Homes in ZIP Code 34786

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  /63

  $1,650,000

  • 4 Beds
  • 4.5 Baths
  • 3,288 Sq Ft

  1703 Roberts Landing Rd, Windermere, FL 34786

  This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent

  Wui Keong Goh INTERNATIONAL NETWORK REALTY

  1703 Roberts Landing Rd, Windermere, FL 34786
• 

  

  

  /23

  $2,780 per month

  • 4 Beds
  • 3.5 Baths
  • 1,936 Sq Ft
  • Townhouse for Rent

  12337 Via Derna Place, Windermere, FL 34786

  Available now for quick move-in! This beautifully updated corner townhome offers 4 bedrooms, 3.5 bathrooms, and a versatile loft area, combining comfort, style, and an exceptional location. Freshly painted and featuring brand-new carpet throughout, the home welcomes you with an open-concept living space and a stunning kitchen equipped with granite countertops, stainless steel appliances, and a

  Sam Fernandes FLORIDA CONNEXION PROPERTIES

  12337 Via Derna Place, Windermere, FL 34786
• 

  

  /2

  $930,000 Sold Nov 10, 2025

  5141 Autumn Ridge Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $389/SF
  • 91 Days On Market

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5141 Autumn Ridge Ln, Windermere, FL 34786
• 

  

  /2

  Est $475,308 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,091 Sq Ft

  13701 Beckman Dr, Windermere, FL 34786

  13701 Beckman Dr, Windermere, FL 34786
• 

  

  

  /18

  $1,299,000

  • 5 Beds
  • 4 Baths
  • 3,557 Sq Ft

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786

  Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere’s most beautiful, gated communities. Boasting 3,557 square feet of thoughtfully designed living space, this Spanish Colonial-style home blends timeless elegance with modern comfort. Step inside to discover spacious living areas, rich architectural details, and a seamless flow ideal for

  Kara Manuchia ALL REAL ESTATE & INVESTMENTS

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786
• 

  

  /16

  $3,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,623 Sq Ft
  • House for Rent

  7448 Ella Ln, Windermere, FL 34786

  Experience the perfect mix of elegance, comfort, and versatility in this 4-bedroom, 2.5-bathroom home in the Beautiful Windermere community. Step inside to discover this well maintained property with designed living spaces, open layouts from room to room. The spacious open-concept layout goes from the spacious and well equipped kitchen to the living and dining areas. The kitchen features granite

  Carmela Mazzilli LA ROSA REALTY LLC

  7448 Ella Ln, Windermere, FL 34786
• 

  /2

  $518,000 Sold May 14, 2025

  5014 Wise Bird Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $221/SF
  • 102 Days On Market

  Current Estimated Value $529,827

  Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

  5014 Wise Bird Dr, Windermere, FL 34786
• 

  

  /30

  Est $2,518,161 Not Listed For Sale

  12624 Park Ave, Windermere, FL 34786

  12624 Park Ave, Windermere, FL 34786
• 

  

  /73

  $1,219,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  109 E 12th Ave, Windermere, FL 34786

  Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully

  Robert Larkan THE AGENCY FL

  109 E 12th Ave, Windermere, FL 34786
• 

  

  /39

  $2,887 per month

  • 4 Beds
  • 2.5 Baths
  • 1,766 Sq Ft
  • Townhouse for Rent

  8320 Iron Mountain Trail, Windermere, FL 34786

  Welcome to this beautifully updated townhouse in the highly sought-after Windermere, FL area, offering serene lake views and a peaceful, picturesque setting. This 4-bedroom, 2.5-bath home has been fully refreshed with new interior paint and modern vinyl flooring, creating a clean, stylish, and low-maintenance living space. The well-designed layout provides comfort and privacy, featuring a

  Jacob Hara TRANSCEND REALTY

  8320 Iron Mountain Trail, Windermere, FL 34786
• 

  /2

  $590,000 Sold Feb 27, 2025

  6518 Sawyer Shores Ln, Windermere, FL 34786

  • Land
  • 0.39 Acre
  • $1,512,821 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 28 Days On Market

  Current Estimated Value $589,343

  Last Listing Agent Jodi Knapp REVEL REALTY LLC

  6518 Sawyer Shores Ln, Windermere, FL 34786
• 

  

  /58

  Est $448,384 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  8668 Wellington Blue Ln, Windermere, FL 34786

  8668 Wellington Blue Ln, Windermere, FL 34786
• 

  

  /65

  $1,699,900 Pending

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

  13120 Zori Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Experience refined lakefront living in this exceptional Windermere residence, ideally positioned on Little Lake Sawyer. Set on an oversized homesite, this property offers a rare combination of privacy, natural beauty, and everyday luxury in one of Central Florida’s most desirable communities – Windermere. The home features an open, light-filled floor plan

  Matt Tomaszewski CORCORAN PREMIER REALTY

  13120 Zori Ln, Windermere, FL 34786
• 

  

  /61

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 2,115 Sq Ft
  • House for Rent

  11842 Silverlake Park Dr, Windermere, FL 34786

  Welcome to this stunning 4-bedroom, 2.5-bath home located on a desirable corner lot in one of Windermere’s most sought-after communities. The open living and dining areas flow seamlessly, ideal for both everyday living and entertaining. Enjoy Florida living at its best in the private fenced backyard, featuring an outdoor BBQ area—perfect for weekend gatherings, family meals, or relaxing evenings

  Rosselyn Moux AGENT TRUST REALTY CORPORATION

  11842 Silverlake Park Dr, Windermere, FL 34786
• 

  /2

  $745,000 Sold Jul 28, 2025

  9676 Wild Oak Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1977

  Last Sold Summary

  • 21% Below List Price
  • $261/SF
  • 102 Days On Market

  Current Estimated Value $776,050

  Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak Dr, Windermere, FL 34786
• 

  

  /62

  Est $1,187,845 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,881 Sq Ft

  5522 Remsen Cay Ln, Windermere, FL 34786

  5522 Remsen Cay Ln, Windermere, FL 34786
• 

  

  /49

  $1,750,000 Pending

  • 6 Beds
  • 4 Baths
  • 3,894 Sq Ft

  9922 Brentford Ct, Windermere, FL 34786

  Under contract-accepting backup offers. If you want something turn-key in Keene’s Pointe, sitting in one of the most desirable locations in the community, then look no further. This is a home you can move into today, sit down and live, without touching a single thing. This home has not only been renovated from end to end, but also has a three year old new tile roof!! Every square inch of the

  Shane Croft COLDWELL BANKER RESIDENTIAL RE

  9922 Brentford Ct, Windermere, FL 34786
• 

  

  /24

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  12958 Vennetta Way, Windermere, FL 34786

  Absolutely stunning 3BD/2.5BTH 1,644 sqft end unit townhome in Berkshire Park subdivision of Windermere! Prime location, centrally located, corner lot. Near Disney attractions and to the Winter Garden Village for shopping and dining. Property features ceramic tile on main floor, SS appliances, granite counter tops, just to name a few of the many upgrades. French doors leading out to private patio

  Fayola Adgar THE LISTING REAL ESTATE MANAGEMENT

  12958 Vennetta Way, Windermere, FL 34786
• 

  /2

  $1,600,000 Sold Feb 10, 2025

  6550 Cartmel Ln, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,257 Sq Ft
  • Built 2004

  Last Sold Summary

  • 20% Below List Price
  • $376/SF
  • 10 Days On Market

  Current Estimated Value $1,900,190

  Last Listing Agent Leonardo Pereira CHARLES RUTENBERG REALTY ORLANDO

  6550 Cartmel Ln, Windermere, FL 34786
• 

  /2

  Est $2,599,164 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,320 Sq Ft

  9831 Grosvenor Pointe Cir, Windermere, FL 34786

  9831 Grosvenor Pointe Cir, Windermere, FL 34786
• 

  

  /62

  $1,875,000

  • 5 Beds
  • 4 Baths
  • 4,489 Sq Ft

  13420 Bonica Way, Windermere, FL 34786

  Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove,

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  /33

  $4,332 per month

  • 4 Beds
  • 3 Baths
  • 2,738 Sq Ft
  • House for Rent

  2533 Ridgewind Way, Windermere, FL 34786

  4 Bedroom Home For Rent In Windermere3-Car Garage, Pool View, Screened-in Pool, Screened-in Patio, Master Bedrm Downstairs, Huge Master Suite, Huge Family Room, Hardwood Flooring, Tile in Wet Areas, Additional $150 charge for Pool Maintenance. The deposit amount is based upon the application results. Pets: OK - Medium 50lbs (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $3,999.00

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  2533 Ridgewind Way, Windermere, FL 34786
• 

  /2

  $585,000 Sold Aug 19, 2025

  8359 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 2,604 Sq Ft
  • Built 2016

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 3 Days On Market

  Current Estimated Value $550,035

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

  8359 Lookout Pointe Dr, Windermere, FL 34786
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  /36

  Est $3,481,726 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
• 

  

  /13

  $2,200,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,994 Sq Ft

  1020 Oakdale St, Windermere, FL 34786

  Under contract-accepting backup offers. Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance,

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1020 Oakdale St, Windermere, FL 34786
• 

  

  /21

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • House for Rent

  8447 Bowden Way, Windermere, FL 34786

  Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  8447 Bowden Way, Windermere, FL 34786
• 

  /2

  $380,000 Sold Nov 13, 2025

  5219 Keenes Pheasant Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 6 Days On Market

  Last Listing Agent Roland Cotardo THE SIMON SIMAAN GROUP

  5219 Keenes Pheasant Dr, Windermere, FL 34786
• 

  

  /23

  Est $334,090 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
• 

  

  /24

  $440,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  7411 Ripplepointe Way, Windermere, FL 34786

  Welcome to this impeccably maintained Windermere townhome that perfectly combines modern finishes, elegant design, and an unbeatable location. Step inside to a grand entryway that opens to a flexible space, ideal for a home office, reading nook, or even a fourth bedroom. The spacious kitchen features ample cabinetry, a generous island with seating, and a cozy built in dining area perfect for

  John Cunningham KELLER WILLIAMS CLASSIC

  7411 Ripplepointe Way, Windermere, FL 34786
• 

  

  /39

  $3,950 per month

  • 5 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • House for Rent

  9088 Outlook Rock Trail, Windermere, FL 34786

  One or more photo(s) has been virtually staged. The moment you step inside this 5-bedroom, 4-bath luxury home in the heart of Windermere—a rare opportunity for anyone relocating to the Orlando - is the moment you may change your mind about living anywhere else in Central Florida. This residence offers top-rated schools, tree-lined walking trails with sparkling lake views, a resort-style community

  Maria Serrano Whitehead EPIQUE REALTY, INC.

  9088 Outlook Rock Trail, Windermere, FL 34786
• 

  /2

  $475,000 Sold Sep 23, 2025

  5130 Sun Palm Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Below List Price
  • $276/SF
  • 23 Days On Market

  Current Estimated Value $492,104

  Last Listing Agent Elle Walters JASON MITCHELL REAL ESTATE FLO

  5130 Sun Palm Dr, Windermere, FL 34786
• 

  

  /69

  Est $353,468 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,371 Sq Ft

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786
• 

  

  /73

  $1,200,000

  • 7 Beds
  • 5 Baths
  • 4,751 Sq Ft

  6146 Golden Dewdrop Trail, Windermere, FL 34786

  MOVE-IN READY and thoughtfully upgraded, this spacious residence is located in the established Windermere Landing community and offers serene pond views, energy-efficient construction, and a flexible layout designed for modern living. From the moment you arrive, recent improvements are immediately apparent, including a FULL INTERIOR REPAINT, NEW LUXURY VINYL PLANK FLOORING throughout the main

  Simi Lakhani KELLER WILLIAMS CLASSIC

  6146 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /16

  $3,550 per month

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft
  • House for Rent

  13638 Ancilla Blvd, Windermere, FL 34786

  Discover this beautifully maintained two-story single-family home in the heart of Windermere, offering 4 spacious bedrooms, 2 full bathrooms, and a 2-car garage. With 2,770 sq/ft of living space and a total of 3,513 sq/ft, this property provides comfort, space, and functionality for today’s lifestyle. Enjoy Florida living at its best with your own private in-ground pool, perfect for relaxing or

  Jose Solano FUSION FLORIDA REALTY LLC

  13638 Ancilla Blvd, Windermere, FL 34786
• 

  /2

  $1,338,000 Sold Jun 12, 2025

  14906 Speer Lake Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,640 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 19 Days On Market

  Current Estimated Value $1,320,611

  Last Listing Agent Maria Ubillus FOLIO REALTY LLC

  14906 Speer Lake Dr, Winter Garden, FL 34787
• 

  

  /31

  Est $375,929 Not Listed For Sale

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

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786
• 

  

  /35

  $444,000

  • 3 Beds
  • 2.5 Baths
  • 1,589 Sq Ft

  13366 Abuela Aly, Windermere, FL 34786

  Welcome to this pristine, like-new residence at 13366 Abuela Aly, Windermere. This home is impeccably maintained and features no carpeting: ceramic tile spans the entire first floor, while the staircase and second floor are finished with elegant laminate or hardwood flooring. The property boasts quartz countertops, numerous premium upgrades by the owner, and stainless steel appliances, including

  Alexandra Mateu BAHIA INTERNATIONAL REALTY

  13366 Abuela Aly, Windermere, FL 34786
• 

  

  /31

  $2,450 per month

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Townhouse for Rent

  8145 Serenity Spring Dr Unit GE, Windermere, FL 34786

  Beautiful townhome 3 BED, 2.5 BATH, 1 CAR GARAGE in resort style gated community. Stainless steel kitchen appliances, washer & dryer, upgraded wood cabinets, granite kitchen counter tops. All three bedrooms are upstairs, where there is carpet in the bedrooms and tile in the bathrooms & laundry. The community offers a community resort pool, fitness center, large pond with walking trails around the

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  8145 Serenity Spring Dr Unit GE, Windermere, FL 34786
• 

  /2

  $484,000 Sold Jun 16, 2025

  12285 Joshua Tree Trail, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft
  • Built 2015

  Last Sold Summary

  • 15% Below List Price
  • $225/SF
  • 161 Days On Market

  Current Estimated Value $495,603

  Last Listing Agent Erin Legler CHARLES RUTENBERG REALTY ORLANDO

  12285 Joshua Tree Trail, Windermere, FL 34786
• 

  

  /43

  Est $2,885,377 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,353 Sq Ft

  5054 Sawyer Cove Way, Windermere, FL 34786

  5054 Sawyer Cove Way, Windermere, FL 34786

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