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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8238 Bayview Crossing Dr Winter Garden, FL 34787

$334,900 - 3Br/3Ba -  for Sale in Waterleigh Phase 1b, Winter Garden
New
$334,900
3 Beds
2.5 Baths
2,170 SqFt
Status Active
MLS # O5720994
Property Type Single Family Residence
NOW Available & “Better than NEW” with over $20,000 in non-builder upgrades! From the moment you enter you will fall in love with East Facing 3 bed/2.5 bath. The 2-story, open-floor plan with decorator finishes include wood-laminate flooring throughout, recessed gallery lighting, a customized plank wood-like highlighted by custom recessed gallery lighting; a drop-off zone/wine hub with cabinets make the perfect complement to the gourmet kitchen which is upgraded with SS GE appliances, 42” espresso cabinets, quartz counter-tops & oversized island - stylized with elongated glass sub-way tiled backsplash & upgraded slide-in double oven range. Contemporary glass barn door provides privacy to the flex-room/home-office. The first floor bath has been customized with cabinet, sink, shelving, shelving, mirror & contemporary lighting. A screened in covered lanai extends your living & entertaining space & more will make #1 on your list! Situated in Waterleigh, one of the most picturesque lakeside communities where you will enjoy beautiful sunsets against low-lying marshes on Lake Hickory Nut featuring miles of winding trails & exercise stations. A beautifully decorated, resort style state-of-the art club house, fitness center with miniature golf, beach volley ball are just a few reasons why this home will be #1 on your list! Located just a short drive to nearby shopping, dining, restaurants & major entertainment attractions like Disney. Ask for the list of improvements & amenities too many here!

13526 Fox Glove St Winter Garden, FL 34787

$469,900 - 5Br/3Ba -  for Sale in Stoneybrook West, Winter Garden
New
$469,900
5 Beds
3 Baths
3,866 SqFt
Status Active
MLS # O5721238
Property Type Single Family Residence
This spacious, move-in-ready home has much for you and your family to love – it offers 5 Bedrooms and 3 Baths, a Living Room, Dining Room, Family Room and Bonus Room; is located on a lot with beautiful views of the Stoneybrook West golf course; and has a large Pool/Spa inside a 2-story screen enclosure. Triple sliders lead from the Family Room to the Pool and sliders also offer access to the Pool from the Dinette. Upstairs, the Master Bedroom and a secondary Bedroom have access to the balcony overlooking the Pool and the golf course. The Master Bedroom has two walk-in closets and a 10’ x 7’ alcove which could serve as a sitting or exercise area. The large Bonus Room over the 3-car garage provides endless possibilities for entertainment – a Media Room, a Game Room, a playroom, or even a combination of these. A downstairs Bedroom off the front hall has an adjacent Bath…perfect for guests or even for use as an Office. The dedicated Laundry Room is also located off this hall at the foot of the stairs. You can work in the Kitchen and enjoy those backyard views. You will also appreciate the two large side-by-side closets in the Dinette area which can serve as additional pantry spaces. The Stoneybrook West community has manned gate & other electronically gated access for residents and offers many amenities, including pool, recreational facilities, fitness center, tennis and pickleball courts, volleyball, and a boat launch and dock on Black Lake.

157 Zachary Wade St Winter Garden, FL 34787

$285,000 - 3Br/2Ba -  for Sale in Lakeview Reserve, Winter Garden
New
$285,000
3 Beds
2 Baths
1,625 SqFt
Status Active
MLS # O5721861
Property Type Single Family Residence
Quiet gated community of Lakeview Reserve..Located right off the west orange trail!...Brand new roof as of June 2018 with lifetime shingle warranty, and 5 year labor warranty! Heated saltwater pool..privacy fence..Freshly painted deck!...No rear neighbors! Located minutes from America’s best voted farmers market..town of Winter Garden voted number 1 to raise a family in the state !!

1437 Scarlet Oak Loop Winter Garden, FL 34787

$239,900 - 3Br/3Ba -  for Sale in Villas/tucker Oaks, Winter Garden
New
$239,900
3 Beds
2.5 Baths
1,720 SqFt
Status Active
MLS # O5722069
Property Type Townhouse
This 3 bed 2.5 bath townhome in the heart of Winter Garden offers the perfect lifestyle living for you and your family. Views of the neighborhood park behind the home are visible the moment you step inside. Beautiful green space with mature oak trees – the perfect place for pets and kids. It’s like living in a park! Staggered ceramic tile and arched entryways combined with bright Florida sunshine create a welcoming living space. The family room with surround sound opens to the kitchen with granite countertops, stainless steel appliances, upgraded cabinets, custom tiled backsplash, eat-in bar with pendant lights and adjacent dining room. The upstairs master suite overlooks the private backyard, with barn door entry to the master bath featuring cultured marble dual sink vanity and glass enclosed walk-in shower. Additional bedrooms are large enough to easily accommodate overnight guests and your growing family! Laundry room includes storage area for your convenience. Located close to historic downtown Winter Garden, great shopping and dining, zoned for excellent schools and convenient to SR-408, SR-429 and Florida’s Turnpike. Call now to schedule your showing!

13144 Lakeshore Grove Dr Winter Garden, FL 34787

$405,000 - 4Br/3Ba -  for Sale in Wintermere Harbor, Winter Garden
New
$405,000
4 Beds
3 Baths
2,761 SqFt
Status Active
MLS # O5722275
Property Type Single Family Residence
This beautiful and spacious 4 bedroom 3 bathroom plus bonus room home is located in the coveted and gated community of Wintermere Harbor! Less than a mile away from Fowler's Grove restaurants and shopping! Easy access to major highways, and A rated schools! Bamboo flooring in all the living areas as well as the master bedroom. This home has an immaculate floor plan with a separate dining room, formal and family living area. Spacious Kitchen with 42 cabinets, center island, and granite counter tops! Double doors lead to the large master bedroom and His and hers walk in closets in the owners retreat along with sliding doors that lead out to the pool area. Second floor has a large bonus/loft room. Screened in pool and porch area with beautiful landscaping. No rear neighbors!!! **NEW ROOF 2018** New Pool Pump 2018

534 E Fullers Cross Rd Winter Garden, FL 34787

$234,000 - 3Br/2Ba -  for Sale in Magnolia Wood Fourth Add, Winter Garden
New
$234,000
3 Beds
2 Baths
1,390 SqFt
Status Active
MLS # G5003939
Property Type Single Family Residence
Come see this lovely 3 bed, 2 bath Winter Garden home that is ready for new owner. Large, open family and dining areas with vaulted ceilings welcome you, along with a wood burning, brick fireplace that will set the mood for those long Florida winters. Swing into the kitchen and dinette area and notice the great open view of the spacious back yard. With a large master bedroom that features real hardwood floors and a master bath that has a walk in size closet, this is something that you don't typically find in this type of home. Updated flooring in bedrooms 2 & 3 highlight the small touches the owner has put into this home. The screened-in back porch has a view and access to almost .5 acre of fenced in yard. No HOA restrictions and ample side yard access allows for parking of all of your toys and trailers.

1569 Victoria Way Winter Garden, FL 34787

$369,500 - 4Br/2Ba -  for Sale in Tuscany, Winter Garden
New
$369,500
4 Beds
2 Baths
2,258 SqFt
Status Active
MLS # O5717798
Property Type Single Family Residence
Easily bike to downtown Winter Garden from this amazing custom-built home with heated pool and spa, located on a quiet cul-de-sac. This is an amazing home. It was built by a custom builder and features 4 bedrooms, 2 bathrooms, with solid concrete walls (not block); screened-in pool and spa with newer heat pump; newer stainless steel appliances; A/C has been replaced; new light fixtures throughout; brick paver driveway, large kitchen, huge family room, newer paint; newer pool pump; newer blinds, newer window treatments and large fenced-in backyard. It’s located on a quiet culdesac with minimal traffic and fantastic neighbors. The community is called Tuscany and it’s a hidden gem in Winter Garden with easy access to the West Orange Trail, the 429 and Plant St. Tuscany prohibits rentals and the entire community has a pride of ownership like no other. Great benefits include Heated pool and spa, large screened-in pool area, new roof coming (July 2018), large fenced-in yard, huge living space, split plan, large 3-panel hide-away sliding glass doors, small community that doesn't allow renting, near West Orange Trail, you can easily bike to downtown Winter Garden. This home isn’t totally public yet but will be soon. Seller is a licensed real estate agent. Call today to schedule a visit!

400 Macchi Ave Oakland, FL 34787

$420,000 - 4Br/4Ba -  for Sale in Winters Lndg Ph 02, Oakland
New
$420,000
4 Beds
3.5 Baths
3,454 SqFt
Status Active
MLS # O5721226
Property Type Single Family Residence
Set in the small town of Oakland, Florida, this two-story home adds charm and beauty to a community full of history. Covered porches in the front and back provide lovely opportunities to socialize and enjoy nature. The backyard overlooks the 20+ mile West Orange Trail, perfect for a relaxing stroll, vigorous exercise, or as a scenic path that can lead you to Oakland Nature Preserve or downtown Winter Garden. Indoors, the layout was thoughtfully created with both privacy and togetherness in mind. Downstairs holds all common areas, the master suite/bathroom, guest half bathroom, laundry room, and a two-car side-loaded garage. Upstairs holds three bedrooms, two bathrooms, and an open loft with attached workspace. Lovely architectural details were added such as two-story ceilings, perfect window placements for natural lighting and view, and indoor/outdoor columns to enhance this home's decorative style. Tile, stunning wood laminate, and comfortable carpeting can be seen throughout the interior, enhancing style and versatility. The community of Winters Landing is located near popular roadways: West Colonial Dr and FL Turnpike/Central Florida Interchanges. Schedule a tour today and come see all this property offers.

302 Forest Haven Dr Winter Garden, FL 34787

$674,900 - 4Br/3Ba -  for Sale in Courtlea Oaks, Winter Garden
New
$674,900
4 Beds
3 Baths
4,709 SqFt
Status Active
MLS # O5721674
Property Type Single Family Residence
This beautifully maintained former model home built by Wade Bradford, boasts a large lot with no rear neighbors and a very spacious, open floor plan that lends itself to entertaining and family gatherings. It is located in the highly desirable, custom built Courtlea Oaks Community: just an ez walk, bike, or golf cart ride from historic downtown Winter Garden. The large open foyer has inspiring views of the sweeping staircase, soaring ceilings with crown moldings, two story great room accented with custom fireplace and second story loft. This home boasts many architectural details, lots of natural light and a truly flexible floor plan. The fully equipped chef's kitchen boasts an entertainment bar, granite counters, 42 solid wood cabinetry, double gas ovens, warming drawer, island with prep sink and a walk in pantry. The elegant master is accented with tray ceilings and an oversized his and her closet. The luxurious bath has double vanities, garden jetted tub and open walk in shower. Enjoy the true Florida lifestyle in the screened, heated salt water pool and waterfall spa just a step away from the generously sized covered lanai plus a retractable awning. Along with the master, there is a bedroom, bathroom, large office with outside access and storage on the main floor. The second floor has two nice sized bedrooms each with a walk in closet and a bonus room. The additional separate two car garage offers many options for today's lifestyle. Access to major roads, Fowler's Grove and the West Orange Trail.

13340 Harbor Shore Ln Winter Garden, FL 34787

$182,000 - 2Br/3Ba -  for Sale in Daniels Lndg A-j, Winter Garden
New
$182,000
2 Beds
2.5 Baths
1,293 SqFt
Status Active
MLS # O5721713
Property Type Townhouse
Amazing, corner unit town home in the highly desirable Daniels Landing subdivision. This two bedroom two and a half bath corner unit features laminate wood floors downstairs, a private courtyard, oversized 1 car garage, large upstairs landing and two ample sized bedrooms. Ready to move into, the community is minutes to both downtown Winter Garden and the Winter Garden Village shopping center. Featuring gated entrances, community clubhouse with fitness room, pool, playground and included in the HOA dues, basic cable and internet. Properties in here don't last long, so call your agent for a showing ASAP! Information here deemed reliable but not guaranteed. Buyer to verify.

1426 Daniels Cove Dr Winter Garden, FL 34787

$219,500 - 3Br/2Ba -  for Sale in Daniels Crossing Rep, Winter Garden
New
$219,500
3 Beds
2 Baths
1,391 SqFt
Status Active
MLS # O5721757
Property Type Single Family Residence
Welcome to Turn-Key Winter Garden! This stunning 3/2 home is ready for you! Featuring a Fully Fenced in Yard, New Roof (Jan 2018) and Renovated Kitchen with Brand New Cabinets, Counter Tops, and Stainless Steel Appliances! You will not find a better home for the money in all of Winter Garden! The open concept living, dining, and kitchen combo provides the perfect space for entertaining. Down the hall the spacious master features a true walk in closet with a stunning renovated master bath. The two other bedrooms also share a renovated bathroom and spacious room size perfect for maximizing the function of the home. With tile floors throughout, fresh paint inside and out, and an eco-friendly installed Nest system, this home cannot be beat! This home features the perfect location only 1.5 miles from Downtown Winter Garden and 1.5 miles from the Winter Garden Village - the best of both worlds! Don't miss this move in ready charmer!!!

1417 Priory Cir Winter Garden, FL 34787

$238,000 - 3Br/3Ba -  for Sale in Stoneybrook West I, Winter Garden
Open House
New
$238,000
3 Beds
2.5 Baths
1,675 SqFt
Status Active
MLS # O5721759
Property Type Townhouse
Stop looking and get ready to call this home! Turn-key townhome is ready to move-in. This premium lot in Stoneybrook West neighborhood has a beautiful pond view with no rear neighbors. With 3 bedrooms 2.5 baths and a screened-in lanai, it offers a peaceful sanctuary. NEW flooring has been installed and fresh paint so you can move right in. With an open floor plan, this townhome is great for entertaining, while maintaining the privacy of the bedrooms upstairs. The master bedroom boasts large walk-in closets and double sink vanity. Laundry room is conveniently located upstairs and additional bedrooms are spacious, with the second bedroom offering a loft area, great for an office. Community offers a swimming pool, playground and excellent location to shopping and major highways.

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

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