30 Overlook Drive, Madison, CT 06443
OFF MARKET

$1,242,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,855 sqft (on 0.92 acres)

30 Overlook Drive, Madison, CT 06443

Madison Center
Est. Refi. Payment $8,850/mo*
Refinance Your Home
Currently Off Market - Sold Aug 9, 2024 for $1,050,000

Home Value

Trulia Estimate
$1.24M
Since last month
Increased$9K (+0.7%)
Since last year
Increased$123K (+11%)
Since last sale
Increased$194K (+18.5%)
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$1.24M
August 2026$1.24M
July 2026$1.23M
June 2026$1.26M
May 2026$1.25M
April 2026$1.22M
March 2026$1.17M
February 2026$1.15M
January 2026$1.14M
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
519 Boston Post Road, Madison, CT
0.33
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
513 Boston Post Road, Madison, CT
0.30
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
395 Boston Post Road, Madison, CT
0.22
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
43 Burcam Drive, Madison, CT
0.36
Single-Family Home
$941,000
10/01/25
3
3
2,393
55 Island Avenue, Madison, CT
0.66
Single-Family Home
$1,400,000
07/17/26
4
3
3,046
24 Cherry Lane, Madison, CT
0.25
Single-Family Home
$1,186,900
05/08/26
3
2.5
1,712
43 Fort Path Road, Madison, CT
0.43
Single-Family Home
$503,000
01/30/26
3
1.5
1,346
31 Stony Lane Lot 6 Road, Madison, CT
0.45
Single-Family Home
$2,001,250
01/28/26
4
3.5
3,400
37 Lantern Hill Road, Madison, CT
0.20
Single-Family Home
$2,700,000
09/01/26
5
5.5
7,139
52 Copse Road, Madison, CT
0.46
Single-Family Home
$799,000
11/25/25
3
1
1,382

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
33 Overlook Drive, Madison, CT 06443
0.04
$1,825,000
6
4.5
4,903
Off Market
16 Rockledge Drive, Madison, CT 06443
0.14
$1,281,100
4
3
2,340
Off Market
26 Rockledge Drive, Madison, CT 06443
0.14
$1,216,500
4
2.5
2,786
Off Market
17 Lantern Hill, Madison, CT 06443
0.18
$2,903,000
5
5.5
5,665
Off Market
29 Lantern Hill, Madison, CT 06443
0.20
-
-
-
40,296
Off Market
37 Lantern Hill, Madison, CT 06443
0.20
$2,102,800
4
4.5
5,400
Off Market
37 Lantern Hill Road, Madison, CT 06443
0.20
$2,700,000
5
5.5
7,139
Recently Sold
23 Lantern Hill, Madison, CT 06443
0.21
-
-
-
-
Off Market
20 Cherry Lane, Madison, CT 06443
0.24
$1,678,200
5
3.5
2,647
Off Market
395 Boston Post Road, Madison, CT 06443
0.22
$1,400,000
4
5
3,779
Recently Sold
24 Cherry Lane, Madison, CT 06443
0.25
$1,186,900
3
2.5
1,712
Recently Sold

Local Information

  • Map ViewExplore the area around 30 Overlook Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
0.92 acre lot
2,855 sqft
$435/sqft
2 Car Garage
HOA $108/mo

About this House

Location! Location! Location! Enjoy breathtaking views overlooking the Madison Golf Course & panoramic views of Long Island Sound not available from any other home in Madison. This amazing house has a Midcentury Modern flair with 2,855 total sf. Offering desirable 1-level living on the main floor consisting of: 3 BRs, an office, 2.5 Bths, Sunroom, Eat-in Kitchen & Dining Rm. Additionally, below, there is a partially finished walk-out lower level. Upon entering the inviting Living Rm has floor to ceiling windows with views & a gas fireplace w/marble surround. The Dining Rm also has spectacular water/golf views & sliders that open up to a spacious wood deck where you can enjoy dining al fresco or sunset cocktails. The Primary BR Ste has sliders to the spacious wood deck, where you can wake up w/your morning coffee or soak up the afternoon sun. The other BRs feature vaulted ceilings & carpeting, providing a sense of spaciousness. The stunning Sunroom features vaulted wood ceilings & skylights, creating a warm & cozy atmosphere, as well as a set of sliders providing access to the deck-perfect for enjoying the warmer weather. This property is conveniently located mile from downtown Madison- offering easy access to numerous restaurants, cafes, shops & a cinema for your enjoyment. The Surf Club is just a stone's throw away - and has a life-guarded beach w/various amenities such as a grill & seafood outdoor restaurant, bocce ball courts, barbecue & picnic spots, & athletic field If you are a golfer, the Madison Country Club is just a stroll away to play your game. No need to get in your car & drive over! Don't wait to schedule your private tour of this incredible house! Start creating memories in your beautiful home today!
30 Overlook Drive, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 2,855 sqft single-family home in Madison Center, built in 1963. It last sold for $1,050,000 on Aug 9, 2024 (13% below the $1,200,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,242,000, with a rent estimate of $4,645/month.
Last check for updates: about 12 hours ago
Listed by Lisa P. Rollins, (203) 671-0295
Compass Connecticut, LLC, (203) 245-1593
Co-Listing Agent: Anne Marie Straka, (203) 464-3890
Compass Connecticut, LLC, (203) 245-1593
Bought with: Lisa P. Rollins, (203) 671-0295, Compass Connecticut, LLC, (203) 245-1593
Source: Smart MLS, MLS#24005475

Home Details for 30 Overlook Drive

Interior Features

Interior Details
Basement: Partial,Heated,Interior Entry,Partially Finished,Liveable SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Media Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2855 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)
View
Has a ViewView: Golf Course, Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Breezeway, Rain Gutters, Lighting, Stone WallFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Waterfront: Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2423 Square FeetFinished Area (below surface): 432 Square Feet

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Ranch
Building
Construction Materials: Vertical Siding, Brick, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1154696

Price & Status

Price
List Price: $1,200,000
Status Change & Dates
Off Market Date: Sat Jul 27 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: JM JeffreyJr High / Middle School: Per Board of EdHigh School: Daniel Hand

Agent Information

Buyer Agent
Buyer Company Name: Lisa Rollins Team

Building

Building Area
Building Area: 2855 Square Feet

Community

Community Features: Basketball Court, Bocci Court, Golf, Library, Park, Playground, Private School(s), Shopping/Mall
Other
Playground

HOA

HOA Fee Includes: Snow Removal, Road MaintenanceHas an HOAHOA Fee: $1,300/Annually

Lot Information

Lot Area: 0.92 acres

Energy

Energy Efficiency Features: Thermostat, Doors

Miscellaneous

BasementMls Number: 24005475Attic: Access Via HatchWater ViewWater View: WaterAbove Grade Unfinished Area: 2423

Additional Information

Basketball CourtBocci CourtGolfLibraryParkPlaygroundPrivate School(s)Shopping/Mall

Price and Tax history

DateEventPrice
Aug 9, 2024
Source: Smart MLS #24005475
Sold
$1,050,000
Jul 27, 2024
Source: Smart MLS #24005475
Pending
$1,200,000
Jun 19, 2024
Source: Smart MLS #24005475
PriceChange
$1,200,000
Price decreased by 7%
May 10, 2024
Source: Smart MLS #24005475
PriceChange
$1,295,000
Price decreased by 6%
Apr 5, 2024
Source: Smart MLS #24005475
Listed For Sale
$1,385,000

Market trends in Madison

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$716K
$6.67KMoM
Sale-to-List Price
101.8%
0.2%MoM
Price per sq ft
$337
$3MoM
Available listings
59
4MoM

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 30 Overlook Drive

  • What is 30 Overlook Drive estimated to be worth?
    Trulia's estimated value for 30 Overlook Drive in Madison, CT is $1,242,000.
  • What is the price history for 30 Overlook Drive?
    30 Overlook Drive in Madison, CT last sold for $1,050,000 in August 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 $716K. That is up $6.67K from the prior month.
  • Does 30 Overlook Drive have air conditioning?
    Yes, 30 Overlook Drive in Madison, CT has air conditioning.
  • Does 30 Overlook Drive have laundry facilities?
    Yes, 30 Overlook Drive in Madison, CT has in-unit laundry.

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