95 Rolling Meadow Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$631,600

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,821 sqft (on 1.52 acres)

95 Rolling Meadow Rd, Madison, CT 06443

Est. Refi. Payment $4,537/mo*
Refinance Your Home
Currently Off Market - Sold Jan 3, 2018 for $315,000

Home Value

Trulia Estimate
$632K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$15K (+2.5%)
Since last sale
Increased$317K (+100.5%)
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 +140% in the last 10 years
MonthEstimated value
2026
August 2026$632K
August 2026$630K
July 2026$634K
June 2026$643K
May 2026$634K
April 2026$624K
March 2026$604K
February 2026$600K
January 2026$592K
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
406 Green Hill Rd, Madison, CT
0.34
Single-Family Home
$420,000
07/09/26
4
3
2,008
531 Green Hill Road, Madison, CT
0.53
Single-Family Home
$565,000
09/29/25
3
1.5
1,905
53 Wellsweep Drive, Madison, CT
0.23
Single-Family Home
$778,000
07/10/26
4
2.5
2,230
181 Ridge Road, Madison, CT
0.47
Single-Family Home
$625,000
09/17/25
3
2.5
1,921
114 Rolling Meadow Road, Madison, CT
0.09
Single-Family Home
$875,000
05/29/26
5
3.5
3,568
12 Sportsman Hill Rd, Madison, CT
0.63
Single-Family Home
$515,500
06/24/26
4
2
1,930
15 Godman Road, Madison, CT
0.85
Single-Family Home
$476,000
11/05/25
3
2
1,762
30 Church Lane, Madison, CT
0.40
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
12 Sportsman's Hill Road, Madison, CT
0.63
Single-Family Home
$515,000
06/24/26
4
2
2,746
66 Beaver Pond Road, Madison, CT
0.15
Single-Family Home
$950,000
12/11/25
5
3.5
4,168

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
114 Rolling Meadow Road, Madison, CT 06443
0.09
$875,000
5
3.5
3,568
Recently Sold
66 Beaver Pond Road, Madison, CT 06443
0.15
$950,000
5
3.5
4,168
Recently Sold
102 Ridge Road, Madison, CT 06443
0.15
$557,400
4
1.5
1,960
Off Market
36 Wellsweep Drive, Madison, CT 06443
0.12
$731,000
4
2.5
1,688
Off Market
8 Sycamore Lane, Madison, CT 06443
0.16
$977,400
4
3
2,280
Off Market
25 Rolling Meadow Road, Madison, CT 06443
0.22
$798,600
4
3.5
2,310
Off Market
303 Durham Road, Madison, CT 06443
0.22
$589,800
4
2
2,192
Off Market
53 Wellsweep Drive, Madison, CT 06443
0.23
$778,000
4
2.5
2,230
Recently Sold
3 Wildcat Road, Madison, CT 06443
0.25
$979,000
4
3.5
3,090
Off Market
7 Wildcat Road, Madison, CT 06443
0.26
$930,000
5
3.5
3,258
Recently Sold
62 Wellsweep Drive, Madison, CT 06443
0.25
$1,080,000
4
3.5
3,660
Recently Sold
268 Durham Road, Madison, CT 06443
0.26
$265,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 95 Rolling Meadow Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
1.52 acre lot
1,821 sqft
$347/sqft

About this House

Nestled in a quiet neighborhood, this lovingly maintained home is ready for you to move in and just unpack! Offering 3 Bedrooms, 1.5 baths, a fireplace, eat-in kitchen, hardwood floors throughout most of the home, a walkout lower level, a private backyard with patio and an attached 2 car garage. This is a your opportunity to live in a much desired Madison neighborhood, while also be close to town, highway and train station.
95 Rolling Meadow Rd, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,821 sqft single-family home built in 1964. It last sold for $315,000 on Jan 3, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $631,600, with a rent estimate of $3,609/month.

Home Details for 95 Rolling Meadow Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Interior Details
Number of Rooms: 5
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Lot Information

Lot Area: 1.52 acres

Price and Tax history

DateEventPrice
Jan 3, 2018
Source: Smart MLS #170011942
Sold
$315,000
Oct 10, 2017
Source: Agent Provided
PriceChange
$339,000
Price decreased by 3%
Oct 1, 2017
Source: Agent Provided
PriceChange
$349,000
Price decreased by 0%
Sep 6, 2017
Source: Agent Provided
Listed For Sale
$349,900
May 12, 2017
Source: Smart MLS #N10194611
Sold
$248,500

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

LGBTQ Local Legal Protections

Frequently asked questions about 95 Rolling Meadow Rd

  • What is 95 Rolling Meadow Rd estimated to be worth?
    Trulia's estimated value for 95 Rolling Meadow Rd in Madison, CT is $631,600.
  • What is the price history for 95 Rolling Meadow Rd?
    95 Rolling Meadow Rd in Madison, CT last sold for $315,000 in January 2018.
  • 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.
  • How big is the lot at 95 Rolling Meadow Rd?
    The lot at 95 Rolling Meadow Rd in Madison, CT is about 1.5 acres.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Madison, CT

Explore by feature - Air Conditioning

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Madison, CT

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Off Market Homes Near 95 Rolling Meadow Rd

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