Location: Winter Garden
Do Not Show Listings
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$760,00043 Days on yellowkey MLS ID: O6386488
0 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,669
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features custom shelving in the pantry, providing enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald's, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
14327 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,990200 Days on yellowkey MLS ID: O6347454
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3710 Built: 2022Monthly Fee: $200 Tax: $12,141 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,141
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and dinning areas. Elegant crown molding adds a touch of sophistication throughout, while European-style blinds bring a modern and functional design element to every room. The primary suite offers a peaceful retreat with a walk-in closet, complemented by well-sized secondary bedrooms. Enjoy Florida living with a covered patio, landscaping backyard, and two-car garage for convenience. Located just minutes from Disney, Hamlin Town Center, top-rated schools, shopping, dining, and major highways, this home is perfectly situated for both comfort and lifestyle. Don't miss the opportunity to own this beautifully upgraded Winter Garden property!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$259,90019 Days on yellowkey MLS ID: S5144851
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Monthly Fee: $343 Tax: $2,537 (2024)Community: Southern Pines CondoCondo
Taxes:$2,537
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: 2/1 Excellent
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$554,990102 Days on yellowkey MLS ID: O6370363
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,115,00068 Days on yellowkey MLS ID: O6379346
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$9,571
Elementary School: Panther Lake Elementary
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new gently lived in by only a couple. From the moment you enter, the barrel ceiling foyer and soaring 10’ ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events all in the heart of the Hamlin area, close to top shopping, dining, and major highways. This isn’t just a home it’s a lifestyle!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Deep Mehta, Pa (407-702-7029)
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$591,00043 Days on yellowkey MLS ID: S5144794
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Remarks: Welcome to 4642 Prairie Creek St, an exceptional 2021-built residence nestled in the highly desirable Enclave at Hamlin in Winter Garden. Perfectly positioned in one of Central Florida’s fastest-growing and most vibrant areas, this meticulously upgraded two-story home offers approximately 2,149 square feet of refined living space on a 4,250 sq ft lot, combining modern luxury, energy-conscious enhancements, and functional design. This thoughtfully designed floor plan features 4 bedrooms (including a convenient main-floor bedroom ideal for guests, multigenerational living, or a private office), 2.5 bathrooms, and a private rear-load 2-car garage that enhances curb appeal and provides additional driveway functionality. From the moment you enter, you are welcomed by an expansive open-concept layout filled with natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal setting for both everyday living and entertaining. Upgraded flooring throughout, fresh interior paint, and contemporary light fixtures elevate the home’s clean, modern aesthetic. The chef-inspired kitchen serves as the heart of the home, fully enhanced with Level 5 quartz countertops, a spacious island wrapped in custom porcelain tile creating a dramatic focal point, stainless steel appliances, and abundant cabinetry for optimal storage. The layout is designed for both functionality and visual impact, making it perfect for hosting gatherings or enjoying quiet evenings at home. Upstairs, the spacious primary suite offers a private retreat complete with a custom walk-in closet and a beautifully upgraded en-suite bath featuring a quartz countertop. Secondary bedrooms are generously sized, and the second full bath is finished with durable ceramic tile for both style and longevity. The remodeled laundry room adds efficiency and thoughtful design to daily routines. This home stands out with premium system upgrades that add tangible long-term value and comfort, including: Whole-home water filtration and softener system, APCO-X Ultra air purification system (improves indoor air quality and extends HVAC lifespan), Five Arlo security cameras that convey with the home, Pre-wiring for additional coverage and connectivity. The 4,250 sq ft lot provides usable outdoor space for entertaining, storage, and parking flexibility while maintaining low-maintenance appeal. Residents of the Enclave at Hamlin enjoy close proximity to Hamlin Town Center, offering premier shopping, dining, entertainment, and waterfront amenities, along with access to top-rated schools and major roadways for convenient commuting. Blending contemporary finishes, high-end upgrades, smart home enhancements, and an unbeatable location, 4642 Prairie Creek St is truly move-in ready and delivers both immediate comfort and lasting investment value. This is a rare opportunity to own a turn-key home in one of Winter Garden’s most sought-after communities. Schedule your private showing today and experience the lifestyle this exceptional home offers.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
7832 FREESTYLE LN, WINTER GARDEN, FL 34787
$1,100,00070 Days on yellowkey MLS ID: G5107680
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2650 Built: 2018Monthly Fee: $300 Tax: $16,616 (2025)Community: Isles Of Lake HancockSingle Family
Taxes:$16,616
Middle School: Hamlin Middle
Remarks: Welcome to your new dream home! Located within the exclusive, gated and luxurious community of Isles of Lake Hancock, this stunning 4-bedroom, 3-bath home offers refined design, thoughtful layout, and an elevated way of living. A beautifully pavered driveway and manicured front lawn lead to a three-car garage and covered front patio, setting the tone for the elegance that awaits inside. French doors open to a bright, welcoming foyer where soaring ceilings, recessed lighting, and abundant natural light immediately impress. Just off the entry, the formal dining room is designed for unforgettable gatherings, featuring a dramatic double tray ceiling, striking statement lighting, and a wet bar area with storage that makes hosting feel effortless and elevated. The heart of the home brings together the family room and kitchen in a space that is both inviting and beautifully finished. Exposed ceiling beams add architectural interest to the family room, while the kitchen delivers true luxury with a large island and breakfast bar offering additional storage, premium stainless steel appliances, a stunning range hood, crown-molded cabinetry, and a spacious pantry. Whether you’re preparing a weeknight dinner or hosting a celebration, this kitchen is designed to handle it all with ease. A sunlit dinette just off the kitchen features an angled bay window and elegant lighting, creating the perfect spot for casual meals and morning coffee. A split-bedroom layout enhances privacy, with the primary suite tucked away on its own side of the home. This serene retreat includes private access to the lanai, a generous walk-in closet, and a spa-inspired en suite bath complete with dual vanities, a deep soaking tub, and an expansive walk-in shower, making it an ideal space to unwind at the end of the day. The additional bedrooms are thoughtfully designed with ample storage, natural light, and comfortable space for family or guests. Step outside to the covered lanai featuring retractable patio screens, allowing you to customize your outdoor experience while enjoying al fresco dining or relaxing in the shade. The fully fenced backyard provides peace of mind and room to play, perfect for four legged friends, little ones, or hosting weekend gatherings in the Florida sun. Residents of Isles at Lake Hancock enjoy exceptional community amenities including tennis courts, a residents-only boat ramp, playground, and recreation areas. Known as a nationally recognized water-skiing destination that hosts world-class tournaments, the community also offers convenient access to Walt Disney World, excellent shopping and dining options, upscale golf courses, top-rated schools, and easy access to SR-429 so everything you could need is right at your fingertips. Don't miss out on the opportunity to call this stunning, luxurious home your own. Schedule a private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Mario Deniz (407-704-0780)
13953 EASDALE ALY, WINTER GARDEN, FL 34787
$509,90062 Days on yellowkey MLS ID: O6381882
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1770 Built: 2024Monthly Fee: $149 Tax: $5,696 (2025)Community: Westhaven At OvationTownhouse
Taxes:$5,696
Remarks: Welcome to this beautifully upgraded Toll Brothers townhome located in the highly desirable community of Westhaven at Ovation in Winter Garden. Built with the sought-after Kellogg Craftsman floor plan, this residence showcases extensive upgrades and modern finishes throughout. The open-concept floor plan offers a bright and spacious great room seamlessly flowing into the upgraded kitchen featuring quartz countertops, premium cabinetry, designer backsplash, luxury vinyl plank flooring, stainless steel Whirlpool appliances, and an oversized island perfect for entertaining. One of the standout features of this home is the private courtyard space located between the home and the garage, making it a perfect retreat to relax, entertain, or enjoy Florida’s beautiful year-round weather. This outdoor area adds valuable lifestyle flexibility and charm. Upstairs, the spacious primary bedroom offers a beautifully appointed bath with upgraded tile, quartz vanity tops, polished chrome fixtures, and a spacious walk-in shower. This home built in 2024 with two-story, reflects modern design and energy-efficient construction and blends modern elegance with functional living and thoughtfully designed indoor-outdoor flow. Located just minutes from Horizon West, Hamlin Town Center, top-rated schools, shopping, dining, and major highways.The water filtration system and jacuzzi spa are negotiable. This home is a must-see. Schedule your showing today.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Bruna Sereno (407-883-6648)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$505,00032 Days on yellowkey MLS ID: O6389892
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
10089 SALT POINT DR, WINTER GARDEN, FL 34787
$475,00015 Days on yellowkey MLS ID: O6392385
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1654 Built: 2022Monthly Fee: $260 Tax: $6,886 (2025)Community: Waterleigh Ph 2ETownhouse
Taxes:$6,886
Elementary School: Avalon Elem
Remarks: It can be negotiated along with the furniture. Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse located in the highly desirable Waterleigh community. This modern home offers a functional and inviting open-concept layout, perfect for both everyday living and entertaining. The property features spacious bedrooms, well-appointed bathrooms, and a thoughtfully designed living area filled with natural light. The kitchen stands out with contemporary finishes, ample cabinetry, and a seamless flow into the dining and living spaces. Furniture can be negotiated, providing a convenient move-in-ready opportunity. Residents of Waterleigh enjoy a resort-style lifestyle, including multiple clubhouses, sparkling pools, fully equipped fitness centers, scenic walking trails, playgrounds, sports courts, and beautifully maintained green spaces. The community is known for its welcoming atmosphere and well-planned design. Ideally located, this home offers easy access to everyday essentials and top destinations, including Horizon West, Hamlin Town Center, and the popular Walt Disney World Resort. Enjoy a wide variety of nearby shopping, dining, and entertainment options, along with convenient access to major highways. This is an excellent opportunity to enjoy comfort, convenience, and one of the most sought-after communities in the area.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Tiago Ferreira (407-440-1010)
14501 GROVE RESORT AVE #2138, WINTER GARDEN, FL 34787
$190,00069 Days on yellowkey MLS ID: O6379849
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $8,154 (2024)Community: Grove Resort And Spa Hotel Condominium UCondo
Taxes:$8,154
Remarks: Discover Exceptional Value at The Grove Resort & Water Park Orlando! This stunning 3-bedroom, 2-bath condo-hotel suite offers unbeatable value in one of Orlando's premier upscale resorts. Spanning a spacious 1,396 sq ft, this fully furnished, modern retreat is turnkey and rental-ready, complete with on-site professional management and a proven income-producing program. Step inside to find contemporary finishes, ample living space, and thoughtful details designed for comfort and convenience. You will appreciate the beautiful and easy to care for luxury vinyl plank flooring. All appliances are included. The modern fully equipped kitchen is ready for quick snacks or preparing a full gourmet meal. The resort's prime location places you just minutes from Walt Disney World®, Universal Orlando, SeaWorld, Margaritaville, movie theaters, and Orlando International Airport. Best of all, enjoy complimentary shuttle service to major theme parks. Resort highlights include the thrilling Surfari Water Park featuring a double FlowRider surf simulator, multiple pools, lazy river, waterslides, and family-friendly splash zones. Dine at on-site restaurants, relax by serene Lake Austin with its private pier—ideal for catch-and-release freshwater fishing (bass, bluegill, and more)—or explore the surrounding nature preserve. Whether you're seeking a dream family vacation spot or a smart investment property in Orlando's booming tourism market, this is your opportunity to own a piece of paradise. Schedule your private tour today and experience the magic of The Grove!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Laura Block (321-229-6029)
11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$806,80185 Days on yellowkey MLS ID: O6375011
2 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Torrey. 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 and butler’s pantry. 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 walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four 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 and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$814,56696 Days on yellowkey MLS ID: O6372260
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $249 Tax: $1,989 (2025)Community: WaterleighSingle Family
Remarks: Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 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 a bedroom and a bathroom. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all four 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 and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. Like all homes in Waterleigh, the Cresswell includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$539,95042 Days on yellowkey MLS ID: TB8482364
REDUCED by $18,049 (3.2%) on 03/31/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $335 Tax: $7,983 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$7,983
Remarks: BACK ON THE MARKET WITH A PRICE REDUCTION OF OVER $60,000 - NOW JUST $539,950! The best value in the neighborhood. Welcome to 8220 Bayview Crossing Drive, a beautifully updated 4-bedroom, 3.5-bath home in the highly desirable Waterleigh community of Winter Garden. Offering 2,477 square feet of thoughtfully designed living space, this home includes a versatile loft and a private first-floor suite. Originally renovated to serve as a long-term residence, the home has been extensively updated with fresh interior and exterior paint, mostly new flooring and brand-new high-end kitchen appliances, creating a modern, move-in-ready space. The flexible layout includes a private first-floor suite with a full bath, ideal for guests, multigenerational living or a home office. Upstairs, the spacious primary suite is joined by additional bedrooms and a generous loft perfect for a media room, study space or second living area. Located in the heart of Winter Garden, Waterleigh offers convenient access to shopping, dining, parks and major roadways. The owners originally planned to make this their forever home, but a professional opportunity is taking them back to Hawaii to lead the nonprofit they founded. Their relocation creates a rare opportunity to purchase a thoughtfully improved home at an exceptional value. Move-in ready and priced to sell.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$849,99015 Days on yellowkey MLS ID: O6394850
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$730,00015 Days on yellowkey MLS ID: O6394219
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2477 Built: 2023Monthly Fee: $165 Tax: $9,345 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,345
Remarks: Welcome to this stunning newer-construction home in the highly desirable Hamlin area of Winter Garden. Built in 2023, this two-story single-family home features 4 spacious bedrooms, 3 full bathrooms, and 2,477 sq ft of living space on a 7,492 sq ft lot. The stucco exterior and composition shingle roof frame clean, contemporary lines. Step inside to an open layout that connects the kitchen, dining, and living areas under high ceilings. The kitchen boasts a wide center island with seating for four. The forced air heating and central cooling ensure comfort throughout Florida's seasons. Additional bedrooms on the first floor provide flexibility for family, guests, or a home office. Upstairs, the primary suite enjoys privacy with its own area and a private en-suite featuring a walk-in closet. Two additional bedrooms share the upper level, each with easy access to the remaining full baths. The lot offers a usable backyard, perfect for outdoor dining, play areas, or future landscaping. The rear patio off the main living area opens directly to this space with a new aluminum fence, seamlessly connecting indoor and outdoor living.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Ana Marin, Pa (407-920-3616)
16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$459,900249 Days on yellowkey MLS ID: O6331200
2 Days Off yellowkey (back on 12/19/2025)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1644 Built: 2024Monthly Fee: $225 Tax: $954 (2024)Community: Hamlin RdgTownhouse
Taxes:$954
Elementary School: Hamlin Elementary
Remarks: Beautiful BRAND-NEW 3-BEDROOM 2.5 BATH TOWNHOME. Available to move-in right away. All appliance included Washer, Dryer & Blinds. Spacious master bedroom + 2 bedrooms.Rent includes Internet, grounds care, & One Time Pest Control. Community convenient located close to Highway 429 and the well-sought Hamlin Shopping center. All major Disney attractions just minutes away! Elementary & Middle schools just steps from the community.
Listing is courtesy of: SOLUTION REALTY LLC (305-788-7533)
Listing Agent: Haroldo Silva (305-788-7533)
13732 FRESH IVY ST, WINTER GARDEN, FL 34787
$580,000238 Days on yellowkey MLS ID: O6337004
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1889 Built: 2024Monthly Fee: $544 Tax: $2,180 (2024)Community: Del Webb Oasis Ph 3Single Family
Taxes:$2,180
Remarks: Under contract-accepting backup offers. Not your average Del Webb home—this nearly new, designer-upgraded retreat offers rare touches and nightly neighborhood Disney fireworks views. Why wait to build? This home is just under a year old and move-in ready, located in the vibrant 55+ community of Del Webb Oasis, where resort-style amenities include a clubhouse, zero-entry pool with cabanas, tennis, pickleball, and more. The open-concept floor plan features 2 bedrooms, 2 baths, a versatile flex room, and an upgraded kitchen with quartz countertops, soft-close cabinets, stainless appliances, and a designer backsplash. Enjoy luxury vinyl plank flooring, tray ceilings, an extended covered lanai prepped for an outdoor kitchen, custom closet systems, and over $30K in premium finishes. HOA includes lawn care and high-speed internet. Thoughtfully designed and perfectly located—this home offers comfort, style, and a touch of magic.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$875,00031 Days on yellowkey MLS ID: O6390742
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3032 Built: 2015Monthly Fee: $184 Tax: $6,702 (2025)Community: TwinwatersSingle Family
Taxes:$6,702
Remarks: Twinwaters ** Former MODEL home built with BEAUTIFUL UPGRADES ** 3 car garage ** Heated POOL & SPA HOME ** Upgraded pool automation NEW 2024 Aqualink control unit, NEW pool pump versa flow 2025, new pool heater 2021, NEW pool salt cell and perfect space for entertaining under the giant +/-40x12 lanai featuring an outdoor kitchen w/gas grill and refrig** Prime CULDESAC location on dead end st across from green space with HOA community pool and play area a short walk ** +/-14x19 beautiful primary bedroom ensuite w french doors leading to the pool & outdoor living space ** Some upgr incl: solar panel system (paid off) for pool, wood tile all main rooms and bathrooms, 8' 2 panel square interior doors, 10' ceilings, crown molding, surround sound 5.0 Polk audio surround ceiling speakers & subwoofer in all the main rooms, quartz counters in the master and kitchen ** Primary bath offers a free standing soaking tub, dual vanities, sinks, a heated bidet, spacious walkin shower & huge walk in closet with custom shelving ** Sonos system upgr receiver 2021 ** Perfect set up for inlaw or guest suite at the end of the main hall with 2 bedrooms, walk in closets and a full bathroom with access to the outdoor living area -Just add a door for a private separate space ** Another possible guest suite is the 1 bedroom and full bath right off the foyer for a guest area ** The main living space offers a lovely inviting open floor plan featuring a family room with sliding glass doors to the pool area and cafe space w beautiful stone accent wall ** The kitchen features upgraded white cabinetry with roll out shelves 2020, white quartz counters, above & under cabinet lighting, an expansive breakfast bar, a separate kitchen island making it a perfect spot to gather ** Built in Kitchenaid built in convection oven, cooktop & Kitchenaid exhaust fan make it enjoyable for cooking ** 2 pantries including a butlers pantry w quartz counters, white cabinets with rollout shelves 2023, a wine chiller Kitchenaid refrig & wine rack plus a separate walk in closet pantry with built in shelving ** Fantastic floor plan with a den/study off foyer or use as another bdrm, then a guest or inlaw suite across the hall & 2 additional bedrooms at the end of the hallway with a 3rd full bath ** Electric heat and hot water heater **Propane gas pool heater and gas grill **Whole house water softener treatment system 2020 & security system main control panel just replaced *All rm measurements are from the Meritage builder flr plan and are approximate. Buyers to verify measurements. Seller did not use the solar panel pool heater system ** The following convey: Wine chiller Kitchenaid refrig in butlers pantry, water softener, Sonos system upgraded 2021 and receiver replaced 2021, security system and 4 exterior cameras 2021, refrig and grill on the outdoor kit., solar panels for the pool heater, all pool equipment, pool heater, metal overhead racks in the garage and attached wall racks **Not conveying: Kit ice maker machine, cable box and Roku not incl.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
13526 FOX GLOVE ST, WINTER GARDEN, FL 34787
$845,00021 Days on yellowkey MLS ID: O6388630
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3866 Built: 2005Monthly Fee: $243 Tax: $11,960 (2025)Community: Stoneybrook WestSingle Family
Taxes:$11,960
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
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