Orange, FL Homes

• 

  

  

  /81

  $3,250,000

  • 6 Beds
  • 7.5 Baths
  • 8,372 Sq Ft

  4047 Isabella Cir, Windermere, FL 34786

  This exceptional 2019-built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the sought-after Windermere community of Casabella. As the largest model in the neighborhood, this home offers a rare blend of space, style, and function. Inside, thoughtful upgrades abound. A dramatic 24-foot fireplace with imported porcelain slabs is a

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  4047 Isabella Cir, Windermere, FL 34786
• 

  

  /2

  $320,000 Sold Apr 21, 2025

  • 1,332 Sq Ft
  • $240/SF
  • 376 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  11562 Amidship Ln Unit 105, Windermere, FL 34786

  Excellent location, and Ideal for first time home buyer, Lakes of Windermere community is an is a very well establish community with proximity to all your shopping needs including Restaurants within walking distance, In this spacious 3 bedroom, 2 bathroom condo is located in the first floor, its an open floor plan. This unit has been renovated, with laminated Vinyl floor. Master bedroom with

  Jose Paradas EARTHLINK REALTY GROUP INC

  11562 Amidship Ln Unit 105, Windermere, FL 34786
• 

  

  

  /38

  Est $1,481,251 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,465 Sq Ft

  11114 Camden Park Dr, Windermere, FL 34786

  11114 Camden Park Dr, Windermere, FL 34786
• 

  

  

  /20

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  8271 Maritime Flag St Unit 109, Windermere, FL 34786

  Welcome to Lakeside at Lakes of Windermere! This townhome seamlessly combines comfort and convenience within one of Windermere’s most sought-after communities. Featuring 3 bedrooms and 2 and half bathrooms. NEW AC UNIT. The primary bedroom with an ensuite bathroom offering dual sinks, a tub/shower combo, and a generous walk-in closet. The additional bedrooms are upstairs. An in-unit laundry room

  Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  8271 Maritime Flag St Unit 109, Windermere, FL 34786
• 

  

  /2

  $317,000 Sold Apr 18, 2025

  • 1,455 Sq Ft
  • $218/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  11562 Amidship Ln Unit 106, Windermere, FL 34786

  Turnkey Fully Furnished 3-Bedroom Condo Near Theme Parks – Owned for 14 Years!Discover your dream getaway in this stunning, fully furnished 3-bedroom, 2-bath corner unit condo, lovingly maintained by the current owners for 14 years. Conveniently located just minutes from world-renowned theme parks, this move-in ready gem offers the perfect blend of comfort and adventure. Plus, from the street,

  Ross Magedoff DALTON WADE INC

  11562 Amidship Ln Unit 106, Windermere, FL 34786
• 

  

  /45

  Est $1,001,178 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,181 Sq Ft

  2806 Windsor Hill Dr, Windermere, FL 34786

  2806 Windsor Hill Dr, Windermere, FL 34786
• 

  

  /44

  $2,199,000

  • 4 Beds
  • 4.5 Baths
  • 4,257 Sq Ft

  6550 Cartmel Ln, Windermere, FL 34786

  Welcome to 6550 Cartmel Ln – a stunning, fully renovated home ready for you to move in! This beautifully updated property features 4 spacious bedrooms, 2 full bathrooms, and an open-concept layout perfect for modern living. The home boasts a brand-new kitchen with quartz countertops, stainless steel appliances, and custom cabinetry. Both bathrooms have been tastefully remodeled with contemporary

  Leonardo Pereira CHARLES RUTENBERG REALTY ORLANDO

  6550 Cartmel Ln, Windermere, FL 34786
• 

  /2

  $1,370,000 Sold Apr 15, 2025

  • 5,260 Sq Ft
  • $260/SF
  • 1 Day On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  5518 Oxford Moor Blvd, Windermere, FL 34786

  Are you searching for a gated community lifestyle in a sought out Central Florida location? Your search ends at Oxford Moor. Oxford Moor is an elite gated community in Windermere, where a high standard of living is…well…the standard. When you pull up to the property, it shows pride of ownership with the meticulously manicured landscaping and elegant paved driveway. The Mediterranean-style 4

  Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

  5518 Oxford Moor Blvd, Windermere, FL 34786
• 

  

  /81

  Est $1,882,846 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,519 Sq Ft

  9135 Balmoral Mews Square, Windermere, FL 34786

  9135 Balmoral Mews Square, Windermere, FL 34786
• 

  

  /93

  $4,500,000

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  5500 W Lake Butler Rd, Windermere, FL 34786

  Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-bedroom, 6 full bath home wrapped with open porches spans nearly 7000 sq ft. Grand foyer with spiral staircase which features a magnificent glass wine cellar below. Modern, open concept with water views from nearly every room. Master bedroom is located on 1st level along with a

  Jack Keller JACK KELLER INC

  5500 W Lake Butler Rd, Windermere, FL 34786
• 

  /2

  $2,400,000 Sold Apr 14, 2025

  • 6,003 Sq Ft
  • $400/SF
  • 80 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 2009

  1140 Kelso Blvd, Windermere, FL 34786

  Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views from every room! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  1140 Kelso Blvd, Windermere, FL 34786
• 

  

  /41

  Est $4,309,594 Not Listed For Sale

  • 7 Beds
  • 10 Baths
  • 7,875 Sq Ft

  9807 Walzer Ct, Windermere, FL 34786

  9807 Walzer Ct, Windermere, FL 34786
• 

  

  /22

  $2,600,000

  • 5 Beds
  • 5.5 Baths
  • 5,853 Sq Ft

  12030 Waterstone Loop Dr, Windermere, FL 34786

  Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 SF, this magnificent pool residence graced by soaring ceilings and a tranquil lake view. The grand entryway with two sweeping staircases draws you into a voluminous layout made for entertaining. Elegant formal dining room and living room, tremendous chef’s kitchen, media room

  Elizabeth Dickinson GRANDE REALTY GROUP LLC

  12030 Waterstone Loop Dr, Windermere, FL 34786
• 

  /2

  $775,000 Sold Apr 10, 2025

  • 1,976 Sq Ft
  • $392/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  11207 Roberson Rd, Winter Garden, FL 34787

  ~Exceptional One-Owner Home in a Prime Location! This unique property offers a peaceful rural setting with convenient access to everything. Located on the 4th Parcel from Maguire Rd. in unincorporated Orange County, this nearly 2-acre agricultural-zoned lot features stunning Grandfather Oaks and mature landscaping. The spacious 3-bedroom, 2-bathroom home includes a large great room with a

  Lisa Bennett WINDSOR REALTY GROUP INC

  11207 Roberson Rd, Winter Garden, FL 34787
• 

  

  /51

  Est $1,856,212 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,265 Sq Ft

  2833 Butler Bay Dr N, Windermere, FL 34786

  2833 Butler Bay Dr N, Windermere, FL 34786
• 

  

  /75

  $899,900

  • 4 Beds
  • 3 Baths
  • 3,040 Sq Ft

  1803 Glenbay Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. NEW PRICE ALERT! Nestled behind the gates of the renowned RESERVE AT BELMERE in Windermere, this stunning 4 bedroom plus loft pool home offers the epitome of privacy and security, with its exclusive 24-hour guard service. Prominently placed on a large corner lot, this home features a bright and open floor plan with soaring 15 foot ceilings.

  Helen Thompson RE/MAX SELECT GROUP

  1803 Glenbay Ct, Windermere, FL 34786
• 

  /2

  $1,270,000 Sold Apr 10, 2025

  • 2,755 Sq Ft
  • $461/SF
  • 41 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2012

  6228 Lecco Way, Windermere, FL 34786

  Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  6228 Lecco Way, Windermere, FL 34786
• 

  

  /58

  Est $890,601 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  11554 Claymont Cir, Windermere, FL 34786

  11554 Claymont Cir, Windermere, FL 34786
• 

  

  /19

  $2,500,000

  • Land
  • 5.00 Acres
  • $500,000 per Acre

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
• 

  /2

  $610,000 Sold Apr 09, 2025

  • 2,497 Sq Ft
  • $244/SF
  • 141 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2005

  11731 Bella Milano Ct, Windermere, FL 34786

  Welcome to the highly sought after Belmere Village, a gated community with lots of amenities. Come check out this 5 bedrooms and 3.5 bathrooms, lovely tile roof house with backing to natural woods and no rear neighbors! Great open floor plan with a formal living room and dining room at front. The kitchen is open to a breakfast nook and a family room, overlooking the patio and private backyard.

  Denise San Miguel REALTY LYNK INC

  11731 Bella Milano Ct, Windermere, FL 34786
• 

  

  /67

  Est $855,797 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,717 Sq Ft

  1437 Glenheather Dr, Windermere, FL 34786

  1437 Glenheather Dr, Windermere, FL 34786
• 

  

  /28

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
• 

  /2

  $1,778,500 Sold Apr 08, 2025

  • 4,531 Sq Ft
  • $393/SF
  • 8 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2007

  13463 Bonica Way, Windermere, FL 34786

  Luxury Living in Tilden’s Grove – Stunning 5-Bedroom Mediterranean Style Estate in Windermere, FLWelcome to this exquisite 5-bedroom, 5.5-bathroom estate nestled in the highly sought-after 24 hr guard gated community of Tilden’s Grove in Windermere, Florida.This beautifully updated residence offers an unparalleled blend of elegance, modern upgrades, and resort-style living.Step inside

  Heather Berrios REAL BROKER, LLC

  13463 Bonica Way, Windermere, FL 34786
• 

  

  /80

  Est $3,389,317 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,537 Sq Ft

  11330 Bridge House Rd, Windermere, FL 34786

  11330 Bridge House Rd, Windermere, FL 34786
• 

  

  /81

  $1,339,900

  • 5 Beds
  • 3 Baths
  • 3,356 Sq Ft

  2540 Hempel Cove Ct, Windermere, FL 34786

  Stunning Renovation on 1 Acre in Lake Down Cove. Located at the end of a quiet cul-de-sac, this beautifully renovated home offers a peaceful, park-like setting on a full acre in sought-after Lake Down Cove. A grand double-door entry welcomes you into a bright, modern interior where 24”x48” marble-style porcelain tile flows throughout. Sunlight fills the two-story great room, anchored by an

  Jennifer Leachman-LaPoint FOLIO REALTY LLC

  2540 Hempel Cove Ct, Windermere, FL 34786
• 

  /2

  $915,000 Sold Apr 08, 2025

  • 2,345 Sq Ft
  • $390/SF
  • 50 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2009

  12435 Montalcino Cir, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Stunning 3-Bedroom Home with Lush Landscaping and Modern Upgrades!Welcome to this gorgeous 2,300+ square foot home offering a perfect blend of comfort and elegance. With three spacious bedrooms and three well-appointed bathrooms, this residence is designed for both relaxation and entertaining.Exterior Features:The home greets you

  Mike Borah COLDWELL BANKER REALTY

  12435 Montalcino Cir, Windermere, FL 34786
• 

  

  /68

  Est $2,663,901 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,929 Sq Ft

  6149 Cartmel Ln, Windermere, FL 34786

  6149 Cartmel Ln, Windermere, FL 34786
• 

  

  /81

  $5,695,000

  • 5 Beds
  • 5.5 Baths
  • 6,730 Sq Ft

  5550 Osprey Isle Ln, Orlando, FL 32819

  Experience the essence of luxury in this Magnificent French Country Lakefront Mansion, recently reimagined through a multi-million dollar renovation, setting a new benchmark for opulence. Nestled on the world-renowned Butler Chain of Lakes within the guard-gated private enclave of Isle of Osprey, this stunning property promises an unmatched standard of living.The residence boasts 5 spacious

  Mike & Teresa Stewart SOUTHERN REALTY GROUP LLC

  5550 Osprey Isle Ln, Orlando, FL 32819
• 

  /2

  $1,250,000 Sold Apr 07, 2025

  • 3,211 Sq Ft
  • $389/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  6424 Cartmel Ln, Windermere, FL 34786

  WELCOME HOME TO THE RESERVE AT LAKE BUTLER SOUND! This Immaculate, 4 Bedroom, 3 Full Bath, Pool Home is located in one of Windermere's most exclusive, 24 Hour Guard-Gated Communities. Spanning 3,211 heated square feet...all on One-Floor...this spacious residence is the perfect place to create your family's new and ever-lasting memories. With gorgeous upgrades, no rear neighbors, and a peaceful

  Jay Kendall WATSON REALTY CORP

  6424 Cartmel Ln, Windermere, FL 34786
• 

  

  /34

  Est $1,141,728 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,073 Sq Ft

  2704 Windsor Hill Dr, Windermere, FL 34786

  2704 Windsor Hill Dr, Windermere, FL 34786
• 

  

  /37

  $999,990

  • 4 Beds
  • 3 Baths
  • 3,206 Sq Ft

  11508 Delwick Dr, Windermere, FL 34786

  Fully Renovated with Modern Upgrades. Nestled in the distinguished, 24-hour guard-gated community of The Reserve at Belmere in Windermere, FL. Experience the best of Florida living in this exceptional home. Featuring a distinctive barrel-tiled roof, this move-in-ready residence exemplifies pride of ownership both inside and out.This newly completely remodeled home spans nearly 3206 sq. ft. on

  Ziad El Aryan FLORIDA REALTY INVESTMENTS

  11508 Delwick Dr, Windermere, FL 34786
• 

  /2

  $735,000 Sold Apr 07, 2025

  • 2,000 Sq Ft
  • $368/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  1527 Dingens Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING!This is it—Welcome Home! This incredible property sits on just under ½ an acre with NO HOA—so bring your boat, camper, or build the workshop you’ve always wanted! Maybe even a “Granny Pod”!This home is designed for ultimate outdoor living—enjoy a covered porch, open patio, stunning

  Cindy Rosenbloom THE ROSENBLOOM TEAM

  1527 Dingens Ave, Windermere, FL 34786
• 

  

  /30

  Est $1,260,404 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,416 Sq Ft

  11407 Camden Park Dr, Windermere, FL 34786

  11407 Camden Park Dr, Windermere, FL 34786
• 

  

  /57

  $975,000

  • 4 Beds
  • 3.5 Baths
  • 3,024 Sq Ft

  11025 Ledgement Ln, Windermere, FL 34786

  *The seller is offering $10,000 in seller concessions.* Welcome to 11025 Ledgement Lane, a beautifully upgraded residence located in the gated community of Glenmuir in Windermere. Built by Pulte Homes, this thoughtfully designed one-story home offers 4 bedrooms, 3.5 bathrooms, a den, a 3-car garage, an oversized driveway that can accommodate up to 9 vehicles and elegant living space on an

  Christina Fata REAL BROKER, LLC

  11025 Ledgement Ln, Windermere, FL 34786
• 

  /2

  $2,800,000 Sold Apr 07, 2025

  • 4,692 Sq Ft
  • $597/SF
  • 144 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1966

  12334 Summerport Ln, Windermere, FL 34786

  The Lakehouse.....Built in 1966 and kept in original condition this mid-century modern home embodies timeless design and a seamless connection with nature. Set on over an acre of prime waterfront property with 200 feet of shoreline, this single-story residence offers 5 bedrooms, including two primary suites. The wide-open floor plan flows effortlessly, showcasing iconic terrazzo floors and

  Judy Black UPSIDE REAL ESTATE INC

  12334 Summerport Ln, Windermere, FL 34786
• 

  

  /35

  Est $1,047,424 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  11531 Claymont Cir, Windermere, FL 34786

  11531 Claymont Cir, Windermere, FL 34786
• 

  

  /31

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  8271 Maritime Flag St Unit 125, Windermere, FL 34786

  Welcome to this beautifully maintained 3 bedroom, 2.5 bath villa in the heart of Windermere, offering comfort, style, and an unbeatable location. Step inside to find a spacious living room, dedicated dining area, and a comfortable kitchen with well maintained appliances perfect for everyday meals and entertaining.Enjoy vinyl flooring throughout the bedrooms, living room, and stairs for a modern,

  Lizandra Troisi Passos MY REALTY GROUP, LLC.

  8271 Maritime Flag St Unit 125, Windermere, FL 34786
• 

  /2

  $368,500 Sold Apr 04, 2025

  • 1,476 Sq Ft
  • $250/SF
  • 177 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2012

  8253 Maritime Flag St Unit 125, Windermere, FL 34786

  Beautifully Maintained 3-Bedroom Townhome in Stunning Lakeside Village, Windermere. This meticulously kept 3-bedroom, 2.5-bath townhome is the perfect home or lucrative investment opportunity located in the highly desirable Lakeside Village community in Windermere. Currently leased, this property offers a rare opportunity to live in one of the area’s most sought-after neighborhoods for under

  Micaela Navarra M2M REALTY

  8253 Maritime Flag St Unit 125, Windermere, FL 34786
• 

  

  /77

  Est $983,728 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,086 Sq Ft

  10981 Ledgement Ln, Windermere, FL 34786

  10981 Ledgement Ln, Windermere, FL 34786
• 

  

  /20

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  9538 Lavill Ct, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION!!! Seize this opportunity to REMODEL or REBUILD on this rare ONE-ACRE estate located in LAKE DOWN VILLAGE in renowned WINDERMERE. FLORIDA. Current 4br/3ba pool home has GREAT POTENTIAL, however it is in need a new vision and caring family. Grab your Architect and favorite GC and create your own masterpiece today!

  Jim Kernohan SOUTHERN HERITAGE REALTY, INC

  9538 Lavill Ct, Windermere, FL 34786

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