37 Pine Drive, Madison, CT 06443
SOLD
DEC 1, 2025

37 Pine Drive
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,390 sqft (on 1.93 acres)

$730,000

Last Sold: Dec 1, 2025
5% over list $695K
$305/sqft
Est. Refi. Payment $5,108/mo*
Refinance Your Home

$730,000

Last Sold: Dec 1, 2025
5% over list $695K
$305/sqft
Est. Refi. Payment $5,108/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,390 sqft
(on 1.93 acres)

Home Value

Trulia Estimate
$809K
Since last month
Increased$600 (+0.1%)
Since last year
Increased$170K (+26.2%)
Since last sale
Increased$88K (+12%)
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 +113% in the last 10 years
MonthEstimated value
2026
August 2026$818K
July 2026$817K
June 2026$845K
May 2026$713K
April 2026$716K
March 2026$715K
February 2026$706K
January 2026$703K
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
96 Winterhill Road, Madison, CT
0.20
Single-Family Home
$715,000
06/04/26
4
2.5
2,950
86 Winterhill Road, Madison, CT
0.25
Single-Family Home
$703,500
09/30/25
4
2.5
2,330
9 Monroe Lane, Madison, CT
0.22
Single-Family Home
$640,000
06/30/26
4
2.5
1,894
23 Paper Mill Drive, Madison, CT
0.42
Single-Family Home
$725,000
08/25/25
5
2.5
2,323
23 Horsebarn Lane, Madison, CT
0.19
Single-Family Home
$855,000
02/02/26
4
3
3,972
60 Winterhill Road, Madison, CT
0.36
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
21 Pierce Lane, Madison, CT
0.21
Single-Family Home
$539,000
08/07/26
3
1.5
1,666
21 Little Hollow Road, Madison, CT
0.33
Single-Family Home
$725,000
04/09/26
3
2.5
1,589
40 Harkness Drive, Madison, CT
0.59
Single-Family Home
$735,000
07/02/26
4
2.5
2,657

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
28 Pine Drive, Madison, CT 06443
0.04
$819,100
3
2
2,376
Off Market
31 Pine Drive, Madison, CT 06443
0.05
$908,200
4
2.5
2,804
Off Market
96 Winterhill Road, Madison, CT 06443
0.20
$715,000
4
2.5
2,950
Recently Sold
23 Horsebarn Lane, Madison, CT 06443
0.19
$855,000
4
3
3,972
Recently Sold
469 Warpas Road, Madison, CT 06443
0.21
$621,300
3
1.5
1,864
Off Market
21 Pierce Lane, Madison, CT 06443
0.21
$539,000
3
1.5
1,666
Recently Sold
475 Warpas Road, Madison, CT 06443
0.24
$644,700
2
2
1,302
Off Market
9 Monroe Lane, Madison, CT 06443
0.22
$640,000
4
2.5
1,894
Recently Sold
86 Winterhill Road, Madison, CT 06443
0.25
$726,700
4
2.5
2,330
Off Market
479 Warpas Road, Madison, CT 06443
0.28
$878,100
3
2.5
2,756
Off Market
339 Warpas Road, Madison, CT 06443
0.32
$706,100
3
2
1,889
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
1.93 acres
Living Area
2,390 sqft
Price/Sqft
$305/sqft
Parking
2 Car Garage

About this House

Never before offered to the public. A Local respected builder's own home blends contemporary mid century elements reminiscent of Franklin Lloyd Wright's "organic" design. Wooden interior textures, expansive windows invite the exterior landscape offering a place of solitude and refuge. Warm wood tones and naturalistic design of the vaulted wood ceilings, floor to ceiling fireplaces envelop you; providing a sense of warmth and safety. Four spacious bedrooms. One is currently used as a library. The primary bedroom has a built-in office with doors and shelving. The lower level has a family room with a large flat screen for sporting events and movie nights. The kitchen is equipped with a breakfast bar island , separate eating area, and built-in desk. Off of the family room with another floor to ceiling fireplace are sliders leading to a screened in porch. If you want the privacy of approximately two acres, yet have the ability to affiliate within a cul-de sac neighborhood this home is not to be missed. Offers being reviewed. Please submit highest and best offers by Monday and 6:00 p.m.
37 Pine Drive, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,390 sqft single-family home built in 1970. It last sold for $730,000 on Dec 1, 2025 (5% above the $695,000 asking price). It is currently off market. The Trulia Estimate is $808,700, with a rent estimate of $4,991/month.

Home Details for 37 Pine Drive

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Other, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2390 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Electric Range, Oven/Range, Oven, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo 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): 2390 Square Feet

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Level
Building
Construction Materials: Vertical SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1158592

Price & Status

Price
List Price: $695,000Price Per Sqft: $305/sqft
Status Change & Dates
Off Market Date: Mon Oct 20 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: Forte Team At Compass

Building

Building Area
Building Area: 2390 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.93 Acres

Miscellaneous

Mls Number: 24128997Attic: NoneAttribution Contact: (203) 530-7363Above Grade Unfinished Area: 2390Activation Date: Thu Oct 16 2025
Last check for updates: about 7 hours ago
Listed by Heather Clinton, (203) 530-7363
Berkshire Hathaway NE Prop., (203) 245-3100
Bought with: Andrea M. Viscuso, (203) 627-7767, Compass Connecticut, LLC, (203) 489-6499
Source: Smart MLS, MLS#24128997

Price and Tax history

DateEventPrice
Dec 1, 2025
Source: Smart MLS #24128997
Sold
$730,000
Oct 30, 2025
Source: Smart MLS #24128997
Pending
$695,000
Oct 21, 2025
Source: Berkshire Hathaway HomeServices New England Properties #24128997
Contingent
$695,000
Oct 16, 2025
Source: Smart MLS #24128997
Listed For Sale
$695,000

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
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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
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  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
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  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
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  • 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
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  • 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
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  • 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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Off Market Homes Near 37 Pine Drive

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Frequently asked questions about 37 Pine Drive

  • What is 37 Pine Drive estimated to be worth?
    Trulia's estimated value for 37 Pine Drive in Madison, CT is $808,700.
  • What is the price history for 37 Pine Drive?
    37 Pine Drive in Madison, CT last sold for $730,000 in December 2025.
  • 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 37 Pine Drive have air conditioning?
    Yes, 37 Pine Drive in Madison, CT has air conditioning.
  • Does 37 Pine Drive have laundry facilities?
    Yes, 37 Pine Drive in Madison, CT has in-unit laundry.
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.