7,345

Lake Butler Orange, FL Homes

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  • /15

    $315,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

    Under contract-accepting backup offers. 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!

    Agent Photo

    Jay Stewart

    SOUTHERN REALTY GROUP LLC

    (689) 314-5683

    11434 Jasper Kay Terrace Unit 306, 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.

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    Licinio Cruz

    L & L REALTY GROUP

    (407) 901-9373

    8179 Maritime Flag St Unit 210, Windermere, FL 34786
  • /2

    $2,075,000 Sold Sep 15, 2025

    • 4,197 Sq Ft
    • $494/SF
    • 142 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1980

    1404 Kelso Blvd, Windermere, FL 34786

    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 each day watching sunsets and seeing

    Corinne Defilippis EXP REALTY LLC

    1404 Kelso Blvd, Windermere, FL 34786
    • /2

      Est $1,446,869 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 4,634 Sq Ft

      7431 Lake Albert Dr, Windermere, FL 34786

      7431 Lake Albert Dr, 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

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, 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

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    Paul Jimenez

    URBANISTA BROKERS

    (407) 794-9411

    6354 Swanson St, Windermere, FL 34786
  • /2

    $1,750,000 Sold Sep 12, 2025

    • 5,844 Sq Ft
    • $299/SF
    • 149 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2004

    12860 Jacob Grace Ct, Windermere, FL 34786

    WOW.. what an opportunity!! Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisite cabinetry throughout, enhancing the home’s refined aesthetic. The chef’s

    Matt Tomaszewski CORCORAN PREMIER REALTY

    12860 Jacob Grace Ct, Windermere, FL 34786
    • /62

      Est $2,432,737 Not Listed For Sale

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

      13334 Bellaria Cir, Windermere, FL 34786

      13334 Bellaria 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

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (407) 512-8409

    9905 Lanai View Ct, 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

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    Eric Bress, Jr

    ERIC BRESS REAL ESTATE LLC

    (407) 871-6125

    5800 Marleon Dr, Windermere, FL 34786
  • /2

    $1,475,000 Sold Sep 11, 2025

    • 3,983 Sq Ft
    • $370/SF
    • 81 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2004

    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
    • /80

      Est $2,514,691 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
  • /56

    $2,895,000

    • 5 Beds
    • 6.5 Baths
    • 6,105 Sq Ft

    11209 Macaw Ct, Windermere, FL 34786

    A Masterpiece on the 4th Hole – Keene’s Pointe Luxury LivingPerfectly poised on a premium golf-front lot in the gorgeous, guard-gated community of Keene’s Pointe, this custom-built residence by Unnerstall blends refined craftsmanship with thoughtful design and breathtaking views of the Golden Bear Club’s 4th hole and tranquil water features.Boasting over 6,100 square feet of

    Agent Photo

    Jay Martin

    CORCORAN PREMIER REALTY

    (407) 594-7145

    11209 Macaw Ct, 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

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (407) 783-8539

    4302 Isabella Cir, Windermere, FL 34786
  • /2

    $765,000 Sold Sep 10, 2025

    • 2,568 Sq Ft
    • $298/SF
    • 30 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    9447 Westover Club Cir, Windermere, FL 34786

    Welcome to this stunning Windermere pool home, located behind the iron gates of the desirable Westover Club community. This spacious 4-bedroom, 3-bathroom residence offers a thoughtfully designed 3-way split floor plan, perfect for both everyday living and entertaining. Private Backyard Paradise: Enjoy a serene outdoor space with an expanded paver patio, screen enclosure, a covered lanai and

    Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

    9447 Westover Club Cir, Windermere, FL 34786
    • /30

      Est $540,728 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
  • /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

    Agent Photo

    Alessandro Minato

    PREMIER SOTHEBYS INT'L REALTY

    (407) 565-9509

    13305 Bellaria Cir, Windermere, FL 34786
  • /35

    $1,713 - $4,172 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

    $670,000 Sold Sep 09, 2025

    • 2,084 Sq Ft
    • $321/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    9473 Palm Tree Dr, Windermere, FL 34786

    Beautifully Renovated Pool Home in Silver Woods Now Available! This gorgeous home offers 3 Bedrooms, 2 Bathrooms, a Dedicated Office, and Open Floor Plan. Fully Remodeled and Meticulously Maintained. Amenities include: Quartz & Marble Counters, Stainless Steel Appliances (incl. 36" gas range), Solid Core Doors, Luxury Hardware & Lighting (Restoration Hardware/Pottery Barn), Slate & Woods

    Mike Long COLDWELL BANKER RESIDENTIAL RE

    9473 Palm Tree Dr, Windermere, FL 34786
    • /22

      Est $1,036,619 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
  • /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,

    Agent Photo

    Laura Teixeira

    NOBSKA REAL ESTATE LLC

    (407) 974-4620

    11342 S Camden Commons Dr, Windermere, FL 34786
  • /46

    $13,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,498 Sq Ft
    • House for Rent

    11051 Coniston Way, Windermere, FL 34786

    Highly sought after custom home in Reserve at Lake Butler Sound. Beautiful iron arched double doors welcome you to an open floor plan with travertine floors and a view to the pool/lanai. Wrought iron chandeliers adorn the entry and spacious dining area. Upgraded features are aplenty in this beautiful home including top-of-the-line appliances, 2 gas fireplaces, and high ceilings. The large gourmet

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    11051 Coniston Way, Windermere, FL 34786
  • /2

    $910,000 Sold Sep 05, 2025

    • 2,608 Sq Ft
    • $349/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1009 Algare Loop, Windermere, FL 34786

    HIGHEST AND BEST BY 8-12-25 by 12 NOON Stop the car, this is the home you will fall in love with! Unique opportunity to purchase a beautifully RENOVATED POOL home with WATER VIEW in the desired, GATED Belmere community. Exceptional home, meticulously cared for! This MOVE-IN ready home will check most of your boxes! Spacious layout all on one floor. Great SPLIT FLOORPLAN for privacy, NEW CUSTOM

    Petra Bukalo FLORIDA REALTY INVESTMENTS

    1009 Algare Loop, 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
  • /40

    $589,900

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft

    9319 Woodbreeze Blvd, Windermere, FL 34786

    WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    9319 Woodbreeze Blvd, 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

    $440,000 Sold Sep 05, 2025

    • 1,881 Sq Ft
    • $234/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    11420 Center Lake Dr, Windermere, FL 34786

    Welcome to your dream townhome in the heart of Windermere!This beautifully maintained end-unit with gorgeous water frontage offers 3 spacious bedrooms plus a versatile den, 2.5 baths, and an inviting layout designed for both comfort and style. Located in the highly sought-after Lake Burden community, this home checks all the boxes for modern Florida living.Step inside to discover a

    Millie Brockmeyer RE/MAX INNOVATION

    11420 Center Lake Dr, Windermere, FL 34786
    • /2

      Est $3,241,995 Not Listed For Sale

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

      4124 Isabella Cir, Windermere, FL 34786

      4124 Isabella Cir, Windermere, FL 34786
  • /92

    $7,250,000

    • 5 Beds
    • 8 Baths
    • 8,443 Sq Ft

    11103 Bridge House Rd, Windermere, FL 34786

    Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butler Sound—one of Central Florida’s most prestigious communities. From the moment you enter, you're greeted by high-end finishes, open-concept living space, and meticulous attention to detail. This stunning residence offers nearly 9,000 sqft of elevated living space featuring 5

    Ayoub Aitelhaj THE SIMON SIMAAN GROUP

    11103 Bridge House Rd, Windermere, FL 34786
  • /30

    $3,799 per month

    • 5 Beds
    • 4.5 Baths
    • 3,121 Sq Ft
    • House for Rent

    11755 Bella Milano Ct, Windermere, FL 34786

    Stunning 5BR/4.5BA Home for Rent Gated Community, Private Suite, Best Value!Located in a quiet, secure gated community, this beautiful two-story home sits on a private conservation lot with no rear neighbors. Enjoy peace, privacy, and space in the good neighborhood!*Highlights:5 bedrooms, 4.5 baths, including a separate guest/in-law suite with private entrance ideal for guests or a

    Jingjing Guan AAA GLOBAL VENTURES PA

    11755 Bella Milano Ct, Windermere, FL 34786
  • /2

    $2,500,000 Sold Sep 05, 2025

    • 4,667 Sq Ft
    • $536/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1977

    2624 Midsummer Dr, Windermere, FL 34786

    Beautiful lot on Midsummer Dr.

    Jay Martin CORCORAN PREMIER REALTY

    2624 Midsummer Dr, Windermere, FL 34786
    • /43

      Est $531,629 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
  • /100

    $3,500,000

    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft

    10577 Down Lakeview Cir, Windermere, FL 34786

    This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The circular paved drive flanked with mature oak trees welcome you home to a covered porch and an

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /14

    $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

    $3,040,000 Sold Sep 05, 2025

    • 5,874 Sq Ft
    • $518/SF
    • 65 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1990

    2937 Butler Bay Dr N, Windermere, FL 34786

    **Video tour and 3D floorplan experience available.** Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your private boat dock, and marveling at rocket launches, stunning sunsets, and pontoon plane landings—all from your own backyard. Embrace Florida living with a heated saltwater pool and spa waterfall surrounded by a spacious

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    2937 Butler Bay Dr N, Windermere, FL 34786
    • /59

      Est $2,686,698 Not Listed For Sale

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

      13340 Bellaria Cir, Windermere, FL 34786

      13340 Bellaria Cir, Windermere, FL 34786
  • /78

    $2,350,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,929 Sq Ft

    6761 Valhalla Way, Windermere, FL 34786

    “New Price Improvement” Beautiful & unique Home in one of the most charming streets of Keene's pointe "Valhalla Way". Offering stunning views of the 17th hole of the Golden Bear Club golf course, designed by Jack Nicklaus. Great floor plan and breathtaking surroundings. Upon entering through its elegant wooden double doors, you are greeted by a welcoming foyer and formal dining room, followed by

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    6761 Valhalla Way, Windermere, FL 34786
  • /43

    $6,500 per month

    • 4 Beds
    • 4 Baths
    • 3,196 Sq Ft
    • House for Rent

    11357 Preserve View Dr, Windermere, FL 34786

    Ideally situated on a corner lot within the prestigious, 24-hour guard-gated community of Keene’s Pointe in Windermere, this residence offers the perfect blend of elegance and comfort. Keene’s Pointe is renowned for its exceptional amenities, including fitness facilities, swimming, tennis, golf, and dining, all while being just minutes from Disney, shopping, and fine restaurants.The home

    Janet Quinones MAGNUS REALTY GROUP LLC

    11357 Preserve View Dr, Windermere, FL 34786
  • /45

    $900,000 Sold Sep 05, 2025

    • 2,868 Sq Ft
    • $314/SF
    • 104 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2000

    6125 Foxfield Ct, Windermere, FL 34786

    Popular Keene's Pointe in Windermere! 24 Hour attendant gated community. Located on the 1st Fairway, this beautiful 4 Bedroom, 3 1/2 Baths Villa Style home will not disappoint. Primary Bedroom with a expansive bathroom, along with 2 other bedrooms with en-suite baths are all located on the 1st floor. 1 Bedroom with 1/2 bath upstairs. Large open Dinng and Living Room overlook the screened

    Mary Ann Thompson RE/MAX Solutions

    6125 Foxfield Ct, Windermere, FL 34786
    • /56

      Est $2,442,879 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

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