Location: Winter Garden
Do Not Show Listings
11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$909,46618 Days on yellowkey MLS ID: O6405091
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 and a half bath. 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. Off of the family 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 game room 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 Wterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$995,00018 Days on yellowkey MLS ID: O6404827
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3461 Built: 2023Monthly Fee: $168 Tax: $12,730 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$12,730
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: TURN KEY ! This stunning 5-bedroom, 4.5-bath home is packed with upgrades — Calacatta countertops, ceiling-height cabinets, automated curtains, under-cabinet lighting, a gourmet kitchen with tower, Tesla charger, and more! Fully furnished and beautifully maintained, it also features custom-built cabinetry in the living room and office, plus a converted garage gym. Only 2 years old and conveniently located near top-rated Hamlin Elementary and Middle Schools, in a community with a low HOA that includes a pool and sports court. A truly exceptional home in the heart of Hamlin — move-in ready and impeccably maintained!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Natalia Romanelli Mourao (407-405-4534)
17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787
$769,00058 Days on yellowkey MLS ID: O6393857
1 Days Off yellowkey (back on 5/4/2026)
REDUCED by $5,000 (0.6%) on 04/24/2026
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
High School: West Orange High
Remarks: Under contract-accepting backup offers. 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)
15613 PORTER RD, WINTER GARDEN, FL 34787
$575,00025 Days on yellowkey MLS ID: O6397283
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 2015Monthly Fee: $252 Tax: $8,171 (2025)Community: Summerlake Ph 2C 2D 2ESingle Family
Taxes:$8,171
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your ideal Florida lifestyle in the highly sought-after Summerlake community of Winter Garden! This beautifully maintained 3-bedroom, 2-bath home blends comfort, functionality, and an unbeatable location—just minutes from Walt Disney World and all that Central Florida has to enjoy. Step inside to an open and inviting floor plan filled with natural light, designed for both everyday living and effortless entertaining. The spacious living area flows seamlessly into the modern kitchen, complete with ample cabinetry, gas range, sleek countertops, and a generous island perfect for gathering. A standout feature of this home is the versatile flex space—perfect for a home office, playroom, gym, or guest area—easily adapting to your lifestyle needs. The primary suite serves as a relaxing retreat with a well-appointed ensuite bathroom and generous closet space, while two additional bedrooms provide comfort and flexibility for family or guests. Enjoy outdoor living with a private backyard space ideal for quiet evenings or weekend get-togethers. Located in the vibrant Summerlake community, residents enjoy access to resort-style amenities including a pool, fitness center, clubhouse, parks, tennis courts, basketball court, and scenic walking trails. You’re also conveniently close to top-rated schools, shopping, dining, and major highways. Don’t miss your chance to own a home in one of Winter Garden’s most desirable neighborhoods—schedule your private showing today!
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$750,00043 Days on yellowkey MLS ID: O6397917
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2507 Built: 2017Monthly Fee: $164 Tax: $6,475 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$6,475
Elementary School: Panther Lake Elementary
Remarks: Welcome to Watermark in Winter Garden one of the most sought-after, resort-style communities in Horizon West. This energy-efficient Meritage home has 4 bedrooms, 2.5 baths, and a super functional layout with high ceilings and great natural light throughout. As soon as you pull up, you’ll notice the stone accents on the exterior, brick paver driveway, and clean curb appeal. Inside, the home has been freshly painted and updated with new luxury vinyl plank flooring upstairs, giving it a modern feel without the maintenance headaches. The layout just makes sense 3 bedrooms and a versatile loft upstairs (perfect for a media room, office, or playroom), and a 4th bedroom downstairs that works great for guests or a private home office. The open-concept kitchen seamlessly connects to the main living area and features granite countertops, ample cabinetry, and an easy flow out to the backyard making it ideal for everyday living or having people over. Out back is where this one really stands out. If you're looking for a backyard oasis, look no further. This home has no rear neighbors backing to a retention pond and conservation beyond that. The pool deck is over 1300 square feet with a heated 6 foot deep 484 square foot custom saltwater pool! Enjoy sunsets, watching Disney fireworks at night or the occasional rocket launch in the distance! It’s a great setup for relaxing or entertaining. Watermark has some of the best amenities around resort-style pool, splash pad, gym, clubhouse, tennis, basketball, dog park, and tons of walking and biking trails. You’re also within walking distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move-in ready home in a great location with a strong lifestyle, this one checks all the boxes!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$975,000145 Days on yellowkey MLS ID: O6369788
REDUCED by $25,000 (2.5%) on 05/05/2026
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4720 Built: 2021Monthly Fee: $115 Tax: $11,152 (2023)Community: Wincey GrovesSingle Family
Taxes:$11,152
Tax Year: 2023
Remarks: MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locations. From the moment you arrive, the home’s enhanced elevation, extended driveway, and welcoming front porch set the tone for what awaits inside. The open-concept floor plan is filled with natural light and showcases 9-foot doors, soaring ceilings, upgraded engineered hardwood flooring, and expansive sliding glass doors that create a seamless indoor-outdoor flow. The primary suite is conveniently located on the main level, offering a private retreat complete with additional windows, a spa-inspired en-suite bath featuring a soaking tub for two, upgraded glass-enclosed shower, and refined finishes designed for relaxation. Also on the first floor are a private downstairs office, half bath, and a converted third garage space thoughtfully designed as a dedicated home gym, adding exceptional functionality and value. At the heart of the home, the chef’s kitchen impresses with an oversized gathering island, quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and an abundance of storage—perfect for entertaining and daily living alike. Upstairs, you’ll find the remaining bedrooms, including a Jack-and-Jill bathroom, generous walk-in closets throughout, and an expansive home theater/game room. Combined with the additional flex rooms, the home offers outstanding adaptability for multi-generational living, guest accommodations, or expanded work-from-home needs. Additional features include smart-home technology, fiber-optic internet, a hardwired security system with cameras, dual AC units for optimal climate control, and both front and rear porches overlooking a private fenced backyard. Ideally located near top-rated schools, community parks, and the vibrant Hamlin area’s shopping and dining, this home also offers a compelling financial advantage. The sellers are offering seller financing with 20% down and a 5.99% interest rate, providing flexibility and potential savings for qualified buyers. Luxury, space, and opportunity converge here—schedule your private tour today to experience it firsthand.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
1836 WINGED ELM PL, WINTER GARDEN, FL 34787
$435,00069 Days on yellowkey MLS ID: O6390771
REDUCED by $4,000 (0.9%) on 04/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 2005Monthly Fee: $55 Tax: $6,075 (2025)Community: Winter Garden Trls 01-3Single Family
Taxes:$6,075
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged to showcase the incredible potential of this beautiful home. A 100-Day Home Warranty is also available at closing, offering added peace of mind for the new owner. Welcome to your dream home in the highly desirable city of Winter Garden, where comfort, space, and location come together perfectly! This beautiful 4-bedroom, 2-bath residence offers a spacious and functional layout designed for both everyday living and effortless entertaining. Step inside to discover a private and relaxing primary suite featuring a walk-in closet, a luxurious soaking tub, and a separate walk-in shower—creating the perfect retreat at the end of the day. The modern kitchen is equipped with stainless steel appliances and a convenient breakfast bar, ideal for casual dining, morning coffee, or gathering with family and friends. Enjoy Florida living at its best with a screened-in patio, perfect for relaxing evenings or weekend get-togethers while enjoying the outdoor breeze. Additional highlights include a two- car garage, ample living space, and a layout designed with comfort in mind. Location is everything, and this home delivers! With quick and easy access to 429, commuting is a breeze. You'll also be just minutes from Downtown Winter Garden. With its prime location, desirable features, and move-in ready appeal, this home is an incredible opportunity you won’t want to miss. Schedule your private showing today before this Winter Garden gem is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$594,000103 Days on yellowkey MLS ID: O6381156
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
12904 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$1,022,000101 Days on yellowkey MLS ID: O6381734
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3894 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.
10472 PETRILLO WAY, WINTER GARDEN, FL 34787
$1,065,00099 Days on yellowkey MLS ID: O6382263
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4025 Built: 2022Monthly Fee: $102 Tax: $12,049 (2025)Community: Winding Bay Ph 2Spa: YesSingle Family
Taxes:$12,049
Remarks: $15K Seller Concession Offered | Near Disney in Winter Garden | Luxury Pool Home in Horizon West | 5 Bed + Media Room - Welcome to 10472 Petrillo Way, a luxury pool home in Winter Garden’s highly sought-after Horizon West, located in Winding Bay Preserve just minutes from Walt Disney World and now offering a $15,000 seller concession that can be used toward closing costs or an interest rate buy-down, creating immediate value for today’s buyers. Built in 2022, this 5-bedroom, 6-bathroom K. Hovnanian Grayson model sits on a premium corner, EAST-FACING lot with rare DISNEY FIREWORK VIEWS and the unique opportunity to watch Space Coast rocket launches right from home, an experience that sets this property apart from others in the Winter Garden and Horizon West market. Inside, soaring ceilings, crown molding, tray ceilings, luxury vinyl plank flooring, engineered hardwood upstairs, and a striking wrought iron staircase create an elevated and inviting feel, enhanced by a built-in speaker system and thoughtfully selected finishes throughout. The gourmet kitchen anchors the home with GE Profile stainless steel appliances, granite countertops, custom soft-close cabinetry, under-cabinet lighting, a modern hood vent, and an oversized walk-in pantry, all flowing seamlessly into the open-concept living and dining areas designed for both entertaining and everyday living. The first-floor primary suite offers a private retreat overlooking the pool with motorized blackout shades, a freestanding soaking tub, dual vanities, a frameless glass shower, and a spacious walk-in closet, while a downstairs guest suite and dedicated office with French doors provide flexibility for multi-generational living or working from home. Upstairs, a large loft, dedicated media room wired for surround sound, and three additional bedrooms with walk-in closets and bathroom access create space and privacy for family and guests. Step outside to a fully screened lanai featuring a heated saltwater pool and spa, smart controls, fenced yard, and peaceful pond views, creating a true backyard oasis where you can unwind while watching Disney fireworks in the distance. Located in Winter Garden near Disney, Hamlin Town Center, and Flamingo Crossings with easy access throughout Orlando, this home is a standout opportunity for buyers searching for a pool home near Disney, a 5-bedroom home in Winter Garden, a Horizon West luxury home, or a move-in-ready home near Walt Disney World with strong lifestyle appeal and added financial incentive.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$800,00037 Days on yellowkey MLS ID: O6399030
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3893 Built: 2013Monthly Fee: $252 Tax: $7,628 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$7,628
Remarks: Fenced Corner Lot | Oversized 3+ Car Garage | Yard Maintenance Included | This home offers a functional layout with multiple living spaces, abundant storage, and a new roof completed in 2024. The main level includes formal living and dining rooms, a family room that opens to a spacious kitchen with 42" raised-panel cabinetry, gas stove, and ample storage, along with a downstairs bedroom and full bath for added flexibility. An inside laundry room and dedicated office complete the first floor. Upstairs, a bonus room provides additional space for a media room, play area, or secondary living area. The primary suite features tray ceilings, dual vanities, and a large walk-in closet. The second floor also includes three additional bedrooms and two full bathrooms, offering a well-balanced layout for family or guests. Situated on a fenced corner lot, the backyard includes a gas fire pit and space for outdoor enjoyment. The oversized 3+ car garage adds excellent storage and parking flexibility. Located in the Summerlake community, residents enjoy HOA-maintained lawn care for a low-maintenance lifestyle. Conveniently positioned in Horizon West near the Town Center, the 429, Walt Disney World, and area attractions. Community amenities include a lakefront clubhouse, fitness center, resort-style pool, playgrounds, and walking paths.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
11241 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$789,990114 Days on yellowkey MLS ID: O6378044
2 Days Off yellowkey (back on 5/5/2026)
REDUCED by $10,000 (1.3%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $248 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Bellmore. This amazing one-story Emerald Series home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore 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.*
4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$614,90075 Days on yellowkey MLS ID: S5145370
1 Days Off yellowkey (back on 5/5/2026)
REDUCED by $5,000 (0.8%) on 04/28/2026
Bed: 4 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
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private in-law suite above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private in-law suite above the garage, complete with its own kitchen, bathroom, and laundry—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787
$474,90019 Days on yellowkey MLS ID: O6404570
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 1998Monthly Fee: $89 Tax: $3,024 (2025)Community: Brandy CreekSingle Family
Taxes:$3,024
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: This stunning home is waiting just for you! Nestled in the gated community of Brandy Creek, this beautifully maintained 3 bedroom, 2 bathroom home offers a seamless blend of inviting living spaces and everyday functionality. A manicured front lawn, spacious driveway, and covered front patio set the tone for the warm welcome waiting inside. Step through the entry and you’re greeted by soaring ceilings, abundant natural light, and an open layout that effortlessly connects each living space. To one side, a formal living area offers flexibility as a home office or quiet retreat, while the formal dining room on the opposite side creates the perfect setting for hosting dinners and celebrations. At the center of the home, the kitchen shines as both a gathering place and a functional workspace. Featuring a large island with breakfast bar seating, stainless steel appliances, and generous counter space, it’s designed to handle everything from quick mornings to full-scale entertaining. Overlooking the family room, the layout ensures you’re always part of the moment. Just beyond, a cozy dinette with a partial bay window offers a peaceful spot to enjoy your morning coffee while looking out over the backyard. The split floor plan provides privacy for everyone, with the primary suite tucked away on one side of the home. This spacious retreat features a large closet, a private en suite bath with dual vanities, a garden tub, and a separate shower, plus its own direct access to the backyard. Additional bedrooms are bright, well-sized, and versatile for family, guests, or hobbies. Outside, the fenced backyard offers a private escape with a covered patio perfect for al fresco dining, weekend barbecues, or simply soaking up the Florida sunshine. It’s a space designed for both relaxation and play, with room for everyone to enjoy. Living in Brandy Creek means more than just a beautiful home, it also means you’ll also have access to a scenic lake and a dock/fishing pier for quiet moments outdoors. Just minutes away, you can explore the charm of downtown Winter Garden with its farmers markets, live music, boutique shopping, and local dining. With easy access to the Turnpike and FL-429, getting around Central Florida is simple and convenient. Don't miss out on this gorgeous home, schedule a private showing TODAY!!
Listing Agent: Lindsay Grosshans (407-202-2954)
869 BENDING OAK TRL, WINTER GARDEN, FL 34787
$520,000194 Days on yellowkey MLS ID: O6358341
REDUCED by $10,000 (1.9%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2012Monthly Fee: $109 Tax: $5,262 (2024)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$5,262
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Xiomara Pratts (407-993-2865)
14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$1,300,00050 Days on yellowkey MLS ID: O6395612
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4625 Built: 2003Monthly Fee: $141 Tax: $12,364 (2025)Community: Bay Isle 48 17Single Family
Taxes:$12,364
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must see retreat designed to impress! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
7107 BROWN PELICAN CT, WINTER GARDEN, FL 34787
$625,00023 Days on yellowkey MLS ID: O6400618
0 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2751 Built: 2017Monthly Fee: $252 Tax: $6,112 (2025)Community: Summerlake Pd Phase 4ASingle Family
Taxes:$6,112
Remarks: Beautifully maintained and thoughtfully upgraded, this Summerlake home offers the perfect blend of style, comfort, and functionality in the heart of Horizon West. The open-concept layout is filled with natural light and features a versatile flex space at the front of the home, ideal for a home office, formal dining area, or additional sitting room. The kitchen serves as the centerpiece, complete with 42” cabinetry, granite countertops, stainless steel appliances, including an updated dishwasher (2021) and range (2025), a tile backsplash, and an oversized island overlooking the spacious family room and casual dining area. A custom walk-in pantry with upgraded Custom closets throughout the home add both organization and elevated design. Upstairs, all four bedrooms are centered around a generous loft, creating a second living space perfect for relaxing or entertaining. The owner’s suite offers a peaceful retreat with tray ceilings, an extended sitting area, dual custom walk-in closets, and a private ensuite bath featuring dual vanities and a newer glass-enclosed shower door. For enhanced comfort, a dedicated split-system A/C has been added to the primary suite, allowing for personalized temperature control year-round. A Reme Halo air purification system was also installed in the main A/C in 2024. The upstairs laundry room has been fully remodeled with custom cabinetry and a built-in countertop, creating a functional and stylish space for folding and storage. Sliding glass doors lead to a covered and screened lanai and a fully fenced backyard, offering privacy and the perfect setting for year-round outdoor living. Fresh interior and exterior paint, along with brand-new landscaping completed in 2026, give the home a clean, move-in-ready feel from the moment you arrive. The garage is equipped with an electric vehicle charging outlet, adding modern convenience.” Located in the desirable Summerlake community, residents enjoy resort-style amenities including a pool, fitness center, tennis and basketball courts, dog park, zip line, and miles of walking and biking trails. Conveniently close to top-rated schools, shopping, dining, and major roadways. Lawn care and landscaping are included in the HOA for low-maintenance living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
9433 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$729,80030 Days on yellowkey MLS ID: O6401775
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2063 Built: 2024Monthly Fee: $99 Tax: $8,457 (2025)Community: Summerlake ReserveSingle Family
Taxes:$8,457
Remarks: Beautiful home located in highly desirable Summerlake Reserve, just minutes from Disney World, Hamlin Town Center, Publix, top-rated schools, restaurants, shopping, parks, and major highways. This spacious residence offers 4 bedrooms, 2 full bathrooms, and 1 half bath, featuring a charming covered front porch and beautifully landscaped entrance. Inside, a welcoming foyer opens to a bright and airy floor plan filled with natural light. The open-concept kitchen overlooks the main living area and features stainless steel appliances, modern wood cabinetry, breakfast bar, and generous counter space, perfect for everyday living and entertaining. Sliding glass doors lead to an impressive outdoor retreat featuring a covered lanai, upgraded modern pergola, spacious paved patio, outdoor summer kitchen with grilling area, dining and lounge spaces, and a fully fenced backyard with premium low-maintenance artificial turf—ideal for gatherings, relaxing evenings, and enjoying Florida outdoor living year-round. The private primary suite includes a spacious walk-in closet and an elegant bathroom with dual vanities. Additional highlights include a spotless 2-car garage with premium epoxy flooring, automatic garage door opener, air conditioning system, bright lighting, and ample space for storage, fitness, or workshop use. The home also features added insulation in the garage, garage door, and attic, enhancing comfort and energy efficiency. Located in an exclusive and very private HOA community with only 41 homes, this property offers added tranquility and privacy, including no rear neighbors. Perfectly positioned in one of Winter Garden’s most sought-after communities, this home offers comfort, style, and convenience in an exceptional location. Don’t miss this incredible opportunity. ""Home includes a whole-house water filtration system currently installed; however, this system is not included in the sale."" ""The owner will remove the cameras and the Tesla charger.""
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Victor Kubrusly (754-304-4750)
13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$849,000108 Days on yellowkey MLS ID: O6379591
REDUCED by $50,900 (5.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2023Monthly Fee: $544 Tax: $10,256 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$10,256
Remarks: The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the backyard absolutely stunninig, featuring Italian Tile Pavers, Metal Pergola and a beautiful summer kitchen with gas grill with custom outdoor lighting. As soon as you walk into the home you'll be greeted with high ceilings, beautiful crown molding throughout and luxury vinyl floors.The homes open floor plan is perfect for entertaining, featuring a large kitchen island, plenty of cabinet and countertop space. The home has an electric stove currently however this is a gas community and the seller is happy to convert it back to a gas stovetop upon your request! The living room features tray ceilings and surround sound as well as custom smart blinds! The master bedroom and bathroom has everything you want and more! Featuring a gorgeous long walk in shower, dual Sinks and a spacious walk in master closet! With over 150,000 in options added to this property, this home is truly move in ready. This home comes with leased solar panels, whole house gas generator, finished garage floors. Outdoor furniture is negotiable. No Rear Neighbors, a quick walk to the brand new community clubhouse and just a short drive from everything you need! Only 2 miles from the Disney theme park entrance! Don't Wait! Schedule your showing today.
Listing is courtesy of: ENGEL & VOLKERS ORLANDO DR PHILLIPS (407-905-6700)
Listing Agent: John Hart (407-432-8612)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,499,00080 Days on yellowkey MLS ID: O6387379
REDUCED by $41,000 (2.7%) on 05/04/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
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