33 Overlook Drive, Madison, CT 06443
OFF MARKET

$1,825,000

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 4,903 sqft (on 1.92 acres)

33 Overlook Drive, Madison, CT 06443

Madison Center
Est. Refi. Payment $12,716/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2024 for $920,000

Home Value

Trulia Estimate
$1.82M
Since last month
Increased$45K (+2.5%)
Since last year
Increased$204K (+12.6%)
Since last sale
Increased$905K (+98.4%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$1.83M
August 2026$1.82M
July 2026$1.78M
June 2026$1.77M
May 2026$1.75M
April 2026$1.66M
March 2026$1.66M
February 2026$1.63M
January 2026$1.58M
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
395 Boston Post Road, Madison, CT
0.25
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
37 Lantern Hill Road, Madison, CT
0.19
Single-Family Home
$2,700,000
09/01/26
5
5.5
7,139
519 Boston Post Road, Madison, CT
0.29
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
513 Boston Post Road, Madison, CT
0.27
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
43 Burcam Drive, Madison, CT
0.36
Single-Family Home
$941,000
10/01/25
3
3
2,393
10 Middle Beach Road West, Madison, CT
0.53
Single-Family Home
$3,775,000
05/19/26
6
6
6,074
584 Boston Post Road, Madison, CT
0.59
Single-Family Home
$1,525,000
10/01/25
5
5.5
6,278
31 Stony Lane Lot 3 Road, Madison, CT
0.52
Single-Family Home
$1,875,000
06/29/26
4
3.5
4,565
36 Cedar Lane, Madison, CT
0.79
Single-Family Home
$2,310,000
07/15/26
4
4
3,926
55 Island Avenue, Madison, CT
0.62
Single-Family Home
$1,400,000
07/17/26
4
3
3,046

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
30 Overlook Drive, Madison, CT 06443
0.04
$1,242,000
4
2.5
2,855
Off Market
16 Rockledge Drive, Madison, CT 06443
0.11
$1,281,100
4
3
2,340
Off Market
26 Rockledge Drive, Madison, CT 06443
0.12
$1,216,500
4
2.5
2,786
Off Market
17 Lantern Hill, Madison, CT 06443
0.15
$2,930,300
5
5.5
5,665
Off Market
29 Lantern Hill, Madison, CT 06443
0.18
-
-
-
40,296
Off Market
37 Lantern Hill, Madison, CT 06443
0.19
$2,118,900
4
4.5
5,400
Off Market
37 Lantern Hill Road, Madison, CT 06443
0.19
$2,700,000
5
5.5
7,139
Recently Sold
23 Lantern Hill, Madison, CT 06443
0.20
-
-
-
-
Off Market
20 Cherry Lane, Madison, CT 06443
0.21
$1,678,200
5
3.5
2,647
Off Market
395 Boston Post Road, Madison, CT 06443
0.25
$1,400,000
4
5
3,779
Recently Sold
24 Cherry Lane, Madison, CT 06443
0.21
$1,186,900
3
2.5
1,712
Recently Sold

Local Information

  • Map ViewExplore the area around 33 Overlook Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1969
Lot Size
1.92 acres
Living Area
4,903 sqft
Price/Sqft
$372
Parking
None

About this House

Very special 1.9 acre property surrounded with stone walls and trees. Views of Long Island Sound can be had from most rooms of this custom built house. The spacious home has 4,903 SF of living space plus a finished basement used as a recreation room complete with kitchen, changing rooms for the large concrete pool outside and a 2 car garage. This very special home is located on a lovely street close to Madison center and many amenities such as town beaches, and many other amenities.
33 Overlook Drive, Madison, CT 06443 is a 6 bedroom, 5 bathroom, 4,903 sqft single-family home in Madison Center, built in 1969. It last sold for $920,000 on May 29, 2024 (23% below the $1,200,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,825,000, with a rent estimate of $7,456/month.
Last check for updates: about 12 hours ago
Listed by Jennifer Y. Turton, (203) 464-4917
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Karen Amlong Lee, (860) 575-6574, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24000257

Home Details for 33 Overlook Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Bathroom, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4903 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4903 Square Feet

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1154695

Price & Status

Price
List Price: $1,200,000
Status Change & Dates
Off Market Date: Wed May 01 2024Possession Timing: As Soon As Possible

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 Walz Team at Coldwell Banker

Building

Building Area
Building Area: 4903 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.92 Acres

Miscellaneous

BasementMls Number: 24000257Attic: Access Via HatchAbove Grade Unfinished Area: 4903

Price and Tax history

DateEventPrice
May 29, 2024
Source: Smart MLS #24000257
Sold
$920,000
Mar 28, 2024
Source: Smart MLS #24000257
Pending
$1,200,000
Mar 10, 2024
Source: Smart MLS #24000257
Listed For Sale
$1,200,000

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

Neighborhood Overview

Madison Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Madison Center

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say it's dog friendly

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 50 % Say there are community events

  • 50 % Say streets are well-lit

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

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 33 Overlook Drive

  • What is 33 Overlook Drive estimated to be worth?
    Trulia's estimated value for 33 Overlook Drive in Madison, CT is $1,825,000.
  • What is the price history for 33 Overlook Drive?
    33 Overlook Drive in Madison, CT last sold for $920,000 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 33 Overlook Drive have air conditioning?
    Yes, 33 Overlook Drive in Madison, CT has air conditioning.
  • Does 33 Overlook Drive have a pool?
    Yes, 33 Overlook Drive in Madison, CT has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 33 Overlook Drive

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