Orange, FL Homes

• 

  

  /2

  $2,475,000 Sold Jan 30, 2025

  • 6,972 Sq Ft
  • $355/SF
  • 142 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2002

  11048 Bridge House Rd, Windermere, FL 34786

  The vision for a remodel has already been achieved and all of the major demo is now complete. This gorgeous property just needs final touches and will be ready for move-in. Once complete, this sprawling estate on 1 acre will feature 5 bedrooms, 6 full- and 2-half baths. The great room plan is a wide-open design with tons of large windows welcoming natural light. The kitchen is a home chef's

  Matt Tomaszewski CORCORAN PREMIER REALTY

  11048 Bridge House Rd, Windermere, FL 34786
• 

  

  

  /81

  Est $6,221,783 Not Listed For Sale

  • 7 Beds
  • 7.5 Baths
  • 10,485 Sq Ft

  6507 Rosella Ct, Windermere, FL 34786

  6507 Rosella Ct, Windermere, FL 34786
• 

  

  

  /57

  $2,149,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,197 Sq Ft

  1404 Kelso Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. BRAND NEW ROOF 2025! LAKEFRONT! Prepare to be amazed by this exquisitely renovated estate home with a BRAND NEW HEATED Infinity Pool, perfectly nestled on the tranquil shores of Lake Cypress near downtown Windermere. Set on 1.2 acres with 100 ft of lake frontage, this luxurious residence boasts an attached guest house and an array of high-end features. Live

  Corinne Defilippis EXP REALTY LLC

  1404 Kelso Blvd, Windermere, FL 34786
• 

  

  /2

  $880,000 Sold Jan 28, 2025

  • 2,951 Sq Ft
  • $298/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2016

  11640 Hampstead St, Windermere, FL 34786

  The Windermere Address You've Been Searching For! Welcome home to 11640 Hampstead Street, a stunning energy-efficient home built in 2016 by Meritage Homes. This one-story gem offers nearly 3,000 square feet of open living space, soaring high ceilings, and thoughtful design, all situated on an oversized corner lot with no rear neighbors. Plus, it comes with a fully paid-off solar system, keeping

  Justin Pekarek ORLANDO PROPERTY ADVISORS

  11640 Hampstead St, Windermere, FL 34786
• 

  

  

  /34

  Est $2,859,135 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,220 Sq Ft

  6707 Valhalla Way, Windermere, FL 34786

  6707 Valhalla Way, Windermere, FL 34786
• 

  

  /83

  $6,500,000 Pending

  • 5 Beds
  • 7 Baths
  • 7,405 Sq Ft

  9301 Tibet Pointe Cir, Windermere, FL 34786

  Elegant and timeless, this custom Lakefront Estate built by Stonebridge Homes presents like a model as it has been a vacation retreat for the current original owners and it looks as new as the day they bought it! It’s just the right size – not too big and not too small.....5BR/5Full Bath/2Half Baths along with all the essential formal living spaces you would expect PLUS more -- LR, DR, home

  Angela Durruthy KEENE'S POINTE REALTY

  9301 Tibet Pointe Cir, Windermere, FL 34786
• 

  /2

  $7,150,000 Sold Jan 28, 2025

  • 8,289 Sq Ft
  • $863/SF
  • 79 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2005

  Unlisted Address

  Discover this exceptional estate, recently renovated in 2021/2022, offering over 8,000 square feet of unparalleled craftsmanship. Upon entering, you are welcomed by a bright, open floor plan featuring a magnificent two-story foyer and a grand staircase adorned with custom glass railings, all framed by breathtaking lake views from every window and door. The gourmet kitchen showcases exquisite

  Matt Tomaszewski CORCORAN PREMIER REALTY

  Unlisted Address
• 

  

  /36

  Est $1,326,142 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,329 Sq Ft

  5525 Oxford Moor Blvd, Windermere, FL 34786

  5525 Oxford Moor Blvd, Windermere, FL 34786
• 

  

  /45

  $1,425,000 Pending

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

  11425 Claymont Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Located in one of Windermere’s most sought-after guard-gated communities - Keene's Pointe, this beautifully updated 5-bedroom, 4-bath home offers the perfect balance of refined finishes and everyday functionality. Thoughtfully designed for how people live today, the main floor features both a spacious primary suite and a secondary bedroom—ideal for hosting,

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  11425 Claymont Cir, Windermere, FL 34786
• 

  /2

  $1,563,888 Sold Jan 24, 2025

  • 4,506 Sq Ft
  • $347/SF
  • 13 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2015

  5856 Marleon Dr, Windermere, FL 34786

  Welcome to this luxurious 5-bedroom, 6.5-bathroom pool home, nestled in the highly sought-after Windermere community. Located within a top-rated school zone and just a short walk to Windermere Prep and Windermere High, this home offers the perfect blend of elegance and modern convenience. The open-concept design features five spacious bedroom suites on the main floor, a generous second-floor

  Xiaoyu Su RATIO REAL ESTATE, LLC

  5856 Marleon Dr, Windermere, FL 34786
• 

  

  /58

  Est $1,440,599 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,635 Sq Ft

  1620 Lake Rhea Dr, Windermere, FL 34786

  1620 Lake Rhea Dr, Windermere, FL 34786
• 

  

  /3

  $2,500,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,667 Sq Ft

  2624 Midsummer Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Beautiful lot on Midsummer Dr.

  Jay Martin CORCORAN PREMIER REALTY

  2624 Midsummer Dr, Windermere, FL 34786
• 

  /2

  $300,000 Sold Jan 23, 2025

  • 1,161 Sq Ft
  • $258/SF
  • 130 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786

  **Dreamy Condo Living in Windermere – Close to Disney and More!**Imagine waking up in your sunlit condo, sipping your morning coffee with a view that whispers tranquility combined with the perfect dash of excitement only a stone's throw from Disney. Welcome to your 2-bedroom, 2-bathroom sanctuary in Windermere, where every day feels like a resort holiday!Each bedroom, including a spacious primary

  Mark Bridges CHARLES RUTENBERG REALTY ORLANDO

  11446 Jasper Kay Terrace Unit 1012, Windermere, FL 34786
• 

  

  /48

  Est $2,561,693 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,749 Sq Ft

  11119 Coniston Way, Windermere, FL 34786

  11119 Coniston Way, Windermere, FL 34786
• 

  

  /46

  $2,550,000 Pending

  • 4 Beds
  • 6 Baths
  • 4,712 Sq Ft

  3412 Lilas Ct, Windermere, FL 34786

  Under contract-accepting backup offers. Stunning Mark Nasrallah designed residence, located in the prestigious gated enclave of Chaine Du Lac. Set on an expansive 1.29 Acre lot, this stunning home boasts 4,712 square feet of impeccably designed living space and an impressive 8,590 square feet under roof. Step inside and you are immediately greeted with high ceilings, rich architectural details,

  Julie Christensen COMPASS FLORIDA LLC

  3412 Lilas Ct, Windermere, FL 34786
• 

  /2

  $1,000,000 Sold Jan 18, 2025

  • 4,778 Sq Ft
  • $209/SF
  • 333 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 2011

  6216 Roseate Spoonbill Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. SELLAR MOTIVATED! DON'T MISS OUT! Enjoy the magic of Disney World, the charm of Downtown Windermere, and A+ schools, all within a short distance. With a dedicated dining room, formal living room, breakfast room, laundry room, theatre room, and an abundance of closet space, this home is designed for the utmost convenience and luxury. The six bedrooms

  Andrea Borell BORELL REALTY, LLC

  6216 Roseate Spoonbill Dr, Windermere, FL 34786
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  /44

  Est $7,143,099 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 13,973 Sq Ft

  5139 Isleworth Country Club Dr, Windermere, FL 34786

  5139 Isleworth Country Club Dr, Windermere, FL 34786
• 

  

  /31

  $562,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  5130 Sun Palm Dr, Windermere, FL 34786

  Welcome to 5130 Sun Palm Drive, located in the heart of WINDERMERE! This beautifully maintained 3-bedroom, 2-bath home offers 1,723 sqft of living space on a spacious 1⁄4-acre FULLY FENCED lot — perfect for outdoor enjoyment and privacy. Recent upgrades include a new ROOF (2022) and a new AC SYSTEM (2020). ALL FLOORING HAS BEEN UPDATED. The carpet was removed and replaced with Mohawk Pergo luxury

  Elle Walters ROBERT SLACK LLC

  5130 Sun Palm Dr, Windermere, FL 34786
• 

  /2

  $950,000 Sold Jan 17, 2025

  • 3,080 Sq Ft
  • $308/SF
  • 105 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  11085 Ledgement Ln, Windermere, FL 34786

  Experience the ultimate in luxury living with this extraordinary 4-bedroom, 3.5-bath, 3-way split plan home, set on over half an acre of land backing onto serene conservation in the exclusive gated community of Glenmuir, nestled in the desirable Windermere area. This home is distinguished as having one of the largest and most impressive lots in the neighborhood. From the moment you arrive, the

  Alex Vastardis COLDWELL BANKER REALTY

  11085 Ledgement Ln, Windermere, FL 34786
• 

  

  /26

  Est $684,103 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,521 Sq Ft

  11225 Via Andiamo, Windermere, FL 34786

  11225 Via Andiamo, Windermere, FL 34786
• 

  

  /95

  $3,599,000 Pending

  • 6 Beds
  • 7.5 Baths
  • 8,064 Sq Ft

  4065 Isabella Cir, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into elegance with this stunning, fully updated pool home, perfectly situated in one of Windermere’s most sought-after communities. Boasting sophisticated upgrades and timeless finishes throughout, this nearly new estate offers the ideal blend of modern luxury and comfort. Enjoy 5 massive bedrooms, 2

  Natalie Citarelli CITARELLI REALTY GROUP LLC

  4065 Isabella Cir, Windermere, FL 34786
• 

  /2

  $1,370,000 Sold Jan 15, 2025

  • 3,566 Sq Ft
  • $384/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1997

  2224 Ridgewind Way, Windermere, FL 34786

  Discover a lifestyle of unparalleled luxury and tranquility in The Estates at Windermere, a prestigious gated community just moments from the charm of downtown Windermere. This breathtaking home sits on a sprawling half-acre lot that combines privacy with serenity—a perfect backdrop for both everyday living and grand entertaining. With 5 bedrooms and 4 baths, this residence is thoughtfully

  Andy Neal MAXIM REALTY ORLANDO

  2224 Ridgewind Way, Windermere, FL 34786
• 

  

  /38

  Est $680,755 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,084 Sq Ft

  11526 Via Lucerna Cir, Windermere, FL 34786

  11526 Via Lucerna Cir, Windermere, FL 34786
• 

  

  /57

  $2,150,000 Pending

  • 4 Beds
  • 5.5 Baths
  • 4,582 Sq Ft

  6143 Cartmel Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Discover timeless Mediterranean elegance in this recently renovated custom estate, beautifully situated on over half an acre in the prestigious guard-gated community of Lake Butler Sound. Recently refreshed with a brand-new exterior repaint in June 2025 and fresh interior paint in May 2025, this custom-designed masterpiece blends timeless elegance with

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  6143 Cartmel Ln, Windermere, FL 34786
• 

  /2

  $920,000 Sold Jan 15, 2025

  • 3,923 Sq Ft
  • $235/SF
  • 45 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2001

  9323 Westover Club Cir, Windermere, FL 34786

  If you are looking for a great pool home with no rear neighbors and nice private open view , this is it! This home just received a brand new roof, interior and exterior paint, brand new Bosch cook top and flooring. Olympia school district!! Spacious fully fenced 1/3 acre lot! Tons of build in storage throughout and an oversized 3 car garage with new floor paint. High end engineered wood floors.

  Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

  9323 Westover Club Cir, Windermere, FL 34786
• 

  

  /40

  Est $1,328,967 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,677 Sq Ft

  11708 Camden Park Dr, Windermere, FL 34786

  11708 Camden Park Dr, Windermere, FL 34786
• 

  

  /57

  $1,600,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,902 Sq Ft

  11213 Camden Park Dr, Windermere, FL 34786

  Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Experience elevated living in this architecturally reimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded to reflect timeless elegance, modern design, and exceptional craftsmanship.The interior boasts a fully

  Daniela Galvao LA ROSA REALTY LLC

  11213 Camden Park Dr, Windermere, FL 34786
• 

  /2

  $670,000 Sold Jan 09, 2025

  • 2,100 Sq Ft
  • $319/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  4825 Palm Tree Ct, Windermere, FL 34786

  Discover the epitome of modern living in this stunning 4-bedroom, 2.5-bathroom single-story home, meticulously remodeled in 2018-2019. This exquisite residence offers a harmonious blend of contemporary design and timeless elegance. Situated in a peaceful cul-de-sac in the sought after Silver Woods community, this home offers the perfect balance of tranquility and convenience. Nearby shopping,

  Charles Kohlinger BHHS FLORIDA REALTY

  4825 Palm Tree Ct, Windermere, FL 34786
• 

  

  /48

  Est $1,491,849 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,648 Sq Ft

  6318 Lake Burden View Dr, Windermere, FL 34786

  6318 Lake Burden View Dr, Windermere, FL 34786
• 

  

  /38

  $1,400,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,972 Sq Ft

  17551 Black Rail St, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in the highly sought-after Enclave community, this beautifully updated 5-bedroom, 4-bathroom residence offers space, sophistication, and exceptional functionality.Step inside to discover nearly every room adorned with a unique

  John Cunningham KELLER WILLIAMS CLASSIC

  17551 Black Rail St, Windermere, FL 34786
• 

  /2

  $315,000 Sold Jan 09, 2025

  • 1,455 Sq Ft
  • $216/SF
  • 279 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  8156 Boat Hook Loop Unit 614, Windermere, FL 34786

  Welcome to 8156 Boat Hook Loop, Unit 614. This Amazing Residence has open/split floor plan. NEW LUXURY VINYL FLOORING IN FAMILY AND DINING AREA. Bright, neutral color painting throughout and high ceilings. Spacious Kitchen with 42” Wood Cabinetry, eat at the breakfast bar, pantry, and extra storage closet in kitchen. Primary bedroom is bright and airy with a view of the pool from your window.

  Susan Cook CENTURY 21 CARIOTI

  8156 Boat Hook Loop Unit 614, Windermere, FL 34786
• 

  

  /75

  Est $2,280,911 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,879 Sq Ft

  13118 Bellaria Cir, Windermere, FL 34786

  13118 Bellaria Cir, Windermere, FL 34786
• 

  

  /88

  $4,299,000 Pending

  • 5 Beds
  • 7 Baths
  • 6,196 Sq Ft

  3428 Chaine Du Lac Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. From the moment you arrive, this home makes a statement. Meticulous architectural details like rafter tails, handcrafted corbels, and a bell cast roof flare immediately set the tone for the craftsmanship within. Subtle soffit LED lighting and artfully placed landscape lighting create an evening ambiance that feels both welcoming and cinematic.Step

  Mauro Costa CORCORAN PREMIER REALTY

  3428 Chaine Du Lac Blvd, Windermere, FL 34786
• 

  /2

  $850,000 Sold Jan 08, 2025

  • 2,733 Sq Ft
  • $311/SF
  • 21 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  9700 Pleasance Cir, Windermere, FL 34786

  Welcome to 9700 Pleasant Circle, a stunning property nestled on one of the most picturesque lots in Windermere Downs. This beautiful corner lot spans nearly 3/4 of an acre and sits just across from a scenic park. The home features a large, rounded driveway framed by mature landscaping and lush trees, adding to its charm and curb appeal. Lovingly maintained over the years, this home is ready for

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  9700 Pleasance Cir, Windermere, FL 34786
• 

  

  /35

  Est $361,984 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,340 Sq Ft

  11569 Center Lake Dr, Windermere, FL 34786

  11569 Center Lake Dr, Windermere, FL 34786
• 

  

  /47

  $1,149,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6054 Caymus Loop, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to 6054 Caymus Loop in the 24-hr gated/attended community of Keene's Pointe. One of the most desired communities in Orlando. This updated home has 5 bedrooms, 3 1/2 baths, office/den and formal dining/living, and is located on the 13th fairway of The Golden Bear Club. The first floor features the office/den and bedroom with walk-in closet, as well

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6054 Caymus Loop, Windermere, FL 34786
• 

  /2

  $1,400,000 Sold Jan 08, 2025

  • 3,104 Sq Ft
  • $451/SF
  • 26 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2003

  12055 Sandy Shores Dr, Windermere, FL 34786

  Welcome to Central Florida's Resort-Style living on this fresh water private canal front property,90' wide lot with direct access to Lake Butler (chain of lakes) and no HOA! Hidden Gem on a personal dead-end street. Let's preview how the owners have enhanced this home's interior and exterior for living comfort and relaxation plus recreation. Two story with the primary bed & bath on the first

  James Umstead, PA FOLIO REALTY LLC

  12055 Sandy Shores Dr, Windermere, FL 34786
• 

  

  /50

  Est $390,384 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  11561 Center Lake Dr, Windermere, FL 34786

  11561 Center Lake Dr, Windermere, FL 34786
• 

  

  /52

  $1,149,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,838 Sq Ft

  2106 Ridgewind Way, Windermere, FL 34786

  If you love being close to all the incredible amenities Central Florida has to offer—but crave a peaceful retreat to call home—look no further than the Estates at Windermere, a hidden community just off the beaten path. Tucked behind the community gates, down a canopy of majestic oak-lined streets, you’ll find 2106 Ridgewind Way: a rare single-story gem offering 4 bedrooms and 3 baths.Set

  Hilary Hall COMPASS FLORIDA LLC

  2106 Ridgewind Way, Windermere, FL 34786
• 

  /2

  $3,468,000 Sold Jan 07, 2025

  • 5,695 Sq Ft
  • $609/SF
  • 106 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2008

  4806 Alexandra Garden Ct, Windermere, FL 34786

  Located within the Garden Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. With an impressive 5,695 square feet of meticulously designed living space, this villa offers an exquisite blend of elegance and comfort, coupled with a host of exceptional features and amenities. The property encompasses five generously appointed ensuite bedrooms,

  Michelle Corbin ISLEWORTH REALTY LLC

  4806 Alexandra Garden Ct, Windermere, FL 34786

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