Under contract-accepting backup offers. 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.
Pending
$1,460,000
2509 Ridgewind Way, Windermere, FL 34786
4beds
3,844sqft
Single Family Residence
Built in 1998
0.74 Acres Lot
$-- Zestimate®
$380/sqft
$220/mo HOA
What's special
- 40 days |
- 1,084 |
- 82 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Hilary Hall 407-902-9311,
COMPASS FLORIDA LLC 407-203-9441
Source: Stellar MLS,MLS#: O6402522
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Description: Room4
- Features: Walk-In Closet(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 14x18
Dining room
- Description: Room2
- Level: First
- Area: 182 Square Feet
- Dimensions: 13x14
Family room
- Level: First
- Area: 384 Square Feet
- Dimensions: 24x16
Kitchen
- Description: Room1
- Level: First
- Area: 182 Square Feet
- Dimensions: 13x14
Laundry
- Description: Room5
- Level: First
- Area: 154 Square Feet
- Dimensions: 11x14
Living room
- Description: Room3
- Level: First
- Area: 182 Square Feet
- Dimensions: 13x14
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
- Flooring: Carpet, Engineered Hardwood, Tile
- Doors: Sliding Doors
- Windows: Blinds, Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Outside, Wood Burning
Interior area
- Total structure area: 5,422
- Total interior livable area: 3,844 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Garage Faces Side
- Attached garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Rear Porch
- Exterior features: Irrigation System, Private Mailbox, Sidewalk
- Has private pool: Yes
- Pool features: Child Safety Fence, Heated, In Ground, Salt Water, Screen Enclosure, Solar Cover
Lot
- Size: 0.74 Acres
- Features: Oversized Lot, Sidewalk
Details
- Parcel number: 272301251900550
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Electric: Photovoltaics Seller Owned
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
Green energy
- Energy efficient items: Pool
- Energy generation: Solar
Community & HOA
Community
- Features: Playground, Tennis Court(s)
- Security: Closed Circuit Camera(s), Gated Community, Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: ESTATES AT WINDERMERE
HOA
- Has HOA: Yes
- Amenities included: Gated, Pickleball Court(s), Playground, Tennis Court(s)
- Services included: Private Road
- HOA fee: $220 monthly
- HOA name: Top Notch Managemet
- HOA phone: 407-644-4406
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $380/sqft
- Tax assessed value: $1,202,022
- Annual tax amount: $19,706
- Date on market: 5/7/2026
- Cumulative days on market: 40 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/6/2026 | Pending sale | $1,460,000$380/sqft |
Source:  Stellar MLS #O6402522 Report a problem | ||
| 5/7/2026 | Listed for sale | $1,460,000-5.5%$380/sqft |
Source: Stellar MLS #O6402522 Report a problem | ||
| 1/30/2026 | Listing removed | $1,545,000$402/sqft |
Source: Stellar MLS #O6354737 Report a problem | ||
| 12/1/2025 | Price change | $1,545,000-2.5%$402/sqft |
Source: Stellar MLS #O6354737 Report a problem | ||
| 11/6/2025 | Listed for sale | $1,585,000+11.2%$412/sqft |
Source: Stellar MLS #O6354737 Report a problem | ||
| 10/4/2023 | Sold | $1,425,000-8.4%$371/sqft |
Source: Stellar MLS #O6137121 Report a problem | ||
| 9/7/2023 | Pending sale | $1,555,000$405/sqft |
Source: Stellar MLS #O6137121 Report a problem | ||
| 8/26/2023 | Listed for sale | $1,555,000+199%$405/sqft |
Source: Stellar MLS #O6137121 Report a problem | ||
| 3/12/2010 | Sold | $520,000-6.1%$135/sqft |
Source: Stellar MLS #O4911090 Report a problem | ||
| 1/27/2005 | Sold | $554,000+889.3%$144/sqft |
Source: Public Record Report a problem | ||
| 6/26/1996 | Sold | $56,000$15/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $19,069 +141.4% | $1,202,022 +126.6% |
| 2023 | $7,900 +3.3% | $530,365 +3% |
| 2022 | $7,651 +1.3% | $514,917 +3% |
| 2021 | $7,550 +0.7% | $499,919 +1.4% |
| 2020 | $7,497 +1% | $493,017 +2.3% |
| 2019 | $7,425 +0.7% | $481,933 +1.9% |
| 2018 | $7,370 | $472,947 -11.8% |
| 2017 | $7,370 +1.2% | $536,170 +4.4% |
| 2016 | $7,282 +0.3% | $513,645 +0.3% |
| 2015 | $7,258 -3% | $512,184 +4.3% |
| 2014 | $7,479 +2.1% | $491,300 +11.6% |
| 2013 | $7,326 +0.7% | $440,356 +1.4% |
| 2012 | $7,274 -9% | $434,289 -0.2% |
| 2011 | $7,996 +12.4% | $435,059 +0.1% |
| 2010 | $7,115 | $434,591 -4.6% |
| 2009 | -- | $455,649 -21.7% |
| 2008 | $8,751 +1.2% | $581,982 -4.7% |
| 2007 | $8,647 -6.1% | $610,398 +16.8% |
| 2006 | $9,211 +4.2% | $522,646 +12.9% |
| 2005 | $8,837 +53.2% | $462,787 +31.7% |
| 2004 | $5,769 +0.2% | $351,266 +0.8% |
| 2003 | $5,757 +2.6% | $348,422 +5.5% |
| 2002 | $5,612 -1.1% | $330,278 +6.7% |
| 2001 | $5,676 +2.3% | $309,467 +3% |
| 2000 | $5,551 | $300,501 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 9/10Lake Whitney Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 8/10SunRidge Middle SchoolGrades: 6-8Distance: 2.9 mi
- 6/10West Orange High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Lake Whitney Elem
- Middle: SunRidge Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Windermere
- 34786
- 2509 Ridgewind Way
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Windermere Topics
