53 Macgregor Dr, Stamford, CT 06902
OFF MARKET

53 Macgregor Dr
Stamford, CT 06902

Westover
  • 3 Beds
  • 2.5 Baths
  • 2,945 sqft (on 1.01 acres)

$1,277,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $8,409/mo*
Refinance Your Home

$1,277,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $8,409/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,945 sqft
(on 1.01 acres)

Home Value

Trulia Estimate
$1.28M
Since last month
Increased$13K (+1.1%)
Since last year
Decreased$18K (-1.3%)
Since last sale
Increased$561K (+77.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +99% in the last 10 years
MonthEstimated value
2026
August 2026$1.29M
July 2026$1.27M
June 2026$1.3M
May 2026$1.32M
April 2026$1.33M
March 2026$1.31M
February 2026$1.26M
January 2026$1.24M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
133 Macgregor Drive, Stamford, CT
0.20
Single-Family Home
$980,000
09/02/25
3
2.5
2,970
42 Akbar Road, Stamford, CT
0.14
Single-Family Home
$975,000
08/14/26
4
3
2,642
36 Carriage Dr, Stamford, CT
0.41
Single-Family Home
$1,000,000
05/22/26
3
3
3,112
90 Akbar Rd, Stamford, CT
0.30
Single-Family Home
$880,000
02/10/26
4
3
2,233
172 Roxbury Road, Stamford, CT
0.28
Single-Family Home
$680,000
09/26/25
3
1.5
1,506
281 Roxbury Road, Stamford, CT
0.51
Single-Family Home
$990,000
05/05/26
3
2
2,444
45 Carriage Dr S, Stamford, CT
0.45
Single-Family Home
$1,260,000
07/13/26
4
2.5
2,893
50 Carriage Drive South, Stamford, CT
0.50
Single-Family Home
$1,150,000
08/28/25
4
2.5
2,781
244 Westwood Road, Stamford, CT
0.25
Single-Family Home
$845,000
04/17/26
4
2.5
1,852
1154 Stillwater Road, Stamford, CT
0.45
Single-Family Home
$795,000
02/24/26
3
2
2,062

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
35 Drum Hill Lane, Stamford, CT 06902
0.08
$1,243,800
4
2.5
2,486
Off Market
42 Akbar Road, Stamford, CT 06902
0.14
$975,000
4
3
2,642
Recently Sold
133 Macgregor Drive, Stamford, CT 06902
0.20
$1,039,200
3
2.5
2,970
Off Market
56 West Hill Lane, Stamford, CT 06902
0.21
$1,255,600
2
2.5
2,404
Off Market
677 West Hill Road, Stamford, CT 06902
0.20
$2,195,000
6
4.5
10,746
For Sale
7 Dancy Drive, Stamford, CT 06902
0.20
$1,384,100
4
3.5
3,238
Off Market
54 West Hill Lane, Stamford, CT 06902
0.23
$1,993,300
4
4
4,767
Off Market
124 Akbar Rd, Stamford, CT 06902
0.23
$1,609,100
4
2.5
3,462
Off Market
12 Alfred Lane, Stamford, CT 06902
0.24
$1,468,000
3
2.5
3,044
Off Market
106 Akbar Rd, Stamford, CT 06902
0.25
$1,186,900
3
2.5
2,427
Off Market
244 Westwood Road, Stamford, CT 06902
0.25
$845,000
4
2.5
1,852
Recently Sold
172 Roxbury Road, Stamford, CT 06902
0.28
$722,100
3
1.5
1,506
Off Market

Local Information

  • Map ViewExplore the area around 53 Macgregor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
1.01 acres
Living Area
2,945 sqft
Price/Sqft
$434
Parking
Garage

About this House

This single-family home is located at 53 Macgregor Dr, Stamford, CT. 53 Macgregor Dr is in the Westover neighborhood in Stamford, CT and in ZIP code 06902. This property has 3 bedrooms, 3 bathrooms and approximately 2,945 sqft of floor space. This property has a lot size of 1.01 acres and was built in 1961.
53 Macgregor Dr, Stamford, CT 06902 is a 3 bedroom, 3 bathroom, 2,945 sqft single-family home in Westover, built in 1961. It last sold for $725,000 on Feb 20, 2024. It is currently off market. The Trulia Estimate is $1,277,700, with a rent estimate of $7,614/month.

Home Details for 53 Macgregor Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Slate
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Community

Units in Building: 1

Lot Information

Lot Area: 1.01 acres

Price and Tax history

DateEventPrice
Feb 20, 2024
Source: N/A
Sold
$725,000

Market trends in Stamford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$679K
$48.83KMoM
Sale-to-List Price
102.7%
0.2%MoM
Price per sq ft
$403
$5MoM
Available listings
287
7MoM

Around this home

Neighborhood Overview

Westover
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Westover

At least 22 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 92 % Say it's dog friendly

  • 90 % Say there's wildlife

  • 89 % Say yards are well-kept

  • 83 % Say it's quiet

  • 81 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 59 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 42 % Say kids play outside

  • 32 % Say streets are well-lit

  • 25 % Say there are community events

  • 19 % Say there are sidewalks

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Julia
    "It’s pretty, close to everything and very livable. He proximity to the Merritt is fabulous and we also love walking to Mianus State Park. "
    1
    Flag
  • Steve B.
    "Quit neighborhood with traffic only from locals and service people."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 53 Macgregor Dr

  • What is 53 Macgregor Dr estimated to be worth?
    Trulia's estimated value for 53 Macgregor Dr in Stamford, CT is $1,277,700.
  • What is the price history for 53 Macgregor Dr?
    53 Macgregor Dr in Stamford, CT last sold for $725,000 in February 2024.
  • Is Stamford a buyer's or seller's market?
    Stamford is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Stamford?
    The median sale price in Stamford is $679K. That is up $48.83K from the prior month.
  • Does 53 Macgregor Dr have air conditioning?
    Yes, 53 Macgregor Dr in Stamford, CT has air conditioning.
  • Does 53 Macgregor Dr have laundry facilities?
    Yes, 53 Macgregor Dr in Stamford, CT has in-unit laundry.

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