26 Pine Dr, Madison, CT 06443
OFF MARKET

$625,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,120 sqft (on 0.96 acres)

26 Pine Dr, Madison, CT 06443

Est. Refi. Payment $4,517/mo*
Refinance Your Home
Currently Off Market - Sold Aug 30, 1989 for $182,500

Home Value

Trulia Estimate
$626K
Since last month
Decreased$20K (-3%)
Since last year
Decreased$8K (-1.2%)
Since last sale
Increased$445K (+243.7%)
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 +88% in the last 10 years
MonthEstimated value
2026
November 2026$627K
October 2026$632K
September 2026$647K
August 2026$653K
July 2026$652K
June 2026$679K
May 2026$668K
April 2026$652K
March 2026$637K
February 2026$623K
January 2026$629K
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
37 Pine Drive, Madison, CT
0.06
Single-Family Home
$730,000
12/01/25
4
2.5
2,390
27 Pine Ridge Drive, Madison, CT
0.40
Single-Family Home
$385,000
09/30/26
4
2
2,592
9 Monroe Lane, Madison, CT
0.27
Single-Family Home
$640,000
06/30/26
4
2.5
1,894
96 Winterhill Road, Madison, CT
0.20
Single-Family Home
$715,000
06/04/26
4
2.5
2,950
21 Pierce Lane, Madison, CT
0.26
Single-Family Home
$539,000
08/07/26
3
1.5
1,666
60 Winterhill Road, Madison, CT
0.35
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
677 Durham Road, Madison, CT
0.38
Single-Family Home
$730,000
12/23/25
3
2.5
2,112
53 Summer Hill Road, Madison, CT
0.64
Single-Family Home
$460,000
09/02/26
4
2.5
2,024
25 Copperstone Lane, Madison, CT
0.48
Single-Family Home
$585,000
01/30/26
3
2.5
2,542
286 Opening Hill Road, Madison, CT
0.61
Single-Family Home
$610,000
03/27/26
4
2.5
1,870

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
0.05
$810,400
3
2
2,376
Off Market
12 Pine Dr, Madison, CT 06443
0.05
$614,200
3
2
1,696
Off Market
21 Pine Dr, Madison, CT 06443
0.05
$528,700
3
2
1,506
Off Market
29 Pine Dr, Madison, CT 06443
0.05
$511,600
4
3
1,396
Off Market
37 Pine Drive, Madison, CT 06443
0.06
$806,000
4
2.5
2,390
Off Market
434 Warpas Rd, Madison, CT 06443
0.06
$667,000
4
2.5
2,700
Off Market
11 Pine Dr, Madison, CT 06443
0.07
$448,800
3
2
988
Off Market
424 Warpas Rd, Madison, CT 06443
0.07
$593,700
3
1.5
1,639
Off Market
31 Pine Drive, Madison, CT 06443
0.08
$905,200
4
2.5
2,804
Off Market
6 Pine Dr, Madison, CT 06443
0.09
$715,100
5
4
2,897
Off Market
440 Warpas Rd, Madison, CT 06443
0.10
$538,300
3
3
1,878
Off Market
26 Horsebarn Ln, Madison, CT 06443
0.10
$985,300
4
3
3,371
Off Market
412 Warpas Rd, Madison, CT 06443
0.11
$699,300
3
2.5
2,457
Off Market
456 Warpas Rd, Madison, CT 06443
0.12
$759,900
3
3
2,883
Off Market
8 Horsebarn Ln, Madison, CT 06443
0.12
$940,900
4
3
2,924
Off Market
386 Warpas Rd, Madison, CT 06443
0.12
$486,400
3
1
1,152
Off Market
33 Jefferson Park Rd, Madison, CT 06443
0.13
$622,500
4
2.5
1,800
Off Market
480 Warpas Rd, Madison, CT 06443
0.13
$813,400
4
4
4,063
Off Market
32 Horsebarn Ln, Madison, CT 06443
0.13
$1,002,200
4
2.5
3,321
Off Market
39 Jefferson Park Rd, Madison, CT 06443
0.13
$575,200
3
2
1,498
Off Market

Local Information

  • Map ViewExplore the area around 26 Pine Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1967
0.96 acre lot
2,120 sqft
$295/sqft
Garage

About this House

This single-family home is located at 26 Pine Dr, Madison, CT. 26 Pine Dr is in Madison, CT and in ZIP code 06443. This property has 4 bedrooms, 3 bathrooms and approximately 2,120 sqft of floor space. This property has a lot size of 0.96 acres and was built in 1967.
26 Pine Dr, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,120 sqft single-family home built in 1967. It last sold for $182,500 on Aug 30, 1989. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $625,800, with a rent estimate of $4,210/month.

Home Details for 26 Pine Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Office, Solarium AtriumCeiling Fan
Heating & Cooling
Heating: Baseboard, Electric, Propane ButaneHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, VinylLawn
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.96 acres

Additional Information

Intercom

Price and Tax history

DateEventPrice
Aug 30, 1989
Source: N/A
Sold
$182,500

Market trends in Madison

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$764K
$33.17KMoM
Sale-to-List Price
—
Price per sq ft
$357
$8MoM
Available listings
58
2MoM
Sourced by Trulia Market Trends

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

  • 61 % Say kids play outside

  • 39 % Say there are community events

  • 32 % 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.
  • Cathy M.
    "I’ve lived in this neighborhood for 20 years and raised our 3 daughters in Heatherwood! There is a vibrant social committee with events throughout the year like Oktoberfest and a visit from Santa and the Easter bunny! Our block parties are epic and include a lawn mower tractor race with a coveted trophy for the winner! Lots of walking traffic and trails for hiking and fishing! The neighbors look out for each other and my children have made lifelong friendships here! Anyone would be lucky to live in the ‘wood! "
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  • 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 "
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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!!"
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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"
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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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LGBTQ Local Legal Protections

Frequently asked questions about 26 Pine Dr

  • What is 26 Pine Dr estimated to be worth?
    Trulia's estimated value for 26 Pine Dr in Madison, CT is $625,800.
  • What is the price history for 26 Pine Dr?
    26 Pine Dr in Madison, CT last sold for $182,500 in August 1989.
  • Is Madison a buyer's or seller's market?
    Madison is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $764K. That is up $33.17K from the prior month.
  • Does 26 Pine Dr have laundry facilities?
    Yes, 26 Pine Dr in Madison, CT has in-unit laundry.
  • How big is the lot at 26 Pine Dr?
    The lot at 26 Pine Dr in Madison, CT is about 0.96 acres (41,817 sq ft).

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