27 Indigo Trl, Madison, CT 06443
OFF MARKET

$2,241,900

Trulia Estimate
  • 8 Beds
  • 7 Baths
  • 8,800 sqft (on 1.90 acres)

27 Indigo Trl, Madison, CT 06443

Est. Refi. Payment $16,545/mo*
Refinance Your Home
Currently Off Market - Sold Jul 31, 2011 for $1,268,000

Home Value

Trulia Estimate
$2.24M
Since last month
Increased$18K (+0.8%)
Since last year
Increased$22K (+1%)
Since last sale
Increased$971K (+76.5%)
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 +84% in the last 10 years
MonthEstimated value
2026
October 2026$2.24M
September 2026$2.22M
August 2026$2.22M
July 2026$2.24M
June 2026$2.27M
May 2026$2.17M
April 2026$2.15M
March 2026$2.14M
February 2026$2.13M
January 2026$2.15M
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
11 Kachina Way, Madison, CT
0.11
Single-Family Home
$1,310,000
05/18/26
4
2.5
4,910
231 Nortontown Road, Guilford, CT
0.27
Single-Family Home
$1,385,000
01/16/26
4
4
5,352
214 Nortontown Road, Guilford, CT
0.54
Single-Family Home
$1,024,400
02/19/26
5
4.5
4,829
177 Warpas Road, Madison, CT
0.52
Single-Family Home
$1,100,000
10/01/26
4
2.5
2,493
18 Riverside Terrace, Madison, CT
0.50
Single-Family Home
$699,000
06/30/26
4
3.5
3,532
300 Mungertown Road, Madison, CT
0.34
Single-Family Home
$630,000
02/19/26
3
2.5
2,224
173 Wildwood Avenue, Madison, CT
0.61
Single-Family Home
$760,000
04/13/26
4
2.5
2,118
198 Green Hill Road, Madison, CT
0.82
Single-Family Home
$885,000
03/19/26
4
2.5
2,663
71 Foxwood Rd S, Guilford, CT
0.50
Single-Family Home
$320,000
03/25/26
4
4
2,566
259 Mungertown Road, Madison, CT
0.52
Single-Family Home
$729,000
10/31/25
3
2
2,068

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 Kachina Way, Madison, CT 06443
0.04
$1,464,300
5
4.5
4,603
Off Market
24-30 Indigo Trl, Madison, CT 06443
0.06
-
-
-
-
Off Market
14 Kachina Way, Madison, CT 06443
0.07
$1,185,100
4
3.5
3,903
Off Market
43 Kachina Way, Madison, CT 06443
0.07
$1,253,000
4
3.5
3,980
Off Market
30 Indigo Trl, Madison, CT 06443
0.08
-
-
-
-
Off Market
27 Kachina Way, Madison, CT 06443
0.09
$1,141,900
4
3.5
3,995
Off Market
51 Indigo Trl, Madison, CT 06443
0.09
$1,241,900
4
3.5
4,143
Off Market
6 Opening Hill Rd, Madison, CT 06443
0.11
$1,500,600
3
2
2,168
Off Market
35 Kachina Way, Madison, CT 06443
0.11
$1,250,900
4
3
3,794
Off Market
40 Indigo Trl, Madison, CT 06443
0.11
$1,755,200
5
4.5
5,138
Off Market
6 Kachina Way, Madison, CT 06443
0.11
$1,123,000
4
3
4,131
Off Market
20 Opening Hill Rd, Madison, CT 06443
0.11
$1,639,100
4
3
4,615
Off Market
26 Opening Hill Rd, Madison, CT 06443
0.11
$1,545,300
4
2.5
4,357
Off Market
11 Kachina Way, Madison, CT 06443
0.11
$1,310,000
4
2.5
4,910
Recently Sold
32 Opening Hill Rd, Madison, CT 06443
0.12
$1,318,000
4
2.5
3,568
Off Market
32 Opening Hill Rd, Madison, CT 06443
0.12
-
-
-
-
Off Market
5 Indigo Trl, Madison, CT 06443
0.12
-
-
-
-
Off Market
24 Indigo Trail, Madison, CT 06443
0.12
$2,550,000
4
4.5
6,194
For Sale
38 Opening Hill Rd, Madison, CT 06443
0.13
$1,606,000
5
3.5
4,357
Off Market
48 Indigo Trl, Madison, CT 06443
0.13
$1,195,600
3
4
3,725
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1999
1.9 acre lot
8,800 sqft
$255/sqft

About this House

Stately, expansive Georgian colonial. Sumptuously appointed. Just reborn: All new designer gran kit, elegant baths. Perfect for grand entertaining. Lovely heated pool. Rewarding lifestyle! The best of town & country living! Private att'd guest house.
27 Indigo Trl, Madison, CT 06443 is a 8 bedroom, 7 bathroom, 8,800 sqft single-family home built in 1999. It last sold for $1,268,000 on Jul 31, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,241,900, with a rent estimate of $5,204/month.

Home Details for 27 Indigo Trl

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 12

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.90 acres

Price and Tax history

DateEventPrice
Jul 31, 2011
Source: Smart MLS #V986469
Sold
$1,268,000
May 6, 2011
Source: Agent Provided
Pending
$1,287,000
Apr 10, 2011
Source: Agent Provided
Listed For Sale
$1,287,000
Sep 8, 2010
Source: Smart MLS #N300839
Sold
$390,000
Aug 6, 2010
Source: Agent Provided
Pending
$390,000

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.
  • 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! "
    0
    Flag
  • 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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    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!!"
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    Flag
  • 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
    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

LGBTQ Local Legal Protections

Frequently asked questions about 27 Indigo Trl

  • What is 27 Indigo Trl estimated to be worth?
    Trulia's estimated value for 27 Indigo Trl in Madison, CT is $2,241,900.
  • What is the price history for 27 Indigo Trl?
    27 Indigo Trl in Madison, CT last sold for $1,268,000 in July 2011.
  • 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.
  • How big is the lot at 27 Indigo Trl?
    The lot at 27 Indigo Trl in Madison, CT is about 1.9 acres.

Explore by feature - Pet Friendly

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