NOT LISTED FOR SALE

53 Singing Oaks Dr Weston, CT 06883

Weston Area

Estimated Value: $2,641,620

5 Beds
6.5 Baths
7,560 Sq Ft
$349/Sq Ft Est. Value

Sale Details

Date Sold: April 24, 2026

Last sale price $2,700,000 $357 Per Sq Ft

Est. 2% decrease in value since last sale

Current estimated payment $16,913 / mo

7 Days on Market

Highlights

  • Heated In Ground Pool
  • Colonial Architecture
  • 3 Fireplaces
  • Waterfront
  • Attic
  • Balcony

About This Home

As of April 2026

Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods. SEE REMARKS *BEST & FINAL OFFERS DUE MONDAY(3/23) BY 10AM* *See full improvements list in supplements*

Last Agent to Sell the Property

Brian Christy

William Raveis Real Estate Brokerage Phone: (203) 455-1223 License #RES.0810131 Listed on: 03/16/2026

William Raveis Real Estate

Last Buyer's Agent

Mikhail Faifman

William Raveis Real Estate License #REB.0792137

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $29,723

Year Built

  • Built in 1994

Lot Details

  • 2.3 Acre Lot
  • Waterfront
  • Sprinkler System

HOA Fees

  • $42 Monthly HOA Fees

Parking

  • 3 Car Garage

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Wood Siding
  • Clap Board Siding

Interior Spaces

  • 3 Fireplaces
  • Walkup Attic

Kitchen

  • Built-In Oven
  • Cooktop
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Partially Finished Basement

  • Heated Basement
  • Basement Fills Entire Space Under The House

Pool

  • Heated In Ground Pool
  • Gunite Pool

Outdoor Features

  • Balcony
  • Patio

Location

  • Property is near golf course and shops

Schools

  • Hurlbutt Elementary School
  • Weston High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Hydro-Air Heating System
  • Underground Utilities
  • Power Generator
  • Well
  • Fuel Tank Located in Basement

Community Details

  • Association fees include grounds maintenance
  • Singing Oaks Subdivision

Listing and Financial Details

  • Assessor Parcel Number 403799

Home Details

Home Type

Single Family

Est. Annual Taxes

$29,723

Year Built

Built in 1994

Lot Details

2.3 Acres

HOA Fees

$42 per month

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 5521
  • Sq Ft Est Heated Below Grade: 2039
  • Total Sq Ft: 7560
  • Year Built: 1994
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Lake, Library, Medical Facilities, Playground/Tot Lot, Shopping/Mall
  • Remarks Public Addendum: *BEST & FINAL OFFERS DUE MONDAY(3/23) BY 10AM* *See full improvements list in supplements*
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Directions: 53 Singing Oaks Drive
  • Financing Used: Withheld
  • Spec Assoc Asses: No
  • Street Type: Drive
  • Office Attribution Contact: (203) 255-6841
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Walk-up
  • Basement Description: Full, Heated, Partially Finished
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Info: Main Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Balcony, Underground Utilities, Underground Sprinkler, Patio
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Pond Beach Rights
  • Swimming Pool: Yes
  • Pool: Gunite, Heated, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air, Hydro Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Upright Tank
  • Water Source: Private Well
  • Sewer: Septic

Condo/Co-op/Association

  • Association Fee Includes: Grounds Maintenance
  • HOA Fees: 500
  • HOA Fee Frequency: Annually

Green Features

  • Energy Features: Generator

Lot Info

  • Acres: 2.3
  • Lot Description: Corner Lot In Subdivision
  • Zoning: R
  • Parcel #: 403799

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 29723

MLS Schools

  • Elementary School: Hurlbutt
  • High School: Weston

Ownership 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 Name Owned For Owner Type

Purchase Details

Listed on
Mar 16, 2026
Closed on
Apr 17, 2026
Sold by
Bought by
Seller's Agent
Brian Christy
William Raveis Real Estate
Buyer's Agent
Mikhail Faifman
William Raveis Real Estate
List Price
$2,495,000
Sold Price
$2,700,000
Premium/Discount to List
$205,000
8.22%
Views
21
Current Estimated Value
$2,641,620

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$58,380
Avg. Annual Appreciation
-8.37%

Purchase Details

Listed on
Oct 18, 2022
Closed on
Mar 31, 2023
Sold by
Bought by
Seller's Agent
Georgia Wasserman
Coldwell Banker Realty
Buyer's Agent
Brian Christy
William Raveis Real Estate
List Price
$1,400,000
Sold Price
$1,300,000
Premium/Discount to List
-$100,000
-7.14%
Views
60

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
26.98%
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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 Buyer Sale Price Title Company
$2,700,000 --
$1,300,000 None Available
Source: Public Records

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 Borrower Loan Amount
Previous Owner $800,000
Previous Owner $800,000
Source: Public Records

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 Prior Sale
04/24/2026 04/24/26 Sold $2,700,000 +8.2% $357 / Sq Ft
03/27/2026 03/27/26 Pending -- -- --
03/19/2026 03/19/26 For Sale $2,495,000 +91.9% $330 / Sq Ft
04/03/2023 04/03/23 Sold $1,300,000 -7.1% $172 / Sq Ft View Prior Sale
03/11/2023 03/11/23 Pending -- -- --
01/19/2023 01/19/23 For Sale $1,400,000 +7.7% $185 / Sq Ft
01/13/2023 01/13/23 Off Market $1,300,000 -- --
12/12/2022 12/12/22 Price Changed $1,400,000 -6.6% $185 / Sq Ft
10/18/2022 10/18/22 For Sale $1,499,000 -- $198 / Sq Ft
Source: SmartMLS

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 $29,723 $1,243,620 $244,300 $999,320
2024 $29,188 $1,243,620 $244,300 $999,320
2023 $32,569 $985,160 $244,300 $740,860
2022 $32,481 $985,160 $244,300 $740,860
2021 $32,431 $985,160 $244,300 $740,860
2020 $31,890 $985,160 $244,300 $740,860
2019 $31,890 $985,160 $244,300 $740,860
2018 $30,339 $1,032,300 $273,000 $759,300
2017 $29,844 $1,032,300 $273,000 $759,300
2016 $29,482 $1,032,300 $273,000 $759,300
2015 $29,596 $1,032,300 $273,000 $759,300
2014 $29,152 $1,032,300 $273,000 $759,300
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24158906

SmartMLS

APN: WSTN-000010-000001-000102

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