Location: Winter Garden
Do Not Show Listings
512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787
$564,90099 Days on yellowkey MLS ID: S5142675
REDUCED by $13,000 (2.2%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1974 Tax: $3,743 (2024)Community: Garden HeightsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,743
Elementary School: Dillard Street Elem
High School: Ocoee High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Price Improvement! Exceptional new value. Seller motivated. Welcome to this beautifully maintained 4-bedroom, 2-bathroom single-family home located in the highly desirable Garden Heights community of Winter Garden, offering a prime location with NO HOA. Recently improved in price, this home now presents an even stronger opportunity in today’s market, combining location, upgrades, and value in one of Winter Garden’s most sought-after areas.Thoughtfully designed with a functional split floor plan, this residence offers 1,700 sq ft of living space filled with natural light and two separate living areas that provide both comfort and flexibility. Sliding glass doors open to a brand-new screened patio (2025), creating the perfect indoor-outdoor lifestyle for relaxing or entertaining.The interior features a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, and modern upgrades including a whole-house water filtration system.Set on an expansive 0.29-acre lot, the property offers city water and sewer, along with ample space to add a pool or design a custom outdoor retreat. Conveniently located just minutes from Downtown Winter Garden, Lake Apopka, the Historic Old Winter Garden Golf District, shopping, top-rated schools, and easy access to SR-429. Homes with this combination of location, updates, and improved pricing are rarely available. Seller motivated—don’t miss this opportunity.
Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)
Listing Agent: Maria Barrios Tovar (407-600-4040)
8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$659,00024 Days on yellowkey MLS ID: O6399594
REDUCED by $10,000 (1.5%) on 05/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2015Monthly Fee: $82 Tax: $8,090 (2025)Community: Summerlake GrvsSingle Family
Taxes:$8,090
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to this exquisitely appointed residence, gracefully positioned on a private corner lot with no neighboring home on one side, offering a rare sense of seclusion and tranquility. The outdoor living space is thoughtfully designed, featuring an inviting patio ideal for refined entertaining or quiet relaxation. A freshly painted exterior (2024) enhances the home’s sophisticated curb appeal. Inside, the bespoke kitchen is a true centerpiece, showcasing custom finishes, under-cabinet lighting, a sleek glass tile backsplash, and a suite of recently upgraded appliances including a new dryer, dishwasher, disposal, and range. The formal living room is bathed in natural light from expansive windows and offers exceptional versatility, perfect as an elegant home office or curated hobby space. This residence effortlessly blends timeless style with modern convenience. Residents of Summerlake enjoy access to an array of resort-caliber amenities, including a clubhouse, pool, tennis courts, playground, parks, and scenic walking trails. Ideally situated near top-rated schools, upscale shopping, fine dining, major thoroughfares, and Orlando’s premier attractions, this exceptional home presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
7107 BROWN PELICAN CT, WINTER GARDEN, FL 34787
$625,0009 Days on yellowkey MLS ID: O6400618
0 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2751 Built: 2017Monthly Fee: $252 Tax: $6,112 (2025)Community: Summerlake Pd Phase 4ASingle Family
Taxes:$6,112
Remarks: Beautifully maintained and thoughtfully upgraded, this Summerlake home offers the perfect blend of style, comfort, and functionality in the heart of Horizon West. The open-concept layout is filled with natural light and features a versatile flex space at the front of the home, ideal for a home office, formal dining area, or additional sitting room. The kitchen serves as the centerpiece, complete with 42” cabinetry, granite countertops, stainless steel appliances, including an updated dishwasher (2021) and range (2025), a tile backsplash, and an oversized island overlooking the spacious family room and casual dining area. A custom walk-in pantry with upgraded Custom closets throughout the home add both organization and elevated design. Upstairs, all four bedrooms are centered around a generous loft, creating a second living space perfect for relaxing or entertaining. The owner’s suite offers a peaceful retreat with tray ceilings, an extended sitting area, dual custom walk-in closets, and a private ensuite bath featuring dual vanities and a newer glass-enclosed shower door. For enhanced comfort, a dedicated split-system A/C has been added to the primary suite, allowing for personalized temperature control year-round. A Reme Halo air purification system was also installed in the main A/C in 2024. The upstairs laundry room has been fully remodeled with custom cabinetry and a built-in countertop, creating a functional and stylish space for folding and storage. Sliding glass doors lead to a covered and screened lanai and a fully fenced backyard, offering privacy and the perfect setting for year-round outdoor living. Fresh interior and exterior paint, along with brand-new landscaping completed in 2026, give the home a clean, move-in-ready feel from the moment you arrive. The garage is equipped with an electric vehicle charging outlet, adding modern convenience.” Located in the desirable Summerlake community, residents enjoy resort-style amenities including a pool, fitness center, tennis and basketball courts, dog park, zip line, and miles of walking and biking trails. Conveniently close to top-rated schools, shopping, dining, and major roadways. Lawn care and landscaping are included in the HOA for low-maintenance living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$609,00058 Days on yellowkey MLS ID: O6389811
REDUCED by $16,000 (2.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787
$700,00043 Days on yellowkey MLS ID: O6394429
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2383 Built: 2017Monthly Fee: $118 Tax: $5,959 (2025)Community: Highlands/Summerlake Grvs Ph 1Single Family
Taxes:$5,959
Remarks: Experience refined living in this truly one-of-a-kind single-story residence, offering over 2,300 square feet of thoughtfully designed space. This exceptional home features three spacious bedrooms, three full bathrooms, and an additional half bath, along with a private office or den enclosed by elegant French doors—perfect for working from home or quiet retreat. Designed for both comfort and sophistication, the home boasts soaring 10-foot ceilings and striking tray ceilings in the foyer, great room, and primary suite. The open-concept living area is enhanced by extended tile flooring, creating a seamless and upscale feel throughout. At the heart of the home, the gourmet kitchen impresses with a large center island, stylish pendant lighting, and effortless flow into the main living and dining spaces. Enjoy the best of indoor-outdoor living with two screened-in lanais—one just off the kitchen and the other connected to the family room—accessible through dual sets of sliding glass doors. Home features tankless gas water heater, gas range and outdoor gas hookup for grilling. Additional highlights include a rare tandem three-car garage, a functional drop zone with built-in cabinetry and counter space, and charming curb appeal with a welcoming front porch—perfect for relaxing with your favorite drink. Nestled in the highly sought-after Horizon West area of Winter Garden, this home offers unmatched convenience. You’re just minutes from Walt Disney World, premier shopping and dining, Orange County National Golf Center, and the charm of Historic Downtown Winter Garden. With easy access to major highways including 429, I-4, and the Florida Turnpike, commuting is effortless. Residents enjoy access to outstanding community amenities, including a resort-style pool, playgrounds, dog park, tennis courts, and more. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this property offers the perfect blend of luxury, functionality, and location.
15078 CANOPY COVER DR, WINTER GARDEN, FL 34787
$975,0007 Days on yellowkey MLS ID: O6404208
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2270 Built: 2024Monthly Fee: $545 Tax: $10,412 (2025)Community: Del Webb OasisSingle Family
Taxes:$10,412
Remarks: This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended lanai, creating a backyard designed for morning coffee, evening wine, and everything in between. The backyard view is pure nature—a lush tree line that provides a true sense of privacy with no rear neighbors in sight. The outdoor kitchen, electronic blinds, and fully fenced yard elevate both privacy and ease. And for those who appreciate a well-appointed bar setup, a custom coffee and bar station was added by the owner—a thoughtful touch not included in the original kitchen build. Inside, natural light pours into open living spaces anchored by a gourmet kitchen with an oversized island, built-in cabinetry, upgraded tile and flooring, and high-end appliances including a Samsung refrigerator. Every detail has been considered—from custom shelving throughout (primary suite, pantry, laundry, study, even garage entry) to a built-in vacuum system and in-wall pest control. The extended 3-car garage with epoxy floors and added storage offers the space you actually need—and even comes prepped for a whole-home water filtration system, ready for the next owner to complete. And then there's the community. Del Webb Oasis is where neighbors become friends and every day feels like a getaway—resort-style pool and spa, pickleball and tennis, a stunning clubhouse, fitness center, exercise equipment along the walking path trail and Parkette, fire pits, social clubs, and curated events. Lawn care is handled, so your time is truly your own. All just minutes from Walt Disney World Resort, Hamlin Town Center, and Downtown Winter Garden—with easy access to everything Central Florida offers. Homes like this don't come back around—especially not in communities like this. This is your chance to step into the next chapter, already fully upgraded and ready to enjoy from day one.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
9433 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$729,80016 Days on yellowkey MLS ID: O6401775
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2063 Built: 2024Monthly Fee: $99 Tax: $8,457 (2025)Community: Summerlake ReserveSingle Family
Taxes:$8,457
Elementary School: Panther Lake Elementary
Remarks: Beautiful home located in highly desirable Summerlake Reserve, just minutes from Disney World, Hamlin Town Center, Publix, top-rated schools, restaurants, shopping, parks, and major highways. This spacious residence offers 4 bedrooms, 2 full bathrooms, and 1 half bath, featuring a charming covered front porch and beautifully landscaped entrance. Inside, a welcoming foyer opens to a bright and airy floor plan filled with natural light. The open-concept kitchen overlooks the main living area and features stainless steel appliances, modern wood cabinetry, breakfast bar, and generous counter space, perfect for everyday living and entertaining. Sliding glass doors lead to an impressive outdoor retreat featuring a covered lanai, upgraded modern pergola, spacious paved patio, outdoor summer kitchen with grilling area, dining and lounge spaces, and a fully fenced backyard with premium low-maintenance artificial turf—ideal for gatherings, relaxing evenings, and enjoying Florida outdoor living year-round. The private primary suite includes a spacious walk-in closet and an elegant bathroom with dual vanities. Additional highlights include a spotless 2-car garage with premium epoxy flooring, automatic garage door opener, air conditioning system, bright lighting, and ample space for storage, fitness, or workshop use. The home also features added insulation in the garage, garage door, and attic, enhancing comfort and energy efficiency. Located in an exclusive and very private HOA community with only 41 homes, this property offers added tranquility and privacy, including no rear neighbors. Perfectly positioned in one of Winter Garden’s most sought-after communities, this home offers comfort, style, and convenience in an exceptional location. Don’t miss this incredible opportunity. ""Home includes a whole-house water filtration system currently installed; however, this system is not included in the sale."" ""The owner will remove the cameras and the Tesla charger.""
Listing Agent: Victor Kubrusly (754-304-4750)
13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$849,00094 Days on yellowkey MLS ID: O6379591
REDUCED by $50,900 (5.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2023Monthly Fee: $544 Tax: $10,256 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$10,256
Elementary School: None
High School: None
Middle School: None
Remarks: The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the backyard absolutely stunninig, featuring Italian Tile Pavers, Metal Pergola and a beautiful summer kitchen with gas grill with custom outdoor lighting. As soon as you walk into the home you'll be greeted with high ceilings, beautiful crown molding throughout and luxury vinyl floors.The homes open floor plan is perfect for entertaining, featuring a large kitchen island, plenty of cabinet and countertop space. The home has an electric stove currently however this is a gas community and the seller is happy to convert it back to a gas stovetop upon your request! The living room features tray ceilings and surround sound as well as custom smart blinds! The master bedroom and bathroom has everything you want and more! Featuring a gorgeous long walk in shower, dual Sinks and a spacious walk in master closet! With over 150,000 in options added to this property, this home is truly move in ready. This home comes with leased solar panels, whole house gas generator, finished garage floors. Outdoor furniture is negotiable. No Rear Neighbors, a quick walk to the brand new community clubhouse and just a short drive from everything you need! Only 2 miles from the Disney theme park entrance! Don't Wait! Schedule your showing today.
Listing is courtesy of: ENGEL & VOLKERS ORLANDO DR PHILLIPS (407-905-6700)
Listing Agent: John Hart (407-432-8612)
9549 BOLERO RD, WINTER GARDEN, FL 34787
$997,000249 Days on yellowkey MLS ID: O6340193
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $271 Tax: $13,484 (2024)Community: Waterleigh Ph 3ASingle Family
Taxes:$13,484
Remarks: The lakefront life of grandeur awaits you in this stunningly enhanced North Haven model by DR Horton's luxury line, Emerald Homes! Structural enhancements are plentiful and include a Control4 Smart Home Automation System, custom designed closets in nearly every closet throughout the home, security system, technology operated window treatment, entire home water softener, reverse osmosis kitchen faucet, recessed lighting, tile roof for added longevity, and more! Admire the curb appeal as you walk up to your covered front porch by way of the sealed brick paver sidewalk amidst luscious landscaping maintained entirely by the HOA. Relish in the wood plank tile that floor most of the downstairs for a highly desirable look as well as ease of maintenance. To the right of the entrance is a flex space (named the formal dining room by the builder) ready for you to make of it what you want. Continue into the main living space and soak in all of the lake views through the many windows on the back of the home. The gourmet kitchen is also in this open concept space for taking in the lake views, and it is truly a home chef's dream being lined with tons of cabinetry and countertop space. The dining space is right off the kitchen overlooking those beautiful lake views. The primary suite is tucked away privately in the back of the home downstairs and contains even more opportunities for lake viewing. A tray ceiling and custom designed closet make this space even more admirable. The en suite showcases a split dual vanity, massive walk-in shower, and a garden tub that all overlook the lake. Head upstairs via an upgrade staircase lined with wrought iron spindles and luxury vinyl flooring. The loft greets you with endless opportunities of how to customize this space for your enjoyment. A ceiling-mounted projector and theater screen are included with the sale. More windows allow in natural lighting as well as the views of the lake. A Jack-and-Jill bathroom connect bedrooms 2 and 3, and both rooms feature custom designed closets. Bedrooms 4 and 5 are also upstairs and adorned with custom designed closets, and their bathroom is outside of the bedrooms and houses a dual vanity with separate water closet. Head out back where your gargantuan backyard extends from the house to the edge of the waters of Lake Ihrig. Relish in the fact that the HOA maintains this entire extended backyard so you have even more time to enjoy this outdoor space that is extremely rare in Horizon West. The tandem 3-car garage efficiently utilizes every opportunity for space. Situated in the back of the community, you truly get the best of both worlds by enjoying the peace and quiet yet also being a short walk away from the vast amount of amenities, A-rated schools, and the shopping plaza. Waterleigh is building out its final phase, and the Emerald Series is no longer offered making this an even more unique and special opportunity. Inquire today on how to make this gem your own!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
1032 BURLAND CIR, WINTER GARDEN, FL 34787
$519,99011 Days on yellowkey MLS ID: O6401764
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2487 Built: 2005Monthly Fee: $64 Tax: $6,728 (2025)Community: Fullers Xing Ph 03 A-GSingle Family
Taxes:$6,728
Remarks: Spacious and inviting, this 5-bedroom, 2-bathroom home with one of the largest lots, boasting just shy of .4-acre in the Fullers Crossing community offers the perfect blend of comfort, style, and functionality. Thoughtfully updated, this home features a new roof (2020), water heater, and gutters (2021), along with a new A/C system (2023), giving you peace of mind for years to come. As you arrive, the paver driveway and two-car garage immediately enhance the home’s curb appeal. Step inside to find (newer) stylish luxury vinyl flooring that flows throughout the entire home, creating a cohesive and modern look. Designed with flexibility in mind, the layout includes a formal living room for gatherings and a formal dining room perfect for hosting memorable meals. At the heart of the home, the kitchen opens seamlessly to the family room and breakfast nook, creating a bright and airy living space enhanced by vaulted ceilings. The kitchen is equipped with stainless steel appliances, a brand-new range and microwave, a breakfast bar, and a pantry. The dinette area is ideal for casual dining and flows effortlessly into the family room. Abundant natural light from the sliding glass doors, combined with soaring ceilings, creates an open and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a walk-in closet and an ensuite bathroom featuring dual sinks, a separate shower, and a relaxing garden tub—perfect for unwinding at the end of the day. Four additional generously sized bedrooms provide plenty of space for family, guests, or a home office, along with a versatile flex space or bonus room to suit your needs. Situated on an oversized 0.39-acre lot, the outdoor space offers endless possibilities. Step outside to enjoy a covered patio overlooking a large, fully fenced backyard with durable vinyl fencing and a community wall for added privacy. Additional outdoor features include a shed (2018) and a double gate entry for convenient access. Only minutes to the beautiful downtown Winter Garden! Access to the West Orange bike trail is just outside the community. This home truly offers space, comfort, and versatility for any lifestyle. Don’t miss your opportunity to own this beautifully maintained and well-designed property—schedule your private showing today.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Scott Bedsole (407-914-8223)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,499,00066 Days on yellowkey MLS ID: O6387379
REDUCED by $41,000 (2.7%) on 05/04/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Elementary School: Hamlin Elementary
High School: West Orange High
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00010 Days on yellowkey MLS ID: O6403044
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity, air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$539,90010 Days on yellowkey MLS ID: G5111718
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2019Monthly Fee: $215 Tax: $7,499 (2025)Community: Waterside/Johns Lk-Ph 2ASingle Family
Taxes:$7,499
Remarks: There are homes that check the boxes and then there are homes that make you pause. Welcome to this beautifully appointed 3-bedroom, 3-bath residence in The Cove at Waterside, where thoughtful upgrades and stylish finishes come together to create a home that feels instantly set apart. Granite countertops, 42-inch cabinetry, updated luxury vinyl plank flooring, and fresh interior paint bring a clean, upscale feel throughout, while the custom-built dry bar introduces a distinctive focal point perfect for entertaining. The spacious loft adds versatility for work, relaxation, or recreation, giving this home the flexibility to fit the way you live. With convenient access to Winter Garden Village, historic downtown Winter Garden, and Central Florida attractions, this is a home that invites curiosity and rewards a closer look. Feature and upgrade list available.
Listing is courtesy of: TOWERSIDE REALTY INC (407-454-9800)
Listing Agent: Jennifer Roberts (407-456-2124)
113 W DIVISION ST, WINTER GARDEN, FL 34787
$549,99011 Days on yellowkey MLS ID: S5148787
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1951 Tax: $4,920 (2025)Community: Winter Garden Shores RepSingle Family
Taxes:$4,920
Remarks: Welcome a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the interior with natural light, while luxury flooring flows throughout for effortless style and maintenance. This inviting 4-bed, 2-bath residence offers 1,487 sq ft of thoughtfully reimagined living space on a generous 0.17-acre lot in the desirable Winter Garden Shores neighborhood. Relax in sleek, modern bathrooms and enjoy the lush Florida weather from your excellent screened porch, ideal for morning coffee or evening gatherings. The home also includes an attached garage and has been upgraded with central air and updated finishes throughout. Located just moments from top schools, City Hall, dining, parks, and major commute routes, this home offers convenience without compromising. Whether you’re a growing family, first-time buyer, or relocating to the area, this Winter Garden gem is not to be missed!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marcelo Garrido (321-502-4448)
15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
$909,00017 Days on yellowkey MLS ID: O6399342
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2953 Built: 2015Monthly Fee: $235 Tax: $11,413 (2025)Community: Hickory Hammock Ph 1DSpa: NoSingle Family
Taxes:$11,413
Elementary School: Whispering Oak Elem
Remarks: FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
9723 LOST CREEK DR, WINTER GARDEN, FL 34787
$669,000180 Days on yellowkey MLS ID: O6359309
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $10,499 (2025)Community: WaterleighSingle Family
Taxes:$10,499
Remarks: Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or those seeking a low-maintenance lifestyle. Interior features include a bright open floor plan with elegant archways, a spacious kitchen with stainless steel appliances, stone countertops, ample cabinet and counter space, and a roomy breakfast bar, a large family room with view of the pond and a split floorplan for privacy and versatility. The master suite boasts a beautiful tray ceiling and a master bath with a garden tub, separate shower, dual sinks and a large walk-in closet. The rear lanai has brick pavers and a one of a kind east facing view of the pond where you can enjoy your morning coffee and watch the sunrise. Out front there's a lovely front porch that adds to the neighborhood charm. Enjoy access to multiple clubhouses, resort-style pools, fitness centers, playgrounds, dog parks, walking trails, and year-round community events. HOA dues include landscaping, giving you more time to enjoy the lifestyle. Don't miss this fantastic opportunity.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
1408 SPRING RIDGE DR, WINTER GARDEN, FL 34787
$459,00057 Days on yellowkey MLS ID: O6390610
2 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 1991Monthly Fee: $25 Tax: $1,722 (2025)Community: Crown Point SpgsSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom single-story home in highly desirable Winter Garden, Florida! This light and bright residence features an inviting open floor-plan with soaring high ceilings that create a spacious and airy feel throughout. The cozy wood-burning fireplace serves as a beautiful focal point in the main living area—perfect for relaxing evenings at home. The property sits on a spacious corner lot with a fully fenced backyard, offering privacy and plenty of room for outdoor entertaining, pets, or play. A large storage shed (10x16) designed to match the home provides excellent space for tools, hobbies, or additional storage. Located within Winter Garden’s popular golf-cart district, you’ll enjoy easy access to the vibrant historic downtown area. Cruise over to the shops, restaurants, and the beloved weekly farmers market, or take part in the many community festivals and events that make Winter Garden such a special place to live. With its desirable location, open layout, and charming features, this home offers the perfect blend of comfort, convenience, and small-town charm. Call today as these opportunities tend to go fast!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
10693 PETRILLO WAY, WINTER GARDEN, FL 34787
$799,00023 Days on yellowkey MLS ID: O6399081
2 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3149 Built: 2021Monthly Fee: $102 Tax: $8,845 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,845
Remarks: Under contract-accepting backup offers. Located in Winding Bay in Winter Garden, this move-in ready home for sale near Walt Disney World offers a rare combination of privacy, functionality, and luxury. Positioned on one of the best CONSERVATION LOTS in the community with NO REAR NEIGHBORS, this home delivers peaceful green space views and a truly private setting that’s increasingly hard to find. Built in 2021, this K. Hovnanian Tompkins model with bonus features a highly desirable open-concept floor plan with a DOWNSTAIRS PRIMARY suite, Jack-and-Jill bedrooms ideal for multigenerational living, and a DEDICATED HOME OFFICE - a layout that stands out among Horizon West homes for sale. The upgraded kitchen anchors the home with double ovens, cooktop with hood vent, coffee bar, wine fridge, oversized pantry with custom shelving, and extended counter space, all flowing seamlessly into the spacious main living area designed for entertaining. Interior highlights include CUSTOM CLOSET SYSTEMS throughout every room, plantation shutters and beautiful window treatments, WATER SOFTENER, and epoxy-coated garage flooring. Upstairs offers a LARGE LOFT/BONUS ROOM, full bedroom, and full bathroom, providing flexible space for guests, media, or additional living. Homes with this level of privacy, layout, and location in Horizon West are becoming increasingly difficult to find. Step outside to a screened-in lanai overlooking tranquil conservation, FULLY FENCED and EXTENDED PAVER PATIO creating a private, resort-style outdoor setting designed for both entertaining and quiet everyday living, while subtle exterior upgrades like built-in front holiday lighting add convenience. Located just minutes from Hamlin Town Center, Flamingo Crossings, top-rated schools, and major highways including 429, residents enjoy access to community amenities including a pool, playground, and dog park, along with Disney fireworks and Space Coast rocket launch views from within the community. With LOW HOA dues and NO CDD, this home offers both lifestyle and long-term value. Opportunities like this in Winter Garden, especially in the Horizon West area, continue to see strong demand, making this one of the best opportunities currently available.
Listing Agent: Alexis Bress (407-900-0771)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00065 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$549,990127 Days on yellowkey MLS ID: O6370363
REDUCED by $5,000 (0.9%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.