114 Rolling Meadow Road, Madison, CT 06443
SOLD
MAY 29, 2026

$884,100

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,568 sqft (on 1.22 acres)

114 Rolling Meadow Road, Madison, CT 06443

Est. Refi. Payment $6,199/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2026 for $875,000 (10% above list price)

Home Value

Trulia Estimate
$884K
Since last month
Increased$4K (+0.4%)
Since last year
Decreased$14K (-1.5%)
Since last sale
Increased$9K (+1.1%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$884K
August 2026$884K
July 2026$881K
June 2026$878K
May 2026$875K
April 2026$844K
March 2026$849K
February 2026$839K
January 2026$832K
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
66 Beaver Pond Road, Madison, CT
0.12
Single-Family Home
$950,000
12/11/25
5
3.5
4,168
62 Wellsweep Drive, Madison, CT
0.25
Single-Family Home
$1,080,000
11/14/25
4
3.5
3,660
7 Wildcat Road, Madison, CT
0.35
Single-Family Home
$930,000
12/22/25
5
3.5
3,258
53 Wellsweep Drive, Madison, CT
0.25
Single-Family Home
$778,000
07/10/26
4
2.5
2,230
30 Church Lane, Madison, CT
0.47
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
71 Madison Springs Drive, Madison, CT
0.59
Single-Family Home
$975,000
12/17/25
3
2.5
3,333
45 Kaiser Lane, Madison, CT
0.56
Single-Family Home
$1,425,000
09/12/25
5
2.5
4,232
110 Randi Drive, Madison, CT
0.48
Single-Family Home
$1,400,000
11/25/25
5
4
5,779

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
102 Ridge Road, Madison, CT 06443
0.07
$557,400
4
1.5
1,960
Off Market
66 Beaver Pond Road, Madison, CT 06443
0.12
$950,000
5
3.5
4,168
Recently Sold
36 Wellsweep Drive, Madison, CT 06443
0.15
$722,800
4
2.5
1,688
Off Market
8 Sycamore Lane, Madison, CT 06443
0.17
$977,400
4
3
2,280
Off Market
62 Wellsweep Drive, Madison, CT 06443
0.25
$1,080,000
4
3.5
3,660
Recently Sold
53 Wellsweep Drive, Madison, CT 06443
0.25
$778,000
4
2.5
2,230
Recently Sold
25 Rolling Meadow Road, Madison, CT 06443
0.28
$798,600
4
3.5
2,310
Off Market
303 Durham Road, Madison, CT 06443
0.31
$589,800
4
2
2,192
Off Market
409 Green Hill Road, Madison, CT 06443
0.34
$770,500
4
2.5
2,047
Off Market
268 Durham Road, Madison, CT 06443
0.35
$265,000
-
-
-
Recently Sold
3 Wildcat Road, Madison, CT 06443
0.35
$975,200
4
3.5
3,090
Off Market

Local Information

  • Map ViewExplore the area around 114 Rolling Meadow Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
1.22 acres
Living Area
3,568 sqft
Price/Sqft
$245/sqft
Parking
2 Car Garage

About this House

Beautiful 5 bedroom, 3.5 bath Colonial set in a highly desirable neighborhood just minutes from town, schools, and the beach. Situated on a level, 1+ acre lot, this home offers an expansive backyard ideal for outdoor entertaining and everyday fun. Hardwood floors run throughout the home, enhancing its classic appeal. The spacious kitchen is thoughtfully designed and features a SubZero refrigerator, Dacor double wall ovens, granite countertops, a large island, a built-in desk and a wet-bar with a wine chiller. Sliders lead to the patio. The everyday dining area is perfect for casual meals and gatherings. The first floor offers an excellent layout with a large family room, dining room, and a living room with a fireplace. An additional room off the living room provides flexible space for a home office or playroom. Upstairs, you'll find 5 generously sized bedrooms and 3 full baths. The expansive primary suite features a private balcony overlooking the backyard, along with a spacious full bath complete with a double vanity, whirlpool tub, & separate shower. The remaining bedrooms offer ample closet space and access to two additional full bathrooms. The 2nd floor also includes 2 large walk-in closets, amazing storage! There is an unfinished basement and an attic with pulldown stairs for more storage. With over 3,500 square feet of living space, this home comfortably accommodates today's lifestyle. Selling in "As-Is" condition. Prefer a closing after 6/18/2026. There is a lot of information attached to the MLS, please be sure your agent sends you all of the attachments. Agent related to the Seller
114 Rolling Meadow Road, Madison, CT 06443 is a 5 bedroom, 4 bathroom, 3,568 sqft single-family home built in 1965. It last sold for $875,000 on May 29, 2026 (10% above the $799,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $884,100, with a rent estimate of $5,967/month.
Last check for updates: about 11 hours ago
Listed by Susan Clifford, (203) 215-7261
Coldwell Banker Realty, (203) 245-4700
Bought with: Sheila Tinn Murphy, (203) 915-7530, Berkshire Hathaway NE Prop., (203) 245-3100
Source: Smart MLS, MLS#24163044

Home Details for 114 Rolling Meadow Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3568 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveWasher
Heating & Cooling
Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Rain GuttersFoundation: Concrete PerimeterNo 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): 3568 Square Feet

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1157607

Price & Status

Price
List Price: $799,000Price Per Sqft: $245/sqft
Status Change & Dates
Off Market Date: Sun Apr 12 2026Possession Timing: Would Prefer After 6/18/2026

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Neck RiverJr High / Middle School: Polson Middle School, Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 3568 Square Feet

Community

Community Features: Golf, Library, Medical Facilities, Private School(s), Public Rec Facilities, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 1.22 Acres

Energy

Energy Efficiency Features: Thermostat, Windows

Miscellaneous

BasementMls Number: 24163044Attic: Pull Down StairsAttribution Contact: (203) 215-7261Above Grade Unfinished Area: 3568

Additional Information

GolfLibraryMedical FacilitiesPrivate School(s)Public Rec FacilitiesShopping/Mall

Price and Tax history

DateEventPrice
May 29, 2026
Source: Smart MLS #24163044
Sold
$875,000
Apr 12, 2026
Source: Smart MLS #24163044
Pending
$799,000
Apr 7, 2026
Source: Smart MLS #24163044
Listed For Sale
$799,000
Aug 25, 2020
Source: N/A
Sold
$535,000
Jul 2, 1991
Source: N/A
Sold
$182,000

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

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Frequently asked questions about 114 Rolling Meadow Road

  • What is 114 Rolling Meadow Road estimated to be worth?
    Trulia's estimated value for 114 Rolling Meadow Road in Madison, CT is $884,100.
  • What is the price history for 114 Rolling Meadow Road?
    114 Rolling Meadow Road in Madison, CT last sold for $875,000 in May 2026.
  • 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 114 Rolling Meadow Road have air conditioning?
    Yes, 114 Rolling Meadow Road in Madison, CT has air conditioning.
  • Does 114 Rolling Meadow Road have laundry facilities?
    Yes, 114 Rolling Meadow Road in Madison, CT has in-unit laundry.

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