27 Indigo Trl, Madison, CT 06443
OFF MARKET

27 Indigo Trl
Madison, CT 06443

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

$2,240,200

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $15,580/mo*
Refinance Your Home

$2,240,200

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $15,580/mo*
Refinance Your Home
8 Beds
7 Baths
8,800 sqft
(on 1.90 acres)

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

Property Type
Single-Family Home
Year Built
1999
Lot Size
1.9 acres
Living Area
8,800 sqft
Price/Sqft
$255

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. It is currently off market. The Trulia Estimate is $2,240,200, with a rent estimate of $4,872/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 History for 27 Indigo Trl

DatePriceEventSource
07/31/2011$1,268,000Sold
Smart MLS #V986469
05/06/2011$1,287,000PendingAgent Provided
04/10/2011$1,287,000Listed For SaleAgent Provided
09/08/2010$390,000Sold
Smart MLS #N300839
08/06/2010$390,000PendingAgent Provided
06/19/2010$495,000PriceChange
Agent Provided
05/09/2010$599,900PriceChange
Agent Provided
04/05/2010$650,000PriceChange
Agent Provided
03/14/2010$0Listed For SaleAgent Provided
09/01/1998$165,000Sold
N/A

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment

Year2025
Tax$32,905
Assessment$1,467,000
Home facts updated by county records

Comparable Sales for 27 Indigo Trl

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
299 Warpas Road, Madison, CT
0.79
Single-Family Home
$1,610,000
09/03/25
4
6
4,762
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
37 Riverside Terrace, Madison, CT
0.40
Single-Family Home
$580,000
09/15/25
3
2.5
1,955
71 Foxwood Rd S, Guilford, CT
0.50
Single-Family Home
$320,000
03/25/26
4
4
2,566

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Indigo Trl.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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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"
    0
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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
  • 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
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Homes for sale near 27 Indigo Trl

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Off Market Homes Near 27 Indigo Trl

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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 $2,240,200.
  • 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 $763K.
  • How big is the lot at 27 Indigo Trl?
    The lot at 27 Indigo Trl in Madison, CT is about 1.9 acres.