37 Overbrook Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$608,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,850 sqft (on 0.99 acres)

37 Overbrook Rd, Madison, CT 06443

Est. Refi. Payment $4,413/mo*
Refinance Your Home
Currently Off Market - Sold May 19, 2023 for $512,000

Home Value

Trulia Estimate
$609K
Since last month
Decreased$10K (-1.5%)
Since last year
Increased$5K (+0.8%)
Since last sale
Increased$100K (+19.5%)
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 +93% in the last 10 years
MonthEstimated value
2026
September 2026$612K
August 2026$621K
July 2026$621K
June 2026$633K
May 2026$638K
April 2026$628K
March 2026$616K
February 2026$608K
January 2026$603K
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
338 Opening Hill Road, Madison, CT
0.50
Single-Family Home
$628,000
10/24/25
4
2.5
1,792
370 Opening Hill Road, Madison, CT
0.47
Single-Family Home
$660,000
05/12/26
3
2.5
2,073
53 Summer Hill Road, Madison, CT
0.58
Single-Family Home
$460,000
09/02/26
4
2.5
2,024
286 Opening Hill Road, Madison, CT
0.57
Single-Family Home
$610,000
03/27/26
4
2.5
1,870
50 Overbrook Road, Madison, CT
0.10
Single-Family Home
$930,000
06/19/26
3
3
3,766
60 Winterhill Road, Madison, CT
0.50
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
21 Pierce Lane, Madison, CT
0.88
Single-Family Home
$539,000
08/07/26
3
1.5
1,666
40 Harkness Drive, Madison, CT
0.49
Single-Family Home
$735,000
07/02/26
4
2.5
2,657
86 Winterhill Road, Madison, CT
0.54
Single-Family Home
$703,500
09/30/25
4
2.5
2,330
33 Harkness Drive, Madison, CT
0.53
Single-Family Home
$770,000
02/18/26
4
2.5
2,797

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
40 Overbrook Road, Madison, CT 06443
0.06
$762,400
4
2.5
2,532
Off Market
50 Overbrook Road, Madison, CT 06443
0.10
$930,000
3
3
3,766
Recently Sold
81 Colonial Road, Madison, CT 06443
0.13
$747,800
4
2.5
1,986
Off Market
60 Colonial Road, Madison, CT 06443
0.22
$1,342,700
4
3.5
3,472
Off Market
62 Granby Drive, Madison, CT 06443
0.29
$699,200
3
2.5
2,026
Off Market
70 High Hill Circle, Madison, CT 06443
0.32
$1,325,000
5
4.5
4,760
Recently Sold
65 Granby Drive, Madison, CT 06443
0.33
$629,300
4
2.5
2,280
Off Market
76 High Hill Circle, Madison, CT 06443
0.36
$1,675,000
5
4.5
5,575
Recently Sold
43 Colonial Road, Madison, CT 06443
0.31
$734,300
4
2.5
2,506
Off Market
23 Paper Mill Drive, Madison, CT 06443
0.31
$752,700
5
2.5
2,323
Off Market
16 Dogwood Lane, Madison, CT 06443
0.37
$956,800
3
3.5
2,574
Off Market
61 High Hill Circle, Madison, CT 06443
0.43
$1,684,900
7
6
6,300
Off Market

Local Information

  • Map ViewExplore the area around 37 Overbrook Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
0.99 acre lot
1,850 sqft
$329/sqft

About this House

Cute as a button, this cape has been updated with new kitchen, stainless appliances, granite and wet bar. First floor master, new central air, windows and doors. Private, level rear yard. Lots of charm and functionality.
37 Overbrook Rd, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,850 sqft single-family home built in 1964. It last sold for $512,000 on May 19, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $608,800, with a rent estimate of $3,485/month.

Home Details for 37 Overbrook Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 0.99 acres

Price and Tax history

DateEventPrice
May 19, 2023
Source: Smart MLS #170558564
Sold
$512,000
May 19, 2023
Source: Smart MLS #170558564
Contingent
$499,900
Mar 30, 2023
Source: Smart MLS #170558564
Listed For Sale
$499,900
Mar 28, 2013
Source: Smart MLS #M9136213
Sold
$330,000
Oct 14, 2012
Source: Agent Provided
PriceChange
$350,000
Price decreased by 10%

Market trends in Madison

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$716K
$6.67KMoM
Sale-to-List Price
101.8%
0.2%MoM
Price per sq ft
$337
$3MoM
Available listings
59
4MoM

Around this home

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 12 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
    Flag
  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
    Flag
  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
    Flag
  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
    Flag
  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
    Flag
  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 37 Overbrook Rd

  • What is 37 Overbrook Rd estimated to be worth?
    Trulia's estimated value for 37 Overbrook Rd in Madison, CT is $608,800.
  • What is the price history for 37 Overbrook Rd?
    37 Overbrook Rd in Madison, CT last sold for $512,000 in May 2023.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $716K. That is up $6.67K from the prior month.
  • How big is the lot at 37 Overbrook Rd?
    The lot at 37 Overbrook Rd in Madison, CT is about 0.99 acres (43,124 sq ft).

Explore by feature - Pet Friendly

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