59 Lenore Dr, Madison, CT 06443
OFF MARKET

59 Lenore Dr
Madison, CT 06443

  • 4 Beds
  • 4.5 Baths
  • 4,988 sqft (on 1.53 acres)

$1,245,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $8,662/mo*
Refinance Your Home

$1,245,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $8,662/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,988 sqft
(on 1.53 acres)

Home Value

Trulia Estimate
$1.25M
Since last month
Increased$10K (+0.8%)
Since last year
Decreased$3K (-0.2%)
Since last sale
Increased$525K (+72.7%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$1.25M
July 2026$1.24M
June 2026$1.27M
May 2026$1.24M
April 2026$1.21M
March 2026$1.2M
February 2026$1.18M
January 2026$1.17M
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
86 Nursery Lane, Madison, CT
0.50
Single-Family Home
$1,200,000
07/23/26
4
3.5
4,250
42 Buck Hill Road, Madison, CT
0.57
Single-Family Home
$690,000
10/24/25
4
2.5
3,999
174 Concord Drive, Madison, CT
0.50
Single-Family Home
$705,000
05/28/26
4
2.5
3,212
48 Shepherds Trail, Madison, CT
0.54
Single-Family Home
$775,000
01/16/26
4
2.5
4,879
82 Concord Drive, Madison, CT
0.60
Single-Family Home
$1,100,000
06/25/26
4
3.5
4,242
197 Concord Drive, Madison, CT
0.39
Single-Family Home
$618,660
12/30/25
3
2.5
2,793
25 Williamsburg Circle, Madison, CT
0.75
Single-Family Home
$900,000
04/02/26
4
3.5
3,982
476 Summer Hill Road, Madison, CT
0.59
Single-Family Home
$700,000
08/10/26
4
2.5
2,057
100 Concord Drive, Madison, CT
0.70
Single-Family Home
$860,000
03/02/26
4
3
3,517
1071 Durham Road, Madison, CT
0.41
Single-Family Home
$520,000
12/22/25
3
1.5
1,660

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
62 Lenore Drive, Madison, CT 06443
0.05
$1,057,400
4
3.5
3,787
Off Market
48 Lenore Drive, Madison, CT 06443
0.09
$1,130,000
4
2.5
5,125
Off Market
40 Lenore Drive, Madison, CT 06443
0.12
$1,080,800
5
4
3,559
Off Market
105 Legend Hill Road #105, Madison, CT 06443
0.23
$450,600
2
2.5
1,676
Off Market
115 Legend Hill Road #115, Madison, CT 06443
0.25
$610,100
2
3
1,856
Off Market
99 Legend Hill Road #99, Madison, CT 06443
0.25
$609,600
2
2
2,320
Off Market
279 Legend Hill Road #279, Madison, CT 06443
0.28
$602,400
2
3
2,476
Off Market
123 Legend Hill Road #123, Madison, CT 06443
0.28
$470,400
2
2.5
1,280
Off Market
91 Legend Hill Road #91, Madison, CT 06443
0.29
$725,000
3
3
1,884
Recently Sold
273 Legend Hill Road #273, Madison, CT 06443
0.29
$558,700
2
2
1,598
Off Market
271 Legend Hill Road #271, Madison, CT 06443
0.30
$655,000
2
2.5
2,507
Off Market
89 Legend Hill Road #89, Madison, CT 06443
0.30
$615,900
2
3
1,836
Off Market

Local Information

  • Map ViewExplore the area around 59 Lenore Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
1.53 acres
Living Area
4,988 sqft
Price/Sqft
$250

About this House

Opportunity! Pristine Colonial at the end of a cul-de-sac in beautiful Laurelwood Estates. Less than 10 minutes to Madison town center, gorgeous beaches, restaurants and shopping. Convenient to commuter routes. Four spacious bedrooms, four full and one half bath. The Master bedroom has an adjacent sitting room with a fireplace (currently used as an office.) The eat-in kitchen features granite island and counter tops, gas cook top, double ovens, subzero fridge and a huge pantry. Living room with fireplace, family room with fireplace and a formal dining room. The bonus room with a cathedral ceiling and separate staircase is flooded with natural light. An adjacent bedroom and full bath allow for a possible in-law set up. The walk -up attic and unfinished basement provide ample storage. Situated on 1.53 acre lot.This lovely home is a great value, priced to sell!
59 Lenore Dr, Madison, CT 06443 is a 4 bedroom, 5 bathroom, 4,988 sqft single-family home built in 2002. It last sold for $722,400 on Jan 17, 2003. It is currently off market. The Trulia Estimate is $1,245,400, with a rent estimate of $7,455/month.

Home Details for 59 Lenore Dr

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8Types of Rooms: Laundry Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatio

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.53 acres

Price and Tax history

DateEventPrice
Sep 5, 2019
Source: Agent Provided
ListingRemoved
$700,000
Aug 8, 2019
Source: Agent Provided
Listed For Sale
$700,000
Aug 31, 2017
Source: Agent Provided
ListingRemoved
$710,000
Jul 17, 2017
Source: Agent Provided
PriceChange
$710,000
Price decreased by 1%
Jul 3, 2017
Source: Agent Provided
PriceChange
$720,000
Price decreased by 3%

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 59 Lenore Dr

  • What is 59 Lenore Dr estimated to be worth?
    Trulia's estimated value for 59 Lenore Dr in Madison, CT is $1,245,400.
  • What is the price history for 59 Lenore Dr?
    59 Lenore Dr in Madison, CT last sold for $722,400 in January 2003.
  • 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 59 Lenore Dr have air conditioning?
    Yes, 59 Lenore Dr in Madison, CT has air conditioning.
  • Does 59 Lenore Dr have laundry facilities?
    Yes, 59 Lenore Dr in Madison, CT has in-unit laundry.

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