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About Winter Garden, FL Real Estate
One of Orlando’s fastest growing communities is the family filled neighborhood of Winter Garden. Once full of orange groves and quaint older homes, this little city has made quite the comeback since the early 2000’s. Featuring a recently overhauled downtown, Winter Garden has quickly become the “it” place to settle down for young families.
With a population surge of over 170% since the early 2000’s, a growing housing market, and countless new businesses there is an opportunity for any homebuyer to truly make Winter Garden home. Home values have tripled with the population increase creating extreme value for homeowners and homebuyers within the area. Winter Garden’s hot housing market has also brought along amazing businesses, shops, restaurants, and even a brewery, The Crooked Can.
For those looking for a more relaxed or active lifestyle one of Winter Garden’s best features is the West Orange Trail. The perfect spot for bikers, runners, and even a family stroll, the West Orange Trail can be easily accessed all throughout Winter Garden’s communities.
Weekends in Winter Garden are nothing short of the ultimate family experience. Take a stroll, or your golf cart, down to the local farmer’s market in downtown every Saturday from 10am to 2pm. While you shop, your kids can play in the City Splash Pad. Just a short walk away is the perfect place to shop the best of all local trades as well as grab a sensational bite to eat while listening to provided entertainment at almost all the restaurants along the downtown corridor. Winter Garden’s quaint charm and hometown feel is available year-round through its seasonal festivals, holiday events, and many residents boast of how there is always something to do or experience.
Winter Garden offers many different style homes including charming redone colonials, vintage duplex bungalows, updated ranches, and even new construction provided by multiple upscale local builders.
With houses ranging from the mid $200K’s all the way to the high $600K’s, Winter Garden has a home for any family size and budget. Call us today to help us find your perfect home in this fabulous community!
Homes for Sale in Winter Garden, FL
Winter Garden Homes For Sale | Newest Listings
Under Construction. This Brand new Cresswell home will be completed soon. Amazing Floor plan and great location inside our Waterleigh community! Open bright design perfec...
- 5 Beds
- 4 Baths
- Waterleigh SubDv.
- 34787 Zip Code
This EXCEPTIONAL open concept floorplan has so many great features including a kitchen that opens to the living area , a large covered lanai, private split bedroom layout...
- 3 Beds
- 2 Baths
- Summerlake Groves SubDv.
- 34787 Zip Code
Look no further!! This large corner lot home with 3,420 sqft, 5 bedroom 4 bath plus Bonus Room is MOVE IN READY!!! As you enter the spacious family room, you will see inv...
- 5 Beds
- 4 Baths
- Regency Oaks F SubDv.
- 34787 Zip Code
Incredible SINGLE STORY home with BONUS ROOM featuring 5 bedrooms (one upstairs), 4 bathrooms (one full bathroom upstairs), 3,400 sq. ft, 3-car garage and sits on a semi ...
- 5 Beds
- 4 Baths
- Glynwood 51 32 SubDv.
- 34787 Zip Code
Step inside your complete, move-in-ready home in sought after Winter Garden. Nestled on a friendly street just a few blocks from Lake Apopka, and minutes from Downtown sh...
- 3 Beds
- 2 Baths
- Covington Chase Phase 2b SubDv.
- 34787 Zip Code
Located in the sought-after community of Historic Downtown Winter Garden, welcome home to this freshly upgraded five-bedroom, three bath residence. Step through the fr...
- 5 Beds
- 3 Baths
- Shadow Lawn SubDv.
- 34787 Zip Code
Welcome to your dream home! This spacious and open San Remo floor plan allows for an abundance of natural light throughout the house. It sits on an extra large corner lot...
- 4 Beds
- 4 Baths
- Foxcrest A-N & P SubDv.
- 34787 Zip Code
Under Construction. Located in our Waterleigh community, the Kenton is a spacious two story open floor plan with 4 bedrooms, 3 baths, 2 car garage. This home invites you ...
- 4 Beds
- 3 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Under Construction. Under Construction, Anticipated February 2022 Completion. Photos are examples. Arriving home to the Whitestone floorplan, you stroll through a wide Fo...
- 4 Beds
- 3 Baths
- Lakeview Preserve SubDv.
- 34787 Zip Code
One or more photo(s) has been virtually staged. This is the one you’ve been looking for! Clean and move in ready! Freshly painted inside and out and brand new carpet from...
- 4 Beds
- 2 Baths
- Regal Pointe Ph 01 43/129 SubDv.
- 34787 Zip Code
Gorgeous cul-de-sac corner home with premium lot. It has been professionally decorated. Lawn care and outside maintenance also are included.You will love spacious livin...
- 4 Beds
- 3 Baths
- Waterleigh Ph 1a SubDv.
- 34787 Zip Code
PERFECT LAKEFRONT HOME FOR BOATERS AND WATER SKIERS!Custom built 2014 Solar Paneled home on a premier elevated lot in the Summerlake/Hamlin community overlooking beautifu...
- 3 Beds
- 2 Baths
- Summerlake Pd Ph 1b SubDv.
- 34787 Zip Code
Under Construction. Under Construction, Anticipated February 2022 Completion. Photos are examples. Live grand in the Yorkshire design with a wide flowing entryway leading...
- 5 Beds
- 3 Baths
- Lakeview Preserve SubDv.
- 34787 Zip Code
You can choose to live near all that Orlando has to offer - world famous theme parks, shopping and entertainment. This beautiful townhouse is located in the desired subdi...
- 2 Beds
- 2 Baths
- Signature Lakes SubDv.
- 34787 Zip Code
Under Construction. Under Construction, Anticipated February 2022 Completion. Photos are examples. The Tower floorplan gives everyone room to spread out – and come togeth...
- 4 Beds
- 2 Baths
- Lakeview Preserve SubDv.
- 34787 Zip Code
Under Construction. Under Construction. The Spruce floorplan is a versatile single story floor plan that features 3 bedrooms and 2 baths. The beautiful one-story home des...
- 3 Beds
- 2 Baths
- Lakeview Preserve SubDv.
- 34787 Zip Code
Under Construction. The NORTH HAVEN is a beautiful 5 bedroom 3.5 bath home and 3 car garage home. With a sense of entry with a formal dining room just off the wide foyer ...
- 5 Beds
- 3 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Under Construction. The CORDALE, in the Waterleigh community, is great for entertaining with the cafe just off the kitchen for casual dining. The master bedroom convenien...
- 3 Beds
- 2 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Welcome to 15755 Cutter Sail Place located in the Lakeshore Preserve Community in Horizons West. The Bavaro Model is one of the most sought after homes built by Toll Brot...
- 4 Beds
- 3 Baths
- Lakeshore Preserve Ph 5 SubDv.
- 34787 Zip Code
Welcome to Summerlake and 8109 Red Crossbill Street! This lovely home on a premium Corner Lot features THREE FULL EN-SUITE bedrooms with private bathrooms, two spacious f...
- 3 Beds
- 3 Baths
- Summerlake Pd Ph 01a SubDv.
- 34787 Zip Code
Welcome to 5549 Myrtle Pine Lane located in the beautiful Orchard Hills Community right here in highly desirable Winter Garden! This is a stunning very well maintained 2 ...
- 4 Beds
- 2 Baths
- Orchard Hills Ph 3 SubDv.
- 34787 Zip Code
***PROFESSIONAL PHOTOS COMING SOON*** Amazing opportunity to own this Beautiful corner lot, 3 Bedrooms, 2.5 Baths plus loft home in the desirable Gated community of Hicko...
- 3 Beds
- 2 Baths
- Hickory Hammock SubDv.
- 34787 Zip Code
Excellent end-unit townhouse like new (model Sandhill - built by DR Horton late 2019), located in one of the most desirable communities in the Winter Garden area. This pr...
- 3 Beds
- 2 Baths
- Waterleigh Phase 2d 97/79 Lot 370 SubDv.
- 34787 Zip Code
Location, Location, Location! Welcome to your newest opportunity to build your custom dream home on 5.35 acres of spacious land in Lake County with a Winter Garden addres...
- Prominent Pointe Phase 2 SubDv.
- 34787 Zip Code
LAKE ACCESS, GATED COMMUNITY, GREAT AMMENITIES, NEW ROOF (Aug.2021) and LARGE FENCED YARD,STUNNING HOME, WOW!! Be prepared to be amazed when you enter this immaculately m...
- 4 Beds
- 2 Baths
- Black Lake Park Ph 01 SubDv.
- 34787 Zip Code
Beautiful POOL home in the Highly SOUGHT AFTER, desirable GATED community of Wintermere Pointe. Ready NOW! SPLIT PLAN with 4 spacious BEDOOMS and 3 FULL BATHROOMS. TALL C...
- 4 Beds
- 3 Baths
- Wintermere Pointe Ph 02 46/141 SubDv.
- 34787 Zip Code
Just imagine how life will be once you are moved into your new place. The exterior was just painted this year! This property offers 3 bedrooms and 2 Baths. This fireplace...
- 3 Beds
- 2 Baths
- East Garden Manor Rep SubDv.
- 34787 Zip Code
Come visit this beautiful 3 bedroom 2 bathroom home located in Covington Park! The home features granite countertops, newer appliances, vaulted ceilings, split floorplan,...
- 3 Beds
- 2 Baths
- Covington Park A B D E F G & J SubDv.
- 34787 Zip Code
NO HOA!!! Huge back yard with a big carport on back to work on cars or store a boat. Plenty of space besides to store RV's if needed. Walking distance to downtown Winter ...
- 3 Beds
- 2 Baths
- Overstreet Crate SubDv.
- 34787 Zip Code
Take a glimpse into the captivating Baldwin floor plan. Embrace this beauty and the peace of mind of knowing you have ample space to call home with 2,921 sq. ft., 4 bedr...
- 4 Beds
- 4 Baths
- Enclave/Hamlin SubDv.
- 34787 Zip Code
Under Construction. The Sandhill at Waterleigh is a spacious Town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you...
- 3 Beds
- 2 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Under Construction. The Arbor in Waterleigh is a spacious one story open floor plan with 3 bedrooms, 3 baths, 3 car garage. This home invites you in from the time you ent...
- 4 Beds
- 3 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Under Construction. Located in our Waterleigh Community, This charming Bellmore Floorplan, 1 story 4 bedroom 3 bath home features a beautiful kitchen that opens to a spac...
- 4 Beds
- 3 Baths
- Waterleigh SubDv.
- 34787 Zip Code
BEAUTIFUL and WELL MAINTAINED LUXURY TOWNHOME Shows better than the model! This meticulously designed Toll Brother's Dante model, has been upgraded inside with premium pl...
- 3 Beds
- 2 Baths
- Lakeshore Preserve Ph 1 SubDv.
- 34787 Zip Code
Great location in Winter Garden in the golf cart zone right near DOWNTOWN! Home is walking distance to Lake Apopka! Newly updated with tile flooring throughout the living...
- 3 Beds
- 2 Baths
- Kings Bay SubDv.
- 34787 Zip Code
Under Construction. The Selden model in our Waterleigh community has beautiful water views with no rear neighbors. The family room and kitchen have beautiful lighting wit...
- 4 Beds
- 3 Baths
- Waterleigh SubDv.
- 34787 Zip Code
Beautiful 3 bedroom, 2.5 bath townhome in Stoneybrook West with 1939 square feet of living area, one of the largest layouts in the community. There is a wide stone-pavere...
- 3 Beds
- 2 Baths
- Stoneybrook West I SubDv.
- 34787 Zip Code
Pre-Construction. To be built. The Milford by Element Home Builders was beautifully designed to please your pickiest of buyers. The Milford offers 4 beds, 4.5 baths, game...
- 4 Beds
- 4 Baths
- Oakland Hills SubDv.
- 34787 Zip Code
Pre-Construction. To be built. Permit approval pending for this beautiful modern farmhouse in one of Winter Garden's premier custom home communities. Don't miss your opp...
- 5 Beds
- 4 Baths
- Oakland Hills SubDv.
- 34787 Zip Code
Attention homebuyers and Investors! 4/2 Fixer-upper in Winter Garden under 275k. Yes, it does need some work but the good news is the roof was replaced in 2018, AC in 201...
- 4 Beds
- 2 Baths
- Park Avenue Estates SubDv.
- 34787 Zip Code
Welcome home to the sought after Westfield Community located in the City of Winter Garden and just a short distance from Disney World, the 429 "Beltway", and all the majo...
- 4 Beds
- 3 Baths
- Westfield Iii Ph B SubDv.
- 34787 Zip Code
Under Construction. Under Construction, Anticipated January 2022 Completion. Photos are examples. The Tower floorplan gives everyone room to spread out – and come togethe...
- 4 Beds
- 2 Baths
- Lakeview Preserve SubDv.
- 34787 Zip Code
Professional photos coming Monday! Hamlin/Horizon West/Winter Garden Prime location is where you will find this Professionally decorated 5 bedroom, 4 full bathrooms & “2...
- 5 Beds
- 4 Baths
- West Lake Hancock Estates SubDv.
- 34787 Zip Code
Slam dunk Winter Garden Home just listed! This small but ultra low maintenance luxury home got the full-list of upgrades: brand new 8 mm flooring throughout, granite, br...
- 2 Beds
- 1 Baths
- M C Britt Sub 1 SubDv.
- 34787 Zip Code
This is the home you have been waiting for is now ready for you! It is in the much-desired Horizon West community of Waterleigh Phase 1. This gorgeous 2 story home has 3 ...
- 3 Beds
- 2 Baths
- Waterleigh Ph 1b SubDv.
- 34787 Zip Code
LOCATION, LOCATION, LOCATION! Welcome home to the desirable pristine neighborhood of Orchard Hills in Winter Garden. Known for their elaborate community events, resort st...
- 3 Beds
- 2 Baths
- Orchard Hills SubDv.
- 34787 Zip Code
Now is your opportunity to own a beautiful corner lot property that allows you to enjoy the Disney World fireworks every night from the comfort of your home. This 4 bedro...
- 4 Beds
- 3 Baths
- Ravenna Ph 1 SubDv.
- 34787 Zip Code
WALK ON IN AND CALL IT HOME! This original owner home has been meticulously maintained and ready for its new owner! Featuring 4 beds and 3 full baths with a 3-way split f...
- 4 Beds
- 3 Baths
- Wintermere Pointe SubDv.
- 34787 Zip Code
Under Construction. Ready in 2021! The Fitzgerald is the perfect floor plan that offers a first floor Master Suite for the ultimate privacy, leading to the expansive Lana...
- 4 Beds
- 2 Baths
- Winding Bay Iii SubDv.
- 34787 Zip Code
Pre-Construction. To be built. Pre-Construction. Permit approval pending for this beautiful modern farmhouse in one of Winter Garden's premier custom home communities. ...
- 4 Beds
- 4 Baths
- Oakland Hills SubDv.
- 34787 Zip Code
Address Search
Winter Garden Communities
- Bay Isle
- Belle Meade
- Bradley Creek
- Cambrdige Crossing
- Courlea Park
- Cove at Hamlin
- Covington Chase
- Fullers Landing
- Hamlin Reserve
- Independence
- Island Pointe
- Isle of Lake Hancock
- Johns Landing
- Lake Cove Pointe
- Lakeshore Preserve
- Oakland Park
- Overlook at Hamlin
- Watermark
- Waterleigh
- Waterside
- Sanctuary at Hamlin
- Summerlake
Popular Winter Garden Searches
- $200,000 - $300,000
- $300,000- $450,000
- $450,000 - $600,000
- $600,000 - $750,000
- $750,000 - $1,000,000
- Over $1,000,000
- Winter Garden Condos
- Winter Garden Gated Communities
- Winter Garden Golf Communities
- Winter Garden Lakefront Homes
- Winter Garden Pool Homes
- Winter Garden Short Sale Homes
- Winter Garden Townhomes
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