116 Twilight Dr, Madison, CT 06443
Property image
Property image
OFF MARKET

116 Twilight Dr
Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,020 sqft (on 49 acres)

$697,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,879/mo*
Refinance Your Home

$697,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,879/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,020 sqft
(on 49 acres)

Home Value

Trulia Estimate
$697K
Since last month
Increased$26K (+3.8%)
Since last year
Increased$33K (+5%)
Since last sale
Increased$409K (+140.1%)
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 +140% in the last 10 years
MonthEstimated value
2026
August 2026$701K
July 2026$676K
June 2026$695K
May 2026$689K
April 2026$671K
March 2026$648K
February 2026$663K
January 2026$619K
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
42 Lake Drive, Madison, CT
0.24
Single-Family Home
$454,000
08/28/25
4
2.5
2,036
659 Summer Hill Road, Madison, CT
0.20
Single-Family Home
$960,000
08/29/25
3
2.5
2,558
779 Summer Hill Road, Madison, CT
0.49
Single-Family Home
$428,000
01/30/26
2
1.5
1,110
1353 Durham Road, Madison, CT
0.68
Single-Family Home
$597,104
06/25/26
3
2.5
2,022
26 Farm View Drive, Madison, CT
0.71
Single-Family Home
$630,000
02/19/26
4
2
1,573
1543 Durham Road, Madison, CT
0.73
Single-Family Home
$437,000
02/26/26
3
2.5
3,711
17 Eagle Meadow Road, Madison, CT
0.74
Single-Family Home
$326,000
12/03/25
2
2
1,280
15 Cornfield Lane, Madison, CT
0.96
Single-Family Home
$634,500
06/30/26
3
2.5
1,848
476 Summer Hill Road, Madison, CT
1.01
Single-Family Home
$700,000
08/10/26
4
2.5
2,057
197 Concord Drive, Madison, CT
1.53
Single-Family Home
$618,660
12/30/25
3
2.5
2,793

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
659 Summer Hill Road, Madison, CT 06443
0.20
$993,300
3
2.5
2,558
Off Market
7 Twilight Drive, Madison, CT 06443
0.24
$772,300
3
2.5
2,646
Off Market
42 Lake Drive, Madison, CT 06443
0.24
$615,900
4
2.5
2,036
Off Market
640 Summer Hill Road, Madison, CT 06443
0.29
$662,100
5
2.5
2,404
Off Market
20 Hidden Springs Road, Madison, CT 06443
0.38
$1,131,600
5
3.5
4,881
Off Market
69 Mendingwall Circle, Madison, CT 06443
0.42
$626,300
3
2.5
2,052
Off Market
1466 Durham Road, Madison, CT 06443
0.46
$561,000
3
1
1,023
For Sale
1474 Durham Road, Madison, CT 06443
0.49
$666,900
4
3.5
2,740
Off Market
779 Summer Hill Road, Madison, CT 06443
0.49
$428,000
2
1.5
1,110
Recently Sold
1467 Durham Road, Madison, CT 06443
0.53
$517,600
4
2.5
1,611
Off Market
29 Bridle Path Lane, Madison, CT 06443
0.57
$885,300
4
3
3,177
Off Market
22 Northwood Road, Madison, CT 06443
0.60
$965,100
4
2.5
3,765
Off Market

Local Information

  • Map ViewExplore the area around 116 Twilight Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1977
Lot Size
49 acres
Living Area
2,020 sqft
Price/Sqft
$345

About this House

Gracious Colonial on a beautiful treed lot has enormous appeal beginning with the full, welcoming front porch. Original owners have maintained this beautiful home with numerous updates throughout. Tranquility abounds in a peaceful neighborhood setting; including visits by the nearby geese walking their young to and from the nearby lakes. Generous room sizes add to the versatility of the interior of the home, while the outside offers multiple "favorite spots" to enjoy the outdoors. Proximity to shopping, schools and travel make this an excellent location.The quality must be seen so you can add your personal touches.
116 Twilight Dr, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,020 sqft single-family home built in 1977. It last sold for $292,000 on Jan 29, 2016. It is currently off market. The Trulia Estimate is $697,300, with a rent estimate of $4,637/month.

Home Details for 116 Twilight Dr

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Interior Details
Number of Rooms: 7
Levels, Entrance, & Accessibility
Floors: Other

Lot Information

Lot Area: 49.00 acres

Price and Tax history

DateEventPrice
Jan 29, 2016
Source: Smart MLS #N10054602
Sold
$292,000
Dec 24, 2015
Source: Agent Provided
Pending
$299,999
Nov 7, 2015
Source: Agent Provided
PriceChange
$299,999
Price decreased by 14%
Jun 11, 2015
Source: Agent Provided
Listed For Sale
$347,900

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

Frequently asked questions about 116 Twilight Dr

  • What is 116 Twilight Dr estimated to be worth?
    Trulia's estimated value for 116 Twilight Dr in Madison, CT is $697,300.
  • What is the price history for 116 Twilight Dr?
    116 Twilight Dr in Madison, CT last sold for $292,000 in January 2016.
  • 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.
  • How big is the lot at 116 Twilight Dr?
    The lot at 116 Twilight Dr in Madison, CT is about 1.1 acres.

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