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

107 Overbrook Rd
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,164 sqft (on 1.92 acres)

$732,900

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,144/mo*
Refinance Your Home

$732,900

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,144/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,164 sqft
(on 1.92 acres)

Local Information

  • Map ViewExplore the area around 107 Overbrook Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1983
Lot Size
1.92 acres
Living Area
2,164 sqft
Price/Sqft
$339
Parking
Garage

About this House

Pretty in blue, this four-bedroom center-hall Colonial, sits high and dry overlooking the attractive neighborhood of Overbrook Road. Enjoy this view from a private, peaceful and manicured lot within easy access to commuter routes, schools and town. A nice open foyer greets you and leads directly into the family room with gas fireplace. Sliders open up to a trex deck where you can take in the private backyard bordered by a beautiful expanse of woods. The kitchen is well designed with plenty of cabinet space and two opening skylights and a bank of windows which help create much light. The dining room and living room finish off the open flow of the first floor. Polished hardwood floors throughout and freshly painted walls up and down, add to the warmth of this solidly built home. Bonus features include an attic cedar closet and wine cellar in basement. Finally, feel the peace of mind of having a 5500 watt generator, Upgraded Mechanicals, and Central Air!
107 Overbrook Rd, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,164 sqft single-family home built in 1983. It last sold for $357,500 on Aug 29, 2017. It is currently off market. The Trulia Estimate is $732,900, with a rent estimate of $4,945/month.

Home Details for 107 Overbrook Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Other, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.92 acres

Price History for 107 Overbrook Rd

DatePriceEventSource
08/29/2017$357,500Sold
Smart MLS #N10220584
07/11/2017$369,000PendingAgent Provided
07/06/2017$369,000PriceChange
Agent Provided
06/18/2017$379,000PriceChange
Agent Provided
05/13/2017$389,000Listed For SaleAgent Provided
02/29/1996$220,000Sold
N/A

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment

Year2025
Tax$7,698
Assessment$343,200
Home facts updated by county records

Comparable Sales for 107 Overbrook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
370 Opening Hill Road, Madison, CT
0.39
Single-Family Home
$660,000
05/12/26
3
2.5
2,073
50 Overbrook Road, Madison, CT
0.22
Single-Family Home
$930,000
06/19/26
3
3
3,766
338 Opening Hill Road, Madison, CT
0.49
Single-Family Home
$628,000
10/24/25
4
2.5
1,792
23 Paper Mill Drive, Madison, CT
0.56
Single-Family Home
$725,000
08/25/25
5
2.5
2,323
15 Stepping Stone Lane, Madison, CT
0.48
Single-Family Home
$525,000
05/28/26
4
1.5
1,346
479 Opening Hill Road, Madison, CT
0.25
Single-Family Home
$1,200,000
08/15/25
4
2.5
4,437
310 Opening Hill Road, Madison, CT
0.59
Single-Family Home
$705,000
08/22/25
4
2.5
2,424
60 Winterhill Road, Madison, CT
0.71
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
286 Opening Hill Road, Madison, CT
0.67
Single-Family Home
$610,000
03/27/26
4
2.5
1,870
81 Bartlett Drive, Madison, CT
0.72
Single-Family Home
$630,000
12/12/25
4
2.5
2,088

Nearby homes

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Assigned Schools

These are the assigned schools for 107 Overbrook 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

  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Explore by feature - Pet Friendly

6 pet-friendly rentals in Madison, CT

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18 rentals with air conditioning in Madison, CT

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13 rentals with a washer/dryer in Madison, CT

Homes for sale near 107 Overbrook Rd

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Off Market Homes Near 107 Overbrook Rd

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