103 Squires Rd, Madison, CT 06443
OFF MARKET

103 Squires Rd
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,332 sqft (on 1.63 acres)

$621,200

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $4,287/mo*
Refinance Your Home

$621,200

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $4,287/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,332 sqft
(on 1.63 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to 103 Squires Road - a pristine classic center hall colonial home situated on a 1.63 acre private lot. Beautiful perennial gardens and a large patio in the back yard are perfect for entertaining and relaxing. First floor family room with fireplace for cozy evenings, remodeled kitchen with granite counters and stainless appliances, formal living room and dining room are perfect for holidays and entertaining The second floor has a large master bedroom, remodeled full bath and walk-in closet. Three additional bedrooms and a remodeled full bath complete this level. There is additional 280 square feet of finished living space in the lower level. Beautiful hardwood floors thruout! New GAF roof w/lifetime warranty! Great location close to picturesque downtown Madison boasting restaurants, shopping, library, minutes from The Surf Club - endless stretches of pristine beaches, playground, sports fields and clubhouses for barbeques and parties. This is a Must See!! Agent related.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 103 Squires Rd

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.63 acres

Price History for 103 Squires Rd

DatePriceEventSource
04/22/2020$353,500Sold
Smart MLS #170262579
12/05/2019$353,500PriceChange
Agent Provided
10/08/2019$358,500PriceChange
Agent Provided
09/03/2019$364,900PriceChange
Agent Provided
07/13/2019$374,900PriceChange
Agent Provided
06/12/2019$384,900Listed For SaleAgent Provided
10/13/1995$187,500Sold
N/A

Market trends in Madison

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
73
19MoM
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Property Tax and Assessment

Year2025
Tax$7,375
Assessment$328,800
Home facts updated by county records

Comparable Sales for 103 Squires Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Squires Road, Madison, CT
0.15
Single-Family Home
$472,500
12/15/25
5
3
2,652
12 Rustic Lane, Madison, CT
0.17
Single-Family Home
$620,000
05/13/26
4
2
1,849
735 Opening Hill Road, Madison, CT
0.26
Single-Family Home
$664,600
01/30/26
4
2
2,028
313 Bradley Corners Road, Madison, CT
0.37
Single-Family Home
$640,000
04/16/26
4
2
1,848
4 Sheffield Lane, Madison, CT
0.46
Single-Family Home
$730,000
07/03/25
4
2.5
2,312
1201 Durham Road, Madison, CT
0.47
Single-Family Home
$510,000
07/03/25
3
1.5
1,649
93 Race Hill Road, Madison, CT
0.60
Single-Family Home
$595,000
07/08/25
4
2.5
2,604
5 Dover Lane, Madison, CT
0.66
Single-Family Home
$670,000
08/21/25
4
2.5
2,096
18 Deepwood Drive, Madison, CT
0.62
Single-Family Home
$440,000
12/22/25
3
2
1,975
1225 Durham Road, Madison, CT
0.60
Single-Family Home
$637,500
06/23/25
3
2.5
1,747

Nearby homes

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Assigned Schools

These are the assigned schools for 103 Squires Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 89 % 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
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  • 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
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103 Squires Rd, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,332 sqft single-family home built in 1972. This property is not currently available for sale. 103 Squires Rd was last sold on Apr 22, 2020 for $353,500. The current Trulia Estimate for 103 Squires Rd is $621,200.