Location: Winter Garden
Do Not Show Listings
813 MARSH REED DR, WINTER GARDEN, FL 34787
$609,000299 Days on yellowkey MLS ID: O6321149
0 Days Off yellowkey (back on 4/18/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3148 Built: 2015Monthly Fee: $128 Tax: $8,220 (2024)Community: Johns Lake PointeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,220
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Significant Price Improvement! This spacious residence offers refined finishes and a thoughtfully designed layout, beginning with elegant porcelain tile in the main living areas and luxury vinyl plank flooring in all bedrooms and throughout the upper level. The chef-inspired kitchen serves as the heart of the home, featuring granite and quartz countertops, abundant cabinetry, and a generous walk-in pantry for exceptional storage and functionality. A versatile flex room on the main floor, accented with French doors, provides the ideal space for a guest suite, home office, or private den. The secluded owner’s retreat is a true sanctuary with a split-bedroom layout, expansive walk-in closet, dual granite vanities, and a relaxing garden tub. Upstairs, a spacious loft creates additional living or entertainment space, while a second suite impresses with dual vanities, granite counters, a separate shower and soaking tub, and two oversized walk-in closets. Two additional bedrooms, two full baths, and a conveniently located laundry room complete the upper level. Storage is abundant throughout, including a large under stair closet. Step outside to a serene backyard with tranquil water views from the screened, covered patio. Envision enhancing the space with a privacy fence and mature landscaping to create your own peaceful retreat. With a recent price improvement, this home presents outstanding value, flexibility, and the opportunity to personalize to your taste. Ideally located less than 20 minutes from Disney, Johns Lake Pointe is a beautifully maintained community offering resort-style amenities including a clubhouse with pool and kitchen, fitness center, yoga room, tennis courts, playground, and access to a public boat ramp on the 2,500-acre Johns Lake. Enjoy an exceptional lifestyle in a prime location, priced to allow the next owner to create a private oasis. Don’t miss the opportunity to make this remarkable home your own.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Carla Scherer (407-443-7482)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$498,00037 Days on yellowkey MLS ID: O6389892
REDUCED by $7,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787
$1,199,90045 Days on yellowkey MLS ID: O6385964
INCREASED by $80,900 (7.2%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4001 Built: 2000Monthly Fee: $83 Tax: $5,551 (2024)Community: Courtlea OaksSpa: YesSingle Family
Taxes:$5,551
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,850,00044 Days on yellowkey MLS ID: O6387519
REDUCED by $49,000 (2.6%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $203 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$824,90023 Days on yellowkey MLS ID: O6393190
REDUCED by $100 (0.0%) on 04/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Elementary School: Whispering Oak Elem
Remarks: One or more photo(s) has been virtually staged. Discounted Interest Rates Available Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$975,00086 Days on yellowkey MLS ID: O6376353
1 Days Off yellowkey (back on 4/5/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3557 Built: 2021Monthly Fee: $127 Tax: $9,898 (2024)Community: Hawksmoor Ph 4Single Family
Taxes:$9,898
Elementary School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Virtually staged. Wake each morning to tranquil lake views and soft natural light that set a serene tone for the day. Built in 2021, this refined residence is positioned on an expansive premium lot within Winter Garden’s sought-after Hawksmoor community, offering the rare luxury of no rear or front neighbors—only open space, conservation views, and uninterrupted privacy. The paved driveway and oversized three-car garage create an impressive arrival and hint at the thoughtfully designed interiors beyond. Inside, soaring ceilings and an open, light-filled layout create an effortless sense of elegance and flow. At the center of the home, the chef-inspired kitchen makes a striking statement with a waterfall island, gleaming quartz countertops, 42-inch cabinetry, and stainless steel appliances—perfectly suited for both intimate mornings and entertaining. From the main living areas, expansive windows frame breathtaking sunset views across the lake and conservation land, seamlessly blending indoor and outdoor living. French doors open to a private office or fifth bedroom featuring a versatile bonus nook—ideal for a home office, creative studio, or serene retreat. Upstairs, a spacious loft provides endless flexibility, whether envisioned as a media lounge, game room, or additional living space. The primary suite is a true sanctuary, highlighted by elegant tray ceilings, dual walk-in closets, and remote-controlled blinds that allow you to reveal the picturesque views at your leisure. Outdoors, the covered lanai invites relaxed evenings and elevated entertaining, all set against the calming backdrop of water and nature. Residents of Hawksmoor enjoy resort-style amenities including a sparkling pool, splash pad, state-of-the-art fitness center, and scenic walking trails. Ideally located just minutes from SR 429, Hamlin Town Center, historic downtown Winter Garden, and world-renowned theme parks, this home offers the perfect balance of privacy, luxury, and convenience
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kristin Duncan (407-274-5911)
198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$544,1601 Day on yellowkey MLS ID: O6400188
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
Taxes:$2,326
Elementary School: Water Spring Elementary
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.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
3407 CURRENT AVE, WINTER GARDEN, FL 34787
$699,0001 Day on yellowkey MLS ID: O6400102
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3747 Built: 2020Monthly Fee: $152 Tax: $10,520 (2025)Community: Lakeview PreserveSingle Family
Taxes:$10,520
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Five bedrooms, four and a half baths, and a three-car split garage inside a gated waterfront community on Johns Lake. This 2020-built home in Lakeview Preserve is built around space and flexibility. The kitchen anchors the main living area with stainless appliances, a large center island, and an open sightline into the family room and dining space. A downstairs primary suite sits privately off the family room with a spacious walk-in closet and an oversized ensuite bath. On the opposite end of the first floor, a guest bedroom with its own private ensuite makes the layout ideal for multigenerational living or overnight guests. The true split floor plan keeps everyone's space their own. Upstairs holds three more bedrooms, including a second primary with a walk-in closet and private ensuite bath. The remaining two bedrooms share a guest bathroom. Lakeview Preserve is a gated community on Johns Lake with a resort-style pool, fitness center, cabana, playground, splash pad, and a private community dock with a kayak launch. Conservation areas run throughout the neighborhood. You're minutes from Hamlin Town Center, the 429, AdventHealth Horizon West, and Stoneybrook West Village, with Historic Downtown Winter Garden and the West Orange Trail about eight miles away. Disney is a fifteen-minute drive. Rare to find this much square footage, this many ensuites, and gated lake access all in one address.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$2,000,0001 Day on yellowkey MLS ID: O6400010
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016Monthly Fee: $431 Tax: $28,576 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$28,576
High School: None
Middle School: None
Remarks: Welcome to luxury living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Toll Brothers Maranello model home is now available for sale —offering over 4,600 square feet of impeccably designed living space, featuring 5 bedrooms and 5+ bathrooms, all set on a premium waterfront lot. From the moment you arrive, the home makes a statement with its elegant architecture and professionally designed finishes throughout. The grand foyer opens seamlessly into an expansive great room, where natural light, volume ceilings, and refined details create a space that is both inviting and impressive. At the heart of the home is a chef-inspired kitchen, complete with a large center island, premium cabinetry, and a walk-in pantry, all overlooking a bright breakfast area. From here, step directly onto the expansive covered lanai, where indoor and outdoor living come together effortlessly. This is where the home truly sets itself apart. Enjoy your own private resort-style outdoor retreat, featuring a stunning infinity-edge pool overlooking the lake, a fully equipped outdoor kitchen, and a gas fireplace—creating the perfect setting for entertaining or relaxing in total privacy. The primary suite, located on the first floor, offers a luxurious escape with a spa-like bathroom, dual vanities, a walk-in shower, and a generous walk-in closet. Also on the main level, you’ll find a private en-suite guest bedroom as well as a separate mother-in-law suite, providing flexibility for guests or multi-generational living. Upstairs, the home continues to impress with a spacious loft featuring a built-in bar, three additional bedrooms with bathrooms, and a beautiful balcony that adds both charm and additional outdoor living space. Located in one of Winter Garden’s most desirable communities, this home offers privacy, prestige, and convenience, with close proximity to top-rated schools, shopping, dining, and major roadways. Model homes of this caliber—especially with a waterfront lot and infinity pool—rarely become available. Schedule your private showing today and experience elevated living at its finest.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
15306 GILLIGAN CT, WINTER GARDEN, FL 34787
$925,0001 Day on yellowkey MLS ID: O6399653
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3127 Built: 2020Monthly Fee: $102 Tax: $8,308 (2025)Community: Winding Bay Ph 1BSpa: NoSingle Family
Taxes:$8,308
Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
328 BAYSIDE AVE, WINTER GARDEN, FL 34787
$445,0001 Day on yellowkey MLS ID: O6396654
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1235 Built: 1986Monthly Fee: $7 Tax: $5,354 (2025)Community: Kings BaySingle Family
Taxes:$5,354
Elementary School: Dillard Street Elem
Remarks: Welcome to easy Florida living in this charming 3-bedroom, 2-bath ranch-style home, perfectly positioned on a spacious corner lot in one of Winter Garden’s most desirable areas. With its single-story layout and inviting curb appeal, this home offers both comfort and convenience in a relaxed, open setting. Step inside to discover a bright and functional floor plan designed for everyday living and effortless entertaining. The generous living spaces flow seamlessly, while ample natural light enhances the home’s warm and welcoming feel. The split-bedroom design provides privacy, with a well-appointed primary suite and comfortable secondary bedrooms. Outside, the oversized corner lot offers endless possibilities—plenty of room for outdoor gatherings, gardening, or simply enjoying the Florida sunshine. Located well within the golf cart district, you’re just a short ride from the charm and energy of historic downtown Winter Garden. Enjoy easy access to local shops, dining, community events, and the popular weekly farmers market, all just minutes from your doorstep. This is a rare opportunity to own a beautifully situated home that combines classic ranch-style living with an unbeatable location. Call Today!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
17231 MELOGOLD WAY, WINTER GARDEN, FL 34787
$969,00081 Days on yellowkey MLS ID: O6377688
0 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3787 Built: 2024Monthly Fee: $85 Tax: $2,836 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$2,836
Elementary School: Bay Lake Elementary
Remarks: Stunning Upgraded Two-Story Home in Prime Winter Garden Location Welcome to this exceptional two-story residence in the heart of Winter Garden, thoughtfully designed to impress even the most discerning buyers. Featuring 5 spacious bedrooms and 4.5 bathrooms, this home offers comfort, functionality, and style in every detail. The primary suite is a true retreat, complete with a generous walk-in closet, while the additional bedrooms feature built-in closets for smart, efficient storage. The open floor plan creates a seamless flow throughout the home, highlighted by expansive living and dining rooms that are perfect for entertaining or everyday living. The beautifully appointed kitchen stands out with solid wood cabinets, elegant stone countertops, and appliances—combining timeless design with modern convenience. This home boasts nearly $120,000 in builder upgrades, plus custom built-in furniture, delivering a level of quality and finish rarely found. Outside, you’ll appreciate the added privacy of a fenced yard and an expanded driveway—extended three feet on each side beyond the neighborhood standard—providing extra space and convenience. A 2-car attached garage completes the package. Located near a major road with easy access to shopping, dining, and entertainment, and zoned for highly regarded schools, this property offers both lifestyle and location. With a low HOA of only $85 per month, this is a rare opportunity to own a highly upgraded home in one of Winter Garden’s most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787
$334,90053 Days on yellowkey MLS ID: O6377205
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 2001 Tax: $4,413 (2024)Community: Regal Pointe Ph 01 43/129Single Family
Taxes:$4,413
Elementary School: Maxey Elem
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
1720 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,90081 Days on yellowkey MLS ID: O6377195
2 Days Off yellowkey (back on 2/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2004Monthly Fee: $46 Tax: $5,520 (2024)Community: Stone Creek Unit 4Spa: NoSingle Family
Taxes:$5,520
Remarks: Under contract-accepting backup offers. Welcome to this fantastic, move-in ready, 4-bedroom, 2.5-bathroom, two-story home with a two-car garage. Enter the foyer leading directly into the open-concept living room and kitchen. The kitchen is functional and stylish, featuring laminate countertops, an island, and stainless steel appliances. Conveniently located off the kitchen are the laundry room, a half bathroom, and access to the two-car garage. All four bedrooms are located on the second level, with the primary suite situated at the rear of the home for privacy. A small flex space upstairs is perfect for a reading nook or a small office area. The primary bedroom features a walk-in closet and an attached ensuite with dual sinks and a tub/shower combo. Schedule your showings today!
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$519,900233 Days on yellowkey MLS ID: S5133690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
High School: Ocoee High
Remarks: Golf cart district * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden.It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
3467 BUOY CIR, WINTER GARDEN, FL 34787
$629,000105 Days on yellowkey MLS ID: G5106141
Bed: 4 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 lakeview home offers 4 bedrooms, 3 full bathrooms, and a spacious bonus room that can easily serve as a 5th bedroom or versatile flex space. 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 bonus room with full-bathroom and two closets offers flexibility as a future in-law suite, 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: CAM REALTY & PROPERTY MANAGEME (407-929-1852)
Listing Agent: Chelsea Eckert (407-455-2785)
671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,325,00041 Days on yellowkey MLS ID: O6383438
REDUCED by $25,000 (1.9%) on 04/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4490 Built: 2019Monthly Fee: $300 Tax: $12,519 (2024)Community: Canopy Oaks Ph 1Spa: YesSingle Family
Taxes:$12,519
Elementary School: Lake Whitney Elem
Remarks: Under contract-accepting backup offers. Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a community post office. From the moment you arrive at this Mediterranean POOL estate home, it makes a BOLD statement with its 8-foot Solid Wood Arched double entry doors. You are greeted with cathedral ceilings, solid wood oversized French doors to the private office, elegant hand forged custom iron railings, and a unique wine cellar with a custom hand forged iron gate. Luxury details and fine craftsmanship are inside this 5 BR/4.5 Ba/2-car garage POOL home. Open Floor plan leads pleasantly into the chef-style kitchen with the perfect layout for entertaining. The kitchen includes Bespoke Samsung stainless steel appliances, including a Family Hub Refrigerator. Gas stove top, built-in oven, and built-in convection oven. Granite counters. Completing the 1st floor, in addition to the 1st MBR, is a den/office, laundry room, generous dining area, powder bath, epoxy-coated garage floor 2-car garage, Autel Level 2 EV Charger and large lanai complete with Remote controntrolled, motorized retractable patio screens (upstairs and downstairs). The lanai and pool area are designed as additional living space, with pre-plumbing and Gas for your Summer Kitchen. Tons of architectural features throughout, upgraded light fixtures. Both Primary Suites have built in Kitchenettes. The media room includes a mini kitchenette with sink and microwave, and the theatre is wired for a 5.1 in-wall sound system. Three en-suite bedrooms and a Second Master Suite can also be found on this upper floor – perfect for multi-generational options and living privacy. The upstairs primary bathroom and closet are a dream come true. The Spa style bath has granite countertops, custom wood cabinetry, spacious dual sinks, an elegant free-standing soaking tub, seperate frameless glass wall shower with a bench. The custom-made, upgraded, solid wood oversized closet is Couture-Ready. Rainsoft whole-home water filtration/treatment/softener system. Luxury saltwater pool and spa. Privacy hedges along the side yard. Pool lighting; spa with custom tile; finished pool surface; low-maintenance turf and landscaping in the backyard. Exterior lighting, LED trim lighting. The list goes on and on. This home is a must see. An exceptional estate at an exceptional value, Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the Turnpike, and its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home offers an exceptional opportunity for easy commuting.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,9003 Days on yellowkey MLS ID: O6399975
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing Agent: Thomas Moffett (407-375-6498)
213 W TILDEN ST, WINTER GARDEN, FL 34787
$765,00067 Days on yellowkey MLS ID: O6381848
0 Days Off yellowkey (back on 3/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 1972 Tax: $8,105 (2025)Community: Westlake Manor 1St AddSingle Family
Taxes:$8,105
Remarks: Located in DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021, this home showcases numerous upgrades, including new roof, new HVAC, recently installed Whole-House Water Filtration System, stunning new kitchen, new granite countertops, large center island with storage cabinets, built in walk-in pantry. Additional upgrades include double paned windows, new exterior/interior doors, fully renovated bathrooms, porcelain tile flooring throughout the home. Step outside into your own private oasis, you'll find a wood fenced beautiful backyard with lush landscape and patio area, ideal for relaxing and soaking up the Florida sunshine. Irrigation runs off a well. Set on a beautifully, tree-lined street shaded by majestic live oaks. This home invites you into a bright, open concept layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen with a large center island, creating a central gathering space for family and friends. Spacious 2 car garage with EV charger outlet and custom garage door. Located in the heart of the Golf Cart District, you can walk or take your golf cart to Plant Street Market, local restaurants, charming boutiques, café spots, and the Farmers Market. Enjoy the small-town atmosphere, community events, festivals, walk or bike to West Orange Trail and enjoy the scenic beauty of nearby Lake Apopka—all with NO HOA!! This home is perfectly nestled in one of Central Florida’s most desirable and vibrant neighborhoods. This is a rare opportunity to own one of the area’s finest homes in a location that combines luxury, lifestyle and small town charm. Close to major highways, minutes to Disney, 30 mins from Orlando. Schedule your private tour today!! See why this incredible property is the best of Winter Garden living!!
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Alice Acosta (561-356-6385)
2202 ROMANUM DR, WINTER GARDEN, FL 34787
$585,0003 Days on yellowkey MLS ID: O6398743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2015Monthly Fee: $211 Tax: $3,839 (2025)Community: Alexander RidgeSingle Family
Taxes:$3,839
Remarks: Welcome to your next home in the heart of Winter Garden—where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The enclosed Florida room adds an additional 135 square feet of living space, complete with elegant French doors—perfect for a home office, flex space, or relaxing retreat. Out back, enjoy your own private putting green—ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. This home checks all the boxes—location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
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