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Winter Garden Real Estate Search

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Winter Garden Homes for Sale

Just fifteen miles outside of Orlando, Florida rests a cozy community called Winter Garden. Winter Garden carries a population of approximately 40,0000 residents and offers a wide variety of amenities. Some interesting facts about Winter Garden, it had an incredibly laid back atmosphere and yet is only just a short drive from the bustling city of Orlando, It has a long list of walking/hiking trails that engulf residents and visitors alike in the lush natural beauty of Central Florida, and it has a gorgeous historical downtown that was listed on the national Registry of Historic Places. This historic downtown includes small shops, cafes, museums, restaurants, and a theatre for all to enjoy. Major travel throughways in Winter Garden include,County Road 535, County Road 545, and the Western Beltway. 

Wondering if there are affordable homes for sale in Winter Garden? Winter Garden, Florida offers homes for sale at extremely affordable prices. Typically the average price for a 3,500 square foot home in Winter Garden is around $350,000. Winter Garden homes normally are in 3 style categories including, traditional, modern and Mediterranean. Purchasing anyone of these homes for sale guarantees amenities that home buyers dream of such as, privacy, luxurious shopping districts, strong educational facilities and so much more! 

Wondering what there is to do for fun in Winter Garden? There are a number of popular places to visit while in Winter Garden including their beautiful walking trails that can be found in Chapin Station, Lake Brim Park, and Oakland Nature Preserve. A great place to grab a quick and satisfying bite to eat is Melts on Main street or as some people like to call it “MOMS”. MOMS offers a wide selection of delicious grilled sandwiches and seasonal soups! If you are interested in learning more about what types of homes we have to offer here in Winter Garden, please don’t hesitate to contact us so we can assist you in finding a new home!

Latest Winter Garden Homes and Condos for Sale

764 Klondike Street, Winter Garden image
764 Klondike Street, Winter Garden $57,777

.0.10 acre lot !!! R-NC-2 -This zoning designation- Winter Garden rates as one of the best places to live, work and visit in Florida and has a school system with above av...

  • Loveless J S Add 01 SubDv.
  • 34787 Zip Code
10386 Atwater Bay Drive, Winter Garden image
10386 Atwater Bay Drive, Winter Garden $794,000

This beautiful one-story "Bellmore" home features 4 bedrooms and 3 full bathrooms. The foyer, hallway, drop zone, kitchen, family room, and dining room feature a beautifu...

  • 4 Beds
  • 3 Baths
  • Waterleigh Ph 2a SubDv.
  • 34787 Zip Code
Killarney Cove Drive, Winter Garden image
Killarney Cove Drive, Winter Garden $69,999

Go direct. Call or text the listing agent to help explain how the lots sit. This is a group of 3 lots for sale; they can all be purchased or sold individually. They're si...

  • 34787 Zip Code
Killarney Cove Drive, Winter Garden image
Killarney Cove Drive, Winter Garden $69,999

Go direct. Call or text the listing agent to help explain how the lots sit. This is a group of 3 lots for sale; they can all be purchased or sold individually. They're si...

  • 34787 Zip Code
Killarney Cove Drive, Winter Garden image
Killarney Cove Drive, Winter Garden $69,999

Go direct. Call or text the listing agent to help explain how the lots sit. This is a group of 3 lots for sale; they can all be purchased or sold individually. They're si...

  • 34787 Zip Code
15077 Purple Martin Street, Winter Garden image
15077 Purple Martin Street, Winter Garden $549,990

This STUNNING well-kept home is located in the heart of Horizon West. At the most desired Community in central Florida. Don't waste your weekend and money doing yard work...

  • 3 Beds
  • 2.5 Baths
  • Summerlake Pd Ph 3b SubDv.
  • 34787 Zip Code
16041 Hampton Crossing Drive, Winter Garden image
16041 Hampton Crossing Drive, Winter Garden $699,000

Beautiful single story home and highly popular Bellmore floor plan! Oversized and Private lot with Water views on each side. This impeccable home includes 4 bedrooms , 3...

  • 4 Beds
  • 3 Baths
  • Waterleigh Ph 1c SubDv.
  • 34787 Zip Code
17509 Deer Isle Circle, Winter Garden image
17509 Deer Isle Circle, Winter Garden $1,975,000

Luxury GATED LAKEFRONT community of Deer Island offers 1+ acre estate homes, panoramic views of Johns Lake and unrivaled privacy. This 1.06-acre single level home is an E...

  • 5 Beds
  • 4 Baths
  • Deer Island SubDv.
  • 34787 Zip Code
1052 Spring Loop Way, Winter Garden image
1052 Spring Loop Way, Winter Garden $445,000

GOLF CART DISTRICT ALERT! Beautifully remodeled home on a large lot with no rear neighbors. Oversized kitchen island with beautiful stone countertops, wood cabinets, new ...

  • 3 Beds
  • 2 Baths
  • Crown Point Spgs SubDv.
  • 34787 Zip Code
14401 Isleview Drive, Winter Garden image
14401 Isleview Drive, Winter Garden $5,300,000

Welcome to Villa Venecia, a privately gated lakefront estate set amidst two lakes within the exclusive gated community of the Isles of Lake Hancock. With 6 bedrooms, 6 f...

  • 6 Beds
  • 6.5 Baths
  • Isles Of Lake Hancock SubDv.
  • 34787 Zip Code
2270 Standing Rock Circle, Oakland image
2270 Standing Rock Circle, Oakland $550,000

Welcome to Oakland Trails! This better than new home is set on a premium lot with no rear neighbors. To many upgrades to mention!

  • 4 Beds
  • 2.5 Baths
  • Oakland Trls Ph 2 SubDv.
  • 34787 Zip Code
4924 Wildwood Pointe Road, Winter Garden image
4924 Wildwood Pointe Road, Winter Garden $624,999

MORE PHOTOES COMING SOON! WELCOME HOME! LOCATED IN ONE OF THE MOST DESIRABLE NEIGHBORHOODS IN WINTER GARDEN, ORCHARD HILLS. THIS 4 BEDROOM 3 BATH WITH A SECOND FLOOR BONU...

  • 4 Beds
  • 3 Baths
  • Orchard Hills Ph 2 SubDv.
  • 34787 Zip Code
13518 Tenbury Wells Way, Winter Garden image
13518 Tenbury Wells Way, Winter Garden $665,000

One or more photo(s) has been virtually staged. Fully Paid for solar system, average power bill last 4 months only $24, new roof in 2018, home warranty by HWA included! ...

  • 4 Beds
  • 3 Baths
  • Stoneybrook West D SubDv.
  • 34787 Zip Code
8025 Bowery Drive, Winter Garden image
8025 Bowery Drive, Winter Garden $849,990

Come live in this BEAUTIFUL and lovely home in the very desirable Horizon West, just outside of Walt Disney World Resort. This home features a very large pool facing a br...

  • 4 Beds
  • 2.5 Baths
  • Lake Hancock Preserve SubDv.
  • 34787 Zip Code
15859 Shorebird Lane, Winter Garden image
15859 Shorebird Lane, Winter Garden $1,100,000

Welcome to Bavaro model by Toll Brothers professionally decorated has 2812 sqft, 4 bedrooms 3 and a half bathrooms, nice open floorplan for entertaining. The dramatic 2-s...

  • 4 Beds
  • 3.5 Baths
  • Lakeshore Preserve Ph 5 SubDv.
  • 34787 Zip Code
16907 Arrowhead Boulevard, Winter Garden image
16907 Arrowhead Boulevard, Winter Garden $350,000

BEAUTIFUL, LAKEFRONT ONE acre LOT in Winter Garden, with incredible water views, many shady trees and in a highly desired NO HOA neighborhood! As you drive up you will ap...

  • 2 Beds
  • 1 Baths
  • Arrowhead Lakes SubDv.
  • 34787 Zip Code
16919 Arrowhead Boulevard, Winter Garden image
16919 Arrowhead Boulevard, Winter Garden $750,000

Originally owned, incredible WATERFRONT, 3 bedroom, 2.5 bathroom home in Winter Garden and just minutes from Orlando’s popular attractions, come take a look! Situated on ...

  • 3 Beds
  • 2.5 Baths
  • Arrowhead Lakes SubDv.
  • 34787 Zip Code
417 Southern Pecan Circle Unit 206, Winter Garden image
417 Southern Pecan Circle Unit 206, Winter Garden — 417 $205,000

Amazing Investment property! This beautiful 1/1 condo with den and laundry room is located in the great community of Southern Pines. In close proximity to Winter Garden V...

  • 1 Beds
  • 1 Baths
  • Southern Pines Condo SubDv.
  • 34787 Zip Code
503 Courtlea Cove Avenue, Winter Garden image
503 Courtlea Cove Avenue, Winter Garden $680,000

Presenting 503 Courtlea Cove Avenue, a luxurious 5-bedroom, 4-bathroom home in the exclusive Courtlea Park community. Boasting over 3,200 sqft of elegant living space, th...

  • 5 Beds
  • 4 Baths
  • Courtlea Park SubDv.
  • 34787 Zip Code
14501 Grove Resort Avenue Unit 3317, Winter Garden image
14501 Grove Resort Avenue Unit 3317, Winter Garden — 3 $449,000

***Fantastic Opportunity*** Three-bedroom/three bathroom Sable Model condo located on the third floor near the Surfari water park and Flip Flops games arcade at The Grove...

  • 3 Beds
  • 3 Baths
  • Grove Residence & Spa Hotel Condo 3 SubDv.
  • 34787 Zip Code
5236 Lake Washington Street, Winter Garden image
5236 Lake Washington Street, Winter Garden $839,000

BRAND NEW coveted TIDEWATER w/BONUS Never occupied and ready to move in. HAMLIN Elementary rated 9 by GreatSchools and HAMLIN Middle school are 5 min bike ride away just ...

  • 6 Beds
  • 4.5 Baths
  • Lakeside At Hamlin SubDv.
  • 34787 Zip Code
14501 Grove Resort Avenue Unit 3208, Winter Garden image
14501 Grove Resort Avenue Unit 3208, Winter Garden $355,000

Fully furnished Vacation Condo in the spectacular Grove Resort and Waterpark, just minutes from Disney World and all that Orlando has to offer. This 3 bedroom Condo offer...

  • 3 Beds
  • 2 Baths
  • Grove Resort And Spa Hotel Condominium 1 SubDv.
  • 34787 Zip Code
1200 Union Club Drive, Winter Garden image
1200 Union Club Drive, Winter Garden $1,750,000

Prepare to be impressed with this exquisitely designed CUSTOM built Mediterranean styled home, situated in one of the most desirable locations in OAKLAND PARK with nearly...

  • 6 Beds
  • 3.5 Baths
  • Oakland Park SubDv.
  • 34787 Zip Code
16878 Wingspread Loop, Winter Garden image
16878 Wingspread Loop, Winter Garden $700,000

Welcome to Hawksmoor!! Expect to be impressed with this beautifully designed, corner, FENCED-IN lot with over $100,000 in upgrades - including PAID OFF Solar Panels (Cur...

  • 4 Beds
  • 3 Baths
  • Hawksmoor SubDv.
  • 34787 Zip Code
1507 Wild Sweetgrass Way, Oakland image
1507 Wild Sweetgrass Way, Oakland $530,000

Customized to pure-perfection, this impressive three-bedroom, two-bath, every detail in this single-story home has been cleverly planned. As you enter the home from the w...

  • 3 Beds
  • 2 Baths
  • Longleaf At Oakland SubDv.
  • 34787 Zip Code
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Your Home Sold GUARANTEED, Or I'll Buy It!* Call 407-706-5000 For Details, and Start Packing!*

Jones Group Real Estate Team

855 E Plant St #1700

Winter Garden, FL 34787

407-706-5000

info@jonesgroupfl.com

*Jared and Seller to Agree on Price and Time of Possession

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