Location: Winter Garden, 34787
Do Not Show Listings
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$510,0004 Days on yellowkey MLS ID: O6410108
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,019
Elementary School: Independence Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$585,000119 Days on yellowkey MLS ID: S5142297
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2022Monthly Fee: $642 Tax: $7,519 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$7,519
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Best value on Wel Webb Oasis . Listed below RPR suggested market price. Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family and villa homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories.The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane, this home is part of a desirable cluster of 2021–2023 builds with strong appreciation. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
5545 BOWMAN DR, WINTER GARDEN, FL 34787
$485,00013 Days on yellowkey MLS ID: O6407484
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2016Monthly Fee: $339 Tax: $7,894 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Spa: NoSingle Family
Taxes:$7,894
Remarks: Come see 5545 Bowman Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a backsplash and a convenient island providing additional workspace. The primary bedroom includes a spacious walk in closet, and the primary bathroom is equipped with double sinks for enhanced utility. Outside, a covered patio extends to a fully fenced in backyard, completing the exterior amenities. Enjoy updated comfort and practical features in this exceptional residence. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1015 WESTSIDE DR, WINTER GARDEN, FL 34787
$224,00014 Days on yellowkey MLS ID: O6407229
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1986Monthly Fee: $61 Tax: $360 (2025)Community: Westside TwnhmsSpa: NoTownhouse
Taxes:$360
Remarks: Check out 1015 Westside Dr, a residence recently improved with a new roof and fresh interior paint, enhancing its overall appeal. The kitchen is fully equipped with all stainless steel appliances, providing a modern and functional cooking space. Further updates include partial flooring replacement, contributing to a cohesive and refreshed interior. This thoughtfully updated residence is a must-see for a fresh start. Included 100-Day Home Warranty with buyer activation
330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$312,0008 Days on yellowkey MLS ID: S5150108
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. Premium location. One of the best values 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)
516 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$500,000Listed 05/25/2026 2:13PM MLS ID: O6409675
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1716 Built: 1955 Tax: $709 (2025)Community: Rep Pt Pleasant Park SubSingle Family
Taxes:$709
Remarks: Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
16664 CORDOBA, WINTER GARDEN, FL 34787
$139,00017 Days on yellowkey MLS ID: O6406490
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1993Community: Vista Del LagoManufactured Home
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: GREAT OPPORTUNITY IN VISTA DEL LAGO! Beautiful fully furnished 3-bedroom, 2-bathroom home located just minutes from Disney and right next to Margaritaville, in a quiet and peaceful gated community. This move-in ready home features: * New roof * New water heater * Golf cart garage * Spacious open-concept living area * Fully furnished interior Enjoy amazing community amenities including: * 3 community pools * 2 heated pools with spa * Basketball courts * Pickleball courts Perfect as a primary residence, vacation getaway, or investment opportunity. Prime location close to shopping, dining, entertainment, and major attractions. Ready to move in and enjoy the Florida lifestyle!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Annie Resto (407-900-6119)
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$845,00031 Days on yellowkey MLS ID: O6402286
REDUCED by $2,000 (0.2%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Remarks: Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jasmine Martz (407-756-8344)
15506 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$899,000256 Days on yellowkey MLS ID: O6343579
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3408 Built: 2018Monthly Fee: $110 Tax: $8,619 (2024)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,619
Remarks: Experience elevated Florida living in this beautifully upgraded 5-bedroom, 4.5-bath residence with a spacious bonus room, ideally positioned in one of Central Florida’s most desirable locations. Perfectly situated next to Orange County National Golf Center and just minutes from Hamlin Town Center, top-rated A-rated schools, shopping, dining, major highways, and Walt Disney World® Resorts, this exceptional home offers luxury, comfort, and convenience. Thoughtfully designed for both everyday living and entertaining, the home showcases extensive upgrades throughout, including luxury wood-look laminate flooring throughout the entire home, a premium sound system, custom built-in cabinetry, and a fully redesigned gourmet kitchen crafted with entertaining in mind. The stunning kitchen features custom cabinetry, double ovens, expansive counter space, and a massive oversized island that serves as the centerpiece for gatherings with family and friends. Offering one of the largest lots in the community, the property provides exceptional outdoor space and privacy. The fully fenced backyard creates a secure and inviting setting with upgraded paver areas and a thoughtfully designed hidden storage space for added functionality. Additional highlights include a whole-home water filtration system, an oversized driveway accommodating up to four vehicles, plus a 2-car garage, offering ample parking and storage options. Blending stylish upgrades with an outstanding location near golf, recreation, entertainment, and top schools, this exceptional residence presents a rare opportunity to enjoy the very best of Central Florida living. Select images have been virtually staged to illustrate the property's potential and may not reflect actual furnishings or décor.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
9508 QUIET LN, WINTER GARDEN, FL 34787
$1,400,0006 Days on yellowkey MLS ID: O6408432
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3728 Built: 2001Monthly Fee: $17 Tax: $9,906 (2026)Community: Valley ViewSpa: YesSingle Family
Taxes:$9,906
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2026
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Rare opportunity in Winter Garden's coveted Lake Avalon: a fully fenced and gated 5-acre mini-ranch in the Valley View enclave, where genuine Lake Avalon water and conservation views meet true rural freedom — bring your horses, livestock, or recreational vehicles — just minutes from Hamlin Town Center, Walt Disney World, and SR-429. Spanning nearly 3,800 SF, this thoughtfully expanded 5BR/4BA estate includes a substantial permitted addition that created an ideal wing for multi-generational living or large-scale entertaining. At its center is a redesigned custom kitchen with imported Italian cabinetry, waterfall-edge countertops, premium Thermador appliances, and a built-in Dacor smart refrigerator. A separate enclosed prep kitchen with additional appliances and laundry hookups adds rare day-to-day functionality. The layout offers dual primary suites, formal and casual living spaces, oversized tile flooring, modern LED lighting, and remodeled baths — openness and privacy as you need them. Major systems deliver long-term peace of mind: a NEW ROOF (2022) NEW HVAC (2022), an 80-gallon commercial water heater (2022), a whole-home water softener, and a 24KW whole-house standby generator with transfer switch for full backup power. Zoning flexibility, sunset and lake views, and no cookie-cutter HOA rules — one of the last true large-lot enclaves this close to Winter Garden's growth corridor. Schedule your private tour today.
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Jared Jones, Pa (407-906-5000)
16776 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,324,00013 Days on yellowkey MLS ID: O6407043
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3713 Built: 2018Monthly Fee: $383 Tax: $9,438 (2025)Community: Waterside/Johns Lk-Ph 1Spa: YesSingle Family
Taxes:$9,438
Elementary School: Hamlin Elementary
High School: West Orange High
Middle School: Hamlin Middle
Remarks: Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$689,99955 Days on yellowkey MLS ID: O6395287
REDUCED by $10,000 (1.4%) on 04/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,00087 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Elementary School: Panther Lake Elementary
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787
$399,900178 Days on yellowkey MLS ID: O6363767
REDUCED by $4,100 (1.0%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2017Monthly Fee: $420 Tax: $6,304 (2025)Community: Highlands/SummerlakeTownhouse
Taxes:$6,304
Elementary School: Summerlake Elementary
Remarks: ANOTHER MASSIVE PRICE REDUCTION!! SELLERS ARE HIGHLY MOTIVATED!! This is your chance to own this meticulously maintained townhouse checks all the boxes at such A GREAT VALUE! Brand NEW ROOF (2025) and NEW CARPET with a 10-year WARRANTY makes this home feel brand new. Stainless steel kitchen appliances complete with a BOSCH DISHWASHER. the OPEN CONCEPT is inviting and there is a BONUS ROOM downstairs that could be used as an office, playroom, formal dining room, or sitting room. Enjoy the outdoors with an enclosed private courtyard. Rated one of the best neighborhoods in the country, Summerlake Groves, where small-town charm meets modern conveniences, TOP-RATED SCHOOLS and TOP-NOTCH RESORT-STYLE AMENITIES with the endless dining options, 1Gbps internet, 150+ channels via cable, up to 2 cable boxes, and roughly $78/mth worth of various streaming services, shopping and entertainment options of DISNEY & the booming HAMLIN TOWN CENTER less than 5 miles away! Location matters - this unit backs up to a quiet street not on a main road just a short walk to the community pool. At home you’ll enjoy LOW MAINTENANCE high-style living from your welcoming front porch to your private courtyard.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,99089 Days on yellowkey MLS ID: S5144591
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, NEW Refrigerator, NEW microwave, NEW dishwasher, GAS stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the COMMUNITY POOL which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a Instant Hot Gas Water Heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
16749 HARPER COVE DR, WINTER GARDEN, FL 34787
$499,99937 Days on yellowkey MLS ID: O6400511
REDUCED by $15,001 (2.9%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2019Monthly Fee: $257 Tax: $7,287 (2024)Community: Waterleigh Ph 2C-1Single Family
Taxes:$7,287
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true centerpiece, complete with granite countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The spacious first-floor primary suite is filled with natural light and features a walk-in closet, dual-sink granite vanity, and an oversized walk-in shower. Upstairs, you’ll find brand new carpet, a versatile loft space, two additional bedrooms, and a full bathroom with a dual-sink vanity and tub/shower combination—ideal for guests or family. Waterleigh continues to stand out as one of the premier communities in Horizons West, offering resort-style amenity centers, multiple pools, splash pads, indoor and outdoor fitness areas, scenic lakes and ponds, walking and nature trails, beach volleyball courts, playgrounds, and sports fields. A Publix is conveniently located at the community entrance, and lawn maintenance is included for added ease. This is Florida living at its best—whether you're an investor or end user. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Tara Garkowski (407-405-8829)
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$355,00082 Days on yellowkey MLS ID: O6386823
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Taxes:$5,492
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00027 Days on yellowkey MLS ID: O6403044
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
14095 TITLE WAY, WINTER GARDEN, FL 34787
$420,00085 Days on yellowkey MLS ID: O6382795
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2020Monthly Fee: $268 Tax: $6,056 (2024)Community: Storey Grove Ph 2Townhouse
Taxes:$6,056
Remarks: Impeccably maintained townhome in the highly desirable community of Storey Grove! Built in 2020, this beautifully cared-for 3-bedroom, 2.5-bath residence offers the perfect blend of style, comfort, and prime location. The open-concept first floor is designed for modern living and effortless entertaining, featuring tile flooring throughout the entire home, creating a clean, cohesive, and low-maintenance living environment. The spacious kitchen is a true highlight, offering abundant cabinetry, solid-surface countertops, stainless steel appliances, and a large center island that provides generous prep space and seating. The open layout allows the kitchen to flow seamlessly into the dining and living areas, making it ideal for gatherings and everyday living. Step outside to your privately fenced courtyard featuring a beautiful canopy, creating a shaded and inviting outdoor retreat perfect for relaxing or entertaining year-round. Upstairs, you’ll find three generous sized bedrooms and two full bathrooms. The primary suite includes a spacious walk-in closet and an elegant en-suite bath with dual vanities, offering both comfort and privacy. Ideally located just minutes from Walt Disney World, Disney Springs, Flamingo Crossings, major highways, shopping centers, restaurants, hospitals, and top-rated schools, this home delivers exceptional convenience in one of the most desirable areas near Orlando’s attractions. Whether you're searching for a primary residence or an investment opportunity, this property is must-see.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Leidy Sanquiz (407-451-7197)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$450,00033 Days on yellowkey MLS ID: O6400571
REDUCED by $19,000 (4.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
Remarks: Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing Agent: Herna Quero (321-305-0916)
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