Windermere, FL Homes for Sale

/63
$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 dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

Frank Ferrell FERRELL REALTY, INC.

13420 Bonica Way, Windermere, FL 34786
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/30
$3,200,000
- 5 Beds
- 5 Baths
- 4,500 Sq Ft
13161 Lake Butler Blvd, Windermere, FL 34786

Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

Karolina Taylor EPIQUE REALTY, INC.

13161 Lake Butler Blvd, Windermere, FL 34786
/28
$2,500,000
- 4 Beds
- 4.5 Baths
- 4,961 Sq Ft
13377 Lake Butler Blvd, Winter Garden, FL 34787

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

Dawn Briggs BLUE MAGNOLIA REALTY LLC

13377 Lake Butler Blvd, Winter Garden, FL 34787
/60
$2,995,000
- 4 Beds
- 5 Baths
- 4,693 Sq Ft
10870 Bayshore Dr, Windermere, FL 34786

Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

Julie Christensen ONE LUXURY INTERNATIONAL LLC

10870 Bayshore Dr, Windermere, FL 34786
/43
$1,400,000
- 5 Beds
- 4 Baths
- 3,164 Sq Ft
11537 Claymont Cir, Windermere, FL 34786

Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream,

Julie Bettosini STOCKWORTH REALTY GROUP

11537 Claymont Cir, Windermere, FL 34786
/69
$2,868,000
- 6 Beds
- 6 Baths
- 4,920 Sq Ft
13304 Bellaria Cir, Windermere, FL 34786

Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

Caroline De Castro Marcellini COMPASS FLORIDA, LLC

13304 Bellaria Cir, Windermere, FL 34786
/20
$1,600,000
- 4 Beds
- 2 Baths
- 2,627 Sq Ft
212 W 1st Ave, Windermere, FL 34786

Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage and a dedicated boat dock, New boat house has been approved and permitted just waiting for you to build. The property captures sweeping views across Wauseon Bay. There is an option to build a new 3500

Eric Powell HOME WISE REALTY GROUP, INC.

212 W 1st Ave, Windermere, FL 34786
/57
$1,500,000
- 4 Beds
- 3.5 Baths
- 4,319 Sq Ft
5825 Oxford Moor Blvd, Windermere, FL 34786

Completely Remodeled 2022 | Single Story |Gated Windermere Community | Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level that's genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic.The kitchen provides a large island, full stone

Jeffrey Funk EXP REALTY LLC

5825 Oxford Moor Blvd, Windermere, FL 34786
/78
$1,900,000
- 4 Beds
- 4 Baths
- 3,196 Sq Ft
6110 Keenes Pointe Dr, Windermere, FL 34786

Welcome to a truly exceptional custom home in Keene's Pointe, one of Windermere’s most sought-after guard-gated communities. Built by W. J. Sauerwine and set on a beautifully landscaped .43-acre homesite with mature oak trees, this residence offers a rare combination of privacy, thoughtful design, and extensive modern upgrades.This 4-bedroom plus office, 4-bath home features a highly

Donna Calhoun KELLER WILLIAMS CLASSIC

6110 Keenes Pointe Dr, Windermere, FL 34786
/66
$1,895,000
- 5 Beds
- 6 Baths
- 3,728 Sq Ft
11051 Hawkshead Ct, Windermere, FL 34786

Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a

Ken Pozek REAL BROKER, LLC

11051 Hawkshead Ct, Windermere, FL 34786
/38
$440,000
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
12804 Salomon Cove Dr, Windermere, FL 34786

Experience elevated living in this beautifully updated Windermere townhome, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full array of new appliances—including refrigerator, dishwasher, stove, washer, and dryer—offer effortless, move-in-ready comfort.An elegant arched entry adds architectural charm, while the eat-in kitchen

Beverly Bray Bluewater Realty Services LLC

12804 Salomon Cove Dr, Windermere, FL 34786
/35
$430,000
- 3 Beds
- 2.5 Baths
- 1,589 Sq Ft
13366 Abuela Aly, Windermere, FL 34786

Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living.This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The kitchen showcases quartz countertops,

Alexandra Mateu BAHIA INTERNATIONAL REALTY

13366 Abuela Aly, Windermere, FL 34786
/42
$1,450,000
- 4 Beds
- 4 Baths
- 3,997 Sq Ft
9548 Crown Prince Ln, Windermere, FL 34786

Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an

Jessica Oliveira LA ROSA REALTY LLC

9548 Crown Prince Ln, Windermere, FL 34786
/57
$1,490,000
- 4 Beds
- 4 Baths
- 3,487 Sq Ft
12718 Windermere Isles Place, Windermere, FL 34786

Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The

Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

12718 Windermere Isles Place, Windermere, FL 34786
/62
$1,890,000
- 4 Beds
- 5 Baths
- 5,130 Sq Ft
3013 Seigneury Dr, Windermere, FL 34786

Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of

Rob Rahter STOCKWORTH REALTY GROUP

3013 Seigneury Dr, Windermere, FL 34786
/26
$1,396,000
- 6 Beds
- 4.5 Baths
- 3,794 Sq Ft
13596 Gorgona Isle Dr, Windermere, FL 34786

Stunning Two-Story Pool Home in Prime Windermere LocationWelcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality.The primary suite is a true retreat, featuring a

Jennifer Olmeda WRA BUSINESS & REAL ESTATE

13596 Gorgona Isle Dr, Windermere, FL 34786
/48
$1,730,000
- 5 Beds
- 5 Baths
- 4,648 Sq Ft
11449 Lake Butler Blvd, Windermere, FL 34786

Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch welcomes you into a classic foyer

Rob Rahter STOCKWORTH REALTY GROUP

11449 Lake Butler Blvd, Windermere, FL 34786
/77
$1,825,000
- 4 Beds
- 4.5 Baths
- 4,549 Sq Ft
11226 Macaw Ct, Windermere, FL 34786

The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor

Sean Hooke LAKESIDE REALTY WINDERMERE INC

11226 Macaw Ct, Windermere, FL 34786
/100
$1,400,000
- 5 Beds
- 3.5 Baths
- 3,731 Sq Ft
9663 Gotha Rd, Windermere, FL 34786

Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere–Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility.No detail has been overlooked—from the 2023 metal roof and full hurricane-impact windows to brand-new A/C systems,

REZA Shirzad ANNE ROGERS REALTY GROUP INC

9663 Gotha Rd, Windermere, FL 34786
/31
$1,475,000
- 4 Beds
- 4.5 Baths
- 4,257 Sq Ft
6443 Cartmel Ln, Windermere, FL 34786

Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

Julie Bettosini STOCKWORTH REALTY GROUP

6443 Cartmel Ln, Windermere, FL 34786
/52
$1,875,000
- 4 Beds
- 6 Baths
- 3,519 Sq Ft
84 Oakdale St, Windermere, FL 34786

Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes.Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated

Carolina Dumit CORCORAN PREMIER REALTY

84 Oakdale St, Windermere, FL 34786
/100
$1,490,000
- 5 Beds
- 4 Baths
- 3,492 Sq Ft
11339 Camden Park Dr, Windermere, FL 34786

Luxury Pond-View Home in Keene’s Pointe – WindermereLocated in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings.The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas

Martonio Pinto AMERICAN HORIZONS REALTY

11339 Camden Park Dr, Windermere, FL 34786
/26
$1,000,000
- Land
- 21,780 Sq Ft
- $2,000,000 per Acre
2504 Windermere Reserve Ct, Windermere, FL 34786

Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

Carolina Dumit CORCORAN PREMIER REALTY

2504 Windermere Reserve Ct, Windermere, FL 34786
/49
$1,200,000
- 4 Beds
- 4 Baths
- 2,787 Sq Ft
1361 Whitney Isles Dr, Windermere, FL 34786

Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

Gabriel Mantovani ALVES AND HOWELL REALTY

1361 Whitney Isles Dr, Windermere, FL 34786
/44
$750,000
- 4 Beds
- 3.5 Baths
- 3,413 Sq Ft
11903 Cave Run Ave, Windermere, FL 34786

Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining

Yan Zheng LOKATION

11903 Cave Run Ave, Windermere, FL 34786
/2
$575,000
- Land
- 20,473 Sq Ft
- $1,223,404 per Acre
9802 6th St, Windermere, FL 34786

Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

Judy Plett UPSIDE REAL ESTATE INC

9802 6th St, Windermere, FL 34786
/47
$549,000
- 3 Beds
- 2.5 Baths
- 1,950 Sq Ft
11486 Misty Oak Aly, Windermere, FL 34786

Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space. Living room faces pond and peaceful walking trail with lovely indoor or porch water

Kikuko Moribe CENTURY 21 CARIOTI

11486 Misty Oak Aly, Windermere, FL 34786
/2
$5,000
- 4 Beds
- 3 Baths
- 2,690 Sq Ft
1348 Whitney Isles Dr, Windermere, FL 34786

Foreclosure Auction Ends April 30, 2026 at 11:00 AM EST. Discover this inviting 4-bedroom, 3-bathroom single-family home, offering a great opportunity in a desirable Windermere community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

Jamie Boone Jamie L Boone LLC

1348 Whitney Isles Dr, Windermere, FL 34786
/71
$1,199,000
- 4 Beds
- 3 Baths
- 2,599 Sq Ft
8351 Bowden Way, Windermere, FL 34786

Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal

Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

8351 Bowden Way, Windermere, FL 34786
/47
$929,900
- 5 Beds
- 3.5 Baths
- 3,717 Sq Ft
12941 Westside Village Loop, Windermere, FL 34786

Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office,

Keren Reyes CENTURY 21 CARIOTI

12941 Westside Village Loop, Windermere, FL 34786
/18
$539,000
- 3 Beds
- 2 Baths
- 2,148 Sq Ft
12863 Holdenbury Ln, Windermere, FL 34786

Experience refined living in this impeccably upgraded residence located in Lakes of Windermere.This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic.From the moment you enter, you’re welcomed by light-filled living

Maria Castro-Aversano LPT REALTY, LLC

12863 Holdenbury Ln, Windermere, FL 34786
/30
$649,000
- 4 Beds
- 2 Baths
- 2,050 Sq Ft
9011 Chapman Oak Ct, Windermere, FL 34786

Windermere Gem: Fully Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained,

Shiran Moyal TOWNE CENTER REALTY

9011 Chapman Oak Ct, Windermere, FL 34786
/44
$1,175,000
- 5 Beds
- 4 Baths
- 3,390 Sq Ft
715 Magnolia St, Windermere, FL 34786

ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws,

Robert Trien IRIS INTERNATIONAL

715 Magnolia St, Windermere, FL 34786
/4
$395,000
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
8638 Brookvale Dr, Windermere, FL 34786

Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious courtyard for outdoor gatherings, 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

Karina Aumaitre AK GLOBAL REALTY LLC

8638 Brookvale Dr, Windermere, FL 34786
/46
$849,900
- 4 Beds
- 3.5 Baths
- 3,424 Sq Ft
13302 Roskin Ln, Windermere, FL 34786

Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished,

Xiaoyu Su RATIO REAL ESTATE, LLC

13302 Roskin Ln, Windermere, FL 34786
/3
$1,172,945 New Construction
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
Deerfield Plan at Palms at Windermere, Windermere, FL 34786

The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

Dream Finders Homes Builder

14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
/11
$998,000
- Land
- 1.07 Acres
- $932,710 per Acre
13125 Filly Ct, Lake Butler, FL 34786

A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their

Darrell Nunnelley VINTAGE REALTY GROUP LLC

13125 Filly Ct, Lake Butler, FL 34786
/35
$549,900 Open Sat 11AM - 2PM
- 3 Beds
- 2 Baths
- 1,726 Sq Ft
8520 Greenbank Blvd, Windermere, FL 34786

Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard.Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal

Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

8520 Greenbank Blvd, Windermere, FL 34786
/75
$10,900,000
- 6 Beds
- 8 Baths
- 6,783 Sq Ft
6149 Grosvenor Shore Dr, Windermere, FL 34786

Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home

Teresa Stewart SOUTHERN REALTY GROUP LLC

6149 Grosvenor Shore Dr, Windermere, FL 34786
/29
$698,000
- 3 Beds
- 2 Baths
- 2,108 Sq Ft
13836 Bluebird Pond Rd, Windermere, FL 34786

Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38

Keith Gordon ALTRU REALTY

13836 Bluebird Pond Rd, Windermere, FL 34786

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