27 Pent Rd, Madison, CT 06443
OFF MARKET

27 Pent Rd
Madison, CT 06443

  • 3 Beds
  • 1 Bath
  • 1,928 sqft (on 0.28 acres)

$1,185,000

Trulia Estimate
as of Jun 16, 2026
Est. Refi. Payment $8,083/mo*
Refinance Your Home

$1,185,000

Trulia Estimate
as of Jun 16, 2026
Est. Refi. Payment $8,083/mo*
Refinance Your Home
3 Beds
1 Bath
1,928 sqft
(on 0.28 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This unique property was once called the "The Rose Cottage" The main house has an updated kitchen, granite counters, stainless steal appliances, chefs gourmet gas stove, refrigerator and dishwasher. Full renovated bath, and master bedroom on the first floor. Natural Gas fireplace and wonderful side to side porch with paddle fans. Large back deck with unobstructed marsh views. Newer windows, new paved driveway, hot water heater 5 months old, also a new ductless A/C and heat unit on first floor. This home is only a very short walk to the beach. Wonderful property also includes a recently (finished in December of this year) cottage. The cottage and main house are on a rare double lot. The the cottage has a kitchen, bedroom, full bath and living room. Ideal for quests. in laws or a great rental property. Both the main house and the cottage has outstanding water views. Rare and exciting opportunity. New to the market. Sold "As Is" Inspection for buyers information only.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Pent Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Wall, GasAir ConditioningCooling System: OtherHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Wood

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.28 acres

Price History for 27 Pent Rd

DatePriceEventSource
03/03/2022$689,500Sold
Smart MLS #170455414
01/29/2022$725,000ContingentSmart MLS #170455414
01/20/2022$725,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #170455414
01/03/2022$725,000Listed For SaleSmart MLS #170455414
12/29/2017$1,000ListingRemovedAgent Provided
12/19/2017$1,000Listed For RentAgent Provided
08/28/1997$270,000Sold
N/A
11/22/1993$45,000Sold
N/A

Market trends in Madison

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
69
4MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$17,946
Assessment$800,100
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,966/mo
List your home for rent

Homes for rent near 27 Pent Rd

See what comparable homes in the neighborhood are renting for.
Skip to last item
Skip to first item

Comparable Sales for 27 Pent Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Pent Road, Madison, CT
0.03
Single-Family Home
$726,200
10/08/25
3
2
1,296
35 Hotchkiss Lane, Madison, CT
0.15
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400
7 Madrina Lane, Madison, CT
0.44
Single-Family Home
$500,000
01/26/26
3
1
1,144
9 Madrina Lane, Madison, CT
0.45
Single-Family Home
$530,000
10/17/25
3
2
2,159
24 Pent Road, Madison, CT
0.02
Single-Family Home
$560,000
10/20/25
1
1
784
14 Waterbury Ave, Madison, CT
0.52
Single-Family Home
$1,787,500
11/14/25
4
3
2,100
32 Liberty St, Madison, CT
0.52
Single-Family Home
$1,100,000
10/08/25
4
2.5
2,200
166 Bishop Lane, Madison, CT
0.62
Single-Family Home
$900,000
11/14/25
3
3
2,968
46 Hilltop Drive, Madison, CT
0.72
Single-Family Home
$1,200,000
07/30/25
3
2.5
2,518
15 Saxon Road, Madison, CT
0.62
Single-Family Home
$855,000
07/25/25
4
3
2,896

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 27 Pent Rd.
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
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Homes for sale near 27 Pent Rd

Skip to last item
Skip to first item

Off Market Homes Near 27 Pent Rd

Skip to last item
Skip to first item
27 Pent Rd, Madison, CT 06443 is a 3 bedroom, 1 bathroom, 1,928 sqft single-family home built in 1900. This property is not currently available for sale. 27 Pent Rd was last sold on Mar 3, 2022 for $689,500. The current Trulia Estimate for 27 Pent Rd is $1,185,000.