If you love being close to all the incredible amenities Central Florida has to offer—but crave a peaceful retreat to call home—look no further than the Estates at Windermere, a hidden community just off the beaten path. Tucked behind the community gates, down a canopy of majestic oak-lined streets, you’ll find 2106 Ridgewind Way: a rare single-story gem offering 4 bedrooms and 3 baths. Set on a serene cul-de-sac, this home offers the perfect blend of connection and calm. Spend your Florida evenings strolling through the neighborhood, catching a lively game of pickleball, listening to the joyful sounds from the nearby playground—or simply relaxing on your expansive, private .77-acre property as the sun sets. Step inside and you’re immediately drawn to the sweeping views through the formal living room, out to the saltwater pool, and beyond to the lush, fenced backyard. Ideal for entertaining, the layout seamlessly blends formal and casual living. The chef’s kitchen is both elegant and functional, featuring rich wood cabinetry, granite countertops, stainless steel appliances including a propane range, a walk-in pantry, and a wine fridge. It opens to the spacious great room, anchored by a propane fireplace and surrounded by large windows framing serene landscape views. The right wing of the home features a versatile bedroom—currently styled as a home office—adjacent to a full bath with direct pool access, making it ideal for guests or multi-generational living. The generous primary suite offers gorgeous natural light, two custom closets, and a beautifully updated bath with soaking tub and light marble flooring. On the opposite side, two additional bedrooms with hardwood flooring share a full bathroom and are conveniently located near the laundry room with utility sink. Outdoor living is just as exceptional. Updated sliding glass doors open to the screened lanai with travertine pavers surrounding the heated saltwater pool. The fire pit offers the perfect setting for cozy winter nights or summer s’mores. The oversized three-car garage and extended driveway ensure ample space for guests and storage. The Estates at Windermere is an intimate community of just 67 homes, known for its active yet peaceful atmosphere. Ideally located near top-rated public and private schools, area hospitals, shopping, dining, and Orlando’s world-famous attractions—this home truly has it all. Additional highlights: New HVAC (2021), Roof (2017), Low HOA, Fiber optic internet available, Irrigation supplied by private well
Sold for $1,100,000
$1,100,000
2106 RIDGEWIND WAY, WINDERMERE, FL 34786
4beds
2,838sqft
Single Family Residence
Built in 1999
0.77 Acres Lot
$1,097,400 Zestimate®
$388/sqft
$5,031 Estimated rent
Home value
$1,097,400
$999,000 - $1.21M
$5,031/mo
Zestimate® history
Owner options
List your home for rent
$5,031/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,031/mo
Rent Zestimate®
Refinance and save
$8,088/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$8,088/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Propane fireplaceScreened lanaiSaltwater poolHome officeVersatile bedroomUpdated bathGranite countertops
Zillow last checked:
Listing updated:
Listed by:
Hilary Hall 407-902-9311,
COMPASS FLORIDA LLC 407-203-9441,
Nickolas Amburgey 407-864-7622,
COMPASS FLORIDA LLC
Bought with:
Kari Fleck, 3021351
THE REAL ESTATE COLLECTION LLC
Source: Stellar MLS,MLS#: O6314773
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Attic, Den/Library/Office, Dining Room, Living Room, Great Room, Utility Room
Primary bedroom
- Description: Room5
- Features: Walk-In Closet(s)
- Level: First
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 2
- Description: Room8
- Features: Built-in Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 3
- Description: Room9
- Features: Built-in Closet
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Primary bathroom
- Description: Room4
- Features: Dual Sinks, Tub with Separate Shower Stall, Water Closet/Priv Toilet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Dining room
- Description: Room2
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Great room
- Description: Room7
- Level: First
- Area: 418 Square Feet
- Dimensions: 22x19
Kitchen
- Description: Room6
- Features: Breakfast Bar, Pantry
- Level: First
- Area: 280 Square Feet
- Dimensions: 14x20
Living room
- Description: Room1
- Level: First
- Area: 154 Square Feet
- Dimensions: 11x14
Office
- Description: Room3
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 11x14
Heating
- Central, Heat Pump, Propane
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Marble, Tile, Travertine, Hardwood
- Doors: French Doors, Sliding Doors
- Windows: Blinds, Drapes, Shutters
- Has fireplace: Yes
- Fireplace features: Family Room, Gas
Interior area
- Total structure area: 4,184
- Total interior livable area: 2,838 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Oversized
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Patio, Screened
- Exterior features: Irrigation System, Lighting, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Salt Water, Screen Enclosure
- Fencing: Fenced
- Has view: Yes
- View description: Park/Greenbelt
Lot
- Size: 0.77 Acres
- Features: Cul-De-Sac, Oversized Lot, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees
Details
- Parcel number: 272312252000030
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Street Lights, Water Connected
Community & HOA
Community
- Features: Association Recreation - Owned, Deed Restrictions, Gated Community - No Guard, Golf Carts OK, Playground, Sidewalks, Tennis Court(s)
- Security: Gated Community, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: ESTATES AT WINDERMERE FIRST ADD
HOA
- Has HOA: Yes
- Amenities included: Gated, Playground, Recreation Facilities, Tennis Court(s)
- Services included: Common Area Taxes, Recreational Facilities
- HOA fee: $183 monthly
- HOA name: Top Notch Assn
- HOA phone: 407-644-4406
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $388/sqft
- Tax assessed value: $790,358
- Annual tax amount: $12,051
- Date on market: 6/12/2025
- Cumulative days on market: 103 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 8/7/2025 | Sold | $1,100,000-4.3%$388/sqft |
Source:  Stellar MLS #O6314773 Report a problem | ||
| 7/7/2025 | Pending sale | $1,149,000$405/sqft |
Source: Stellar MLS #O6314773 Report a problem | ||
| 6/26/2025 | Price change | $1,149,000-1.4%$405/sqft |
Source: Stellar MLS #O6314773 Report a problem | ||
| 6/12/2025 | Listed for sale | $1,165,000-1.3%$411/sqft |
Source: Stellar MLS #O6314773 Report a problem | ||
| 6/2/2025 | Listing removed | $1,180,000$416/sqft |
Source: Stellar MLS #O6290554 Report a problem | ||
| 5/23/2025 | Price change | $1,180,000-0.4%$416/sqft |
Source: Stellar MLS #O6290554 Report a problem | ||
| 5/6/2025 | Price change | $1,185,000-1.2%$418/sqft |
Source: Stellar MLS #O6290554 Report a problem | ||
| 4/23/2025 | Price change | $1,199,000-4%$422/sqft |
Source: Stellar MLS #O6290554 Report a problem | ||
| 3/16/2025 | Listed for sale | $1,249,000+125%$440/sqft |
Source: Stellar MLS #O6290554 Report a problem | ||
| 5/22/2013 | Sold | $555,000-0.7%$196/sqft |
Source: Agent Provided Report a problem | ||
| 3/12/2013 | Listed for sale | $559,000+67.4%$197/sqft |
Source: Lake Mary Realty Inc. Report a problem | ||
| 5/9/2001 | Sold | $334,000+340.1%$118/sqft |
Source: Public Record Report a problem | ||
| 2/26/1999 | Sold | $75,900$27/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,052 +7.3% | $767,572 +3% |
| 2023 | $11,232 +20.9% | $745,216 +30.7% |
| 2022 | $9,292 +9.8% | $569,983 +10% |
| 2021 | $8,464 +5.9% | $518,166 +6.9% |
| 2020 | $7,990 -2% | $484,579 -0.7% |
| 2019 | $8,157 +0.5% | $487,904 +1.8% |
| 2018 | $8,115 +0% | $479,305 +1.8% |
| 2017 | $8,115 +0.7% | $470,903 +2.1% |
| 2016 | $8,055 +0.1% | $461,442 +2% |
| 2015 | $8,044 +2.5% | $452,329 +5.2% |
| 2014 | $7,850 +26.9% | $429,861 +12.7% |
| 2013 | $6,186 +2.5% | $381,424 +4.6% |
| 2012 | $6,034 -0.9% | $364,488 -0.5% |
| 2011 | $6,089 +2.2% | $366,182 -12.9% |
| 2010 | $5,955 | $420,387 -2.8% |
| 2009 | -- | $432,622 -21.6% |
| 2008 | $5,525 +0.1% | $551,991 -4.6% |
| 2007 | $5,520 -6% | $578,853 +16.5% |
| 2006 | $5,872 +0.2% | $496,716 +24.3% |
| 2005 | $5,858 +4.4% | $399,578 +25.1% |
| 2004 | $5,609 0% | $319,468 +0.6% |
| 2003 | $5,610 +2.6% | $317,676 +3.5% |
| 2002 | $5,468 +16.9% | $306,800 +6.1% |
| 2001 | $4,678 +2.3% | $289,237 +15.4% |
| 2000 | $4,573 | $250,594 |
Find assessor info on the county website
Neighborhood: 34786
Nearby homes
- $1,065,0004 bd4 ba3k sqft2112 Ridgewind Way, Windermere, FL 34786Sold
- $1,176,0006 bd4 ba3.7k sqft2100 Ridgewind Way, Windermere, FL 34786Off Market
- $100-- bd-- ba-- sqftRidgewind Way, Windermere, FL 34786Off Market
- $1,006,7004 bd3 ba2.8k sqft2118 Ridgewind Way, Windermere, FL 34786Off Market
- $1,039,3005 bd4 ba3.1k sqft2105 Ridgewind Way, Windermere, FL 34786Off Market
- $1,250,0005 bd5 ba3.8k sqft2111 Ridgewind Way, Windermere, FL 34786Sold
- $1,432,3005 bd5 ba4.2k sqft2612 Coral Stone Ct, Windermere, FL 34786Off Market
- $1,150,0004 bd3 ba3k sqft2200 Ridgewind Way, Windermere, FL 34786Sold
Nearby schools
GreatSchools rating
- 10/10Lake Whitney Elementary SchoolGrades: PK-5Distance: 1.8 mi
- 8/10SunRidge Middle SchoolGrades: 6-8Distance: 2.9 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 2.8 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.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,097,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,097,400
- Florida
- Orange County
- Windermere
- 34786
- 2106 RIDGEWIND WAY
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Windermere Topics
