Location: Winter Garden , 34787
Do Not Show Listings
5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787
$499,00014 Days on yellowkey MLS ID: S5151845
REDUCED by $16,000 (3.1%) on 06/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2021Monthly Fee: $91 Tax: $8,266 (2025)Community: Hamilton Gardens Ph 2A 2BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,266
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Location, Location, Location! Welcome to this beautiful 4-bedroom home located in the highly desirable Hamilton Gardens community in Winter Garden. Just minutes from Hamlin Town Center, you’ll enjoy convenient access to shopping, restaurants, coffee shops, movie theaters, fitness centers, Publix, and everyday essentials. This spacious home features 4 bedrooms, with all bedrooms conveniently located upstairs, creating a functional layout that offers privacy and separation from the main living areas. Downstairs, you’ll find a versatile flex space that can be used as a home office, study area, playroom, or additional sitting room. The open-concept kitchen features a gas stove, perfect for those who enjoy cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and everyday living. Residents of Hamilton Gardens enjoy access to the community swimming pool and beautifully maintained neighborhood amenities. The home is also conveniently located near SR-429, providing quick access to Disney, Downtown Winter Garden, Downtown Orlando, and other major destinations throughout Central Florida. Families will appreciate the excellent school district, including highly rated elementary and middle schools, making this one of the most desirable areas in Winter Garden.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
14903 DRIFTWATER DR, WINTER GARDEN, FL 34787
$380,00018 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
Elementary School: None
High School: None
Middle School: None
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 .
6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$737,11013 Days on yellowkey MLS ID: G5113741
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: Virtually Staged. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$589,90031 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)
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00054 Days on yellowkey MLS ID: G5111855
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $16,000 (2.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2842 Built: 2015Monthly Fee: $342 Tax: $8,082 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,082
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Amazing opportunity for a corner lot pool home, within the highly demanded Waterleigh - Marina Bay neighborhood. With views of Hickorynut Lake from the front porch and theme park fireworks from the back porch and pool, you have found resort-style living with easy access to everything Central Florida has to offer. Looking for more privacy while enjoying the heated pool? Simply close the privacy curtains that are installed around the pool cage. Inside, you’ll find a spacious home that includes 4 bedrooms, 3 and a half bathrooms, a flex space, a loft, ample storage, and much more. The primary suite is located on the first floor, while one of the second floor bedrooms is designed like a secondary primary with a bathroom en suite. Take advantage of numerous upgrades throughout including, Smart Home features, security options, car charger in garage, wood and tile flooring throughout, granite countertops, plantation shutters, under stairs storage and attic storage where drywall and lighting have been added. Recent updates include, pool (June 2023), exterior paint (Feb 2022), HVAC (Jan 2022), pavers cleaned & sealed (June 2023). When not enjoying the beauty of your home, take advantage of the numerous resort-style amenities that come with living in Waterleigh including, lawn & landscaping maintenance provided by the HOA, two large clubhouses with rentable space, four resort-style pools, two fitness centers, tennis, sand volleyball, mini-golf course, walking paths that take advantage of how the neighborhood wraps around the lake, regular community events, and so much more. As you venture outside of the community you find the home’s location puts you in close proximity to schools, Orange County National Golf, the numerous village centers of Horizon West, Historic Downtown Winter Garden, and quick access to all Central Florida has to offer with 429 connecting you to the Florida Turnpike, 408, and I-4.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Joshua Howard (407-739-9118)
1950 PANTHEON DR, WINTER GARDEN, FL 34787
$510,0004 Days on yellowkey MLS ID: O6418888
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1754 Built: 2015Monthly Fee: $211 Tax: $3,783 (2025)Community: Alexander RdgSingle Family
Taxes:$3,783
High School: West Orange High
Remarks: Virtually Staged. Welcome to 1950 Pantheon Drive, a charming 3-bedroom, 2-bath home located in the desirable Alexander Ridge community of Winter Garden. Offering 1,769 square feet of living space, this thoughtfully designed split-bedroom floor plan provides comfort, privacy, and easy everyday living. From the moment you arrive, the home makes a welcoming first impression with a bright exterior, paver driveway, covered entryway, mature landscaping, and a large front tree that adds shade and curb appeal. Inside, the open living, kitchen, and dining areas create a functional flow for relaxing, gathering, and entertaining. The living room features warm engineered wood flooring, neutral tones, and natural light from multiple windows, creating a bright and inviting main living space. The kitchen overlooks the living area and features granite countertops, warm wood cabinetry, stainless steel appliances, pendant lighting, recessed lighting, a breakfast bar, a center island, a deep kitchen sink, and a modern pull-down faucet. Just beyond the kitchen, the dining area provides a dedicated space for meals while remaining connected to the heart of the home. The private primary suite offers neutral tones and direct access to the ensuite bathroom. The primary bath features dual sinks, granite countertops, warm wood cabinetry, upgraded lighting, a walk-in shower with a glass enclosure, a separate soaking tub, and direct access to the walk-in closet. The walk-in closet also includes convenient door access to the laundry room, adding a smart everyday function. Bedrooms 2 and 3 are located on the opposite side of the home and share a spacious second bathroom. Recent updates include HVAC replaced in August 2024, Solar Panels in 2018, roof installed in 2023. The solar system is paid off, helping create an energy-efficient home with low-cost utilities. Alexander Ridge offers inviting community amenities, including a resort-style pool with paver decking, lounge areas, a covered pavilion, playground, open green space, and beautifully maintained common areas surrounded by mature landscaping and palm trees. This Winter Garden home blends comfort, function, efficiency, and community living in one inviting package.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
14501 GROVE RESORT AVE #3429, WINTER GARDEN, FL 34787
$317,90036 Days on yellowkey MLS ID: O6401719
REDUCED by $2,000 (0.6%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $997 Tax: $6,729 (2025)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,729
Remarks: Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park — Steps from the Water Park Positioned on a high floor, this spacious residence offers serene views from a private screened balcony—the ideal setting to relax after a day enjoying the nearby attractions. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen areas, featuring quartz countertops, stainless steel appliances, and a fully equipped setup designed for both comfort and practicality. The primary suite delivers a refined retreat with a king-size bed and an en-suite bathroom complete with double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms, each with queen-size beds, provide ample space and privacy for guests and family. Living just moments from the Surfari Water Park means you’re only a short walk away from water slides, the FlowRider® surf simulator, lazy river, and resort-style pools—making this unit especially attractive for both personal use and short-term rentals. Beyond the water park, enjoy access to Lake Austin, on-site dining, spa services, fitness center, and a full suite of entertainment amenities. This condo-hotel offers a fully managed, hands-off investment model, with a professional on-site team handling rentals, maintenance, and guest services. HOA fees conveniently include utilities such as electricity, water, cable, and high-speed internet. Whether you're seeking a vacation home with unmatched convenience or a high-performing income property, this residence stands out for one key reason: location within the resort—just steps from the water park, where demand is highest and experiences are unforgettable.
Listing is courtesy of: DOUBLE M GROUP COMPANY (407-777-0070)
Listing Agent: Andrey Da Silva (407-990-4288)
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$719,90055 Days on yellowkey MLS ID: O6400896
REDUCED by $10,000 (1.4%) on 06/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$5,441
Elementary School: Whispering Oak Elem
Remarks: Seller will contribute $7500 towards Buyer's closing costs with asking price purchase. MOVE-IN READY | CONSERVATION LOT with SERENE LAKE BURNETT INLET VIEWS | GATED COMMUNITY | Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN SPACE ON THE RIGHT side. Enjoy the tranquil scenery from the screened lanai of the Lake Burnett Inlet, framed by majestic oak trees draped in spanish moss. This property delivers PRIVACY, NATURE, AND EXCEPTIONAL CURB APPEAL Inside, you’ll find a bright **OPEN-CONCEPT LAYOUT featuring tile flooring throughout the first floor and luxury vinyl plank flooring on the second floor. This home boasts **CROWN MOLDING, **CUSTOM WINDOW CASINGS, **CUSTOM FEATURE WALL in the dining room and designer touches throughout. The spacious kitchen is the heart of the home with 42” cabinetry, stainless steel appliances, pantry, dry island, and a seamless flow into the great room and dining areas, perfect for entertaining and everyday living. A dedicated office/flex room on the first floor, offers the ideal work-from-home setup or bonus living space. Upstairs you will find additional living space in the oversized game room. The spacious primary suite features a cozy window bench seat, LARGE WALK-IN CLOSET, DUAL VANITIES, SOAKING TUB, WALK-IN SHOWER and private water closet. GENEROUSLY SIZED SECONDARY BEDROOMS, with two offering walk-in closets. Step outside to the screened lanai and enjoy peaceful water and conservation views from the FULLY FENCED BACKYARD with aluminum fencing, featuring dual side gates. Additional upgrades include **FRESH EXTERIOR PAINT, **NEW WATER HEATER** **NEW DISHWASHER** **NEWER WASHER AND DRYER** **GUTTERS WITH PREMIUM LEAF PROTECTION** **PRE-WIRING FOR A SECURITY SYSTEM. Residents of Hickory Hammock enjoy **RESORT-STYLE AMENITIES** including a Clubhouse, Resort Style Pool, Fitness Center, Tennis Courts, Sand Volleyball Courts, Fishing Pier, Playground, Walking Trails, Community Parks and Golf Cart Friendly Streets. Conveniently located near top-rated schools, shopping, dining, and major roadways. Only a short 10 minute drive to the Winter Garden Village or Downtown Winter Garden where you can enjoy a variety of restaurants, boutiques, Plant Street Market, coffee shops as well as the Farmer's Market on Saturday mornings. This is the Florida lifestyle Buyers have been waiting for. Schedule your private showing today.
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
7687 BOWERY DR, WINTER GARDEN, FL 34787
$820,00018 Days on yellowkey MLS ID: O6415123
REDUCED by $10,000 (1.2%) on 06/24/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3179 Built: 2020Monthly Fee: $134 Tax: $9,576 (2025)Community: Ravenna Ph 1Single Family
Taxes:$9,576
Elementary School: Summerlake Elementary
Remarks: Welcome to the luxury of 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This exquisite home offers a rare combination of upscale lifestyle flexibility and long-term value. Grand 8-foot double front doors open into a beautifully designed layout, setting the stage for an expansive, masterfully crafted floor plan featuring 5 bedrooms, 4 full bathrooms, and over 3,100 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main living areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five, 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious main-level primary suite serves as a true sanctuary, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the home features a Jack-and-Jill bathroom layout between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a primary residence, multi-generational retreat, or private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your expansive, premium 0.48-acre lot—one of the largest in the entire community! Designed for true tranquility, this oversized backyard boasts NO REAR NEIGHBORS and looks out directly over a serene, protected conservation area, providing ultimate privacy and beautiful natural views. Best of all, residents can enjoy spectacular theme park fireworks every night right from their own property! The neighborhood offers a community pool, playground, low HOA fees, and NO CDD. PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center, premium shopping, dining, and major transport corridors, including the 429, 408, and Florida’s Turnpike for a swift commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,190,00053 Days on yellowkey MLS ID: O6403198
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3693 Built: 2021Monthly Fee: $225 Tax: $12,882 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$12,882
Elementary School: Water Spring Elementary
Remarks: Welcome to this stunning 2021-built residence in the highly sought-after Encore at Ovation community in Winter Garden, where modern elegance meets exceptional comfort and thoughtful design. This beautifully upgraded home showcases an open-concept floor plan filled with abundant natural light, soaring ceilings, and exquisite, professionally curated finishes throughout. rom the moment you arrive, you’re greeted by impressive curb appeal, lush landscaping, a charming front porch, and a grand, custom-designed entry hall that sets the tone for the home’s refined interior. Inside, you’ll find designer lighting, including high-end chandeliers and custom pendant fixtures, enhancing both the common and private living spaces. The gourmet kitchen is a true showstopper, featuring next-generation stainless steel appliances, premium cabinetry, stunning stone countertops, a spacious center island, and a large walk-in pantry, perfectly designed for both everyday living and entertaining. The seamless flow into the living and dining areas creates an inviting atmosphere for gatherings of any size. Retreat to the expansive primary suite, where the spa-inspired master bathroom offers a truly luxurious experience with oversized proportions and high-end finishes, complemented by custom-designed closets. Additional bedrooms are generously sized, offering flexibility for guests, a home office, or multi-generational living. This home also features a spacious loft, an oversized laundry room, and beautiful flooring throughout with no carpet, providing both style and easy maintenance. Step outside to your private backyard oasis, designed for unforgettable moments. Enjoy a covered summer kitchen complete with modern features and a cozy fireplace, perfect for barbecues and al fresco dining. The breathtaking pool and spa, enhanced by elegant landscaping and design, create a resort-style ambiance. A fire pit gathering area and outdoor shower complete this exceptional space, your guests may never want to leave. Additional highlights include a Tesla charger, solar panel system for significant energy savings, and a garage equipped with storage racks and ample space. Situated on a premium lot, this home truly offers it all. Ideally located near top-rated schools, shopping, dining, and major highways, and just minutes from Walt Disney World and Orlando’s world-class attractions, this move-in-ready masterpiece delivers the perfect combination of luxury, efficiency, and prime location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
15506 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$894,000287 Days on yellowkey MLS ID: O6343579
REDUCED by $5,000 (0.6%) on 06/05/2026
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
Tax Year: 2024
Remarks: Virtually Staged. 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)
330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$300,00039 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)
5091 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$650,0007 Days on yellowkey MLS ID: G5114001
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2018Monthly Fee: $190 Tax: $5,711 (2025)Community: Orchard Hills Phase 3Single Family
Taxes:$5,711
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Stunning Upgraded 4-Bedroom Home in Desirable Winter Garden! Welcome to 5091 Palmetto Park Drive, where quality upgrades, thoughtful design, and Florida living come together! Situated on an oversized 50’ x 135’ homesite, this beautifully maintained home offers exceptional features inside and out, making it truly move-in ready. From the moment you arrive, you’ll appreciate the custom details including an elegant custom glass front door, crown molding throughout the home, and beautiful tile flooring throughout—no carpet! The chef-inspired kitchen has been tastefully updated with: * New granite countertops * Designer backsplash * KitchenAid refrigerator (transferable warranty to 2030) * Whirlpool oven * KitchenAid dishwasher (transferable warranty to 2030). The spacious primary suite features a custom walk-in closet and an upgraded en-suite bath with a large walk-in shower. Throughout the home you’ll find custom closets, handcrafted built-in cabinetry including a beautiful custom queen Murphy bed/office wall unit with built in desk, decorative wall niches, and a built-in ironing board in the utility room. Additional upgrades include: * Fully PAID-OFF SOLAR PANELS (current homeowner pays approximately $33/month electric bill for the entire home) * Whole-house water filtration system * Vivint smart security system with sensors and 4 cameras (subscription transferable) * Comfort height toilets * New A/C evaporator coil * Garage epoxy flooring * Custom garage storage shelving * Garage utility sink * Additional garage storage * Exterior painted with premium lifetime acrylic paint. Step outside to enjoy your expansive 40’ x 20’ travertine lanai, featuring both covered and uncovered entertaining areas with plenty of room to add a pool. Outdoor furniture is negotiable. Additional highlights: * Oversized lot * Custom glass shower in guest bathroom with niche * Two decorative interior wall niches, comfort height toilets * TVs and select furniture may be available separately. Orchard Hills has community swimming pool, fitness centre, dog park and community organised events. The HOA fee covers lawns mowed, blown and edged and best of all NO CDD fee for the community. Prime Winter Garden Location Enjoy living in one of Central Florida’s most sought-after communities! * Minutes to Historic Downtown Winter Garden with award-winning restaurants, boutiques, breweries, and the popular Farmers Market. * Easy access to the West Orange Trail. * Approximately 20–25 minutes to Downtown Orlando. * Around 25–30 minutes to Walt Disney World Resort. * Approximately 35–45 minutes to Orlando International Airport. * Roughly 75–90 minutes to Florida’s East Coast beaches, including Cocoa Beach and New Smyrna Beach. * Convenient access to SR-429, Florida’s Turnpike, and major shopping, dining, and medical facilities. Highly Rated Schools Located within the Orange County Public Schools district, with easy and quick access to highly regarded area private schools. This meticulously maintained home offers energy efficiency, premium upgrades, exceptional outdoor living, and an unbeatable Winter Garden location. Schedule your private showing today—this one won’t last!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$549,90049 Days on yellowkey MLS ID: O6405328
REDUCED by $20,000 (3.5%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2517 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claire Sims Llc (203-767-8109)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$975,00028 Days on yellowkey MLS ID: O6411926
REDUCED by $25,000 (2.5%) on 06/24/2026
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
Middle School: SunRidge Middle
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)
10264 LOVE STORY ST, WINTER GARDEN, FL 34787
$915,00038 Days on yellowkey MLS ID: O6409005
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3295 Built: 2018Monthly Fee: $228 Tax: $11,228 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$11,228
Remarks: Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
6212 ARALIA IVY LN, WINTER GARDEN, FL 34787
$429,90091 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)
15078 CANOPY COVER DR, WINTER GARDEN, FL 34787
$969,00055 Days on yellowkey MLS ID: O6404208
REDUCED by $5,000 (0.5%) on 06/24/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2270 Built: 2024Monthly Fee: $545 Tax: $10,412 (2025)Community: Del Webb OasisSingle Family
Taxes:$10,412
Remarks: This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended lanai, creating a backyard designed for morning coffee, evening wine, and everything in between. The backyard view is pure nature—a lush tree line that provides a true sense of privacy with no rear neighbors in sight. The outdoor kitchen, electronic blinds, and fully fenced yard elevate both privacy and ease. And for those who appreciate a well-appointed bar setup, a custom coffee and bar station was added by the owner—a thoughtful touch not included in the original kitchen build. Inside, natural light pours into open living spaces anchored by a gourmet kitchen with an oversized island, built-in cabinetry, upgraded tile and flooring, and high-end appliances including a Samsung refrigerator. Every detail has been considered—from custom shelving throughout (primary suite, pantry, laundry, study, even garage entry) to a built-in vacuum system and in-wall pest control. The extended 3-car garage with epoxy floors and added storage offers the space you actually need—and even comes prepped for a whole-home water filtration system, ready for the next owner to complete. And then there's the community. Del Webb Oasis is where neighbors become friends and every day feels like a getaway—resort-style pool and spa, pickleball and tennis, a stunning clubhouse, fitness center, exercise equipment along the walking path trail and Parkette, fire pits, social clubs, and curated events. Lawn care is handled, so your time is truly your own. All just minutes from Walt Disney World Resort, Hamlin Town Center, and Downtown Winter Garden—with easy access to everything Central Florida offers. Homes like this don't come back around—especially not in communities like this. This is your chance to step into the next chapter, already fully upgraded and ready to enjoy from day one.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$419,99058 Days on yellowkey MLS ID: O6403257
REDUCED by $20,000 (4.5%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $204 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Remarks: Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
16845 HOBE SOUND CT, WINTER GARDEN, FL 34787
$546,990217 Days on yellowkey MLS ID: O6362478
REDUCED by $8,000 (1.4%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.