37 Five Fields Rd, Madison, CT 06443
OFF MARKET

$658,900

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,100 sqft (on 1.39 acres)

37 Five Fields Rd, Madison, CT 06443

Est. Refi. Payment $4,852/mo*
Refinance Your Home
Currently Off Market - Sold Sep 20, 2019 for $330,000

Home Value

Trulia Estimate
$659K
Since last month
Decreased$13K (-1.9%)
Since last year
Increased$34K (+5.4%)
Since last sale
Increased$330K (+100.1%)
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 +74% in the last 10 years
MonthEstimated value
2026
September 2026$660K
August 2026$673K
July 2026$671K
June 2026$676K
May 2026$654K
April 2026$648K
March 2026$629K
February 2026$611K
January 2026$606K
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
221 Duck Hole Road, Madison, CT
0.11
Single-Family Home
$600,000
07/17/26
3
3
2,068
173 Duck Hole Rd, Madison, CT
0.20
Single-Family Home
$261,900
06/22/26
3
2
1,463
190 Wildcat Road, Madison, CT
0.48
Single-Family Home
$1,260,444
08/07/26
3
2.5
2,451
141 Duck Hole Road, Madison, CT
0.35
Single-Family Home
$575,000
09/01/26
3
1.5
1,186
4 Van Dyke Lane, Clinton, CT
0.38
Single-Family Home
$459,000
03/06/26
3
2
1,104
318 Horsepond Road, Madison, CT
0.68
Single-Family Home
$725,000
12/22/25
4
2.5
2,622
6 Yankee Peddler Path, Madison, CT
0.80
Single-Family Home
$660,000
06/12/26
4
2
2,642
107 Horse Pond Road, Madison, CT
0.54
Single-Family Home
$430,000
06/12/26
3
2
864
125 Wildcat Road, Madison, CT
0.76
Single-Family Home
$1,000,000
07/07/26
4
2.5
3,909
26 Flintlock Road, Madison, CT
0.71
Single-Family Home
$775,000
02/09/26
5
3
2,904

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
221 Duck Hole Road, Madison, CT 06443
0.11
$600,000
3
3
2,068
Recently Sold
7 Old Duck Hole Road, Madison, CT 06443
0.15
$657,800
4
2.5
3,680
Off Market
123 Five Fields Road, Madison, CT 06443
0.18
$897,100
5
2.5
3,664
Off Market
23 Canady Lane, Madison, CT 06443
0.20
$720,900
5
2.5
2,440
Off Market
236 Wildcat Road, Madison, CT 06443
0.25
$915,500
4
2.5
2,500
Off Market
31 Highview Road, Madison, CT 06443
0.26
$1,155,100
4
4.5
4,401
Off Market
139 Five Fields Road, Madison, CT 06443
0.23
$786,200
3
3
2,352
Off Market
12 Fairfield Place, Madison, CT 06443
0.24
$731,700
3
2.5
1,880
Off Market
18 Richborough Road, Madison, CT 06443
0.39
$1,190,000
4
3
3,048
Off Market
193 Horse Pond Road, Madison, CT 06443
0.38
$1,058,000
3
3.5
3,626
Off Market
57 River Road, Clinton, CT 06413
0.39
$344,300
1
1.5
590
Off Market
6 Bower Road, Madison, CT 06443
0.40
$579,900
3
1
1,077
For Sale

Local Information

  • Map ViewExplore the area around 37 Five Fields Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
1.39 acre lot
3,100 sqft
$213/sqft
Garage

About this House

Welcome to Five Fields. One of Madison's most cherished neighborhoods. Just minutes to Madison's town Green, gorgeous beaches and all the shoreline has to offer. This charming home has a Large inviting living room with gas fireplace, 4 generously sized bedrooms, 2.5 Totally remodeled baths, and a large bonus room in the lower level with another fireplace. The master suite has a private master bath and large walk in closets. There are beautiful hardwood floors in the main living area and all the bedrooms. The oversized deck and private back yard are great for barbeques and entertaining guest and family. There's a mud room and spacious 2 car garage just off the kitchen with plenty of storage. Newer roof and city water. Come see this wonderful home so close to all that Madison has to offer.
37 Five Fields Rd, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 3,100 sqft single-family home built in 1969. It last sold for $330,000 on Sep 20, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $658,900, with a rent estimate of $4,987/month.

Home Details for 37 Five Fields Rd

Interior Features

Heating & Cooling
Heating: Radiant, ElectricHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Lot Information

Lot Area: 1.39 acres

Price and Tax history

DateEventPrice
Sep 20, 2019
Source: N/A
Sold
$330,000
Aug 1, 2019
Source: Agent Provided
Pending
$339,000
Jul 16, 2019
Source: Agent Provided
PriceChange
$339,000
Price decreased by 3%
Jun 3, 2019
Source: Agent Provided
PriceChange
$349,000
Price decreased by 3%
May 7, 2019
Source: Agent Provided
PriceChange
$359,000
Price decreased by 3%

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 37 Five Fields Rd

  • What is 37 Five Fields Rd estimated to be worth?
    Trulia's estimated value for 37 Five Fields Rd in Madison, CT is $658,900.
  • What is the price history for 37 Five Fields Rd?
    37 Five Fields Rd in Madison, CT last sold for $330,000 in September 2019.
  • 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 37 Five Fields Rd?
    The lot at 37 Five Fields Rd in Madison, CT is about 1.4 acres.
  • Does 37 Five Fields Rd have a garage?
    Yes, 37 Five Fields Rd in Madison, CT has a garage.

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