Orange, FL Homes

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  /94

  $1,635,000

  • 5 Beds
  • 4 Baths
  • 3,810 Sq Ft

  8424 Lake Burden Cir, Windermere, FL 34786

  Keene’s Pointe is more than a neighborhood; it’s a lifestyle. This 24-hour attended, gated community in Windermere is home to The Golden Bear Club, a Jack Nicklaus–designed 18-hole golf course featuring resort-style amenities including tennis, fitness, swimming, and dining.Tucked within this sought-after community, you'll find a fully renovated, move-in-ready home offering 5 bedrooms, 4 full

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  8424 Lake Burden Cir, Windermere, FL 34786
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  /2

  $900,000 Sold Jun 05, 2025

  • 2,634 Sq Ft
  • $342/SF
  • 31 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  2218 Ridgewind Way, Windermere, FL 34786

  Nestled in the charming gated community of The Estates at Windermere, 2218 Ridgewind Way invites you to experience a harmonious blend of modern living and serene comfort. This exclusive enclave enhances your lifestyle with a delightful playground for endless family fun and is conveniently located close to shopping and dining in the vibrant Winter Garden Village. Picture yourself stepping into

  Matt McKee COMPASS FLORIDA LLC

  2218 Ridgewind Way, Windermere, FL 34786
• 

  

  

  /23

  Est $508,881 Not Listed For Sale

  6606 Sawyer Shores Ln, Horizon West, FL 34786

  6606 Sawyer Shores Ln, Horizon West, FL 34786
• 

  

  

  /53

  $8,250,000

  • Land
  • 2.19 Acres
  • $3,767,123 per Acre

  12422 Park Ave, Windermere, FL 34786

  WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities with Southeastern exposure and sweeping lake views. Nestled on the gorgeous shoreline of Lake Butler among the famed Butler Chain of Lakes, within one of Windermere’s most desirable communities - Chaine Du Lac – this exclusive homesite truly has it all. The gates within the gates that this property

  Michael Julian JULIAN PROPERTIES, INC.

  12422 Park Ave, Windermere, FL 34786
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  /2

  $2,470,000 Sold Jun 05, 2025

  • 5,418 Sq Ft
  • $456/SF
  • 153 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2019

  4011 Isabella Cir, Windermere, FL 34786

  This exceptional residence, built by Toll Brothers in 2019, is nestled within Casabella, which is located in the prestigious Windermere. This exclusive neighborhood combines privacy, expansive homes on generously sized lots, and a lifestyle defined by luxury and comfort. Situated just minutes from the vibrant downtown areas of both Windermere and Winter Garden, residents enjoy the perfect

  Matt Tomaszewski CORCORAN PREMIER REALTY

  4011 Isabella Cir, Windermere, FL 34786
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  /38

  Est $437,933 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11685 Water Run Alley, Windermere, FL 34786

  11685 Water Run Alley, Windermere, FL 34786
• 

  

  /9

  $650,000

  • Land
  • 0.44 Acre
  • $1,477,273 per Acre

  2 Chase Rd, Windermere, FL 34786

  Unlock the potential of nearly half an acre in the heart of Downtown Windermere. This prime corner lot on a prominent, highly visible street offers the rare combination of scale, location, and flexibility—perfect for a signature luxury spec home. With deeded access to the Butler Chain of Lakes, no HOA restrictions, and walkable proximity to local shops, cafes, and parks, this property is

  Ahmad Hassan COMPASS FLORIDA LLC

  2 Chase Rd, Windermere, FL 34786
• 

  /2

  $985,000 Sold Jun 05, 2025

  • 3,184 Sq Ft
  • $309/SF
  • 372 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  1126 Kelso Blvd, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Rare opportunity! KELSO ON LAKE BUTLER is one of the best kept secrets in Windermere. This quiet quaint community surrounded by lakes, consists of 65 homes sites. The community includes a private gated park and boat ramp directly on Lake Butler. This 4bed 2.5bath LAKEFRONT home sits on just over an acre on LAKE CYPRESS and is directly across form

  Kim Swatkowski RE/MAX PRIME PROPERTIES

  1126 Kelso Blvd, Windermere, FL 34786
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  /6

  Est $429,027 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  2216 Bear Peak Rd, Minneola, FL 34715

  2216 Bear Peak Rd, Minneola, FL 34715
• 

  

  /59

  $929,000

  • 4 Beds
  • 3.5 Baths
  • 3,270 Sq Ft

  8752 Lookout Pointe Dr, Windermere, FL 34786

  Experience the enchantment of a luxurious lifestyle with a home that offers elegance, comfort, and a touch of magic. Welcome to a stunning residence where every day feels like a vacation, with Disney World's fireworks dazzling over the water view right in your backyard. This beautifully appointed Spanish style home boasts impressive curb appeal with its barrel tile roof, paver driveway, and a two

  Noor Masri LA ROSA REALTY PREMIER LLC

  8752 Lookout Pointe Dr, Windermere, FL 34786
• 

  /2

  $598,000 Sold Jun 03, 2025

  • 2,147 Sq Ft
  • $279/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  13609 Riggs Way, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a dedicated office, perfectly nestled in one of the area's most sought-after neighborhoods. With an open-concept layout and thoughtful updates throughout, this home offers the perfect balance of comfort, functionality, and style. Step into a bright and spacious living area featuring high ceilings, custom built-in shelves, and

  Karen Grau REVEL REALTY LLC

  13609 Riggs Way, Windermere, FL 34786
• 

  

  /16

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786
• 

  

  /44

  $759,999

  • 4 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  11837 Cave Run Ave, Windermere, FL 34786

  Priced to Sell **** Rare Opportunity in Windermere Trails! ******Welcome to this beautiful residence in the highly sought-after Windermere Trails community—an established neighborhood known for its natural beauty and prime location. You’ll enjoy easy access to supermarkets, top-rated schools, restaurants, banks, coffee shops, and more, all just minutes away. Outdoor enthusiasts will love

  Adam Prada US SQUARE REAL ESTATE

  11837 Cave Run Ave, Windermere, FL 34786
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  /2

  $670,000 Sold Jun 03, 2025

  • 2,886 Sq Ft
  • $232/SF
  • 41 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2018

  12627 Salomon Cove Dr, Windermere, FL 34786

  Welcome to this move-in ready home in sought-after Westside Village, offering a FLEXIBLE FLOOR PLAN and SEPARATE 1-BEDROOM IN-LAW SUITE above the garage — perfect for guests, rental income, or multigenerational living. The main home features TILE PLANK FLOORING, 10’ CEILINGS and an open layout filled with natural light. A GOURMET KITCHEN with quartz countertops, KITCHENAID APPLIANCES, a WALK-IN

  Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  12627 Salomon Cove Dr, Windermere, FL 34786
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  /24

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  14348 Desert Haven St Unit 14348, Windermere, FL 34786

  14348 Desert Haven St Unit 14348, Windermere, FL 34786
• 

  

  /50

  $379,000 Open Sat 2PM - 3:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,429 Sq Ft

  12449 Cruxbury Dr, Windermere, FL 34786

  Seller will pay $5,000 towards buyer's closing costs or a interest rate buy down. Welcome to 12449 Cruxbury Drive, nestled in the highly sought-after community of Windermere! Exceptional HOA with low fees just minutes to Disney make this a great 2nd home location with low maintenance. This beautifully updated home showcases a perfect blend of elegance and comfort, featuring 3 bedrooms and 2.5

  Curt Marksbury WATSON REALTY CORP., REALTORS

  12449 Cruxbury Dr, Windermere, FL 34786
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  /2

  $710,000 Sold Jun 02, 2025

  • 2,575 Sq Ft
  • $276/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  1027 Algare Loop, Windermere, FL 34786

  Expect to be impressed with this beautifully appointed water view home in Windermere’s Belmere community. Room for everyone and everything – abundant common living space with 4 bedrooms (3 way split layout) and 3 full baths. Step inside to open formal living/dining rooms. Notice the architectural elements here – tray and coffered ceilings add elegance, and transom windows keep the space bright.

  Jackie Isham KELLER WILLIAMS CLASSIC

  1027 Algare Loop, Windermere, FL 34786
• 

  

  /23

  Est $467,305 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,631 Sq Ft

  8650 Wellington Blue Ln, Windermere, FL 34786

  8650 Wellington Blue Ln, Windermere, FL 34786
• 

  

  /50

  $1,540,000

  • 4 Beds
  • 4 Baths
  • 2,681 Sq Ft

  3417 Bay Meadow Ct, Windermere, FL 34786

  Fully renovated modern residence on a spacious 1-acre lot, featuring a brand-new contemporary kitchen with custom cabinetry, quartz countertops, and high-end appliances. This 4-bedroom home offers 4 full bathrooms, expansive living areas with soaring ceilings, and oversized porcelain tile flooring throughout.All windows and sliding doors have been replaced, bringing in natural light and

  Eduardo Pavone ON ME REALTY

  3417 Bay Meadow Ct, Windermere, FL 34786
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  /2

  $1,085,000 Sold Jun 02, 2025

  • 3,210 Sq Ft
  • $338/SF
  • 43 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1993

  2138 Kane Park Way, Windermere, FL 34786

  Nestled in the heart of The Willows at Lake Rhea, this breathtaking 5-bedroom, 3.5-bath POOL home sits on a spacious .60-Acre Cul-De-Sac lot, offering both privacy (green area across the street) and a serene pond view. From the moment you walk through the LEADED GLASS DOUBLE FRONT DOORS, you're greeted with A MASIVE WINDOW That Frames the Sparkling SOLAR-HEATED Pool, GAS-HEATED POOL SPA,

  Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

  2138 Kane Park Way, Windermere, FL 34786
• 

  

  /36

  Est $432,480 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11618 Water Run Alley, Windermere, FL 34786

  11618 Water Run Alley, Windermere, FL 34786
• 

  

  /63

  $1,090,000

  • 5 Beds
  • 4 Baths
  • 3,232 Sq Ft

  6905 Cucamelon Ct, Windermere, FL 34786

  *** WELCOME HOME TO THE BEST LOT IN THE NEIGHBORHOOD, NESTLED BETWEEN LAKES, PONDS AND NATURE. THIS SOPHISTICATED, IMMACULATE 5BD/4BA IN SANCTUARY AT LAKES OF WINDERMERE *** This STUNNING ROCHELLE MODEL, has been gently lived in and is maintained in ABSOLUTE PRISTINE CONDITION. With NO NEIGHBORS ON ONE SIDE and BREATHTAKING CONSERVATION AND WATER VIEWS, this home offers a rare combination of

  Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

  6905 Cucamelon Ct, Windermere, FL 34786
• 

  /2

  $742,000 Sold Jun 02, 2025

  • 3,694 Sq Ft
  • $201/SF
  • 72 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  12971 Westside Village Loop, Windermere, FL 34786

  5 BEDROOM energy-efficient home ready NOW! Enjoy the pond view in the rear of the Melville home. The home features a master suite on the main level with a spacious walk-in closet, study, huge game room, 2 sets of jack and jill walk-in closets,and more! Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and

  Eric Jia NUMBER 1 BROKER, LLC

  12971 Westside Village Loop, Windermere, FL 34786
• 

  

  /33

  Est $529,778 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,233 Sq Ft

  13874 Summerport Trail Loop, Windermere, FL 34786

  13874 Summerport Trail Loop, Windermere, FL 34786
• 

  

  /17

  $529,000

  • 4 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  13252 Vennetta Way, Windermere, FL 34786

  Looking to sell asap. Priced to move. This beautiful Windermere home has 4 bedroom and 3.5 baths, has granite and stainless in the kitchen. AC is not working well and probably needs to be replaced. Dishwasher needs to be replaced. House need a little TLC but or the most part it is in really good shape. Tenants are in place on a month to month.

  Kelly Roth LPT REALTY, LLC

  13252 Vennetta Way, Windermere, FL 34786
• 

  /2

  $6,750,000 Sold Jun 02, 2025

  • 8,377 Sq Ft
  • $806/SF
  • 175 Days On Market

  • 5 Beds
  • 9 Baths
  • Built 1991

  6324 Deacon Cir, Windermere, FL 34786

  Nestled on the shores of Lake Butler, Puesta del Sol is a masterpiece of design and luxury, just a short walk from the renowned Isleworth Golf & Country Club. Named for the breathtaking sunsets visible from its many terraces, this estate was crafted for grand entertaining and elegant living.From the bold elegance of the grand porte-cochère entry to the graceful curves of its architectural design,

  Amanda Black UPSIDE REAL ESTATE INC

  6324 Deacon Cir, Windermere, FL 34786
• 

  

  /47

  Est $391,116 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786
• 

  

  /29

  $399,990 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,645 Sq Ft

  12975 Calderdale Ave, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse nestled in the highly sought-after Wickham Park community in Windermere. Boasting an ideal layout and thoughtful features throughout, this home is perfect for comfortable everyday living and easy entertaining.Step inside to find tile flooring throughout the main level and plush carpeting upstairs. The spacious

  Stephen Hachey FLAT FEE MLS REALTY

  12975 Calderdale Ave, Windermere, FL 34786
• 

  /2

  $1,600,000 Sold May 31, 2025

  • 6,098 Sq Ft
  • $262/SF
  • 58 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1998

  3414 Cocard Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to your dream home in one of Windermere’s most exclusive communities. This stunning Colonial-style estate spans over 6,000 square feet, set on more than an acre of beautifully maintained land. From the moment you step through the solid wood French doors, elegance and sophistication surround you.The primary suite is a private retreat,

  Zoheb Sajan RUSSU REALTY & ASSOCIATES PA

  3414 Cocard Ct, Windermere, FL 34786
• 

  

  /45

  Est $1,722,073 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  9012 Pinnacle Cir, Windermere, FL 34786

  9012 Pinnacle Cir, Windermere, FL 34786
• 

  

  /44

  $2,299,000

  • 3 Beds
  • 2.5 Baths
  • 2,981 Sq Ft

  10209 Trout Rd, Orlando, FL 32836

  CHARMING COTTAGE ON THE BUTLER CHAIN of Lakes! This property features just under 3000 sq ft, 3 bedrooms, 2 1/2 baths and a STUNNING 100 FEET OF LAKEFRONT ON LAKE TIBET located in the coveted BUTLER CHAIN OF LAKES in Windermere/Orlando and NO HOA! LOCATED IN ORLANDO, but less than a MINUTE drive TO WINDERMERE AND within 10 minutes to downtown Windermere and ALL of the charm and activities IT HAS

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  10209 Trout Rd, Orlando, FL 32836
• 

  /2

  $670,000 Sold May 30, 2025

  • 2,224 Sq Ft
  • $301/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2019

  8272 Procida Isle Ln, Windermere, FL 34786

  This beautifully designed one-story residence offers spacious, comfortable living with 3 bedrooms, 3 full bathrooms plus a bonus room that could be your office space or easely converted to the 4th bedroom . The heart of the home is a luxurious, modern chef’s kitchen, perfect for entertaining and daily living, with sleek finishes and high-end appliances.Throughout the home, ceramic tile flooring

  Oscar Brea LA ROSA RTY WINTER GARDEN LLC

  8272 Procida Isle Ln, Windermere, FL 34786
• 

  

  /17

  Est $683,395 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,926 Sq Ft

  8712 Crescendo Ave, Windermere, FL 34786

  8712 Crescendo Ave, Windermere, FL 34786
• 

  

  /39

  $749,900

  • 4 Beds
  • 3.5 Baths
  • 2,805 Sq Ft

  7971 Brofield Ave, Windermere, FL 34786

  Move-in Ready, this 4 Bedroom, 3 1⁄2 Bath, and 3-Car Garage located in the desired Windermere, Orlando area. This Beautiful Home with a great kitchen with 42' wood cabinets, granite counter tops and stainless steel appliances. Casual dining options include, the cozy breakfast nook, and space at the center island with breakfast bar. This elegant home tastefully decorated with natural color

  Titi Zerpa Zerpa Flores AGENT TRUST REALTY CORPORATION

  7971 Brofield Ave, Windermere, FL 34786
• 

  /2

  $960,000 Sold May 30, 2025

  • 3,080 Sq Ft
  • $312/SF
  • 30 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  10986 Ledgement Ln Unit 2, Windermere, FL 34786

  The highly desirable Gated community of Glenmuir is one of Windermere’s most sought-after locations. From the grand entrance with tall palms that line the way into this amazing private community, to the long driveways, the tile roofs and the lush greenery. This community is one of the best. Located close to top-rated public schools and just minutes from Windermere Preparatory School, this home

  Mandy Morgan TEAM DONOVAN

  10986 Ledgement Ln Unit 2, Windermere, FL 34786
• 

  

  /39

  Est $783,848 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  13207 Orange Isle Dr, Windermere, FL 34786

  13207 Orange Isle Dr, Windermere, FL 34786
• 

  

  /38

  $385,000

  • 4 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  14234 Desert Haven St Unit 14234, Windermere, FL 34786

  Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends.Inside, the first floor features all tile flooring—durable, stylish, and

  Debi Roldan KELLER WILLIAMS ADVANTAGE III

  14234 Desert Haven St Unit 14234, Windermere, FL 34786
• 

  /2

  $497,000 Sold May 30, 2025

  • 1,891 Sq Ft
  • $263/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  8321 Bryce Canyon Ave, Windermere, FL 34786

  Stunning 3-Bedroom Home in Windermere Trails Community! Low HOA!Discover this gorgeous 3-bedroom, 2.5-bathroom home with a versatile loft area, perfectly situated in the highly desirable Windermere Trails community. With an elementary school conveniently located within the neighborhood, this home offers both comfort and convenience.The first floor boasts an open-concept layout, seamlessly

  Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

  8321 Bryce Canyon Ave, Windermere, FL 34786
• 

  

  /48

  Est $788,160 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft

  13608 Gorgona Isle Dr, Windermere, FL 34786

  13608 Gorgona Isle Dr, Windermere, FL 34786
• 

  

  /85

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,920 Sq Ft

  6971 Tettenhall Ln, Windermere, FL 34786

  Discover this stunning 2-story, 4-bedroom, 3-bathroom home. Enjoy breathtaking views of the fountain pond from the covered front lanai, beautifully accented with stacked stone columns. Step inside to be welcomed by arched walkways, wood-paneled walls, and elegant wood laminate flooring. The home boasts a separate formal dining room with a tray ceiling across from the formal living room, creating

  Ozan Cifci PREMIUM PROPERTIES R.E. SERVICE

  6971 Tettenhall Ln, Windermere, FL 34786

Showing Results 441 - 480, Page 12 of 18