108 Macgregor Dr, Stamford, CT 06902
OFF MARKET

$1,072,200

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,752 sqft (on 1 acre)

108 Macgregor Dr, Stamford, CT 06902

Westover
Est. Refi. Payment $7,109/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.07M
Since last month
Increased$17K (+1.6%)
Since last year
Increased$57K (+5.6%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$1.07M
August 2026$1.07M
July 2026$1.06M
June 2026$1.08M
May 2026$1.09M
April 2026$1.06M
March 2026$1.05M
February 2026$1.01M
January 2026$993K
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
42 Akbar Road, Stamford, CT
0.12
Single-Family Home
$975,000
08/14/26
4
3
2,642
90 Akbar Rd, Stamford, CT
0.21
Single-Family Home
$880,000
02/10/26
4
3
2,233
45 Carriage Dr S, Stamford, CT
0.39
Single-Family Home
$1,260,000
07/13/26
4
2.5
2,893
36 Carriage Dr, Stamford, CT
0.36
Single-Family Home
$1,000,000
05/22/26
3
3
3,112
702 Westover Road, Stamford, CT
0.51
Single-Family Home
$1,412,000
06/29/26
4
2.5
3,309
656 Westover Rd, Stamford, CT
0.62
Single-Family Home
$1,196,000
09/24/25
4
2.5
3,193
75 Westwood Road, Stamford, CT
0.63
Single-Family Home
$820,000
07/07/26
4
2.5
2,496
244 Westwood Road, Stamford, CT
0.39
Single-Family Home
$845,000
04/17/26
4
2.5
1,852
59 Westwood Road, Stamford, CT
0.63
Single-Family Home
$1,019,000
05/27/26
4
3
2,452
887 Westover Road, Stamford, CT
0.35
Single-Family Home
$875,000
12/31/25
5
4.5
3,530

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
124 Akbar Rd, Stamford, CT 06902
0.08
$1,630,400
4
2.5
3,462
Off Market
133 Macgregor Drive, Stamford, CT 06902
0.09
$1,054,900
3
2.5
2,970
Off Market
106 Akbar Rd, Stamford, CT 06902
0.13
$1,208,100
3
2.5
2,427
Off Market
42 Akbar Road, Stamford, CT 06902
0.12
$975,000
4
3
2,642
Recently Sold
159 Long Close Road, Stamford, CT 06902
0.17
$2,300,000
7
7.5
6,457
Recently Sold
12 Alfred Lane, Stamford, CT 06902
0.16
$1,490,300
3
2.5
3,044
Off Market
129 Long Close Rd, Stamford, CT 06902
0.19
$3,073,900
5
5.5
5,271
Off Market
177 Long Close Road, Stamford, CT 06902
0.22
$3,125,000
6
7.5
8,543
Recently Sold
194 Long Close Road, Stamford, CT 06902
0.23
$2,592,200
5
4.5
10,139
Off Market
35 Drum Hill Lane, Stamford, CT 06902
0.18
$1,260,100
4
2.5
2,486
Off Market
75 Carriage Dr, Stamford, CT 06902
0.28
$1,683,400
4
3
3,740
Off Market
57 Nathan Hale Drive, Stamford, CT 06902
0.30
$2,893,000
4
4
4,555
Off Market

Local Information

  • Map ViewExplore the area around 108 Macgregor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
1 acre
Living Area
2,752 sqft
Price/Sqft
$390
Parking
Garage

About this House

This single-family home is located at 108 Macgregor Dr, Stamford, CT. 108 Macgregor Dr is in the Westover neighborhood in Stamford, CT and in ZIP code 06902. This property has 4 bedrooms, 3 bathrooms and approximately 2,752 sqft of floor space. This property has a lot size of 1 acre and was built in 1965.
108 Macgregor Dr, Stamford, CT 06902 is a 4 bedroom, 3 bathroom, 2,752 sqft single-family home in Westover, built in 1965. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,072,200, with a rent estimate of $6,154/month.

Home Details for 108 Macgregor Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

YearProperty taxTax assessment
2025
$13,419
$574,430
Home facts updated by county records

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 108 Macgregor Dr

  • What is 108 Macgregor Dr estimated to be worth?
    Trulia's estimated value for 108 Macgregor Dr in Stamford, CT is $1,072,200.
  • 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.
  • What do residents say about the Westover neighborhood?
    Residents describe the Westover neighborhood in Stamford, CT as dog-friendly, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Westover, Stamford.
  • How big is the lot at 108 Macgregor Dr?
    The lot at 108 Macgregor Dr in Stamford, CT is about 1 acre.
  • Does 108 Macgregor Dr have a garage?
    Yes, 108 Macgregor Dr in Stamford, CT has a garage.

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