Winter Garden FL Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code

Short Sale. *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 more for a similar home... this one is ready now. 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!

18339 Oliver Twist Way, Winter Garden

14501 Grove Resort Avenue Unit 3538, Winter Garden

$351,450

3 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

Motivated Seller – Spacious 3-Bedroom Condo on the 5th Floor! Step into the popular Jasmine plan, a roomy 3-bedroom condo featuring modern decor, quartz countertops, and full furnishings — everything you need for a perfect vacation. Fully equipped and turnkey, this condo allows for effortless ownership: enjoy it anytime, and let the resort’s professional management team handle guest services and income generation when you’re not using it. The Grove Resort & Waterpark is a private Florida enclave designed for family fun and unforgettable memories. With astounding onsite activities, spacious accommodations, and world-class amenities, it’s just 3 miles from the Western Way entrance to Walt Disney World® Resort and close to all of Orlando’s famous theme parks and attractions. Truly “an escape within an escape,” this resort offers both an incredible lifestyle and strong rental potential.

14501 Grove Resort Avenue Unit 3538, Winter Garden

14501 Grove Resort Avenue Unit 1220, Winter Garden

$325,890

2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

The Birch — 2 Bed / 2 Bath Condo-Hotel The only floorplan at The Grove with two true primary suites. Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together, multi-generational families, or anyone who refuses to give their guests a consolation prize room. Inside, you’ll find an open living and dining area, a full kitchen — not a kitchenette, a full laundry room, — and a private balcony. This acts like a home, not just a hotel room. As an owner, enjoy up to 179 days of personal use per year at no nightly charge, while your unit earns rental income through the resort’s fully managed program the rest of the time. Located just 3 miles from Walt Disney World® and minutes from the new Epic Universe, demand for premium accommodations in this corridor has never been stronger. Zero management hassle. · Two primary suites. · One exceptional investment.

14501 Grove Resort Avenue Unit 1220, Winter Garden

14501 Grove Resort Avenue Unit 1237, Winter Garden

$210,000

2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code

Welcome to The Grove Resort & Water Park, a premier condo-hotel nestled in the vibrant heart of Winter Garden, FL. This beautifully furnished 2-bedroom, 2-bathroom unit is designed for ultimate comfort and convenience, making it an incredible investment opportunity or a perfect vacation retreat. Step inside to find a spacious open floor plan, featuring a stylish kitchen with modern appliances, sleek countertops, and ample storage. The inviting living and dining areas flow effortlessly onto a private screened balcony, where you can unwind and soak in the tranquil surroundings. The primary suite is a true retreat, offering a spa-like en-suite bathroom complete with a soaking tub, separate glass-enclosed shower, and dual vanities. A generously sized second bedroom and full bathroom ensure plenty of space for guests to feel right at home. As a resident or guest at The Grove Resort, you’ll enjoy world-class amenities, including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, and on-site dining options. Plus, with 24-hour concierge service and a hassle-free rental program, this property offers both luxury and convenience. Located just minutes from Walt Disney World and Orlando’s top attractions, this condo presents an unparalleled opportunity to own a slice of paradise. Don’t miss out—schedule your private tour today!

14501 Grove Resort Avenue Unit 1237, Winter Garden

$580,000

4 Beds ⋅ 3 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code

WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, .. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find

14902 Arrena Road, Winter Garden

14501 Grove Resort Avenue Unit 1637, Winter Garden

$235,100

2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code

NEW PRICE:$235,100.00 VERY MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM BIRCH DESIGN CONDO HAS GREAT VIEWS FROM THE SCREENED BALCONY ON THE 6TH FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, PLUS SHOPPING AND MUCH MORE.

14501 Grove Resort Avenue Unit 1637, Winter Garden

14501 Grove Resort Avenue Unit 3205, Winter Garden

$325,000

2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel SubDv. ⋅ 34787 Zip Code

Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property, this fully furnished 2-bedroom, 2-bath unit can sleep up to 8 people (room with1 king bed, room with 2 full beds and queen sleeper sofa) and has a gourmet kitchen with stainless steel appliances and quartz counters. The Grove Resort and Spa offers concierge service and has several bars, restaurants, multiple pools and spas, a lazy river, water park, surfing simulator with an instructor, day spa, fishing dock, and paddle boats on Lake Austin. The resort is within several minutes of Disney World with shuttle services to the parks. This is one of Orlando's most luxurious vacation rental resorts.

14501 Grove Resort Avenue Unit 3205, Winter Garden

14501 Grove Resort Avenue Unit 1318, Winter Garden

$399,900

2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code

OWN this full POOL-VIEW condominium in the MAIN building!!! As you enter this 3rd floor two bedroom, two bathroom unit, an unobstructed view to the Springs Pool welcomes you in the Premier Tower or Building One. What an amazing view!!! In the evenings, you may enjoy Disney's fireworks from your balcony or bedrooms!!! The unit is located in Tower One, where you find the lobby, concierge, restaurant, bar, lounge, fitness center, spa, and market an shop. It overlooks the Spring Pools just outside your building where three pools, splash pool, oversized hot tub and cabanas are awaiting you. You may park your car on the same level as your unit in the garage. The highlight of the resort is the Safari Waterpark. The FlowRider Double surf simulator can be challenging, but professionals help and teach you. Sunbathe while floating down the almost 700-foot lazy river. There are also the two-story, double slides, waiting for you. Everything you deserve as a place to relax and enjoy with your family and loved ones.

14501 Grove Resort Avenue Unit 1318, Winter Garden

14501 Grove Resort Avenue Unit 2541, Winter Garden

$415,000

3 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

Luxury retreat at The Grove Resort & Water Park Orlando - spacious Jasmine floor plan! Escape to the magic of Orlando and indulge in the ultimate vacation experience at The Grove Resort & Water Park. This stunning 3-bedroom, 2-bathroom apartment, located on the fifth floor of Condominium II, offers an impressive 1,396 square feet of contemporary living space. As you step inside, you'll be greeted by an open and airy layout that seamlessly flows from the inviting living room to the elegant dining area and gourmet kitchen. The living room is adorned with a comfortable sleeper sofa. The modern kitchen is a chef's delight, complete with high-end appliances. Retreat to the lavish primary bedroom, which boasts a regal king-size bed, offering a serene haven for restful nights. The en-suite bathroom exudes sophistication and convenience, featuring modern fixtures and finishes. The guest rooms are thoughtfully designed and adorned with plush queen-size beds, ensuring a restful sleep for all your guests. The Grove Resort & Water Park is a paradise within itself, offering a plethora of world-class amenities.

14501 Grove Resort Avenue Unit 2541, Winter Garden

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Winter Garden FL Homes for Sale

There are 659 homes for sale in Winter Garden, Florida as of 2026-10-29, at a median list price of $584,900 and a median of 86 days on market. Every active Winter Garden listing is above, newest first. What follows is what those listings add up to.

Winter Garden market at a glance

Active listings	659
Median list price	$584,900
Median price per square foot	$260
Median size	2,115 square feet
Median year built	2018
Median days on market	86
On market 60+ days	409 (62.06%)
Priced below original asking	357 (54.17%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-10-29. Updated weekly.

What the numbers say for Winter Garden buyers

357 of the 659 Winter Garden homes on the market (54%) are asking less than they did on day one, and 409 (62%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 86 days in who has already cut once is a different negotiation than one of the 250 listings still inside its first 60 days.

Across the 357 Winter Garden listings that have already come down, the typical reduction is 4.26% off the original asking price. That is the size of a first concession, not a final one.

Winter Garden homes by price range

Under $250,000	66	10.0%
$250,000 to $400,000	83	12.6%
$400,000 to $600,000	203	30.8%
$600,000 and up	307	46.6%

Property types in Winter Garden

Single Family Residence	436
Townhouse	107
Condo - Hotel	87
Condominium	26
Villa	2
1/2 Duplex	1

Neighborhoods and subdivisions in Winter Garden

Every Winter Garden subdivision with an active listing or its own page here, ranked by inventory. A subdivision showing 0 still appears: this is a live MLS feed and inventory changes daily. 655 of the 659 Winter Garden homes are in named subdivisions; the other 4 are on unplatted land or were listed without a subdivision name.

Waterleigh70 active$672,200

Grove Residence & Spa Hotel Condos40 active$249,000

Watermark24 active$527,000

Independence21 active$539,900

Lakeshore Preserve21 active$875,700

Northlake at Ovation16 active$845,000

Storey Grove14 active$445,000

Summerlake14 active$679,395

Harvest at Ovation14 active$632,000

Encore at Ovation12 active$597,000

Osprey Ranch12 active$607,449

Grove Resort And Spa Hotel Condominium11 active$220,000

Stoneybrook West11 active$460,000

Serenade at Ovation11 active$524,990

Southern Pines Condos10 active$271,750

Westhaven at Ovation10 active$542,500

Hawksmoor9 active$565,000

Highlands at Summerlake Groves9 active$649,900

Parkview at Hamlin8 active$491,490

Hamlin Meadows8 active$760,606

Del Webb Oasis8 active$714,950

Grove Resort7 active$225,000

Silverleaf Reserve7 active$899,000

Highland Ridge7 active$499,900

Oakland Park Ut7 active$840,000

Lakeview Village Estates7 active$697,240

Silverleaf Oaks7 active$519,090

Waterside at Johns Lake6 active$944,945

Grove Resort And Spa Hotel Condo 16 active$217,000

Grove Resort And Spa Hotel Condominium 16 active$334,950

Lake Star at Ovation6 active$914,990

Orchard Hills6 active$869,900

Winding Bay6 active$634,000

Shores6 active$737,300

Grove Resort And Spa4 active$212,250

Hamlin Reserve4 active$694,950

Panther View4 active$709,000

Townhomes Winter Garden4 active$212,000

Horizon Isles4 active$706,450

Wintermere Harbor4 active$704,500

Stone Creek4 active$426,950

Palisades3 active$249,000*

Park Place at Winter Garden3 active$838,000*

Grove Resort And Spa Hotel Condominium 33 active$335,000*

Winter Grove3 active$969,270*

Windtree Gardens Condos3 active$204,900*

Bradford Creek3 active$1,060,000*

Mezzano3 active$469,000*

Lakeview Reserve 46/1493 active$1,220,000*

Twinwaters3 active$1,046,000*

Arrowhead Lakes3 active$580,000*

Lake Hancock Preserve3 active$585,000*

Oxford Chase3 active$925,000*

Cooper & Sewell Addition3 active$1,050,000*

Lakeview Pointe3 active$800,000*

Overstreet Crate2 active$432,500*

Loveless Addition2 active$286,249*

Avalon Woods2 active$776,903*

Daniels Landing2 active$316,000*

Carriage Pointe2 active$792,500*

Avalon Cove2 active$2,024,500*

Lake Cove Pointe 46/582 active$887,494*

Twin City Dev Co2 active$361,500*

Grove Resort & Spa Hotel Condominium2 active$169,975*

Lake Roberts Lndg2 active$1,299,999*

Orange Cove2 active$444,450*

Black Lake Park2 active$879,000*

Wintermere Pointe2 active$777,500*

Orchard Park at Stillwater Crossing2 active$739,495*

Winter Oaks2 active$714,997*

Cambridge Crossing2 active$707,500*

Hickory Hammock2 active$1,236,499*

West Lake Hancock Estates2 active$1,620,000*

Grove Resort And Spa Hotel Condo 22 active$217,000*

Avalon Ridge2 active$1,947,000*

Mcallister Landing2 active$724,000*

Summerlake Pd Phase 2A And 2B2 active$559,949*

Hamilton Gardens2 active$424,000*

Wincey Groves2 active$1,012,450*

Sanctuary at Twin Waters2 active$767,450*

Windward Cay2 active$814,750*

30 North Park2 active$1,097,000*

Tilden Place at Winter Garden2 active$802,000*

Bronsons Lndgs2 active$1,099,495*

Oakland Parka2 active$2,060,000*

Westlake Manor2 active$667,500*

Enclave at Hamlin2 active$621,450*

Emerald Ridge1 active$735,000*

Winding Bay Preserve1 active$445,000*

Summerlake Reserve1 active$989,000*

Grove Resort And Spa Hotel Condominium 21 active$274,900*

Grove Resort & Spa Hotel Condo Iv1 active$150,000*

Mount Park Orange Grove1 active$625,000*

Tilden Place1 active$789,000*

Lake Avalon Groves1 active$2,790,000*

Grove Resort And Spa Hotel Condominium Ii1 active$325,000*

Regency Oaks1 active$575,000*

Lakeview Reserve1 active$1,675,000*

Tucker Oaks1 active$335,000*

Park Ave Estates1 active$325,000*

Hamlin Ridge1 active$449,999*

Southern Pines1 active$290,000*

Hamlin Pointe1 active$570,000*

Westside Townhomes Phase 2 19/100 Lot 51 active$230,000*

Joe Louis Park1 active$260,000*

The Harbor1 active$579,000*

Wnding Bay1 active$899,000*

Water Mark1 active$550,000*

Tuscany1 active$560,000*

Borders & Woosley Subdivision1 active$400,000*

Amberleigh1 active$599,000*

Fullers Oak1 active$839,000*

Belle Meade1 active$649,900*

Island Pointe1 active$575,000*

Watermark At Horizon West1 active$485,000*

Grove Resort And Spa Hotel Condomimium Building 21 active$215,000*

Covington Park1 active$790,000*

East Garden Manor1 active$334,000*

J W Jones1 active$295,000*

Walkers Grove Townhomes1 active$475,000*

Fullers Crossing1 active$485,000*

Grove Resort & Spa Hotel Condo I1 active$275,000*

Magnolia Wood Third1 active$520,000*

Crown Point Springs1 active$449,500*

Grove Resort And Spa Hotel Condominium 220190396151 active$205,000*

Covington Chase1 active$800,000*

Tucker Oaks Condo1 active$299,900*

Oakland Trails1 active$640,000*

Garden Heights1 active$589,900*

Joe Louis Park Q1621 active$397,000*

Glynwood Ii1 active$790,000*

Kenny Court1 active$350,000*

Grove Resort And Spa Hotel Condo1 active$215,000*

Valencia Shores1 active$665,000*

Cypress Reserve1 active$629,900*

Deerfield Place1 active$620,000*

Stanton Estates1 active$1,395,000*

Brandy Creek1 active$450,000*

Fullers Lndg B1 active$570,000*

Hull Island/Oakland1 active$1,699,000*

Magnolia Wood Addition1 active$579,000*

Alexander Ridge1 active$510,000*

Grove Park at Stone Crest1 active$599,000*

Sunset Lakes1 active$3,799,000*

J L Dillard Subdivision1 active$1,499,999*

Latham Park North1 active$619,000*

Garden West1 active$1,749,000*

Oakland Hills1 active$1,899,999*

Crown Point Town1 active$1,150,000*

Westfield Lakes1 active$729,000*

Glynwood1 active$835,000*

Horizon Oaks1 active$275,000*

Windtree Gardens1 active$188,000*

Oak Park At Winter Garden1 active$445,000*

Bronsons Landing1 active$825,000*

Roper Reserve1 active$719,900*

Oakland Parka F1 & F21 active$899,000*

Burchshire1 active$649,999*

Heritage at Plant Street1 active$710,000*

Lake Forest1 active$825,000*

Country Lakes1 active$969,000*

Tribute/Ovation1 active$455,000*

Orchard A1 A26 B1 B2 C D11 active$350,000*

Winter Garden Manor1 active$850,000*

M C Britt Subdivision1 active$479,900*

Woodbridge on Green1 active$619,999*

Isles of Lake Hancock1 active$2,300,000*

Amberleigh 47/71 active$509,900*

Winter Gdn Manor1 active$850,000*

Grove Resort & Spa Hotel Condo 31 active$245,000*

Grovehurst1 active$580,000*

Other Orange County Homescounty-wide

Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-10-29. * Medians on rows with fewer than 4 listings are indicative only. Open a subdivision for days on market, price per square foot and sales history.

More Winter Garden subdivisions

No active listing today. Each page keeps its sales history and refills as inventory changes.

About Winter Garden

Winter Garden is a city in western Orange County, 46,964 residents at the 2020 census, about 14 miles west of downtown Orlando.

The recorded history is layered and contested. Historians cannot say with confidence whether the people here before Europeans were Timucua, Jororo or Mayaca. Those cultures were gone by the end of the eighteenth century, and Seminole communities later formed along the south shore of Lake Apopka.

Winter Garden zip codes

34787 (659 listings)

Winter Garden homes by property type

Frequently asked questions

How many homes are for sale in Winter Garden, FL?

There were 659 active residential listings in Winter Garden as of 2026-10-29, at a median list price of $584,900. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median home price in Winter Garden, FL?

The median list price in Winter Garden was $584,900 as of 2026-10-29, or about $260 per square foot. The median home on the market is 2,115 square feet and was built in 2018.

How long do homes take to sell in Winter Garden?

Median days on market was 86 as of 2026-10-29. 409 of the 659 listings, 62% of the Winter Garden market, have been listed 60 days or longer, and that is where most of the negotiating room sits.

Are Winter Garden sellers reducing their prices?

357 Winter Garden listings, 54.17% of the market, are now asking less than they did originally, at a median reduction of 4.26%. That is the size of a typical first concession here, and it is usually not the last one.

What neighborhoods are in Winter Garden, FL?

171 named subdivisions had at least one active listing in Winter Garden as of 2026-10-29, and every one is listed above with its active count and median list price. Waterleigh led with 70 active listings at a median of $672,200.

What zip codes cover Winter Garden, FL?

Winter Garden listings sat in 1 zip code as of 2026-10-29: 34787 with 659 active listings.

Is Winter Garden a buyer's or seller's market?

By our local two-factor read, Winter Garden is a seller's market as of October 2026: 4.2 months of supply against 4.4 across the four counties, and sellers closing at 96.6 percent of original asking price against 96.0 percent regionally.

Full answer and method: Is Orange County a Buyer's or Seller's Market?

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Winter Garden listing on this page.