238 Results

Windermere Homes For Sale & Windermere FL Real Estate

Home For Sale $595,000

View 628 Forest St Windermere FL
View 628 Forest St Windermere FL
View 628 Forest St Windermere FL
On Market Today
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    750

  • Year Built

    1945

  • $/SqFt

    $793

Don’t miss your chance to own a piece of Windermere magic—schedule your private showing today! MLS#O6258160. UPSIDE REAL ESTATE INC.

Home For Sale $1,795,000

View 5939 Blakeford Dr Windermere FL
View 5939 Blakeford Dr Windermere FL
View 5939 Blakeford Dr Windermere FL
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4652

  • Year Built

    1999

  • $/SqFt

    $386

Keenes Pointe - ( Roof was replaced two years ago ) MLS#S5115840. B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE.

Home For Sale $997,000

View 9036 Arbors Edge Trl Windermere FL
View 9036 Arbors Edge Trl Windermere FL
View 9036 Arbors Edge Trl Windermere FL
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2835

  • Year Built

    2017

  • $/SqFt

    $352

Windermere Trails offers residents a Community Pool, Cabana, Dog Parks w/ Wash Station, Playground and Exercise Area. MLS#O6257970. ON ME REALTY.

Home For Sale $649,000

View 6963 Northwich Dr Windermere FL
View 6963 Northwich Dr Windermere FL
View 6963 Northwich Dr Windermere FL
*POTENTIAL GREAT VALUE
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3068

  • Year Built

    2007

  • $/SqFt

    $212

Don’t miss out! Call for a showing today! MLS#O6258194. U KEY REALTY.

Home For Sale $3,500,000

On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5393

  • Year Built

    2015

  • $/SqFt

    $649

Beyond the home's undeniable charm, Casabella offers security and a prime location with easy access to top schools, luxury shopping, and fine dining options in Windermere and the greater Orlando area. MLS#O6255112. ON ME REALTY.

Home For Sale $2,895,900

On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5418

  • Year Built

    2019

  • $/SqFt

    $534

This home offers the perfect blend of luxury, privacy, and convenience, just moments from the heart of Windermere and Winter Garden, providing an unmatched living experience in one of Central Florida's most desirable locations. MLS#O6257592. CORCORAN PREMIER REALTY.

Home For Sale $940,000

On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3102

  • Year Built

    1982

  • $/SqFt

    $303

Seize the opportunity to make this exquisite Windermere property your forever home! MLS#O6256640. KELLER WILLIAMS ADVANTAGE III REALTY.

Home For Sale $2,775,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4968

  • Year Built

    2002

  • $/SqFt

    $559

Keenes Pointe - Don't miss your chance to live in this breathtaking, golf-front masterpiece. MLS#O6257113. EXP REALTY LLC.

Home For Sale $1,322,592

On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2025

  • $/SqFt

    $298

Whether you’re entertaining guests or enjoying everyday family life, the Sweetwater offers all the space and amenities needed for modern living. MLS#G5089351. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,295,959

On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2025

  • $/SqFt

    $292

Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. MLS#G5089350. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,275,000

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3566

  • Year Built

    1997

  • $/SqFt

    $358

This exceptional property embodies the very best of Windermere living—a blend of elegance, privacy, and modern convenience in an idyllic setting. MLS#S5115599. MAXIM REALTY ORLANDO.

Home For Sale $1,255,677

On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2024

  • $/SqFt

    $283

Contact our sales team today to schedule your private tour of the Sweetwater and discover how this remarkable home can elevate your lifestyle to new heights. MLS#G5089349. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,159,253

On Market For 7 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2024

  • $/SqFt

    $261

This private sanctuary features: Dual walk-in closets for abundant storage and organization A spa-inspired bathroom that creates a daily retreat Strategic placement for optimal privacy and accessibility Premium finishes that echo throughout the space The Heart of the Home The great room serves as the home's central gathering space, where design meets functionality: Seamless flow into the dining area, perfect for both casual family meals and formal entertaining Strategic lighting that enhances the room's natural brightness Direct access to the covered patio, bringing the outdoors in Ceiling heights that create an airy, expansive atmosphere Flex Spaces That Work Adjacent to the owner's suite, a dedicated flex room opens up countless possibilities: Home office for remote work Private library or reading room Artist's studio or creative space Meditation room or personal gym The Practical Side of Luxury Near the two-car garage, a thoughtfully placed hobby/work area offers: Space for projects and pursuits Built-in storage solutions Excellent lighting for detailed work Easy access from both interior and exterior Second Floor: Where Possibilities Expand Private Retreats Five additional bedrooms occupy the upper level, each designed with comfort in mind: Walk-in closets in most bedrooms Generous window placement for natural light Sound-minimizing design elements Flexible layouts to accommodate various furniture arrangements Bonus Spaces That Inspire The second floor's bonus and flex rooms provide unlimited potential: Home theater or entertainment center Children's play area or study room Teen suite or private lounge Home gym or yoga studio Practical Luxuries A second-floor laundry room adds convenience to daily life: Spacious folding counters Built-in storage solutions Natural lighting for optimal functionality Central location to bedrooms Design Features That Set The Sweetwater Apart Thoughtful Traffic Flow Wide hallways and strategic room placement Natural progression between spaces Multiple access points to outdoor areas Clear separation between public and private spaces Storage Solutions Walk-in closets in most bedrooms Abundant linen and utility storage Garage storage systems Pantry space for kitchen organization MLS#G5089348. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,148,743

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $305

Large windows throughout flood the home with natural light, creating an airy, welcoming atmosphere. MLS#G5089347. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,132,010

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2687

  • Year Built

    2025

  • $/SqFt

    $421

The Arlington combines practical features with comfortable living in a well-planned design. MLS#G5089331. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,119,508

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $297

With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience. MLS#G5089345. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,097,904

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3404

  • Year Built

    2025

  • $/SqFt

    $323

With well-planned storage solutions and elegant touches throughout, the Baldwin floor plan delivers both functionality and style in a beautifully appointed home. MLS#G5089344. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,092,744

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $352

Don’t miss out on the opportunity to make this beautiful home your own! MLS#G5089343. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,081,875

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $287

With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience. MLS#G5089342. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,295,922

On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4222

  • Year Built

    2024

  • $/SqFt

    $307

Don't miss the opportunity to call this exquisite property home. MLS#G5089230. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $895,000

On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2733

  • Year Built

    1978

  • $/SqFt

    $327

Don’t miss the opportunity to make this home your own—schedule a showing today! MLS#O6256191. LAKESIDE REALTY WINDERMERE INC.

Home For Sale $4,500,000

On Market For 10 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    6665

  • Year Built

    2003

  • $/SqFt

    $675

This house is a dream come true. MLS#O6256619. ON ME REALTY.

Home For Sale $2,300,000

On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3650

  • Year Built

    2024

  • $/SqFt

    $630

Don't forget Windermere Town is located within a great school district! MLS#S5115380. WATSON REALTY CORP..

Home For Sale $1,618,000

On Market For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4506

  • Year Built

    2015

  • $/SqFt

    $359

Lake Cypress Cove - Experience the ultimate in Central Florida living with this exceptional property! MLS#O6256486. RATIO REAL ESTATE, LLC.

Home For Sale $850,000

On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3598

  • Year Built

    2007

  • $/SqFt

    $236

Lake Sawyer South - HOA has restore style pool and playground MLS#O6256453. AGENT GROUP REALTY.

Home For Sale $1,289,000

On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3413

  • Year Built

    2003

  • $/SqFt

    $378

This home is a sanctuary in a beautiful neighborhood, offering a lifestyle of unparalleled sophistication. MLS#O6255319. COMBS PREMIER REALTY GROUP.

Home For Sale $1,575,000

On Market For 14 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3480

  • Year Built

    2005

  • $/SqFt

    $453

Keenes Pointe - Don't miss your chance to own a piece of paradise in one of the most desirable neighborhoods in Central Florida. MLS#O6254809. CORCORAN PREMIER REALTY.

Home For Sale $599,999

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2283

  • Year Built

    2003

  • $/SqFt

    $263

Don’t miss the opportunity to make this exceptional property your new home. MLS#S5115129. THE FIRM RE.

Pended $539,000

On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2065

  • Year Built

    2016

  • $/SqFt

    $261

Perfectly located near Lakeside for easy access to shopping and dining! MLS#S5114960. SIX STAR REALTY GROUP LLC.

Home For Sale $1,195,000

On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3768

  • Year Built

    2019

  • $/SqFt

    $317

Don’t miss the chance to make this exceptional home your own! Schedule a private tour today. MLS#O6254922. TOLARIS REALTY GROUP LLC.

Home For Sale $695,000

On Market For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2497

  • Year Built

    2005

  • $/SqFt

    $278

Easy access to Highways 408, 429, FL Turnpike and I-4. MLS#O6255168. REALTY LYNK INC.

Pended $749,000

On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3319

  • Year Built

    2016

  • $/SqFt

    $226

Windermere - Don’t miss the opportunity to live in such a special home! MLS#O6253435. WRA BUSINESS & REAL ESTATE.

Pended $630,000

*POTENTIAL GREAT VALUE
On Market For 16 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3016

  • Year Built

    2006

  • $/SqFt

    $209

Make it yours and scripted laughter and comfort will follow!Make your appointment to view this gorgeous home today! MLS#O6254646. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $540,000

On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1965

  • Year Built

    2009

  • $/SqFt

    $275

Close and easy access to 429, 408, Turnpike and I-4. MLS#O6254588. CASTLE & COTTAGE REALTY LLC.

Home For Sale $4,500,000

On Market For 19 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6196

  • Year Built

    2018

  • $/SqFt

    $726

Chaine Du Lac - With so much more to discover beyond the meandering driveway and four car garage, this estate truly stands out in both design and functionality and won’t last long! MLS#O6251205. STOCKWORTH REALTY GROUP.

Home For Sale $859,000

On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1786

  • Year Built

    1979

  • $/SqFt

    $481

Close to Winter Garden Groves which is a great open mall for shopping, dining and much more. MLS#O6253626. OTTON REALTY LLC.

Home For Sale $3,299,000

On Market For 20 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6752

  • Year Built

    2017

  • $/SqFt

    $489

Windermere is known for their top-notch golf courses, “A” rated schools , proximity to great restaurants , as well as easy access to highways with great parks and beaches ! MLS#O6245923. CITARELLI REALTY GROUP LLC.

Home For Sale $879,000

On Market For 20 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2871

  • Year Built

    2006

  • $/SqFt

    $306

Belmere Village - with ceramic tiles and wood laminate floorings. Gated community. MLS#S5112087. PAPP REALTY, INC..

Pended $589,000

On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1819

  • Year Built

    1986

  • $/SqFt

    $324

Don’t miss out—schedule your showing today! MLS#O6252914. JOHN SILVA REALTY & ASSOCIATES.

Pended $2,995,900

*POTENTIAL GREAT VALUE
On Market For 21 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    7239

  • Year Built

    2007

  • $/SqFt

    $414

Weatherstone On Lake Olivia - A mosquito misting system covers the entire house and backyard, ensuring your outdoor space remains enjoyable year-round. MLS#O6253882. CORCORAN PREMIER REALTY.

Pended $549,900

On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1726

  • Year Built

    2004

  • $/SqFt

    $319

This home is located just minutes from Magic kingdom and the theme parks with quick access to the 429 making it easy to travel throughout central Florida. Schedule your showing today! MLS#TB8316676. OFFERPAD BROKERAGE FL, LLC.

Home For Sale $579,000

On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2234

  • Year Built

    2009

  • $/SqFt

    $259

Zoned for Windermere High School, and easy access to Winter Garden Village and Lake Buena Vista. MLS#O6252232. FLORIDA IN MOTION REALTY INC.

Home For Sale $925,000

*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3849

  • Year Built

    2006

  • $/SqFt

    $240

Summerport - Disney World is a short drive away and you can get to anywhere in Orlando fast via the 408 and 429. MLS#O6248234. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $1,093,000

Reduced By $3,000

On Market For 26 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3782

  • Year Built

    2002

  • $/SqFt

    $289

Reserve At Belmere - It is conveniently located with easy access to major roads, grocery and retail stores, shopping, hospital and theme parks. MLS#O6240526. REAL PROPERTY INTERNATIONAL.

Home For Sale $745,000

On Market For 27 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2813

  • Year Built

    2004

  • $/SqFt

    $265

Providence - Seller will assist with buyer's closing cost up to $7,500 incentive! MLS#O6252357. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $520,000

Reduced By $15,000

On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1696

  • Year Built

    2012

  • $/SqFt

    $307

Come see all that makes it so special. MLS#O6249118. KELLER WILLIAMS CLASSIC.

Pended $750,000

On Market For 28 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2880

  • Year Built

    2014

  • $/SqFt

    $260

Under 20 minutes to Disney property and downtown Winter Garden and close to the 429, it has easy access to everything Central Florida. MLS#O6251552. RE/MAX PRIME PROPERTIES.

Home For Sale $699,000

Reduced By $66,300

On Market For 29 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2551

  • Year Built

    2004

  • $/SqFt

    $274

Home is sitting on a premium conservation lot. MLS#O6251280. CENTURY 21 CARIOTI.

Pended $565,000

On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2156

  • Year Built

    2016

  • $/SqFt

    $262

Don’t miss the chance to own this beautiful property—schedule your private showing today! MLS#O6249136. JOHN SILVA REALTY & ASSOCIATES.

Pended $2,400,000

*POTENTIAL GREAT VALUE
On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6978

  • Year Built

    2002

  • $/SqFt

    $344

Reserve At Belmere -

MLS#S5114302. EXP REALTY LLC.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057