37 Squires Road, Madison, CT 06443
OFF MARKET

$768,900

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,636 sqft (on 1.73 acres)

37 Squires Road, Madison, CT 06443

Est. Refi. Payment $5,430/mo*
Refinance Your Home
Currently Off Market - Sold May 24, 2024 for $710,000

Home Value

Trulia Estimate
$769K
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$500 (+0.1%)
Since last sale
Increased$61K (+8.5%)
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 +144% in the last 10 years
MonthEstimated value
2026
August 2026$771K
August 2026$769K
July 2026$772K
June 2026$780K
May 2026$770K
April 2026$760K
March 2026$749K
February 2026$735K
January 2026$744K
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
69 Squires Road, Madison, CT
0.18
Single-Family Home
$738,000
06/26/26
3
3
2,025
12 Rustic Lane, Madison, CT
0.12
Single-Family Home
$620,000
05/13/26
4
2
1,849
313 Bradley Corners Road, Madison, CT
0.20
Single-Family Home
$640,000
04/16/26
4
2
1,848
76 Squires Road, Madison, CT
0.24
Single-Family Home
$472,500
12/15/25
5
3
2,652
735 Opening Hill Road, Madison, CT
0.35
Single-Family Home
$664,600
01/30/26
4
2
2,028
187 Old Toll Rd. Road, Madison, CT
0.62
Single-Family Home
$600,000
06/26/26
3
2.5
3,184
18 Deepwood Drive, Madison, CT
0.51
Single-Family Home
$440,000
12/22/25
3
2
1,975
18 Saint Francis Woods Road, Madison, CT
0.75
Single-Family Home
$550,000
07/08/26
3
2.5
1,824
660 Opening Hill Road, Madison, CT
0.54
Single-Family Home
$490,000
06/25/26
4
2
1,688
45 Milano Pond Drive, Madison, CT
0.89
Single-Family Home
$795,000
07/15/26
3
2.5
1,908

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
12 Rustic Lane, Madison, CT 06443
0.12
$620,000
4
2
1,849
Recently Sold
57 Squires Road, Madison, CT 06443
0.15
$636,800
4
2.5
2,324
Off Market
313 Bradley Corners Road, Madison, CT 06443
0.20
$640,000
4
2
1,848
Recently Sold
4 Sheffield Lane, Madison, CT 06443
0.19
$762,700
4
2.5
2,312
Off Market
69 Squires Road, Madison, CT 06443
0.18
$738,000
3
3
2,025
Recently Sold
76 Squires Road, Madison, CT 06443
0.24
$472,500
5
3
2,652
Recently Sold
83 Squires Road, Madison, CT 06443
0.24
$646,200
3
1.5
2,200
Off Market
88 Hickory Lane, Madison, CT 06443
0.23
$1,441,400
4
4
5,780
Off Market
119 Squires Road, Madison, CT 06443
0.33
$657,800
4
2.5
1,624
Off Market
735 Opening Hill Road, Madison, CT 06443
0.35
$664,600
4
2
2,028
Recently Sold
739 Opening Hill Road, Madison, CT 06443
0.36
$401,800
2
3
1,192
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1970
1.73 acre lot
2,636 sqft
$292/sqft
2 Car Garage

About this House

Step Into Madison Luxury Living ~ 3 oversized Bedrooms, 3.5 Bath (2 ensuites)~ A Colonial Haven. Nestled on 1.73 acres in a private interior lot within a serene neighborhood, this renovated and expanded New Colonial embodies tranquility amidst nature's beauty. This immaculate home offers the epitome of comfort and flexibility. Red oak hardwood floors guide you through a space exuding warmth and timeless allure as you enter. The spacious open floor plan seamlessly merges the family room, kitchen, great room, office, and deck, providing ample relaxation, working, and entertaining space. Indulge in the expanded primary suite, a private haven for rejuvenation. Updates such as central air conditioning, a new kitchen with an oversized island, and refreshed bathrooms add a touch of modern elegance to the home's charm. Entertainment awaits on the large deck, front, back, and side yard, perfect for hosting gatherings. With a finished basement, accommodating guests becomes a breeze. Don't miss the opportunity to make this exquisitely private Colonial your own - where luxury living meets natural serenity! Nestled in a serene neighborhood, this private Colonial oasis is a short ride to all of Madison's charms: Roberts Food Center, hiking trails, schools, Chatfield Hollow, minutes to I-95, Route 79, and close to beaches, great restaurants, and shopping.
37 Squires Road, Madison, CT 06443 is a 3 bedroom, 4 bathroom, 2,636 sqft single-family home built in 1970. It last sold for $710,000 on May 24, 2024 (6% above the $668,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $768,900, with a rent estimate of $4,793/month.
Last check for updates: about 12 hours ago
Listed by Patsy A. Metcalf, (949) 629-1280
Compass Connecticut, LLC, (203) 453-6511
Bought with: Linda J. Conchado, (203) 980-0549, KW Legacy Partners, (860) 313-0700
Source: Smart MLS, MLS#24011102

Home Details for 37 Squires Road

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Family Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2636 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Water HeaterDishwasherLaundry: Upper LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Heat Pump,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, Wrap Around, Deck, PatioOther Structures: Shed(s)Exterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2148 Square FeetFinished Area (below surface): 488 Square Feet

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1160271

Price & Status

Price
List Price: $668,000
Status Change & Dates
Off Market Date: Mon Apr 22 2024Possession Timing: Flexible

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Kathleen H. RyersonJr High / Middle School: Brown, Per Board of EdHigh School: Daniel Hand

Agent Information

Buyer Agent
Buyer Company Name: Miale Team at Keller Williams Legacy Partners

Building

Building Area
Building Area: 2636 Square Feet

Community

Community Features: Golf, Health Club, Medical Facilities, Park, Playground, Near Public Transport, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.73 Acres

Miscellaneous

BasementMls Number: 24011102Attic: Access Via HatchAbove Grade Unfinished Area: 2148

Additional Information

GolfHealth ClubMedical FacilitiesParkPlaygroundNear Public TransportTennis Court(s)

Price and Tax history

DateEventPrice
May 24, 2024
Source: Smart MLS #24011102
Sold
$710,000
Apr 21, 2024
Source: Smart MLS #24011102
Listed For Sale
$668,000
Nov 22, 2023
Source: Smart MLS #170606026
Sold
$408,000
Nov 8, 2023
Source: Smart MLS #170606026
Pending
$350,000
Nov 1, 2023
Source: Berkshire Hathaway HomeServices New England Properties #170606026
Contingent
$350,000

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM

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

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Frequently asked questions about 37 Squires Road

  • What is 37 Squires Road estimated to be worth?
    Trulia's estimated value for 37 Squires Road in Madison, CT is $768,900.
  • What is the price history for 37 Squires Road?
    37 Squires Road in Madison, CT last sold for $710,000 in May 2024.
  • 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 $710K. That is down $53.67K from the prior month.
  • Does 37 Squires Road have air conditioning?
    Yes, 37 Squires Road in Madison, CT has air conditioning.
  • Does 37 Squires Road have laundry facilities?
    Yes, 37 Squires Road in Madison, CT has laundry facilities.

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