Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.
Minimum 1 year lease. Potential lease to buy with the right terms. Tenant is responsible for all utilities.
Sold for $880,000
$880,000
21 Deepwood Rd, Weston, CT 06883
5beds
4,336sqft
Single Family Residence
Built in 1979
2.14 Acres Lot
$1,219,400 Zestimate®
$203/sqft
$8,716 Estimated rent
Home value
$1,219,400
$1.16M - $1.28M
$8,716/mo
Zestimate® history
Owner options
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$8,716/mo
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$8,716/mo
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$4,960/mo
Est. payment
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$4,960/mo
Est. payment
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List your homeWhat's special
Zillow last checked:
Listing updated:
Source: Zillow Rentals
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard
Cooling
- Air Conditioner, Central Air
Appliances
- Included: Dryer, Washer
- Laundry: In Unit
Features
- Flooring: Hardwood
Interior area
- Total interior livable area: 4,336 sqft
Property
Parking
- Parking features: Attached, Garage
- Has attached garage: Yes
- Details: Contact manager
Features
- Patio & porch: Patio
Lot
- Size: 2.14 Acres
Details
- Additional structures: Garage(s)
- Parcel number: WSTNM16B2L26
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Cedar, Frame
Condition
- Year built: 1979
Community & HOA
Community
- Deposit fee: $9,000
Location
- Region: Weston
Financial & listing details
- Price per square foot: $203/sqft
- Tax assessed value: $728,210
- Annual tax amount: $17,404
- Date on market: 9/17/2026
- Date available: 09/17/2026
- Lease term: 1 Year
Price history
| Date | Event | Price |
|---|---|---|
| 10/7/2026 | Listing removed | $1,249,000$288/sqft |
Source: | ||
| 9/17/2026 | Listed for rent | $9,000$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/28/2026 | Listed for sale | $1,249,000-3.8%$288/sqft |
Source: | ||
| 8/27/2026 | Listing removed | $1,299,000$300/sqft |
Source: | ||
| 7/23/2026 | Price change | $1,299,000-2%$300/sqft |
Source: | ||
| 7/11/2026 | Listed for sale | $1,325,000+50.6%$306/sqft |
Source: | ||
| 3/2/2026 | Sold | $880,000+16.6%$203/sqft |
Source: Public Record Report a problem | ||
| 4/11/2005 | Sold | $755,000$174/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,404 +1.8% | $728,210 |
| 2024 | $17,091 +5.8% | $728,210 +49% |
| 2023 | $16,152 +0.3% | $488,570 |
| 2022 | $16,108 +0.1% | $488,570 |
| 2021 | $16,084 +1.7% | $488,570 |
| 2020 | $15,815 | $488,570 |
| 2019 | $15,815 +0.1% | $488,570 -9.1% |
| 2018 | $15,797 +1.7% | $537,500 |
| 2017 | $15,539 +1.2% | $537,500 |
| 2016 | $15,351 -0.4% | $537,500 |
| 2015 | $15,410 +1.5% | $537,500 |
| 2014 | $15,179 +3.6% | $537,500 -12.4% |
| 2013 | $14,654 -0.5% | $613,400 |
| 2012 | $14,734 +0.3% | $613,400 |
| 2011 | $14,685 +0.3% | $613,400 |
| 2010 | $14,636 +1.1% | $613,400 |
| 2009 | $14,482 +7.9% | $613,400 +9.9% |
| 2008 | $13,417 +2.8% | $557,900 |
| 2007 | $13,049 +2.8% | $557,900 |
| 2006 | $12,692 +3.2% | $557,900 |
| 2005 | $12,302 +8.9% | $557,900 |
| 2004 | $11,297 -4.7% | $557,900 +17.7% |
| 2003 | $11,853 +11.5% | $474,110 |
| 2001 | $10,630 +5.6% | $474,110 +0% |
| 2000 | $10,065 +13.2% | $474,100 +28.2% |
| 1997 | $8,892 | $369,740 |
Find assessor info on the county website
Neighborhood: 06883
Nearby homes
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Nearby schools
GreatSchools rating
- 10/10Weston Intermediate SchoolGrades: 3-5Distance: 2 mi
- 10/10Weston Middle SchoolGrades: 6-8Distance: 1.8 mi
- 10/10Weston High SchoolGrades: 9-12Distance: 1.9 mi
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,219,400
2% more
+$24,388
With Zillow Showcase(estimated)
$1,243,788
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,219,400
2% more
+$24,388
With Zillow Showcase(estimated)
$1,243,788
- Connecticut
- Fairfield County
- Weston
- 06883
- 21 Deepwood Rd