bedrooms, and a full bathroom with a dual-sink vanity and tub/shower combination—ideal for guests or family. Waterleigh continues to stand out as one of the premier communities in Horizons West, offering resort-style amenity centers, multiple pools, splash pads, indoor and outdoor fitness areas, scenic lakes and ponds, walking and nature trails, beach volleyball courts, playgrounds, and sports fields. A Publix is conveniently located at the community entrance, and lawn maintenance is included for added ease. This is Florida living at its best—whether you're an investor or end user. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Tara Garkowski (407-405-8829)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$519,900253 Days on yellowkey MLS ID: S5133690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Golf cart district * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden.It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
15381 HONEYBELL DR, WINTER GARDEN, FL 34787
$419,00047 Days on yellowkey MLS ID: O6391881
REDUCED by $7,000 (1.6%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 2016Monthly Fee: $418 Tax: $4,853 (2025)Community: Hamlin ReserveTownhouse
Taxes:$4,853
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Live in the heart of Hamlin Reserve, this stylish executive townhome sits directly across from the community pool and playground, just a five-minute drive or short distance to Hamlin Town Center for convenient shopping, dining and everyday essentials in Horizon West. Spanning over 2,000 square feet, this four-bedroom, three-bath home with two-car garage and private patio is thoughtfully designed for comfortable, modern living. The main level features an open-concept layout with a guest bedroom and full bath, along with a well-appointed kitchen complete with a large granite island, stainless steel appliances and a spacious pantry, ideal for everyday living and entertaining. A private, partially covered courtyard offers a comfortable outdoor space and leads to an oversized rear-entry two-car garage. The second level features a split floor plan with three bedrooms, two full baths and a laundry room. Relax and unwind in the serene primary suite, complete with a private balcony offering picturesque views of the pool and playground, an ideal vantage point for nightly views of Walt Disney World fireworks. The primary suite also includes an en-suite bath with dual vanities, a glass-enclosed shower and a generously sized walk-in closet. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior care, landscaping, roofing and access to resort-style amenities including a pool, clubhouse, playground, dog park and scenic green spaces, all just near your front door. Positioned near Hamlin Town Center, you’ll experience a vibrant, accessible community with boutique shopping, dining and entertainment, including Cinépolis Luxury Cinemas. With proximity to Orlando Health Horizon West Hospital, Orange County National Golf Center and Horizon West Regional Park, plus easy access to major highways, this home offers a balance of luxury, convenience and lifestyle in one of Central Florida’s sought-after communities. A 2016 roof (HOA maintains), 2016 air conditioner and 2026 water heater.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jj Mackle (321-217-9553)
17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$765,37753 Days on yellowkey MLS ID: G5109739
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows seamlessly into the expansive great room and well-appointed kitchen, creating a welcoming space for gatherings. A versatile flex room on the first floor offers endless possibilities and can be used as a home office, fitness space, or optional guest bedroom. Step outside to the covered patio, perfect for relaxing or hosting outdoor get-togethers. Upstairs, a spacious primary suite complete with a walk-in closet and private bath, providing a comfortable retreat at the end of the day. A bonus room adds additional living space, ideal for a media room, playroom, or secondary lounge. The conveniently located upstairs laundry room enhances everyday functionality. Located in the desirable Hamlin Meadows community, residents enjoy a thoughtfully planned neighborhood with a variety of homesites, including rear-load townhomes and single-family homes. Just minutes from Hamlin Town Center, you’ll have easy access to shopping, dining, and entertainment
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$580,68258 Days on yellowkey MLS ID: G5109480
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32458 Days on yellowkey MLS ID: G5109477
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that fits most lifestyles.
14327 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,990225 Days on yellowkey MLS ID: O6347454
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3710 Built: 2022Monthly Fee: $200 Tax: $12,141 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,141
Remarks: Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and dinning areas. Elegant crown molding adds a touch of sophistication throughout, while European-style blinds bring a modern and functional design element to every room. The primary suite offers a peaceful retreat with a walk-in closet, complemented by well-sized secondary bedrooms. Enjoy Florida living with a covered patio, landscaping backyard, and two-car garage for convenience. Located just minutes from Disney, Hamlin Town Center, top-rated schools, shopping, dining, and major highways, this home is perfectly situated for both comfort and lifestyle. Don't miss the opportunity to own this beautifully upgraded Winter Garden property!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,800,0009 Days on yellowkey MLS ID: O6402785
Bed: 6 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5284 Built: 2024Monthly Fee: $225 Tax: $2,826 (2025)Community: Avalon RdgSpa: NoSingle Family
Taxes:$2,826
Remarks: Sunset Lake Views | Cul-de-Sac Lot | Renovated Interior | Positioned on a 0.3-acre homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and extensively upgraded by the current owner, the main floor supports single-level living with a primary suite, guest bedroom, study, and an extensively upgraded kitchen and butler’s pantry featuring a 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador drawer microwave, and Samsung appliances. New luxury vinyl flooring extends throughout the first level, complemented by 12-foot ceilings. The primary suite features tray ceilings, automatic blinds, a large walk-in closet, and a remodeled bath with floor to ceiling tile and seamless glass shower. Upstairs includes a 33x22 loft, media room, four additional bedrooms, climate-controlled storage, and a balcony with elevated lake views. Other recent updates include interior paint, lighting, and gutters. Community amenities include a recreation area and walking trails, with convenient access to the 429, downtown Orlando, Walt Disney World, and top-rated schools.
Listing Agent: Renee Funk (407-559-8596)
15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,155,00011 Days on yellowkey MLS ID: O6397637
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2017Monthly Fee: $235 Tax: $7,580 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$7,580
Elementary School: Whispering Oak Elem
Remarks: One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,450,00022 Days on yellowkey MLS ID: V4948569
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Remarks: Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience. This impressive two-story home features 7 spacious bedrooms and 4 beautifully appointed bathrooms, thoughtfully designed to accommodate multi-generational living. A luxurious owner’s suite and guest bedroom on the main floor provide flexibility and privacy, while five additional bedrooms are situated upstairs on either side of a generous game room and private home theater, creating the ultimate setting for entertainment and relaxation. At the heart of the home lies a chef-inspired gourmet kitchen, complete with a breakfast bar, and café dining area, all seamlessly flowing into the expansive family room and overlooking the covered lanai. Elegant upgraded tile plank flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms and bonus spaces. Formal living and dining rooms, provide both sophistication and functionality. Step outside to your private backyard oasis, where a gorgeous in-ground swimming pool, summer kitchen, and oversized covered lanai create the perfect environment for year-round entertaining. The fully fenced yard ensures privacy and ample space for outdoor enjoyment. Car enthusiasts and active families will appreciate the three-car tandem garage with an additional single-car bay, ideal for extra parking, storage, or a golf cart. Modern smart home technology enhances convenience and security, while the home’s energy-efficient construction promotes a healthier, quieter lifestyle and significant savings on utility costs. Residents also enjoy access to exceptional community amenities, including a dock on Lake Apopka, scenic parks, and walking trails, all contributing to the vibrant and active Winter Garden lifestyle.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
3518 TURNINGWIND LN, WINTER GARDEN, FL 34787
$810,00024 Days on yellowkey MLS ID: S5147067
REDUCED by $15,000 (1.8%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2744 Built: 2003Monthly Fee: $115 Tax: $10,313 (2025)Community: Windward Cay 48 125Single Family
Taxes:$10,313
Remarks: Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Melanie Shenosky (603-674-9405)
5340 BOWMAN DR, WINTER GARDEN, FL 34787
$2,195,00025 Days on yellowkey MLS ID: O6398618
0 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5749 Built: 2017Monthly Fee: $230 Tax: $16,854 (2026)Community: The Cove At HamlinSingle Family
Taxes:$16,854
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
8113 RED STOPPER LN, WINTER GARDEN, FL 34787
$444,00068 Days on yellowkey MLS ID: O6386525
REDUCED by $10,900 (2.4%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2017Monthly Fee: $315 Tax: $4,284 (2024)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$4,284
Elementary School: Summerlake Elementary
Remarks: Perfectly positioned in the heart of Horizon West, this impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic — including a two car garage with an attached oversized patio to enjoy nightly views of the Disney fireworks. Move-in ready and thoughtfully upgraded with a newer HVAC system, this home delivers low-maintenance living, modern finishes, and an unbeatable location just minutes from Hamlin Town Center, top-rated schools, and world-class attractions. The open, light-filled floor plan showcases tile flooring, spacious living and dining areas, and a gourmet kitchen with 42” cabinets, granite countertops, an expansive island and stainless steel appliances. Upstairs, the primary suite offers dual sinks, granite counters, soaking tub, glass-enclosed shower, private water closet, and a large walk-in closet, along with two additional bedrooms, full bath, and convenient upstairs laundry. Summerlake residents enjoy resort-style amenities including the newly renovated pool, fitness center and tennis courts along with a community conservation area, playground, dog park, fishing, scenic trails, and more — all just minutes to SR 429, Florida Turnpike, Hamlin Town Center, Disney, Orange County National Golf Center, and Orlando Health. Schedule your private showing today!
Listing Agent: Kassandra Lopez, Llc (407-902-5817)
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