Orange, FL Homes

• 

  

  

  /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,

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (689) 314-5683

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

  

  

  /24

  $3,895 per month

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

  6354 Swanson St, Windermere, FL 34786

  Available now! 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 floors, 42" upper

  

  Paul Jimenez

  URBANISTA BROKERS

  (407) 794-9411

  6354 Swanson St, Windermere, FL 34786
• 

  

  /2

  $5,150,000 Sold Aug 29, 2025

  • 6,448 Sq Ft
  • $799/SF
  • 65 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 1989

  1455 Kelso Blvd, Windermere, FL 34786

  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 lake views, an attached in-law suite

  Julie Sanchez THE REAL ESTATE COLLECTION LLC

  1455 Kelso Blvd, Windermere, FL 34786
• 

  

  

  /62

  Est $2,440,290 Not Listed For Sale

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

  13334 Bellaria Cir, Windermere, FL 34786

  13334 Bellaria Cir, Windermere, FL 34786
• 

  

  

  /27

  $325,500

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

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786

  Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features silestone countertops, cherry cabinets, and stainless

  

  Erin Aaron

  EXP REALTY

  (407) 410-3997

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
• 

  

  /49

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  5800 Marleon Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Experience luxury Florida living at its finest in this stunning one-story custom home, perfectly situated on nearly an acre in the sought-after Lake Cypress Cove community of Windermere. With approximately 3,000 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom split floor plan offers both privacy and an open, inviting

  

  Eric Bress, Jr

  ERIC BRESS REAL ESTATE LLC

  (407) 871-6125

  5800 Marleon Dr, Windermere, FL 34786
• 

  /2

  $940,000 Sold Aug 29, 2025

  • 3,318 Sq Ft
  • $283/SF
  • 174 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2001

  11474 Claymont Cir, Windermere, FL 34786

  Exceptional Opportunity to own a David Weekley Home. Step into this stunning 4-bedroom, 4-bathroom home, featuring a spacious bonus room and a dedicated study. Located in the highly sought-after community of Keene's Pointe, this property offers both comfort and luxury. Upon entering, you’re greeted by a bright and open living/dining room combo, seamlessly flowing into the kitchen and breakfast

  Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  11474 Claymont Cir, Windermere, FL 34786
• 

  

  /80

  Est $2,565,240 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
• 

  

  /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

  

  Tom Langmann

  RE/MAX 200 REALTY

  (689) 305-3637

  9056 Woodbreeze Blvd, Windermere, FL 34786
• 

  

  /52

  $6,950 per month

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft
  • House for Rent

  8555 Bowden Way, Windermere, FL 34786

  Beautiful renovated 4-bedroom, 2.5-bathroom home offers the perfect mix of modern comfort and resort-style living in an exclusive golf course community. Inside, you'll find spacious living areas, a cozy gas fireplace, and a thoughtfully designed layout ideal for both everyday living and entertaining. The updated kitchen and bathrooms, along with generously sized bedrooms. Step outside to a

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (407) 863-4409

  8555 Bowden Way, Windermere, FL 34786
• 

  /2

  $850,000 Sold Aug 27, 2025

  • 2,560 Sq Ft
  • $332/SF
  • 64 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  6321 Clearmeadow Ct, Windermere, FL 34786

  SALE FELL THROUGH - BACK ON MARKET - THEIR LOSS - YOUR GAIN! Stunning 4 Bed, 3 Bath Pool Home in Gated Glenmuir! Located on a quiet cul-de-sac, this beautifully updated single-story home features a 2025 primary bath remodel with marble floors, modern tile shower, double vanity, and light-up mirror. The home features a thoughtfully designed split floor plan with 4 spacious bedrooms, a private

  Kiran Khan KELLER WILLIAMS CLASSIC

  6321 Clearmeadow Ct, Windermere, FL 34786
• 

  

  /30

  Est $561,857 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 Pending

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

  3629 Lake Buynak Rd, Windermere, FL 34786

  Under contract-accepting backup offers. 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

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
• 

  

  /24

  $15,000 per month

  • 5 Beds
  • 6.5 Baths
  • 5,104 Sq Ft
  • House for Rent

  4302 Isabella Cir, Windermere, FL 34786

  WELCOME HOME TO CASABELLA. A LUXURIOUS WINDERMERE FLORIDA, GATED COMMUNITY, SOLAR HOME.Nestled on CLOSE TO AN ACRE lot, this home features 5BR/6.5Bath’s, and offers a feast for the senses with Spanish style architecture. Enjoy plush landscaping, gorgeous hardwood floors, soaring ceilings, and an expansive living room boasting a full wet bar. Retreat and relax after a hard day’s work at your

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (407) 783-8539

  4302 Isabella Cir, Windermere, FL 34786
• 

  /2

  $799,000 Sold Aug 22, 2025

  • 2,748 Sq Ft
  • $291/SF
  • 112 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  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
• 

  

  /22

  Est $1,081,460 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

  $2,650,000 Pending

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

  9905 Lanai View Ct, Windermere, FL 34786

  Under contract-accepting backup offers. 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

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (407) 512-8409

  9905 Lanai View Ct, Windermere, FL 34786
• 

  

  /23

  $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.

  

  Licinio Cruz

  L & L REALTY GROUP

  (407) 901-9373

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

  /2

  $6,212,500 Sold Aug 22, 2025

  • 7,405 Sq Ft
  • $839/SF
  • 225 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2008

  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

  Est $506,949 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  6315 Golden Dewdrop Trail, Windermere, FL 34786

  6315 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /31

  $389,900 Pending

  • 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

  

  Carlos German

  EXP REALTY LLC

  (407) 606-8621

  7348 Yoder St, Windermere, FL 34786
• 

  

  /35

  $1,748 - $4,288 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

  $1,260,000 Sold Aug 21, 2025

  • 4,001 Sq Ft
  • $315/SF
  • 13 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2003

  1813 Glenbay Ct, Windermere, FL 34786

  Wonderful opportunity to own this beautifully maintained home located at RESERVE AT BELMERE, a guard gated community. Set on almost a half an acre at the end of a quiet cul de sac with amazing views of the tranquil retention pond, this home offers comfort and style! From the moment you step into the grand entryway, you’re greeted by expansive formal living and dining areas for entertaining, high

  Leda Vaz M L VAZ REALTY INC

  1813 Glenbay Ct, Windermere, FL 34786
• 

  /2

  Est $3,262,853 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,842 Sq Ft

  4124 Isabella Cir, Windermere, FL 34786

  4124 Isabella Cir, Windermere, FL 34786
• 

  

  /62

  $1,699,999

  • 6 Beds
  • 7 Baths
  • 3,625 Sq Ft

  11342 S Camden Commons Dr, Windermere, FL 34786

  Situated within the prestigious and highly coveted community of Keenes Point in Windermere, this exquisitely home refined luxury living. Featuring six expansive bedrooms and six impeccably designed bathrooms, every detail of this residence has been thoughtfully elevated, blending timeless elegance with contemporary sophistication.At the heart of the home lies a chef-inspired kitchen,

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (407) 974-4620

  11342 S Camden Commons Dr, Windermere, FL 34786
• 

  

  /33

  $6,500 per month

  • 6 Beds
  • 4.5 Baths
  • 3,793 Sq Ft
  • House for Rent

  10430 Birch Tree Ln, Windermere, FL 34786

  This 6 bedroom, 4.5 bath custom-built home sits on a 1.15-acre lot, and is a beautifully appointed inside and out. The entrance to the home is grand! Its long, circular driveway is the perfect preview that welcomes you to the estate. As you enter, you will be impressed with the high coffered ceilings overhead, and the beautiful hardwood floors below. The abundant natural light will greet you from

  Sudheer Pubbaraju LPT REALTY, LLC

  10430 Birch Tree Ln, Windermere, FL 34786
• 

  /2

  $2,050,000 Sold Aug 21, 2025

  • 4,582 Sq Ft
  • $447/SF
  • 100 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2003

  6143 Cartmel Ln, Windermere, FL 34786

  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 modern sophistication. Arriving at the

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  6143 Cartmel Ln, Windermere, FL 34786
• 

  

  /43

  Est $540,271 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
• 

  

  /75

  $3,490,000

  • 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 an ideal blend of privacy and convenience with a beautiful lake view. 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

  

  Alessandro Minato

  PREMIER SOTHEBYS INT'L REALTY

  (407) 565-9509

  13305 Bellaria Cir, Windermere, FL 34786
• 

  

  /17

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Condo for Rent

  8192 Boat Hook Loop Unit 411, Windermere, FL 34786

  This property at 8192 Boat Hook Loop features 3 bedrooms and 2 bathrooms within a total of 1,455 square feet. The living room offers ample space for relaxation and entertainment. The kitchen is equipped with a dishwasher and includes in-unit washer and dryer for convenience. The bathrooms provide essential amenities for daily use. The property is smoke-free and includes air conditioning for

  8192 Boat Hook Loop Unit 411, Windermere, FL 34786
• 

  /2

  $2,400,000 Sold Aug 20, 2025

  • 4,712 Sq Ft
  • $509/SF
  • 96 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2007

  3412 Lilas Ct, Windermere, FL 34786

  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, and lots of windows that flood the home

  Christopher Christensen COMPASS FLORIDA LLC

  3412 Lilas Ct, Windermere, FL 34786
• 

  

  /59

  Est $2,780,489 Not Listed For Sale

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

  13340 Bellaria Cir, Windermere, FL 34786

  13340 Bellaria Cir, 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
• 

  

  /10

  $2,550 per month

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • House for Rent

  1804 Windermere Rd, Winter Garden, FL 34787

  VALUE IN SOUGHT AFTER AREA WITH GREAT SCHOOLS! Come and check out this amazing remodeled home with NO HOA fees and on almost 1/2 of acre of land situated on Walker Pond. Come and check out the stunning views and sunsets overlooking the sparkling pool and fenced in yard. There is plenty of room in this home for everyone with an awesome OPEN FLOOR plan. MOVE IN READY, this home has been remodeled

  Angel Iglesia SOUTHERN HERITAGE REALTY, INC

  1804 Windermere Rd, Winter Garden, FL 34787
• 

  /2

  $1,450,000 Sold Aug 18, 2025

  • 3,880 Sq Ft
  • $374/SF
  • 60 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2005

  11402 Camden Loop Way, Windermere, FL 34786

  Welcome to your dream home located in the highly sought-after Keenes Pointe community, a 24/7 guard-gated neighborhood. This exquisite 5-bedroom, 4.5-bathroom residence boasts a full guest house/in-law suite, making it perfect for multi-generational living or hosting guests.Step inside to discover a beautifully updated interior featuring modern finishes throughout. The spacious owner's

  Brian Hyser THE AGENCY ORLANDO

  11402 Camden Loop Way, Windermere, FL 34786
• 

  

  /56

  Est $2,555,683 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
• 

  

  /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
• 

  

  /12

  $3,185 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 $3329.90. That covers your base rent, $3185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1456 Whitney Isles Dr, Windermere, FL 34786
• 

  /2

  $850,000 Sold Aug 15, 2025

  • Land
  • 0.26 Acre
  • $3,269,231 per Acre

  • 19 Days On Market

  0 Gladys Garden Ct, Windermere, FL 34786

  Within the gates of Isleworth, this beautiful home site is positioned within the Gardens of Isleworth - an intimate enclave of custom homes surrounded by lush gardens, water features, bridges, and walking paths. The home site will feature a beautiful estate celebrating the best of indoor-outdoor living to be built by leading luxury custom home builder Goehring & Morgan Construction.

  Wayne Sheffield ISLEWORTH REALTY LLC

  0 Gladys Garden Ct, Windermere, FL 34786
• 

  

  /26

  Est $351,586 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

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