Homes in ZIP Code 34786

/32
$1,390,000
- 6 Beds
- 4.5 Baths
- 4,522 Sq Ft
17538 Black Rail St, Windermere, FL 34786

Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

Elaine Garcia

GARCIA REALTY GROUP

(689) 312-9273

17538 Black Rail St, Windermere, FL 34786
/45
$2,795 Per Month
- 3 Beds
- 2.5 Baths
- 2,203 Sq Ft
- House for Rent
13040 Overstreet Rd, Windermere, FL 34786

Beautiful 3-Bedroom Home in Windermere Sound – Prime Location with Top-Rated Schools. Owner spent more than 10K to upgrade and add a screened porch! Welcome to this gorgeous 3-bedroom single-family home located in the highly desirable Windermere Sound community, known for its top-rated schools and exceptional lifestyle. This home offers the perfect blend of comfort, convenience, and community

Amanda Yuan MULTI CHOICE REALTY LLC

13040 Overstreet Rd, Windermere, FL 34786
/2
$670,000 Sold Nov 14, 2025

2015 Woody Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,042 Sq Ft
- Built 1978
Last Sold Summary
- 4% Below List Price
- $328/SF
- 28 Days On Market
Current Estimated Value $679,631

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

2015 Woody Dr, Windermere, FL 34786

/40
Est $528,909 Not Listed For Sale

12160 Canyon Sun Trail, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,184 Sq Ft
- Built 2015
12160 Canyon Sun Trail, Windermere, FL 34786

Last Sold Summary
- 6% Below List Price
- $259/SF
- 2 Days On Market
- Last Sold Price $565,000
- May 23, 2024
Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

$1,039,091 New Construction
- 4 Beds
- 3 Baths
- 2,740 Sq Ft
14353 Crest Palm Ave, Windermere, FL 34786

Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

14353 Crest Palm Ave, Windermere, FL 34786
/24
$2,900 Per Month
- 4 Beds
- 3 Baths
- 2,362 Sq Ft
- Elegant 4-bedroom 3-bathroom Home in Windermere
4835 Blue Major Dr, Windermere, FL 34786

Discover refined Florida living in this elegant 4-bed, 3-bath home ( 2,362 sq ft) in Windermere. Built in 2005 on a nearly 8,000 sq ft lot, this residence features hardwood flooring, a detached 2-car garage, and an open, sunlit floor plan. Nestled in the highly desirable 34786 zip code, it offers both the charm of suburban tranquility and the convenience of top-rated nearby schools. Your

4835 Blue Major Dr, Windermere, FL 34786
/2
$680,000 Sold Feb 20, 2026

4825 Palm Tree Ct, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
- Built 1985
Last Sold Summary
- $324/SF
- 9 Days On Market
Current Estimated Value $673,829

Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

4825 Palm Tree Ct, Windermere, FL 34786

/2
Est $590,733 Not Listed For Sale

11560 Ashlin Park Blvd, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,270 Sq Ft
- Built 2015
11560 Ashlin Park Blvd, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $262/SF
- 32 Days On Market
- Last Sold Price $595,000
- Apr 14, 2025
Last Listing Agent Matt Allen MATT ALLEN REAL ESTATE LLC

/44
$489,999 Pending
- 3 Beds
- 2.5 Baths
- 1,996 Sq Ft
13755 Bravante Aly, Windermere, FL 34786

Under contract-accepting backup offers. **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 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(689) 399-2513

13755 Bravante Aly, Windermere, FL 34786
/29
$2,400 Per Month
- 2 Beds
- 2.5 Baths
- 1,510 Sq Ft
- Townhouse for Rent
12335 Cruxbury Dr, Windermere, FL 34786

Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for itstree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring alarge kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The

Andy Neal THE AGENCY FL

12335 Cruxbury Dr, Windermere, FL 34786
/2
$550,000 Sold Sep 30, 2025

5238 Beach River Rd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,414 Sq Ft
- Built 2004
Last Sold Summary
- $228/SF
- 3 Days On Market
Current Estimated Value $550,813

Last Listing Agent Liza Farzati SERHANT

5238 Beach River Rd, Windermere, FL 34786

/67
Est $1,607,870 Not Listed For Sale

1220 Estancia Woods Loop, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,007 Sq Ft
- Built 2018
1220 Estancia Woods Loop, Windermere, FL 34786

Last Sold Summary
- 5% Above List Price
- $381/SF
- 72 Days On Market
- Last Sold Price $1,525,000
- Jan 26, 2024
Last Listing Agent Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

/30
$1,595,000
- Land
- 2.12 Acres
- $752,358 per Acre
10948 Down Park Ln, Windermere, FL 34786

LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

Andrew Kincaid

BHHS FLORIDA REALTY

(689) 588-0828

10948 Down Park Ln, Windermere, FL 34786
/30
$2,450 Per Month
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Condo for rent
8277 Maritime Flag St Unit 1315, Windermere, FL 34786

Lakeside At Lakes Of Windermere Community: 3/2 condo for rent located in the desirable Windermere, Florida area. This beautifully maintained second-floor condo offers 3 spacious bedrooms and 2 full bathrooms, providing plenty of room for comfortable living. The open-concept layout features a bright and airy living space, perfect for relaxing or entertaining. The kitchen is

8277 Maritime Flag St Unit 1315, Windermere, FL 34786
/2
$620,000 Sold Apr 24, 2026

6846 Helmsley Cir, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,555 Sq Ft
- Built 2009
Last Sold Summary
- 11% Below List Price
- $243/SF
- 154 Days On Market
Last Listing Agent Nickolas Amburgey COMPASS FLORIDA LLC

6846 Helmsley Cir, Windermere, FL 34786

/17
Est $652,640 Not Listed For Sale

1348 Lake Olivia Ln, Windermere, FL 34786
- Built 2018
1348 Lake Olivia Ln, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $132/SF
- 530 Days On Market
- Last Sold Price $669,000
- Sep 25, 2023
Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

/24
$750,000
- 5 Beds
- 4 Baths
- 3,597 Sq Ft
13145 Zori Ln, Windermere, FL 34786

One or more photo(s) has been virtually staged. Priced right and move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the

Toni Marie Cafferty

COMPASS FLORIDA LLC

(689) 265-3814

13145 Zori Ln, Windermere, FL 34786
/39
$2,600 Per Month
- 3 Beds
- 2 Baths
- 1,706 Sq Ft
- Townhouse for Rent
5513 Somersby Rd, Windermere, FL 34786

Available June 10, 2026! Schedule a showing for this charming 3 bed 2 bath with a loft today!2 car garage and wonderfully maintained!Located in the beautiful town of Windermere in SummerPort; this community features lake access, beautiful tree lined streets, fitness center, playground, pool, tennis courts, basketball courts, park and clubhouse!Lawn care included in rent.Tenant

Jennifer Linton METRO CITY REALTY

5513 Somersby Rd, Windermere, FL 34786
/2
$1,318,000 Sold May 01, 2026

1625 Down Lake Dr, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 3,383 Sq Ft
- Built 1984
Last Sold Summary
- 6% Below List Price
- $390/SF
- 48 Days On Market
Current Estimated Value $1,374,479

Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

1625 Down Lake Dr, Windermere, FL 34786

/2
Est $513,410 Not Listed For Sale

6315 Golden Dewdrop Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
- Built 2012
6315 Golden Dewdrop Trail, Windermere, FL 34786

Last Sold Summary
- 3% Above List Price
- $252/SF
- 46 Days On Market
- Last Sold Price $500,000
- Aug 30, 2024
Last Listing Agent Sandy Jones CLOCK TOWER REALTY

/81
$2,125,000
- 4 Beds
- 4.5 Baths
- 3,751 Sq Ft
12699 Hawkstone Dr, Windermere, FL 34786

Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft

Drew Ross

LAKEFIELD REALTY GROUP LLC

(407) 676-7612

12699 Hawkstone Dr, Windermere, FL 34786
/27
$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,480 Sq Ft
- Townhouse for Rent
12965 Langstaff Dr, Windermere, FL 34786

Welcome to this stunning 3-bedroom, 2.5-bathroom townhome in a serene community near a conservation area. Enjoy the beauty of all-flooring living, a renovated kitchen with stainless steel appliances, and a charming courtyard. With a two-space garage, quiet neighborhood, and proximity to excellent schools and central location, this townhome offers both tranquility and convenience.

12965 Langstaff Dr, Windermere, FL 34786
/2
$2,404,000 Sold Jan 15, 2026

1724 Windermeredown Place, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 6,000 Sq Ft
- Built 1995
Last Sold Summary
- 4% Below List Price
- $401/SF
- 46 Days On Market
Current Estimated Value $2,336,797

Last Listing Agent Chad Going SERHANT

1724 Windermeredown Place, Windermere, FL 34786

/2
Est $3,103,363 Not Listed For Sale

4124 Isabella Cir, Windermere, FL 34786
- 6 Beds
- 8 Baths
- 6,842 Sq Ft
- Built 2016
4124 Isabella Cir, Windermere, FL 34786

Last Sold Summary
- 7% Below List Price
- $490/SF
- 59 Days On Market
- Last Sold Price $3,350,000
- Aug 05, 2024
Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

/87
$2,295,000
- 4 Beds
- 5.5 Baths
- 5,722 Sq Ft
1136 Lake Whitney Dr, Windermere, FL 34786

Experience resort-style living in the exclusive Villa D’Este, a masterpiece of sophistication designed by the renowned Arlington Homes. Positioned on the pristine shores of Lake Whitney, this estate welcomes you with a grand 20-foot entryway featuring a custom rustic wrought-iron chandelier and immediate, unobstructed water views. The main floor is a sanctuary of luxury, featuring an Executive

Mauro Costa

VISTA CAY REALTY COMPANY

(689) 334-1880

1136 Lake Whitney Dr, Windermere, FL 34786
/48
$2,900 Per Month
- 4 Beds
- 2.5 Baths
- 1,638 Sq Ft
- Condo for Rent
14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786

Amazing opportunity to live in the exclusive and highly desirable Windermere area! This stunning corner townhouse in the sought-after gated community of Oasis Cove features 4 spacious bedrooms and 2.5 bathrooms, offering an abundance of natural light and a functional layout. The home boasts a beautiful lake view that provides a serene backdrop for daily living, complemented by a private fenced

Carola Garcia De Montenegro AGENT TRUST REALTY CORPORATION

14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786
/2
$1,655,000 Sold Aug 15, 2025

1424 Kelso Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,104 Sq Ft
- Built 1975
Last Sold Summary
- 12% Below List Price
- $533/SF
- 112 Days On Market
Current Estimated Value $1,745,337

Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

1424 Kelso Blvd, Windermere, FL 34786

/43
Est $530,466 Not Listed For Sale

11650 Black Rail St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
- Built 2012
11650 Black Rail St, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $243/SF
- 1 Day On Market
- Last Sold Price $520,000
- Jun 10, 2024
Last Listing Agent Julie Fernandez OAK AVENUE REAL ESTATE LLC

/49
$1,649,000 Pending
- 5 Beds
- 4 Baths
- 3,337 Sq Ft
11952 Camden Park Dr, Windermere, FL 34786

Under contract-accepting backup offers. CLOSING COST ASSISTANCE IF FINANCED WITH PREFERRED LENDER. Welcome to your private oasis in the prestigious, guard-gated community of Keene’s Pointe. Situated on one of the largest lots in the neighborhood, this exceptional fully furnished 5-bedroom, 4-bath residence offers breathtaking golf course views and an abundance of indoor and outdoor living space.

Laura Teixeira

NOBSKA REAL ESTATE LLC

(689) 399-2354

11952 Camden Park Dr, Windermere, FL 34786
/2
$2,100 Per Month
- 2 Beds
- 2.5 Baths
- 1,250 Sq Ft
- Townhouse for Rent
13014 Langstaff Dr, Windermere, FL 34786

COMING SOON! Beautiful 2 bed 2.5 Bath Townhouse, Living Room Area, Breakfast Area. Make an Offer! Apply Today!MORE PHOTOS COMING SOON!If you would like to view this home, and TO SCHEDULE A SHOWING PLEASE EMAIL US AT FOR AVAILABLE SHOW TIMES. Please send us your Name, Phone Contact and Email Address. All Showings are done on Monday thru Friday between 10am & 4pm.HOW TO

13014 Langstaff Dr, Windermere, FL 34786
/2
$718,000 Sold Oct 20, 2025

12755 Westside Village Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,064 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $234/SF
- 142 Days On Market
Current Estimated Value $721,142

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12755 Westside Village Loop, Windermere, FL 34786

/59
Est $2,706,745 Not Listed For Sale

13340 Bellaria Cir, Windermere, FL 34786
- 6 Beds
- 8 Baths
- 6,803 Sq Ft
- Built 2015
13340 Bellaria Cir, Windermere, FL 34786

Last Sold Summary
- 6% Above List Price
- $375/SF
- 5 Days On Market
- Last Sold Price $2,550,000
- Dec 18, 2023
Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

/46
$1,200,000
- 4 Beds
- 3.5 Baths
- 2,618 Sq Ft
3629 Lake Buynak Rd, Windermere, FL 34786

Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

Tania Matthews

KELLER WILLIAMS ELITE PARTNERS III REALTY

(407) 519-3922

3629 Lake Buynak Rd, Windermere, FL 34786
/31
$12,500 Per Month
- 3 Beds
- 3 Baths
- 3,535 Sq Ft
- House for Rent
9701 Lake Isleworth Ct, Windermere, FL 34786

Within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and living room with a

Michelle Corbin ISLEWORTH REALTY LLC

9701 Lake Isleworth Ct, Windermere, FL 34786
/2
$825,000 Sold Feb 11, 2026

1735 Maple Leaf Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,771 Sq Ft
- Built 1989
Last Sold Summary
- 3% Below List Price
- $298/SF
- 3 Days On Market
Current Estimated Value $822,871

Last Listing Agent Frank Del Toro REVEL REALTY LLC

1735 Maple Leaf Dr, Windermere, FL 34786

/64
Est $795,700 Not Listed For Sale

12851 Westside Village Loop, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,694 Sq Ft
- Built 2018
12851 Westside Village Loop, Windermere, FL 34786

Last Sold Summary
- 1% Above List Price
- $213/SF
- 94 Days On Market
- Last Sold Price $785,000
- Jul 01, 2024
Last Listing Agent Torey Eisenman BENCHMARK REAL ESTATE GRP INC

/58
$619,900 Pending
- 5 Beds
- 3.5 Baths
- 2,396 Sq Ft
11578 Ashlin Park Blvd, Windermere, FL 34786

PRICE IMPROVEMENT! This is THE ONLY 5-bedroom single-family home located in Windermere UNDER $620K!!! Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic grass, providing a lush,

Erika Garcia

CENTURY 21 CARIOTI

(407) 707-8263

11578 Ashlin Park Blvd, Windermere, FL 34786
/11
$7,500 Per Month
- 6 Beds
- 4 Baths
- 3,916 Sq Ft
- House for Rent
3302 Butler Bay Dr N, Windermere, FL 34786

Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

3302 Butler Bay Dr N, Windermere, FL 34786
/2
$1,500,000 Sold Apr 29, 2026

11821 Waterstone Loop Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 3,447 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $435/SF
- 7 Days On Market
Current Estimated Value $1,519,409

Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

11821 Waterstone Loop Dr, Windermere, FL 34786

/2
Est $517,669 Not Listed For Sale

6054 Roseate Spoonbill Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
- Built 2011
6054 Roseate Spoonbill Dr, Windermere, FL 34786

Last Sold Summary
- 1% Above List Price
- $258/SF
- 26 Days On Market
- Last Sold Price $512,500
- Apr 30, 2025
Last Listing Agent Aline Oliveira META ONE REALTY GROUP LLC

Showing Results 81 - 120, Page 3 of 18

Florida Orange County Windermere 34786

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