28 Pine Drive, Madison, CT 06443
OFF MARKET

$833,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,376 sqft (on 2.85 acres)

28 Pine Drive, Madison, CT 06443

Est. Refi. Payment $5,848/mo*
Refinance Your Home
Currently Off Market - Sold Feb 28, 2025 for $715,000

Home Value

Trulia Estimate
$834K
Since last month
Increased$2K (+0.2%)
Since last year
Increased$27K (+3.4%)
Since last sale
Increased$115K (+16%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$830K
July 2026$828K
June 2026$855K
May 2026$832K
April 2026$831K
March 2026$798K
February 2026$788K
January 2026$820K
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
0.04
Single-Family Home
$730,000
12/01/25
4
2.5
2,390
96 Winterhill Road, Madison, CT
0.16
Single-Family Home
$715,000
06/04/26
4
2.5
2,950
86 Winterhill Road, Madison, CT
0.22
Single-Family Home
$703,500
09/30/25
4
2.5
2,330
21 Pierce Lane, Madison, CT
0.24
Single-Family Home
$539,000
08/07/26
3
1.5
1,666
23 Horsebarn Lane, Madison, CT
0.20
Single-Family Home
$855,000
02/02/26
4
3
3,972
9 Monroe Lane, Madison, CT
0.23
Single-Family Home
$640,000
06/30/26
4
2.5
1,894
21 Little Hollow Road, Madison, CT
0.36
Single-Family Home
$725,000
04/09/26
3
2.5
1,589
60 Winterhill Road, Madison, CT
0.32
Single-Family Home
$620,000
11/25/25
4
2.5
1,992
677 Durham Road, Madison, CT
0.42
Single-Family Home
$730,000
12/23/25
3
2.5
2,112
25 Copperstone Lane, Madison, CT
0.45
Single-Family Home
$585,000
01/30/26
3
2.5
2,542

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
37 Pine Drive, Madison, CT 06443
0.04
$730,000
4
2.5
2,390
Recently Sold
31 Pine Drive, Madison, CT 06443
0.09
$912,700
4
2.5
2,804
Off Market
96 Winterhill Road, Madison, CT 06443
0.16
$715,000
4
2.5
2,950
Recently Sold
23 Horsebarn Lane, Madison, CT 06443
0.20
$855,000
4
3
3,972
Recently Sold
469 Warpas Road, Madison, CT 06443
0.20
$616,200
3
1.5
1,864
Off Market
21 Pierce Lane, Madison, CT 06443
0.24
$539,000
3
1.5
1,666
Recently Sold
475 Warpas Road, Madison, CT 06443
0.22
$646,000
2
2
1,302
Off Market
9 Monroe Lane, Madison, CT 06443
0.23
$640,000
4
2.5
1,894
Recently Sold
86 Winterhill Road, Madison, CT 06443
0.22
$731,500
4
2.5
2,330
Off Market
479 Warpas Road, Madison, CT 06443
0.26
$875,500
3
2.5
2,756
Off Market
339 Warpas Road, Madison, CT 06443
0.33
$712,100
3
2
1,889
Off Market

Local Information

  • Map ViewExplore the area around 28 Pine Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
2.85 acres
Living Area
2,376 sqft
Price/Sqft
$351
Parking
2 Car Garage

About this House

First time on the market! This 3 bedroom, 2 full bath ranch at end of quiet cul-de-sac is set on 2+ acres & ready for its new owners. Sun-filled home has walls of windows & a flexible floor plan with large unfinished attic offering great versatility. Now is the time to create your outdoor oasis ~~perhaps with a pool and spa that you've been dreaming of. This won't last, make your appointment today. Roof is less than one year old.
28 Pine Drive, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 2,376 sqft single-family home built in 1998. It last sold for $715,000 on Feb 28, 2025 (3% above the $695,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $833,500, with a rent estimate of $4,638/month.
Last check for updates: about 2 hours ago
Listed by Pamela Kadamus, (203) 464-3050
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Nikki Travaglino, (203) 415-3053, William Pitt Sotheby's Int'l, (203) 453-2533
Source: Smart MLS, MLS#24071309

Home Details for 28 Pine Drive

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2376 Square Feet
Appliances & Utilities
Appliances: Cooktop, Oven, Range Hood, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltOther Structures: Shed(s)Exterior: GardenFoundation: 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): 2376 Square Feet

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1158593

Price & Status

Price
List Price: $695,000
Status Change & Dates
Off Market Date: Wed Feb 05 2025Possession Timing: Immediate

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

Building

Building Area
Building Area: 2376 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 2.85 Acres

Miscellaneous

Mls Number: 24071309Attic: Walk-upAbove Grade Unfinished Area: 2376

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkShopping/Mall

Price and Tax history

DateEventPrice
Feb 28, 2025
Source: Smart MLS #24071309
Sold
$715,000
Feb 17, 2025
Source: Smart MLS #24071309
Pending
$695,000
Feb 2, 2025
Source: Smart MLS #24071309
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

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

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Frequently asked questions about 28 Pine Drive

  • What is 28 Pine Drive estimated to be worth?
    Trulia's estimated value for 28 Pine Drive in Madison, CT is $833,500.
  • What is the price history for 28 Pine Drive?
    28 Pine Drive in Madison, CT last sold for $715,000 in February 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 28 Pine Drive have air conditioning?
    Yes, 28 Pine Drive in Madison, CT has air conditioning.
  • Does 28 Pine Drive have laundry facilities?
    Yes, 28 Pine Drive in Madison, CT has in-unit laundry.

Explore by feature - Pet Friendly

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