7,334

Orange, FL Homes

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  • /61

    $580,000

    • 4 Beds
    • 2 Baths
    • 2,063 Sq Ft

    9056 Woodbreeze Blvd, Windermere, FL 34786

    Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silver Woods neighborhood of Windermere, FL. This exceptional residence offers a unique blend of privacy and community amenities. With only one adjacent neighbor and community tennis courts on the other side, the property provides a tranquil retreat. The backyard overlooks a

    Agent Photo

    Tom Langmann

    RE/MAX 200 REALTY

    (689) 305-3637

    9056 Woodbreeze Blvd, Windermere, FL 34786
  • /10

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Condo for Rent

    8179 Maritime Flag St Unit 210, Windermere, FL 34786

    3 bedroom, 2 bath condo on second floor. Carpet in living areas. Large pantry in kitchen and second storage closet. Easy access to major road and minutes to Disney. Community offers many amenities. Open floor plan. W/D in unit.

    Agent Photo

    Licinio Cruz

    L & L REALTY GROUP

    (407) 901-9373

    8179 Maritime Flag St Unit 210, Windermere, FL 34786
  • /2

    $999,000 Sold Jul 29, 2025

    • 2,614 Sq Ft
    • $382/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    6037 Caymus Loop, Windermere, FL 34786

    Tucked behind the gates of Windermere’s coveted Keene’s Pointe, this reimagined Key West-style home sits gracefully on a quiet cul-de-sac, overlooking the 14th fairway of The Golden Bear Club. With a fresh, sophisticated update that includes new flooring, trim, paint, lighting, and more, the home feels both refined and relaxed, like your favorite boutique hotel, only better. Spanning over 2,600

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    6037 Caymus Loop, Windermere, FL 34786
    • /62

      Est $2,435,338 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,734 Sq Ft

      13334 Bellaria Cir, Windermere, FL 34786

      13334 Bellaria Cir, Windermere, FL 34786
  • /15

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

    Beautiful Lakeside at Lakes of Windermere condominium - Third floor corner unit with screened balcony. This unit features an open floor plan that combines kitchen, living room, and dining room. The kitchen feature 42 inch wood cabinets and a breakfast bar. Spacious primary bedroom. The A/C was replaced in October 2020. Tons of storage throughout the unit! The community features Clubhouse, Pool,

    Agent Photo

    Jay Stewart

    SOUTHERN REALTY GROUP LLC

    (689) 314-5683

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
  • /24

    $3,995 per month

    • 4 Beds
    • 2 Baths
    • 2,370 Sq Ft
    • House for Rent

    6354 Swanson St, Windermere, FL 34786

    Coming soon. August 1st ready. Beautiful and elegant single-family mediterranean home with 4 bedrooms and 2 bathrooms, and a 2 car garage in the desirable community of Enclave in Windermere. This home starts with a great curb appeal - meticulously landscaped front, paver driveway, and elegant tiled roof. The community is located within minutes of restaurants, shopping and entertainment. Tiled

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (407) 794-9411

    6354 Swanson St, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jul 29, 2025

    • 3,694 Sq Ft
    • $379/SF
    • 97 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1994

    13112 Luntz Point Ln, Windermere, FL 34786

    Back on the market due the to previous buyer's financing falling through. No fault of the property. Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence

    Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

    13112 Luntz Point Ln, Windermere, FL 34786
    • /80

      Est $2,574,503 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,161 Sq Ft

      11628 Waterstone Loop Dr, Windermere, FL 34786

      11628 Waterstone Loop Dr, Windermere, FL 34786
  • /39

    $649,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    4833 Palm Tree Ct, Windermere, FL 34786

    Under contract-accepting backup offers. Welcome to your Oasis at 4833 Palm Tree Ct. a beautifully maintained single-story residence nestled in the heart of Windermere's most desirable community. This charming 4-bedroom 2.5-bathroom home offers the perfect blend of comfort style & convenience creating an idyllic Florida lifestyle for you and your family.Step inside and be greeted by a sense of

    Agent Photo

    Charles Kohlinger

    BHHS FLORIDA REALTY

    (407) 565-9184

    4833 Palm Tree Ct, Windermere, FL 34786
  • /35

    $1,548 - $4,278 per month

    MAA Windermere

    1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    11598 Lachlan Ln, Windermere, FL 34786
  • /2

    $5,200,000 Sold Jul 29, 2025

    • 10,701 Sq Ft
    • $486/SF
    • 237 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2008

    5174 Vardon Dr, Windermere, FL 34786

    ... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the GOURMET KITCHEN... WORKOUT ROOM...

    Jennie Ho MAY HO REALTY

    5174 Vardon Dr, Windermere, FL 34786
    • /30

      Est $566,808 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft

      6442 Golden Dewdrop Trail, Windermere, FL 34786

      6442 Golden Dewdrop Trail, Windermere, FL 34786
  • /46

    $1,200,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Welcome to 3629 Lake Buynak Drive—an exceptional opportunity for investors, a custom home build or buyers seeking multigenerational living with flexibility and future upside. Situated in a desired area and on an oversized 1.3 acre lot in the Lake Buynak Estate community located off Lake Butler, this 4-bedroom, 3.5-bath home delivers the prestige of a Windermere address—without the restrictions of

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    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /28

    $5,300 per month

    • 4 Beds
    • 4 Baths
    • 3,144 Sq Ft
    • House for Rent

    11445 Vicolo Loop, Windermere, FL 34786

    Gorgeous pool home ready for tenant in desirable gated Belmere community with private pool and spa. Solid flooring throughout. Primary bedroom and additional bedrooms on first floor. Bonus room/bedroom and bath on second floor. 3 car garage; tile roof; paver driveway. Community has tennis, playground amenities and very walkable. Pool and lawncare included in rent. Bike ride to downtown

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    11445 Vicolo Loop, Windermere, FL 34786
  • /2

    $745,000 Sold Jul 28, 2025

    • 2,856 Sq Ft
    • $261/SF
    • 102 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1977

    9676 Wild Oak Dr, Windermere, FL 34786

    Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoods in Windermere, this 70’s modern gem sits on a half acre lot. The U shaped layout of the house wraps around a generous screened lanai under a permanent roof with four skylights. The lanai is accessible from the foyer, primary bedroom, guest room, dining room, and family room and it opens up to the swimming pool and

    Hardy Edwards, III BHHS FLORIDA REALTY

    9676 Wild Oak Dr, Windermere, FL 34786
    • /22

      Est $1,091,635 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,117 Sq Ft

      12525 Montalcino Cir, Windermere, FL 34786

      12525 Montalcino Cir, Windermere, FL 34786
  • /100

    $2,750,000

    • 5 Beds
    • 8 Baths
    • 7,621 Sq Ft

    9905 Lanai View Ct, Windermere, FL 34786

    Welcome to a home that isn’t just designed—it’s curated.Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet private media room on the second floor. Every detail intentional. Every space

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    Bent Danholm

    MAXIM REALTY ORLANDO

    (407) 512-8409

    9905 Lanai View Ct, Windermere, FL 34786
  • /20

    $6,400 per month

    • 6 Beds
    • 4.5 Baths
    • 3,786 Sq Ft
    • House for Rent

    10430 Birch Tree Ln, Windermere, FL 34786

    Welcome to your perfect family retreat in the heart of Windermere, FL! This spacious six-bedroom, four-and-a-half-bathroom single-family home spans 3,786 square feet, providing ample space for comfortable living. Enjoy the inviting open-concept layout, highlighted by a cozy fireplace, a gourmet kitchen with rich wooden cabinetry, and abundant natural light throughout. The luxurious master

    10430 Birch Tree Ln, Windermere, FL 34786
  • /2

    $290,000 Sold Jul 28, 2025

    • 1,332 Sq Ft
    • $218/SF
    • 147 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    8168 Boat Hook Loop Unit 707, Windermere, FL 34786

    Back On The Market! Like New Home! Welcome to this Move-In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores, shops, and dining options. 15 Minute Drive to Disney and short distance to Universal Studios, Epic, Sea World, and Discovery Cove, this location offers unparalleled convenience. ORIGINAL OWNER and

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    8168 Boat Hook Loop Unit 707, Windermere, FL 34786
    • /43

      Est $529,667 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft

      11650 Black Rail St, Windermere, FL 34786

      11650 Black Rail St, Windermere, FL 34786
  • /31

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,479 Sq Ft

    7348 Yoder St, Windermere, FL 34786

    Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhome with a private courtyard and detached garage, nestled in the sought-after Lake Burden community of Windermere, Florida. Boasting high ceilings, rich wood flooring, and an expansive outdoor courtyard, this move-in-ready residence offers both comfort and style. Located in the heart of Windermere, you'll enjoy unbeatable access

    Agent Photo

    Carlos German

    EXP REALTY LLC

    (407) 606-8621

    7348 Yoder St, Windermere, FL 34786
  • /59

    $7,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,851 Sq Ft
    • House for Rent

    8399 Bowden Way, Windermere, FL 34786

    This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a

    Simon Simaan THE SIMON SIMAAN GROUP

    8399 Bowden Way, Windermere, FL 34786
  • /2

    $4,330,000 Sold Jul 25, 2025

    • 5,557 Sq Ft
    • $779/SF
    • 37 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1990

    9724 Chestnut Ridge Dr, Windermere, FL 34786

    Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home’s overall value

    Carey Sheffield ISLEWORTH REALTY LLC

    9724 Chestnut Ridge Dr, Windermere, FL 34786
    • /59

      Est $2,801,339 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 6,803 Sq Ft

      13340 Bellaria Cir, Windermere, FL 34786

      13340 Bellaria Cir, Windermere, FL 34786
  • /75

    $3,700,000

    • 6 Beds
    • 8 Baths
    • 6,930 Sq Ft

    13305 Bellaria Cir, Windermere, FL 34786

    In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is the ideal blend of privacy and convenience, fully furnished. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen features

    Agent Photo

    Alessandro Minato

    PREMIER SOTHEBYS INT'L REALTY

    (407) 565-9509

    13305 Bellaria Cir, Windermere, FL 34786
  • /12

    $3,330 per month

    • 4 Beds
    • 4 Baths
    • 2,702 Sq Ft
    • House for Rent

    1456 Whitney Isles Dr, Windermere, FL 34786

    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 $3474.90. That covers your base rent, $3330.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1456 Whitney Isles Dr, Windermere, FL 34786
  • /2

    $420,000 Sold Jul 25, 2025

    • 1,884 Sq Ft
    • $223/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    11213 Grander Dr, Windermere, FL 34786

    ** Seller motivated** Welcome to your dream townhome in the highly desirable community of Windermere! This charming 3-bedroom (Plus den), 2.5-bath residence effortlessly combines style, comfort, and functionality. The open-concept design flows from the spacious living and dining areas into a well-appointed kitchen featuring solid wood cabinetry, gleaming granite countertops, and ample

    Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

    11213 Grander Dr, Windermere, FL 34786
    • /56

      Est $2,554,859 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,524 Sq Ft

      13352 Bellaria Cir, Windermere, FL 34786

      13352 Bellaria Cir, Windermere, FL 34786
  • /15

    $2,150,000 Pending

    • 1 Bed
    • 1 Bath
    • 1,124 Sq Ft

    10433 Trout Rd, Orlando, FL 32836

    Don't miss this amazing lakefront lot with 100 feet of frontage on LAKE TIBET, part of the sought-after Butler Chain of Lakes. With direct access to 12 connected lakes, this is a dream spot for boating, fishing, and water sports.Sitting right next to Butler - Tibet Preserve Park, this 3.31-acre property offers breathtaking views, privacy, serenity and tons of potential. There’s a small house

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 850-2122

    10433 Trout Rd, Orlando, FL 32836
  • /42

    $3,750 per month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    2024 Stillwood Place, Windermere, FL 34786

    Fully renovated 4 bedroom, 2 bathroom home located in the cul-de-sac of Windermere Downs. The Windermere Downs community features lake front access to Lake Down on the Butler Chain of Lakes, a private boat ramp, park, playground, and tennis courts. Move in ready!

    Anna McIntyre LAKESIDE REALTY WINDERMERE INC

    2024 Stillwood Place, Windermere, FL 34786
  • /2

    $1,485,000 Sold Jul 24, 2025

    • 4,558 Sq Ft
    • $326/SF
    • 5 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2002

    13025 Lake Roper Ct, Windermere, FL 34786

    Welcome to this stunning 5 bedroom, 4.5 bath custom lakefront home situated on 1.26 acres in the exclusive gated community of Windermere Pointe Lake Roper. Designed for both luxury and functionality, this spacious residence features the primary bedroom on the first-floor, private office, and in-law/media suite with wet bar, ideal for multigenerational living or guest accommodations. The newly

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    13025 Lake Roper Ct, Windermere, FL 34786
    • /26

      Est $351,603 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft

      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
  • /43

    $974,900

    • 5 Beds
    • 5 Baths
    • 3,285 Sq Ft

    11096 Ledgement Ln, Windermere, FL 34786

    This Windermere home proliferates in privacy, luxury, and modernconvenience. Tucked away on a third of an acre within the gated Glenmuircommunity and backing onto a protected conservation area, this stunninghome presents tranquil forested views and absolute peace with no rearneighbors, ever. The saltwater pool, complete with solar heating, child-safe fencing, LEDaccent

    James Ellis CHARLES RUTENBERG REALTY ORLANDO

    11096 Ledgement Ln, Windermere, FL 34786
  • /2

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 2,752 Sq Ft
    • House for Rent

    13509 Lake Luntz Dr, Winter Garden, FL 34787

    Nestled in the coveted Banana Bay Estates, this stunning 4-bedroom, 3-bathroom single-story estate offers breathtaking panoramic lake views and a private dock for direct water access. With 2,752 sqft of beautifully designed living space and a 0.57-acre lot, this home blends elegance and comfort seamlessly. Step inside to soaring tray ceilings, rich wood flooring, and an open-concept layout

    13509 Lake Luntz Dr, Winter Garden, FL 34787
  • /2

    $934,500 Sold Jul 23, 2025

    • 3,516 Sq Ft
    • $266/SF
    • 30 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2000

    2046 Westover Reserve Blvd, Windermere, FL 34786

    Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an

    Brooke Cangro RE/MAX 200 REALTY

    2046 Westover Reserve Blvd, Windermere, FL 34786
    • /53

      Est $1,038,226 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,934 Sq Ft

      11708 Hampstead St, Windermere, FL 34786

      11708 Hampstead St, Windermere, FL 34786
  • /42

    $585,000

    • 4 Beds
    • 2 Baths
    • 2,159 Sq Ft

    11322 Rapallo Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. "Bundled service pricing available for buyers. Connect with the listing agent for details." Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse, fitness center,

    John Callahan REDFIN CORPORATION

    11322 Rapallo Ln, Windermere, FL 34786
  • /13

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • House for Rent

    11661 Black Rail St, Windermere, FL 34786

    well located 4 bedroom house. Great community with pool and high rated school. Convenience location with lot of amenities around it.

    Mengshi Lu JOY ESTATE ENTERPRISE INC

    11661 Black Rail St, Windermere, FL 34786
  • /2

    $1,350,000 Sold Jul 23, 2025

    • 5,095 Sq Ft
    • $265/SF
    • 56 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2014

    7443 Lake Albert Dr, Windermere, FL 34786

    Welcome to 7443 Lake Albert Drive

    Cliff Glansen FLATFEE.COM

    7443 Lake Albert Dr, Windermere, FL 34786
    • /4

      Est $1,262,643 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,806 Sq Ft

      5819 Caymus Loop Unit 1, Windermere, FL 34786

      5819 Caymus Loop Unit 1, Windermere, FL 34786

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