Orange, FL Homes

• 

  

  

  /45

  $979,000

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  111 Main St, Windermere, FL 34786

  Prime Windermere Location! Fully Renovated and Move-In Ready!Don’t miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms—perfect for comfortable family living and entertaining.Recent Upgrades Include: Fresh interior and

  Sammy Nakhleh SUNDIAL REAL ESTATE LLC

  111 Main St, Windermere, FL 34786
• 

  

  /2

  $1,075,000 Sold May 16, 2025

  • 2,968 Sq Ft
  • $362/SF
  • 45 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1990

  11359 Willow Gardens Dr, Windermere, FL 34786

  | Brand New Architectural Roof as of March 2025 | You've been scouring all of the websites for months now, waiting for just that right home, with the perfect amount of space, updates; and an exceptionally well established neighborhood.....and you'll be glad that you waited! 11359 Willow Gardens Dr, in one of the most desirable communities in Windermere, offers everything that you could possibly

  Steven Horner RE/MAX PRIME PROPERTIES

  11359 Willow Gardens Dr, Windermere, FL 34786
• 

  

  

  /25

  Est $414,132 Not Listed For Sale

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

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786
• 

  

  

  /62

  $4,275,000

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

  9253 Tibet Pointe Cir, Windermere, FL 34786

  Welcome to 9253 Tibet Pointe Circle in the beautiful 24-hour gated/guarded community of Keene's Pointe in Windermere, Florida. This JR Watson custom-built mediterranean style home located on over 224 feet of lake frontage on Lake Tibet of the Butler Chain of Lakes, offers a functional and spacious floor plan to accommodate any buyer. Entering the drive up to the courtyard is a 4-car garage and

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  9253 Tibet Pointe Cir, Windermere, FL 34786
• 

  

  /2

  $621,400 Sold May 16, 2025

  • 2,516 Sq Ft
  • $247/SF
  • 75 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  13607 Zori Ln, Windermere, FL 34786

  *Seller will offer $10k to buy down Buyer's interest rate- Or- toward Buyer's Closing Costs!* Welcome to this stunning four-bedroom, two-bathroom single-family home, located in the highly sought-after Providence Community and within the top-rated Windermere school district! This move-in ready home radiates luxury and comfort, featuring light-filled spaces with 10-foot ceilings and custom

  Lisa Bennett WINDSOR REALTY GROUP INC

  13607 Zori Ln, Windermere, FL 34786
• 

  

  /17

  Est $561,835 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft

  7313 Ella Ln, Windermere, FL 34786

  7313 Ella Ln, Windermere, FL 34786
• 

  

  /31

  $449,800

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft

  6527 Silver Queen Way, Windermere, FL 34786

  Once in a decade, the 3 factors of buying your home - All Come Together!1st Condition - the list of all the new, remodeled, items is too long for this segment. Ask your Realtor to get you a copy in attachments. New Roof, New Gutters, New courtyard-side patio w/PVC privacy fence, all ceiling had popcorn removed and repainted, ALL interior repainted-nice modern colors, new floors/carpet and all

  Paul McGarigal RE/MAX SELECT GROUP

  6527 Silver Queen Way, Windermere, FL 34786
• 

  /2

  $387,000 Sold May 15, 2025

  • 1,516 Sq Ft
  • $255/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  8612 Brookvale Dr, Windermere, FL 34786

  Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3 bedrooms, 2.5 bathrooms, a 2-car garage and a spacious patio for outdoor gatherings. With a fully equipped kitchen that opens up into a living room. All bedrooms are located upstairs for privacy. The primary bedroom offers high ceilings and a spacious walk-in

  Rafael Fernandez AGENT TRUST REALTY CORPORATION

  8612 Brookvale Dr, Windermere, FL 34786
• 

  

  /100

  Est $902,118 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,907 Sq Ft

  8637 Crescendo Ave, Windermere, FL 34786

  8637 Crescendo Ave, Windermere, FL 34786
• 

  

  /31

  $1,630,000

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  11923 Lake Butler Blvd, Windermere, FL 34786

  Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

  Michael Julian JULIAN PROPERTIES, INC.

  11923 Lake Butler Blvd, Windermere, FL 34786
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  /84

  $1,280,000 Sold May 15, 2025

  • 4,505 Sq Ft
  • $284/SF
  • 1 Day On Market

  • 4 Beds
  • 5 Baths
  • Built 1998

  13628 Lake Cawood Dr, Windermere, FL 34786

  Rare Opportunity in Lake Cawood Estates – Windermere, FLNestled on nearly ***ONE ACRE*** of privacy in the highly sought-after, small GATED COMMUNITY of Lake Cawood Estates, this CUSTOM-BUILT POOL HOME presents a rare opportunity to own an exceptional property in Windermere. Set on a premium CORNER LOT, the home welcomes you with an inviting front porch featuring updated brick flooring, offering

  Hector Leon LPT REALTY, LLC

  13628 Lake Cawood Dr, Windermere, FL 34786
• 

  

  /44

  Est $1,074,943 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,684 Sq Ft

  107 E 2nd Ave, Windermere, FL 34786

  107 E 2nd Ave, Windermere, FL 34786
• 

  

  /54

  $895,000

  • 5 Beds
  • 4 Baths
  • 3,151 Sq Ft

  1638 Whitney Isles Dr, Windermere, FL 34786

  Welcome to luxury living in the highly desirable gated community of Belmere, located in Windermere. This beautifully upgraded 5 bedroom, 4 bath pool home offers the perfect blend of elegance, comfort, and functionality. Featuring new luxury vinyl flooring, upgraded appliances, and an open concept split floor plan, the home is flooded with natural light that enhances its spacious and inviting

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  1638 Whitney Isles Dr, Windermere, FL 34786
• 

  /2

  $845,000 Sold May 15, 2025

  • 3,300 Sq Ft
  • $256/SF
  • 42 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2002

  6244 Little Lake Sawyer Dr, Windermere, FL 34786

  Charming two-story colonial 5-bedroom, 3.5-bathroom, 3 car garage home in a quiet Windermere neighborhood across from homes with values exceeding millions of dollars. The first floor is comprised of a front porch, foyer, formal dining room, living room/office, and an executive office that could be a gym or guest room, a half bath, kitchen, spacious family room, breakfast nook, screened patio

  Michael Spina INDEPENDENCE REALTY LLC

  6244 Little Lake Sawyer Dr, Windermere, FL 34786
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  /52

  Est $633,150 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,178 Sq Ft

  14545 Yellow Butterfly Rd, Windermere, FL 34786

  14545 Yellow Butterfly Rd, Windermere, FL 34786
• 

  

  /41

  $1,545,000

  • 5 Beds
  • 5 Baths
  • 3,983 Sq Ft

  8475 Eagles Loop Cir Unit 6, Windermere, FL 34786

  Welcome home to an enviable Florida life in one of SW Orlando's most desirable neighborhoods! Opportunity awaits in the highly coveted, guard gated community of Keene's Pointe. Redefine Florida living in this masterfully designed, expansive W J. Sauerwine 5 bedroom, 5 bath plus office pool home, which sits on nearly 1/2 acre with no rear neighbors. Spanning nearly 4,000 square feet of living

  Emily Lewis LAKESIDE REALTY WINDERMERE INC

  8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
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  /72

  $4,100,000 Sold May 15, 2025

  • 9,909 Sq Ft
  • $414/SF
  • 3 Days On Market

  • 5 Beds
  • 7.5 Baths
  • Built 2009

  3402 Cocard Ct, Windermere, FL 34786

  Nestled within a prestigious gated community in the heart of Windermere, this extraordinary estate offers the ultimate in luxury living. The property includes a 1,500 sq ft separate guest house complete with a kitchen, bedroom, and living space, making it perfect for multigenerational families or hosting visitors. The gourmet kitchen is truly a chef's dream, featuring a Viking gas stove, pot

  Matt Tomaszewski CORCORAN PREMIER REALTY

  3402 Cocard Ct, Windermere, FL 34786
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  /74

  Est $3,897,240 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,085 Sq Ft

  10230 Park Ridge Gotha Rd, Windermere, FL 34786

  10230 Park Ridge Gotha Rd, Windermere, FL 34786
• 

  

  /60

  $394,998

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

  14025 Oasis Springs Ln Unit 901, Windermere, FL 34786

  ***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity,

  Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

  14025 Oasis Springs Ln Unit 901, Windermere, FL 34786
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  /32

  $575,000 Sold May 15, 2025

  • 1,819 Sq Ft
  • $316/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  5140 Honeynut Ln, Windermere, FL 34786

  Located in the tranquil neighborhood of Silver Woods, this 3 bedroom home is situated right on the border of Dr Phillips and Windermere, with easy access to shopping and dining. With a second to none location, this home is also well maintained and boasts a newer roof and exterior paint job from 2023. A split floor plan and dedicated sliding door to the pool ensures the privacy of the primary

  Daniel Waldron MAINFRAME REAL ESTATE

  5140 Honeynut Ln, Windermere, FL 34786
• 

  

  /24

  Est $480,720 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  10635 Village Lake Rd, Windermere, FL 34786

  10635 Village Lake Rd, Windermere, FL 34786
• 

  

  /70

  $6,800,000

  • 5 Beds
  • 5.5 Baths
  • 6,257 Sq Ft

  9259 Tibet Pointe Cir, Windermere, FL 34786

  Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  9259 Tibet Pointe Cir, Windermere, FL 34786
• 

  

  /29

  $1,300,000 Sold May 15, 2025

  • 3,577 Sq Ft
  • $363/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  12002 Mckinnon Rd, Windermere, FL 34786

  ***LAKEFRONT COUNTRY ESTATE in the highly sought-after town of Windermere on the shores of private Lake Crescent. Down its 350-foot driveway, discover this serene retreat, featuring a circular drive and over 1.5-acres of lushly landscaped paradise including over 35 tropical fruit trees. Renowned for its tranquil ambiance, Lake Crescent offers an ideal setting for aquatic activities including

  Alan Ireton COLDWELL BANKER RESIDENTIAL RE

  12002 Mckinnon Rd, Windermere, FL 34786
• 

  

  /57

  Est $1,173,692 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 4,511 Sq Ft

  17545 Black Rail St, Windermere, FL 34786

  17545 Black Rail St, Windermere, FL 34786
• 

  

  /42

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  11037 Bagley Alley, Windermere, FL 34786

  Welcome to this 3bedroom, 2.5 bathroom, two-story home in the community of Westside Village in Windemere . This home features an open concept with a living, kitchen, and dining room. The kitchen boasts granite countertops, stainless steel appliances, backsplash, 42" upper cabinets, and a breakfast bar. The second floor features a spacious primary bedroom and a private bathroom with double vanity

  Eric Jia NUMBER 1 BROKER, LLC

  11037 Bagley Alley, Windermere, FL 34786
• 

  

  /46

  $825,000 Sold May 15, 2025

  • 3,127 Sq Ft
  • $264/SF
  • 313 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  8738 Iron Mountain Trail, Windermere, FL 34786

  One or more photo(s) has been virtually staged. This executive home is nestled in the pristine Windermere Trails subdivision. Featuring 4 bedrooms, 3.5 baths, a flex office space, and a chef's kitchen with granite countertops, this residence offers luxurious living. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a large center island, perfect for entertaining

  Crystal Washington Booth CENTURY 21 BE3

  8738 Iron Mountain Trail, Windermere, FL 34786
• 

  

  /31

  Est $618,623 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  11644 Ashlin Park Blvd, Windermere, FL 34786

  11644 Ashlin Park Blvd, Windermere, FL 34786
• 

  

  /31

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,925 Sq Ft

  11316 Rapallo Ln, Windermere, FL 34786

  BACK ON THE MARKET due to Buyer's inability to obtain financing. SELLER MOTIVATED! Discover the allure of this beautiful Mediterranean-style residence located in Windermere's highly sought-after gated Belmere Community. This 3 Bedroom,2.5 bath home offers a spacious split floor plan featuring formal living and dining rooms, along with an open-concept kitchen and family room. The expansive

  Sherry Hutchins PREMIUM REALTY ADVISORS LLC

  11316 Rapallo Ln, Windermere, FL 34786
• 

  /2

  $496,000 Sold May 14, 2025

  • 1,838 Sq Ft
  • $270/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  5044 Wise Bird Dr, Windermere, FL 34786

  Single-Story Home | New Roof (2025) | Located in Windermere’s Summerport community, the single-story home features a new roof, new carpet, and fresh interior paint. The open-concept layout includes a functional kitchen with a natural gas range, overhead microwave, and breakfast bar overlooking the main living area. The primary suite offers tray ceilings, a walk-in closet, dual vanities, a soaking

  Renee Funk EXP REALTY LLC

  5044 Wise Bird Dr, Windermere, FL 34786
• 

  

  /55

  Est $1,568,322 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,715 Sq Ft

  11431 Buckley Wood Ln, Windermere, FL 34786

  11431 Buckley Wood Ln, Windermere, FL 34786
• 

  

  /33

  $1,999,000

  • 5 Beds
  • 4.5 Baths
  • 5,704 Sq Ft

  6161 Blakeford Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ***CURRENTLY THE SECOND LOWEST PRICE PER SQ FT FOR SALE IN KEENE'S POINTE!!! Welcome to a rare opportunity to own a Goehring & Morgan-crafted masterpiece in the prestigious Keene’s Pointe—one of Central Florida’s most sought-after manned & guard-gated communities, renowned for its luxury homes, world-class amenities and golf course. Nestled

  Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  6161 Blakeford Dr, Windermere, FL 34786
• 

  

  /35

  $565,500 Sold May 14, 2025

  • 2,175 Sq Ft
  • $260/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  13258 Vennetta Way, Windermere, FL 34786

  This charming one-story home with a second-story study offers the perfect blend of modern comfort and functionality. Recently renovated, the kitchen boasts sleek finishes, making it the heart of the home. Laminate wood flooring and plush carpet flow throughout, creating a warm and inviting atmosphere. The open floor plan includes a spacious living room and dining room combo, ideal for

  Margaret Gay RED DOOR REAL ESTATE GROUP INC

  13258 Vennetta Way, Windermere, FL 34786
• 

  

  /19

  Est $437,101 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  7660 Fairgrove Ave, Windermere, FL 34786

  7660 Fairgrove Ave, Windermere, FL 34786
• 

  

  /99

  $3,200,000

  • 5 Beds
  • 8 Baths
  • 6,753 Sq Ft

  4071 Isabella Cir, Windermere, FL 34786

  Welcome to Casabella at Windermere, a beautiful gated community where luxury and elegance converge. This stunning 6-bedroom, 5.5-bath estate sits on a sprawling one-acre lot and showcases refined architectural details, soaring ceilings, expansive windows, and light-filled open spaces designed for both grand entertaining and everyday comfort. The resort-style backyard is a private oasis, featuring

  Noor Masri LA ROSA REALTY PREMIER LLC

  4071 Isabella Cir, Windermere, FL 34786
• 

  /2

  $518,000 Sold May 14, 2025

  • 2,342 Sq Ft
  • $221/SF
  • 102 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  5014 Wise Bird Dr, Windermere, FL 34786

  New roof!Check out our 3D Tour.Fabulous Summerport Home with cute front porch perfect for morning coffee!! Formal Living and Dining room with upgraded lighting. The dream kitchen features 42" maple cabinets with crown, granite counters, tile backsplash, breakfast bar, custom built-in seating, Gas range/cooktop for gourmet meals all overlooking the HUGE family room with built-in

  Hong Lu CHARLES RUTENBERG REALTY ORLANDO

  5014 Wise Bird Dr, Windermere, FL 34786
• 

  

  /8

  Not Listed For Sale

  0 Isleworth Gardens Dr, Windermere, FL 34786

  0 Isleworth Gardens Dr, Windermere, FL 34786
• 

  

  /33

  $589,000

  • 4 Beds
  • 2.5 Baths
  • 2,306 Sq Ft

  5032 Beach River Rd, Windermere, FL 34786

  Nestled in one of the area’s most sought-after neighborhoods, beautiful tree-lined Summerport, this stunning two-story, 4-bedroom home perfectly combines comfort, style, and convenience. Located just a short walk from vibrant dining spots, shopping, and everyday essentials, this residence offers the ultimate in suburban living with an urban twist. Walk to the elementary school, just a quick

  Irhelma Pieterse STOCKWORTH REALTY GROUP

  5032 Beach River Rd, Windermere, FL 34786
• 

  /2

  $770,000 Sold May 13, 2025

  • 1,886 Sq Ft
  • $408/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  9272 Gotha Rd, Windermere, FL 34786

  This is a rare opportunity to own a truly special property in Windermere—on the market for the first time ever. Spanning over an acre with no HOA, this private estate has been cherished by the same family since it was built, and now it’s ready for its next chapter.From the moment you arrive, the charm is undeniable. A fully fenced property with incredible curb appeal, this home embodies classic

  Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  9272 Gotha Rd, Windermere, FL 34786
• 

  

  /31

  Est $845,050 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,797 Sq Ft

  7129 Calm Cove Ct, Windermere, FL 34786

  7129 Calm Cove Ct, Windermere, FL 34786
• 

  

  /47

  $544,900

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  11091 Bagley Alley, Windermere, FL 34786

  Located in one of Central Florida’s most desirable zip codes, 11091 Bagley Aly is a beautifully updated and move-in-ready 4-bedroom, 2.5-bathroom home in the sought-after community of Westside Village in Windermere. Known for its scenic Butler Chain of Lakes, top-rated schools and charming historic district, Windermere offers a lifestyle that’s hard to match. Located just 15 minutes from Disney,

  Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

  11091 Bagley Alley, Windermere, FL 34786

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