Location: Winter Garden , 34787
Do Not Show Listings
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$575,000233 Days on yellowkey MLS ID: O6335769
REDUCED by $14,000 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,800
Elementary School: None
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Price Improvement! This beautiful home offers the best value in the neighborhood. More than 10K in upgrades. See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic location in calm & peaceful phase 1 with no neighbors behind and a park in front. Showcasing a bright, spacious interior with open floor plan, loft space and plenty of storage and quality finishes delivering on style and value. A few highlights include Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, No carpet anywhere, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the lanai which is completely screened in, fenced rear yard, pavered patio, large front porch, 2nd floor balcony, 2 car garage with added overhead storage racks, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
16856 HYPATIA ALY, WINTER GARDEN, FL 34787
$459,99939 Days on yellowkey MLS ID: O6387941
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2019Monthly Fee: $250 Tax: $6,769 (2024)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,769
High School: None
Middle School: None
Remarks: This charming one story 3 bedroom 2 bath floor features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai. Waterleigh is located in Winter Garden/Horizons West and features 2 beautiful clubhouses with resort style pools, miniature putting golf course, 2 fitness centers, and tennis courts. Come out and our beautiful decorated models and view the community that is a “must see” in Winter Garden.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Luis Gonzalez (305-924-1119)
9728 NANCY DREW ALY, WINTER GARDEN, FL 34787
$524,990168 Days on yellowkey MLS ID: O6355911
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2475 Built: 2020Monthly Fee: $108 Tax: $8,203 (2024)Community: Storey Grove Ph 2Single Family
Taxes:$8,203
Remarks: Under contract-accepting backup offers. Seller is motivated to align closing with the end of the current school year (late May). Your home has paid-off solar panels, Whole-house Water Softener system, and Installed Gutters, SCREENED backyard, Disney fireworks views right from your living room! TWO luxurious Primary Suites on Each Floor with walk-in closets. Upstairs, enjoy your spacious loft along with two additional bedrooms and a full bath, offering plenty of room for family, work, or relaxation. Step outside to your private screened-in backyard with a beautiful paver patio, perfect for enjoying Florida living year-round. A unique feature of this home is the Fully Screened walkway connecting the main house to the rear garage, providing added comfort and functionality. Just minutes from both the elementary and middle school, this home offers unmatched convenience for families. The community features resort-style amenities, including a pool, fitness center, playground, and dog park. Homes with this combination of location, layout, and upgrades are rarely available — your home is waiting for you!
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: Rui Gao (407-222-7801)
16209 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$399,00018 Days on yellowkey MLS ID: O6392111
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2020Monthly Fee: $286 Tax: $5,581 (2025)Community: Hawksmoor-Ph 3Townhouse
Taxes:$5,581
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Located in the desirable Hawksmoor community in Winter Garden, this well-designed two-story townhome offers a functional layout paired with clean, move-in ready finishes. The main level features a defined entry leading into a dining space that flows into a spacious kitchen equipped with granite countertops, stainless steel appliances, and an oversized island ideal for everyday use and entertaining. The kitchen opens directly to the gathering room, creating a natural connection between spaces while maintaining distinct areas. Just off the living area, a private paver courtyard provides a low-maintenance outdoor setting, perfect for relaxing evenings or hosting guests. Upstairs, the primary suite features a tray ceiling, generous layout, and a well-appointed en suite bath with dual sinks, granite counters, and a glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or everyday living and share a full bath. Residents of Hawksmoor enjoy access to a clubhouse, community pool, splash pad, fitness center, playground, and a recreational field with full-sized soccer goal posts, enhancing the overall lifestyle experience. Conveniently located near shopping, dining, major roadways, and everything Winter Garden has to offer, this home delivers comfort, convenience, and a strong sense of community.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Iris Glover (203-461-4236)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,00074 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Elementary School: Water Spring Elementary
Remarks: Welcome to Unit 1705 at 14051 Grove Resort Avenue, a turnkey income-producing condo located inside The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and top Central Florida attractions. Whether you’re looking for a short-term rental investment, a vacation home, or both, this property offers flexibility and strong rental potential in a high-demand resort community. As you enter, you’re greeted by a bright, open layout designed for comfort and guest appeal. The kitchen sits to the left, featuring cherry cabinetry and granite countertops, ideal for hosting short-term guests or extended stays. The space flows seamlessly into the main living area, where natural light fills the room and large sliding glass doors lead to your private balcony, creating an inviting indoor-outdoor experience guests love. The first bedroom is located to the left and connects directly to the first full bathroom, creating a functional and comfortable layout for guests. Across the hall is the primary suite, which offers a spacious ensuite bathroom and a walk in closet. The condo features an open floor plan, comfortable living spaces, and clean, modern finishes. It is well suited as a primary residence, vacation home, or income producing property. The Grove Resort operates on a rental rotation system based on generated income rather than occupancy. Rates fluctuate seasonally, and unit assignment is determined by an automated algorithm that balances income across all participating units. No unit is prioritized over another. At guest check in, the front desk system automatically assigns a unit within the rotation. Internal oversight ensures all units remain aligned within the program. Peak seasons typically include mid March through approximately one week after Easter, mid June through the end of July, and mid December through the first week of January. Daily rental rates vary by season, market demand, and unit type, with larger units achieving higher rates. There are no fixed daily rates, and historical statements provide the best reference for income performance. On site amenities support a full resort lifestyle. Enjoy the Surfari Water Park with a large heated pool, lazy river, water slides, and the FlowRider surfing experience. Food and drinks are available at the Longboard Bar and Grill. The Springs Pools area offers three additional pools and a large hot tub. Lake Austin provides fishing and swan paddle boat rides. Valencia Restaurant offers full service dining with indoor and outdoor seating. A 24 hour fitness center is located near the Springs Pools. The front desk features a marketplace, gift shop, concierge services for theme park tickets and reservations, and a free daily shuttle to Disney. With a prime location, resort level amenities, and turnkey appeal, Unit 1705 offers a strong opportunity to enjoy the Florida vacation lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Vickie Canto (407-731-8995)
15524 AVIATION ALY, WINTER GARDEN, FL 34787
$569,9001 Day on yellowkey MLS ID: O6398331
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2414 Built: 2015Monthly Fee: $328 Tax: $8,711 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Single Family
Taxes:$8,711
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome home to this updated 3 bedroom, 3.5 bath urban cottage in The Cove at Hamlin with large covered front porch that overlooks a greenbelt. The home offers a bright and sunny 2-story foyer, an inviting kitchen with breakfast area, a large great room with recessed lighting, crown molding and a wall of sliders that open to the covered, screened lanai which allows for that indoor-outdoor Florida living. The kitchen offers 42” cabinets, granite countertops, stainless steel appliances, including a gas range, a large walk-in pantry and center island with space for stools. You will also find a guest bedroom suite with walk-in closet and full bath on the main level in addition to the half bath off the kitchen area. The owner’s suite is found on the second level and is highlighted by French doors, tray ceiling and large windows. The en-suite bathroom has duel sinks, large counter space, frameless glass shower and a walk-in closet with custom closet organizer. You will also find on the second level a quiet nook with a window (perfect for a desk), the third bedroom and bath and the laundry room with cabinets. Some of the additional upgrades in the home are 8’ doors, Plantation blinds, wrought iron bannister, crown molding and a tankless water heater. The exterior features a screened paved lanai, fenced yard, and new turf that was just added to the side yard. The home has a rear two car garage with ample ceiling storage racks. This sought after community is walkable to the Hamlin Town Center that features stores, restaurants, medical services and is highlighted by Popstroke miniature golf and the Cinepolis movie theater. The community offers a resort style pool with splash pad, clubhouse, fitness center, playgrounds and dog park and is located with easy access to SR429 and the Florida Turnpike. A bonus is the accessibility to Disney and nightly views of the fireworks throughout the community. Come make this your NEW home!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nancy Foltz (703-772-0215)
17031 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$646,090Listed 04/12/2026 10:06PM MLS ID: G5110934
0 Days Off yellowkey (back on 4/12/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2680 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 576 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17428 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$740,205Listed 04/12/2026 9:53PM MLS ID: G5110933
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage
13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$867,000Listed 04/12/2026 8:46PM MLS ID: O6398468
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1994Monthly Fee: $69 Tax: $6,434 (2025)Community: Sunset LakesSpa: NoSingle Family
Taxes:$6,434
Remarks: Beautifully updated single-story home featuring 4 bedrooms and 3 bathrooms, situated on an expansive lot of over half an acre in the desirable Sunset Lakes community. This residence offers a spacious layout ideal for comfortable living and has been fully remodeled throughout. The home features a great gourmet kitchen with a large island and sleek Dekton countertops, perfect for both everyday living and entertaining. Step outside to a stunning backyard retreat with a private pool and screened enclosure, ideal for year-round enjoyment. Ideally located just minutes from Highway 429, Winter Garden Village, and world-renowned attractions like Walt Disney World, this property also benefits from access to highly rated A-grade schools, making it an exceptional opportunity in one of Winter Garden’s most sought-after areas.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
10224 ATWATER BAY DR, WINTER GARDEN, FL 34787
$799,000Listed 04/12/2026 6:12PM MLS ID: S5147252
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2018Monthly Fee: $230 Tax: $7,456 (2025)Community: Waterleigh Ph 2BSingle Family
Taxes:$7,456
Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
5637 TIGER WAY, WINTER GARDEN, FL 34787
$765,000Listed 04/12/2026 5:58PM MLS ID: O6398378
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2917 Built: 2018Monthly Fee: $214 Tax: $12,077 (2025)Community: Overlook 2/Hamlin Ph 3Single Family
Taxes:$12,077
Remarks: Fantastic Jamestown model with 4 bedrooms, 2.5 bath with screened lanai and backing to common area. Home upgrades include Solar Panels, under eaves lighting, water filtration system, new flooring and updated secondary bath. The home is located close to the Hamlin Town Center and is located in a sought after planned community with pool, clubhouse, parks, fitness center and dog park. Easy access to SR429 and the Florida Turnpike.
15183 SERENADE DR, WINTER GARDEN, FL 34787
$789,000Listed 04/12/2026 2:59PM MLS ID: O6398436
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4438 Built: 2010Monthly Fee: $167 Tax: $3,859 (2024)Community: Belle Meade Ph 02 HSingle Family
Taxes:$3,859
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Priced below market value and packed with exceptional upgrades, this stunning home in the highly sought-after Belle Meade community is an incredible opportunity. Offering over 4,400 square feet of living space, this spacious 7-bedroom, 4-bathroom residence features oversized bedrooms and soaring ceilings on both levels, creating an open and airy feel throughout. Designed for both comfort and entertaining, the upstairs bonus room includes its own bar, while the air-conditioned sunroom provides the perfect space to relax and enjoy year-round. Step outside to a fully fenced backyard set on more than a quarter acre, complete with two mature mango trees for a true Florida touch. This home also offers outstanding peace of mind with major recent improvements, including a new roof in 2023, new windows, a whole-house water filtration system, and fully paid-off solar panels—an incredible value and long-term savings for the next owner. Families will love the top-rated school zoning for Whispering Oak Elementary, Sunridge Middle, and West Orange High, along with the added convenience of being directly across from Foundation Academy, one of Winter Garden’s premier private schools. For recreation and leisure, West Orange Country Club is just one mile away, offering golf, tennis, and more. Ideally located near Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and New Independence, this home also provides easy access to Disney, Universal, Orlando International Airport, and major highways including the 429, Turnpike, and 408. This is the perfect blend of size, upgrades, location, and value—schedule your private showing today.
Listing is courtesy of: COMPLETE FLORIDA REALTY LLC (407-222-7281)
Listing Agent: Brandt Myers (407-758-7166)
15907 MARINA BAY DR, WINTER GARDEN, FL 34787
$450,0001 Day on yellowkey MLS ID: O6398406
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2020Monthly Fee: $286 Tax: $7,110 (2025)Community: Hawksmoor-Ph 1Townhouse
Taxes:$7,110
Remarks: Welcome to your future home, a harmonious blend of luxury, comfort, and convenience nestled within the vibrant community of Hawksmoor, located in Winter Garden, FL. This impeccably designed 3-bedroom plus loft, 2.5-bathroom townhome offers unparalleled living, featuring upgrades and amenities that redefine modern living. As you step inside, you're greeted with ambiance of spaciousness and style. The foyer leads seamlessly into a dining room and a generous size family/living room, adorned with 20' ceilings. The large outdoor courtyard is perfect for entertaining or unwinding in tranquility. Designed for both functionality and elegance, the chef's kitchen boasts premium features including granite countertops, upgraded cabinetry, stainless steel appliances, and a convenient walk-in pantry. The meticulous attention to detail extends throughout the home, with tile flooring in the first floor, carpet in the bedrooms, and tile in the bathrooms and laundry room. The first-floor master suite is a haven of relaxation, offering a walk-in closet and an en-suite bathroom with upscale finishes. Upstairs, two additional bedrooms, a full bath, and a versatile loft space provide ample room for family living or personal retreat. This end unit townhome offers privacy and tranquility. Beyond the home's exquisite interior, enjoy the convenience of a two-car garage, providing ample storage space for your vehicles and belongings. The community offers an array of amenities designed to enhance your lifestyle, including a resort-style swimming pool, clubhouse, shaded playgrounds, walking trails, and a fully-equipped gym. Conveniently located within Winter Garden's popular Horizon West area, you're just minutes away from downtown attractions, world-class theme parks, and a plethora of shopping and dining options. Easy access to major highways ensures seamless commutes to work and leisure destinations alike. Don't miss the opportunity to make this meticulously crafted townhome your own.
Listing is courtesy of: SIMPSON REALTY LLC (407-371-5955)
Listing Agent: Cristian Cen Chen (407-450-9010)
6309 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$709,990207 Days on yellowkey MLS ID: G5102289
0 Days Off yellowkey (back on 9/18/2025)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.
7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$1,824,888268 Days on yellowkey MLS ID: O6328707
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4716 Built: 2014Monthly Fee: $201 Tax: $14,959 (2024)Community: West Lake Hancock EstatesSpa: NoSingle Family
Taxes:$14,959
Remarks: Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features stunning lake views, a spa-like bath with a soaking tub, and an expansive walk-in closet that offers more than enough storage for your entire wardrobe. Located in the scenic community of Winter Garden, this home includes exclusive access to a private clubhouse with a resort-style pool and fitness center. Guests will love movie nights and gatherings in your inviting space. Conveniently close to theme parks, downtown Orlando, major highways, top-rated schools, and shopping centers, this home offers the perfect blend of comfort and convenience. Don’t miss your chance to own this exceptional home—schedule your private showing today!
Listing is courtesy of: FL SUNSHINE STATE REALTY (407-619-6745)
Listing Agent: Mae Wang (407-619-6745)
8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787
$649,9991 Day on yellowkey MLS ID: O6396729
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 2018Monthly Fee: $252 Tax: $6,076 (2025)Community: Summerlake Pd Ph 4BSingle Family
Taxes:$6,076
Elementary School: Summerlake Elementary
Remarks: Elevated Florida Living: Designer 4BR Home in Sought-After Summerlake! Welcome to a refined blend of elegance and modern comfort in the fabulous Summerlake community of Winter Garden. This exceptional two-story residence offers 4 bedrooms and 3 full bathrooms, thoughtfully curated with upscale finishes and timeless design. From the moment you enter, you’re greeted by an abundance of natural light and a seamless open-concept layout that exudes both sophistication and warmth. The expansive living and dining areas flow effortlessly into a beautifully appointed chef’s kitchen, featuring premium countertops, custom cabinetry, and an oversized island designed for both everyday living and elevated entertaining. A main-level guest suite with a full bath provides privacy and flexibility, ideal for visitors or a dedicated executive office. Upstairs, retreat to the luxurious primary suite—your private sanctuary—complete with a spa-inspired en-suite bath and a spacious walk-in closet. Additional bedrooms and a versatile loft adds endless possibilities for relaxation, work, or play. Step outside to your covered lanai and enjoy serene outdoor living, perfect for morning coffee or evening gatherings under the Florida sky. As a resident of Summerlake, you’ll enjoy access to resort-style amenities including a sparkling community pool, state-of-the-art fitness center, scenic walking trails, and beautifully maintained green spaces—all just minutes from top-rated schools, upscale shopping, dining, and convenient highway access. This is more than a home—it’s a lifestyle defined by comfort, convenience, and elevated living.
Listing is courtesy of: GREEN KEY REALTY LLC (407-491-2327)
Listing Agent: Michael Davis (407-491-2327)
11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,990119 Days on yellowkey MLS ID: O6367437
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *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)
11714 FLYNN CT, WINTER GARDEN, FL 34787
$1,349,000144 Days on yellowkey MLS ID: O6361446
1 Days Off yellowkey (back on 4/12/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4370 Built: 1994 Tax: $4,944 (2025)Community: AcreageSpa: NoSingle Family
Taxes:$4,944
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. SUBSTANTIAL PRICE ADJUSTMENT on this special property, in Winter Garden, but just inside Lake County! For a champion equestrian, home is more than four walls, it’s land that performs, space that protects your horses, and a setting that allows you to train, restore, and win.Tucked away in a quiet corner of Winter Garden, yet located in Lake County for lower taxes, this rare brick estate delivers exactly that balance. Privacy when you need it. Convenience when you want it. Properties like this don’t come along often. The heart of the estate is the oversized barn, designed with intention and function: aluminum siding, a durable metal roof, six 12x12 stalls with running water, feeding stations, and a dedicated tack room that keeps everything organized and competition-ready. The fully fenced acreage is thoughtfully divided, giving your horses room to move while maintaining safety and control. A separate utility building: currently serving as an aviary adds flexibility for training, storage, or future pursuits. Mature fruit trees enhance the landscape, reinforcing the feeling of a working yet beautiful agricultural retreat. Inside, the home reflects the same balance of strength and refinement. The renovated kitchen is a showpiece, featuring GE Café appliances, waterfall-edge granite countertops, and modern floating shelves, perfect for gathering after long days in the saddle. The expansive 17x21 family room, with soaring 19-foot ceilings, creates a dramatic yet inviting space, while the freshly updated dining room adds polish with new paint and trim. Upstairs, a versatile loft can easily become a fifth bedroom, and the oversized bonus room (13x31) offers endless possibilities: gym, media room, or additional living space and complete with full-length storage. Each secondary bedroom includes its own private sink, connected by a Jack-and-Jill bath, with thoughtful reading lights for quiet moments of rest. Finished with a newly installed epoxy garage floor, every detail of this home has been carefully considered. This is where championship-level function meets everyday comfort. Just minutes from Winter Garden’s restaurants, shopping, and hospitals yet worlds away when you return home, this five-acre agricultural retreat offers the tranquility, space, and prestige of true country living. Not just a home. A lifestyle built for those who compete and expect more.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Veronica Cole (407-924-7022)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$573,00077 Days on yellowkey MLS ID: NS1087076
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in the heart of Winter Garden. Situated in a desirable community with convenient access to shopping, dining, and major highways, this property offers a perfect blend of comfort, style, and location. The home features a thoughtfully designed layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining. The primary suite provides a private retreat with ample closet space and an en-suite bathroom. Enjoy low-maintenance living with outdoor space perfect for relaxing or hosting guests. Community amenities and nearby attractions enhance the lifestyle appeal, with close proximity to downtown Winter Garden, top-rated schools, and scenic trails. Convenient access to SR-429 and the Florida Turnpike makes commuting easy.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$845,65133 Days on yellowkey MLS ID: O6389839
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a 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.*
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