25 Rolling Meadow Road, Madison, CT 06443
OFF MARKET

25 Rolling Meadow Road
Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 2,310 sqft (on 0.92 acres)

$790,200

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,540/mo*
Refinance Your Home

$790,200

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,540/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,310 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 25 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
1964
Lot Size
0.92 acres
Living Area
2,310 sqft
Price/Sqft
$342
Parking
2 Car Garage

About this House

A Magazine-Worthy Masterpiece! Step into this completely remodeled 2,310 sq. ft. colonial, where every detail has been thoughtfully designed to blend luxury, comfort, and functionality. From the moment you enter, stylish dark hardwood flooring flows seamlessly throughout, setting the stage for a home that feels both elegant and inviting. The spacious living room is perfect for entertaining, featuring a cozy fireplace, custom wet bar, and large windows overlooking the beautifully landscaped backyard. The open-concept kitchen and dining room offer a seamless flow, with the newly remodeled kitchen boasting a center island, stainless steel appliances, and sleek finishes. Off the kitchen, the family room provides additional space to relax, with sliding doors leading to the backyard. In warmer months, this outdoor oasis comes to life with lush greenery, a serene pond with a waterfall, and a stone patio-ideal for relaxation or hosting guests. Upstairs, four spacious bedrooms and three full bathrooms provide comfort and style. The primary suite feels like a private retreat, featuring a spa-like en-suite bathroom complete with a Jack-and-Jill sink, a luxurious walk-in shower, and a spacious walk-in closet for ample storage. Just down the hall, another bedroom features its own en-suite, perfect for guests. Additional highlights include brand-new windows, a new septic system, new roof, leased propane tanks, and prime shoreline location near beaches, Madison Country Club, and local shops The gardens and lawn have been meticulously maintained using organic practices for the past 10 years.
25 Rolling Meadow Road, Madison, CT 06443 is a 4 bedroom, 4 bathroom, 2,310 sqft single-family home built in 1964. It last sold for $760,000 on Apr 25, 2025 (9% above the $700,000 asking price). It is currently off market. The Trulia Estimate is $790,200, with a rent estimate of $5,098/month.

Home Details for 25 Rolling Meadow Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2310 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Sidewalk, 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
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2310 Square Feet

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1157967

Price & Status

Price
List Price: $700,000
Status Change & Dates
Off Market Date: Sat Mar 15 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: Cathy Lynch & Team

Building

Building Area
Building Area: 2310 Square Feet

Community

Community Features: Golf, Park

HOA

No HOA

Lot Information

Lot Area: 0.92 acres

Miscellaneous

BasementMls Number: 24070018Attic: Storage, Access Via HatchAbove Grade Unfinished Area: 2310

Additional Information

GolfPark
Last check for updates: about 13 hours ago
Listed by Chris Clarke, (860) 879-6650
KW Legacy Partners, (860) 313-0700
Co-Listing Agent: Sandie Terenzi, (860) 761-3780
KW Legacy Partners, (860) 313-0700
Bought with: Cathy Lynch, (203) 627-2331, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24070018

Price History for 25 Rolling Meadow Road

DatePriceEventSource
04/25/2025$760,000Sold
Smart MLS #24070018
04/04/2025$700,000PendingSmart MLS #24070018
03/03/2025$700,000Listed For SaleSmart MLS #24070018
09/09/2015$303,000Sold
Smart MLS #N355388
09/03/2015$329,000PendingAgent Provided
06/25/2015$329,000PriceChange
Agent Provided
04/25/2015$359,000PriceChange
Agent Provided
11/08/2014$379,000PriceChange
Agent Provided
09/23/2014$399,000Listed For SaleAgent Provided

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$7,478
Assessment$333,400
Home facts updated by county records

Comparable Sales for 25 Rolling Meadow Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Wildcat Road, Madison, CT
0.17
Single-Family Home
$930,000
12/22/25
5
3.5
3,258
53 Wellsweep Drive, Madison, CT
0.42
Single-Family Home
$778,000
07/10/26
4
2.5
2,230
66 Beaver Pond Road, Madison, CT
0.21
Single-Family Home
$950,000
12/11/25
5
3.5
4,168
30 Church Lane, Madison, CT
0.49
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
114 Rolling Meadow Road, Madison, CT
0.28
Single-Family Home
$875,000
05/29/26
5
3.5
3,568
181 Ridge Road, Madison, CT
0.38
Single-Family Home
$625,000
09/17/25
3
2.5
1,921
531 Green Hill Road, Madison, CT
0.32
Single-Family Home
$565,000
09/29/25
3
1.5
1,905
62 Wellsweep Drive, Madison, CT
0.46
Single-Family Home
$1,080,000
11/14/25
4
3.5
3,660
72 Kelsey Springs Drive, Madison, CT
0.59
Single-Family Home
$815,000
10/23/25
4
2.5
3,039

Nearby homes

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Assigned Schools

These are the assigned schools for 25 Rolling Meadow Road.
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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
    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
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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
    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
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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
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  • 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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6 pet-friendly rentals in Madison, CT

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Homes for sale near 25 Rolling Meadow Road

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Off Market Homes Near 25 Rolling Meadow Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.