Location: Winter Garden , 34787
Do Not Show Listings
15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$765,00076 Days on yellowkey MLS ID: O6393987
REDUCED by $30,000 (3.8%) on 05/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4307 Built: 2014Monthly Fee: $114 Tax: $5,670 (2025)Community: Reserve/Carriage Pointe Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,670
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.
Listing is courtesy of: ORLANDO HIGHLAND REALTY LLC (561-385-7610)
Listing Agent: Xiaoli Lin (561-385-7610)
18041 CIDER MILL LN, WINTER GARDEN, FL 34787
$833,191117 Days on yellowkey MLS ID: O6382386
1 Days Off yellowkey (back on 5/8/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and a full bathroom. As we head up to the second floor, we are greeted with a loft area and four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
WINTER GARDEN, FL 34787
$688,78970 Days on yellowkey MLS ID: G5110452
0 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
High School: Horizon High School
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Carter offers a thoughtfully designed layout featuring 4 bedrooms, 3.5 baths, and a 2-car garage. The open-concept floor plan showcases a spacious family room that flows seamlessly into a well-appointed gourmet kitchen with a large island, ample cabinetry, and a walk-in pantry, along with a dedicated dining area perfect for everyday living and entertaining. The primary suite provides a private retreat, complete with a luxurious en-suite bath and a generous walk-in closet. Additional bedrooms are well-sized and offer comfort and privacy for family or guests. A standout feature of this home is the above-garage apartment, complete with its own bedroom, full kitchen, living area, laundry, and closet—ideal for guests, multigenerational living, or potential rental income
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$829,965265 Days on yellowkey MLS ID: G5102265
0 Days Off yellowkey (back on 9/18/2025)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$229,900207 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
Tax Year: 2024
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)
13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$359,90087 Days on yellowkey MLS ID: O6390740
0 Days Off yellowkey (back on 5/7/2026)
REDUCED by $10,000 (2.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1590 Built: 2007Monthly Fee: $333 Tax: $4,756 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$4,756
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
1550 COLUSO DR, WINTER GARDEN, FL 34787
$524,99936 Days on yellowkey MLS ID: O6404758
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1997 Built: 1985 Tax: $4,622 (2025)Community: Magnolia Wood Fifth AddSpa: NoSingle Family
Taxes:$4,622
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to 1550 Coluso Dr, a beautifully updated 3 bedroom, 2.5 bathroom home offering 1,997 square feet of comfortable living space on just over a 1/3 acre lot, all within the city limits of Winter Garden and only about 2 miles from the charm, dining, and entertainment of downtown Winter Garden. This home features a spacious open layout designed for both everyday living and entertaining. The main living areas are finished with bamboo flooring installed in 2022, creating a warm and modern feel throughout. The kitchen has been fully remodeled with solid wood cabinetry, quartz countertops, and stainless steel appliances, making it both stylish and functional. A brand new Bosch stainless steel dishwasher was added in 2025, and updated pantry shelving provides added storage and organization. The primary suite offers a true retreat with a completely remodeled bathroom completed in 2025, featuring dual sinks and a large dual shower setup. Additional upgrades throughout the home include new carpet in the bedrooms (2021), updated lighting fixtures and blinds (2023), and ceiling retexturing (2021). Step outside to enjoy a screened in covered patio overlooking a spacious backyard with young fruit trees planted in 2024, perfect for relaxing or entertaining. The courtyard was refreshed in 2023, and a backyard shed provides extra storage. Major system updates include a brand new HVAC system installed in 2025, giving peace of mind for years to come. With its oversized lot, thoughtful upgrades, and prime location near one of Central Florida’s most desirable downtown areas, this home offers the perfect blend of comfort, style, and convenience.
Listing is courtesy of: HOME ON YOUR OWN REALTY (407-461-0127)
Listing Agent: Dustin Thibeault (407-461-0127)
14501 GROVE RESORT AVE #2334, WINTER GARDEN, FL 34787
$289,500278 Days on yellowkey MLS ID: O6340736
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $5,997 (2025)Community: Grove Resort And SpaCondo
Taxes:$5,997
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor plan boasts an open-concept living area filled with natural light, a modern kitchen with stainless steel appliances, sleek countertops, and the convenience of in-unit laundry. Step out onto the extended screened balcony to enjoy tranquil resort and conservation views—an ideal space for morning coffee or evening relaxation. As an owner, you and your guests will experience resort living at its finest. The Surfari Water Park features a thrilling lazy river, water slides, and the FlowRider surf simulator. Multiple heated pools, hot tubs, and private cabanas create endless opportunities for relaxation, while children will love the splash zones, game arcade, and dedicated play areas. Beyond the water attractions, the resort offers on-site restaurants and bars, a grocery café, full-service spa, fitness center, mini-golf, boat rentals, and 24-hour concierge services—all within a secure, award-winning community. This unit is part of the professionally managed hotel rental program, offering truly hands-free ownership. With full-service management covering marketing, bookings, housekeeping, and maintenance, owners can enjoy strong cash-flow potential while eliminating the stress of day-to-day operations. Whether you’re looking for a private getaway near Orlando’s top attractions or a proven income-producing property, this Grove Resort condo presents an unmatched opportunity. Experience luxury, convenience, and investment potential in one of Central Florida’s premier resort communities. Schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
17736 PORTER RD, WINTER GARDEN, FL 34787
$451,54235 Days on yellowkey MLS ID: G5112009
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2026Monthly Fee: $230Community: Serenade At OvationTownhouse
Remarks: One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. PORTER Townhome offers 3 Bedrooms, 3 Baths with a large open first floor. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, bask in the sun-drenched community clubhouse, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.
17025 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$456,55435 Days on yellowkey MLS ID: G5112007
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1697 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.
7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787
$642,74535 Days on yellowkey MLS ID: G5112006
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2705 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 602 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.
13410 PEACEFULL MELODY DR, WINTER GARDEN, FL 34787
$794,99035 Days on yellowkey MLS ID: G5112004
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3076 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus offers 5 Bedrooms, 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“It includes high-speed fiber optic internet”
1164 PRADO LN, WINTER GARDEN, FL 34787
$2,210,00035 Days on yellowkey MLS ID: O6403024
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4204 Built: 2026Monthly Fee: $150 Tax: $399 (2025)Community: Grove/OaklandSingle Family
Taxes:$399
Elementary School: Tildenville Elem
Remarks: Pre-Construction. To be built. Welcome to one of the most anticipated new builds at Grove at the Harvest District — the Sunburst Plan by Davila Homes, a luxury new construction masterpiece designed for those who prioritize space, style, and lifestyle. Spanning 4,204 livable square feet with 5,665 total square feet, this stunning 5-bedroom, 5.5-bath estate is thoughtfully designed from the ground up to blend elevated living with effortless entertaining. Every inch reflects Davila Homes' signature commitment to superior craftsmanship, custom finishes, and exceptional attention to detail. Step inside and discover a floor plan built for the way you actually live — an executive office for focused work, a versatile loft for flexible living, and a gracious layout that flows naturally from the heart of the home to the outdoors. The second-floor covered terrace invites year-round relaxation with a front-row view of your private retreat below, where a custom pool and fully equipped summer kitchen set the stage for unforgettable gatherings. The three-car garage rounds out a home that delivers on every level — from daily functionality to that rare feeling of arriving somewhere truly special. Located within the coveted Grove at the Harvest District, this is more than a home — it's a legacy address in one of Central Florida's new communities.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$640,05035 Days on yellowkey MLS ID: G5111997
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$554,41535 Days on yellowkey MLS ID: G5111993
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
8325 TOPSAIL PL, WINTER GARDEN, FL 34787
$780,00037 Days on yellowkey MLS ID: O6404553
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 2019Monthly Fee: $360 Tax: $8,441 (2025)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$8,441
Elementary School: Panther Lake Elementary
Remarks: Welcome to your dream home in the vibrant community of Winter Garden! This prestigious 3-bedroom, 2-bath SOLAR residence boasts an expansive 2,170 sq ft of luxurious living space, perfectly blending comfort and modern amenities. As you step inside, you’ll be greeted by a grand hallway that leads you to spacious rooms adorned with elegant ceramic tile floors throughout. The heart of the home features a beautifully designed kitchen complete with a large ISLAND, stainless steel appliances, a wall oven, a gas stove, and a generous WALK IN PANTRY—perfect for culinary enthusiasts and entertaining guests. Retreat to the master suite, which offers a spacious walk-in closet and a spa-like ensuite bathroom, featuring a glass shower, his-and-her vanity with DOUBLE SINKS, providing both luxury and convenience. The additional bedrooms are also large and well-appointed, ensuring plenty of room for family or guests. The indoor laundry room adds essential functionality to your daily routine, while the screened rear porch invites you to relax and unwind as it overlooks the serene Florida nature—your private sanctuary awaits! Lakeshore Preserve enhances your lifestyle with resort-style amenities, including a community pool, a fitness center with a yoga room, a sand volleyball court, a pier, a fire pit, a playground, a dog park, and a clubhouse—all designed to foster a sense of community and leisure. Family-friendly, this home is located within A-rated school districts and is conveniently close to Disney, dining options, major highways, and world-class medical care. Experience the blend of luxury, comfort, and convenience that this stunning home has to offer in a dynamic and amenity-rich community. Don’t miss out on this incredible opportunity to make it yours! Schedule a private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jaqueline Santos De Tabares (786-452-5684)
5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$455,00038 Days on yellowkey MLS ID: O6404161
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1797 Built: 2019Monthly Fee: $338 Tax: $4,506 (2025)Community: Orchard Hills Ph 4Townhouse
Taxes:$4,506
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style and easy maintenance. The kitchen features stunning granite countertops that contrast beautifully with the white cabinetry, along with stainless steel appliances all included. Upstairs, you’ll find all three bedrooms with comfortable carpet flooring, as well as a convenient laundry room complete with washer and dryer. The primary bedroom offers private access to a balcony where you can enjoy peaceful water views and relax in a serene outdoor setting. Residents of Orchard Hills enjoy exceptional amenities including a clubhouse, fitness center, picnic area with grills, dog park, playground, and a vibrant community atmosphere with events and social clubs designed to build lasting relationships.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
14501 GROVE RESORT AVE #2214, WINTER GARDEN, FL 34787
$235,00035 Days on yellowkey MLS ID: TB8506089
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $983 Tax: $7,975 (2025)Community: Grove Residence & Spa Hotel Condo IiSpa: NoCondo
Taxes:$7,975
Remarks: Opportunity Knocks with an amazing Price!! Looking for an Investment Fully Furnished STR that is managed for you and pays for itself when you are not vacationing? HERE IT IS! *One of the nicer Views & easier location to get to at The Grove Resort* The Grove Resort is a family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks like Magic Kingdom, Epcot Center, Animal kingdom, and Sea World, Universal Studios, the Premium Outlets, many Restaurants, Golfing, Places of worship, etc. The occupancy rate here is very high and is managed very well. This Unit located in Building 2 and on the 2nd Floor has 2 Bedrooms, 2 Bathrooms, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen area within 1,375 sq feet under AC. There is a long-screened balcony as well with a beautiful view of the Palm Trees, lake and garden. **Parking right by this unit in garage and enter in for just a short walk and this makes this unit very desirable** You have access to all amenities such as the heated pools, SPA, Flip Flops Arcade, GYM, Surfari Water Park with a Lazy River & Learn how to surf with the dual FlowRider® surf simulator plus the 2 story water adventure, three slides, water spouts, and a wading pool, massage room, walking paths, restaurants(Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place(Yummy Pizza made here), Bar and much more. Add to your short list to view while in Orlando. BONUS: There is daily transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! Did I mention there is an APP with Resort Events information that has an array of exciting activities planned to make your stay even more fun like Karaoke, Fishing Tournament on Lake Austin, Slime Time, Scavenger Hunts, National Beer Day, National Cheddar Fries Day and more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! You are able to vacation here up to 120 days a year. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Bert Baalbaki, Cdp (813-507-8348)
14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$450,000342 Days on yellowkey MLS ID: O6320739
2 Days Off yellowkey (back on 1/23/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $159 Tax: $7,554 (2024)Community: Watermark Ph 2CSingle Family
Taxes:$7,554
Remarks: Short Sale. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already wired and ready for connection—making this an energy-smart choice for eco-conscious buyers. As you walk in you are greeted with open-concept living/ dining room area that is ideal for entertaining, with a spacious kitchen located at the rear of the home. Enjoy stainless steel appliances, crown-topped cabinetry, a walk-in pantry, and a generous granite island that flows seamlessly into the living and dining areas. You’ll also find a built-in office nook and a convenient half-bath on this level. Upstairs, a spacious loft adds flexibility—perfect as a second living area, playroom, or home office. The laundry area is thoughtfully tucked away, and the split-bedroom design offers added privacy. The primary suite includes a walk-in closet, dual vanity, and a walk-in shower. Two additional bedrooms are located toward the front of the home and extend access to a private, covered balcony—an ideal spot to catch Disney’s nightly fireworks with a glass of wine and a great book. Whether you're unwinding on the front porch, enjoying balcony views, or taking advantage of community amenities—including a resort-style pool, playground, fitness center, basketball court, and more—you’ll find the lifestyle here hard to beat. You are just walking distance to The Mark, a versatile retail neighborhood center, with stores, restaurants, gas station, and more! Best of all, you’re just minutes from Walt Disney World, Magic Kingdom, Epcot, and Hollywood Studios—each less than 20 minutes away.
Listing is courtesy of: PIXEL REALTY (352-678-9405)
Listing Agent: Nurit Bland (407-529-8710)
13184 DENDY WAY, WINTER GARDEN, FL 34787
$664,000103 Days on yellowkey MLS ID: O6384386
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2211 Built: 2025Monthly Fee: $139 Tax: $2,677 (2025)Community: Horizon IsleSingle Family
Taxes:$2,677
Remarks: $5000 Buyer Credit for Closing Cost or Interest Buy Down! Experience exceptional privacy and refined living in this beautifully designed 4-bedroom, 2.5-bath residence with a dedicated office nook, perfectly positioned on one of the most desirable lots in the community. This thoughtfully crafted one-story home offers effortless elegance, functional design, and seamless indoor-outdoor living. The versatile fourth bedroom—featuring striking double barn door entry—is currently utilized as a den/office/study (no closet), providing flexibility to suit your lifestyle. A centrally located office nook, tucked discreetly behind a stylish barn door in the hallway, enhances the home’s smart, streamlined floor plan while maintaining privacy and convenience. At the heart of the home, the expansive gourmet kitchen impresses with granite countertops, a farmhouse sink, double built-in ovens, a cozy coffee station, abundant cabinetry, and exceptional storage throughout. The kitchen opens beautifully to the great room, creating an ideal layout for entertaining and everyday living. The spacious primary suite offers a true retreat, complete with a spa-inspired bath, an incredibly generous walk-in closet, and serene finishes designed for comfort and relaxation. Two additional well-proportioned bedrooms provide ample space for family or guests. The oversized laundry room functions as a full-service utility space, offering extensive storage, workspace, and organization. Step outside to an oversized pavered, covered lanai overlooking a fully fenced yard with white PVC fencing—perfect for outdoor entertaining or quiet evenings at home. 2-car garage with professionally sealed flooring. Impeccably maintained and truly move-in ready, this residence delivers luxury, comfort, and thoughtful design at every turn.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Gail Higley (407-222-6633)
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