Location: Winter Garden
Do Not Show Listings
5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$399,00050 Days on yellowkey MLS ID: O6410760
REDUCED by $23,000 (5.5%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1712 Built: 2019Monthly Fee: $330 Tax: $6,441 (2025)Community: Orchard Hills Ph 4Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,441
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.
Listing is courtesy of: CONDO METROPOLIS, LLC (407-901-5161)
Listing Agent: Marcus Burke (407-394-4628)
7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787
$723,00082 Days on yellowkey MLS ID: O6403837
0 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3602 Built: 2007Monthly Fee: $200 Tax: $11,214 (2025)Community: Signature Lks-Pcl 01D Ph 02Spa: NoSingle Family
Taxes:$11,214
Elementary School: Independence Elementary
High School: Horizon High School
Remarks: Under contract-accepting backup offers. There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,000120 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-217-8649)
Listing Agent: Eloisa Armas Camacho (954-217-8649)
16893 BROADWATER AVE, WINTER GARDEN, FL 34787
$2,795,90043 Days on yellowkey MLS ID: O6415972
2 Days Off yellowkey (back on 6/29/2026)
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6289 Built: 2019Monthly Fee: $383 Tax: $25,448 (2025)Community: Waterside 90'SSingle Family
Taxes:$25,448
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Experience elevated lakefront living in this former builder model home, perfectly positioned along the shores of Johns Lake in the sought-after Waterside community of Winter Garden. Designed to impress from the moment you enter, the residence showcases soaring ceilings, designer lighting, and expansive windows that fill the home with natural light while framing tranquil water views. The open-concept floorplan seamlessly connects the living, dining, and kitchen spaces, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef's kitchen features an oversized island, abundant cabinetry, and generous prep space overlooking the main living areas. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring dual vanities, a freestanding soaking tub, walk-in shower, and two large walk-in closets. Offering six bedrooms, four-and-a-half baths, a dedicated office, formal dining room, bonus room, and an expansive upstairs game and media space, the home provides exceptional flexibility for multigenerational living, guests, remote work, and recreation. Designed to embrace its waterfront setting, the outdoor living spaces are a true extension of the home. A covered lanai with a summer kitchen overlooks a private backyard highlighted by a striking fountain, creating a resort-inspired atmosphere for entertaining or relaxing. Just beyond, a private dock provides direct access to Johns Lake for boating, fishing, paddleboarding, and unforgettable sunset views. Located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, major highways, dining, shopping, and top-rated schools, this exceptional residence offers the rare combination of luxury, space, and waterfront living in one of Central Florida's most desirable locations.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matt Tomaszewski (407-719-5956)
14501 GROVE RESORT AVE #3202, WINTER GARDEN, FL 34787
$350,000337 Days on yellowkey MLS ID: O6338004
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $6,512 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,512
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to Your Perfect Orlando Investment & Vacation Escape! This beautifully appointed condo-hotel unit offers the ideal combination of investment potential and vacation paradise. Featuring 3 spacious bedrooms, 2 modern bathrooms, and 1,396 sq. ft. of living space, this residence provides plenty of room for relaxation and entertainment—all with a picturesque fountain view. Enjoy gourmet meals at the Valencia Restaurant or satisfy your sweet tooth at the on-site coffee shop and ice cream parlor. Stay active in the state-of-the-art fitness center or unwind with rejuvenating spa treatments. Challenge friends in the game room, enjoy mini-golf, or dive into hours of arcade fun. Make the most of two sparkling pools complete with a waterpark, lazy river, splash zone, and poolside bar & grill. Perfectly located near Orlando’s world-famous attractions, this property is designed for both vacation enjoyment and lucrative investment returns. Whether you’re relaxing by the fountain, exploring the city, or maximizing rental income, this condo-hotel offers the best of both worlds. Own your slice of Orlando paradise today!
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Alisson Fernandes (321-314-3313)
17667 LAKE STAR RD, WINTER GARDEN, FL 34787
$899,74132 Days on yellowkey MLS ID: TB8521869
1 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3545 Built: 2026Monthly Fee: $84 Tax: $12,000 (2025)Community: Northlake At OvationSingle Family
Taxes:$12,000
Remarks: Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai to the spacious loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find neutral and organic textures from the AW Collection Serena. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$681,24074 Days on yellowkey MLS ID: G5112233
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. The Davis Plan by Dream Finders Homes is a spacious two-story residence designed for modern living. Offering approximately 2,802 square feet of living space, this home features four bedrooms and two and a half bathrooms. The open-concept design seamlessly connects the great room, kitchen, and dining area, creating an ideal space for entertaining. The owner's suite serves as a private retreat, complete with a generous walk-in closet and an en-suite bathroom. Additional highlights include a two-car garage and a versatile flex room that can be customized to suit your needs. SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15511 CAMPDEN ST, WINTER GARDEN, FL 34787
$395,00051 Days on yellowkey MLS ID: O6413461
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2011Monthly Fee: $369 Tax: $5,471 (2024)Community: Stoneybrook West ITownhouse
Taxes:$5,471
Remarks: Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms and 2.5 bathrooms upgraded with ceramic tile floors on first floor, granite counter tops, and updated stainless steel appliances. Newer air conditioning system. The townhouses at Westbrook have new roofs and exterior paint. Community pool/playground and excellent schools.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
402 E MAPLE ST, WINTER GARDEN, FL 34787
$900,00043 Days on yellowkey MLS ID: O6412747
Bed: 6 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 2876 Built: 2021 Tax: $7,658 (2025)Community: East Garden Manor Add 03 RepSingle Family
Taxes:$7,658
Elementary School: Maxey Elem
Middle School: Lakeview Middle
Remarks: Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected design. Designed for both comfort and flexibility, each home features a spacious living and dining area, a bright kitchen with French doors leading to the backyard, and a convenient first-floor guest powder bath. Upstairs, all bedrooms are thoughtfully positioned for added privacy. The primary suite includes a private ensuite bath, while the secondary bedrooms are generously sized and complemented by abundant storage throughout each residence. The Wilson Street residence has been thoughtfully upgraded with luxury vinyl flooring, an enhanced kitchen with stone counters and gas cooking, beautifully updated bathrooms, and an attractive staircase that adds character and style. The Maple Street residence has been a consistently popular rental and has been exceptionally maintained, offering a spotless interior that reflects pride of ownership. The location offers exceptional convenience with nearby access to Downtown Winter Garden, one of Central Florida’s most sought-after destinations. Enjoy a vibrant mix of locally owned restaurants, cafés, boutiques, specialty shops, the award-winning Winter Garden Farmers Market, seasonal festivals, live entertainment, and the renowned West Orange Trail. The property also provides convenient access to the Florida State Road 429, Florida State Road 408, and Florida’s Turnpike, making travel throughout Central Florida simple. Popular destinations, including Winter Garden Village, Walt Disney World Resort, major employment centers, shopping, dining, entertainment, parks, and everyday conveniences, are all nearby. Whether you’re seeking a property that offers exceptional flexibility for evolving lifestyle needs, the opportunity to generate rental income, or the convenience of two complete residences under one roof, this distinctive property delivers a rare combination of privacy, functionality, and long-term versatility. Opportunities like this are seldom available, especially with a layout that allows each residence to maintain its own identity while remaining connected.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
17350 WILD DAISY DR, WINTER GARDEN, FL 34787
$910,51037 Days on yellowkey MLS ID: G5113976
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Under Construction. Pre Design Center Pricing Sample Image Welcome to this beautifully designed newer-construction home in the highly sought-after Hamlin Meadows community of Winter Garden, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. Pricing does not include design selections; you have the opportunity to customize the home to fit your taste
14903 DRIFTWATER DR, WINTER GARDEN, FL 34787
$380,00046 Days on yellowkey MLS ID: S5151359
REDUCED by $10,000 (2.6%) on 06/24/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1745 Built: 2015Monthly Fee: $402 Tax: $6,152 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$6,152
Remarks: Well keep and move in ready corner unit townhouse at the beautiful signature lake at winter garden ,brand new vinyl plank floor at the first floor this 3 bedroom and 2.5 bath room townhouse have 1750 sqft and feature big court yard between the garage you can enjoy the outdoors living on the big courtyard , the oversize front porch is welcome to their new owner , the first floor feature all ceramic title ,have living room and the work space at the front the house and the the kitchen offer gorgeous granite counter tops , wood cabinet and pendant lighting , open up the family room , also have powder room at the first floor , upstair you have 3 bedroom big walk in closet at the master bedroom and dual sink at the master bathroom and one more full bath to share for the other bedroom , signature lake is sought after community at winter garden , feature resort style pool and state of the art gym and club house many event for the residence for the community , grade A school . it is close located next to the Hamlin shopping center and the winter garden village close to 429 and 535 , the HOA fee include cable include HBO and high speed internet from sepcturm . , this is turn key townhouse is ideal for who enjoy low maintenance lifestyle .
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
6212 ARALIA IVY LN, WINTER GARDEN, FL 34787
$429,900119 Days on yellowkey MLS ID: O6394386
REDUCED by $100 (0.0%) on 06/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1560 Built: 2020Monthly Fee: $289 Tax: $6,732 (2025)Community: Hamilton Gardens Ph 2A & 2BTownhouse
Taxes:$6,732
Remarks: LOCATION! LOCATION! LOCATION! This spacious and beautiful two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. Enjoy an open-concept floor plan, freshly painted interior, and a private outdoor courtyard leading to a rear-entry two-car detached garage. The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless space ideal for entertaining. Large windows with blinds fill the home with natural light, enhancing the open feel throughout. Storage is abundant with a pantry, an under-stairs closet, and a generous walk-in closet in the owner’s suite. Upstairs, you’ll find 3 generous bedrooms, 2 bathrooms, and a convenient second-floor laundry. The owner’s suite boasts an enormous walk-in closet and peaceful views of beautiful mature trees. With no neighbors behind, this home offers a quiet, private setting that’s truly rare. Hamilton Gardens provides exceptional amenities, including a resort-style beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden paths. Residents also enjoy nightly views of the Disney fireworks right from the community. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient to SR 429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere. A perfect combination of privacy, convenience, and resort-style living—come see it today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Olga Recean (253-285-2595)
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,093,000169 Days on yellowkey MLS ID: O6379346
REDUCED by $12,000 (1.1%) on 06/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$9,571
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Deep Mehta, Pa (407-702-7029)
15135 GROVESIDE RD, WINTER GARDEN, FL 34787
$483,93062 Days on yellowkey MLS ID: O6410287
INCREASED by $5,000 (1.0%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1881 Built: 2026Monthly Fee: $247 Tax: $1,375 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,375
Remarks: Under Construction. Ready in September 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00038 Days on yellowkey MLS ID: O6417449
1 Days Off yellowkey (back on 6/28/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Elementary School: Water Spring Elementary
Remarks: Under Construction. What's Special: Tub in Primary | Covered Lanai | Flat Lot. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12959 Harvest Rain Avenue in Harvest at Ovation! This new home is designed for easy living, with a great room that flows effortlessly into the dining area and kitchen. The kitchen stands out with quartz countertops, an under-counter wine reserve, and a spacious walk-in pantry for added convenience. A pocket sliding door extends the living space to a covered lanai, perfect for enjoying indoor-outdoor living year-round. The primary suite offers a relaxing retreat with a spa-like bath and a walk-in closet that connects directly to the laundry room for everyday ease. Three secondary bedrooms, including one with an en-suite bath, along with a full bath and added garage storage, complete this thoughtfully designed home. 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: 8' interior doors, shower at bath 3, pre-plumb for future water softener, thickened island counter, whole house blinds, and garage floor seal with flakes and clear coat. Virtually staged photos are for representative purposes only. MLS#O6417449
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
8019 JEREMY JOSEPH ALY, WINTER GARDEN, FL 34787
$400,00027 Days on yellowkey MLS ID: O6415530
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 2017Monthly Fee: $196 Tax: $6,405 (2025)Community: Summerlake Grvs Ph 2Spa: NoTownhouse
Taxes:$6,405
Elementary School: Summerlake Elementary
Remarks: Discover this **stunning and meticulously maintained** 3-bedroom, 2.5-bath home, presented in **excellent condition**. The interior has been **freshly painted**, featuring **granite countertops** in both the kitchen and bathrooms. The kitchen is equipped with **stainless steel appliances**, a **spacious island**, a large breakfast bar, and an inviting eat-in area. Enjoy **new flooring throughout the downstairs** in this lovely home. The **generous primary bedroom** is located upstairs and includes an ensuite bath with dual sinks, a roomy shower, and a walk-in closet. The secondary bedrooms are thoughtfully arranged in a **split plan**, ensuring privacy from the primary suite. Convenience continues with a downstairs laundry room featuring hookups. Step outside to a **private, expansive paved lanai**, perfect for entertaining, barbecuing, or relaxing. A large **green space** is just off the front porch. Located just 10 minutes from Disney property, this home is close to all parks, restaurants, shopping, and entertainment. Hamlin Town Center is only a few miles away, and **Orange County National**, the largest golf course in Florida, is nearby. The community offers **resort-style amenities** just steps away, including a pool, two parks, a dog park, pickleball courts, green spaces, and tennis facilities. Enjoy low-maintenance living with the HOA covering exterior upkeep, including roof care, yard maintenance, exterior painting, and lawn care. This home is situated in a **top-rated school district** and boasts a **superb location** with ample parking. Townhomes in this **highly sought-after community** rarely become available. This property is **move-in ready** for its new owners! All info should be verified.
Listing is courtesy of: SAUNDERS PLAKON (407-575-3964)
Listing Agent: Rachel Plakon (407-575-3964)
397 ERON WAY #42, WINTER GARDEN, FL 34787
$225,00029 Days on yellowkey MLS ID: O6420092
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988 Tax: $276 (2025)Community: Townhomes Winter GardenCondo
Taxes:$276
Elementary School: Tildenville Elem
Remarks: Virtually Staged. Welcome to one of the cutest townhomes in the heart of Downtown Winter Garden! This charming 3 Bedroom, 2 bath home offers the perfect blend of comfort, covenience and one of Central Florida's most sought-after lifestyles. Whether you're a first-time homebuyer, looking to downsize or searching for a fantastic investment opportunity, this home checks all the boxes. Inside, you'll find a functional floor plan with comfortable living spaces, spacious bedrooms and low-maintenance living so you can spend more time enjoying everything the area has to offer. Location is everything, and this one is hard to beat! Just minutes from the award-winning Historic Downtown Winter Garden, you'll love spending weekends exploring the nationally recognized Winter Garden Farmers Market, browsing unique boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Living here means embracing the famous Golf Cart District lifestyle. Hop in your golf cart and head downtown for dinner, live music, festivals or an evening stroll along Plant Street. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Whether you're looking for a place to call home or an income-producing property in a highly desirable location, this adorable townhome offers incredible value and endless potential. Don't miss your opportunity to own a piece of the Downtown Winter Garden lifestyle! Schedule your private showing today and discover why so many people are proud to call Winter Garden home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
17056 RED BIRD RD, WINTER GARDEN, FL 34787
$795,00032 Days on yellowkey MLS ID: G5113999
0 Days Off yellowkey (back on 6/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1981 Tax: $1,474 (2025)Community: N/ASpa: NoSingle Family
Taxes:$1,474
Remarks: Under contract-accepting backup offers. Nestled on 2.5 beautiful acres just off Highway 429 in the highly desirable Avalon community of Winter Garden, this charming 3-bedroom, 2-bath home offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees and a peaceful, fenced setting, the property features a spacious Florida Room overlooking the serene backyard, creating the ideal space to relax and enjoy nature. Additional highlights include an oversized garage and a storage shed, providing plenty of room for vehicles, hobbies, and equipment. Located in ever-growing Winter Garden in West Orange County, residents enjoy easy access to the area's vibrant downtown filled with unique local shops, restaurants, walking and biking trails, parks, and year-round recreational activities. This exceptional property offers a rare opportunity to enjoy country-style living while remaining close to Orlando's world-famous attractions, major roadways, both Florida coasts, and everything that makes Central Florida such an outstanding place to live, work, and play.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Betty Hensinger (352-267-5028)
14501 GROVE RESORT AVE #2413, WINTER GARDEN, FL 34787
$235,00089 Days on yellowkey MLS ID: O6401424
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2025Monthly Fee: $905 Tax: $7,772 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$7,772
Remarks: Invest where others vacation. This beautifully furnished 2-bedroom, 2-bathroom condo at The Grove Resort & Water Park Orlando offers the perfect blend of personal enjoyment and income potential. The property participates in the resort’s professionally managed income program, allowing for a seamless, hands-off experience. Enjoy exclusive access to the water park and a prime location just minutes from Disney. Generate revenue while having your own vacation retreat—ideal as both an investment property and for personal use.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Paula Chavez Razo (321-961-2892)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$639,00092 Days on yellowkey MLS ID: O6401397
REDUCED by $11,000 (1.7%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Remarks: Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
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