27 Glenn Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$629,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,088 sqft (on 2.09 acres)

27 Glenn Rd, Madison, CT 06443

Refinance Your Home
Currently Off Market - Sold Oct 31, 2022 for $475,000

Home Value

Trulia Estimate
$630K
Since last month
Decreased$6K (-0.9%)
Since last year
Increased$6K (+1%)
Since last sale
Increased$155K (+32.6%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$630K
August 2026$628K
July 2026$636K
June 2026$649K
May 2026$642K
April 2026$633K
March 2026$621K
February 2026$611K
January 2026$616K
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
12 Sportsman Hill Rd, Madison, CT
0.17
Single-Family Home
$515,500
06/24/26
4
2
1,930
12 Sportsman's Hill Road, Madison, CT
0.16
Single-Family Home
$515,000
06/24/26
4
2
2,746
241 Hunters Trail, Madison, CT
0.13
Single-Family Home
$850,000
10/06/25
4
3
3,464
125 Wildcat Road, Madison, CT
0.14
Single-Family Home
$1,000,000
07/07/26
4
2.5
3,909
30 Church Lane, Madison, CT
0.23
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
71 Madison Springs Drive, Madison, CT
0.29
Single-Family Home
$975,000
12/17/25
3
2.5
3,333
107 Horse Pond Road, Madison, CT
0.52
Single-Family Home
$430,000
06/12/26
3
2
864
190 Wildcat Road, Madison, CT
0.42
Single-Family Home
$1,260,444
08/07/26
3
2.5
2,451
26 Flintlock Road, Madison, CT
0.27
Single-Family Home
$775,000
02/09/26
5
3
2,904
53 Wellsweep Drive, Madison, CT
0.50
Single-Family Home
$778,000
07/10/26
4
2.5
2,230

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
41 Sportsman Hill Road, Madison, CT 06443
0.09
$719,300
4
3.5
3,120
Off Market
23 Sportsman Hill Road, Madison, CT 06443
0.11
$676,900
3
2.5
2,994
Off Market
241 Hunters Trail, Madison, CT 06443
0.13
$883,500
4
3
3,464
Off Market
12 Sportsman's Hill Road, Madison, CT 06443
0.16
$515,000
4
2
2,746
Recently Sold
38 Sportsman Hill Road, Madison, CT 06443
0.17
$925,000
4
3
5,624
Recently Sold
125 Wildcat Road, Madison, CT 06443
0.14
$1,000,000
4
2.5
3,909
Recently Sold
40 Sportsman Hill Road, Madison, CT 06443
0.18
$645,900
3
2.5
2,438
Off Market
38 Church Lane, Madison, CT 06443
0.18
$699,000
4
2
2,750
For Sale
252 Hunters Trail, Madison, CT 06443
0.17
$1,129,200
3
3.5
4,186
Off Market
68 Wildcat Road, Madison, CT 06443
0.19
$485,300
2
2
1,195
Off Market
66 Wildcat Road, Madison, CT 06443
0.19
$349,900
2
1
625
For Sale
37 Church Lane, Madison, CT 06443
0.21
$773,000
3
2.5
2,794
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1969
2.09 acre lot
2,088 sqft
$302/sqft
Garage

About this House

Welcome home to your completely renovated special colonial style home located at the end of a quiet cul-de-sac road with a very private 2.09 acres backing up to flat level lightly wooded yard area just a mile from town! This home features a brand new renovated kitchen which is open to the dining area and living area w/custom cabinets, stainless steel FARM SINK, QUARTZ countertops , stainless steel appliances, breakfast bar area with extra cabinets and sliders leading to a large deck, over looking the flat, level, private yard which is perfect for entertaining. Gleaming hardwood floors throughout the entire home, 3 spacious bedrooms, 2 renovated full bathrooms with an additional spacious half bath as well ! The first floor features a large living area with the focal point in the center being a fireplace surrounded in stone. Off the kitchen is a sunken family room with an additional fireplace surrounded in stone ! On the second floor there are 3 bedrooms including a master bedroom w/ stunning renovated master bathroom. Additionally, this home features a brand new furnace, 2 year old hot water heater, new well pump and filtration system, new roof, all new recessed lighting, new oil tank, brand energy star rated thermopane windows, new 200 amp electrical, new pvc plumbing throughout home and so much more.
27 Glenn Rd, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,088 sqft single-family home built in 1969. It last sold for $475,000 on Oct 31, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $629,800, with a rent estimate of $4,148/month.

Home Details for 27 Glenn Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 2.09 acres

Price and Tax history

DateEventPrice
Oct 31, 2022
Source: N/A
Sold
$475,000
Jun 29, 2018
Source: Smart MLS #170071325
Sold
$395,000
May 26, 2018
Source: Agent Provided
Pending
$399,000
May 1, 2018
Source: Agent Provided
PriceChange
$399,000
Price decreased by 1%
Apr 15, 2018
Source: Agent Provided
Listed For Sale
$405,000

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

Frequently asked questions about 27 Glenn Rd

  • What is 27 Glenn Rd estimated to be worth?
    Trulia's estimated value for 27 Glenn Rd in Madison, CT is $629,800.
  • What is the price history for 27 Glenn Rd?
    27 Glenn Rd in Madison, CT last sold for $475,000 in October 2022.
  • 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 27 Glenn Rd?
    The lot at 27 Glenn Rd in Madison, CT is about 2.1 acres.
  • Does 27 Glenn Rd have a garage?
    Yes, 27 Glenn Rd in Madison, CT has a garage.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Madison, CT

Explore by feature - Air Conditioning

16 rentals with air conditioning in Madison, CT

Explore by feature - Washer/dryer

19 rentals with a washer/dryer in Madison, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 27 Glenn Rd

Skip to last item
Skip to first item

Homes for sale near 27 Glenn Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item