133 Overbrook Road, Madison, CT 06443
OFF MARKET

$907,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,974 sqft (on 2.33 acres)

133 Overbrook Road, Madison, CT 06443

Est. Refi. Payment $6,486/mo*
Refinance Your Home
Currently Off Market - Sold Jul 10, 2024 for $775,000

Home Value

Trulia Estimate
$907K
Since last month
$300 (0%)
Since last year
Increased$77K (+9.2%)
Since last sale
Increased$134K (+17.3%)
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
August 2026$909K
August 2026$906K
July 2026$909K
June 2026$920K
May 2026$920K
April 2026$901K
March 2026$879K
February 2026$861K
January 2026$852K
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
0.38
Single-Family Home
$930,000
06/19/26
3
3
3,766
370 Opening Hill Road, Madison, CT
0.49
Single-Family Home
$660,000
05/12/26
3
2.5
2,073
98 Bartlett Drive, Madison, CT
0.65
Single-Family Home
$740,000
04/22/26
3
2.5
2,446
15 Stepping Stone Lane, Madison, CT
0.32
Single-Family Home
$525,000
05/28/26
4
1.5
1,346
76 Bartlett Drive, Madison, CT
0.67
Single-Family Home
$780,000
04/17/26
5
2.5
3,100
10 Scenic Road, Madison, CT
0.50
Single-Family Home
$685,000
06/16/26
5
3
2,210
81 Bartlett Drive, Madison, CT
0.62
Single-Family Home
$630,000
12/12/25
4
2.5
2,088
338 Opening Hill Road, Madison, CT
0.61
Single-Family Home
$628,000
10/24/25
4
2.5
1,792
86 Quail Run, Madison, CT
0.75
Single-Family Home
$1,012,500
07/27/26
4
2.5
4,019
89 Summer Hill Road, Madison, CT
0.88
Single-Family Home
$769,000
08/20/26
4
2.5
2,647

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
479 Opening Hill Road, Madison, CT 06443
0.11
$1,250,800
4
2.5
4,437
Off Market
441 Opening Hill Road, Madison, CT 06443
0.17
$1,975,000
4
2
3,882
For Sale
436 Opening Hill Road, Madison, CT 06443
0.18
$366,800
3
1.5
1,144
Off Market
15 Cedarcroft Drive, Madison, CT 06443
0.27
$550,100
3
2
2,204
Off Market
524 Opening Hill Road, Madison, CT 06443
0.27
$708,100
4
2.5
2,004
Off Market
17 Lyle Drive, Madison, CT 06443
0.28
$768,600
4
2.5
2,862
Off Market
15 Stepping Stone Lane, Madison, CT 06443
0.32
$525,000
4
1.5
1,346
Recently Sold
939 Durham Road, Madison, CT 06443
0.35
$642,500
3
2
2,204
Off Market
50 Overbrook Road, Madison, CT 06443
0.38
$930,000
3
3
3,766
Recently Sold
40 Overbrook Road, Madison, CT 06443
0.42
$776,200
4
2.5
2,532
Off Market
24 Lyle Drive, Madison, CT 06443
0.40
$722,700
3
2.5
1,938
Off Market

Local Information

  • Map ViewExplore the area around 133 Overbrook Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
2.33 acre lot
2,974 sqft
$305/sqft
2 Car Garage

About this House

This attractive home sits on top of a slight hill, on a large 2.33 acre lightly wooded lot, with a level front yard, and a setback to provide privacy, in a desirable, secluded location, yet convenient to everything. Tranquility and serenity await you for this beautiful newly updated house with perfect move-in condition in the highly desirable beach town of Madison. This dream home boasts a well-designed, spacious high-end kitchen, including wine fridge, a warm and cozy fireplace leading to a large study/family room or library with built-in shelves. A large breakfast nook with French doors leading to a spacious deck with privacy to enjoy nature and peaceful surroundings. This home features a 9-ft ceiling throughout the main floor, radiating with elegance. This home offers three large bedrooms, two and half newly updated bathrooms, the master suite has a spa-like standalone bathtub to relax and rejuvenate. This home offers a spacious and open floor plan. The newly updated kitchen has a large electric cooktop island, all brand new cabinets, a wine chiller and brand new appliances. A main floor laundry hook up for your convenience and a small open den next to the kitchen provide additional useful work space. There is also a newly finished large room in the lower level, suitable for movies or game/play room. There is an oversized two car garage and a paved asphalt driveway.
133 Overbrook Road, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,974 sqft single-family home built in 2003. It last sold for $775,000 on Jul 10, 2024 (4% below the $809,000 asking price). More recently, it was listed as a rental in February 2026 with an asking price of $5,500 per month. That rental listing was removed on April 13, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $907,400, with a rent estimate of $5,298/month.
Last check for updates: about 7 hours ago
Listed by Paulus Chan, (860) 250-9536
eXp Realty, (866) 828-3951
Bought with: Manny R. Mateo, (203) 886-6865, Coldwell Banker Realty, (203) 272-1633
Source: Smart MLS, MLS#24012969

Home Details for 133 Overbrook Road

Interior Features

Interior Details
Basement: Partial,Storage Space,Interior Entry,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Great Room, Kitchen, Living Room, Office, Other, Study
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2974 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Wine Cooler, Water HeaterDishwasherLaundry: Main LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2974 Square Feet

Property Information

Year Built
Year Built: 2003
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
Parcel Number: 1159490

Price & Status

Price
List Price: $809,000
Status Change & Dates
Off Market Date: Fri May 10 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: MadisonCommunity: Hammonasset
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 2974 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.33 Acres

Miscellaneous

BasementMls Number: 24012969Attic: Pull Down StairsAbove Grade Unfinished Area: 2974

Price and Tax history

DateEventPrice
Apr 13, 2026
Source: Zillow Rentals
ListingRemoved
$5,000
Apr 8, 2026
Source: Zillow Rentals
PriceChange
$5,000
Price decreased by 9%
Feb 26, 2026
Source: Zillow Rentals
Listed For Rent
$5,500
Oct 17, 2025
Source: Zillow Rentals
ListingRemoved
$5,000
Sep 26, 2025
Source: Zillow Rentals
Listed For Rent
$5,000

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

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Frequently asked questions about 133 Overbrook Road

  • What is 133 Overbrook Road estimated to be worth?
    Trulia's estimated value for 133 Overbrook Road in Madison, CT is $907,400.
  • What is the price history for 133 Overbrook Road?
    133 Overbrook Road in Madison, CT last sold for $775,000 in July 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 $716K. That is up $6.67K from the prior month.
  • Does 133 Overbrook Road have air conditioning?
    Yes, 133 Overbrook Road in Madison, CT has air conditioning.
  • Does 133 Overbrook Road have laundry facilities?
    Yes, 133 Overbrook Road in Madison, CT has laundry facilities.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Outdoor Space

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