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Winter Garden, FL Real Estate — Homes For Sale in Winter Garden, FL

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Winter Garden Real Estate Overview

Located in Western Orange County, Winter Garden, Florida is a beautiful small town that is sited just 14 miles west of downtown Orlando’s endless shopping, delicious restaurants, and world-renowned theme parks including Universal Studios, Sea World, and Disney World. Winter Garden is placed about one and one half hours from...
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$34,900
$171/mo
Monthly Payment:
$171
Principal & Interest:
$129
HOA Dues:
$42
(Based on a 30 year fixed loan at 3.75% with $6,980 down)

1333 Cardinal Lane NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
3bed 2bath 984sq ft $35 / sq ft TWN
Lot Size3,617sq ft Built1989 On Site2days
Townhome living in Winter Garden. This 3 bedroom, 2 bath with great room will suit all your in town living needs! Community pool for those hot days. Convenient to bus lines,... more
Townhome living in Winter Garden. This 3 bedroom, 2 bath with great room will suit all your in town living needs! Community pool for those hot days. Convenient to bus lines, shopping, medical and restaurants. First Time Homebuyers who complete the HOMEPATH READY BUYER EDUCATION PROGRAM course by their initial offer, may request up to 3% closing cost assistance toward the purchase of a HomePath property and reimbursement of the training course cost. Restrictions apply. Please go to the HomePath website for full details. less
Listing Provided Courtesy of Northstar Realty Services
Popularity
Your search results are current and complete. Learn more
$245,000
$1,217/mo
Monthly Payment:
$1,217
Principal & Interest:
$907
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $49,000 down)

14488 Whittridge Drive NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Signature Lakes Orange County School District
4bed 3bath 2,328sq ft $105 / sq ft TWN
Lot Size4,298sq ft Built2006 On Site2days
Desirable Winter Garden community located within minutes of the Disney Parks! This 4/3 townhome features over 2300 sq ft with one bedroom downstairs and the additional 3,... more
Desirable Winter Garden community located within minutes of the Disney Parks! This 4/3 townhome features over 2300 sq ft with one bedroom downstairs and the additional 3, including the master suite upstairs. Laminate flooring throughout with carpet in the bedrooms. Additional features include two car garage, open patio area, laundry room, security system, community pool, tennis courts, lake access to Lake Hancock, and walking and jogging trails. The home owner’s association includes basic cable, internet, pest control, lawn maintenance, building exterior paint, and community amenities. Priced to sell—owners are motivated to sell! less
Listing Provided Courtesy of Bhhs Results Realty
Popularity
$424,900
$1,659/mo
Monthly Payment:
$1,659
Principal & Interest:
$1,574
HOA Dues:
$85
(Based on a 30 year fixed loan at 3.75% with $84,980 down)

5534 Tiny Road NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
3bed 3bath 3,600sq ft $118 / sq ft SFR
Lot Size5.3acre Built1975 On Site3days
Come and see this beautiful 2 story home on 5.32 acres of land with great views! This home has 2 bedrooms, 3 bathrooms with 3,600 ht. Sq. Ft. Of living space. Formal living and... more
Come and see this beautiful 2 story home on 5.32 acres of land with great views! This home has 2 bedrooms, 3 bathrooms with 3,600 ht. Sq. Ft. Of living space. Formal living and dining rooms with wood flooring. Kitchen offers appliances, eat-in area with easy access to the dining room and family room. Family room has gas fireplace and spiral staircase leading the the basement (2nd floor). Or you can enjoy your morning/evening on the huge deck over looking the great views and quite neighborhood. The huge basement offers large bathroom with garden tub with shower, lots of space to have an game room/theater room and walk out covered patio. 2 car oversize garage. Zoned for horses or you can enjoy the watching the neighbors horse. This home was built in 1975 and was renovated in 1995. New roof, soffits and gutters. No hoa! Well and septic behind the house and county water and sewer are available. The land is currently permitted to have 2 units per acre. Close to shopping, major highways, restaurants, and schools (2 miles away a new high school is being built.). This beautiful home has a lot to offer so make an appointment to view this home. This home won’t last long! less
Listing Provided Courtesy of Bustamante Real Estate Inc
Popularity
$410,000
$1,652/mo
Monthly Payment:
$1,652
Principal & Interest:
$1,519
HOA Dues:
$133
(Based on a 30 year fixed loan at 3.75% with $82,000 down)

14051 Hampshire Bay Circle NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
4bed 4bath 3,538sq ft $116 / sq ft SFR
Lot Size13,022sq ft Built2004 On Site3days
Short Sale. Home with huge potential nestled on a cul de sac that is located in the desirable Winter Garden Neighborhood of Bay Isle which is located very close to Winter Garden... more
Short Sale. Home with huge potential nestled on a cul de sac that is located in the desirable Winter Garden Neighborhood of Bay Isle which is located very close to Winter Garden Village and the 429. This 4 bedroom, 4 bathroom home will be perfect for the buyer looking for an opportunity to add their own personal touches to a home with solid bones. The home has a large first floor master with sitting area, his and hers closets, and master bath with Jacuzzi/spa function. In addition to the 4 bedrooms, the home boasts a small loft area and upstairs bonus room which would make a great living room, media room or game room. The walkway across the upstairs offers great views of the small sitting room in the foyer. The downstairs office has a separate front door and is also easily accessed from the interior of the home. The fountain is a charmer and is situated inside the quaint courtyard. the garages sit comfortably on either side of the home. The kitchen and downstairs family/living room offer fantastic views of the lake and large yard. (More photos to come in the near future) less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$500,000
$1,852/mo
Monthly Payment:
$1,852
Principal & Interest:
$1,852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $100,000 down)

17000 Sandhill Road NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Lake Avalon Groves Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9.4acre BuiltN/A On Site3days
This is a rare opportunity to purchase one of the best parcels of land in the Lake Avalon Rural Settlement in Winter Garden, FL. The property would make an ideal country estate... more
This is a rare opportunity to purchase one of the best parcels of land in the Lake Avalon Rural Settlement in Winter Garden, FL. The property would make an ideal country estate with zoning that allows for agricultural and equestrian uses. The Winter Garden area is growing rapidly with shopping, restaurants, hospitals, schools and other amenities. However, the rural settlement is protected from commercial development and will remain a rural setting. Live in the country but close to everything! Call Jim for more information. The Seller will consider subdividing into two parcels. less
Listing Provided Courtesy of Avalon Land & Commercial, Llc
Popularity
$204,900
$798/mo
Monthly Payment:
$798
Principal & Interest:
$759
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $40,980 down)

1730 Sherbourne Street NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
3bed 2bath 1,261sq ft $162 / sq ft SFR
Lot Size4,400sq ft Built2001 On Site3days
Model home under $205K! No, you're not dreaming! This is a home that has pictures that don't do the home justice. It's more beautiful in person. The home is immaculate with... more
Model home under $205K! No, you're not dreaming! This is a home that has pictures that don't do the home justice. It's more beautiful in person. The home is immaculate with almost everything upgraded. The kitchen is the center of attention, top notch appliances, 3-d style backsplash that you see in MILLION dollar homes. The granite is a perfect match combined with the cabinets, backsplash and appliances. It all goes together perfectly. This split plan has gorgeous ceramic tile, Berber carpeting in the bedrooms, an upgraded 2nd bath and more. This community offers a playground within close proximity. This home is so convenient to shopping of all kinds and many popular restaurants. less
Listing Provided Courtesy of Homevest Realty
Popularity
$59,000
$218/mo
Monthly Payment:
$218
Principal & Interest:
$218
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,800 down)

856 Myrtle Avenue NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
2bed 1bath 976sq ft $60 / sq ft SFR
Lot Size10,094sq ft Built1940 On Site3days
Great opportunity to acquire this home in a great location. Seller is motivated and will consider all reasonable offers. Home is sold “as is” and needs work. This... more
Great opportunity to acquire this home in a great location. Seller is motivated and will consider all reasonable offers. Home is sold “as is” and needs work. This is a perfect fixer-upper project for a handyman or rehabber. Renovations have been started to enclose the back porch to create another room but are not yet finished. Come see this great chance to add a little TLC and make this one a perfect home. less
Listing Provided Courtesy of Century 21 Carioti
Popularity
$349,995
$1,406/mo
Monthly Payment:
$1,406
Principal & Interest:
$1,296
HOA Dues:
$110
(Based on a 30 year fixed loan at 3.75% with $69,999 down)

7924 Minutemen Loop NEW Added to the site in the last 3 days

Winter Garden, FL 34787
4bed 3bath 2,513sq ft $139 / sq ft SFR
Lot Size6,120sq ft Built2015 On Site3days
Beautiful home in the new highly desirable location, Horizons West!!! This spacious 2 story offers 4 bed, 2.5 bath, 2 car garage w/ den/office. Open plan with large family room... more
Beautiful home in the new highly desirable location, Horizons West!!! This spacious 2 story offers 4 bed, 2.5 bath, 2 car garage w/ den/office. Open plan with large family room and master suite! Lovely water view from spacious south facing backyard, perfect for a pool! Master and all bedroom upstairs and Den down. Large covered front porch and covered lanai AND NO REAR NEIGHBORS! Some interior features include gorgeous Espresso cabinets in kitchen and throughout, granite counter tops and large master overlooking the pond. Ceramic tile and carpet throughout. This home is a **MUST-SEE** Community amenities include community pool, splash pad, clubhouse, fitness center, walk / bike trails, plus much more. Excellent schools. Convenient to 408 Toll Road / Downtown Orlando. Ready Now! Builder Warranty. (Disclaimer: Some/All the photos are stock/renderings and do not represent the actual home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$324,995
$1,314/mo
Monthly Payment:
$1,314
Principal & Interest:
$1,204
HOA Dues:
$110
(Based on a 30 year fixed loan at 3.75% with $64,999 down)

7842 Bonstonian Drive NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
3bed 2bath 2,274sq ft $143 / sq ft SFR
Lot Size6,120sq ft Built2015 On Site3days
Must see: this spacious 3 bed home is a winner! Featuring gracious archways throughout the formal foyer/entry all the way to the formal dining room and open kitchen/ family... more
Must see: this spacious 3 bed home is a winner! Featuring gracious archways throughout the formal foyer/entry all the way to the formal dining room and open kitchen/ family room. The master bedroom is large and has a luxury master bath. To top it all off this home is loaded with upgraded tile flooring, and carpet throughout home, cabinetry (espresso cabinets) and granite countertops...Also extended covered lanai for outdoor enjoyment! No rear neighbor! Community amenities include community pool, splash pad, clubhouse, fitness center, walk / bike trails, plus much more. Excellent schools. Convenient to 408 toll road / downtown orlando. builder warranty. (disclaimer: some/all the photos are stock/renderings and do not represent the actual home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$445,000
$1,648/mo
Monthly Payment:
$1,648
Principal & Interest:
$1,648
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,000 down)

14802 Strahan Boulevard NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
3bed 3bath 2,932sq ft $152 / sq ft SFR
Lot Size1.3acre Built2008 On Site3days
Location location location!! This home is close to everything disney, dining, shopping, yet you will feel as though you are just off the beaten path. Welcome home to this... more
Location location location!! This home is close to everything disney, dining, shopping, yet you will feel as though you are just off the beaten path. Welcome home to this gorgeous, lakefront custom three bedroom/three bath plus a den. This home boast a custom pool, 2 wood burning fireplaces, master bedroom features a wood burning fireplace and an on suite to die for with a glass block shower, his & her closets. Second master bedroom also features an on suite with a walk in closet. Open split floor plan along with an oversized kitchen and oversized great room! Many upgrades such as tile flooring throughout, crown molding, 8' solid doors, double mahogany front door, central vacuum, stainless steel appliances, granite counter tops, tinted hurricane windows, water softener system, alarm system, multiple zoned a/c and more. A must see amazing oversized laundry room and many oversized closets and storage throughout! The screened custom pool is surrounded with a travertine deck complete with a spa and waterfall. Even the three car garage is oversized to fit those full size vehicles many drive. The property is fenced with an electronic gate, a 10 x 14 shed and has many granddaddy oaks to offer great shade! 1.26 +/- acres located directly on lake apache offers nice views off the back as well as no rear neighbors! A must see house! less
Listing Provided Courtesy of Keller Williams Classic Realty
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)

940 Tildenville School Road NEW Added to the site in the last 3 days

Winter Garden, FL 34787
Orange County School District
6bed 8bath 5,467sq ft $182 / sq ft SFR
Lot Size2.3acre Built1877 On Site3days
Meadowmarsh - A historic Winter Garden estate on 2.3 park like acres just a short distance from downtown Winter Garden. Built in 1877 by citrus magnate Luther Tilden - this home... more
Meadowmarsh - A historic Winter Garden estate on 2.3 park like acres just a short distance from downtown Winter Garden. Built in 1877 by citrus magnate Luther Tilden - this home is on the National Register of Historic Places. The main house features 5 bedrooms, 6.5 bathrooms on 3 floors with a sweeping covered front porch and second floor balcony all situated beneath a canopy of towering oaks and overlooking lake Brim in the back. A grand foyer, enormous living room, formal dining room, study, kitchen, breakfast room and Florida room complete the first floor. The large master suite with sitting room and his and hers master bathrooms is located on the second floor along with 2 additional bedroom suites, 2 sitting rooms, a laundry room and 2 covered porches. The private third level contains the 5th bedroom suite. The property also features a detached guest suite, a two car garage, a second single car garage, shed, pool and pool house and extensive patios and walkways throughout the grounds. Tall ceilings, wood floors, multiple fireplaces, transom windows, decorative moldings and built-ins are just some of the details that give Meadowmarsh so much charm. Minutes from the West Orange Trail, downtown Winter Garden and the Florida turnpike this unique property is a once in a lifetime opportunity to own a piece of Florida history. The house needs some TLC and updating but the current owner has done several major cosmetic and structural improvements. less
Listing Provided Courtesy of Suzi Karr Realty
Popularity
$447,995
$1,769/mo
Monthly Payment:
$1,769
Principal & Interest:
$1,659
HOA Dues:
$110
(Based on a 30 year fixed loan at 3.75% with $89,599 down)

14388 Black Tea Drive NEW Added to the site in the last 3 days

Winter Garden, FL 34787
4bed 4bath 3,493sq ft $128 / sq ft SFR
Lot Size7,200sq ft Built2014 On Site3days
Live the lake lifestyle today, this home is MOVE IN ready! Gourmet Kitchen includes an island fit for a chef with gorgeous Espresso cabinets that provide richness and warmth!... more
Live the lake lifestyle today, this home is MOVE IN ready! Gourmet Kitchen includes an island fit for a chef with gorgeous Espresso cabinets that provide richness and warmth! Beautiful ceramic tile hardwood floors throughout first floor and carpet on 2nd floor. Master Bathroom features a super shower with dual shower heads. Oversized walk in pantry in kitchen and a large garage! The charming Dining Room features high ceilings and the 2nd floor houses a spacious game room. This home offers second en-suite upstairs for guests! Builder Warranty! (Disclaimer: Some/All the photos are stock/renderings and do not represent the actual home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$320,000
$1,237/mo
Monthly Payment:
$1,237
Principal & Interest:
$1,185
HOA Dues:
$52
(Based on a 30 year fixed loan at 3.75% with $64,000 down)

331 Mossyrock Avenue NEW Added to the site in the last 3 days

Winter Garden, FL 34787
4bed 3bath 3,028sq ft $106 / sq ft SFR
Lot Size7,840sq ft Built2014 On Site3days
Open Sun Aug 2, 1pm-4pm
A charming 4 bedroom, 2.5 bath home located in the desirable community of Covington Chase. You will love the bright and spacious open floor plan. Beautiful archway details greet... more
A charming 4 bedroom, 2.5 bath home located in the desirable community of Covington Chase. You will love the bright and spacious open floor plan. Beautiful archway details greet you as you enter the home and immediately to your right is the formal living and dining space. As you continue down the foyer past the staircase, you will come to the heart of the home: the open kitchen and family room. This space features granite counters, an oversized kitchen island with breakfast bar, dining nook, and built in surround sound. As you venture upstairs, you come to a sizeable loft area which would be perfect for an added entertainment area or office space. All the bedrooms are located off of this loft area, including the grand master suite which features dual walk-in closets and a spa-like master bath. You will find plenty of outdoor living space in the very private backyard and covered patio. The community of Covington Chase features a pool, lots of playgrounds and park-like areas, and a convenient location just minutes from downtown Old Winter Garden. less
Listing Provided Courtesy of Keller Williams Classic Realty
Popularity
$469,900
$1,857/mo
Monthly Payment:
$1,857
Principal & Interest:
$1,740
HOA Dues:
$117
(Based on a 30 year fixed loan at 3.75% with $93,980 down)
Winter Garden, FL 34787
Orange County School District
4bed 4bath 3,531sq ft $133 / sq ft SFR
Lot Size10,625sq ft Built2005 On Site4days
Gorgeous San Remo floorplan by MI Homes. When entering this executive pool home in the gated Glynwood II community you will be amazed by the soaring detailed ceilings, open... more
Gorgeous San Remo floorplan by MI Homes. When entering this executive pool home in the gated Glynwood II community you will be amazed by the soaring detailed ceilings, open floorplan and view of pool area. This 4 or 5 bedroom home with 4 full baths is perfect for the growing family or those seeking a wonderful Florida retreat. The home has been completely refreshed with new interior paint and carpet. The spacious gourmet kitchen has 42"maple cabinets, granite counter tops, oversized breakfast nook and is open to the family room. All of the main living spaces are open to one another and separated by gorgeous archways with detailed trim and moldings. The home lives like a single story home with the upstairs consisting of a large bonus room, bedroom, full bathroom and a large heated/cooled storage room. The master bedroom is spacious with sliders to the pool area and a spa-like master bath with walk-in shower, double vanities, garden tub and his/her custom closets. This home even offers a built-in generator so you never have to worry about losing power. With close proximity to all major roadways, Winter Garden Village and the Walt Disney World Resort area this home will Wow you! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$810,000
$3,100/mo
Monthly Payment:
$3,100
Principal & Interest:
$3,000
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $162,000 down)
Winter Garden, FL 34787
Deer Island Orange County School District
3bed 3bath 2,752sq ft $294 / sq ft SFR
Lot Size1.0acre Built1989 On Site4days
Absolutely stunning lakefront home in Deer Island, a gated community of custom homes on John's Lake. 3/3 with a den/office that could be converted to 4th bedroom. This home has... more
Absolutely stunning lakefront home in Deer Island, a gated community of custom homes on John's Lake. 3/3 with a den/office that could be converted to 4th bedroom. This home has been completely remodeled inside and out. A full renovation was done in 2012. Upgrades include but are not limited to: Opening the floorplan up to a gorgeous open concept with a large yet homey feel, upgraded tile everywhere except the bedrooms which have carpet, stunning chef's kitchen, vaulted ceilings, crown molding in every room, enlarged master suite with a HUGE walk-in closet, all bathrooms remodeled with granite and custom tile, new plumbing, electrical, and AC ducting. Exterior features include brick paver driveway, new roof (2012), unbelievable covered and screened in patio with resurfaced pool and outdoor kitchen. The lot is over an acre and the spacious back yard features a covered boat dock with two jet ski lifts and a boat lift. All this less than 20 minutes from Downtown Orlando! This house is truly one of a kind. Too many upgrades to list. Full renovation details are available; inquire with listing agent. Schedule an appointment today! This lakefront dream home will not last long. More pics will be added soon! less
Listing Provided Courtesy of Re/max Prime Properties
Popularity
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Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Wednesday, July 29, 2015 at 7:54 PM. Properties in listings may have been sold or may no longer be available.