Location: Winter Garden
Do Not Show Listings
1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$255,00085 Days on yellowkey MLS ID: O6372438
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1984Monthly Fee: $63 Tax: $2,520 (2024)Community: Village Grove Phase 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,520
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to your new home in the heart of Winter Garden! Featuring a brand new roof and water heater 2026! This beautifully designed home offers the perfect blend of comfort, style, and modern amenities, making it an ideal choice for families and individuals alike. Step inside to discover a spacious interior featuring an open kitchen to the living space, providing ample storage and a contemporary feel. The kitchen is equipped with whirlpool matching appliances, granite countertops, also in all bathrooms. Large windows filling the space with natural light that add a touch of elegance. Step outside to your private fenced in backyard, where you can enjoy the Florida sunshine on your patio or host barbecues with friends and family. Residents have access to community amenities such as a swimming pool, playgrounds, and walking trails. Location is key, and this home does not disappoint! Situated in walking distance to downtown Winter Garden, you’ll have easy access to charming shops, renowned restaurants, and the vibrant farmers market held weekly. Plus, you are just a short drive away from all Central Florida attractions, including the beautiful beaches and major highways. With a low monthly HOA fee of just $63, which includes access to a community pool and yard maintenance, you can enjoy a worry-free lifestyle in this fantastic neighborhood. Don’t miss your chance to own this turn key home in one of the most desirable communities. THIS PROPERTY QUALIFIES FOR A $5,000 CREDIT WHEN USING FINANCING WITH PNC BANK LENDER! CERTAIN REQUIREMENTS DO APPLY! Schedule your private showing today and make 1261 Wintergreen Way your new home.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Lygren (407-756-9402)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,00080 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to Unit 1705 at 14051 Grove Resort Avenue, a turnkey income-producing condo located inside The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and top Central Florida attractions. Whether you’re looking for a short-term rental investment, a vacation home, or both, this property offers flexibility and strong rental potential in a high-demand resort community. As you enter, you’re greeted by a bright, open layout designed for comfort and guest appeal. The kitchen sits to the left, featuring cherry cabinetry and granite countertops, ideal for hosting short-term guests or extended stays. The space flows seamlessly into the main living area, where natural light fills the room and large sliding glass doors lead to your private balcony, creating an inviting indoor-outdoor experience guests love. The first bedroom is located to the left and connects directly to the first full bathroom, creating a functional and comfortable layout for guests. Across the hall is the primary suite, which offers a spacious ensuite bathroom and a walk in closet. The condo features an open floor plan, comfortable living spaces, and clean, modern finishes. It is well suited as a primary residence, vacation home, or income producing property. The Grove Resort operates on a rental rotation system based on generated income rather than occupancy. Rates fluctuate seasonally, and unit assignment is determined by an automated algorithm that balances income across all participating units. No unit is prioritized over another. At guest check in, the front desk system automatically assigns a unit within the rotation. Internal oversight ensures all units remain aligned within the program. Peak seasons typically include mid March through approximately one week after Easter, mid June through the end of July, and mid December through the first week of January. Daily rental rates vary by season, market demand, and unit type, with larger units achieving higher rates. There are no fixed daily rates, and historical statements provide the best reference for income performance. On site amenities support a full resort lifestyle. Enjoy the Surfari Water Park with a large heated pool, lazy river, water slides, and the FlowRider surfing experience. Food and drinks are available at the Longboard Bar and Grill. The Springs Pools area offers three additional pools and a large hot tub. Lake Austin provides fishing and swan paddle boat rides. Valencia Restaurant offers full service dining with indoor and outdoor seating. A 24 hour fitness center is located near the Springs Pools. The front desk features a marketplace, gift shop, concierge services for theme park tickets and reservations, and a free daily shuttle to Disney. With a prime location, resort level amenities, and turnkey appeal, Unit 1705 offers a strong opportunity to enjoy the Florida vacation lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Vickie Canto (407-731-8995)
17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787
$965,00058 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)
64 N PARK AVE, WINTER GARDEN, FL 34787
$1,149,00054 Days on yellowkey MLS ID: O6385285
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2225 Built: 2023Monthly Fee: $325 Tax: $15,104 (2025)Community: 30 North ParkTownhouse
Taxes:$15,104
Elementary School: Tildenville Elem
Tax Year: 2025
Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$519,900122 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)
WINTER GARDEN, FL 34787
$1,695,0006 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
$619,990152 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
Elementary School: None
High School: None
Middle School: None
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)
18179 CIDER MILL LN, WINTER GARDEN, FL 34787
$424,9905 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
Taxes:$1,424
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.*
11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$866,8115 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
$1,200,0005 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)
17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$699,9705 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
$701,3405 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
$815,00019 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
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)
9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787
$475,00025 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
$555,00014 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
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
$393,990164 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
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
$774,00024 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 Agent: Rema Perras (802-233-5292)
5401 BOWMAN DR, WINTER GARDEN, FL 34787
$1,250,0008 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
$492,67058 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
$1,150,00023 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.