23 Princess Dr, Madison, CT 06443
Property image
Property image
OFF MARKET

23 Princess Dr
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,938 sqft (on 0.93 acres)

$716,100

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $4,948/mo*
Refinance Your Home

$716,100

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $4,948/mo*
Refinance Your Home
4 Beds
2.5 Baths
1,938 sqft
(on 0.93 acres)

Local Information

  • Map ViewExplore the area around 23 Princess Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This warm and inviting 4 bedroom colonial was renovated in 2016. The front entrance offers great charm with a farmhouse porch perfect for relaxing. The kitchen is open and fully updated with Stainless appliances, quartz countertops, and ample storage space. The mudroom off the kitchen is ideal for shoes and coats. Double sliders on the first floor provide access to the 60' deck which is great for entertaining and offers sweeping views of the landscape and a cleared back yard ideal for BBQs. 4 nicely sized bedrooms and a 5th room that would be a percect home office. The Large basement has french doors that open to the back yard. Two car attached garage and central air make this house and ideal place to call home.
23 Princess Dr, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 1,938 sqft single-family home built in 1966. It last sold for $393,000 on Nov 17, 2016. More recently, it was listed as a rental in July 2022 with an asking price of $3,000 per month. That rental listing was removed on August 8, 2022. It is currently off market. The Trulia Estimate is $716,100, with a rent estimate of $5,187/month.

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 23 Princess Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: OtherExterior: Vinyl
Parking & Garage
Parking Spaces: 2Parking: None

Property Information

Year Built
Year Built: 1966Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.93 acres

Price History for 23 Princess Dr

DatePriceEventSource
08/08/2022ListingRemovedRE/MAX International
07/14/2022$3,000Listed For RentRE/MAX International #170508204
03/06/2020$2,900ListingRemovedAgent Provided
01/23/2020$2,900Listed For RentAgent Provided
06/28/2019$399,000ListingRemovedAgent Provided
06/16/2019$399,000PriceChange
Agent Provided
05/08/2019$400,000PriceChange
Agent Provided
04/08/2019$415,000Listed For SaleAgent Provided
11/17/2016$393,000Sold
Smart MLS #G10169318
09/21/2016$414,900Listed For SaleAgent Provided
02/02/2015$110,000Sold
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
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Property Tax and Assessment

Year2025
Tax$7,070
Assessment$315,200
Home facts updated by county records

Comparable Sales for 23 Princess Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1353 Durham Road, Madison, CT
0.06
Single-Family Home
$597,104
06/25/26
3
2.5
2,022
26 Farm View Drive, Madison, CT
0.72
Single-Family Home
$630,000
02/19/26
4
2
1,573
42 Lake Drive, Madison, CT
0.83
Single-Family Home
$454,000
08/28/25
4
2.5
2,036
735 Opening Hill Road, Madison, CT
0.95
Single-Family Home
$664,600
01/30/26
4
2
2,028
76 Squires Road, Madison, CT
0.96
Single-Family Home
$472,500
12/15/25
5
3
2,652
1308 Durham Road, Madison, CT
0.27
Single-Family Home
$1,300,000
07/18/25
3
2.5
2,767
1543 Durham Road, Madison, CT
0.85
Single-Family Home
$437,000
02/26/26
3
2.5
3,711
69 Squires Road, Madison, CT
0.99
Single-Family Home
$738,000
06/26/26
3
3
2,025
659 Summer Hill Road, Madison, CT
0.78
Single-Family Home
$960,000
08/29/25
3
2.5
2,558
12 Rustic Lane, Madison, CT
1.04
Single-Family Home
$620,000
05/13/26
4
2
1,849

Nearby homes

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Assigned Schools

These are the assigned schools for 23 Princess Dr.
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
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  • 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
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  • 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
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  • David F.
    "Great for young families!"
    0
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Madison, CT

Explore by feature - Garage

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Explore by feature - Air Conditioning

23 rentals with air conditioning in Madison, CT

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24 rentals with a washer/dryer in Madison, CT

Homes for sale near 23 Princess Dr

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Off Market Homes Near 23 Princess Dr

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