Location: Winter Garden
Do Not Show Listings
304 ERON WAY #2, WINTER GARDEN, FL 34787
$199,900186 Days on yellowkey MLS ID: O6366946
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1984 Tax: $2,151 (2025)Community: Townhomes Of Winter Garden CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,151
Elementary School: Tildenville Elem
High School: None
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.
Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)
Listing Agent: Ramon Rosquete (352-207-4238)
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$535,000113 Days on yellowkey MLS ID: O6384246
REDUCED by $25,000 (4.5%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Elementary School: None
Tax Year: 2024
Middle School: None
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
15419 UGLIS ALY, WINTER GARDEN, FL 34787
$555,00047 Days on yellowkey MLS ID: O6403047
REDUCED by $10,000 (1.8%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2270 Built: 2018Monthly Fee: $60 Tax: $8,121 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,121
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Welcome to 15419 Uglis Aly, a uniquely positioned Horizon West home offering rare privacy, lifestyle, and convenience just minutes from Disney. This property faces open green space with no immediate front neighbors, creating a rare sense of privacy and openness. Enjoy nightly Disney fireworks views from home, with Grand Floridian approximately 12 minutes door to door. Built by K. Hovnanian, this open-concept home features surround sound, full ethernet wiring throughout, a bright sunroom, double ovens, stainless appliances, and flexible living spaces ideal for modern family life. Upstairs offers 3 spacious bedrooms, a dedicated laundry room, and a versatile loft—an option many similar homes in the area have converted into a 4th bedroom. The primary suite includes dual walk-in closets and an en-suite bath. The backyard is designed for low-maintenance entertaining with premium artificial turf, a covered lanai, and extended pavers. An oversized 20’ x 24’ garage plus one of the longest driveways in the neighborhood provide exceptional parking and storage. Just steps from the playground, green space, and mailboxes without crossing a street, plus access to resort-style amenities including pool, tennis, dog park, grills, and golf-cart-friendly access to shops, dining, and top-rated schools. A rare move-in ready opportunity combining privacy, smart upgrades, and the Horizon West lifestyle.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$755,000161 Days on yellowkey MLS ID: O6371378
REDUCED by $4,990 (0.7%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$610,00019 Days on yellowkey MLS ID: O6411495
REDUCED by $20,000 (3.2%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2025Monthly Fee: $229 Tax: $1,614 (2025)Community: Harvest/Ovation Ph 2Single Family
Taxes:$1,614
Remarks: Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?
131 OAK LAUREL DR, WINTER GARDEN, FL 34787
$834,000151 Days on yellowkey MLS ID: O6374501
REDUCED by $35,000 (4.0%) on 05/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2019Monthly Fee: $475 Tax: $10,586 (2025)Community: Park Place/Winter GardenTownhouse
Taxes:$10,586
Elementary School: Dillard Street Elem
Remarks: 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$515,00033 Days on yellowkey MLS ID: O6407943
REDUCED by $14,000 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
Remarks: Virtually Staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$691,990139 Days on yellowkey MLS ID: S5142710
INCREASED by $2,000 (0.3%) on 06/16/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2024Monthly Fee: $202 Tax: $9,669 (2025)Community: Harvest At OvationSingle Family
Taxes:$9,669
Middle School: Horizon West Middle School
Remarks: Rare opportunity in Winter Garden with a private income-producing suite. This 2024 home offers 5 bedrooms, 4.5 bathrooms, and a flexible layout with an independent suite featuring a private entrance, bedroom, bathroom, and kitchenette. Located minutes from Disney, Flamingo Crossings, Hamlin, shopping, dining, entertainment, hospitals, and top-rated schools. The main home features an open-concept floor plan, high ceilings, upgraded finishes, a remodeled kitchen, porcelain tile on the first floor, upgraded flooring on the second floor, wood stairs, fresh paint, upgraded bathrooms, pavers, epoxy garage flooring, and additional improvements throughout. The private suite offers added flexibility for potential rental income, multigenerational living, guest space, or a private office. Seller may consider buyer concessions. Buyer to verify rental terms, lease details, HOA restrictions, school zoning, measurements, and all information deemed important.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Keyla Chirinos Sivira (786-380-5541)
15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$2,799,950Listed 06/16/2026 3:02PM MLS ID: O6417357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5551 Built: 2019Monthly Fee: $230 Tax: $35,838 (2025)Community: Overlook 2/Hamlin Ph 3 & 4Spa: NoSingle Family
Taxes:$35,838
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matt Tomaszewski (407-719-5956)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$650,00054 Days on yellowkey MLS ID: O6401397
REDUCED by $19,000 (2.8%) on 05/14/2026
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
Elementary School: Panther Lake Elementary
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.**
12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,000Listed 06/16/2026 2:26PM MLS ID: O6417449
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
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)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,000,00018 Days on yellowkey MLS ID: O6411926
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Elementary School: SunRidge Elementary
Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787
$530,00019 Days on yellowkey MLS ID: O6410286
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2016Monthly Fee: $252 Tax: $6,665 (2025)Community: Summerlake Pd Ph 3BSingle Family
Taxes:$6,665
High School: Windermere High School
Remarks: **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.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living. With the main living areas on the first floor and all bedrooms positioned upstairs, the home provides a practical separation between shared spaces and private retreats. Inside, the open layout connects the living, dining, and kitchen areas, creating an easy flow for daily routines, hosting, and relaxing. The kitchen overlooks the main living space, keeping the home bright, connected, and functional. Upstairs, the 3-bedroom layout offers flexibility for residents, guests, a home office, or additional storage, while the 2.5 bathrooms add convenience for both everyday use and visitors. The home also includes several recent updates that add value and peace of mind. The exterior was painted in 2026, giving the home a refreshed look. The AC system was replaced in 2024 with a Goodman unit installed by Global Cooling and includes a UV light. Upstairs flooring was replaced in 2025 with hybrid waterproof and scratch-resistant flooring. Additional updates include a Springwell salt-free whole-house water filtration system installed in 2023 and a washer and dryer replaced in 2026. Outdoor living is easy to enjoy with a covered front porch that creates a welcoming entry and a space for seating. The open patio provides additional room for outdoor dining, grilling, plants, or a small lounge setup. The community offers a strong amenity package, including a pool, clubhouse, fitness center, dog park, park, and playground, giving residents convenient options for recreation and everyday enjoyment close to home. Located in Winter Garden, the home is near shopping, dining, schools, parks, trails, and major roadways, with access to the area’s popular local destinations and the broader Central Florida region.
8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787
$639,00018 Days on yellowkey MLS ID: O6411387
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2274 Built: 2018Monthly Fee: $252 Tax: $5,852 (2025)Community: Summerlake Pd Ph 4BSingle Family
Taxes:$5,852
Remarks: **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.** Welcome to 8266 Purple Sandpiper Avenue in Winter Garden. This 4 bedroom, 3 bath home features a comfortable layout and plenty of space to fit different lifestyles. Inside you'll find an open living area that brings the kitchen, dining, and family room together making it easy to spend time with family or entertain guests. The kitchen overlooks the main living space, giving the home an open and connected feel. The home also features new flooring, newly added custom closet built-ins that provide both style and extra organization, fully paid-off solar panels for energy efficiency and long-term savings and a dedicated EV charging outlet in the garage for added convenience. With 4 bedrooms and 3 full bathrooms, this home offers flexibility for guests, a home office, or a growing household. The outdoor spaces are just as inviting. The covered front porch creates a welcoming first impression, while the screened back patio offers a great spot to enjoy morning coffee, outdoor meals, or relaxing in the shade. The community offers a wide range of amenities as well, including a pool, clubhouse, fitness center, playground, tennis court, and lake access. These features give residents convenient options for recreation, exercise, and time outdoors close to home. Located in Winter Garden, the home is set within a sought-after Central Florida area known for its growing mix of shopping, dining, parks, trails, and community conveniences. Residents enjoy access to nearby schools, local retail, major roadways, and popular destinations throughout Winter Garden and the greater Orlando area.
330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$300,00029 Days on yellowkey MLS ID: S5150108
REDUCED by $12,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005 Tax: $3,719 (2025)Community: Southern Pines CondoCondo
Taxes:$3,719
Remarks: One or more photo(s) has been virtually staged. MUST SEE LUXURY CONDO IN PRIME LOCATION - CONSERVATION AREA CORNER LOT & BRAND NEW STAINLESS STEEL APPLIANCE PACKAGE! This might be the Best value in gated Southern Pines and all of Southwest Orange County, this rare elevated second-story corner unit offers unmatched privacy with no neighbors above, behind, or directly beside the home, plus peaceful conservation views from every bedroom and the solarium, which opens directly to the main living space. A true retreat-style setting in the heart of Winter Garden. Thoughtfully designed with 3 bedrooms and 2 bathrooms, the open-concept layout features a brand-new Frigidaire stainless steel appliance package, fresh interior paint throughout, custom built-ins, and true move-in-ready condition. The versatile solarium expands your living experience as a home office, lounge, fitness area, or creative retreat overlooking serene conservation views. Residents enjoy resort-style amenities within a secure, gated, guard-attended community, including a pool and spa, fitness center, private movie theater, indoor air-conditioned basketball and racquetball courts, tennis, playground, car wash station, and a full clubhouse with business center, billiards, and outdoor kitchen. The HOA provides exceptional value by covering water, sewer, trash, Spectrum high-speed Wi-Fi, and basic cable, along with exterior maintenance, landscaping, and full amenity upkeep—significantly reducing monthly utility expenses and eliminating multiple separate bills, while also contributing to lower overall insurance costs through the community master policy. Ideally located in the heart of Southwest Orange County, the home is just minutes from Winter Garden Village at Fowler Groves and the combined historic lifestyle corridor of Downtown Winter Garden and surrounding areas, featuring brick-lined streets, waterfront charm, coffee shops, breweries, boutique shopping, dining, farmers markets, and preserved local landmarks. Outdoor living is a major highlight, with immediate access to the West Orange Trail—an approximately 22-mile paved rail-trail and one of Central Florida’s premier outdoor recreation corridors. The trail runs directly through Winter Garden and connects nearby communities including Oakland and Apopka, serving as a central hub for biking, jogging, walking, skating, and daily health and wellness living, with direct access into the Downtown Winter Garden district. Quick access to SR 429, SR 408, Florida’s Turnpike, and I-4 provides seamless connectivity to International Drive, Disney, Universal, and the entire Orlando corridor. When you combine the premium condition of the home, brand-new stainless steel appliances, elevated corner conservation lot, low-maintenance ownership, and the unmatched lifestyle and location advantages, this stands as one of the strongest value opportunities in all of Southwest Orange County at its price point. Reach out for questions and schedule your private showing today.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: German Guardiola (407-921-0438)
6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787
$450,00011 Days on yellowkey MLS ID: O6414015
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1714 Built: 2020Monthly Fee: $28,900 Tax: $5,990 (2025)Community: Hamilton GardensTownhouse
Taxes:$5,990
Remarks: Welcome to 6131 Elfin Herb Way, a beautifully maintained home offering comfort, functionality, and a desirable location. Situated on a prime corner lot, this inviting residence features a spacious and thoughtfully designed floor plan with abundant natural light throughout. At the heart of the home, you will find a cute, private courtyard tucked between the main house and the garage, the perfect unique spot for relaxing or enjoying your morning coffee. The well-appointed kitchen flows seamlessly into the living and dining areas, creating an ideal space for everyday living and entertaining. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Its amenities include a beach-style pool, cabana, dog park, playground, and nature gardens. Hamilton Gardens is conveniently located near Hamlin Town Center, restaurants, and shopping. Conveniently located in the heart of Hamlin, the most desirable area of Horizon West, you are just minutes away from shopping, dining, top-rated schools, major roadways, and local attractions. Don't miss this opportunity to own a wonderful home in a sought-after community. Schedule your private showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Clarisse Sousa (407-873-0458)
14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$589,90021 Days on yellowkey MLS ID: O6410574
REDUCED by $10,100 (1.7%) on 06/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2234 Built: 2008Monthly Fee: $184 Tax: $5,498 (2025)Community: Signature Lks-Pcl 01D Ph 01Single Family
Taxes:$5,498
Remarks: Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Angela Worachek Pllc (503-381-1575)
1019 PORTMOOR WAY, WINTER GARDEN, FL 34787
$595,0005 Days on yellowkey MLS ID: O6414940
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2401 Built: 2001Monthly Fee: $243 Tax: $646 (2025)Community: Stoneybrook West Unit 1Spa: NoSingle Family
Taxes:$646
Remarks: **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.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00016 Days on yellowkey MLS ID: O6412179
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Taxes:$9,630
Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Step inside and discover a versatile floor plan designed for today's lif estyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
14788 FIELD DAISY DR, WINTER GARDEN, FL 34787
$579,99964 Days on yellowkey MLS ID: O6398754
REDUCED by $37,501 (6.1%) on 06/16/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Game Room | Dedicated Study | Covered Lanai | North Facing Lot. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Ashwood at 14788 Field Daisy Drive in Harvest at Ovation! This welcoming new home blends spacious living with thoughtful design, featuring a bright great room that flows seamlessly into a beautifully appointed kitchen with quartz countertops and designer kitchen cabinets. Luxury vinyl plank flooring runs throughout the main living area, creating a warm and cohesive feel that is easy to enjoy every day. Just off the kitchen, the lanai extends your living space outdoors, while a versatile flex room and convenient powder room sit near the foyer. Upstairs, the primary suite offers a comfortable retreat with an en-suite bath and a large walk-in closet, alongside two secondary bedrooms that share a full bathroom and an upstairs laundry room. The rear two-car detached garage includes stairs leading to a spacious game room complete with a wet bar, full bathroom, and walk-in closet, giving you even more room to live and entertain. 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: Bedroom in place of loft, game room, wet bar at game room, full bathroom at game room, 8' interior doors, oak treads and painted risers. Photos are for representative purposes only. MLS#O6398754
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