999 Durham Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$506,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,498 sqft (on 2.14 acres)

999 Durham Rd, Madison, CT 06443

Est. Refi. Payment $3,605/mo*
Refinance Your Home
Currently Off Market - Sold Jun 3, 2005 for $328,000

Home Value

Trulia Estimate
$507K
Since last month
Decreased$3K (-0.5%)
Since last year
Decreased$12K (-2.3%)
Since last sale
Increased$178K (+54.4%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$506K
August 2026$506K
July 2026$509K
June 2026$517K
May 2026$519K
April 2026$513K
March 2026$496K
February 2026$484K
January 2026$483K
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
1071 Durham Road, Madison, CT
0.35
Single-Family Home
$520,000
12/22/25
3
1.5
1,660
15 Stepping Stone Lane, Madison, CT
0.46
Single-Family Home
$525,000
05/28/26
4
1.5
1,346
660 Opening Hill Road, Madison, CT
0.68
Single-Family Home
$490,000
06/25/26
4
2
1,688
18 Deepwood Drive, Madison, CT
0.71
Single-Family Home
$440,000
12/22/25
3
2
1,975
10 Scenic Road, Madison, CT
0.50
Single-Family Home
$685,000
06/16/26
5
3
2,210
93 Deepwood Dr, Madison, CT
0.91
Single-Family Home
$350,000
12/08/25
3
1
1,754
71 Deepwood Dr, Madison, CT
0.83
Single-Family Home
$475,000
10/31/25
4
2
1,236
313 Bradley Corners Road, Madison, CT
1.02
Single-Family Home
$640,000
04/16/26
4
2
1,848
370 Opening Hill Road, Madison, CT
0.95
Single-Family Home
$660,000
05/12/26
3
2.5
2,073
50 Overbrook Road, Madison, CT
0.70
Single-Family Home
$930,000
06/19/26
3
3
3,766

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
24 Lyle Drive, Madison, CT 06443
0.12
$722,700
3
2.5
1,938
Off Market
48 Legend Hill Road #48, Madison, CT 06443
0.18
$635,600
2
2.5
2,320
Off Market
46 Legend Hill Road #46, Madison, CT 06443
0.18
$575,500
2
2
1,374
Off Market
40 Legend Hill Road #40, Madison, CT 06443
0.21
$475,000
2
2.5
2,320
Recently Sold
32 Legend Hill Road #32, Madison, CT 06443
0.24
$576,600
2
2
1,877
Off Market
73 Legend Hill Road #73, Madison, CT 06443
0.24
$604,400
2
2.5
2,256
Off Market
75 Legend Hill Road #75, Madison, CT 06443
0.24
$612,200
2
3
2,140
Off Market
238 Legend Hill Road #238, Madison, CT 06443
0.26
$469,600
2
2
1,374
Off Market
17 Lyle Drive, Madison, CT 06443
0.20
$768,600
4
2.5
2,862
Off Market
234 Legend Hill Road #234, Madison, CT 06443
0.27
$469,600
2
2
1,374
Off Market
263 Legend Hill Road #263, Madison, CT 06443
0.27
$741,400
2
2.5
2,500
Off Market
26 Legend Hill Road #26, Madison, CT 06443
0.28
$565,700
3
3
1,896
Off Market

Local Information

  • Map ViewExplore the area around 999 Durham Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1933
2.14 acre lot
1,498 sqft
$338/sqft
Garage

About this House

Beautiful, expansive backyard lined with stone walls and mature oak, maple, and cedar trees, very private.

Detached 2 car, 2 story garage. Second floor, 24×24, great workshop or manhut, replete with carriage doors and a wood-burning stove. Also on property, a new 12x24' barn-red shed for ample storage. Home also includes newly-renovated kitchen with stainless steel appliances, white/grey quartz countertop and separate self-service station with walnut wood countertop and glass-doored, cream-colored cabinets. Home also includes new gutters, gorgeous slate stairs and 3 season front porch overlooking circular driveway.

House itself is solid, from 1930's. They don't build it like this anymore!!
999 Durham Rd, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,498 sqft single-family home built in 1933. It last sold for $328,000 on Jun 3, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $506,900, with a rent estimate of $3,517/month.

Home Details for 999 Durham Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Dining Room, Office, Pantry, Workshop, Sun Room
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylGardenLawn
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1933Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 2.14 acres

Price and Tax history

DateEventPrice
Jun 3, 2005
Source: Smart MLS #M9087360
Sold
$328,000
Jun 10, 1999
Source: N/A
Sold
$177,500
Mar 31, 1989
Source: N/A
Sold
$1,155,000

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 999 Durham Rd

  • What is 999 Durham Rd estimated to be worth?
    Trulia's estimated value for 999 Durham Rd in Madison, CT is $506,900.
  • What is the price history for 999 Durham Rd?
    999 Durham Rd in Madison, CT last sold for $328,000 in June 2005.
  • 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 999 Durham Rd have laundry facilities?
    Yes, 999 Durham Rd in Madison, CT has in-unit laundry.
  • How big is the lot at 999 Durham Rd?
    The lot at 999 Durham Rd in Madison, CT is about 2.1 acres.

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