Winter Garden Homes For Sale, Condos For Sale & Orlando Real Estate

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The Charming City of Winter Garden

Winter Garden is one of Central Florida’s most rapidly growing neighborhoods – and for good reason. The area is close enough to all of the classic Orlando amenities and attractions, like theme parks and the lively Downtown area, but far enough away that is feels like an escape from big-city living. It’s settled just 20 minutes northwest of Orlando, with beautiful Lake Apopka as one of the many highlights.

Winter Garden Real Estate

Waterfront homes are a major appeal to most residents when considering a Floridian lifestyle. The variety of lakes and ponds allows residents of Winter Garden every feature that waterfront living might offer. There are also areas with enough land to own horses for a more rural lifestyle. Other popular communities are those nestled on Winter Garden golf courses.

Independence is one of the most desirable areas in Winter Garden. Also known as Signature Lakes, homes in the area range from $200,000 to over $1 million, so it’s a great community no matter what your budget is. Residents enjoy the two nearby parks, Old Grove Park and Independence Community Park, and the bike path that runs through them. The area is sure to keep families and pets happy in a healthy Florida lifestyle.

Stoneybrook West is also a popular Winter Garden area. It features homes nestled along the Stoneybrook West Golf Club in a beautiful guard-gated community. Waterfront living on Black Lake is an option for this area as well and real estate ranges from an affordable $175,00 to luxury, million dollar homes.

Finding Your Dream Home in Winter Garden

Winter Garden is a very popular community found just 15 miles to the west of Downtown Orlando. It’s close to most of the major attractions within the Orlando area and provides a historic downtown. The neighborhood also features 22 miles of biking and walking trails called the West Orange Trail and plenty of restaurants and shops.

Winter Garden homes for sale provide many options. Some are lakefront, while others provide easy access to area amenities and attractions. Whether you’re looking for luxury waterfront living or an affordable, healthy lifestyle, Winter Garden has each and everything in between. The area is becoming more and more popular so there’s never been a better time to buy.

Contact our local experts for everything you need to know about Winter Garden and all your Orlando real estate questions.

Living and Working in Winter Garden

Living in Winter Garden allows for a small-town feel with big-city amenities. Crime rates are lower than the national average and public schools are well regarded. The golf courses, bike trails and lakes all provide plenty of outdoor recreation, making Winter Garden a healthy place to live and raise a family. In fact, West Orange Trail – a 22-mile trail great for walking, biking and running – runs along the edge of the city.

Along with the golf course and other amenities, Winter Garden is home to Lakeview Park found on Lake Apopka. Lake Apopka is the state’s third largest lake and allows for fun-filled weekends as a Winter Garden resident. The lake is great for boating, fishing and swimming. There’s also plenty of wildlife in the area due to the admiration of the site. Today it’s very well protected and preserved by many Floridians who appreciate what Lake Apopka supplies for its Winter Garden residents.

Finding a job locally isn’t too hard for Winter Garden residents. The area has many opportunities ranging from the local fire department or schools to the nearby amusement parks. Those traveling to the Downtown Orlando area for work enjoy a shorter commute than much of the rest of the country, only about 25 minutes.

Winter Garden allows its residents the ultimate Florida living experience because of its proximity to Orlando’s most popular attractions. At the southern end of the neighborhood sits Disney’s Magic Kingdom Theme Park.

Many modern shops, movie theaters, and restaurants are also found throughout the area. The charming Winter Garden Village is the area’s most frequented shopping center. Here, residents can find everything from the most popular department stores and chain restaurants to specialty shops and local eateries. This allows residents to gather all possible necessities easily without having to travel farther into Orlando – a feat most city residents would only dream of.

At the center of Winter Garden, streets are dotted with hidden treasures. A walk in the Historic Downtown District features locally owned flower shops, bicycle stores, specialty shops and delicious restaurants. Residents flock to eateries like Chef’s Table at the Edgewater & Tasting Room where American fare is served with a fine-dining edge. Across the street, Crooked Can Brewing Company is pouring out the area’s most beloved craft beer.

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389 Douglas Way #61 Winter Garden, FL 34787

$129,900 - 2Br/2Ba -  for Sale in Townhomes Winter Garden, Winter Garden
New
$129,900
2 Beds
2 Baths
930 SqFt
Status Active
MLS # O5734508
Property Type Townhouse
FULLY REMODELED AND MOVE IN READY! This cozy one-story 2 bedroom, 2 bath condo is a rare find in the quiet neighborhood of the Townhomes of Winter Garden. This is an excellent opportunity for you to own in the growing city of Winter Garden at an affordable price. Great property for home or investment. Open space with a laundry area and a screened back porch. Spacious kitchen with plenty cabinet space, a bar and granite counter tops. The two bedrooms are spacious and have ceramic tile flooring along with the entire unit. The master bathroom was fully remodeled and has a walk in shower. The other bathroom has a tub/shower and was also remodeled. On hot days, you can walk out to the pool which is very well kept. You also have two assigned parking spaces right next to each other and there is plenty of guest parking. Roof was replaced in 2016, and the A/C unit was recently replaced. The location is to die for as you are only minutes away from Downtown Winter Garden where there are numerous shops, restaurants, a Splash pad for the kids, the West Orange Trail, and many weekly activities such as the Farmers Market, parades, etc. for the entire family. Walking distance from several grocery stores such as Public and Aldi's. Near all major roads too and it is close from all major attractions and Downtown Orlando. The Seller is Firm Price on the price! Call to see this beautiful unit as it will not be on the market for long!

5450 Avalon Rd Winter Garden, FL 34787

$290,000 - 3Br/2Ba -  for Sale in Rolling Hills Avalon Annex, Winter Garden
New
$290,000
3 Beds
2 Baths
1,915 SqFt
Status Active
MLS # O5734647
Property Type Single Family Residence
Handyman Special!! This deeply discounted home is in desperate need of a home flip. With over 1900 square feet of living space and like new roof and AC unit, this is the deal for you. Situated on over 2 acres of land, the opportunities are endless for whatever you might make of this home. Owner is motivated. Ready to sell.

7608 Green Mountain Way Winter Garden, FL 34787

$659,000 - 6Br/6Ba -  for Sale in West Lake Hancock Estates, Winter Garden
New
$659,000
6 Beds
5.5 Baths
4,782 SqFt
Status Active
MLS # O5734606
Property Type Single Family Residence
MORE THAN 80K IN UPGRADES. 3 CAR GARAGE. Gorgeous Bishop floorplan from upscale builder Taylor Morison. 6 Bedroom/ 5.5 Bathroom. Wood Flooring, Granite Countertops, Brand New Light Fixtures, Window Shades, Central Sound System, etc. Elegant gourmet kitchen, opened to dining area & family room which has expansive doors and windows offering an amazing view. The 1st FLOOR MASTER suite offers a large walk in closet & TUB, large WALK IN SHOWER and his/her vanity. Community amenities include clubhouse, community pool with splash pad, fire pit, amphitheater, canoes, playground & gym. This is definitely a MUST SEE and it WON'T LAST! MOTIVATED SELLER. ALL REASONABLE OFFERS WILL BE CONSIDERED.

16663 Varone Cove Ct Winter Garden, FL 34787

$559,990 - 6Br/4Ba -  for Sale in Twinwaters, Winter Garden
New
$559,990
6 Beds
4 Baths
4,251 SqFt
Status Active
MLS # G5006341
Property Type Single Family Residence
Timing is everything! This gorgeous Kerrville II Meritage built home is move in ready. Why wait to build? This home has everything you want and more. The downstairs has a large office with French doors, formal dining room and butler pantry that opens to large kitchen and dine-in space. The huge living room has plenty of space to relax. 1st floor in-law/guest suite with full bathroom makes this home perfect for any family make up. Upstairs will take your breath away with all the features. Large game room area, a media room set up for large screen projection, bedrooms and bathrooms to meet everyone’s needs. The master bedroom/bath and huge walk-in closet will seal the deal and check off everything on your wish list. The backyard has a covered porch area and the community pool is close to the home. The home is located on a cul-de-sac with no thru traffic. It boasts a 3-car garage and has solar power to offset energy cost. Power bills are less than $200.00 a month. Call today to set up a showing. It won’t last long.

704 Rainfall Dr Winter Garden, FL 34787

$337,880 - 4Br/3Ba -  for Sale in Black Lake Park Ph 02, Winter Garden
New
$337,880
4 Beds
3 Baths
2,644 SqFt
Status Active
MLS # O5732069
Property Type Single Family Residence
LAKE ACCESS, GATED COMMUNITY, GREAT AMENITIES, CORNER LOT! As you enter this freshly painted 4 bed,3 full bath, 2644 sq.ft. home with it's expansive open floor plan you will be impressed! This highly desirable layout offers many options for furniture placement and entertaining. The kitchen will wow the cook of the house with all the prep area and cabinets. The solid surface counters, center island, food pantry and room for a table will further delight the chef! The new stainless dishwasher and microwave compliment the existing appliances perfectly. The very spacious master bedroom features a huge walk in closet , en suite bathroom with dual sinks, jetted tub and separate shower. The split floor plan and 3 full baths are welcome features when everyone needs to get ready. This corner lot home has an exceptional location, it is across from most of the numerous community amenities. It is like having an endless backyard! Just cross the street to enjoy swimming, tennis, basketball, volleyball, playground, gazebo and the park! Feel like fishing, water skiing, boating? Head down the street to the community boat ramp and fishing dock on the Lake. This gated community is located close to Winter Garden Village, the new hospital , grocery stores, Highways 50 and 429 and the quaint downtown area of the City of Winter Garden. Like the theme parks ? It's just a brief drive to Disney, Universal and Sea World. LAKE ACCESS, GREAT LOCATION, GREAT AMENITIES AND GREAT PRICE. Make this DREAM HOME home yours today!

1351 Selbydon Way Winter Garden, FL 34787

$475,000 - 5Br/4Ba -  for Sale in Stoneybrook West 44/134, Winter Garden
New
$475,000
5 Beds
3.5 Baths
3,135 SqFt
Status Active
MLS # O5734587
Property Type Single Family Residence
Pool home overlooking Pond and Golf Course in sought after Stoneybrook West - Gated and Guarded! NEW ROOF 2018 Formal living and dining areas, one bedroom with full bath downstairs, upgraded kitchen. Master bedroom with long balcony and gorgeous view - with Fireworks view every night! 4 Bedrooms PLUS large Loft and HUGE Bonus room, too, all upstairs. Newer Ac's - Puron. Pool Automation. Salt pool and spa - heated. GORGEOUS sunsets. Stoneybrook West has fitness area, tennis, basketball courts, inline skating, community pool also- HOA includes internet and basic cable.

16173 Hampton Crossing Dr Winter Garden, FL 34787

$420,000 - 4Br/3Ba -  for Sale in Waterleigh Ph 1c, Winter Garden
Open House
New
$420,000
4 Beds
3 Baths
2,098 SqFt
Status Active
MLS # O5734281
Property Type Single Family Residence
Upgrades, upgrades, upgrades! This turn key, DR Horton Bellmore model is 1 year old and available now! Why buy new and pay for all the extras when you can buy this property and have upgrades like gorgeous wainscoting throughout living areas, REAL wood floors in living areas, crown molding in living space and master bedroom, blinds, window treatments, plus upgraded ceiling fans and light fixtures! Updated kitchen with beautiful cabinetry and tile back splash. Open concept kitchen and living area! As you walk in the home, you will be greeted by a gorgeous long wood hallway with bedrooms off to the side. At the end of the hallway is an open living space and a private master retreat off the kitchen. Watch sunsets every night on your west facing lanai! Located in the sought after Horizons West area zoned for great schools including the brand new Windermere High School, this community is in prime location! Along with it’s amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grill picnic areas, water view walking trails, and “bark parks” for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here! All you have to do is move in and start enjoying the lifestyle of all Waterleigh has to offer!

104 W Story Rd Winter Garden, FL 34787

$130,000 - 3Br/2Ba -  for Sale in Overstreet Crate, Winter Garden
New
$130,000
3 Beds
2 Baths
784 SqFt
Status Active
MLS # O5734314
Property Type Single Family Residence
****SELLER WILL ONLY ACCEPT CASH OFFERS ***** Seller will not respond to any offers before Tuesday at 3pm and will not take less than listi price on this property. Property currently rented month to month at $1100. ***New roof per owner in 2016.**** Interior could use remodel ** Nice deep lot in Downtown Winter Garden to build your dream home! Second house from the corner of South Lakeview and West Story. All room measurements are approximate. Tax records incorrect home is 3 bedrooms instead of 2 bdrm. Buyer to verify square footage.

1110 Harbor Hill St Winter Garden, FL 34787

$380,000 - 4Br/3Ba -  for Sale in Stoneybrook West 44/134, Winter Garden
New
$380,000
4 Beds
2.5 Baths
2,454 SqFt
Status Active
MLS # O5734232
Property Type Single Family Residence
Stunning executive home in exclusive Stoneybrook West! Located on the 13th hole, this spacious home has everything you have been looking for! Well thought out square footage offers formal living and dining rooms, eat in space in kitchen, family room and a small loft area upstairs. Downstairs features dual faced fireplace, open kitchen with granite counter tops, high end stainless steel appliances recessed lighting, breakfast bar & closet pantry, large screened patio with sparkling pool & hot tub, summer kitchen with tiled counters and pendant lighting, gorgeous golf course views, mounted speakers and a 3 car garage. All bedrooms are located on second floor and offer roomy closets. Master suite boasts a balcony inside of the screened patio, a huge walk in closet and a large bathroom with double sinks, tiled shower and separate garden bath. Other features include all new interior paint in a warm neutral color, knock down ceilings, chair rails throughout downstairs, large laundry room, loads of storage/closet space, upgraded light fixtures and alarm system. All located in a guard-gated golf community which offers loads of amenities including baseball field, basketball court, community center, fitness center, park, picnic areas, several ponds, golf course, soccer fields, inline skating rink, pickleball courts, swimming pool with child's area, tennis court, tot lot & volleyball court..all minutes to shops, dining, and highway. A MUST SEE!

3424 Turningwind Ln Winter Garden, FL 34787

$449,000 - 5Br/4Ba -  for Sale in Windward Cay 48 125, Winter Garden
New
$449,000
5 Beds
4 Baths
3,242 SqFt
Status Active
MLS # O5733837
Property Type Single Family Residence
Beautiful 5 bedroom, 4 bath POOL home with both CONSERVATION and WATER views in the gated community of Windward Cay. The setting for this house is so unique due to its oversized conservation lot that also overlooks the large pond. The home was designed with this setting in mind as the open floor plan draws you in and features the beautiful lanai and views of nature and water. The house itself is immaculately maintained and designed with vaulted ceilings, large french doors, 18x18 tile, hardwood floors, solid wood cabinets, custom laundry room, a 3-car garage, and more, and has a new roof and gutters, fresh exterior paint, new custom front door, and new stainless kitchen appliances. The downstairs master suite also showcases the great views of the pond and the pool through a bay window and has dual closets and a large master bath. Upstairs is a very useable loft or playroom area and 3 more bedrooms. Stepping out back, the solar and propane heated pool and spa are set inside an extended screened lanai with large seating area to give you Florida living at its finest. This home is beautiful, well cared for, and ready to be yours!

15126 Book Club Winter Garden, FL 34787

$333,990
4 Beds
3 Baths
2,139 SqFt
Status Active
MLS # T3130678
Property Type Single Family Residence
“Under Construction”. This stunning single story home has four bedrooms, three bathrooms, and a two car garage. The covered front porch leads into the welcoming foyer where you can greet your guests. The upscale kitchen features an island with a double sink and a beautiful dining room. The family room overlooks the spacious covered patio and can be accessed through the dining room. The master bathroom offers a walk-in shower, bathtub, and double sinks. There is also an expansive master closet that can be accessed from the bathroom. The spacious floor plan offers all the space your family will need. Storey Grove is a Lennar Community. Built on our 5 pillars; Community, Nature, Health, Story, and Home. The values behind these pillars inspired a memorable collection of lifestyle experiences and amenities that create engaging places and rituals for storytelling and story making throughout the community. With “Everything’s Included”, luxury and value go hand in hand. New highly energy efficient homes feature: Quartz counter-tops in Kitchen, all Full Bathrooms, Slate Kitchen Appliances, Washer and Dryer, and a Private Brick Paver Courtyard. Community Features include: Basketball courts, Clubhouse, Fitness center, Conservation areas, Picnic area, Park, Playground, Pond, Resort style swimming pool, Tot Lot, and Walking Trails. This beautiful home is very close to Village Green Park. Schedule your appointment today!

15162 Book Club Rd Winter Garden, FL 34787

$322,490
3 Beds
2 Baths
2,082 SqFt
Status Active
MLS # T3130766
Property Type Single Family Residence
“Under Construction”. This charming & elegant three bedroom, two bathroom home features a welcoming front porch and a two car garage. The open kitchen overlooks the combination dining and family rooms. The spacious master suite includes a separate bathtub and shower as well as his and her sinks. The open air kitchen is perfect for entertaining as it overlooks the combination family and dining room. Families will also love relaxing on the covered patio and enjoying the view of their private backyard. Storey Grove is a Lennar Community. Built on our 5 pillars; Community, Nature, Health, Story, and Home. The values behind these pillars inspired a memorable collection of lifestyle experiences and amenities that create engaging places and rituals for storytelling and story making throughout the community. With “Everything’s Included”, luxury and value go hand in hand. New highly energy efficient homes feature: Quartz counter-tops in Kitchen, all Full Bathrooms, Slate Kitchen Appliances, Washer and Dryer, and a Private Brick Paver Courtyard. Community Features include: Basketball courts, Clubhouse, Fitness center, Conservation areas, Picnic area, Park, Playground, Pond, Resort style swimming pool, Tot Lot, and Walking Trails. This beautiful home is very close to Village Green Park. Schedule your appointment today!

Winter Garden Homes For Sale, Condos For Sale & Orlando Real Estate

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