Location: Winter Garden
Do Not Show Listings
18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,00050 Days on yellowkey MLS ID: O6386008
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 2023Monthly Fee: $281 Tax: $497 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$497
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Welcome to 18309 Oliver Twist Way, a beautifully maintained five bedroom, four bathroom home located in the highly sought after Waterleigh community in Winter Garden. Designed for both everyday comfort and effortless entertaining, this spacious home offers a thoughtful layout with flexible living spaces and modern finishes throughout. One of the standout features is the private downstairs guest ensuite, ideal for multigenerational living, visiting family, or a dedicated office space. The open concept main living area creates a warm and inviting atmosphere, seamlessly connecting the kitchen, dining, and living spaces while offering plenty of natural light. Upstairs, generously sized bedrooms provide space for everyone, while the primary suite serves as a peaceful retreat after a long day. Every detail has been carefully maintained, making this home truly move in ready.nLocated within Waterleigh, residents enjoy access to resort style amenities including multiple pools, walking trails, fitness centers, playgrounds, and community green spaces. The home is also conveniently positioned near local schools, shopping, dining, and just a short drive to Walt Disney World, offering both convenience and lifestyle. If you are looking for a home that blends space, functionality, and the vibrant community feel that Waterleigh is known for, this is one you will not want to miss.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Kerstin Crow (615-428-7046)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$620,000260 Days on yellowkey MLS ID: A4660262
REDUCED by $5,000 (0.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Elementary School: None
High School: None
Middle School: None
Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787
$965,00056 Days on yellowkey MLS ID: O6383910
REDUCED by $25,000 (2.5%) on 04/06/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3787 Built: 2023Monthly Fee: $83 Tax: $11,862 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$11,862
Remarks: Exceptional Upgraded Home on Premium Conservation Lot in Winter Garden Welcome to this beautifully upgraded two story residence located in one of Winter Garden’s most desirable communities, zoned for highly rated A schools and surrounded by convenience, lifestyle, and long term value. Featuring 5 bedrooms and 4.5 bathrooms, this home offers a spacious and functional layout designed for both everyday living and entertaining. The primary suite provides a private retreat with a generous walk in closet and a spacious primary bath with an oversized shower, dual vanities, and elevated finishes throughout. The additional bedrooms offer comfort and well planned storage. From the moment you enter, the dramatic double height ceilings create an impressive sense of space and natural light. A custom floor to ceiling wood paneled TV feature wall serves as a stunning focal point in the main living area, adding warmth and architectural presence. Throughout the home, custom made window treatments have been thoughtfully installed and will remain with the property, an elegant and valuable enhancement rarely included. The open concept kitchen blends timeless finishes with modern functionality, featuring upgraded cabinetry, quartz countertops, refined plumbing fixtures, and carefully selected design details throughout. Over 115,000 dollars in builder design upgrades were invested into this home, in addition to custom improvements completed after construction. Adding even more value and comfort, the home is equipped with a whole house water filtration system, providing filtered water throughout the entire property for enhanced quality, convenience, and peace of mind. The covered lanai has been pre plumbed and equipped with electrical planning for a future summer kitchen, offering flexibility for outdoor entertaining and long term customization. Set on a premium conservation lot, this property offers exceptional privacy with no rear neighbors and no future development behind the home. The fenced backyard provides a peaceful outdoor setting ideal for relaxing or hosting gatherings. Additional highlights include an expanded driveway, a two car garage, and a location just minutes from major roadways, shopping, dining, and entertainment. With a low HOA and positioned in one of Winter Garden’s strongest appreciation corridors, this is a rare opportunity to own a thoughtfully upgraded home that combines privacy, quality, and strategic location. Don't miss this opportunity to live with quality, comfort, and style. Schedule your visit!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,995,00044 Days on yellowkey MLS ID: O6387876
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Tax Year: 2025
Remarks: LUXURY Lakefront Estate – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Situated within the coveted golf cart zone near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. Inside, hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$850,00010 Days on yellowkey MLS ID: O6392351
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3793 Built: 2018Monthly Fee: $190 Tax: $7,249 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,249
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Amazing & spacious executive home with 5 bedrooms, 4 and a half bathrooms, with no rear neighbors in the beautiful Orchard Park community located in Winter Garden and just minutes from both Hamlin Town Center and Winter Garden Village. Upon entering this immaculate home you will be impressed with its open and spacious floor plan that offers a downstairs guest room and bathroom, Living Room, Dining Room, Family Room and an amazing kitchen with 42" Cabinets, granite counter tops, ss appliances, oversized center island and massive pantry. The first floor offers neutral oversized tile floors, a half bath, a drop zone area located just off the kitchen and garage and sliders from the breakfast area onto the covered screened patio with paver patio extension and fire pit. The upstairs offers an oversized Primary Suite with 5 piece bathroom including double vanities, a guest room with private bath and two additional bedrooms that share a hall bathroom. The large upstairs Laundry Room makes doing laundry convenient. The community offers a Private Community Swimming Pool, Sports field and Playground. Conveniently located near major roadways and shopping and minutes from the Walt Disney World Resort.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Randall Gill (407-756-0071)
14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$519,900120 Days on yellowkey MLS ID: O6368387
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2012Monthly Fee: $251 Tax: $7,507 (2024)Community: Summerlake Pd Ph 01ASingle Family
Taxes:$7,507
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Back on the market—and now even better. 14571 Bahama Swallow Blvd has just returned with a brand new HVAC system, offering added value and peace of mind for the next owner. This 3-bedroom + den single-family home offers a rare combination of space, functionality, and lifestyle—with a large kitchen, side fenced courtyard, and screened lanai for easy indoor-outdoor living. Located in the highly desirable Summerlake community, residents enjoy: Resort-style pool, Fitness center & clubhouse, Sports courts & walking trails, Lifestyle director & year-round events Even better, the HOA includes lawn care, making it a low-maintenance option—often with more space and value than many nearby townhomes. All just minutes from Disney and Hamlin’s shopping, dining, and entertainment. With major systems updated and positioned at a compelling price point, this home presents an opportunity that’s becoming increasingly hard to find in this area. If you’ve been waiting for the right combination of value and lifestyle—this is one to see.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Shelley Dawson (407-492-1900)
813 MARSH REED DR, WINTER GARDEN, FL 34787
$609,000297 Days on yellowkey MLS ID: O6321149
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3148 Built: 2015Monthly Fee: $128 Tax: $8,220 (2024)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$8,220
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Significant Price Improvement! This spacious residence offers refined finishes and a thoughtfully designed layout, beginning with elegant porcelain tile in the main living areas and luxury vinyl plank flooring in all bedrooms and throughout the upper level. The chef-inspired kitchen serves as the heart of the home, featuring granite and quartz countertops, abundant cabinetry, and a generous walk-in pantry for exceptional storage and functionality. A versatile flex room on the main floor, accented with French doors, provides the ideal space for a guest suite, home office, or private den. The secluded owner’s retreat is a true sanctuary with a split-bedroom layout, expansive walk-in closet, dual granite vanities, and a relaxing garden tub. Upstairs, a spacious loft creates additional living or entertainment space, while a second suite impresses with dual vanities, granite counters, a separate shower and soaking tub, and two oversized walk-in closets. Two additional bedrooms, two full baths, and a conveniently located laundry room complete the upper level. Storage is abundant throughout, including a large under stair closet. Step outside to a serene backyard with tranquil water views from the screened, covered patio. Envision enhancing the space with a privacy fence and mature landscaping to create your own peaceful retreat. With a recent price improvement, this home presents outstanding value, flexibility, and the opportunity to personalize to your taste. Ideally located less than 20 minutes from Disney, Johns Lake Pointe is a beautifully maintained community offering resort-style amenities including a clubhouse with pool and kitchen, fitness center, yoga room, tennis courts, playground, and access to a public boat ramp on the 2,500-acre Johns Lake. Enjoy an exceptional lifestyle in a prime location, priced to allow the next owner to create a private oasis. Don’t miss the opportunity to make this remarkable home your own.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Carla Scherer (407-443-7482)
16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$470,00023 Days on yellowkey MLS ID: O6393056
REDUCED by $4,900 (1.0%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $257 Tax: $4,805 (2025)Community: WaterleighSingle Family
Taxes:$4,805
Remarks: **Price Improvement!!** Assumable 2.5% interest rate available for qualified buyers...offering the potential for significantly lower monthly payments compared to current market rates!! Located in the highly desirable Waterleigh community in Winter Garden, this 3-bedroom, 2-bath home offers the lifestyle buyers are searching for...golf cart-friendly streets, a true neighborhood feel, and even views of Disney fireworks. Inside, you’ll find a bright, open-concept layout with a spacious kitchen featuring stainless steel appliances, a walk-in pantry, and a large island that flows seamlessly into the living and dining areas that's perfect for entertaining or everyday living. The owner’s suite offers a private retreat with a walk-in closet and en-suite bath, while two additional bedrooms provide flexibility for guests, family, or a home office. Step outside and enjoy resort-style amenities with a pool and playground directly across the street. Waterleigh also features two schools within the community, adding everyday convenience. Opportunities like this don’t come around often. Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Shaheda Gordon-Jefferson (646-456-7410)
15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787
$1,100,00029 Days on yellowkey MLS ID: O6390971
REDUCED by $50,000 (4.3%) on 03/31/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3556 Built: 2023Monthly Fee: $128 Tax: $10,299 (2025)Community: Johns Lake PointeSingle Family
Taxes:$10,299
Remarks: Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: T.J. O'Donnell (317-246-8190)
WINTER GARDEN, FL 34787
$1,695,0004 Days on yellowkey MLS ID: O6396808
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2957 Built: 2015Monthly Fee: $235 Tax: $11,222 (2025)Community: Hlckory Hammock Ph 1DSpa: YesSingle Family
Taxes:$11,222
Elementary School: Whispering Oak Elem
Remarks: Experience true lakefront living in the highly sought-after Hickory Hammock community in Winter Garden on the shores of Johns Lake. This stunning 4-bedroom, 3.5-bath home, showcases breathtaking sunset views and a seamless blend of luxury and comfort. Inside, rich wood flooring flows throughout the main living areas and most bedrooms, complemented by custom finishes, accent walls, and an open-concept layout designed for both everyday living and entertaining. The designer kitchen features an oversized island, upgraded cabinetry, stainless steel appliances, and stylish lighting, all overlooking a spacious living area with custom ceiling details and expansive sliding glass doors framing the lake. The primary suite offers a private retreat with a custom feature wall and a spa-inspired bath with dual vanities and a large walk-in shower. Additional highlights include a built-in bar/wine area, spacious laundry room, and a dedicated fitness room with sauna. Step outside to a true resort-style setting featuring an infinity-edge pool and spa overlooking the water, an expansive screened lanai, and a fully equipped outdoor living area with fireplace, TV, spacious seating area, refrigerator, stainless steel grill, and Big Green Egg. Enjoy direct lake access from your private dock complete with boat lift and automatic enclosure, perfect for boating, fishing, and year-round waterfront living. Located in one of Winter Garden’s premier communities with top-rated schools, clubhouse, fitness center, tennis courts, and convenient access to shopping and dining, this exceptional property offers the ultimate Florida lakefront lifestyle.
Listing is courtesy of: FLORIDAY PROPERTIES INC (407-905-8180)
Listing Agent: Chris Kaminski (407-376-5845)
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$619,990150 Days on yellowkey MLS ID: O6361583
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Clearden. 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’ll find a bedroom and downstairs powder room. 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 three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden 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)
16736 OAKBORO ST, WINTER GARDEN, FL 34787
$575,00029 Days on yellowkey MLS ID: O6388784
REDUCED by $10,000 (1.7%) on 04/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $6,967 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$6,967
Remarks: OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Michael Morris (407-383-5434)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$675,0003 Days on yellowkey MLS ID: O6399123
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Elementary School: Independence Elementary
Remarks: Welcome to Hamlin Reserve, where thoughtful upgrades, everyday efficiency, and location come together in one of Winter Garden’s most desirable addresses. A BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026 and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month immediately set this home apart. From the moment you arrive, the board-and-batten two-story elevation, covered front entry, and manicured landscaping create a polished first impression. Inside, engineered hardwood floors added by the seller at the time of construction bring warmth and continuity across the main level. The front dining space is filled with natural light and offers a comfortable, welcoming setting for everyday meals or gatherings. Electric blinds in both the dining and family rooms add a clean, modern touch while also bringing practical convenience already in place for the next owner. As you move into the heart of the home, the kitchen opens up as the main focal point of the first floor. The deluxe kitchen upgrade package features white shaker cabinetry, black granite countertops, a large center island with undermount sink, a gas cooktop with range hood, stainless steel appliances, and pendant lighting that adds character without overpowering the space. Thoughtful details like the granite-integrated disposal pressure switch and lanai speaker cables pre-run to the family room TV location reflect a level of planning that buyers will appreciate. The open-concept living area connects naturally to the rear of the home, creating strong flow for daily living and easy entertaining, while a main-level half bath offers convenience for guests. Upstairs, the original loft has been permanently enclosed with walls and a door to create a true media room, giving this floor plan a valuable bonus space that can easily function as a second living area, office, playroom, or flex room. The primary suite offers a more private retreat, and the upgraded en suite bath includes an enhanced shower and quartz countertops that add a refined finish to the space. Three additional bedrooms provide flexibility for family, guests, or work-from-home needs. What truly strengthens the value here is the combination of major system upgrades already completed for the next owner. The new HVAC system, installed in February 2026, is a variable-speed, dual-zone SEER 18 system with a 10-year warranty, representing a significant recent investment in comfort and efficiency. The solar system is fully paid off, with no lease and no assumption required, offering the long-term benefit of energy savings with the simplicity buyers want. Together, these features make a meaningful difference in both monthly ownership costs and peace of mind. Hamlin Reserve also offers lifestyle value beyond the home itself. Community boat and RV storage is right down the road, a practical amenity not commonly found in many Horizon West communities. Hamlin Town Center is just minutes away with convenient access to Publix, Cinépolis, PopStroke, restaurants, fitness studios, and a growing mix of retail and service options. The area is served by highly regarded Orange County schools, with easy access to SR-429 placing Disney less than 10 miles away and Downtown Orlando within a convenient drive. Positioned, upgraded, and MOVE-IN READY, this home offers a strong opportunity in the Winter Garden market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$866,8113 Days on yellowkey MLS ID: O6399115
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: 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 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.*
15161 CANOE PL, WINTER GARDEN, FL 34787
$1,200,0003 Days on yellowkey MLS ID: O6398949
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3816 Built: 2019Monthly Fee: $385 Tax: $13,235 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$13,235
Elementary School: Panther Lake Elementary
Remarks: Welcome to this beautifully appointed home in the highly desirable Lakeshore community in Winter Garden, offering an exceptional combination of space, comfort, and location. Situated in a prime area close to top-rated schools, shopping, dining, and major roads, this residence is ideal for buyers seeking both convenience and an outstanding lifestyle. This spacious home features 5 bedrooms, 4 full bathrooms, and 1 half bath, with a highly functional and attractive floor plan. Upon entry, you are welcomed by a private first-floor suite, perfect for guests, in-laws, or a home office with added privacy. Upstairs, you will find the remaining bedrooms, including the generous primary suite, along with a huge loft that offers endless possibilities for a media room, playroom, second living area, or home workspace. The home also features a formal dining room, while the kitchen, breakfast area, and family room flow seamlessly together in an open-concept layout that is ideal for both everyday living and entertaining. Step outside to enjoy the brand-new outdoor gourmet area, creating the perfect setting for gatherings, weekend barbecues, and relaxed Florida living. Residents of Lakeshore enjoy access to excellent community amenities, including a well-appointed clubhouse, fitness center, and playground, all contributing to a vibrant and welcoming neighborhood atmosphere. This is a rare opportunity to own a spacious, well-located home in one of Winter Garden’s most attractive communities.
Listing Agent: Maqueli Gewehr (863-258-5656)
2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,0003 Days on yellowkey MLS ID: O6398720
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3747 Built: 2000Monthly Fee: $90 Tax: $10,152 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$10,152
Elementary School: Lake Whitney Elem
Remarks: Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining, the home features an open-concept layout with formal living and dining rooms, a large family room, and a centrally located kitchen that flows seamlessly into the main living areas. A DOWNSTAIRS BEDROOM and full bath provide flexibility for guests, multi-generational living, or a private home office, while upstairs, the expansive primary suite offers a true retreat with a soaking tub , separate shower, dual vanities, and two walk-in closets. Additional bedrooms are generously sized, and both a LOFT and a large BONUS ROOM create endless possibilities for a media room, game room, home gym, or additional living space. High ceilings and natural light enhance the open feel throughout the home, while the layout offers both functionality and comfort. Step outside to a screened-in PRIVATE POOL, covered lanai and extended paver patio, perfect for enjoying Florida living in Winter Garden year-round, all set on a .25 ACRE LOT with mature landscaping and a FULLY FENCED backyard for added privacy. Wintermere Pointe is a well-established gated community in Winter Garden, Florida offering tennis courts, a playground, and a LOW HOA, and is zoned for Lake Whitney Elementary, SunRidge Middle, and West Orange High. If you’re searching for homes for sale in Winter Garden FL with a pool, gated community, and flexible layout, this home offers space, location, and lifestyle in one of Central Florida’s most desirable areas.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Alexis Bress (407-900-0771)
15828 SHOREBIRD LN, WINTER GARDEN, FL 34787
$900,0003 Days on yellowkey MLS ID: O6398059
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3058 Built: 2020Monthly Fee: $360 Tax: $11,042 (2025)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,042
Remarks: Welcome to 15828 Shorebird Lane — a beautifully upgraded Toll Brothers home built in 2020, featuring 4 bedrooms, 3.5 baths, and more than $200,000 in thoughtful enhancements throughout. From the moment you walk in, the home feels bigger, brighter, and more open. The expanded layout adds extra space where it matters most — in the main living areas, bedrooms, and the upstairs loft — giving the whole home an easy, comfortable flow. The kitchen sits right at the heart of the home with upgraded cabinetry, premium appliances, and a large island that makes cooking, gathering, and entertaining feel effortless. It opens directly to the living room and backyard, so everything stays connected. Step outside and you’ll find a space designed to be enjoyed. The screened-in pool and outdoor gas kitchen create a true backyard hangout — perfect for hosting friends or relaxing on a quiet evening. Upstairs, the loft offers a flexible second living area that works as a media room, office, or play space. The three additional bedrooms are well-sized and tucked away for privacy. Details like open stair railings and an extended lanai add to the home’s open, airy feel. Beyond the visible upgrades, the home includes a security system, water softener, epoxy garage flooring, built-in speakers, gutters, and a transferable termite bond for added peace of mind. Located in the Lakeshore community, you’ll enjoy included lawn care and access to amenities along Panther Lake — a zero-entry pool, clubhouse, fitness center, playground, beach volleyball court, dock, and kayak launch. Plus, you’re just minutes from Hamlin Town Center, Orange County National Golf Center, major highways, and Walt Disney World.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$699,9703 Days on yellowkey MLS ID: G5110993
0 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3122 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7550 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$701,3403 Days on yellowkey MLS ID: G5110990
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
408 S BOYD ST, WINTER GARDEN, FL 34787
$815,00017 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.4%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
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