Location: Winter Garden
Do Not Show Listings
16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$540,000355 Days on yellowkey MLS ID: O6311344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2200 Built: 2020Monthly Fee: $254 Tax: $8,126 (2024)Community: Waterleigh Ph 3B & 3CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,126
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Price reduced – motivated seller! Welcome to this stunning home in the highly desirable Waterleigh community in Winter Garden! This beautiful two-story residence features 3 spacious bedrooms, 2.5 bathrooms, and a versatile flex space perfect for an office, playroom, or guest area. With over 2,200 sq ft of living space and a smart, open-concept layout, this home offers both comfort and functionality. Enjoy a modern kitchen with stainless steel appliances, granite countertops, and a large island — perfect for entertaining. Upstairs, the oversized master suite includes a walk-in closet and a luxurious ensuite bathroom. Additional highlights include a two-car garage, smart thermostat, and irrigation system. One of the standout features is the solar energy contract, which keeps energy bills incredibly low — just $162.31 monthly, significantly less than traditional electricity costs for a home of this size. The solar contract will be transferred to the new owner, providing long-term savings and eco-friendly living from day one. The Waterleigh community offers resort-style amenities, including swimming pools, fitness centers, tennis courts, mini golf, playgrounds, walking trails, and more — all just minutes from top-rated schools, shopping, and Disney. Don’t miss this incredible opportunity to own a well-maintained, income-producing property in one of Winter Garden’s most sought-after neighborhoods! This home is currently leased at $3,150/month with a responsible tenant in place. The tenant is open to renewing the lease if the buyer is an investor, or is also willing to vacate the property within 30 days of notice without penalty if the new owner wishes to occupy it.
Listing is courtesy of: FLORIDA 360 REALTY LLC (561-513-5162)
Listing Agent: Valquiria Pidgeon (954-325-2625)
14501 GROVE RESORT AVE #2101, WINTER GARDEN, FL 34787
$460,000201 Days on yellowkey MLS ID: O6353080
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2018Monthly Fee: $826 Tax: $8,802 (2024)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$8,802
Remarks: Experience resort-style living and exceptional investment potential with this luxurious first floor condo located in The Grove Resort & Water Park, Orlando’s premier vacation destination. Ideally situated just 5 minutes from Walt Disney World, this fully furnished, turnkey residence offers a perfect combination of elegance, comfort, and convenience. Notice the Soaring Ceilings in this beautiful condo in every room. The sitting area in the primary bedroom sets the perfect ambiance. The spacious open-concept floor plan is filled with natural light and features modern décor, high-end finishes, and stylish furnishings throughout. The gourmet kitchen is equipped with stainless steel appliances, quartz countertops, and ample cabinetry, making it perfect for entertaining or extended stays. A full-sized washer and dryer provide added convenience. Residents and guests enjoy access to world-class amenities, including the Surfari Water Park with a FlowRider Surf Simulator, Lazy River, Water Slides, and Zero-entry Pools. Relax in multiple swimming pools and oversized hot tubs, or reserve a private cabana for the ultimate day of leisure. Additional amenities include a full-service spa, 24-hour fitness center, on-site dining at Valencia Restaurant, Longboard Bar & Grill, and Elements Bar & Lounge, plus the Flip Flop’s Family Fun Center. Outdoor enthusiasts can enjoy kayaking, fishing, and paddle boating on the 22-acre Lake Austin. A daily resort shuttle provides effortless access to Walt Disney World, Universal Studios, and SeaWorld, while nearby golf courses, shopping, dining, and major highways make The Grove Resort perfectly positioned for both relaxation and adventure. When not in use, owners can take advantage of the professionally managed hotel rental program, generating income while enjoying hassle-free ownership. With its prime location, full-service amenities, and strong rental potential, this condo at The Grove Resort & Water Park is an ideal vacation retreat and investment opportunity—all just minutes from Orlando’s most iconic attractions. The Grove Resort and Spa is zoned as a Condo/Hotel. Owners are allotted 179 days in a calendar year to stay on property.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Jeff Stewart (407-247-9762)
15353 OAK APPLE CT, WINTER GARDEN, FL 34787
$350,00048 Days on yellowkey MLS ID: O6393663
REDUCED by $10,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $283 Tax: $1,863 (2025)Community: Tucker Oaks Bldg 5Townhouse
Taxes:$1,863
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!
Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)
Listing Agent: Julian Torres, Jr (407-361-7546)
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,00056 Days on yellowkey MLS ID: O6391435
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000242 Days on yellowkey MLS ID: V4944858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $614 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$614
Remarks: Short Sale. ** SHORT SALE. ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (386-761-2172)
Listing Agent: Jennifer Matacale (386-212-9277)
15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$390,98767 Days on yellowkey MLS ID: O6388259
1 Days Off yellowkey (back on 4/7/2026)
REDUCED by $9,000 (2.3%) on 03/31/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2012 Built: 2017Monthly Fee: $365 Tax: $6,245 (2025)Community: Hickory HammockSpa: NoTownhouse
Taxes:$6,245
Remarks: Under contract-accepting backup offers. Imagine a life where lakeside serenity meets modern sophistication. Tucked behind the private gates of Hickory Hammock, this John’s Lake retreat welcomes you with an airy, open-concept design where the gourmet kitchen—dripping in "Crema Pearl" granite and rich, dark cabinetry—serves as the heart of the home. Whether you're hosting in the expansive great room or retreating to the massive second-floor loft, the layout is masterfully crafted for both connection and quiet. And if tranquility is what you seek you'll love not having any rear neighbors. The "split" design ensures ultimate privacy, placing the sanctuary of the master suite at the rear of the home, while guests and family enjoy two bright bedrooms at the front. Beyond its beauty, the home is a feat of modern engineering. Built as an M/I "Whole Home" with Energy Star 3.1 certification, it features an industrial-strength foundation and high-performance insulation that keep the interior cool and quiet. It is a high-performance haven that is as affordable to run as it is breathtaking to behold. It’s not just a place to live; it’s a high-performance sanctuary on the water’s edge. While by the lake enjoy Hickory Hammock’s resort style pool, clubhouse, playground and tennis courts. If location is a priority you are minutes from SR-429 and a short drive to Historic Downtown Winter Garden, where the streets are lined with old brick and the air feels a little more relaxed. On Saturdays, the Farmers Market comes alive with fresh produce, local vendors, and neighbors greeting one another like old friends. Throughout the year, festivals fill the streets with music and boutique shops, cozy cafés, and countless dining spots make it easy to turn a simple afternoon into a full day out. Families find comfort here, too, with access to one of the area’s most sought-after K–12 schools nearby plus with convenient access to grocery stores, pharmacies, and coffee shops. Florida living at it’s finest awaits at Hickory Hammock so schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Alex Gallinal (407-491-7333)
15372 GILLIGAN CT, WINTER GARDEN, FL 34787
$870,000148 Days on yellowkey MLS ID: O6367059
3 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2781 Built: 2020Monthly Fee: $102 Tax: $8,004 (2023)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,004
Tax Year: 2023
Remarks: Stunning One-Story Home in the Heart of Horizon West – Beautifully Renovated and Move-In Ready! This exceptional one-story residence offers an open-concept design with thoughtfully planned spaces and impressive upgrades throughout. Featuring 4 bedrooms and 3.5 bathrooms, the layout includes a convenient Jack-and-Jill suite with a shared full bathroom, providing comfort and privacy for both residents and guests. Over the past year, the owners have completed extensive upgrades: a fully remodeled bathroom, removal of all carpeting, custom built-in cabinetry, modern appliances (included), heated pool, high-end automatic shade, new landscaping, and a redesigned outdoor area, plus a stunning summer kitchen under a spacious covered lanai. The home also features curtains throughout and a whole-house water filtration system, offering additional convenience and comfort. Leased solar panels are also installed, providing long-term energy savings. The kitchen is a true highlight — the oversized island comfortably seats eight people, making it perfect for gatherings and seamlessly connecting to the expansive living room. Large windows offer a beautiful view of the outdoor space, where the covered lanai, shaded areas, and heated pool create the ideal setting for entertaining and relaxation. A charming front porch adds even more appeal. Additional features include a two-car garage with an electric vehicle charger, wood-accented walls, and a layout designed for easy maintenance and everyday comfort. Located in a beautiful and highly desirable neighborhood filled with families, walking trails, dog parks, multiple playgrounds, and a refreshing community pool, this home sits in the heart of Horizon West — close to top-rated schools and everything you need just minutes away. This is a rare opportunity to own a beautifully renovated, move-in-ready one-story home that truly stands out. Perfect for families of all ages and for anyone seeking a comfortable, elegant, and exceptionally well-maintained property. Schedule your visit to this dream home today.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Caroline Nijenhuis De Santis (786-399-6148)
15060 BRODIE LN, WINTER GARDEN, FL 34787
$925,000417 Days on yellowkey MLS ID: O6292102
3 Days Off yellowkey (back on 2/23/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3256 Built: 2024Monthly Fee: $110 Tax: $2,642 (2024)Community: Westhaven/OvationSingle Family
Taxes:$2,642
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NEW PRICE on this BRAND NEW luxurious move-in-ready 5 Bedrooms/3.5 Baths home built by Toll Brothers, America's Luxury Home Builder. Located in the beautiful community of Westhaven at Ovation—part of the sought-after Horizon West area of Winter Garden—the home sits on a quarter-acre corner lot adjacent to the future clubhouse/fitness center with a resort-style swimming pool. Spanning 3,256 SF, this home has been carefully designed and tastefully upgraded to delight everyone in the family, starting with a 20’ two-story foyer. The stunning gourmet kitchen is a chef’s dream, fully equipped with high-end appliances, an ample pantry, amazing craftsmanship of tile and wood, and plenty of counter space to entertain in a well-appointed atmosphere. The large great room features a luxurious floor-to-ceiling tile accent wall, a beautiful fireplace, surround sound connections, and opens out to a massive 527-SF covered lanai through an oversized 3-glass-panel sliding door. Conveniently located on the first floor, you’ll find the large owner's suite with a spa-like bathroom displaying impressive tile work, a modern free-standing tub, dual sinks, and a large walk-in closet. A modern and elegant staircase takes you to the large secondary bedrooms and spacious loft, perfect for movies and/or game nights for the whole family's enjoyment. Don’t wait; come see this brand-new, never lived-in home today, and you won’t be disappointed!
Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)
Listing Agent: Carmen Gonzalez (407-361-0149)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$585,000117 Days on yellowkey MLS ID: O6373125
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
6982 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$475,00091 Days on yellowkey MLS ID: O6381394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1860 Built: 2024Monthly Fee: $180 Tax: $6,606 (2025)Community: MezzanoTownhouse
Taxes:$6,606
Elementary School: Summerlake Elementary
Middle School: Horizon West Middle School
Remarks: Beautiful and well maintained two story townhouse in Winter Garden just 15 minutes from Magic Kingdom, where you can enjoy nightly fireworks views right from your home. Completed in December 2023, this home is just over two years old, meaning major components such as the roof, AC, and systems are all still very new. This bright and inviting property features an open concept layout filled with natural light and thoughtfully designed accent walls that give the home a modern and stylish feel. Most of the home is equipped with smart switches, creating a convenient and modern smart home experience. The flexible floor plan includes a guest bedroom on the first floor, perfect for visitors or a home office, while the spacious primary suite and two additional bedrooms are located upstairs for added privacy. The large two car garage includes a 240V electric vehicle charging outlet and plenty of storage space. Located less than 10 minutes from highly rated schools and only a few minutes from a nearby golf course, this home offers both convenience and lifestyle. Residents enjoy a brand new resort style pool and clubhouse completed this year, providing the perfect place to relax and entertain. This is a rare opportunity to own a bright, modern, and nearly new home in one of Winter Garden’s most desirable and fast growing areas.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Yartemy Pinheiro Llc (508-736-3957)
14501 GROVE RESORT AVE #1707, WINTER GARDEN, FL 34787
$325,0001413 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
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
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
$595,00036 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
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)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,059,00036 Days on yellowkey MLS ID: O6394977
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Gorgeous pool home in Cypress Reserve featuring a private office, loft/game room, theater room, and over 4,100 sq ft with a 3-car garage. This stunning 4-bedroom, 3.5-bath residence offers thoughtfully designed living space that blends elegance, comfort, and functionality—delivering an exceptional lifestyle in one of Winter Garden’s most sought-after communities. From the moment you enter, soaring 20-foot ceilings, expansive windows, and an abundance of natural light greet you. A grand staircase and balcony create a striking focal point, anchoring the open-concept living area. The entry features formal living and dining spaces, along with a private office with French doors—ideal for working from home. At the heart of the home is a beautifully appointed gourmet kitchen, designed for both everyday living and entertaining. Highlights include a gas cooktop, built-in convection oven and microwave, pot filler, elegant backsplash, oversized center island, and extended cabinetry with ample storage—all overlooking the main living area and pool. The spacious primary suite is conveniently located on the main floor and features tray ceilings and a versatile sitting area—ideal for a secondary office, fitness space, or private retreat. The oversized custom walk-in closet is a standout, while the luxurious primary bath offers a large walk-in shower with a rain shower head, dual vanities, a soaking tub, and abundant cabinetry. Upstairs, you’ll find a generous loft, a dedicated media/theater room, and three additional bedrooms, including a Jack-and-Jill layout with walk-in closets. The flexible floor plan offers endless possibilities, with the loft or media room easily convertible into an additional bedroom. Step outside to your backyard retreat featuring a screened-in, heated saltwater pool with sun shelf, an expansive paver patio, and plenty of space for outdoor entertaining or relaxing in the Florida sunshine. With HOA green space behind the home, you’ll enjoy a more open feel and peaceful views. Additional highlights include 8-foot doors and high ceilings throughout, a tankless water heater, a spacious laundry room with utility sink and storage, oversized under-stair storage, and beautiful curb appeal with low-maintenance landscaping. Ideally located within walking distance to highly rated SunRidge Elementary and Middle School, and just minutes from downtown Winter Garden, Winter Garden Village, SR 429, Florida’s Turnpike, I-4, Downtown Orlando, Orlando International Airport, and nearby attractions including Walt Disney World. Outdoor enthusiasts will love the proximity to the West Orange Trail and Tucker Ranch Recreation and Nature Complex, offering over 300 acres of scenic trails, green space, and outdoor recreation. Residents of Cypress Reserve also enjoy a community pool and playground with a low HOA. This exceptional home truly has it all—luxury, space, versatility, and an unbeatable location. Schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$819,00088 Days on yellowkey MLS ID: O6380281
REDUCED by $30,000 (3.5%) on 04/06/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3747 Built: 2000Monthly Fee: $90 Tax: $10,152 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$10,152
Elementary School: Lake Whitney Elem
Remarks: Welcome to beautiful Winter Garden. Check out this exceptional 5-bedroom, 3-bathroom home is located in a gated community that blends comfort with a friendly neighborhood atmosphere. Thoughtfully designed, the home features four bedrooms upstairs and a flexible downstairs bedroom ideal for guests or a home office. The spacious primary suite serves as a private escape, complete with a soaking tub, separate shower, and ample room to relax. Upstairs, two expansive loft areas provide endless possibilities—perfect for a home gym, media room, play space, or additional living area. The main level boasts formal living and dining rooms, along with a large family room that opens through sliding doors to a private pool retreat with two paved seating areas, ideal for entertaining or unwinding. An open floor plan, elegant dual-entry wooden staircase, and stainless steel appliances add to the home’s appeal. Offering generous space, charming details, and a peaceful yet convenient location, this home captures the best of Florida living—schedule your showing before it’s gone.
Listing is courtesy of: HP GLOBAL REALTY LLC (407-925-6780)
Listing Agent: Heron Patel (407-925-6780)
13147 SUBURBAN TER, WINTER GARDEN, FL 34787
$245,00041 Days on yellowkey MLS ID: G5110298
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1479 Built: 1971Monthly Fee: $15 Tax: $4,142 (2025)Community: Suburban ShoresSingle Family
Taxes:$4,142
Remarks: Call for HIGHEST and BEST - Wednesday 4-8-2-26 at 7:00 PM!!! Fixer Upper!! Located in one of Winter Garden's older, established neighborhoods with deeded lake access to the beach. This house was built in 1971 using old-fashioned construction, and it is said to be very solid. This house is a 2/2 with large bedrooms, two nice baths, and an oversized living room with a brick fireplace. As you enter the property, to the right is the dining room, then the kitchen, and the garage entrance. Single-car garage, with a door to the nicely sized backyard. The pool was just recently drained, and originally had a diving board. The house has been vacant for many years, and the prolonged vacancy has damaged the roof. The screened pool lanai is large and will need updating. Don't overlook the sauna and the brick BBQ Grill along the side of the pool. This is a good opportunity to put a property back into order, creating a lovely residential property. Look up on FB, 'Suburban Shores Improvement Association'. So many photos of the community, gatherings, and fun times.
Listing is courtesy of: REALTEAM REALTY INC. (352-394-1144)
Listing Agent: Trish Leisner (352-267-6216)
14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787
$299,00036 Days on yellowkey MLS ID: O6394100
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 2016Monthly Fee: $998 Tax: $6,709 (2025)Community: Grove Residence & Spa Hotel CondoCondo
Taxes:$6,709
Remarks: RARE opportunity to own a TOP-FLOOR UNIT with SWEEPING LAKE VIEWS! This 3-bedroom, 2-bathroom Jasmine floor plan is located in The Grove Resort & Spa, one of Central Florida’s premier vacation investment communities. Just minutes from Disney World, with Universal Orlando and SeaWorld also nearby, this resort offers an unparalleled combination of luxury and convenience. Enjoy incredible amenities, including theFlowRider® surf simulator, a lazy river with waterfalls, multiple water slides, a zero-entry resort-style pool, private cabanas with poolside food and drink service, and an activity pool. Beyond the waterpark, the resort also features three large pools and a jacuzzi conveniently located near the unit’s building. After a day of excitement, guests can unwind at the Longboard Bar & Grill or take advantage of the resort’s many luxurious amenities. The unit itself boasts a beautifully designed, well-equipped kitchen, an open-concept layout, and comes FULLY FURNISHED for a seamless move-in or rental experience. The great room, master bedroom, and one of the additional bedrooms all feature stunning LAKE VIEWS, with the great room opening to a private balcony where you can relax and take in the scenery. The master suite offers a spa-like ensuite bathroom with a garden tub, separate tiled shower, and dual vanities. The split-bedroom layout ensures privacy, and the unit comes equipped with four large-screen TVs for entertainment. As a turn-key investment, this condo includes all bookings upon purchase, with on-site management handling hotel operations and maintenance, a truly hassle-free opportunity that generates immediate income. Schedule your showing today!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$571,90075 Days on yellowkey MLS ID: O6385721
REDUCED by $8,100 (1.4%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2023Monthly Fee: $160 Tax: $7,532 (2024)Community: Lakeside/HamlinSingle Family
Taxes:$7,532
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Discover the epitome of Winter Garden living in this two-story residence at Lakeside at Hamlin, strategically positioned just minutes from Walt Disney World Resort and top-rated schools. This open-concept sanctuary is bathed in natural light, featuring a chef-inspired gourmet kitchen with premium quartz countertops, a sprawling island, and high-end smart appliances. The versatile floor plan offers a generous downstairs bedroom and full bathroom—perfect for a private home office or guest suite—while the upstairs retreat boasts a magnificent Owner’s Suite with a freestanding soaking tub and separate shower. Complete with a private vinyl-fenced yard, pre-wired security, and high-speed internet included in the HOA, this home offers a seamless blend of luxury and convenience. Located moments from the SR-429, Hamlin Town Center, and the Orange County National Golf Center, this is a rare opportunity to own in one of Central Florida’s high-growth corridors.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)
17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$580,000183 Days on yellowkey MLS ID: O6357599
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $271 Tax: $9,199 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,199
Remarks: Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Iluska Kruse (407-925-2221)
122 WINDTREE LN #O-204, WINTER GARDEN, FL 34787
$229,99561 Days on yellowkey MLS ID: S5145241
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $2,004 (2024)Community: Windtree Gardens Condo Ph 04Condo
Taxes:$2,004
Middle School: Lakeview Middle
Remarks: One Photo has been virtually staged with furniture. You found it!! Beauty in Winter Garden! Sought after location near downtown Winter Garden! This Windtree 2/2 condo on the 2nd floor has been totally & BEAUTIFULLY REMODELED in 2026 as follows! BRAND New Wood laminate flooring in living room & bedrooms. Kitchen has BRAND NEW farmhouse porcelain sink with floating butcher block shelves, shaker moss cabinets with brushed gold handles and faucet & exquisite quartz counter tops with marble herringbone backsplash. BRAND NEW Frigidaire stainless steel appliances. 3k in upgrades for recessed lighting. BRAND NEW Frigidaire Stackable washer & dryer with convenient according door being installed as well! Unit has own private storage under stairs (approx. 4X9 perfect for bicycles etc.) Community Pool & basketball court. Easy access to 408,429, FL. Turnpike, Disney, Universal and downtown Orlando.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,00060 Days on yellowkey MLS ID: O6390569
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2986 Built: 2024Monthly Fee: $225 Tax: $2,420 (2024)Community: Avalon RidgeSingle Family
Taxes:$2,420
Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!
Listing Agent: Jennifer Olmeda (407-547-9242)
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