29 Flintlock Road, Madison, CT 06443
OFF MARKET

29 Flintlock Road
Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 2,458 sqft (on 0.93 acres)

$735,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,145/mo*
Refinance Your Home

$735,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,145/mo*
Refinance Your Home
4 Beds
1.5 Baths
2,458 sqft
(on 0.93 acres)

Home Value

Trulia Estimate
$736K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$25K (+3.5%)
Since last sale
Increased$26K (+3.7%)
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 +121% in the last 10 years
MonthEstimated value
2026
August 2026$737K
July 2026$734K
June 2026$736K
May 2026$726K
April 2026$722K
March 2026$728K
February 2026$728K
January 2026$731K
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
26 Flintlock Road, Madison, CT
0.07
Single-Family Home
$775,000
02/09/26
5
3
2,904
12 Sportsman's Hill Road, Madison, CT
0.38
Single-Family Home
$515,000
06/24/26
4
2
2,746
6 Yankee Peddler Path, Madison, CT
0.41
Single-Family Home
$660,000
06/12/26
4
2
2,642
190 Wildcat Road, Madison, CT
0.18
Single-Family Home
$1,260,444
08/07/26
3
2.5
2,451
30 Church Lane, Madison, CT
0.51
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
125 Wildcat Road, Madison, CT
0.20
Single-Family Home
$1,000,000
07/07/26
4
2.5
3,909
241 Hunters Trail, Madison, CT
0.16
Single-Family Home
$850,000
10/06/25
4
3
3,464
9 Randi Drive, Madison, CT
0.56
Single-Family Home
$967,500
08/20/26
4
2.5
2,807

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
26 Flintlock Road, Madison, CT 06443
0.07
$775,000
5
3
2,904
Recently Sold
252 Hunters Trail, Madison, CT 06443
0.12
$1,143,200
3
3.5
4,186
Off Market
38 Skytop Drive, Madison, CT 06443
0.14
$913,700
3
2.5
2,204
Off Market
190 Wildcat Road, Madison, CT 06443
0.18
$1,260,444
3
2.5
2,451
Recently Sold
241 Hunters Trail, Madison, CT 06443
0.16
$877,700
4
3
3,464
Off Market
137 Horse Pond Road, Madison, CT 06443
0.21
$905,400
4
3
3,509
Off Market
92 Sportsman Hill Road, Madison, CT 06443
0.19
$633,600
4
2.5
1,902
Off Market
94 Sportsman Hill Road, Madison, CT 06443
0.20
$764,900
5
3.5
3,892
Off Market
125 Wildcat Road, Madison, CT 06443
0.20
$1,000,000
4
2.5
3,909
Recently Sold
107 Horse Pond Road, Madison, CT 06443
0.24
$430,000
3
2
864
Recently Sold
99 Horse Pond Road, Madison, CT 06443
0.26
$590,500
3
2
1,956
Off Market

Local Information

  • Map ViewExplore the area around 29 Flintlock Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.93 acres
Living Area
2,458 sqft
Price/Sqft
$299
Parking
2 Car Garage

About this House

***HIGHEST AND BEST DUE BY WEDNESDAY, JULY 16 AT NOON*** This 4-bedroom colonial provides a seamless blend of open design and cozy space. The first floor has hardwood floors, an open floor plan, a welcoming living room with fireplace, and a bright family room set just off the kitchen-perfect for gatherings. Upstairs, you'll find four spacious bedrooms with hardwood floors and an updated full bathroom. The finished basement playroom adds versatility, while the attached 2-car garage is easily accessed from the family room. Step outside to the expansive backyard, featuring a patio and inground pool with vinyl liner, ideal for summer enjoyment. Conveniently set in a neighborhood, this home is close to town, beaches, shopping, and the scenic Hammonasset State Park. Experience the best of coastal living in this sought after community!
29 Flintlock Road, Madison, CT 06443 is a 4 bedroom, 2 bathroom, 2,458 sqft single-family home built in 1966. It last sold for $711,000 on Aug 21, 2025 (5% above the $679,000 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $4,000 per month. That rental listing was removed on October 24, 2025. It is currently off market. The Trulia Estimate is $735,900, with a rent estimate of $4,433/month.
Last check for updates: about 20 hours ago
Listed by Betsy B. Anderson, (203) 641-3233
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Emily Lovejoy, (203) 710-0202, William Raveis Real Estate, (203) 453-0391
Source: Smart MLS, MLS#24104233

Home Details for 29 Flintlock Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2458 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Rain GuttersFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved,Driveway,Garage Door Opener,Private
Pool
Pool: Vinyl, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1930 Square FeetFinished Area (below surface): 528 Square Feet

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1157379

Price & Status

Price
List Price: $679,000
Status Change & Dates
Off Market Date: Thu Aug 21 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdHigh School: Daniel Hand

Agent Information

Buyer Agent
Buyer Company Name: The One Team At William Raveis Real Estate

Building

Building Area
Building Area: 2458 Square Feet

Community

Community Features: Golf, Library, Medical Facilities, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 0.93 acres

Energy

Energy Efficiency Features: Ridge Vents

Miscellaneous

BasementMls Number: 24104233Attic: Pull Down StairsAbove Grade Unfinished Area: 1930

Additional Information

GolfLibraryMedical FacilitiesTennis Court(s)

Price and Tax history

DateEventPrice
Oct 24, 2025
Source: Zillow Rentals
ListingRemoved
$3,500
Sep 22, 2025
Source: Zillow Rentals
PriceChange
$3,500
Price decreased by 13%
Sep 9, 2025
Source: Zillow Rentals
Listed For Rent
$4,000
Aug 21, 2025
Source: Smart MLS #24104233
Sold
$711,000
Jul 11, 2025
Source: Smart MLS #24104233
Listed For Sale
$679,000

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

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Frequently asked questions about 29 Flintlock Road

  • What is 29 Flintlock Road estimated to be worth?
    Trulia's estimated value for 29 Flintlock Road in Madison, CT is $735,900.
  • What is the price history for 29 Flintlock Road?
    29 Flintlock Road in Madison, CT last sold for $711,000 in August 2025.
  • 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.
  • Does 29 Flintlock Road have air conditioning?
    Yes, 29 Flintlock Road in Madison, CT has air conditioning.
  • Does 29 Flintlock Road have a pool?
    Yes, 29 Flintlock Road in Madison, CT has a pool.

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