Location: Winter Garden
Do Not Show Listings
18179 CIDER MILL LN, WINTER GARDEN, FL 34787
$424,9903 Days on yellowkey MLS ID: O6399141
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $204 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,424
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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)
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
Taxes:$1,989
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.*
7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$599,9993 Days on yellowkey MLS ID: S5147747
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2017Monthly Fee: $249 Tax: $5,164 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,164
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: ("MORE PHOTOS COMING) Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lakeview Pointe community in Horizon West. Built in 2017, this single-story home offers approximately 1,975 square feet of thoughtfully designed living space with an open floor plan ideal for both everyday living and entertaining. The spacious kitchen features a large center island, ample cabinetry, and a seamless flow into the dining area and great room. The private primary suite includes a walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located toward the front of the home, providing a comfortable split-bedroom layout. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, dog park, walking trails, and access to Huckleberry Lake with a community dock. Conveniently located just minutes from SR-429, Disney, Hamlin Town Center shopping and dining, and top-rated schools. This home offers the perfect combination of comfort, location, and lifestyle in one of Central Florida’s most sought-after communities. Upgrades include: 8’ interior doors, extended Lanai, Newer Trane hvac system, extended length garage, dimmers throughout.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Eric Powell (407-720-1833)
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
Middle School: Water Spring Middle
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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
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
High School: West Orange High
Middle School: SunRidge Middle
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)
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$649,800546 Days on yellowkey MLS ID: O6250356
0 Days Off yellowkey (back on 1/12/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,538
Elementary School: Whispering Oak Elem
Tax Year: 2023
Remarks: Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787
$475,00023 Days on yellowkey MLS ID: O6391856
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1670 Built: 2016Monthly Fee: $148 Tax: $657 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$657
Remarks: One or more photo(s) has been virtually staged. Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered front porch and an open-concept first level featuring tile flooring throughout, a chef-inspired kitchen with stainless steel appliances, rich cabinetry, and a breakfast bar. Upstairs, a versatile loft and convenient laundry room connect the primary suite to two generously sized guest bedrooms. Residents enjoy world-class community amenities including a resort-style pool, fitness center, tennis courts, and playground, all while being walking distance to the brand-new "The Mark" shopping center. Perfectly situated for families and commuters alike, zoned for Top Rated Schools, and just minutes from Hamlin Town Center, the 429 expressway, and Disney property. With alley-access parking and easy access to Winter Garden’s unique charm, this home offers the ultimate Horizon West lifestyle. Tour today!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Jo Holton (307-690-7219)
8685 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$555,00012 Days on yellowkey MLS ID: O6394975
1 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2015Monthly Fee: $332 Tax: $8,849 (2025)Community: WaterleighSingle Family
Taxes:$8,849
Elementary School: Water Spring Elementary
Remarks: Must see and make your new home today!! Situated in front of a most beautiful, sweeping lakefront view, it's the perfect place to wind down or just relax. It has A+ rated school district. Waterleigh provides a perfect blend of activities, amenities, trails, nature, parks, Tennis, clubhouse pools, fitness, parks, lush landscaping, parks & playgrounds allwing activities for everyone. Beautiful views of spectacular sunsets, & Disney Fireworks at night. You are close to several shopping districts, farmers markets, restaurants, luxury theaters, schools, hospitals, and (of course) at Disney's back door. Inside this beautiful and meticulously maintained home, there is a spacious en suite bedroom downstairs with walk in closet and lake view. A vast great room with large dining area adjacent to an open kitchen plan with plenty of cabinet space and walk in pantry. The appliances, including under counter water purifier and dispenser, are all in excellent condition with a brand new samsung dishwasher. A drop zone from the rear entry attached two car garage (with workbench/countertop). The large pavered screened in lanai is both private and large enough for outdoor sofa and dining al fresco. Upstairs is a bright loft with lake view, and two additional guest bedrooms, one with a beautiful lake view. The master bedroom has a huge double sink vanity, two linen closets, large walk in closet, private privy, and luxury no maintenance shower. This home has it all... except carpets... no carpet anywhere in the home. All flooring is either tile or luxury vinyl plank in a modern birch tone. Weeks and Months Available
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karan Wienker (310-890-8687)
11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787
$393,990162 Days on yellowkey MLS ID: O6358387
REDUCED by $1,000 (0.3%) on 04/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2021Monthly Fee: $339 Tax: $6,256 (2024)Community: Winding Bay PreserveTownhouse
Taxes:$6,256
Tax Year: 2024
Remarks: GREAT OPPORTUNITY! BEST priced home in the area! Welcome to 11079 Hanlon Terrace Aly, located in the highly desirable Winding Bay Preserve at Horizon West. This beautiful home is like new and barely lived in, offering one of the most functional and attractive floor plans in the area. The home features three well-sized bedrooms plus a first-floor den that can easily be used as a home office or converted into a fourth bedroom, providing flexibility for modern living, comfort, and convenience. No neighbors in front for a relaxing view, playground and green areas just 10 steps from the front door! Enjoy living in one of Orlando’s most sought-after locations, surrounded by wonderful top-rated schools and a vibrant, fast-growing community. The property is conveniently located near beautiful parks, shopping centers, malls, restaurants, entertainment, and everyday conveniences. You’ll also appreciate the easy access to major highways and main roads, making commuting throughout the Orlando area simple and efficient. If you are looking for location, value, a fantastic floor plan, and a home that feels practically brand new, this is an opportunity you don’t want to miss. Priced to sell, wonderful opportunity for an investment property or principal residence! Schedule your showing today before it’s gone!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Andrea Dale Gonzalez (407-984-1426)
17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787
$774,00022 Days on yellowkey MLS ID: O6393857
REDUCED by $11,000 (1.4%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3196 Built: 2018Monthly Fee: $215 Tax: $11,210 (2025)Community: Waterside/Johns Lk-Ph 2BSingle Family
Taxes:$11,210
Remarks: Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Rema Perras (802-233-5292)
5401 BOWMAN DR, WINTER GARDEN, FL 34787
$1,250,0006 Days on yellowkey MLS ID: O6390128
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4044 Built: 2015Monthly Fee: $214 Tax: $9,108 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$9,108
Remarks: Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
15050 GROVESIDE RD, WINTER GARDEN, FL 34787
$492,67056 Days on yellowkey MLS ID: O6384403
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,375 (2026)Community: Parkview At HamlinTownhouse
Taxes:$1,375
Tax Year: 2026
Remarks: Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed to your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,150,00021 Days on yellowkey MLS ID: O6392997
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Taxes:$12,929
Remarks: Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,00022 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Elementary School: SunRidge Elementary
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-775-4221)
Listing Agent: Elsy Camacho (954-775-4221)
8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787
$639,990231 Days on yellowkey MLS ID: O6337042
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2018Monthly Fee: $600 Tax: $8,886 (2024)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$8,886
Remarks: Reduced price! Welcome to this elegant and beautiful townhome, designed by an architect. SELLER JUST REPAINT THE WHOLE INTERIOR HOME! This property is being offered for the first time since its original purchase in 2018. It has an open concept, full of upgrades and details. Wall papers bring a cozy atmosphere and elevate harmony. This home has ceiling speakers, security camera and ring door bell. As you walk in you feel the modern layout with a charming patio to enjoy family, friends and Florida weather. Main level with kitchen, 1/2 bath, living and dining area. At the living area you can enjoy the natural light, lovely crown-molding, blinds for privacy and Wine Refrigerator. Dining area with wall paper and Borserie. An extra graceful environment with wall paper at the 1/2 bath . Sophisticated gourmet kitchen with granite, backsplash, gray color cabinets, double sink and double kitchen island for extra seating. Sliding doors bring extra natural light and take you to back patio, blending space, nature and elegant paver to appreciate life. The upgraded stairs add a refined touch to the second floor with a cozy carpet. A spacious hall with nice double door closet for linens. Second floor Master Bedroom with wall paper at main wall, shade and walk in closet. Master Bathroom with 2 sinks, niche, shower inclosure, shower tiles upgraded to ceiling, private commode, and handheld private bided. Second floor tasteful 2 bedrooms, with wall paper, brand new custom closets, blinds and curtains. Second floor full bathroom with niche, shower enclosure, creme color stylish cabinet, 2 sinks and handheld toilet bidet. Laundry room with granite, cabinet and laundry sink. The surprise is the additional bonus apartment on top of garage with mini kitchen, full bathroom, wall paper at the main wall, blinds and walk in closet. To wrap this masterpiece listing, a 2 car garage with epoxy. This home was a vacation home for sellers, as they never lived, and only used for a few days during the year. Seller is giving a new kitchen refrigerator as credit at closing. Schedule a tour as you will fall in love! There is a you tube link with a video of the property!
Listing is courtesy of: ANA TEIXEIRA REALTY (321-624-4325)
Listing Agent: Ana Paula Teixeira (321-624-4325)
16716 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$495,0008 Days on yellowkey MLS ID: O6397108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Monthly Fee: $127 Tax: $5,006 (2025)Community: Hawksmoor-Ph 1Single Family
Taxes:$5,006
Remarks: Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.
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