27 Willow Ln, Madison, CT 06443
Property image
Property image
OFF MARKET

$652,700

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,257 sqft (on 4.40 acres)

27 Willow Ln, Madison, CT 06443

Refinance Your Home
Currently Off Market - Sold Jan 14, 2019 for $336,000

Home Value

Trulia Estimate
$653K
Since last month
Decreased$9K (-1.3%)
Since last year
Increased$24K (+3.8%)
Since last sale
Increased$317K (+94.3%)
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 +53% in the last 10 years
MonthEstimated value
2026
September 2026$653K
August 2026$662K
July 2026$664K
June 2026$649K
May 2026$641K
April 2026$623K
March 2026$609K
February 2026$594K
January 2026$593K
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
86 Nursery Lane, Madison, CT
0.14
Single-Family Home
$1,200,000
07/23/26
4
3.5
4,250
48 Shepherds Trail, Madison, CT
0.61
Single-Family Home
$775,000
01/16/26
4
2.5
4,879
476 Summer Hill Road, Madison, CT
0.42
Single-Family Home
$700,000
08/10/26
4
2.5
2,057
42 Buck Hill Road, Madison, CT
0.68
Single-Family Home
$690,000
10/24/25
4
2.5
3,999
76 Squires Road, Madison, CT
0.88
Single-Family Home
$472,500
12/15/25
5
3
2,652
197 Concord Drive, Madison, CT
0.65
Single-Family Home
$618,660
12/30/25
3
2.5
2,793
660 Opening Hill Road, Madison, CT
0.75
Single-Family Home
$490,000
06/25/26
4
2
1,688
25 Madison Hollow, Killingworth, CT
0.96
Single-Family Home
$815,000
06/23/26
3
2.5
3,432
174 Concord Drive, Madison, CT
0.81
Single-Family Home
$705,000
05/28/26
4
2.5
3,212
1071 Durham Road, Madison, CT
0.53
Single-Family Home
$520,000
12/22/25
3
1.5
1,660

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
86 Nursery Lane, Madison, CT 06443
0.14
$1,200,000
4
3.5
4,250
Recently Sold
5 Michele Lane, Madison, CT 06443
0.28
$1,134,400
4
5
5,220
Off Market
2 Franklin Place/1191 Durham Roads, Madison, CT 06443
0.32
$990,000
4
2.5
3,220
Off Market
1193 Durham (lot 4 Franklin Place) Road, Madison, CT 06443
0.35
$1,086,600
4
3
3,474
Off Market
50 Copperfield Drive, Madison, CT 06443
0.35
$1,438,800
5
3.5
4,374
Off Market
59 Copperfield Drive, Madison, CT 06443
0.36
$1,275,400
4
3.5
4,442
Off Market
1209 Durham Road, Madison, CT 06443
0.38
$999,000
5
5.5
3,832
For Sale
53 Copperfield Drive, Madison, CT 06443
0.40
$1,034,000
5
2.5
3,595
Off Market
1225 Durham Road, Madison, CT 06443
0.41
$668,500
3
2.5
1,747
Off Market
1086 Durham Road, Madison, CT 06443
0.42
$606,500
4
2
1,977
Off Market
1197 Durham Road, Madison, CT 06443
0.44
$633,400
3
2
1,494
Off Market
476 Summer Hill Road, Madison, CT 06443
0.42
$700,000
4
2.5
2,057
Recently Sold

Local Information

  • Map ViewExplore the area around 27 Willow Ln.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
4.4 acre lot
3,257 sqft
$200/sqft

About this House

HUGE PRICE REDUCTION!! Beautiful, well-maintained and sparkling 5-bedroom expanded Cape home on a quiet cul-de-sac street within minutes of Madison's center, the beaches and I-95. The home has 4.4 acres of land and 2,600+ sq. feet of living space, not including 650 sq feet in the finished basement, with a classic layout including formal living and dining rooms plus an added sunken family room. The basement has a walkout that brings you to the spacious garden and an upgraded electrical service making it a perfect in-law opportunity. The roof, windows and sliders are all newer and the house has been wired for a generator. The kitchen and its extended breakfast nook is open to the family room. Both rooms have doors to a rear deck for seasonal entertaining. Both the family room and the breakfast nook also have fireplaces. Most of the floors are hardwood. The main level also features the master suite. The upstairs has 4 bedrooms, each with good closets. Bring your family as well as your imagination to this property. It is ready to accommodate your wants and needs, and your extended family, too.
27 Willow Ln, Madison, CT 06443 is a 5 bedroom, 3 bathroom, 3,257 sqft single-family home built in 1971. It last sold for $336,000 on Jan 14, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $652,700, with a rent estimate of $5,149/month.

Home Details for 27 Willow Ln

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: WoodGardenPatio

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 4.40 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jan 14, 2019
Source: Smart MLS #170073698
Sold
$336,000
Nov 29, 2018
Source: Agent Provided
Pending
$350,000
Oct 16, 2018
Source: Agent Provided
PriceChange
$350,000
Price decreased by 8%
Sep 11, 2018
Source: Agent Provided
PriceChange
$379,000
Price decreased by 5%
Jul 21, 2018
Source: Agent Provided
PriceChange
$399,000
Price decreased by 4%

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 27 Willow Ln

  • What is 27 Willow Ln estimated to be worth?
    Trulia's estimated value for 27 Willow Ln in Madison, CT is $652,700.
  • What is the price history for 27 Willow Ln?
    27 Willow Ln in Madison, CT last sold for $336,000 in January 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.
  • Does 27 Willow Ln have air conditioning?
    Yes, 27 Willow Ln in Madison, CT has air conditioning.
  • How big is the lot at 27 Willow Ln?
    The lot at 27 Willow Ln in Madison, CT is about 4.4 acres.

Explore by feature - Pet Friendly

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