Homes near Windermere Preparatory School

/60
$799,990
- 5 Beds
- 3 Baths
- 3,493 Sq Ft
940 Marsh Reed Dr, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong

Andrew Kincaid

BHHS FLORIDA REALTY

(321) 515-5503

940 Marsh Reed Dr, Winter Garden, FL 34787
Explore Windermere Preparatory School
/67
$3,000 per month
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Townhouse for Rent
16350 Hamlin View St, Winter Garden, FL 34787

Introducing the Harbor Townhome at Hamlin RidgeStep into the Harbor Townhome, an inviting end unit located on a prime corner lot with no side neighbor to the right. This thoughtfully designed residence features 3 Bedrooms and 2.5 Baths, complemented by a spacious open first floor perfect for modern living and entertaining.Hamlin Ridge enjoys a superb location just off SR 429, placing you

Mayco Sampaio

WEBB FLORIDA REALTY LLC

(321) 359-7439

16350 Hamlin View St, Winter Garden, FL 34787
/2
$2,850,000 Sold Apr 03, 2026

8774 Lake Tibet Ct, Orlando, FL 32836
- Land
- 32,670 Sq Ft
- $3,800,000 per Acre
Last Sold Summary
- 8% Below List Price
- 126 Days On Market
Current Estimated Value $7,668,000

Last Listing Agent Cassandra King COMPASS FLORIDA LLC

8774 Lake Tibet Ct, Orlando, FL 32836

/2
Est $490,133 Not Listed For Sale

11555 Charnock Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,886 Sq Ft
- Built 2018
11555 Charnock Dr, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $256/SF
- 71 Days On Market
- Last Sold Price $482,000
- Apr 21, 2025
Last Listing Agent Jeffrey Stocks STOCKS FAMILY REALTY LLC

/59
$2,750,000
- 3 Beds
- 2.5 Baths
- 2,178 Sq Ft
2827 Sanctuary Ln, Winter Garden, FL 34787

Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

Elaine Garcia

GARCIA REALTY GROUP

(321) 220-3175

2827 Sanctuary Ln, Winter Garden, FL 34787
/14
$3,600 per month
- 3 Beds
- 2.5 Baths
- 1,648 Sq Ft
- Townhouse for Rent
8035 Bayside View Dr, Orlando, FL 32819

Welcome to your "mostly" furnished and beautifully updated Naples floor plan in the gated Sandpointe community of Dr. Phillips. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2.5-bath townhome features a private gated courtyard, soaring ceilings, and abundant natural light. The renovated kitchen includes stainless steel Whirlpool Gold appliances, level 5 granite countertops, upgraded

Carrie Shawfield

SHAWFIELD REALTY GROUP

(321) 504-5766

8035 Bayside View Dr, Orlando, FL 32819
/2
$1,580,000 Sold Apr 28, 2025

5310 Tildens Grove Blvd, Windermere, FL 34786
- 4 Beds
- 5.5 Baths
- 3,957 Sq Ft
- Built 2006
Last Sold Summary
- 7% Below List Price
- $399/SF
- 35 Days On Market
Current Estimated Value $1,554,709

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

5310 Tildens Grove Blvd, Windermere, FL 34786

/2
Not Listed For Sale

10556 Park Ridge Gotha Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,786 Sq Ft
- Built 1979
10556 Park Ridge Gotha Rd, Windermere, FL 34786

Last Sold Summary
- $442/SF
- 124 Days On Market
- Last Sold Price $790,000
- Apr 22, 2025
Last Listing Agent Eddie Otton OTTON REALTY LLC

/55
$1,699,000
- 5 Beds
- 4.5 Baths
- 4,300 Sq Ft
15606 Shorebird Ln, Winter Garden, FL 34787

Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a

Tiffany Pantozzi

ALIGN REAL ESTATE LLC

(321) 486-8329

15606 Shorebird Ln, Winter Garden, FL 34787
/47

$1,747 - $4,485 total monthly price

Homestead at Hamlin

1 - 3 Beds

15100 Free Range Run, Winter Garden, FL 34787

There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

15100 Free Range Run, Winter Garden, FL 34787
/2
$724,900 Sold May 12, 2025

448 Douglas Edward Dr, Ocoee, FL 34761
- 3 Beds
- 3 Baths
- 2,487 Sq Ft
- Built 2008
Last Sold Summary
- $291/SF
- 31 Days On Market
Current Estimated Value $730,119

Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

448 Douglas Edward Dr, Ocoee, FL 34761

/2
Est $617,205 Not Listed For Sale

7358 Tattant Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,623 Sq Ft
- Built 2007
7358 Tattant Blvd, Windermere, FL 34786

Last Sold Summary
- $234/SF
- 53 Days On Market
- Last Sold Price $615,000
- Apr 22, 2025
Last Listing Agent Hanna Zhang INTOP REALTY LLC

/56
$535,000
- 4 Beds
- 2 Baths
- 2,049 Sq Ft
14834 Bahama Swallow Blvd, Winter Garden, FL 34787

Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been

Vanessa Scotland, PA

SERHANT

(689) 225-3569

14834 Bahama Swallow Blvd, Winter Garden, FL 34787
/33
$3,500 per month
- 3 Beds
- 3.5 Baths
- 1,936 Sq Ft
- Townhouse for Rent
15363 Hamlin Park Dr, Winter Garden, FL 34787

Welcome to Parkview at Hamlin in the heart of Horizon West! This beautifully maintained townhome by Ashton Woods offers modern design, an open-concept layout, and a spacious kitchen perfect for everyday living and entertaining. Enjoy low-maintenance living with a 2-car garage and stylish finishes throughout. Ideally located just minutes from Hamlin Town Center, 429, top-rated schools, and Walt

Courtney Assemany REAL BROKER, LLC

15363 Hamlin Park Dr, Winter Garden, FL 34787
/2
$680,000 Sold Mar 02, 2026

8013 Bowery Dr, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,115 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $322/SF
- 25 Days On Market
Current Estimated Value $689,958

Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

8013 Bowery Dr, Winter Garden, FL 34787

/2
Not Listed For Sale

5700 Marlberry Dr, Orlando, FL 32819
- 3 Beds
- 2 Baths
- 1,907 Sq Ft
- Built 1973
5700 Marlberry Dr, Orlando, FL 32819

Last Sold Summary
- $288/SF
- 18 Days On Market
- Last Sold Price $550,000
- Apr 22, 2025
Last Listing Agent Gittel Leibowitz PREFERRED REAL ESTATE BROKERS

/59
$1,000,000 Pre-Foreclosure
- 7 Beds
- 4.5 Baths
- 4,720 Sq Ft
5074 Breezy Acres St, Oakland, FL 34787

MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex

Daniel Rodriguez

NEW HEIGHTS REALTY GROUP

(321) 471-0799

5074 Breezy Acres St, Oakland, FL 34787
/75

$1,798 - $3,054 total monthly price

Windermere Cay

1 - 3 Beds

8200 Jayme Dr, Winter Garden, FL 34787

So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

8200 Jayme Dr, Winter Garden, FL 34787
/2
$750,000 Sold Sep 18, 2025

14654 Yellow Butterfly Rd, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,094 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $242/SF
- 44 Days On Market
Current Estimated Value $731,838

Last Listing Agent Elijah Lewis FLORIDA IN MOTION REALTY INC

14654 Yellow Butterfly Rd, Windermere, FL 34786

/31
Est $454,155 Not Listed For Sale

15416 Blackbead St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,853 Sq Ft
- Built 2018
15416 Blackbead St, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $246/SF
- 191 Days On Market
- Last Sold Price $456,500
- Apr 30, 2024
Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

/60
$786,868 Open Sat 12PM - 3PM
- 5 Beds
- 4.5 Baths
- 3,324 Sq Ft
14416 Travois Way, Winter Garden, FL 34787

PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new

Carla Robles

WATSON REALTY CORP

(689) 306-1837

14416 Travois Way, Winter Garden, FL 34787
/15
$2,000 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Townhouse for Rent
430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining.

Rodger Marty ORLANDO REAL ESTATE LLC

430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
/2
$2,350,000 Sold Oct 14, 2025

1003 Oakdale St, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 4,599 Sq Ft
- Built 2003
Last Sold Summary
- 22% Below List Price
- $511/SF
- 280 Days On Market
Current Estimated Value $2,341,060

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

1003 Oakdale St, Windermere, FL 34786

/17
Est $536,758 Not Listed For Sale

9014 Pinch Shot Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,089 Sq Ft
- Built 2018
9014 Pinch Shot Dr, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $258/SF
- 2 Days On Market
- Last Sold Price $540,000
- Aug 21, 2023
Last Listing Agent Junior Pipo WRA BUSINESS & REAL ESTATE

/32
$295,000
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

Spacious 3-bedroom, 2-bath condo with an attractive traditional design and an open floor plan that makes daily living easy. The entry foyer with a closet is on the first floor, while all living spaces are located upstairs for added privacy. Features include built-in accents, a laundry room conveniently off the kitchen, and ceiling fans throughout. The community offers resort-style amenities

Kristi Matthew

CENTURY 21 CARIOTI

(321) 529-3491

330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
/52

$1,583 - $2,327 total monthly price

Apollo Apartments

Studio - 2 Beds

7000 Kiran Patel Dr, Winter Garden, FL 34787

Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

7000 Kiran Patel Dr, Winter Garden, FL 34787
/2
$1,000,000 Sold Jun 26, 2025

11415 N Camden Commons Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,034 Sq Ft
- Built 2005
Last Sold Summary
- 9% Below List Price
- $330/SF
- 15 Days On Market
Current Estimated Value $1,008,924

Last Listing Agent Christina Fata REAL BROKER, LLC

11415 N Camden Commons Dr, Windermere, FL 34786

/51
Est $506,125 Not Listed For Sale

Unlisted Address
- 4 Beds
- 3.5 Baths
- 2,321 Sq Ft
- Built 2019
Unlisted Address

Last Sold Summary
- 1% Below List Price
- $220/SF
- 7 Days On Market
- Last Sold Price $510,000
- Apr 28, 2023
Last Listing Agent Richard Lokhnauth RL LUXURY REAL ESTATE

/100
$5,250,000 Pending
- 6 Beds
- 8 Baths
- 7,818 Sq Ft
9713 Endicott Ct, Windermere, FL 34786

Experience elevated lakefront living in this beautifully updated estate, within the prestigious guard gated golf community of Keene’s Pointe, offering direct access to the Butler Chain of Lakes. With over $850,000 in upgrades, this home is perfectly positioned to capture breathtaking sunset views and nightly Disney fireworks from the primary suite. This home delivers a rare combination of

Amy Moline

EXP REALTY LLC

(689) 329-1750

9713 Endicott Ct, Windermere, FL 34786
/18
$4,400 per month
- 4 Beds
- 2.5 Baths
- 2,269 Sq Ft
- House for Rent
9237 Mcdavid Ct, Windermere, FL 34786

Come make this Beautiful and scenic house your new home. One of the great communities in Windermere. Top school district. Must see to appreciate.

Scott Howard VINTAGE REALTY GROUP LLC

9237 Mcdavid Ct, Windermere, FL 34786
/4
$457,390 Sold Jan 26, 2026

15274 Groveside Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 1% Above List Price
- $248/SF
- 24 Days On Market
Current Estimated Value $458,032

DRB Homes Parkview at Hamlin

15274 Groveside Rd, Winter Garden, FL 34787

/2
Est $575,703 Not Listed For Sale

9250 Cut Shot Dr, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 2,461 Sq Ft
- Built 2018
9250 Cut Shot Dr, Winter Garden, FL 34787

Last Sold Summary
- $234/SF
- 144 Days On Market
- Last Sold Price $575,000
- Sep 04, 2024
Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC

/40
$765,000
- 4 Beds
- 4.5 Baths
- 3,871 Sq Ft
2015 Sandy Garden Ln, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Welcome home to a lifestyle of space, comfort, and effortless entertaining in this beautifully designed two-story residence with charming exterior stone accents, set on an almost 1⁄4-acre lot in a gated community. From the moment you step inside, you’ll appreciate the open, airy layout, high ceilings, and bamboo flooring throughout — no carpet

Kristi Matthew

CENTURY 21 CARIOTI

(321) 599-3873

2015 Sandy Garden Ln, Winter Garden, FL 34787
/51

$1,604 - $2,946 per month

Citra at Windermere

1 - 3 Beds

11353 Citra Cir, Windermere, FL 34786

Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

11353 Citra Cir, Windermere, FL 34786
/2
$753,000 Sold Jan 21, 2026

11660 Delwick Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 3,051 Sq Ft
- Built 2004
Last Sold Summary
- 16% Below List Price
- $247/SF
- 146 Days On Market
Current Estimated Value $779,295

Last Listing Agent Natalie Rosario FATHOM REALTY FL LLC

11660 Delwick Dr, Windermere, FL 34786

/2
Est $767,754 Not Listed For Sale

12995 Westside Village Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
- Built 2018
12995 Westside Village Loop, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $266/SF
- 78 Days On Market
- Last Sold Price $780,000
- Jul 31, 2024
Last Listing Agent Maria Ubillus FOLIO REALTY LLC

/74
$1,349,900 Pending
- 7 Beds
- 4.5 Baths
- 4,563 Sq Ft
11658 Hampstead St, Windermere, FL 34786

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(689) 319-8390

11658 Hampstead St, Windermere, FL 34786
/15
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,510 Sq Ft
- Townhouse for Rent
7668 Billingham St, Windermere, FL 34786

Welcome to Windermere! ... Move in ready... Newly installed LVP flooring for the upstairs and freshly painted for the entire house.... No Carpet... This home offers beautiful park views and a short walk to community pool! Custom features include neutral colors throughout, quartz kitchen countertops, 36- inch maple kitchen cabinets, tile backsplash, kitchen island, walk in pantry, pendent lighting

Jennie Ho MAY HO REALTY

7668 Billingham St, Windermere, FL 34786
/2
$520,000 Sold Nov 25, 2025

9330 Meadow Hunt Way, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,072 Sq Ft
- Built 2015
Last Sold Summary
- 13% Below List Price
- $251/SF
- 210 Days On Market
Current Estimated Value $518,530

Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

9330 Meadow Hunt Way, Winter Garden, FL 34787

/2
Est $685,200 Not Listed For Sale

14891 Winter Stay Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,662 Sq Ft
- Built 2018
14891 Winter Stay Dr, Winter Garden, FL 34787

Last Sold Summary
- $257/SF
- 128 Days On Market
- Last Sold Price $685,000
- Sep 06, 2024
Last Listing Agent Natsue Siqueira FLORIDA REALTY INVESTMENTS

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Homes near Windermere Preparatory School

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