20 Milestone Lane, Madison, CT 06443
OFF MARKET

$761,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,578 sqft (on 1.01 acres)

20 Milestone Lane, Madison, CT 06443

Est. Refi. Payment $5,378/mo*
Refinance Your Home
Currently Off Market - Sold May 9, 2024 for $558,000

Home Value

Trulia Estimate
$762K
Since last month
Decreased$15K (-1.9%)
Since last year
Increased$4K (+0.5%)
Since last sale
Increased$203K (+36.3%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$761K
August 2026$759K
July 2026$775K
June 2026$790K
May 2026$783K
April 2026$772K
March 2026$764K
February 2026$752K
January 2026$744K
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
53 Wellsweep Drive, Madison, CT
0.32
Single-Family Home
$778,000
07/10/26
4
2.5
2,230
12 Sportsman's Hill Road, Madison, CT
0.50
Single-Family Home
$515,000
06/24/26
4
2
2,746
30 Church Lane, Madison, CT
0.47
Single-Family Home
$700,000
05/01/26
4
2.5
2,908
62 Wellsweep Drive, Madison, CT
0.28
Single-Family Home
$1,080,000
11/14/25
4
3.5
3,660
43 Fort Path Road, Madison, CT
0.53
Single-Family Home
$503,000
01/30/26
3
1.5
1,346
43 Burcam Drive, Madison, CT
0.59
Single-Family Home
$941,000
10/01/25
3
3
2,393
162 Yankee Peddler Path, Madison, CT
0.57
Single-Family Home
$580,000
04/30/26
3
2.5
1,300
114 Rolling Meadow Road, Madison, CT
0.51
Single-Family Home
$875,000
05/29/26
5
3.5
3,568

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
7 Milestone Lane, Madison, CT 06443
0.09
$709,000
4
2.5
2,456
For Sale
27 Timber Ridge Road, Madison, CT 06443
0.11
$651,800
4
2.5
2,144
Off Market
14 Timber Ridge Road, Madison, CT 06443
0.16
$731,000
4
2.5
2,008
Off Market
52 Fairview Drive, Madison, CT 06443
0.14
$658,800
3
2
2,511
Off Market
88 Fairview Drive, Madison, CT 06443
0.15
$562,800
3
2
1,600
Off Market
164 Durham Road, Madison, CT 06443
0.22
$484,100
3
1.5
1,438
Off Market
201 Durham Road, Madison, CT 06443
0.26
$569,400
3
2
1,779
Off Market
51 Brantwood Drive #51, Madison, CT 06443
0.27
$261,800
1
1
764
Off Market
45 Brantwood Drive #45, Madison, CT 06443
0.28
$260,100
1
1
764
Off Market
209 Durham Road, Madison, CT 06443
0.28
$580,900
2
2
1,828
Off Market
62 Wellsweep Drive, Madison, CT 06443
0.28
$1,080,000
4
3.5
3,660
Recently Sold

Local Information

  • Map ViewExplore the area around 20 Milestone Lane.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
1.01 acre lot
2,578 sqft
$295/sqft
2 Car Garage

About this House

Location! Nestled in a charming cul-de-sac and just minutes to downtown, this classic Madison Colonial offers over 2500 sq. ft. of fantastic living space. Offering 9 rooms, 4 beds, 2.5 baths and a 1st floor office, it's perfect for comfortable living. Embrace the canvas of possibility and unleash your creativity as you envision the potential within these walls. The family room features charming wide plank floors and will quickly become your favorite room in the house. The kitchen is nicely sized with an dining area that offers views out the bay window to the large, fenced in back yard. The dining and living rooms feature hardwoods and an abundance of natural light. The first-floor office adds convenience, while the three-season sunroom brings the outdoors in. Entertain on the multi-level deck, enjoy s'mores by the fire pit or cozy up by one of the two wood burning fireplaces inside. Upstairs you’ll find the 4 bedrooms and 2 full baths along with a cedar closet for storage. Downstairs you’ll find a blank canvas that could be converted into living space and would easily work as a playroom or bonus space. Mechanical updates ensure efficiency, and the newer roof, gutters, downspouts, windows, driveway and gas furnace provide peace of mind. Close to town yet tucked away, it's both accessible and inviting. Floors were just refinished and are stunning! Ceiling in dining room has also been finished. The only thing left to do is make it yours!
20 Milestone Lane, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,578 sqft single-family home built in 1969. It last sold for $558,000 on May 9, 2024 (3% below the $575,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $761,500, with a rent estimate of $4,781/month.
Last check for updates: about 3 hours ago
Listed by Phoebe V. Finch, (617) 645-3907
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Lisa Grywalski Bailey, (203) 605-6696, William Pitt Sotheby's Int'l, (203) 453-2533
Source: Smart MLS, MLS#170606706

Home Details for 20 Milestone Lane

Interior Features

Interior Details
Basement: Full,Unfinished,Garage AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2578 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,PropaneHas CoolingAir Conditioning: Window Unit(s),NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFencing: FullFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Private,Paved,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2578 Square Feet

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1157242

Price & Status

Price
List Price: $575,000
Status Change & Dates
Off Market Date: Fri Feb 23 2024Possession Timing: Negotiate. Immediate.

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: JM JeffreyHigh School: Daniel Hand

Building

Building Area
Building Area: 2578 Square Feet

Community

Community Features: Basketball Court, Library, Private School(s), Public Rec Facilities

HOA

No HOA

Lot Information

Lot Area: 1.01 Acres

Miscellaneous

BasementMls Number: 170606706Attic: Pull Down StairsAbove Grade Unfinished Area: 2578

Additional Information

Basketball CourtLibraryPrivate School(s)Public Rec Facilities

Price and Tax history

DateEventPrice
May 9, 2024
Source: Smart MLS #170606706
Sold
$558,000
Feb 24, 2024
Source: Smart MLS #170606706
Pending
$575,000
Feb 9, 2024
Source: Smart MLS #170606706
PendingToActive
$575,000
Dec 16, 2023
Source: Smart MLS #170606706
Contingent
$575,000
Oct 25, 2023
Source: Smart MLS #170606706
Listed For Sale
$575,000

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 20 Milestone Lane

  • What is 20 Milestone Lane estimated to be worth?
    Trulia's estimated value for 20 Milestone Lane in Madison, CT is $761,500.
  • What is the price history for 20 Milestone Lane?
    20 Milestone Lane in Madison, CT last sold for $558,000 in May 2024.
  • 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 20 Milestone Lane have air conditioning?
    Yes, 20 Milestone Lane in Madison, CT has air conditioning.
  • Does 20 Milestone Lane have laundry facilities?
    Yes, 20 Milestone Lane in Madison, CT has in-unit laundry.

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