Orange, FL Homes

• 

  

  

  /17

  $439,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9422 Bolshoi Alley, Winter Garden, FL 34787

  Discover this stunning new construction home at 9422 Bolshoi Alley Winter Garden, built by M/I Homes. This thoughtfully designed single-story home offers 1,691 square feet of comfortable living space with an open-concept layout perfect for daily life and entertaining. Step inside and find the following highlights: 3 bedrooms including an upstairs owner's bedroom

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  

  /20

  $2,235 per month

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft
  • Condo for Rent

  9223 Vintage Hills Way Unit 5307.1407400, Winter Garden, FL 34787

  Landing offers flexible lease terms from weeks to months. Please always visit our website or contact us for the latest pricing & availability.Stay longer, save more:6-Month Minimum base rent: starts at $2441/mo12-Month Minimum base rent: starts at $2235/moLanding offers flexible leases across a network of over 35,000 fully-furnished apartments throughout 375+ cities so you can

  9223 Vintage Hills Way Unit 5307.1407400, Winter Garden, FL 34787
• 

  

  /2

  $772,000 Sold Jul 03, 2025

  • 2,902 Sq Ft
  • $266/SF
  • 66 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  15446 Orchard Garden St, Winter Garden, FL 34787

  Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned

  Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  15446 Orchard Garden St, Winter Garden, FL 34787
• 

  

  

  /22

  Est $613,039 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,302 Sq Ft

  15439 Shonan Gold Dr, Winter Garden, FL 34787

  15439 Shonan Gold Dr, Winter Garden, FL 34787
• 

  

  

  /17

  $439,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9410 Bolshoi Alley, Winter Garden, FL 34787

  Discover this beautifully designed new construction home at 9410 Bolshoi Alley in Winter Garden. Built by M/I Homes, this thoughtfully crafted single-story home offers 1,691 square feet of comfortable living space.  You’ll enjoy the following design features: 3 bedrooms with owner's bedroom located upstairs 2.5 bathrooms Open-concept living

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /43

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Townhouse for Rent

  9979 Schroeder Alley, Winter Garden, FL 34787

  Welcome to this beautiful end-unit townhome in the most desired Waterleigh community. This house is just a few steps from the CLUBHOUSE! This home features 3 bedrooms, 2.5 bathrooms, and a bright open floor plan that’s perfect for family time or hosting friends. Upstairs, the cozy and spacious loft is great for relaxing, working from home, or a fun play area.You’ll love having your morning

  Denise Batista ALLUX REAL ESTATE LLC

  9979 Schroeder Alley, Winter Garden, FL 34787
• 

  /2

  $535,999 Sold Jul 03, 2025

  • 2,078 Sq Ft
  • $258/SF
  • 470 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  13054 Serene Glade Rd, Winter Garden, FL 34787

  Under Construction. Sample Images. The Cooper A model located on lot 23 will be complete Fall 2024. (Pre-Design Center Pricing) Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13054 Serene Glade Rd, Winter Garden, FL 34787
• 

  

  /83

  Est $498,888 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  15136 Sunrise Grove Ct, Winter Garden, FL 34787

  15136 Sunrise Grove Ct, Winter Garden, FL 34787
• 

  

  /17

  $439,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9416 Bolshoi Alley, Winter Garden, FL 34787

  Discover this stunning new construction home by M/I Homes at 9416 Bolshoi Alley in Winter Garden. This thoughtfully designed 3-bedroom, 2.5-bathroom home offers 1,691 square feet of comfortable living space featuring an open-concept design perfect for everyday living and entertaining.This charming home features the following: 3 spacious bedrooms with the owner's bedroom

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /20

  $2,440 per month

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • House for Rent

  619 Grand Royal Cir, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2584.90. That covers your base rent, $2440.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  619 Grand Royal Cir, Winter Garden, FL 34787
• 

  /2

  $407,500 Sold Jul 02, 2025

  • 1,476 Sq Ft
  • $276/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  14474 Prunningwood Place, Winter Garden, FL 34787

  Independence ** END UNIT and AMAZING LARGE CORNER LOT **SEE THE PROFESSIONAL PHOTOS OF THE INTERIOR NOW ** 3 bedrooms all on the 2nd floor ** Separate formal dining room could be used as a den/office area, play room or living room ** 1st floor has luxury wood vinyl plank flooring updating the 1st flr nicely ** NEW ROOF +/- 8 MTHS **Newer AC unit +/-6 years ** Great UPDATED kitchen with breakfast

  Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  14474 Prunningwood Place, Winter Garden, FL 34787
• 

  

  /70

  Est $1,860,265 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 5,022 Sq Ft

  6723 Point Hancock Dr, Winter Garden, FL 34787

  6723 Point Hancock Dr, Winter Garden, FL 34787
• 

  

  /15

  $469,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,833 Sq Ft

  9404 Bolshoi Alley, Winter Garden, FL 34787

  Discover this exceptional new construction home at 9404 Bolshoi Alley in Winter Garden. Built by M/I Homes, this thoughtfully designed 1,833 square foot home offers contemporary living with quality craftsmanship throughout. This charming home features the following: 3 bedrooms with the owner's bedroom conveniently located upstairs 2.5 bathrooms with quality

  M/I Homes

  Windham II, Winter Garden, FL 34787
• 

  

  /30

  $7,350 per month

  • 5 Beds
  • 4 Baths
  • 2,617 Sq Ft
  • House for Rent

  Unlisted Address

  Luxury Home in Gated Tilden Place – Winter Garden, FLDiscover exceptional luxury and lifestyle in this 5-bedroom, 4-bathroom executive residence, located in the exclusive gated community of Tilden Place, one of Winter Garden’s most desirable neighborhoods.Property Highlights:5 Bedrooms | 4 Bathrooms | 2-Car GarageFlexible Loft/Bonus Room (can be used as 5th bedroom or

  MARCELLA REGINATO SELECTA REALTY LLC

  Unlisted Address
• 

  /2

  $618,000 Sold Jul 02, 2025

  • 2,373 Sq Ft
  • $260/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  14781 Old Thicket Trace, Winter Garden, FL 34787

  ****MULTIPLE OFFERS-HIGHEST AND BEST DUE BY MONDAY JUNE 2.2025 AT 4:00PM EST++**Independence! Relax in the sparkling POOL with raised heated spa ** NEW pool pump and NEW electric pool heater 2022 ** Perfect private backyard retreat with covered patio, screened lanai, fenced backyard and pool ** Serene partial pond views from the front patio ** NEW ROOF 10/2022 *** NEW AC & AIR HANDLER upstairs

  Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  14781 Old Thicket Trace, Winter Garden, FL 34787
• 

  

  /18

  Est $339,258 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft

  1466 Broken Oak Dr Unit 27, Winter Garden, FL 34787

  1466 Broken Oak Dr Unit 27, Winter Garden, FL 34787
• 

  

  /16

  $469,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,833 Sq Ft

  9398 Bolshoi Alley, Winter Garden, FL 34787

  Discover this beautiful new construction townhome at 9398 Bolshoi Alley in Winter Garden, Florida, built by M/I Homes. This 1,833 square foot townhome offers comfort and style in a desirable location.  This townhome features the following design features: 3 bedrooms including upstairs owner's bedroom 2 full bathrooms and a powder room Open-concept

  M/I Homes

  Windham II, Winter Garden, FL 34787
• 

  

  /4

  $2,525 per month

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • House for Rent

  16390 Grey Pne Dr, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  16390 Grey Pne Dr, Winter Garden, FL 34787
• 

  /2

  $560,000 Sold Jul 02, 2025

  • 2,476 Sq Ft
  • $226/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2018

  17084 Harbor Oak Pkwy, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to this stunning two-story single-family home located in the sought-after Waterside community in Winter Garden. Featuring 4 spacious bedrooms and 3 full bathrooms, this beautifully maintained residence offers the perfect blend of comfort, style, and functionality.Step inside to an expansive open-concept layout ideal for entertaining.

  Nic Baker REDFIN CORPORATION

  17084 Harbor Oak Pkwy, Winter Garden, FL 34787
• 

  

  /26

  Est $512,624 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft

  14749 Crimson Bluff Alley, Winter Garden, FL 34787

  14749 Crimson Bluff Alley, Winter Garden, FL 34787
• 

  

  /17

  $449,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9392 Bolshoi Alley, Winter Garden, FL 34787

  Discover this beautiful new construction townhome at 9392 Bolshoi Alley Winter Garden, FL, expertly built by M/I Homes. This 1,691 square foot townhome offers a thoughtfully designed living space with modern features and quality craftsmanship.  This charming townhome features the following: 3 bedrooms including an upstairs owner's bedroom 2 full

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /36

  $4,250 per month

  • 4 Beds
  • 3.5 Baths
  • 3,379 Sq Ft
  • House for Rent

  16090 Malay Ginger Dr, Winter Garden, FL 34787

  Available 9/5/2025. Welcome to 16090 Malay Ginger Dr, a spacious and beautifully maintained 4-bedroom, 3.5-bathroom home nestled in the highly sought-after community of Hamilton Gardens.Step inside to discover a bright and open floor plan that seamlessly blends comfort with functionality—ideal for both everyday living and entertaining. The modern kitchen is a chef’s delight, featuring

  Linda Jokbengboon COMPASS FLORIDA LLC

  16090 Malay Ginger Dr, Winter Garden, FL 34787
• 

  /2

  $420,000 Sold Jul 02, 2025

  • 1,735 Sq Ft
  • $242/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  14242 Avenue of the Groves, Winter Garden, FL 34787

  If you're looking for low maintenance living with loads of amenities, your search concludes at 14242 Avenue of the Groves. This charming corner-unit townhome is nestled in the coveted community of Independence and spans 1,735sqft offering 3 bedrooms and 2.5 bathrooms.The main floor features a seamless flow between the formal entrance and dining room into the generous kitchen and living

  Hilary Hall COMPASS FLORIDA LLC

  14242 Avenue of the Groves, Winter Garden, FL 34787
• 

  

  /9

  Est $212,732 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 838 Sq Ft

  225 Southern Pecan Cir Unit 106, Winter Garden, FL 34787

  225 Southern Pecan Cir Unit 106, Winter Garden, FL 34787
• 

  

  /16

  $449,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9386 Bolshoi Alley, Winter Garden, FL 34787

  Discover this beautiful new construction townhome located at 9386 Bolshoi Alley in Winter Garden. Built by M/I Homes, this 1,691 square foot townhome offers the perfect blend of comfort and style.  This townhome features the following design elements: 3 bedrooms with owner's bedroom located upstairs 2 bathrooms and a first-floor powder room 

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /19

  $3,095 per month

  • 5 Beds
  • 3 Baths
  • 2,231 Sq Ft
  • House for Rent

  6452 Breeze Filled Ln, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3192.90. That covers your base rent, $3095.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6452 Breeze Filled Ln, Winter Garden, FL 34787
• 

  /2

  $425,000 Sold Jul 02, 2025

  • 1,636 Sq Ft
  • $260/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  11084 Suspense Dr, Winter Garden, FL 34787

  Welcome to your dream home! This stunning 3-bedroom, 2.5-bathroom townhome is nestled in a highly sought-after community Storey Grove in Winter Garden known for its peaceful atmosphere and great amenities. Enjoy access to a sparkling pool, clubhouse, playgrounds, all just steps from your front door.The home features a spacious and modern layout with a bright, open concept living area,

  Vicente Virgilio ALTIS REALTY

  11084 Suspense Dr, Winter Garden, FL 34787
• 

  

  /30

  Est $276,110 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  142 Southern Pecan Cir Unit 206, Winter Garden, FL 34787

  142 Southern Pecan Cir Unit 206, Winter Garden, FL 34787
• 

  

  /17

  $449,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  9374 Bolshoi Alley, Winter Garden, FL 34787

  Discover this beautiful new construction townhome at 9374 Bolshoi Alley Winter Garden, FL, built by M/I Homes. This 1,691 square foot townhome offers the perfect blend of comfort and style in a desirable location.  This thoughtfully designed townhome features: 3 well-appointed bedrooms including an upstairs owner's bedroom 2 full bathrooms and a

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /47

  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 1,770 Sq Ft
  • Townhouse for Rent

  6388 Tabebuia Pkwy, Winter Garden, FL 34787

  Brand New never been lived in townhouse with a water view. This property has a 2 car garage and a large parking pad in the rear. The location is great. It is walking distance to school, right off of the 429 and near a hospital and a new medical center and best of all, It is close to Disney! This would be a great home for a family or even room mates. The bedrooms are all upstairs leaving lots

  D'Anne KinCannon IN TOUCH REAL ESTATE LLC

  6388 Tabebuia Pkwy, Winter Garden, FL 34787
• 

  /2

  $769,905 Sold Jul 02, 2025

  • 2,950 Sq Ft
  • $261/SF
  • 20 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  16417 Silver Brook Way, Winter Garden, FL 34787

  Brand NEW energy-efficient home ready NOW! The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room make great workspaces. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  16417 Silver Brook Way, Winter Garden, FL 34787
• 

  

  /28

  Est $562,116 Not Listed For Sale

  17686 Deer Isle Cir, Winter Garden, FL 34787

  17686 Deer Isle Cir, Winter Garden, FL 34787
• 

  

  /17

  $434,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  15388 Burgtheater Dr, Winter Garden, FL 34787

  Welcome to 15388 Burgtheater Drive in Winter Garden, Florida, a beautiful new construction home built by M/I Homes. This charming townhome offers 1,691 square feet of thoughtfully designed living space with 3 bedrooms and 2.5 bathrooms.  Step inside and find the following design elements: Open-concept living space perfect for entertaining and everyday living 3

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /12

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • House for Rent

  375 Regal Downs Cir, Winter Garden, FL 34787

  This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

  375 Regal Downs Cir, Winter Garden, FL 34787
• 

  /2

  $875,000 Sold Jul 01, 2025

  • 4,105 Sq Ft
  • $213/SF
  • 84 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2019

  14031 Jomatt Loop, Winter Garden, FL 34787

  Stunning Home on Premium Conservation Lot – No Rear Neighbors!Discover this beautifully upgraded home nestled in a sought-after community, backing up to miles of scenic natural area for ultimate privacy. Located just around the corner from Sunridge Elementary and Middle Schools, this home is also a short 5-minute drive to charming downtown Winter Garden and only 10 minutes to Winter

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  14031 Jomatt Loop, Winter Garden, FL 34787
• 

  

  /46

  Est $1,125,580 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,897 Sq Ft

  9225 Holliston Creek Place, Winter Garden, FL 34787

  9225 Holliston Creek Place, Winter Garden, FL 34787
• 

  

  /17

  $434,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft

  15376 Burgtheater Dr, Winter Garden, FL 34787

  Experience this beautiful new construction home at 15376 Burgtheater Drive in Winter Garden. Built by M/I Homes, this stunning townhome offers 1,691 square feet of thoughtfully designed living space with all the features modern families desire.  Step inside and ind the following highlights: 3 spacious bedrooms including an upstairs owner's bedroom 2 bathrooms

  M/I Homes

  Rutland, Winter Garden, FL 34787
• 

  

  /26

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Townhouse for Rent

  6337 Breeze Filled Ln, Winter Garden, FL 34787

  Welcome to The Dahlia, a beautifully designed townhome nestled in the sought-after Silverleaf Oaks community. This spacious 3-bedroom, 2.5-bath home offers a bright and airy open-concept layout with elegant, modern finishes throughout. The stylish kitchen features stainless steel appliances, sleek cabinetry, a large island with a deep single-bowl sink, and ample counter space—perfect for cooking

  Maria Ubillus FOLIO REALTY LLC

  6337 Breeze Filled Ln, Winter Garden, FL 34787
• 

  /2

  $839,000 Sold Jul 01, 2025

  • 2,639 Sq Ft
  • $318/SF
  • 246 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  16033 Barkly Ridge Ct, Winter Garden, FL 34787

  NEW CONSTRUCTION. Welcome to your brand-new home in Avalon Ridge, one of Winter Garden’s newest and most desirable communities. This thoughtfully designed, single-story residence sits on the largest lot in the community and offers the perfect combination of space, functionality, and modern finishes.As you enter, you’re greeted by a wide, welcoming foyer that leads into a bright,

  Michelle Dunkley RE/MAX PRIME PROPERTIES

  16033 Barkly Ridge Ct, Winter Garden, FL 34787
• 

  

  /11

  Est $399,562 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  15141 Sunrise Grove Ct, Winter Garden, FL 34787

  15141 Sunrise Grove Ct, Winter Garden, FL 34787

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