Sold
Last Sold Price
3 beds3.5 baths2,184 sqft$321/sqft
59 Winesap Rd, Stamford, CT 06903
Single FamilyProperty Type
1 acresLot Size
1963Year Built
$321/sq ftPrice per sq ft
Listing closed: 06/17/2022 08:00 AM

Recent comparable sales

Median sold price

$709,000

Avg days on market

40

Sale-to-list ratio

99.6%

Stamford, CT

9 comparable properties found

$820,000 | 5 Lakeside Drive, Stamford, CT 06903
1

$820,000

Sold 07/17/25

3
Bedrooms
2,316
Square Feet
0.84
Acres
$825,000 | 1441 High Ridge Road, Stamford, CT 06903
2

$825,000

Sold 09/09/25

3
Bedrooms
2,124
Square Feet
0.39
Acres
3

$622,500

Sold 07/07/26

3
Bedrooms
3.5
Bathrooms
2,007
Square Feet
0.23
Acres
4

$650,000

Sold 02/14/25

3
Bedrooms
3
Bathrooms
2,240
Square Feet
1.14
Acres
a living room with furniture and a large window
1/35
5

$695,000

Sold 09/27/24

3
Bedrooms
2,062
Square Feet
1.11
Acres
$675,000 | 3020 High Ridge Road, Stamford, CT 06903
6

$675,000

Sold 12/06/24

3
Bedrooms
1,814
Square Feet
1
Acres
$875,000 | 48 Trinity Pass, Stamford, CT 06903
7

$875,000

Sold 12/02/24

3
Bedrooms
1,931
Square Feet
1
Acres
8

$875,000

Sold 03/03/25

3
Bedrooms
2.5
Bathrooms
2,276
Square Feet
1.3
Acres
$709,000 | 397 Lakeside Drive, Stamford, CT 06903
9

$709,000

Sold 08/22/25

3
Bedrooms
2,413
Square Feet
1
Acres

Location

Add your commute

Payment Calculator

$4,545 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,558

Property Taxes

$987

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 59 Winesap Road

Property Details
Building Information
  • Stories: 1
  • Year Built: 1963
  • Lot Size: 1.00 AC / 43,560 SF

Property History for 59 Winesap Road

DateEvent & SourcePriceAppreciation
Jun 17, 2022

Closed (Public Record)

Public Record #1492680300

$700,000

+289.5% / yr

Jul 24, 2012

Closed (Public Record)

Public Record #335754060

$1

-97.5% / yr

Dec 2, 2008

Closed (Public Record)

Public Record #760086115

$666,000
DateEvent & SourcePrice
06/17/2022

Closed (Public Record)

Public Record #1492680300

$700,000

+289.5% / yr

07/24/2012

Closed (Public Record)

Public Record #335754060

$1

-97.5% / yr

12/02/2008

Closed (Public Record)

Public Record #760086115

$666,000

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

Public Records for 59 Winesap Road

Taxable ValueLand$255,450Additions$253,490Total$508,940
Tax Record2025$11,843 ($987 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,184 SqFtAbove Grade Finished SqFt2,184 SqFtUnfinished Basement SqFt1,512 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1963Year Renovated1963ZoningRA1CountyWESTERN CONNECTICUTAPNSTAM M:000 B:5257

Schools near 59 Winesap Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 8
Rating
School
Distance
Northeast School
PublicK to 5

Turn Of River School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

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.

Similar Homes

New listings in 06903

$1,150,000 | 240 Fishing Trail, Stamford, CT 06903
1/39

$1,150,000

5
Bedrooms
2,463
Square Feet
1
Acres
$1,250,000 | 337 Woodbine Road, Stamford, CT 06903
1/20
Open: 9/5 12:00PM - 02:00PM

$1,250,000

6
Bedrooms
3,421
Square Feet
1.12
Acres
$825,000 | 325 Den Road, Stamford, CT 06903
1/31

$825,000

3
Bedrooms
2,333
Square Feet
1.02
Acres
$1,785,000 | 115 Fairway Drive, Stamford, CT 06903
1/37

$1,785,000

4
Bedrooms
3,812
Square Feet
1.18
Acres
$1,585,000 | 297 Rock Rimmon Road, Stamford, CT 06903
1/38
Listed By Compass

$1,585,000

5
Bedrooms
4,022
Square Feet
1.82
Acres
an aerial view of a house with a swimming pool and garden view
1/30

$1,066,000

4
Bedrooms
2,527
Square Feet
1.58
Acres
front view of a house with a yard
1/40

$2,195,000

4
Bedrooms
3,137
Square Feet
1
Acres
a front view of a house with a garden
1/39

$2,699,999

5
Bedrooms
9,760
Square Feet
1.12
Acres
a front view of a house with a garden
1/35

$1,999,000

4
Bedrooms
4,600
Square Feet
1
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 59 Winesap Road, Stamford, CT 06903
$700,000
3
3.5
2,184
43,560
$762,500
4
2,780
43,560
$550,000
4
2,632
43,560
$1,225,000
4
4,972
43,560
4
2.5
2,184
43,560
$305,000
4
2.5
2,204
43,560

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.

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.