40 Overbrook Road, Madison, CT 06443
OFF MARKET

40 Overbrook Road
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,532 sqft (on 1.84 acres)

$786,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $5,494/mo*
Refinance Your Home

$786,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $5,494/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,532 sqft
(on 1.84 acres)

Home Value

Trulia Estimate
$786K
Since last month
Increased$5K (+0.7%)
Since last year
Increased$51K (+7%)
Since last sale
Increased$103K (+15.2%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$783K
July 2026$778K
June 2026$789K
May 2026$786K
April 2026$774K
March 2026$759K
February 2026$748K
January 2026$747K
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
50 Overbrook Road, Madison, CT
0.05
Single-Family Home
$930,000
06/19/26
3
3
3,766
23 Paper Mill Drive, Madison, CT
0.36
Single-Family Home
$725,000
08/25/25
5
2.5
2,323
370 Opening Hill Road, Madison, CT
0.46
Single-Family Home
$660,000
05/12/26
3
2.5
2,073
40 Harkness Drive, Madison, CT
0.53
Single-Family Home
$735,000
07/02/26
4
2.5
2,657
310 Opening Hill Road, Madison, CT
0.55
Single-Family Home
$705,000
08/22/25
4
2.5
2,424
60 Winterhill Road, Madison, CT
0.55
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
86 Winterhill Road, Madison, CT
0.59
Single-Family Home
$703,500
09/30/25
4
2.5
2,330
338 Opening Hill Road, Madison, CT
0.50
Single-Family Home
$628,000
10/24/25
4
2.5
1,792
96 Winterhill Road, Madison, CT
0.61
Single-Family Home
$715,000
06/04/26
4
2.5
2,950
37 Pine Drive, Madison, CT
0.73
Single-Family Home
$730,000
12/01/25
4
2.5
2,390

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
50 Overbrook Road, Madison, CT 06443
0.05
$930,000
3
3
3,766
Recently Sold
81 Colonial Road, Madison, CT 06443
0.17
$744,800
4
2.5
1,986
Off Market
60 Colonial Road, Madison, CT 06443
0.28
$1,365,800
4
3.5
3,472
Off Market
62 Granby Drive, Madison, CT 06443
0.30
$727,200
3
2.5
2,026
Off Market
70 High Hill Circle, Madison, CT 06443
0.31
$1,325,000
5
4.5
4,760
Recently Sold
23 Paper Mill Drive, Madison, CT 06443
0.36
$750,300
5
2.5
2,323
Off Market
436 Opening Hill Road, Madison, CT 06443
0.34
$366,800
3
1.5
1,144
Off Market
43 Colonial Road, Madison, CT 06443
0.37
$772,700
4
2.5
2,506
Off Market
65 Granby Drive, Madison, CT 06443
0.35
$660,300
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
16 Dogwood Lane, Madison, CT 06443
0.42
$983,300
3
3.5
2,574
Off Market

Local Information

  • Map ViewExplore the area around 40 Overbrook Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1993
Lot Size
1.84 acres
Living Area
2,532 sqft
Price/Sqft
$310
Parking
2 Car Garage

About this House

There is so much to admire when considering this immaculate 4-bedroom, 2.1-bath Colonial, beginning with its ideal location. Situated on nearly 2 wooded acres, the home has plenty of privacy, yet it's minutes from downtown Madison, shopping, movie theater, beaches and schools. The house itself has many distinct qualities, including hardwood flooring and crown molding throughout. The main floor flows from the living room into the dining room, featuring a unique tray ceiling and recessed lighting. The adjacent kitchen has been updated with granite countertops, stainless-steel appliances, two pantries, center island/breakfast bar and eat-in area. This leads to the sunny family room, with a raised-hearth gas fireplace, customized mantel and sliders that open onto a wood deck and stone patio overlooking the professionally landscaped backyard and surrounding woods. This level also has a half bath and access to the two-car garage. Upstairs, the lovely primary bedroom has a vaulted ceiling and skylight, double closets and private full bath. The other three bedrooms - one with access to the walk-up attic - share a full bath with a tub and shower. The lower level has flexible space with a rec room (ideal for a home gym), home office, workshop/art studio, laundry room and utility room. Other amenities include natural gas, central AC, a whole-house generator, newer roof and driveway.
40 Overbrook Road, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,532 sqft single-family home built in 1993. It last sold for $680,000 on Jun 28, 2024 (8% above the $630,000 asking price). It is currently off market. The Trulia Estimate is $786,000, with a rent estimate of $5,122/month.
Last check for updates: about 10 hours ago
Listed by Susan Woods, (203) 215-8676
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Carl Demander, (203) 640-2074, Coldwell Banker Realty, (203) 389-0015
Source: Smart MLS, MLS#24010139

Home Details for 40 Overbrook Road

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Other, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2532 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Garden, LightingFoundation: Concrete PerimeterGardenNo 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): 384 Square Feet

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Dining room chandelier, TV cabinet in family room, book shelves in second floor bedroom, workbench in lower level work room/art studio.Parcel Number: 1159261

Price & Status

Price
List Price: $630,000
Status Change & Dates
Off Market Date: Wed Apr 24 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 2532 Square Feet

Community

Community Features: Golf, Library, Medical Facilities, Private School(s), Public Rec Facilities, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 1.84 Acres

Miscellaneous

BasementMls Number: 24010139Attic: Walk-upAbove Grade Unfinished Area: 2148

Additional Information

GolfLibraryMedical FacilitiesPrivate School(s)Public Rec FacilitiesTennis Court(s)

Price and Tax history

DateEventPrice
Jun 28, 2024
Source: Smart MLS #24010139
Sold
$680,000
May 7, 2024
Source: Smart MLS #24010139
Pending
$630,000
Apr 19, 2024
Source: Smart MLS #24010139
Listed For Sale
$630,000
Jul 12, 1994
Source: N/A
Sold
$249,900

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

LGBTQ Local Legal Protections

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Frequently asked questions about 40 Overbrook Road

  • What is 40 Overbrook Road estimated to be worth?
    Trulia's estimated value for 40 Overbrook Road in Madison, CT is $786,000.
  • What is the price history for 40 Overbrook Road?
    40 Overbrook Road in Madison, CT last sold for $680,000 in June 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 40 Overbrook Road have air conditioning?
    Yes, 40 Overbrook Road in Madison, CT has air conditioning.
  • Does 40 Overbrook Road have laundry facilities?
    Yes, 40 Overbrook Road in Madison, CT has in-unit laundry.

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