Location: Winter Garden , 34787
Do Not Show Listings
8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787
$630,00054 Days on yellowkey MLS ID: O6411387
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $9,000 (1.4%) on 06/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2274 Built: 2018Monthly Fee: $252 Tax: $5,852 (2025)Community: Summerlake Pd Ph 4BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,852
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8266 Purple Sandpiper Avenue in Winter Garden. This 4 bedroom, 3 bath home features a comfortable layout and plenty of space to fit different lifestyles. Inside you'll find an open living area that brings the kitchen, dining, and family room together making it easy to spend time with family or entertain guests. The kitchen overlooks the main living space, giving the home an open and connected feel. The home also features new flooring, newly added custom closet built-ins that provide both style and extra organization, fully paid-off solar panels for energy efficiency and long-term savings and a dedicated EV charging outlet in the garage for added convenience. With 4 bedrooms and 3 full bathrooms, this home offers flexibility for guests, a home office, or a growing household. The outdoor spaces are just as inviting. The covered front porch creates a welcoming first impression, while the screened back patio offers a great spot to enjoy morning coffee, outdoor meals, or relaxing in the shade. The community offers a wide range of amenities as well, including a pool, clubhouse, fitness center, playground, tennis court, and lake access. These features give residents convenient options for recreation, exercise, and time outdoors close to home. Located in Winter Garden, the home is set within a sought-after Central Florida area known for its growing mix of shopping, dining, parks, trails, and community conveniences. Residents enjoy access to nearby schools, local retail, major roadways, and popular destinations throughout Winter Garden and the greater Orlando area.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$499,99047 Days on yellowkey MLS ID: O6413423
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $80,000 (13.8%) on 07/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2026Monthly Fee: $96 Tax: $9,123 (2026)Community: Osprey RanchSingle Family
Taxes:$9,123
Elementary School: Water Spring Elementary
Tax Year: 2026
Middle School: Water Spring Middle
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787
$899,00048 Days on yellowkey MLS ID: O6412120
REDUCED by $25,999 (2.8%) on 07/01/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3657 Built: 2024Monthly Fee: $99 Tax: $12,004 (2025)Community: Osprey Ranch-Ph 1Spa: NoSingle Family
Taxes:$12,004
Remarks: One or more photo(s) has been virtually staged. Welcome to one of the most beautifully designed homes with almost 3700 square feet of luxury living space, priced under a million dollars, and only 4 minutes from Disney World. You can also view the Disney fireworks from the front porch and select bedroom windows every night! This house is a gem! This open-concept floor plan includes an expansive great room that flows seamlessly to the covered lanai and spacious backyard. Perfectly positioned to capture breathtaking sunset views over open farmland. There is plenty of room to build your dream pool, and there are no rear neighbors! Built less than 2 years ago, this exceptional 5-bedroom, 4.5-bath residence offers spacious rooms, stunning modern farmhouse finishes throughout, and ample storage (a premium in Florida). From the moment you step inside, the home delivers an unforgettable WOW factor. Anchored by an oversized island and a designer gourmet kitchen with a gas range for any chef’s delight. The stellar floor plan features premium cabinetry, quartz countertops, and fixtures. There are three ensuite bedrooms, including a luxurious primary suite, plus two secondary ensuite spaces. One of these ensuite spaces is conveniently located downstairs, making it ideal for guests or multigenerational living. Community amenities include: Pool, Splash Pad, Playground, Hiking & Biking Trails. Perfectly situated in the heart of Horizon West, this home is within walking distance of Flamingo Crossings shopping and dining, and the brand-new Ovation Elementary School, opening in August 2026. Convenient access to Hamlin, downtown Winter Garden, MCO, major roadways, shopping, dining, and entertainment make this location truly hard to beat. A rare combination of design, quality, functionality, views, and proximity to Disney. This is Central Florida luxury living at its best!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Susana Wight (407-530-8491)
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,000131 Days on yellowkey MLS ID: O6390569
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2986 Built: 2024Monthly Fee: $225 Tax: $2,420 (2024)Community: Avalon RidgeSingle Family
Taxes:$2,420
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2024
Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Thiago De Ataide (407-745-9283)
11043 JACKSON CV, WINTER GARDEN, FL 34787
$689,99926 Days on yellowkey MLS ID: O6420371
REDUCED by $10,000 (1.4%) on 07/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2095 Built: 2023Monthly Fee: $300 Tax: $8,763 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,763
Elementary School: None
High School: None
Middle School: None
Remarks: Located in the sought-after community of Waterleigh, Welcome Home to this freshly upgraded four-bedroom, three bath residence. Step through the front door and you will find its turn key. Built in 2023, this like-new residence offers over 2,000 square feet of thoughtfully designed living space with an open-concept floor plan perfect for both everyday living and entertaining. Inside you will discover a bright and open floor plan, the spacious living area flows seamlessly into the dining space and kitchen, creating a warm and inviting atmosphere. The kitchen features upgraded cabinetry and modern stainless steel appliances. The private primary suite offers a generous walk-in closet and a beautifully appointed en-suite bathroom designed for comfort and functionality. Three additional bedrooms provide flexibility for guests, a home office, or growing family needs, while the additional baths are thoughtfully designed for convenience. Enjoy Florida’s sunshine year-round in the backyard that is deal for barbecues, gardening, or simply unwinding after a long day. With a two-car garage and plenty of storage throughout, this home checks all the boxes. Located in the amenity-rich Waterleigh community offering resort-style pools, walking trails, playgrounds, fitness centers, and scenic green spaces, all just minutes from shopping, dining, top-rated schools, and convenient access to major highways, theme parks, and everything Orlando has to offer. This is an incredible opportunity to own a home in one of Central Florida’s most promising communities. Schedule your tour today, and welcome to your New Home!
Listing is courtesy of: ELITE PROPERTY SALES (321-206-8282)
Listing Agent: Brian Sunderland (352-978-0751)
110 WINDTREE LN #202, WINTER GARDEN, FL 34787
$209,90043 Days on yellowkey MLS ID: O6414527
REDUCED by $10,000 (4.5%) on 07/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984 Tax: $203 (2025)Community: Windtree Gardens Condo Ph 4Condo
Taxes:$203
Elementary School: Maxey Elem
Middle School: Lakeview Middle
Remarks: Price Reduction! Owner says SELL!! Welcome home to this tastefully renovated 2/2 second floor condo located in the sweet spot of bustling Winter Garden Florida USA. Just about everything was updated in 2024 to include the kitchen with beautiful stainless appliances, granite countertops, cabinetry & lighting. The owner has spent in excess of $60,000 on these renovations. Fresh paint throughout. New laminate flooring & baseboards in 2025, there is no carpet. The split bedroom layout is perfect for privacy while the primary bedroom is spacious with a walk in closet and ensuite bathroom. The 2nd bedroom includes a custom built closet and shelving providing ample storage options. The 2nd bathroom is adjacent to the 2nd bedroom. The washer and dryer hookups are located just off the kitchen providing easy access. This unit is conveniently located near the center of the community, just steps from the clubhouse, pool and mail areas. It also includes 2 designated parking spots just outside the unit. Windtree Gardens is situated in a fabulous area of Winter Garden providing quick access to all major roadways including the turnpike, 408 and 429. It is also just minutes from Historic Downtown Winter Garden including all that Plant Street has available, boutique shops, outdoor dining, Award Winning Farmer's Market, the very popular West Orange Trail and splashpad for the little ones. Also just a short drive to Winter Garden Village at Fowler Grove with numerous dining and retail options. Bonus..there is a Starbucks near the entrance to the community. This unit is ideal for a starter home, a second home or an investment property. Schedule your showing soon as this one is sure to fly off the shelf.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jeff Dodds (407-937-9521)
16448 PARABLE WAY, WINTER GARDEN, FL 34787
$698,00010 Days on yellowkey MLS ID: O6424455
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 2023Monthly Fee: $221 Tax: $10,096 (2025)Community: Storey Grove Ph 5Single Family
Taxes:$10,096
Remarks: Welcome to 16448 Parable Way, Winter Garden, FL—a beautifully 2023-built residence offering 4 bedrooms, 4 full bathrooms, and approximately 2,718 square feet of thoughtfully designed living space, perfectly positioned on an oversized 0.25-acre homesite backing to the peaceful shores of Lake Heney. Designed for both comfortable everyday living and effortless entertaining, the open-concept layout features an expansive great room that flows seamlessly into the dining area and a stylish gourmet kitchen. The kitchen is equipped with premium stainless steel appliances, abundant cabinetry, a large center island, and generous counter space, making it the true heart of the home. This home has been enhanced with numerous custom upgrades that set it apart from new construction. All carpet has been replaced with beautiful luxury vinyl plank (LVP) flooring throughout the home, creating a clean, modern aesthetic while offering exceptional durability and easy maintenance. The living room has been elevated with a custom electric fireplace, creating a warm and inviting focal point, while several bedrooms feature designer accent walls that add character and a sophisticated custom-home feel. The spacious first-floor primary suite offers a relaxing retreat complete with a luxurious ensuite bathroom and an oversized walk-in closet. Upstairs, a generously sized bonus room with its own full bathroom provides outstanding flexibility and can easily serve as a media room, game room, guest suite, home office, fitness room, or private living space for extended family. Step outside to enjoy one of this home’s most desirable features—a private backyard overlooking Lake Heney with no rear neighbors. Whether you’re enjoying your morning coffee, hosting friends, or simply unwinding after a long day, the peaceful water views and added privacy create an exceptional outdoor setting. The HOA provides outstanding value by including lawn maintenance, allowing for a truly low-maintenance lifestyle while also offering access to resort-style amenities including a community pool, fitness center, and playground. Located in the highly desirable Horizon West area, this home is just minutes from Walt Disney World, Hamlin Town Center, shopping, dining, major highways, and top-rated schools, with the elementary school conveniently located just a few minutes away. Blending modern construction with tasteful custom upgrades, scenic lake views, and an unbeatable location, this move-in-ready home presents an exceptional opportunity in one of Central Florida’s fastest-growing communities. Schedule your private showing today
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Zhiming Xu (407-984-0087)
17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$414,900153 Days on yellowkey MLS ID: O6383994
REDUCED by $5,000 (1.2%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2024Monthly Fee: $266 Tax: $6,064 (2025)Community: Northlake At OvationTownhouse
Taxes:$6,064
Remarks: Why wait for new construction? Move-In Ready Newer Home in Northlake at Ovation! One of Winter Garden's Best Kept Secrets. This Hidden Community is tucked away among beautiful conservation areas of Horizon's West. Ashton Woods most desirable floor plan (The Kendall ll) is an Award Winning 3 Bedrooms, 2 full bathrooms and one half bath with 1584 Square feet of living area, Brick Paver Courtyard and Full Size 2 Car Garage. The First Floor Open plan has wood grain ceramic tile throughout. Your Kitchen is open to the family/living room and dining area overlooking the private courtyard. Quartz countertops, Stainless steel appliances and designer fixtures and lighting add a sense of class and sophistication to this Modern Craftsman style home. Second floor offers a large Owner Suite with a walk-in closet and Luxury Bath including double vanity sinks and a spacious shower. Two additional nice size bedrooms and a second full bath are separated by the upstairs Loft and Landing area. Northlake offers a beautiful Clubhouse, Community Pool, Dog Run and Playground. Conveniently located just south of Seidel Road off Avalon. New shopping center with Publix, Restaurants and Shops is right around the corner. Excellent Schools, Bike Paths and easy access to Disney, the 429 and I-4. Enjoy the Heart and Soul of Winter Gardens Hidden Gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
2281 OAKINGTON ST, WINTER GARDEN, FL 34787
$465,00090 Days on yellowkey MLS ID: S5148475
REDUCED by $10,000 (2.1%) on 07/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 2003Monthly Fee: $240 Tax: $5,033 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,033
Elementary School: Whispering Oak Elem
Remarks: Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Huizi Li (407-353-1043)
1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$999,99040 Days on yellowkey MLS ID: O6416109
0 Days Off yellowkey (back on 7/12/2026)
REDUCED by $70,010 (6.5%) on 07/02/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2018Monthly Fee: $184 Tax: $13,571 (2025)Community: TwinwatersSingle Family
Taxes:$13,571
Remarks: Under contract-accepting backup offers. PAID OFF SOLAR-Five bedrooms, a three-car garage, soaring two-story ceilings, and paid off solar panels that make your electric bill make your jaw drop. Welcome to Twinwaters! This Meritage-built corner lot home has been freshly painted throughout the interior, fitted with brand-new carpet, and a new refrigerator. Just pack your bags. The layout delivers everything a house this size should: formal living and dining rooms connected through a butler's pantry with quartz countertops, a dedicated office, and an open kitchen and family room that flow together the way you actually live. The kitchen earns its place with a large island, 42-inch cabinetry, double ovens, stainless steel appliances, and more counter space than you will know what to do with. The custom built-in anchoring the family room is the kind of detail that photographs well and lives even better. The first-floor primary suite is spacious and private, with a massive walk-in closet with direct access from the laundry room, dual vanities, a freestanding soaking tub, and a walk-in shower with dual showerheads and floor-to-ceiling marble tile. Every bedroom in the house has a walk-in closet. Upstairs, a generous loft works perfectly as a second living room or playroom, and the two sets of bedrooms flank it on each side, each pair connected by its own jack-and-jill bath. The covered back patio with motorized screen is made for Florida evenings. Paid-off solar panels, blow-in attic insulation, and insulated block construction keep the utility bills remarkably low, month after month, and the tile roof adds long-term peace of mind. The THREE CAR GARAGE features an epoxied floor for a clean, finished look that goes well beyond the standard. Twinwaters has a community pool with splash features, two playgrounds, a park, and a trail through the conservation area, all nestled between Johns Lake and Lake Avalon. SR 429 and the Turnpike are minutes away. This home is conveniently located near Winter Garden Village, Plant Street, shopping, hospitals, Orlando's attractions and is zoned for some of the best schools in Orange County.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Morrison (407-476-4424)
9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$789,99041 Days on yellowkey MLS ID: O6414779
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2569 Built: 2023Monthly Fee: $99 Tax: $9,756 (2025)Community: Summerlake ReserveSpa: NoSingle Family
Taxes:$9,756
Elementary School: Panther Lake Elementary
Remarks: LIKE-NEW WINTER GARDEN HOME WITH DISNEY FIREWORK VIEWS! Welcome to this pristine, turnkey home in Summerlake Reserve—an exclusive Winter Garden community of just 41 homesites. Built in 2023 and kept in immaculate "like-new" condition, this exceptional Sawgrass plan features 4 bedrooms, 3 baths, and 2,569 sq. ft. under air, perfectly situated next to a peaceful neighborhood green space. HIGHLIGHTS: DISNEY VIEWS: Enjoy front-row seats to the nightly Disney fireworks display right from your front porch! SMART LAYOUT: First-floor private Owner's Suite with 9'4" ceilings and 8' doors. The second floor features a huge bonus room with an adjacent bedroom and full bath—ideal for guests or a teenager's retreat. CHEF'S KITCHEN: Upgraded with a built-in wall oven, 42" 'Basalt' cabinets, Quartz countertops, a tiled backsplash, and under-cabinet lighting. Flows seamlessly into the great room and expansive covered lanai. TOP LOCATION: Located in the heart of Horizon West, minutes from premier dining, shopping, and major highways. Zoned for top-rated schools: Panther Lake Elementary, Hamlin Middle, and Horizon High. Avoid the wait for new construction—this fully upgraded masterpiece is ready now. Schedule your showing today!
Listing is courtesy of: CORESTONE REAL ESTATE LLC (407-618-6806)
Listing Agent: Xuxi Zhao (407-618-6806)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$899,000115 Days on yellowkey MLS ID: O6394506
REDUCED by $10,000 (1.1%) on 07/08/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed five bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room that provides endless possibilities for a media room, playroom or office, two additional bedrooms and a full bathroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,299,00022 Days on yellowkey MLS ID: O6421255
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3966 Built: 2016Monthly Fee: $380 Tax: $11,330 (2025)Community: Waterleigh Ph 1ASpa: YesSingle Family
Taxes:$11,330
Remarks: LAKEFRONT living with TWO PRIMARY SUITES, this one has it all. Tucked into the highly desirable Phase 1 of Waterleigh, this Emerald Homes former model sits right on HICKORYNUT LAKE with unobstructed water views, plus two of the three secondary bedrooms enjoy DISNEY FIREWORKS VIEWS every night. Featuring 5 bedrooms, 5 bathrooms, a tile roof, and an oversized 3 car garage. Inside you'll find wood look tile floors, a flex space perfect for an office or playroom, and a formal dining room. The kitchen features quartz countertops and stainless steel appliances. The casual dining nook overlooks the lake, making every morning coffee feel like a getaway. The first primary suite sits on the main level near the pool bath, with a walk-in closet, soaking tub, and dual sinks with quartz counters, ideal for guests or multigenerational living. Upstairs, the second primary suite steals the show with an elevated lake view, an oversized walk-in closet, and a spa-style bath with dual vanities and a separate water closet. A spacious loft offers an additional living space or game room. Outside, the pool deck sets the stage for sunset evenings by the pool and hot tub overlooking the lake. Waterleigh's HOA takes care of your landscaping and lawn maintenance, and the community offers a resort-style clubhouse pool, mini golf, beach volleyball, walking trails, and a dog park nearby, all just minutes from the 429 and Disney. Schedule your private tour today.
Listing Agent: Ken Pozek (407-813-2773)
15031 GUAVA BAY DR, WINTER GARDEN, FL 34787
$905,00020 Days on yellowkey MLS ID: O6421934
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3958 Built: 2020Monthly Fee: $164 Tax: $11,421 (2025)Community: Watermark Ph 4ASpa: NoSingle Family
Taxes:$11,421
Remarks: Built by Meritage Homes, this beautifully designed two story home offers the perfect blend of style, functionality, and energy efficiency with solar panels. Step inside and you’re welcomed by a versatile flex room just off the foyer, currently serving as a home office but easily adaptable to fit your lifestyle. The first floor also features a full bedroom and full bathroom, providing added flexibility for guests, multi-generational living, or a private workspace. Continue into the heart of the home where the open concept floor plan features tile flooring throughout the main living areas, a spacious kitchen with a large center island overlooking the living room, and a custom stone entertainment wall with built in shelving that creates a striking focal point. Upstairs, you’ll find a generous loft offering additional living space, along with a spacious primary suite featuring a custom designed walk in closet. The thoughtfully upgraded laundry room includes built in cabinetry and countertop workspace for added convenience. The remaining bedrooms are also located on the second floor, two of the secondary bedrooms are connected by a convenient Jack and Jill bathroom, offering a functional layout that provides privacy while maintaining easy access for family or guests. Step outside to a screened lanai overlooking an expansive backyard that provides exceptional space for future enhancements, including a custom pool, outdoor kitchen, or extended entertaining area. Residents enjoy exceptional community amenities, including a resort style pool with water slides and splash features, a clubhouse, fitness center, playground, tennis courts, and pickleball courts offering something for everyone to enjoy.
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$575,000328 Days on yellowkey MLS ID: O6337436
REDUCED by $15,000 (2.5%) on 06/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Remarks: Discover 11045 BOSTWICK ALY in Winter Garden—where you’ll live in one of the most sought-after neighborhoods with top-rated A+ schools just steps away. Imagine your mornings: a quick walk to school, serene landscaping views from your porch, and all the best resort-style amenities at your fingertips—playgrounds, fitness centers, nature trails, and more! This gorgeous 4-bedroom, 3.5-bath home is built for modern living with smart home features, energy-saving solar panels (paid by the seller!), and easy access to everything Winter Garden offers—charming shops, amazing restaurants, and vibrant downtown. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
884 KLONDIKE ST, WINTER GARDEN, FL 34787
$372,500131 Days on yellowkey MLS ID: O6389922
REDUCED by $2,500 (0.7%) on 07/06/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1485 Built: 2023 Tax: $4,850 (2025)Community: Loveless J S Add 01Single Family
Taxes:$4,850
Elementary School: Dillard Street Elem
Remarks: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nicole Mickle (407-353-0826)
519 TEAGARDEN CT, WINTER GARDEN, FL 34787
$878,00037 Days on yellowkey MLS ID: O6416709
REDUCED by $20,000 (2.2%) on 07/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3061 Built: 2002Monthly Fee: $30 Tax: $3,496 (2025)Community: Teacup Spgs CoveSingle Family
Taxes:$3,496
Remarks: Location, Lifestyle, and a Backyard Retreat unlike any other! Nestled in desirable North Winter Garden, this Custom-built 4 Bedroom 3 Bath Home with a Bonus Room offers a peaceful setting that feels like a vacation escape. The backyard oasis features a picturesque running creek flowing toward Lake Apopka, creating a truly serene outdoor experience~ Enjoy the view with morning coffee from the large back Screened-in Porch! Lovingly Maintained, this Home showcases high ceilings and warm wood flooring, a thoughtfully designed floor plan, Generously sized bedroom closets, and a stunning Primary Suite tucked among the trees~ The spacious Ensuite Bath includes a Garden tub and separate shower for a private retreat feel. Situated in an intimate cul-de-sac community of only 9 homes, this special property combines privacy with convenience. Enjoy close proximity to Newton Park on the shores of Lake Apopka and a quick golf cart ride to Downtown Winter Garden’s Plant Street, where you’ll find popular restaurants, shopping, the Garden Theatre, splash pad, award-winning Farmers Market, and Plant Street Market. A rare opportunity to enjoy natural beauty and the sought-after Winter Garden lifestyle—welcome home!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787
$536,50036 Days on yellowkey MLS ID: O6417556
REDUCED by $13,400 (2.4%) on 07/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1952 Built: 2017Monthly Fee: $214 Tax: $7,627 (2024)Community: West Lake Hancock EstatesSingle Family
Taxes:$7,627
Middle School: Bridgewater Middle
Remarks: Virtually Staged. PRICE IMPROVEMENT — now $549,900. The best-value move-in-ready 4-bedroom-plus-office home with a rare, unobstructed fountain-pond view in West Lake Hancock Estates at Overlook at Hamlin! Built in 2017 and refreshed top to bottom, this 1,952 sq ft single-story lives larger than its footprint. Open great room with luxury vinyl plank floors, a granite kitchen with large island, tiled baths, and a separate office. The big-ticket items are done: all-new 2025 appliances incl. washer/dryer, a new 2025 Goodman A/C, RainSoft whole-home water filtration with RO drinking water, and fresh paint throughout. Screened lanai over a fully fenced yard. Walk 2 minutes to the resort-style clubhouse — pool, splash pad, fitness center, dog park, and miles of trails — plus a community private boat ramp on 467-acre Lake Hancock and lakefront playgrounds. Hamlin Town Center and the new Horizon West Regional Park are minutes away, with Disney ~15 minutes away. Zoned for top-rated Independence Elementary, Bridgewater Middle, and Horizon High. Some photos have been virtually rendered.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
15365 MARITIME PINE DR, WINTER GARDEN, FL 34787
$975,06011 Days on yellowkey MLS ID: G5114967
0 Days Off yellowkey (back on 7/11/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4024 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: Virtually Staged. Pre-Construction. To be built. The Prescott floorplan offers an expansive two-story layout featuring five bedrooms, four full bathrooms and one half bathroom, making it ideal for families seeking space and functionality. This 4,024 square-foot home includes a two-car garage and a thoughtfully designed first floor with the owner’s suite for convenient main-level living. The open great room flows seamlessly into the dining area, while a dedicated study provides space for work or hobbies. Upstairs, a generous loft area creates an additional gathering spot, surrounded by four bedrooms, making it a versatile home perfect for both privacy and socializing.
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
1061 PORTMOOR WAY, WINTER GARDEN, FL 34787
$515,00048 Days on yellowkey MLS ID: G5113349
REDUCED by $20,000 (3.7%) on 07/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2001Monthly Fee: $243 Tax: $6,801 (2025)Community: Stoneybrook West 44/134Single Family
Taxes:$6,801
Middle School: SunRidge Middle
Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New Roof installed in 2020, water heater installed in 2022, stainless steel appliances, modernized kitchen, tiled floor in kitchen, bathrooms and laundry room. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. HOA dues include internet and Spectrum TV, offering added convenience and value. Ideally located minutes from Winter Garden Village, downtown Winter Garden, and SR-429, this home provides easy access to shopping, dining, entertainment, and everyday essentials while still offering a peaceful, gated community setting.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (407-905-6700)
Listing Agent: Lisa Reed (407-509-7995)
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