Location: Winter Garden
Do Not Show Listings
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,799,00020 Days on yellowkey MLS ID: O6389101
Bed: 3 Bath: 3.5 Gar: 6 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $15 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2025
Middle School: Windy Hill Middle
Remarks: Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in warmth and architectural character, offering 3 bedrooms, 2.5 bathrooms, a flex room, and a second-floor bonus space. Thoughtfully designed for function and lifestyle, the estate is further enhanced by a detached lake side retreat—featuring a 4-car garage with 13-foot doors, multiple vehicle lifts, epoxy floors, and an integrated compressor system. An air conditioned 2nd story storage area is accessed by elevator. The commercial kitchen, comfortable gathering area, and private lounge create a truly unique environment for entertaining and displaying prized possessions. Additional features include a 6-car pavilion and BBQ pergola with a stone fire pit. Structures are versatile - offering endless possibilities for collectors, creatives, or future expansion. The sweeping setting captures serene lake and sunset views, while a whole-property generator and security system provide comfort and peace of mind. With ample room to expand, the existing residence can serve as a guest home while a new primary estate is brought to life. Zoned for horses and ideally located just minutes from Hamlin Town Center, with convenient access to SR-429, Walt Disney World, and downtown Winter Garden, this is a rare opportunity to create a true legacy compound. All TV's included. Furnishings and other items may be available to purchase. See attachments for Feature Sheet.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
13001 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00032 Days on yellowkey MLS ID: O6391387
1 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: East Facing Lot | Large Kitchen Island | Gourmet Kitchen | Covered Extended Lanai. New Construction - April Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 13001 Harvest Rain Avenue, a thoughtfully designed new home that blends comfort and functionality. A gallery style foyer welcomes you inside and leads to a hallway featuring a powder bathroom, three secondary bedrooms, and two full bathrooms, including a private en-suite. Across the foyer, you will find the laundry room and entry to the two-car tandem garage for everyday convenience. At the heart of the home, the dining area flows seamlessly into the great room and gourmet kitchen, complete with a center island and walk in pantry. Pocket sliding doors open to an extended covered lanai, creating an easy connection to outdoor living. Tucked quietly at the back of the home, the primary suite offers a peaceful retreat with a tray ceiling, spa inspired bathroom, and a spacious walk-in closet. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, shower at bath 3, pocket slider at great room, extended covered lanai, tray ceiling package, 8' interior doors, and second sink at bath 2. Photos are for representative purposes only. MLS#O6391387
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
14740 FIELD DAISY DR, WINTER GARDEN, FL 34787
$510,00059 Days on yellowkey MLS ID: O6383531
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Dedicated Study | Game Room. New Construction - June Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ashwood at 14740 Field Daisy Drive in Harvest at Ovation! Enter a charming oasis in this new two-story home that blends spacious living areas with the welcoming comfort you deserve. Beyond the foyer, the great room opens beautifully to the gourmet kitchen, and this bright space extends to the outdoor living area with a lanai positioned just beside the kitchen. A private study sits off the main foyer, offering a quiet spot for work or relaxation. The first floor is thoughtfully designed for hosting memorable gatherings or enjoying peaceful nights in. Upstairs, the roomy primary suite features a remarkable private bath with a dual sink vanity and a walk-in shower. Two secondary bedrooms, a shared full bathroom and a convenient laundry room complete the second floor and surround your private retreat. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: study in place of a flex room, and a secondary bedroom in place of a loft. Photos are for representative purposes only. MLS#O6383531
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00061 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSingle Family
Taxes:$24,540
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$969,09126 Days on yellowkey MLS ID: O6392839
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Watrerleigh 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 additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *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)
1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787
$520,00039 Days on yellowkey MLS ID: O6388013
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2545 Built: 2002Monthly Fee: $44 Tax: $6,455 (2024)Community: Fullers Crossing Ph 02 49 31Single Family
Taxes:$6,455
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dulce Moise (407-697-4754)
2425 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$680,00082 Days on yellowkey MLS ID: O6376886
0 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3524 Built: 2003Monthly Fee: $83 Tax: $8,317 (2024)Community: Wintermere Pointe Ph 02 46/141Single Family
Taxes:$8,317
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ****MOTIVATED SELLER. SELLER WILL CONSIDER CONCESSIONS IF MADE IN AN OFFER****Welcome to 2425 Prairie View Drive in the desirable Winter Garden! This spacious, light-filled 5-bedroom home offers beautiful flooring throughout—no carpet anywhere—and a highly flexible layout. Really, there is a space and place for everyone and everything! All main living areas and bedrooms are conveniently located downstairs, with the exception of the fifth bedroom upstairs, currently used as a gym. The upstairs space includes a closet and can easily serve as a loft, office, or bonus room. Separate from the master bedroom, there is another bedroom that features its own private bathroom. Enjoy peace of mind with a NEW 2025 ROOF, a fully fenced backyard, and a covered, screened-in patio ideal for relaxing or entertaining. The electrical panel was updated for a WHOLE HOUSE GENERATOR (selling with the home). Abundant natural light, A-rated school zoning, and an excellent location make this home a standout. This community is GATED. Schedule your private showing today. (A floor plan is included in the photos to gain a better appreciation for the space.)
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Amaal Barakat (407-840-0373)
15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787
$685,00045 Days on yellowkey MLS ID: O6386748
REDUCED by $14,000 (2.0%) on 04/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2834 Built: 2018Monthly Fee: $90 Tax: $6,526 (2025)Community: Summerlake GrvsSingle Family
Taxes:$6,526
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Live the golf course lifestyle in the highly desirable Summerlake Groves community at Orange County National Golf Center and Lodge in beautiful Winter Garden. This thoughtfully designed 2 story home offers 5 bedrooms and 3 bathrooms, with a bright open concept layout that makes everyday living and entertaining effortless. The spacious kitchen flows seamlessly into the living and dining areas, creating a welcoming space filled with natural light. One of the bedrooms has been transformed into an incredible custom style closet, offering the ultimate dream space for storage, organization, and style. Upstairs you will also find a versatile bonus room with its own private bathroom, making it ideal for a guest suite, media room, home office, or additional living space. Disney Firework visible from upstairs. Step outside to the covered lanai, the perfect place to enjoy relaxing mornings or unwind in the evening while taking in the peaceful surroundings. Located in an amenity rich neighborhood just minutes from shopping, dining, and major roadways, this home offers the perfect balance of lifestyle, convenience, and community living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$573,99018 Days on yellowkey MLS ID: G5110387
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$760,00047 Days on yellowkey MLS ID: O6386488
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
Taxes:$6,669
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
$899,990204 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
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)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$554,990106 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
$1,115,00072 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)
7832 FREESTYLE LN, WINTER GARDEN, FL 34787
$1,100,00074 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
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)
11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$806,80189 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
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.*
11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$814,566100 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.*
5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$730,00019 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)
13732 FRESH IVY ST, WINTER GARDEN, FL 34787
$580,000242 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
$875,00035 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)
7630 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$555,00022 Days on yellowkey MLS ID: O6393483
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2520 Built: 2016Monthly Fee: $252 Tax: $8,021 (2025)Community: Summerlake Pd Ph 3ASingle Family
Taxes:$8,021
Remarks: Firelight on Bluejack Oak Sunrise to Fireworks: The Summerlake Lifestyle Begin your mornings in quiet serenity, where soft light dances across the pond just steps from your door. Tucked on an oversized corner homesite directly across from Summerlake’s resort-style amenities, and introduced by a charming craftsman-style stone front elevation, 7630 Bluejack Oak invites you into a rhythm of living that feels both effortless and inspired. Afternoons unfold in the best of Florida living—whether it’s a leisurely walk along waterfront paths, time at the beach-entry pool with cascading waterfall, a match on the tennis courts, or play at the zip glide, playground, or dog park. Just moments away, Hamlin Town Center offers an elevated everyday experience with Cinépolis luxury cinema, waterfront dining, boutique fitness, and favorites like Bosphorous and Agave Azul—all within a short drive or even a pleasant stroll. And with Walt Disney World just 10 minutes away, the magic is never far… in fact, you can enjoy the fireworks from home. Inside, this thoughtfully designed Lennar Asheville floor plan offers 4 bedrooms and 3.5 baths across 2,520 square feet, with a rare and highly desirable feature: dual primary suites—one on each level—ideal for multi-generational living or elevated guest accommodations. The open-concept living space centers around a welcoming kitchen island, where evenings naturally gather and conversations linger. Upstairs, a spacious loft creates the perfect retreat, complemented by two additional bedrooms connected by a generous Jack-and-Jill bath. Each bathroom features a garden tub, with the downstairs primary suite also offering a separate shower for a spa-like experience. Freshly painted inside and out, with new carpet in all upstairs bedrooms and ceramic tile throughout the main living areas, this home is truly move-in ready—while still offering a canvas for your personal vision. The expansive side yard presents a rare opportunity to create something special, whether an outdoor living retreat, garden sanctuary, or entertaining space (subject to HOA approval). Here, the possibilities are as open as the sky above. Additional features include under-cabinet kitchen lighting, brand new LG appliances, a five-burner gas range, Rinnai tankless water heater, in-wall pest control system, and an Ecobee smart thermostat for remote climate control. The rear-entry two-car garage enhances curb appeal, while the HOA-maintained landscaping—including fertilization and shrub care—ensures a polished exterior with ease. Positioned just across from the elementary school and within one of Central Florida’s most sought-after school zones, this home also offers quick access to SR-429, connecting you effortlessly to downtown Orlando, Tampa, and beyond. From peaceful mornings to vibrant evenings under fireworks, this is more than a home—it’s your perfect “Aaaahhh” moment, every day.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karan Wienker (310-890-8687)
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