Location: Winter Garden
Do Not Show Listings
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$619,990173 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2024
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)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000402 Days on yellowkey MLS ID: O6280496
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$527,00031 Days on yellowkey MLS ID: O6397229
REDUCED by $8,000 (1.5%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2016Monthly Fee: $332 Tax: $7,677 (2025)Community: WaterleighSingle Family
Taxes:$7,677
Elementary School: Panther Lake Elementary
Tax Year: 2025
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000183 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$819,99041 Days on yellowkey MLS ID: O6394850
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $30,000 (3.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,000107 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$695,00015 Days on yellowkey MLS ID: O6402010
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2001Monthly Fee: $243 Tax: $6,075 (2025)Community: Stoneybrook West 44/134Spa: NoSingle Family
Taxes:$6,075
Middle School: SunRidge Middle
Remarks: This is the one you’ve been waiting for. A beautifully maintained four bedroom pool home in Stoneybrook West, offering the space, layout, and updates that are so hard to find all in one place. Inside, the home opens with a traditional yet functional flow formal living to the left, dining to the right, leading you into a spacious family room with views of the pool and backyard. The outdoor space truly sets this home apart. Thoughtfully designed, it offers something for everyone, a pool, garden area, green space, turf, and even a sand play area. It’s rare to find a yard that balances relaxation and play this well. A convenient pool bath adds to the ease of indoor-outdoor living and makes entertaining simple. The kitchen has been tastefully updated with quartz countertops, a tile backsplash, breakfast bar, eat-in area, and a walk-in pantry, beautiful and highly functional for everyday living. The office is located off of the family room, it would also make a great playroom, craft room, workout room whatever suits your life best! Upstairs, a large loft provides flexible living space, with a split-bedroom layout that offers privacy. The primary suite is set apart and features a fully renovated bath with a soaking tub, dual sinks, and separate shower, a calm, comfortable retreat. Three additional bedrooms share a full bath on the opposite side. Beyond its appeal, this home has been well cared for with major updates already completed. In 2020, the roof, A/C, gutters, flooring, and interior and exterior paint were all replaced. The kitchen renovation was completed in 2024. Living in guard-gated Stoneybrook West means access to exceptional amenities, including an Olympic-sized pool, tennis and basketball courts, playgrounds, a fitness center, and scenic surroundings with ponds and golf course views. All of this, just minutes from Winter Garden’s Plant Street district, known for its dining, shopping, and vibrant community atmosphere. Homes with this combination of space, updates, and outdoor living don’t come along often. It’s one you’ll want to see in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$875,00067 Days on yellowkey MLS ID: O6387674
REDUCED by $13,800 (1.6%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$693,27022 Days on yellowkey MLS ID: O6400441
INCREASED by $3,000 (0.4%) on 04/30/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2686 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Stunning new construction by Toll Brothers in desirable Horizon West, Winter Garden, estimated completion early 2027. This bungalow-style home features a covered entry, elegant foyer, and private first-floor guest suite. The open-concept layout offers a spacious dining area, designer kitchen with breakfast bar, and great room with access to a private courtyard, perfect for indoor-outdoor living. Upstairs includes two secondary bedrooms and a luxurious primary suite with walk-in closet and spa-inspired bath featuring dual vanities, separate shower, and private water closet. A standout feature is the detached garage with a private suite above, complete with full bath and loft, ideal for guests, office, or flexible living space.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$547,16023 Days on yellowkey MLS ID: O6400188
INCREASED by $3,000 (0.6%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1908 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2027. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787
$534,90087 Days on yellowkey MLS ID: O6381954
REDUCED by $4,600 (0.9%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2023Monthly Fee: $148 Tax: $8,002 (2024)Community: Silverleaf Reserve/Haml Ph 2ASingle Family
Taxes:$8,002
Remarks: One or more photo(s) has been virtually staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Tatiana Alencar (561-234-9972)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,699,000189 Days on yellowkey MLS ID: O6357233
REDUCED by $46,000 (2.6%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor guest bedroom offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two enclosed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a newly resurfaced saltwater pool with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private oasis. Additional highlights include new windows, new HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL BELOW $50), smart thermostat, upgraded irrigation, and a two-car garage with built-ins. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and direct access to the scenic West Orange Trail. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787
$2,150,000177 Days on yellowkey MLS ID: O6360410
112 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4478 Built: 2018Monthly Fee: $743 Tax: $28,879 (2025)Community: Emerald PointeSingle Family
Taxes:$28,879
Remarks: Under contract-accepting backup offers. LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and breathtaking water views, offering the ultimate in Florida living. Privacy and serenity are exceptional with wide lake views from nearly every room and a charming, landscaped park with towering oaks directly across the street. From the moment you enter, a dramatic two-story foyer with upgraded crystal light fixtures and a striking clear view of the lake sets the tone for this modern masterpiece. The formal dining area flows seamlessly into the expansive great room, where an open concept design, stacked stone accent wall, and a rear wall of stackable sliding glass doors creating a true indoor-outdoor living experience. The oversized gourmet kitchen is a chef’s dream, featuring dual islands, pot filler, built-in side-by-side stainless steel refrigerator and freezer, double ovens with convection, built-in microwave, and a dedicated wine and beverage cooler. White shaker cabinetry with illuminated glass inserts, crown molding, quartz countertops, glass tile backsplash, and an oversized walk-in pantry elevate the space. The breakfast nook is perfectly positioned to capture tranquil lake views with every meal. The main level offers a thoughtfully placed half bath for guests, along with a private guest suite featuring sliding doors to the covered lanai and an ensuite bath, ideal for extended stays or multigenerational living. Upstairs, modern glass and stainless-steel railing lead to a spacious bonus room with a full wet bar and additional wine and beverage cooler. This impressive entertaining space opens to a generous balcony with sweeping, unobstructed views of Johns Lake. A convenient laundry room with LG washer and dryer and a second half bath add to the home’s functionality. The primary suite is a serene lakefront retreat, boasting dual walk-in closets, private balcony overlooking Johns Lake, and a spa-inspired ensuite with oversized walk-in shower with rain shower head, garden tub, and dual quartz vanities. Three additional upstairs bedrooms include generous closets, ceiling fans, and either ensuite or Jack-and-Jill baths with tile flooring, quartz counters, and tub/shower combinations; perfect for family or guests. Modern conveniences abound, including a Nest home system, motorized rolling shades, whole-house water filtration with reverse osmosis, and an oversized 3-car garage. The east-facing rear yard offers approximately 102 feet of lake frontage, thoughtfully oriented to avoid the harsh afternoon sun while maximizing shimmering water views throughout the day. Residents of Hickory Hammock enjoy resort-style amenities including a zero-entry pool, clubhouse, fitness center, tennis and volleyball courts, fishing pier, playgrounds, walking trails, and a dog park. Located just minutes from historic Downtown Winter Garden, Winter Garden Village, area attractions, Disney, and Orlando International Airport, this residence perfectly blends contemporary design, lakefront luxury, and everyday convenience. Schedule your private showing today and experience lakefront sophistication at Emerald Point at Hickory Hammock.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
7935 WINTER WREN ST, WINTER GARDEN, FL 34787
$535,00087 Days on yellowkey MLS ID: O6379423
2 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2013Monthly Fee: $252 Tax: $7,834 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$7,834
Remarks: One-story three-bedroom, two-bath home in desirable Summerlake featuring a fenced yard with paved patio. Recent upgrades include new landscaping, laminate tile flooring in the primary bedroom, updated kitchen and primary bath countertops, and new stainless appliances including refrigerator, microwave and gas range. Backyard highlights a fully functioning hot tub (included) and enhanced pergola with lighting, drainage system, adjustable top and reinforced concrete base. Lawn care included in HOA with access to resort-style amenities. Convenient to Disney, Winter Garden, shopping, dining and top-rated schools.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Nadielle Mcarthur (862-704-5992)
236 DONALD DR, WINTER GARDEN, FL 34787
$465,00016 Days on yellowkey MLS ID: O6401940
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1930 Tax: $410 (2025)Community: Showalter ParkSingle Family
Taxes:$410
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
16809 HOBE SOUND CT, WINTER GARDEN, FL 34787
$569,990122 Days on yellowkey MLS ID: O6372242
REDUCED by $5,000 (0.9%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2025Monthly Fee: $248 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake 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.*
521 COPPERDALE AVE, WINTER GARDEN, FL 34787
$525,00012 Days on yellowkey MLS ID: O6402408
1 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2328 Built: 2013Monthly Fee: $72 Tax: $4,040 (2025)Community: Covington ChaseSpa: NoSingle Family
Taxes:$4,040
High School: Ocoee High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fantastic opportunities like this are rare, especially in one of Winter Garden’s most sought-after locations! Perfectly positioned within the Covington Chase community inside the coveted DOWNTOWN WINTER GARDEN GOLF CART DISTRICT, this beautifully maintained 5 BEDROOM, 3 BATHROOM, SINGLE STORY HOME blends lifestyle, space, and value. Ideal for savvy buyers ready to personalize finishes to their own taste. Set on an expansive homesite, the property showcases a SPARKLING 14x28 SALTWATER SPORT STYLE POOL (2020) with a Pebble Tec finish, and fountain—creating a true backyard retreat. The 3 CAR GARAGE offers ample room for vehicles, wall & ceiling mounted storage racks, a mounted tv, and your golf cart, making it easy to enjoy the district’s signature lifestyle. Inside, the thoughtfully designed 3-way split floor plan provides both flexibility and privacy, including a 5th BEDROOM WITH EN-SUITE BATH near the front entry—perfect for MULTIGENERATIONAL LIVING or guests. The spacious primary suite features a private bath behind double doors with garden soaking tub, tiled shower, and generous walk-in closet. The heart of the home is a huge light filled GREAT ROOM room with vaulted ceilings and speaker pre-wiring, seamlessly connecting to the kitchen and extra spacious dining areas. A formal dining room off the foyer could be repurposed as a den if formal isn't your style. The kitchen is well appointed with 42" cabinetry, a large island, OVERSIZED WALK-IN PANTRY, and NEWER RANGE & MICROWAVE (2025) and a whisper quiet Bosch dishwasher. A Samsung Bespoke refrigerator (2025) is also negotiable with the right offer. Recent updates provide peace of mind, including a NEW ROOF (April 2026), 4-ton Trane 2-stage HVAC (2024), FRESH INTERIOR PAINT, NEW CARPET IN 3 BEDROOMS & HALLWAY, and NEW FAUCETS THROUGHOUT. Smoke/CO2 detectors were also replaced for added safety. Outdoors, enjoy Florida living year-round with a VINYL PRIVACY FENCED BACKYARD, screened lanai, and additional open patio with sail shade, simply perfect for entertaining or relaxing poolside. The lanai comes with a mounted tv for watching the Sunday game. The pool area is fully equipped and comes with two deck storage boxes, pool side seating, 3 patio umbrellas, pool maintenance equipment, plus a recently replaced salt cell (2025). Beyond the home, the location truly shines! Residents can walk to the Covington Chase/Park COMMUNITY POOL AND PLAYGROUND for some fun with your neighbors. There's also direct access to the 22 mile WEST ORANGE TRAIL for hiking/biking, or golf carting to Winter Garden's historic PLANT STREET to experience casual and upscale dining/bars, shopping, museums, the Saturday Farmer's Market, festivals, music, and year round special events. Offered at a competitive price, this home presents an exceptional opportunity to own in one of Central Florida’s most desirable communities. Don't sleep on this one!
Listing Agent: Kim Blaylock (407-497-9321)
16827 HOBE SOUND CT, WINTER GARDEN, FL 34787
$629,990104 Days on yellowkey MLS ID: O6376919
REDUCED by $5,000 (0.8%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $248 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
3467 BUOY CIR, WINTER GARDEN, FL 34787
$629,000126 Days on yellowkey MLS ID: G5106141
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2610 Built: 2020Monthly Fee: $152 Tax: $5,995 (2025)Community: Lakeview PreserveSingle Family
Taxes:$5,995
Remarks: This move-in ready lake view home offers 5 bedrooms, 3 full bathrooms. The main level features four bedrooms, two full bathrooms, and an open concept kitchen, dining and living area, along with an extended two-car garage. Designed for both comfort and functionality, this home includes tile throughout the main living areas, new carpet in all bedrooms, tray ceilings in the living room and primary suite, and quartz countertops in the kitchen and bathrooms. Upstairs, a generously sized secondary suite with full-bathroom and two closets offers flexibility as a bonus room, home office, media or game room. Additional highlights include ample storage throughout and an interior laundry room with cabinetry and utility sink. Enjoy outdoor living from your covered front porch, fully fenced backyard, and screened-in patio overlooking John’s Lake. Located in Lakeview Preserve, this gated community offers a clubhouse, resort-style pool with zero-entry, playground, splash pad, fitness center, centralized mailboxes, and a community dock and kayak launch on John’s Lake, creating the perfect combination to enjoy Florida living.
Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)
Listing Agent: Chelsea Eckert (407-455-2785)
17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$939,88011 Days on yellowkey MLS ID: G5111738
0 Days Off yellowkey (back on 4/29/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3409 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Everly floorplan offers 2,807 square feet of spacious, thoughtfully designed living across two stories in main home and 602 sqft apt. This home features 4 bedrooms, 3.5 bathrooms, and a 2-car garage, providing ample room for families and entertaining. The first floor showcases an open-concept layout with a large family room, casual dining area, and a well-appointed kitchen with an optional gourmet configuration. A private primary suite is conveniently located on the main level, offering a walk-in closet and luxurious bath. Upstairs, three additional bedrooms, multiple bathrooms, and a spacious loft provide flexible living space. A covered lanai extends the home outdoors, creating the perfect blend of comfort, style, and functionality. The Garage apt offers a private entrance. Sample Images
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.