Last Sold Price
4 beds7,069 sqft$319/sqft
10 Winthrop Hill, Weston, CT 06883

Description

Perched atop a picturesque hill, this stunning residence offers a perfect blend of classic elegance and modern functionality. With a thoughtfully designed open layout, abundant natural light, and a private approach, this home provides a warm and inviting atmosphere for everyday living and entertaining. The flexible floor plan caters to today's lifestyle, featuring dedicated spaces ideal for working from home or accommodating a first-floor guest suite. A grand two-story foyer welcomes you, setting...Perched atop a picturesque hill, this stunning residence offers a perfect blend of classic elegance and modern functionality. With a thoughtfully designed open layout, abundant natural light, and a private approach, this home provides a warm and inviting atmosphere for everyday living and entertaining. The flexible floor plan caters to today's lifestyle, featuring dedicated spaces ideal for working from home or accommodating a first-floor guest suite. A grand two-story foyer welcomes you, setting the tone for the spacious and airy interiors. Set on over 2 acres, there is available coverage for a pool. The unfinished basement offers an opportunity for expansion and customization. Lovingly maintained, this home is in move-in-ready condition. The new asphalt shingle roof, newer mechanicals, and Generac automatic generator make moving in for the summer easy. Experience the perfect combination of privacy and timeless appeal at 10 Winthrop Hills.
LISTING CLOSED: 05/16/2025 12:00 AM

  1. Listed by Meredith Cohen • Serhant Connecticut, LLC
    P: (718) 570-5254 C: (718) 570-5254 mer.westport@serhant.com

Property Details for 10 Winthrop Hill

Status
MLS #
24081138
Days on Market
7
Taxes
$33,796 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
2000
Lot Size
2.04 AC / 88,862 SF
Basement Description
Full, Unfinished, Interior Access, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
04-04-2025
Garages Number
3
Neighborhood
Lower Weston
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
Expected On Market Date
04-04-2025

Recent comparable sales

Median sold price

$2,000,000

Avg days on market

33

Sale-to-list ratio

100.2%

[Weston, CT]

9 comparable properties found

$1,900,000 | 275 Newtown Turnpike, Weston, CT 06883
1

$1,900,000

Sold 09/03/25

5
Bedrooms
7,166
Square Feet
2.26
Acres
$1,933,000 | 35 Hidden Spring Drive, Weston, CT 06883
2

$1,933,000

Sold 02/28/25

5
Bedrooms
7,025
Square Feet
3.56
Acres
$2,350,000 | 34 Michaels Way, Weston, CT 06883
3

$2,350,000

Sold 10/29/24

5
Bedrooms
7,291
Square Feet
2.14
Acres
$2,700,000 | 53 Singing Oaks Drive, Weston, CT 06883
4

$2,700,000

Sold 04/24/26

5
Bedrooms
7,560
Square Feet
2.3
Acres
$1,199,000 | 100 Newtown Turnpike, Weston, CT 06883
5

$1,199,000

Sold 01/02/25

4
Bedrooms
6,071
Square Feet
3.02
Acres
$2,000,000 | 4 Lyons Plain Road, Weston, CT 06883
6

$2,000,000

Sold 11/14/25

5
Bedrooms
7,222
Square Feet
2.03
Acres
$1,649,000 | 34 Pheasant Hill Road, Weston, CT 06883
7

$1,649,000

Sold 12/12/24

4
Bedrooms
6,213
Square Feet
2
Acres
a view of a house with a big yard
8

$2,400,000

Sold 06/12/26

5
Bedrooms
6,684
Square Feet
2.03
Acres
a front view of a building with a yard
9

$2,427,000

Sold 06/12/26

4
Bedrooms
8,707
Square Feet
2
Acres

Location

Listing Courtesy of Serhant Connecticut, LLC, Meredith Cohen

Sold By Higgins Group Bedford Square, Danna Rogers

Add your commute

Building Information for 10 Winthrop Hill

Stories-Year Built2000Building Size-Lot Size2.04 AC / 88,862 SF

Payment Calculator

$14,278 per month

30 year fixed, 6.55% Interest

Principal and Interest

$11,462

Property Taxes

$2,816

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 10 Winthrop Hill

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Lyons Plain, left on Davis Hill, left on Steephill, right on Treadwell, left on Greenfield, right on Winthrop Hills
  • Elementary School: Hurlbutt
  • Flood Zone: No
  • High School: Weston
  • Latitude: 41.228167
  • Longitude: -73.365262
  • Middle Jr High School: Weston
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $33,796
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Lighting, French Doors, Underground Sprinkler, Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Refrigerator, Washer, Dryer
  • Attic Description: Storage Space, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Open Floor Plan
  • Laundry Room Info: Upper Level
  • Laundry Room Location: second floor
  • Rooms Additional: Bonus Room, Exercise Room, Foyer, Laundry Room
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Breakfast Nook,Granite Counters,French Doors,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 4
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 14.0
Room 5
  • Listing Key: 308D40A408EC5B44E0631401100ACB1C
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Built-Ins,Fireplace,French Doors,Hardwood Floor
  • Room Length: 33.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 23.0
Room 6
  • Room Entry Order: 4
  • Room Features: Fireplace,French Doors,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 7
  • Room Entry Order: 5
  • Room Features: Half Bath
  • Room Level: Main
  • Room Type: Study
Room 8
  • Room Entry Order: 6
  • Room Features: Fireplace
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 18.0
Room 9
  • Listing Key: 308D40A408EC5B44E0631401100ACB1C
  • Room Entry Order: 7
  • Room Features: Fireplace
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 10.0
Room 10
  • Room Entry Order: 8
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 11
  • Room Entry Order: 9
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Property
Property and Assessments
  • Construction Description: Concrete
  • Exterior Siding: Shingle, Cedar, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2000
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 7069
Lot Information
  • Lot Description: Lightly Wooded, Dry, Sloping Lot, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 404948
  • Sq Ft Est Heated Above Grade: 7069.0
  • Sq Ft Total: 7069.0
  • Zoning: R
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Oil, 50 Gallon Tank
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 10 Winthrop Hill

DateEvent & SourcePriceAppreciation
May 16, 2025

Closed (Public Record)

Public Record #1558519061

$2,255,000

+3.6% / yr

Sep 16, 2013

Closed (Public Record)

Public Record #869142478

$1,500,000
Sep 16, 2013

Closed (Public Record)

Public Record #369142478

$1,500,000

-5.1% / yr

DateEvent & SourcePrice
05/16/2025

Closed (Public Record)

Public Record #1558519061

$2,255,000

+3.6% / yr

09/16/2013

Closed (Public Record)

Public Record #869142478

$1,500,000
09/16/2013

Closed (Public Record)

Public Record #369142478

$1,500,000

-5.1% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 10 Winthrop Hill

Taxable ValueLand$210,420Additions$1,229,550Total$1,439,970
Tax Record2025$34,415 ($2,868 / month)
Home Facts
Beds4Baths6Total Finished SqFt7,069 SqFtAbove Grade Finished SqFt7,069 SqFtUnfinished Basement SqFt3,508 SqFtStories2Lot Size88,862 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2016ZoningRCountyWESTERN CONNECTICUTAPNWSTN M:19 B:1 L:103

Schools near 10 Winthrop Hill

This home is within Weston School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Hurlbutt Elementary School
PublicPK to 2

Weston Intermediate School
Public3 to 5

Weston Middle School
Public6 to 8

Weston High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Weston
Weston
An inviting and peaceful town with lots of natural beauty. Home to just over 10,000 people, beautiful Weston delivers a bucolic atmosphere crisscrossed by woods, streams and rivers. Founded in 1787 as an agricultural community, a lack of railroad access buffered further commercial development....

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 10 Winthrop Hill, Weston, CT 06883
$2,255,000
4
7,069
88,862
$1,475,000
5
6,391
87,555
$360,000
120,661
$2,006,000
5
6,131
92,347
$1
5
7,697
96,703
$800,000
4
4,092
90,604

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Serhant Connecticut, LLC, Meredith Cohen

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.