Location: Winter Garden
Do Not Show Listings
12706 GROVEHURST AVE, WINTER GARDEN, FL 34787
$645,00013 Days on yellowkey MLS ID: O6424010
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3382 Built: 2005 Tax: $8,232 (2025)Community: Grovehurst A-DSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,232
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience 12706 Grovehurst Ave, recently updated with fresh interior paint and a partial flooring replacement. The kitchen is equipped with all stainless steel appliances, enhancing functionality. The primary bathroom features double sinks, a separate tub, and a separate shower for convenience. A dedicated patio provides exterior space. Discover updated comfort and modern amenities.
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1338 UNION CLUB DR, WINTER GARDEN, FL 34787
$890,00043 Days on yellowkey MLS ID: O6412710
REDUCED by $10,000 (1.1%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2637 Built: 2014Monthly Fee: $208 Tax: $13,895 (2025)Community: Oakland ParkaSpa: YesSingle Family
Taxes:$13,895
Remarks: Virtually Staged. Imagine 1338 Union Club Dr, a residence recently updated with partial flooring replacement. Its kitchen includes all stainless steel appliances, an accent backsplash, and an island, while the primary bedroom features a walk in closet and the primary bathroom provides double sinks. Beyond, a covered patio overlooks an in ground pool within a fully fenced in backyard. This updated residence provides modern comfort and an inviting outdoor space.. Included 100-Day Home Warranty with buyer activation
5545 BOWMAN DR, WINTER GARDEN, FL 34787
$465,00070 Days on yellowkey MLS ID: O6407484
REDUCED by $10,000 (2.1%) on 07/16/2026
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
17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$844,00047 Days on yellowkey MLS ID: O6414274
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3037 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under Construction. Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. Upstairs boasts an extended loft that provides an excellent space for lounging as well as three secondary bedrooms - one with its own ensuite! Additional features include an 8-foot front door and 8' doors on the 1st floor, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule a tour!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jasmine Martz (407-756-8344)
17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$775,00063 Days on yellowkey MLS ID: O6409619
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2670 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Tax Year: 2026
Remarks: Under Construction. Luxury New Home by RockWell Homes, Now Selling! The Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home. This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.
Listing Agent: Abigail Belchick (407-967-3490)
17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$725,00085 Days on yellowkey MLS ID: O6402876
REDUCED by $2,000 (0.3%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Remarks: Under Construction. New Single-Story Home by RockWell Homes, Now Selling! The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale design options to suit your style. Step inside to discover a thoughtfully designed kitchen featuring an eat-in island, solid surface countertops, and high-end stainless-steel appliances, including a cooktop, microwave, oven, dishwasher, and vent hood. The kitchen is further enhanced by upgraded 42-inch cabinets, a ceramic tile backsplash, an undermount sink, a Delta faucet, and a butler’s pantry for extra storage. A walk-in storage pantry provides ample space, while the lighting package adds a touch of elegance to the space. The primary suite serves as a private retreat, featuring a dual sink vanity, a ceramic tile shower with a glass enclosure, and ceramic tile flooring. Upgraded Delta faucets, a walk-in closet, stylish lighting, and towel bars complete this serene space. The two secondary bedrooms offer generous closet space and share a full bathroom that includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, lighting, and towel bars for both style and convenience. Additional highlights of this new home include an 8-foot front door, dual-pane energy-efficient windows, a new home warranty, a full landscaping package, and a garage door opener. The utility area is also finished with durable ceramic tile, adding both function and style to the home. With its ideal blend of luxury, functionality, and energy efficiency, this single-story home by RockWell Homes offers the perfect space for comfortable, modern living.
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$845,00088 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!
142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$297,90036 Days on yellowkey MLS ID: O6414551
1 Days Off yellowkey (back on 7/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005Monthly Fee: $563 Tax: $3,928 (2025)Community: Southern Pines CondoCondo
Taxes:$3,928
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Seller Offering Up to $7,000 Toward Buyer Closing Costs and a one YEAR AHS Home Warranty. Use our Preferred Lender and they will contribute $1000 towards closing costs with loan approval at closing! $8000 total value to BUYER at closing!! Move-in ready and priced under $298,000, this beautifully updated condominium in the gated Southern Pines community offers exceptional value just minutes everything needed for a balanced lifestyle. Located only 7 minutes from Historic Downtown Winter Garden, this second-floor residence combines modern upgrades, generous storage, and resort-style amenities in one of the area's most convenient locations. The open-concept floor plan features spacious living and dining areas accented by engineered hardwood flooring that extends throughout the main living spaces and into a dedicated office alcove with custom built-in shelving. Fresh interior paint, updated lighting fixtures, ceiling fans and plenty of windows create a bright, contemporary feel throughout. The primary suite offers brand-new carpet, a generous walk-in closet, and a private bath featuring a large walk-in shower, granite-topped vanity, and updated lighting. Two additional bedrooms also feature new carpeting, updated fans and lighting fixtures, and oversized walk-in closets. A well-appointed secondary bath includes an extended granite vanity with abundant storage and a versatile tub/shower combination. At the center of the home, the upgraded kitchen showcases white cabinetry, granite countertops, a new stainless-steel sink with drying rack and pull-down faucet, plus a complete suite of brand-new appliances including refrigerator, range, microwave, and dishwasher. A dedicated laundry area with storage shelving and a separate adjacent linen closet provide added convenience, while multiple walk-in closets in the bedrooms have an uncommon amount of storage for condominium living. Major systems have already been addressed for peace of mind. The HVAC system has recently had seasonal servicing. The hot water heater is awaiting permitting and will be replaced in June 2026, and the home is protected by a transferable home warranty plan. (Covers Appliances, Ceiling Fans, HVAC, HWH, disposal, plumbing and more) Southern Pines residents enjoy an impressive amenity package including gated entry, on-site management, resort-style pool and spa, fitness center, tennis courts, indoor basketball court, volleyball court, playground, pet park, clubhouse with theater room, billiards room, computer center, BBQ area, and even a resident car wash station. Conveniently located just minutes from Publix, Winter Garden Village, the West Orange Trail, Downtown Winter Garden, major shopping, dining, and entertainment, with quick access to the Turnpike, SR 429, I-4, Orlando attractions, and area employers. HOA dues include internet, basic cable, recreational amenities, trash service, and exterior lawn and maintenance. No worries here about Roof Replacement or Exterior Maintenance cost, true worry free living. This is the complete condominium lifestyle package—updated with NEW NEW NEW is really move-in ready in an amenity-rich, and ideally located community. Come see it today, we would love to show it to you.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mildred Hershiser (407-758-5263)
13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787
$514,99047 Days on yellowkey MLS ID: O6414240
REDUCED by $20,000 (3.7%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $160 Tax: $1,747 (2025)Community: Serenade At OvationSingle Family
Taxes:$1,747
Remarks: Major Price Improvement!! Take advantage of the 4.99% interest rate if you close by the end of July 2026!!! Welcome to Serenade at Ovation, one of Winter Garden's most desirable new home communities, where modern design meets an unbeatable Central Florida lifestyle. This completed brand-new Cooper floor plan offers 2,078 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 baths, a versatile loft, and a 2-car garage, all perfectly positioned with the front of the home overlooking peaceful conservation views. The open-concept layout is ideal for both everyday living and entertaining. At the heart of the home, the gourmet kitchen showcases beautiful quartz countertops, elegant linen cabinetry, and abundant workspace while seamlessly connecting to the spacious dining and living areas. Stunning level-three natural wood-look plank tile flooring flows throughout the first floor, creating warmth, durability, and timeless appeal. Upstairs, the spacious primary suite serves as a private retreat featuring a large walk-in closet, dual-sink vanity, and oversized walk-in shower. Two additional bedrooms, a full bath, and a flexible loft provide plenty of space for a home office, media room, playroom, or additional gathering area. Modern finishes, energy-efficient construction, and thoughtful design details throughout make this home truly move-in ready. Residents of Serenade at Ovation enjoy an exceptional location in the heart of Winter Garden, one of Central Florida's fastest-growing and most sought-after communities. Just minutes away, Historic Downtown Winter Garden offers charming brick-lined streets, boutique shopping, farmers markets, live entertainment, and an impressive selection of local restaurants, cafés, breweries, and outdoor dining options. Nearby Winter Garden Village provides convenient access to popular retailers, grocery stores, fitness centers, and everyday conveniences. Outdoor enthusiasts will appreciate close proximity to the award-winning West Orange Trail, numerous parks, lakes, golf courses, and recreational opportunities throughout the area. Families and professionals alike will enjoy the community's convenient access to major roadways including State Road 429, Florida's Turnpike, State Road 535, and Interstate 4, providing quick connections to Downtown Orlando, Disney, Orlando International Airport, and the region's major employment centers, entertainment destinations, and attractions. Experience the perfect combination of contemporary living, natural surroundings, and unmatched convenience in this exceptional new home at Serenade at Ovation.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Peter Yates, Pa (407-417-3636)
13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787
$524,99029 Days on yellowkey MLS ID: O6419366
REDUCED by $15,000 (2.8%) on 07/21/2026
15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787
$340,00090 Days on yellowkey MLS ID: O6401625
REDUCED by $4,900 (1.4%) on 07/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $285 Tax: $4,779 (2025)Community: Tucker OaksCondo
Taxes:$4,779
Remarks: Wow! Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded condo-townhome style offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms. This stunning home offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and extra natural light that only a corner position can provide. Relax on your back patio with no rear neighbors and a private forest backdrop. The community offers a pool, walking paths, basketball courts, BBQ area, playground, not to mention, minutes from the West Orange Trail and downtown Winter Garden’s charm. You deserve this home.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Ali Mazahaem Flores (407-485-4177)
16802 OAKBORO ST, WINTER GARDEN, FL 34787
$500,000Listed 07/21/2026 3:26PM MLS ID: O6425489
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $21 Tax: $7,269 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$7,269
Remarks: Welcome to this beautifully maintained, Laurel floor plan offers 3 bedrooms, 2 bathrooms, and an open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a breakfast bar, a walk-in pantry, and an adjoining dining area that flows seamlessly into the living room. Elegant ceramic tile extends throughout the main living areas, while the abundant natural light create a bright, inviting atmosphere. The private primary suite offers a generous walk-in closet and an ensuite bath with dual vanities and a large walk-in shower. Two additional bedrooms are thoughtfully positioned toward the front of the home, providing flexibility for guests, a home office, or hobbies. Enjoy Florida living year-round on the private brick-paver patio, with additional upgrades including an epoxy-coated garage floor, overhead storage racks, seamless gutters, upgraded front elevation with brick accents, and a rear-entry garage for enhanced curb appeal. Located in the Waterleigh master-planned community, residents enjoy resort-style amenities including multiple pools, fitness centers, walking trails, parks, playgrounds, sports courts, community gardens, and scenic lakes. Conveniently located near Horizon West, Hamlin Town Center, New Publix, shopping, dining, major roadways, Walt Disney World, and everything Winter Garden has to offer. Don't miss the opportunity to own this move-in-ready home in one of Central Florida's most desirable communities.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$749,99027 Days on yellowkey MLS ID: O6418908
REDUCED by $30,000 (3.8%) on 07/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $169 Tax: $2,512 (2025)Community: Encore At OvationSpa: NoSingle Family
Taxes:$2,512
Remarks: Welcome to 12033 Encore At Ovation Way in Winter Garden, Florida! This new construction home built by M/I Homes offers 2,740 square foot of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The functional floorplan offers versatility for a variety of lifestyles while maintaining a cohesive flow throughout the home. The home's design balances aesthetic appeal with practical functionality, creating spaces that are both beautiful and livable. This beautiful two-story home features an open-concept living space perfect for entertaining and family gatherings, a first-floor bedroom, a versatile loft space, a wrap-around front porch, an extended covered lanai, and a 2-car garage. Located upstairs off the loft, your owner's bedroom provides convenience and privacy with its en-suite bathroom and large walk-in closet. Experience the comfort and style of new construction without the wait. This move-in ready home offers the perfect opportunity to start fresh in a brand new space that hasn't been lived in before. Schedule a viewing today to experience firsthand what makes this Winter Garden home special!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
9561 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787
$729,0005 Days on yellowkey MLS ID: O6426027
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2018Monthly Fee: $255 Tax: $6,570 (2025)Community: Waterleigh Ph 2BSingle Family
Taxes:$6,570
Elementary School: Atwater Bay Elementary
Remarks: Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a versatile flex room can serve as a home office, formal dining room, playroom, hobby space, or additional sitting area based on your needs. Wood-look tile extends across the first floor, where wide archways create an easy flow between the kitchen, casual dining area, and family room. The kitchen is anchored by a large island with seating and features white cabinetry, stainless steel appliances, a blue glass-tile backsplash, generous counter space, a walk-in pantry, and a cabinet-lined serving area. The refrigerator was replaced in July 2024, and the microwave was replaced in November 2023. The first-floor primary suite offers a comfortable retreat with a tray ceiling, multiple windows, and an en suite bath featuring dual vanities, a soaking tub, separate shower, and an exceptionally large walk-in closet. Upstairs, one secondary bedroom includes its own full bath, while two additional bedrooms share another full bathroom with dual sinks. The oversized loft provides adaptable space for media, recreation, work, or hobbies. A dedicated laundry room, powder bath, built-in drop zone cabinetry, and attached two-car garage add everyday convenience. Wi-Fi-enabled features include the refrigerator, washer, dryer, microwave, thermostat, garage door openers, Ring device, and two smoke detectors. The exterior was painted in August 2025, and the covered front porch, covered rear lanai, and grassy backyard provide additional space to relax outdoors. Waterleigh residents have access to amenities throughout every phase of the community, including four resort-style pools, three fitness centers, tennis courts, sand volleyball, mini-golf, multiple playgrounds, pavilions, and walking paths. Lawn maintenance is included with the HOA, allowing more time to enjoy the neighborhood and its convenient Horizon West location near SR-429, shopping, dining, and Central Florida attractions.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christopher Bessette (407-292-5400)
1005 CHASE DR, WINTER GARDEN, FL 34787
$599,99955 Days on yellowkey MLS ID: O6411451
REDUCED by $1 (0.0%) on 07/09/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Taxes:$7,087
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. This is the one in Winter Garden's Golf Cart District. SELLER BONUS: from now until July 31st, the seller will credit up to $5,000 toward a privacy fence on any full-price contract. A fully renovated 4-bed, 2.5-bath home on a corner lot in the golf cart community of Island Pointe, and it is move-in ready. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. Double-height ceilings and natural light greet you at the entry, and the kitchen flows right into the living space so the home feels open and connected. The kitchen has stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that works for everyday life. The primary suite is its own retreat, with two walk-in closets, a glass walk-in shower, and a soaking tub. Three additional bedrooms give you room to grow. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac, all inside the Island Pointe golf cart community. HOA runs $68 a month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden.
Listing Agent: Elizabeth Lofholm (906-221-4905)
1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787
$287,00026 Days on yellowkey MLS ID: O6420493
REDUCED by $8,000 (2.7%) on 07/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005 Tax: $3,625 (2024)Community: Southern Pines CondoCondo
Taxes:$3,625
Tax Year: 2024
Remarks: Beautiful 3-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious unit offers 1,453 square feet of living space with an open floor plan, abundant natural light, and a comfortable layout perfect for both homeowners and investors. Residents enjoy resort-style amenities including a community pool, heated spa, fully equipped fitness center, indoor basketball court, tennis and racquetball courts, sand volleyball court, movie theater, game room, business center, and playground. The community is conveniently located near major highways, shopping, dining, entertainment, and historic downtown Winter Garden. Experience maintenance-free living in one of Central Florida's most sought-after communities. Schedule your private showing today.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Paloma Eduar Andrade Froldi (407-360-5466)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$620,00023 Days on yellowkey MLS ID: G5114379
REDUCED by $10,000 (1.6%) on 07/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215Community: Waterside/Johns Lake Ph 2ASingle Family
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Motivated Seller! Don't miss your opportunity with this Winter Garden home - offering elegance, convenience and affordability. Situated inside the desirable Waterside community, you will find this beautifully designed residence, blending timeless sophistication with modern comfort, offering an open floor plan, designer finishes, and exceptional indoor-outdoor living. From the moment you arrive, the charming covered front porch, mature landscaping, and inviting curb appeal set the tone. Inside, you're greeted by wide-plank luxury vinyl flooring, soaring ceilings, crown molding, and sun-filled living spaces designed for both everyday living and effortless entertaining. The gourmet kitchen is a true showpiece featuring granite countertops, an oversized center island with seating, farmhouse sink, shaker cabinetry, stainless steel appliances, gas cooktop, double ovens, subway tile backsplash, a custom, handmade hood and designer pendant lighting. Flowing seamlessly into the spacious dining area and family room, this home is ideal for gathering with family and friends. Large sliding glass doors open to an expansive covered lanai with a stunning wood-finished ceiling, creating the perfect space to dine outdoors or just relax. The fully fenced backyard provides privacy, while maintaining a low-maintenance lifestyle. As you journey to the second level, you are greeting by a spacious loft, creating a retreat for unwinding and more closet space. Two large, additional bedrooms and a full bathroom are set off from the primary suite. Escape to your luxurious primary suite, offering a spacious walk-in closet and a beautifully upgraded spa-inspired bath, complete with a custom dual-sink vanity with quartz countertops, elegant gold fixtures, an oversized walk-in shower, and designer tile extending to the ceiling. Additional highlights include double-pane windows, custom window treatments, upgraded light fixtures, abundant storage, an oversized laundry room and pantry and thoughtful designer touches throughout. Residents enjoy outstanding resort-style amenities including a lakeside community pool, clubhouse, fitness center, playground, unfenced dog park and community dock. Ideally located in the heart of Winter Garden, this exceptional home is just minutes from shopping, dining, entertainment, theme parks, major highways, and top-rated schools. This isn't just a home; it's a lifestyle. Book your showing today!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Wendy Moore (678-575-5596)
304 ERON WAY #2, WINTER GARDEN, FL 34787
$175,90030 Days on yellowkey MLS ID: O6419000
REDUCED by $2,000 (1.1%) on 07/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1984Monthly Fee: $450 Tax: $2,151 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,151
Remarks: Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen with kitchen counters for additional seating. All appliances included Refrigerator, stove, dishwater, microwave, washer and dryer. Primary bedroom features private full bathroom 2 assigned parking spots, community swimming pool, exterior maintenance and landscaping are included in the monthly HOA fee. Close to Highway 50, parks, shopping, public transportation and much more.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Asif Kassim (321-256-0500)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$779,90042 Days on yellowkey MLS ID: O6408908
REDUCED by $10,000 (1.3%) on 07/21/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,000114 Days on yellowkey MLS ID: O6394059
REDUCED by $34,000 (2.7%) on 06/17/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Elementary School: Lake Whitney Elem
Remarks: Discover luxury living in the gated community of Canopy Oaks, where this exceptional A.R. Bailey Homes Delray floor plan combines timeless design, modern comfort, and an ideal Winter Garden location. Situated within an intimate enclave of only 49 homesites, this meticulously maintained residence offers flexible multigenerational living, expansive entertaining spaces, and seamless indoor-outdoor Florida living just minutes from Historic Downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation, and major roadways. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, and grand solid wood double-entry doors create a striking first impression. Inside, thoughtfully designed living spaces feature architectural ceilings, abundant natural light, elegant finishes, and an open-concept layout designed for both everyday living and entertaining. At the heart of the home, the chef's kitchen showcases a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized island, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, and a spacious walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar provides a distinctive entertaining feature rarely found in this price range. The first-floor primary suite offers a private retreat with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom walk-in closet. A separate first-floor en-suite bedroom offers flexibility for guests, extended family, or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath, and covered balcony, creating exceptional privacy and versatility for family and guests alike. Designed to embrace Florida's outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders connect the interior to the covered lanai, complete with a motorized retractable screen for year-round enjoyment. The oversized backyard, enclosed by a stucco privacy wall, provides ample space for a custom pool, outdoor kitchen, or personalized outdoor living area. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and generous storage throughout. Canopy Oaks residents enjoy nature trails, a community playground, and convenient access to the Roper YMCA, Orlando Health, Historic Downtown Winter Garden, Winter Garden Village, the Florida Turnpike, SR 429, SR 408, and Interstate 4. Offering five en-suite bedrooms, dual primary suites, luxury finishes, and an exceptional Winter Garden location, this beautifully maintained residence presents an outstanding opportunity to enjoy refined Central Florida living. Also available for lease (MLS #O6416527).
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
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