2509 Ridgewind Way, Windermere, FL 34786

Sold on Jul 2026

$1,400,000

•

3,844

sq ft

2509 Ridgewind Way, Windermere, FL 34786

Track this home’s value and nearby sales activity

About this home

Welcome to 2509 Ridgewind Way, a timeless Southern estate tucked inside the gates of The Estates at Windermere—one of Windermere’s most beloved communities known for its oak-lined streets, oversized lots, and quiet charm. Set on a rare . 75-acre homesite, this beautifully updated residence blends classic architecture with the functionality today’s buyers are searching for. A wraparound front porch, copper lanterns, and mature oaks create an immediate sense of arrival, while inside, nearly 3,900 square feet unfold with warmth, light, and thoughtful design. At the center of the home, the renovated kitchen was made for gathering—featuring an oversized island, built-in banquette seating, premium appliances, and seamless flow into both formal and casual living spaces. The floor plan lives exceptionally well with 4 bedrooms, 3.5 baths, TWO bonus rooms, TWO primary suites, a private office, custom drop zone, extensive storage, and a dream laundry room rarely found at this price point. The main-level primary suite offers a true retreat with porch access, a spa-inspired bath, clawfoot soaking tub, oversized walk-in shower, and custom boutique-style closet built-ins. Upstairs, spacious secondary bedrooms and flexible bonus spaces create endless options for media, fitness, play, or guests. Outside, the experience becomes resort-like. A screen-enclosed, solar-heated lagoon pool with waterfall feature is surrounded by lush, mature landscaping, while the expansive lanai was designed for entertaining—with a wood-burning fireplace, mounted TVs, built-in bar, and kegerator beneath glowing café lights. Mature mango and lemon trees complete the setting, while a private well keeps the landscaping green year-round. Additional highlights include a paver driveway, oversized three-car garage with epoxy floors and custom storage, EV charger, newer HVAC (2023), water heater (2022), and roof (2017). Residents of The Estates at Windermere enjoy a rare combination of privacy and community, with just 67 homes, plus tennis, pickleball, playground, and a location minutes from top-rated public and private schools, dining, shopping, major highways, and Orlando’s premier attractions.

Single-familyProperty Type

1998Year Built

0.74 acresLot Size

$364Price/Sq.Ft.

$219/moHOA Dues

3 car garageParking

Listed by Hilary Hall • COMPASS FLORIDA LLC

Contact: 407-203-9441

Bought with Kimberly Beach Byerly • THE REAL ESTATE COLLECTION LLC

Bought with Erica Sadelfeld • THE REAL ESTATE COLLECTION LLC

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6402522

Redfin Estimate

$1,486,643

$87K since sold in July 2026$17K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.9% higher than the average sale price ($1.13M) of 6 comparable homes.

SOLD JUL 20, 2026
$1,115,000
A
4 beds4 baths3,387 sq ft
2428 Butler Bay Dr N, Windermere, FL 34786
SOLD JUN 29, 2026
$1,210,000
B
5 beds3.5 baths3,934 sq ft
1849 Watermere Ln, Windermere, FL 34786
SOLD JUL 13, 2026
$1,245,000
C
6 beds3.5 baths3,364 sq ft
2219 Ridgewind Way, Windermere, FL 34786
SOLD AUG 13, 2026
$960,000
D
4 beds3 baths2,743 sq ft
2125 Kane Park Way, Windermere, FL 34786
SOLD DEC 15, 2025
$860,000
E
4 beds3 baths2,716 sq ft
3101 Shadow Pond Ter, Winter Garden, FL 34787
SOLD JUL 13, 2026
$1,375,000
F
4 beds3.5 baths3,660 sq ft
1125 Kelso Blvd, Windermere, FL 34786

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Market trends in 34786, FL

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.4%

0.2% MoM

Median sale price

$832K

$72K MoM

Avg. days on market

33d

0 days MoM

Recently sold homes

212

25 MoM

New listings for sale

OPEN SUN, 12PM TO 1PM
$550,000
5 beds3.5 baths2,268 sq ft
9021 Via DI Canti, Windermere, FL 34786
NEW 16 HRS AGO
$1,187,000
4 beds3.5 baths2,665 sq ft
12989 Westside Village Loop, Windermere, FL 34786
3D WALKTHROUGH
$320,000
3 beds2 baths1,442 sq ft
8168 Boat Hook Loop #303, Windermere, FL 34786
$529,000
3 beds2 baths2,085 sq ft
4844 Flint Rd, Windermere, FL 34786
$410,000
3 beds2.5 baths1,526 sq ft
8641 Brookvale Dr, Windermere, FL 34786
$3,700,000
5 beds6.5 baths5,362 sq ft
4302 Isabella Cir, Windermere, FL 34786
$880,000
4 beds2.5 baths2,648 sq ft
6309 Earthgold Dr, Windermere, FL 34786
$870,000
4 beds3 baths3,746 sq ft
9043 Horizon Pointe Trl, Windermere, FL 34786
OPEN SAT, 11AM TO 2PM
$445,000
3 beds2.5 baths1,727 sq ft
11734 Water Run Aly, Windermere, FL 34786
3D WALKTHROUGH
$354,900
2 beds2.5 baths1,412 sq ft
7430 Bentonshire Ave, Windermere, FL 34786
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Rental estimate

Est. $4,605 per month, based on comparable rentals

Sale and tax history for 2509 Ridgewind Way

Sale History
Tax History

Date

Event

Price

Public Records

Jul 13, 2026

Sold

$1,390,000

$362/sq ft

Stellar MLS as Distributed by MLS Grid #O6402522

Jul 9, 2026

Sold

$1,400,000

$364/sq ft

Jun 6, 2026

Pending

—

May 7, 2026

Listed

$1,460,000

$380/sq ft

Stellar MLS as Distributed by MLS Grid #O6354737

Jan 30, 2026

Listing Removed

—

Dec 1, 2025

Price Changed

Nov 6, 2025

Listed

Stellar MLS as Distributed by MLS Grid #O6137121

Oct 4, 2023

Sold

$1,425,000

$371/sq ft

Sep 6, 2023

Pending

—

Aug 25, 2023

Listed

$1,555,000

$405/sq ft

A spectacularly UPDATED custom estate awaits in the quiet, coveted neighborhood of Estates at Windermere. Positioned on just under an acre, this meticulously maintained home has been completely renovated with modern finishes and thoughtfully designed additions. Nestled inside of this beautiful, gated community, known for spacious lots, is where you will find this hidden gem. Unwind at the end of the day in this peaceful retreat with loads of privacy. Traditional southern architecture welcomes with a breathtaking two-story elevation. An inviting front porch spans the entire front of the home offering numerous outdoor seating options. The floor plan features a main floor primary suite and upstairs you will find 3 additional bedrooms plus a bonus room. A beautifully renovated gourmet kitchen showcases a huge island, high end appliances, loads of natural light and built in seating is ideal for the central hub of the home. Custom built drop zone is ideally positioned at the garage entrance with functional storage. This laundry room has tons of cabinets, storage options, a folding or craft table and a large sink. This will be the envy of many! Outdoor entertaining options abound with an outdoor living room featuring a wood burning fireplace, 2 televisions, festival lighting, 5 ceiling fans and a spacious dining area all under a roof. There is even a built-in bar with a tap and refrigeration for your favorite keg - an entertainer's dream. The sounds of a peaceful waterfall fountain cascades into the serene lagoon style pool. This space features a screened enclosure to ensure get maximum use around the clock and all year long. The amazing pool area overlooks the expansive back yard centered by a giant oak tree offering tons of shade and room for rope swings. The large winding paver driveway offers extra parking options for guests or family members. A fabulous organization system in the spacious 3 car garage has great built in cabinets, bike holders, and beautiful finished floors. Through the garage is access to a 2nd floor bonus room - perfect for a quiet office or playroom. New roof, ac, and hot water heater. This is a perfect family home is even more beautiful in person. Schedule your showing today.

Public Records

Mar 16, 2010

Sold

$520,000

$135/sq ft

Stellar MLS as Distributed by MLS Grid #O4911090

May 1, 2009

Listed

$156/sq ft

Stellar MLS as Distributed by MLS Grid #O4839677

Apr 1, 2008

Listed

Public Records

Jan 27, 2005

Sold

$554,000

$144/sq ft

Stellar MLS as Distributed by MLS Grid #O4583858

Oct 12, 2004

Listed

$147/sq ft

Stellar MLS as Distributed by MLS Grid #O4564839

Oct 10, 2004

Listing Removed

—

Jun 25, 2004

Listed

Public Records

Jun 24, 1996

Sold

$56,000

$15/sq ft

** Price available after signing in.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.74 Acres

Year renovated

2020

Sq. Ft.

3,844

Year built

1998

Style

Single Family Residential

County

Orange County

APN

272301251900550

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

P-D

Planned Development District

To provide for planned residential communities, containing a variety of residential structures and diversity of building arrangements, with complementary and compatible commercial or industrial uses or both; planned commercial centers with complementary and compatible residential or industrial uses or both; planned tourist commercial centers with complementary and compatible uses which may include tourist attractions, theme parks, residential and light storage; or planned industrial parks with complementary and compatible residential or commercial uses or both; and public and quasipublic facilities developed in accordance with an approved development plan; To allow diversification of uses, structures, and open spaces in a manner compatible with existing and permitted land uses on abutting properties; To reduce improvement and energy costs through a more efficient use of land design and smaller networks of utilities and streets than is possible through application of other zoning districts and subdivision requirements; To ensure that development will occur according to limitations of use, design, density, coverage and phasing stipulated on an approved development plan; To preserve the natural amenities and environmental assets of the land by encouraging the preservation and improvement of scenic and functional open areas; To encourage an increase in the amount and use of open space areas by permitting a more economical and concentrated use of building areas than would be possible through conventional zoning districts; To provide maximum opportunity for application of innovative concepts of site planning in the creation of aesthetically pleasing living, shopping and working environments on properties of adequate size, shape and location; The P-D district is a flexible zoning district which is intended to provide an appropriate balance between the intensity of development and the ability to provide adequate capacity within the support services and facilities.

Permitted uses

Include but are not limited to:

No uses permitted by right

Property details

Parking

Parking Information
Parking Features: Garage Faces Side
Garage Spaces: 3
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
# of Rooms: 6

Fireplace Information
Has Fireplace
Fireplace Features: Family Room, Wood Burning

Heating & Cooling
Heating Information: Heat Pump
Cooling Information: Central Air

Interior Features
Interior Features: Solid Wood Cabinets, Stone Counters, Walk-in Closet(s), Window Treatments
Window Features: Blinds, Drapes, Rods, Shades, Shutters
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Flooring: Carpet, Hardwood, Tile

Exterior

Building Information
Construction Materials: Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Front Porch, Rear Porch
Exterior Features: Private Mailbox, Sidewalk, Sliding Doors

Pool Information
Has Private Pool
Pool Features: Child Safety Fence, Heated, In Ground, Salt Water, Screen Enclosure, Solar Cover

Property Features
Universal Property Id: US-12095-N-272301251900550-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Other Equipment: Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: P-D

Land Information
Total Acreage: 1/2 to less than 1

Lot Information
Lot Features: Oversized Lot, Sidewalk, Paved
Lot Size Acres: 0.75
Road Surface Type: Asphalt
Road Responsibility: Private Maintained Road
Lot Size Square Meters: 3015

Building Information
MFR_BuildingAreaTotalSrchSqM: 503.72

Financial

Tax Information
Tax Annual Amount: $19,706
Tax Year: 2025

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: Cable Available, Electricity Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Underground Utilities, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $2,635.20
Total Monthly Fees: $219.60

Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished

HOA Information
Association Name: Top Notch Managemet
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 219.60
Association Amenities: Gated, Pickleball Court(s), Playground, Tennis Court(s)
Association Fee: $658.80
Association Fee Frequency: Quarterly
Association Fee Includes: Private Road

School Information
Elementary School: Lake Whitney Elem
Middle Or Junior High School: SunRidge Middle
High School: West Orange High

Location Information
Directions: Enter gate and take immediate right - home is on the right-hand side.

Community Information
Community Features: Playground, Tennis Court(s), Street Lights
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 3,844
Stories: 2.0
Lot Size: 0.74 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: 2020
County: Orange County
APN: 272301251900550

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-203-9441
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 30
Status Contractual Search Date: 2026-07-09

Listing Price Information
Calculated List Price By Calculated Sq Ft: 379.81

Green Information
Green Verification Count: 0
Direction Faces: West
Green Energy Generation: Solar
Green Energy Efficient: Pool

Home Information
Living Area: 3844
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 357.12
Building Area Total: 5422
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Stories Total: 2
Levels: Two
Security Features: Closed Circuit Camera(s), Gated Community, Security System, Smoke Detector(s)

Around this home

Schools

Lake Whitney Elementary School

Public PreK-5 • Assigned • 1.6mi

10/10

SunRidge Middle School

Public 6-8 • Assigned • 2.9mi

8/10

West Orange High School

Public 9-12 • Assigned • 2.2mi

7/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 22 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Windermere, FL • 34786

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

97/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.9 hrs

7.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.41M – $1.71M

Reach more buyers when you sell with Redfin. Plus, you'll save $14,866 in fees.

Nearby similar homes

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New listings for sale in 34786

OPEN SUN, 12PM TO 1PM

$550,000

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NEW 16 HRS AGO

$1,187,000

4 beds3.5 baths2,665 sq ft

12989 Westside Village Loop, Windermere, FL 34786

3D WALKTHROUGH

$320,000

3 beds2 baths1,442 sq ft

8168 Boat Hook Loop #303, Windermere, FL 34786

$529,000

3 beds2 baths2,085 sq ft

4844 Flint Rd, Windermere, FL 34786

$410,000

3 beds2.5 baths1,526 sq ft

8641 Brookvale Dr, Windermere, FL 34786

$3,700,000

5 beds6.5 baths5,362 sq ft

4302 Isabella Cir, Windermere, FL 34786

$880,000

4 beds2.5 baths2,648 sq ft

6309 Earthgold Dr, Windermere, FL 34786

$870,000

4 beds3 baths3,746 sq ft

9043 Horizon Pointe Trl, Windermere, FL 34786

OPEN SAT, 11AM TO 2PM

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Home values near 2509 Ridgewind Way

Data from public records.

Address	Redfin Estimate
2534 Ridgewind Way, Windermere, FL 5 Beds \| 4 Baths \| 3302 Sq. Ft.	$1,220,918
2515 Ridgewind Way, Windermere, FL 5 Beds \| 4 Baths \| 3400 Sq. Ft.	$1,329,661

Address	Redfin Estimate
2528 Ridgewind Way, Windermere, FL 4 Beds \| 3 Baths \| 2989 Sq. Ft.	$1,010,026
2533 Ridgewind Way, Windermere, FL 4 Beds \| 3 Baths \| 2738 Sq. Ft.	$987,855

Address	Redfin Estimate
2504 Ridgewind Way, Windermere, FL 5 Beds \| 4.5 Baths \| 4089 Sq. Ft.	$1,324,875
2429 Ridgewind Way, Windermere, FL 5 Beds \| 3.5 Baths \| 3890 Sq. Ft.	$1,231,395

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2026. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 34786, FL

Homeowner tools

Sale and tax history for 2509 Ridgewind Way

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34786

Home values near 2509 Ridgewind Way

More real estate resources