104 Randi Drive, Madison, CT 06443
OFF MARKET

$1,688,500

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 4,925 sqft (on 0.97 acres)

104 Randi Drive, Madison, CT 06443

Est. Refi. Payment $12,104/mo*
Refinance Your Home
Currently Off Market - Sold Jan 5, 2024 for $1,375,000

Home Value

Trulia Estimate
$1.69M
Since last month
Decreased$18K (-1%)
Since last year
Increased$30K (+1.8%)
Since last sale
Increased$316K (+23%)
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 +90% in the last 10 years
MonthEstimated value
2026
September 2026$1.69M
August 2026$1.71M
July 2026$1.71M
June 2026$1.75M
May 2026$1.72M
April 2026$1.71M
March 2026$1.68M
February 2026$1.66M
January 2026$1.64M
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
110 Randi Drive, Madison, CT
0.03
Single-Family Home
$1,400,000
11/25/25
5
4
5,779
34 Wildcat Springs Drive, Madison, CT
0.38
Single-Family Home
$1,665,000
07/07/26
5
5.5
5,380
7 Wildcat Road, Madison, CT
0.19
Single-Family Home
$930,000
12/22/25
5
3.5
3,258
66 Beaver Pond Road, Madison, CT
0.45
Single-Family Home
$950,000
12/11/25
5
3.5
4,168
9 Randi Drive, Madison, CT
0.29
Single-Family Home
$967,500
08/20/26
4
2.5
2,807
72 Kelsey Springs Drive, Madison, CT
0.34
Single-Family Home
$815,000
10/23/25
4
2.5
3,039
71 Madison Springs Drive, Madison, CT
0.35
Single-Family Home
$975,000
12/17/25
3
2.5
3,333
114 Rolling Meadow Road, Madison, CT
0.51
Single-Family Home
$875,000
05/29/26
5
3.5
3,568
62 Wellsweep Drive, Madison, CT
0.63
Single-Family Home
$1,080,000
11/14/25
4
3.5
3,660

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
110 Randi Drive, Madison, CT 06443
0.03
$1,400,000
5
4
5,779
Recently Sold
107 Randi Drive, Madison, CT 06443
0.08
$1,650,000
4
4.5
4,756
For Sale
45 Kaiser Lane, Madison, CT 06443
0.11
$1,477,500
5
2.5
4,232
Off Market
123 Randi Drive, Madison, CT 06443
0.12
$1,382,400
4
2.5
4,421
Off Market
534 Green Hill Road, Madison, CT 06443
0.12
$489,600
2
1
1,200
Off Market
LOT 6 Rolling Meadow, Madison, CT 06443
0.15
$1,019,400
4
2.5
3,198
Off Market
509 Green Hill Road, Madison, CT 06443
0.14
$498,700
3
2
1,326
Off Market
7 Wildcat Road, Madison, CT 06443
0.19
$930,000
5
3.5
3,258
Recently Sold
3 Wildcat Road, Madison, CT 06443
0.21
$970,500
4
3.5
3,090
Off Market
531 Green Hill Road, Madison, CT 06443
0.17
$585,600
3
1.5
1,905
Off Market
8 Kaiser Lane, Madison, CT 06443
0.23
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 104 Randi Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
0.97 acre lot
4,925 sqft
$343/sqft
3 Car Garage

About this House

What's unique:Guest suiteCozy sunroomOffice spaceBreakfast nookWorkout roomGourmet kitchen
This stunning home boasts incredible curb appeal with its architectural design and picturesque landscaping. Located in a sought after neighborhood, in an Ideal location close to town, schools and beaches. The main floor offers a large double-story foyer, a sunken living room, a spacious formal dining room, a breakfast nook, a gourmet kitchen, a cozy sunroom, an office space with built-ins, a mud area, and a sweeping staircase to the upper level. Upstairs, you will find 5 bedrooms, including a sprawling primary suite, and 4 additional bedrooms. The attic has finished space that can be used as an additional sleeping area, guest suite, or office space. The lower basement level includes over 1300 sq ft of finished space. The main living area of the house is 4925 sq ft. The basement has additional finished space for rec area and workout room. The current owners have updated all the HVAC on the main 2 floors of the house, ensuring optimal comfort. The upper-level attic space has its own heating/cooling system. The exterior of the house has been completely painted, with all shutters and hardware removed, painted, and reinstalled. The house is maintained impeccably, ensuring a move-in ready experience for the new owners.
104 Randi Drive, Madison, CT 06443 is a 5 bedroom, 7 bathroom, 4,925 sqft single-family home built in 1994. It last sold for $1,375,000 on Jan 5, 2024 (5% below the $1,450,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,688,500, with a rent estimate of $7,705/month.
Last check for updates: about 3 hours ago
Listed by Jules G Etes, (203) 687-6997
William Pitt Sotheby's Int'l, (203) 453-2533
Bought with: Sue M. Knapp, (203) 824-4452, William Pitt Sotheby's Int'l, (203) 453-2533
Co-Buyer's Agent: Amy Kirst, (203) 641-6000, William Pitt Sotheby's Int'l, (203) 245-6700
Source: Smart MLS, MLS#170603946

Home Details for 104 Randi Drive

Interior Features

Interior Details
Basement: Full,Partially Finished,Hatchway AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Other, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4925 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hydro Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: LightingFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Driveway,Paved,Private
Pool
Pool: In Ground, HeatedPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4925 Square Feet

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1158026

Price & Status

Price
List Price: $1,450,000
Status Change & Dates
Off Market Date: Tue Nov 14 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 4925 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.97 acres

Miscellaneous

BasementMls Number: 170603946Attic: Walk-up, Partially FinishedAbove Grade Unfinished Area: 4925

Price and Tax history

DateEventPrice
Jan 5, 2024
Source: Smart MLS #170603946
Sold
$1,375,000
Dec 13, 2023
Source: Smart MLS #170603946
Pending
$1,450,000
Nov 15, 2023
Source: Smart MLS #170603946
Contingent
$1,450,000
Oct 24, 2023
Source: Smart MLS #170603946
Listed For Sale
$1,450,000
Jul 14, 2021
Source: N/A
Sold
$1,275,000

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

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 104 Randi Drive

  • What is 104 Randi Drive estimated to be worth?
    Trulia's estimated value for 104 Randi Drive in Madison, CT is $1,688,500.
  • What is the price history for 104 Randi Drive?
    104 Randi Drive in Madison, CT last sold for $1,375,000 in January 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 104 Randi Drive have air conditioning?
    Yes, 104 Randi Drive in Madison, CT has air conditioning.
  • Does 104 Randi Drive have a pool?
    Yes, 104 Randi Drive in Madison, CT has a pool.

Explore by feature - Pet Friendly

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