21 Deepwood Rd Weston, CT 06883
Weston AreaEstimated payment $8,583/month
Highlights
- Sub-Zero Refrigerator
- Deck
- Attic
- Weston Intermediate School Rated A
- Contemporary Architecture
- 2 Fireplaces
About This Home
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.
Listing Agent
Real Broker CT Brokerage Phone: (607) 351-1527 License #RES.0832424 Listed on: 07/08/2026
Co-Listing Agent
Real Broker CT Brokerage Phone: (607) 351-1527 License #RES.0815183
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,404
Year Built
- Built in 1979
Lot Details
- 2.14 Acre Lot
- Home fronts a stream
Home Design
- Contemporary Architecture
- Block Foundation
- Frame Construction
- Asphalt Shingled Roof
- Vertical Siding
- Cedar Siding
Interior Spaces
- 2 Fireplaces
- Bonus Room
- Home Gym
- Pull Down Stairs to Attic
Kitchen
- Oven or Range
- Cooktop
- Sub-Zero Refrigerator
- Dishwasher
Bedrooms and Bathrooms
- 5 Bedrooms
- 3 Full Bathrooms
Laundry
- Laundry on lower level
- Dryer
- Washer
Finished Basement
- Heated Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Garage Access
Parking
- 2 Car Garage
- Parking Deck
Outdoor Features
- Balcony
- Deck
- Patio
Location
- Flood Zone Lot
Schools
- Hurlbutt Elementary School
- Weston Middle School
- Weston High School
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Oil
- Well
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 404619
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,404 | $728,210 | $192,920 | $535,290 |
| 2024 | $17,091 | $728,210 | $192,920 | $535,290 |
| 2023 | $16,152 | $488,570 | $192,920 | $295,650 |
| 2022 | $16,108 | $488,570 | $192,920 | $295,650 |
| 2021 | $16,084 | $488,570 | $192,920 | $295,650 |
| 2020 | $15,815 | $488,570 | $192,920 | $295,650 |
| 2019 | $15,815 | $488,570 | $192,920 | $295,650 |
| 2018 | $15,797 | $537,500 | $192,900 | $344,600 |
| 2017 | $15,539 | $537,500 | $192,900 | $344,600 |
| 2016 | $15,351 | $537,500 | $192,900 | $344,600 |
| 2015 | $15,459 | $537,500 | $192,900 | $344,600 |
| 2014 | $15,179 | $537,500 | $192,900 | $344,600 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/23/2026 07/23/26 | Price Changed | $1,299,000 | -2.0% | $229 / Sq Ft |
| 07/11/2026 07/11/26 | For Sale | $1,325,000 | -- | $234 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $880,000 | -- | |
| Warranty Deed | $755,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $296,900 | Balloon | |
| Previous Owner | $309,000 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $417,000 | No Value Available | |
| Previous Owner | $203,150 | No Value Available |
Source: SmartMLS
MLS Number: 24190123
APN: WSTN-000016-000002-000026
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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