7,329

Orange, FL Homes

Section Image
  • /40

    $589,900

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft

    9319 Woodbreeze Blvd, Windermere, FL 34786

    WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    9319 Woodbreeze Blvd, Windermere, FL 34786
  • /31

    $5,000 per month

    • 4 Beds
    • 3 Baths
    • 2,384 Sq Ft
    • House for Rent

    11585 Claymont Cir, Windermere, FL 34786

    Welcome to Keene's Pointe! You will love calling this exclusive 24-hour guard gated community your home! Step through the front doors into the tiled foyer of this spectacular 4 bedroom, 3 bath home in pristine condition. A bright and airy formal dining room sits left of the foyer and a formal living room to the right. A spacious kitchen features upgraded 42-inch cabinets, includes side by side

    Todd Henry SUMMERSIDE REALTY LLC

    11585 Claymont Cir, 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
    • /98

      Est $2,637,943 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 5,390 Sq Ft

      13509 Bellaria Cir, Windermere, FL 34786

      13509 Bellaria Cir, Windermere, FL 34786
  • /93

    $7,500,000

    • 5 Beds
    • 8 Baths
    • 8,443 Sq Ft

    11103 Bridge House Rd, Windermere, FL 34786

    Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butler Sound—one of Central Florida’s most prestigious communities. From the moment you enter, you're greeted by high-end finishes, open-concept living space, and meticulous attention to detail. This stunning residence offers nearly 9,000 sqft of elevated living space featuring 5

    Ayoub Aitelhaj THE SIMON SIMAAN GROUP

    11103 Bridge House Rd, Windermere, FL 34786
  • /70

    $4,200 per month

    • 3 Beds
    • 3 Baths
    • 2,453 Sq Ft
    • House for Rent

    1461 Glenheather Dr, Windermere, FL 34786

    WINDERMERE GEM RENTAL | Welcome to the luxurious 24 hr guard gated community of Reserve at Belmere. This enchanting 4 bedroom/3 bathroom home has to be seen with your own eyes. Enjoy an open/split floor plan suited perfectly for any family. Enjoy the grand outdoor living space which features a very large pool and oversized jacuzzi with child safety fence and fully screened enclosed plus a full

    Keith Conklin FOLIO REALTY LLC

    1461 Glenheather Dr, Windermere, FL 34786
  • /2

    $815,000 Sold Jul 21, 2025

    • 3,018 Sq Ft
    • $270/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    9601 Ambleside Dr, Windermere, FL 34786

    MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or

    Matt Davies COLDWELL BANKER REALTY

    9601 Ambleside Dr, Windermere, FL 34786
    • /30

      Est $2,514,029 Not Listed For Sale

      12624 Park Ave, Windermere, FL 34786

      12624 Park Ave, Windermere, FL 34786
  • /100

    $4,777,000

    • 6 Beds
    • 8.5 Baths
    • 5,721 Sq Ft

    5157 Latrobe Dr, Windermere, FL 34786

    Newly remodeled in 2019 — a rare find in the community! Sunlit single-storey layout, bright in every corner ! Panoramic views of Hole 4 from the living room!Live the legendary lifestyle in this fully rebuilt and expanded single-story, golf-front Isleworth estate, masterfully designed by renowned architect Terry Irwin. In 2019, the home underwent a comprehensive reconstruction and significant

    peipei Qiao BAY STREET GROUP FLORIDA LLC

    5157 Latrobe Dr, Windermere, FL 34786
  • /34

    $3,999 per month

    • 5 Beds
    • 4 Baths
    • 3,417 Sq Ft
    • House for Rent

    7582 Lake Albert Dr, Windermere, FL 34786

    A Beautiful 5 bedrooms , 4.5 bathroom, 3 car garage home that offers tons of space for your family's active lifestyle. A formal living room and dining room add extra elegance to this two story home. The roomy kitchen with island provides plenty of counter space so the whole family. Enjoy scenic yard views during casual meals in the breakfast nook area, situated next to sliding glass doors out to

    Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

    7582 Lake Albert Dr, Windermere, FL 34786
  • /2

    $430,000 Sold Jul 17, 2025

    • 1,881 Sq Ft
    • $229/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    7629 Ripplepointe Way, Windermere, FL 34786

    Welcome to this beautiful 4 Bed, 2 1/2 Bath in Windermere! This two story townhouse located in the Lake Burden South in Windermere. Home features 3 bedrooms and office than can be used as 4th bedroom, 2 1/2 bathrooms, Two car garage. Beautiful front porch at entry. Open living room with French doors to rear patio. Gorgeous Kitchen features granite surface counter tops and a large center island

    Kris Ibrahim HOME WISE REALTY GROUP, INC.

    7629 Ripplepointe Way, Windermere, FL 34786
    • /73

      Est $3,041,937 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 6,768 Sq Ft

      13323 Bellaria Cir, Windermere, FL 34786

      13323 Bellaria Cir, Windermere, FL 34786
  • /78

    $2,350,000

    • 4 Beds
    • 4.5 Baths
    • 4,929 Sq Ft

    6761 Valhalla Way, Windermere, FL 34786

    “New Price Improvement” Beautiful & unique Home in one of the most charming streets of Keene's pointe "Valhalla Way". Offering stunning views of the 17th hole of the Golden Bear Club golf course, designed by Jack Nicklaus. Great floor plan and breathtaking surroundings. Upon entering through its elegant wooden double doors, you are greeted by a welcoming foyer and formal dining room, followed by

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    6761 Valhalla Way, Windermere, FL 34786
  • /43

    $2,990 per month

    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft
    • House for Rent

    11235 Rapallo Ln, Windermere, FL 34786

    Perfect beautiful 3 bed 2.5 bath home for rent. This beautiful home is located in the gated community of Belmere Village. Featuring laminate flooring in the bedrooms,otherwise tiled,formal dining/living and a large family room, large screened patio and nicely landscaped. The master bedroom features a bonus room off to the side which has a closet and could be a small childs room, separated by

    D'Anne KinCannon IN TOUCH REAL ESTATE LLC

    11235 Rapallo Ln, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jul 17, 2025

    • 3,650 Sq Ft
    • $384/SF
    • 43 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1987

    3326 Butler Bay Dr N, Windermere, FL 34786

    Introducing a Modern Mediterranean Masterpiece: Presented by its Long Time Owner, this stunning 5-bedroom, 4.5-bathroom estate is a true gem, offering unparalleled luxury, expansive space, and resort-style living on a meticulously landscaped 1.16-acre lot. Your Grand Arrival up the circular brick paver driveway—spacious enough for 20+ cars—sets the stage for elegance. Enclosed by an

    Marc Holland BOARDWALK REALTY, LLC

    3326 Butler Bay Dr N, Windermere, FL 34786
    • /36

      Est $3,730,094 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 7,649 Sq Ft

      12300 Montalcino Cir, Windermere, FL 34786

      12300 Montalcino Cir, Windermere, FL 34786
  • /100

    $3,750,000

    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft

    10577 Down Lakeview Cir, Windermere, FL 34786

    This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The circular paved drive flanked with mature oak trees welcome you home to a covered porch and an

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /27

    $3,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    953 Lascala Dr, Windermere, FL 34786

    Absolutely beautiful rental home located in the highly sought-after gated community of Belmere Village in Windermere. This spacious home features a stunning screened in pool area with a large backyard, perfect for relaxing evenings or entertaining guests.The updated gourmet kitchen offers granite countertops, a breakfast bar, and overlooks the recently renovated family room. Double doors

    Amine Berrada ATLAS BLUE REALTY INC

    953 Lascala Dr, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jul 16, 2025

    • 4,079 Sq Ft
    • $343/SF
    • 48 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2003

    12848 Jacob Grace Ct, Windermere, FL 34786

    The entire experience of this Windermere Custom Pool Home is a revolution and a close relationship with nature. Prestigious Tildens Grove with 24 hour security and water views of Lake William Davis. Exceptional Renovation with a range of spaces inside and out, including New Owner's Suite , Luxury Spa Bathroom and Dressing area. This Rare to Find One Story, Split Plan home with a 3 car oversized

    Thad Czapka COLDWELL BANKER RESIDENTIAL RE

    12848 Jacob Grace Ct, Windermere, FL 34786
    • /23

      Est $340,498 Not Listed For Sale

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

      8264 Maritime Flag St Unit 1420, Windermere, FL 34786

      8264 Maritime Flag St Unit 1420, Windermere, FL 34786
  • /41

    $689,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft

    9473 Palm Tree Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Beautifully Renovated Pool Home in Silver Woods Now Available! This gorgeous home offers 3 Bedrooms, 2 Bathrooms, a Dedicated Office, and Open Floor Plan. Fully Remodeled and Meticulously Maintained. Amenities include: Quartz & Marble Counters, Stainless Steel Appliances (incl. 36" gas range), Solid Core Doors, Luxury Hardware & Lighting (Restoration

    Mike Long COLDWELL BANKER RESIDENTIAL RE

    9473 Palm Tree Dr, Windermere, FL 34786
  • /50

    $13,000 per month

    • 5 Beds
    • 6.5 Baths
    • 6,248 Sq Ft
    • House for Rent

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786

    Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

    Toni Marie Cafferty COMPASS FLORIDA LLC

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786
  • /2

    $3,350,000 Sold Jul 15, 2025

    • 6,968 Sq Ft
    • $481/SF
    • 5 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 1997

    5801 Marleon Dr, Windermere, FL 34786

    EXPERIENCE THE PINNACLE OF LUXURY LIVING IN THIS ONE-OF-A KIND RESORT-STYLE HOMEThis stunning Windermere 1.86-acre LAKE FRONT residence is a true showstopper, blending timeless elegance with resort-caliber amenities, all within a very short distance of one of Orlandos top rated Private International schools, and with the added benefit of NO HOA. Step inside to soaring ceilings, expansive

    Michelle Brierley COLDWELL BANKER REALTY

    5801 Marleon Dr, Windermere, FL 34786
    • /59

      Est $1,865,174 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,640 Sq Ft

      13407 Bellaria Cir, Windermere, FL 34786

      13407 Bellaria Cir, Windermere, FL 34786
  • /98

    $5,250,000 Pending

    • 6 Beds
    • 6.5 Baths
    • 6,448 Sq Ft

    1455 Kelso Blvd, Windermere, FL 34786

    Under contract-accepting backup offers. Discover 11,699 sqft of total luxury at 1455 Kelso Blvd, a stunning lakefront estate in Windermere’s Kelso on Lake Butler community. Set on nearly an acre with 119 feet of frontage on Lake Butler, this fully renovated 6-bedroom, 6.5-bath home offers over 6,448 sqft of living square footage. Features include a gourmet kitchen, first-floor primary suite with

    Julie Sanchez THE REAL ESTATE COLLECTION LLC

    1455 Kelso Blvd, Windermere, FL 34786
  • /32

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • Townhouse for Rent

    7401 Leighside Dr, Windermere, FL 34786

    Spacious 3-Bedroom Townhome with Private Courtyard & Resort-Style Amenities!!!Don’t miss this beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car detached garage in a highly desirable community! Brand new carpet and new HVAC system. Enjoy an open-concept layout featuring a large seating island, walk-in pantry, and dedicated office space—perfect for working from home. The

    Norshawndra Smith MCO REALTY

    7401 Leighside Dr, Windermere, FL 34786
  • /2

    $1,250,000 Sold Jul 14, 2025

    • 3,445 Sq Ft
    • $363/SF
    • 1 Day On Market
    • 4 Beds
    • 4 Baths
    • Built 2000

    13626 Sunset Lakes Cir, Winter Garden, FL 34787

    Enjoy Peaceful Lakefront Living on Private Lake RoperHere’s your chance to own a spacious lakefront home on beautiful Lake Roper, a private 36-acre lake known for its quiet surroundings and natural charm. This 4-bedroom, 4-bathroom property offers 3,445 square feet of comfortable living space and a versatile layout with room for family, guests, and hobbies.The home features a

    Tom Rumph SAND DOLLAR REALTY GROUP INC

    13626 Sunset Lakes Cir, Winter Garden, FL 34787
    • /58

      Est $1,803,229 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,672 Sq Ft

      11603 Vinci Dr, Windermere, FL 34786

      11603 Vinci Dr, Windermere, FL 34786
  • /42

    $1,624,999 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,797 Sq Ft

    8437 Lake Burden Cir, Windermere, FL 34786

    "Price Improvement" Beautiful Mediterranean custom home in gated/24-hour guarded Keene's Pointe Golf Community. This home features 4 bedrooms and 3 1/2 baths. The kitchen and family room are definitely the heart of the home with a very open concept perfect to entertain family and friends, recently painted cabinets, island and stainless appliances. The family room is spacious with sliding doors to

    Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    8437 Lake Burden Cir, Windermere, FL 34786
  • /42

    $19,900 per month

    • 6 Beds
    • 8 Baths
    • 6,881 Sq Ft
    • House for Rent

    3999 Isabella Cir, Windermere, FL 34786

    AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

    Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

    3999 Isabella Cir, Windermere, FL 34786
  • /2

    $1,300,000 Sold Jul 10, 2025

    • 5,511 Sq Ft
    • $236/SF
    • 2 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2007

    1502 Hempel Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. NO HOA & $170,000 UNDER APPRAISED VALUE!Incredible Opportunity in the Heart of Windermere, FL!Don’t miss this luxurious 6-bedroom, 5-bathroom estate with 5,511 sq. ft. of beautifully designed living space — now listed $170,000 below appraised value for a quick sale!Situated on a 0.49.acre lot with NO HOA restrictions, this

    Gonzalo Vivanco CITRUS PALMS REALTY

    1502 Hempel Ave, Windermere, FL 34786
    • /16

      Est $352,686 Not Listed For Sale

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

      11564 Mizzon Dr Unit 904, Windermere, FL 34786

      11564 Mizzon Dr Unit 904, Windermere, FL 34786
  • /61

    $2,975,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft

    12151 Walker Pond Rd, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to “Home Again Ranch,” your extraordinary 12+ acre farm that is around the corner from Windermere and tucked away on a quiet cul-de-sac road. You don’t need to drive hours to experience country living at its finest. This is a once in a lifetime opportunity to own a large parcel of land zoned agricultural with NO HOA in the heart of one of Central

    Simon Simaan THE SIMON SIMAAN GROUP

    12151 Walker Pond Rd, Winter Garden, FL 34787
  • /11

    $2,300 per month

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

    8180 Boat Hook Loop Unit 310, Windermere, FL 34786

    Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the first floor of the building, screened private patio, new paint throughout, spacious dining and living room area, large kitchen, moder tile and laminate flooring, fans in all bedrooms and living room, 2 parking spaces, water included. Community offers clubhouse with pool, fitness

    Kristine Puente TOP TEAM REALTY, LLC.

    8180 Boat Hook Loop Unit 310, Windermere, FL 34786
  • /2

    $1,510,000 Sold Jul 10, 2025

    • 3,556 Sq Ft
    • $425/SF
    • 114 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1999

    6241 Blakeford Dr, Windermere, FL 34786

    This charming and enchanting home with historical provenance, draws you in with a warm welcome as you approach the double glass leaded doors that sparkle with prisms of light inviting you to see more! Once inside, the enormous Great Room surprises you with a soaring vaulted ceiling and loads of natural light. Freshly painted interiors, newly installed light oak luxury vinyl flooring, new roof,

    Angela Durruthy KEENE'S POINTE REALTY

    6241 Blakeford Dr, Windermere, FL 34786
    • /46

      Est $1,222,323 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,818 Sq Ft

      7219 Sangalla Dr, Windermere, FL 34786

      7219 Sangalla Dr, Windermere, FL 34786
  • /22

    $399,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft

    7361 Brightland St, Windermere, FL 34786

    Under contract-accepting backup offers. New Price! Nestled in the heart of Windermere, this two-story townhome is a perfect blend of charm, comfort, and modern living. As you approach, the cute front porch entrance welcomes you, hinting at the warmth that lies within. The exterior is adorned with stone columns and crowned with a stylish barrel-tiled roof, adding character to this inviting abode.

    Peter Luu REAL BROKER, LLC

    7361 Brightland St, Windermere, FL 34786
  • /3

    $3,400 per month

    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft
    • House for Rent

    11032 Belmere Isles Ct, Windermere, FL 34786

    Beautiful 4 bedroom, 3 bath home located within guard gated community of the Reserves of Belmere. Screened in pool overlooking pond. Eat in kitchen. Two car garage. Located on cud-a-sac. Come see!

    Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC

    11032 Belmere Isles Ct, Windermere, FL 34786
  • /2

    $1,701,000 Sold Jul 08, 2025

    • 3,902 Sq Ft
    • $436/SF
    • 2 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2003

    6233 Rydal Ct Unit 2, Windermere, FL 34786

    Exquisite Luxury Living in Windermere’s Reserve at Lake Butler with Resort-Style Outdoor OasisWelcome to this exceptional 5-bedroom, 4.5-bath estate in the highly sought-after Reserve at Lake Butler, one of Windermere’s premier gated communities. Situated on an expansive .75 acre lot, this 3,865 sq ft residence blends timeless elegance with modern luxury, offering a private retreat designed

    Tracy Nuetzi EXP REALTY LLC

    6233 Rydal Ct Unit 2, Windermere, FL 34786
    • /43

      Est $2,932,788 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 6,011 Sq Ft

      13100 Bellaria Cir, Windermere, FL 34786

      13100 Bellaria Cir, Windermere, FL 34786

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home