149 Five Fields Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

149 Five Fields Rd
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,751 sqft (on 1 acre)

$952,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $6,644/mo*
Refinance Your Home

$952,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $6,644/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,751 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 149 Five Fields Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1977
Lot Size
1 acre
Living Area
3,751 sqft
Price/Sqft
$254
Parking
Garage

About this House

Location, location, location. This lovely Gambrel is situated in a wonderful neighborhood close to town, beaches & shopping. This home is light, bright & airy with lots of windows, the highlight being the floor to ceiling windows in the dining area. The house overlooks a heated pool & beautiful yard which borders a river. The kitchen has custom cabinets, granite counters, an island, stainless appliances and a built-in pantry. The family room has a blue stone slab fireplace that runs on propane. From there, French doors lead out to a large deck overlooking the pool and Hammoneset River which borders the property beyond the pool. Wonderfully updated and maintained, new windows and wood floors. Custom cabinetry is peppered throughout including the kitchen and master bath.The town lists this home as a 3 bedroom, but the 4th bedroowm on the 2nd floor (9 x 11 could also be used as a guest room, den or convert into a 2nd level laundry. The heated basement is not included in the square footage. Floored with porceline tile, it could be used as another bedroom or family room Each year, the neighborhood association throws a holiday party and a summer tag sale & picnic making everyone feel part of the community. The updated homes in this outstanding neighborhood are holdinag their value. A must see
149 Five Fields Rd, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 3,751 sqft single-family home built in 1977. It last sold for $672,950 on Nov 1, 2021. It is currently off market. The Trulia Estimate is $952,000, with a rent estimate of $5,588/month.

Home Details for 149 Five Fields Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, Oil, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 8Types of Rooms: Laundry Room
Appliances & Utilities
DishwasherMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1977Year Updated: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1 acre

Price History for 149 Five Fields Rd

DatePriceEventSource
11/01/2021$672,950Sold
N/A
03/17/2020$495,000Sold
Smart MLS #170253787
01/27/2020$515,000PendingAgent Provided
01/23/2020$515,000PriceChange
Agent Provided
11/24/2019$520,000Listed For SaleAgent Provided
06/28/2010$568,500Sold
Smart MLS #M9121951
04/22/2010$589,900Listed For SaleAgent Provided
07/28/1995$250,000Sold
N/A

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$10,488
Assessment$467,600
Home facts updated by county records

Comparable Sales for 149 Five Fields Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
123 Five Fields Road, Madison, CT
0.17
Single-Family Home
$860,000
08/29/25
5
2.5
3,664
221 Duck Hole Road, Madison, CT
0.36
Single-Family Home
$600,000
07/17/26
3
3
2,068
4 Van Dyke Lane, Clinton, CT
0.13
Single-Family Home
$459,000
03/06/26
3
2
1,104
173 Duck Hole Rd, Madison, CT
0.28
Single-Family Home
$261,900
06/22/26
3
2
1,463
31 Meadowbrook Road, Madison, CT
0.77
Single-Family Home
$1,005,000
08/28/25
4
2.5
3,360
3 Vincent Court, Clinton, CT
0.63
Single-Family Home
$715,000
09/24/25
4
2.5
2,586
129 Acorn Road, Madison, CT
0.80
Single-Family Home
$725,000
12/01/25
4
2.5
2,698
29 Flintlock Road, Madison, CT
0.89
Single-Family Home
$711,000
08/21/25
4
1.5
2,458
16 Forest Hills Drive, Madison, CT
0.92
Single-Family Home
$815,000
03/26/26
5
3
3,992
6 Yankee Peddler Path, Madison, CT
0.97
Single-Family Home
$660,000
06/12/26
4
2
2,642

Nearby homes

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Assigned Schools

These are the assigned schools for 149 Five Fields Rd.
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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
    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
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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
    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
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Apartments for Rent

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Explore by feature - Pet Friendly

8 pet-friendly rentals in Madison, CT

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Explore by feature - Air Conditioning

23 rentals with air conditioning in Madison, CT

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21 rentals with a washer/dryer in Madison, CT

Homes for sale near 149 Five Fields Rd

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Off Market Homes Near 149 Five Fields Rd

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Frequently asked questions about 149 Five Fields Rd

  • What is 149 Five Fields Rd estimated to be worth?
    Trulia's estimated value for 149 Five Fields Rd in Madison, CT is $952,000.
  • What is the price history for 149 Five Fields Rd?
    149 Five Fields Rd in Madison, CT last sold for $672,950 in November 2021.
  • 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 $763K.
  • Does 149 Five Fields Rd have air conditioning?
    Yes, 149 Five Fields Rd in Madison, CT has air conditioning.
  • Does 149 Five Fields Rd have laundry facilities?
    Yes, 149 Five Fields Rd in Madison, CT has laundry facilities.