104 Randi Drive, Madison, CT 06443
OFF MARKET

104 Randi Drive
Madison, CT 06443

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

$1,708,200

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $11,889/mo*
Refinance Your Home

$1,708,200

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $11,889/mo*
Refinance Your Home
5 Beds
6 Baths
4,925 sqft
(on 0.97 acres)

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

Property Type
Single-Family Home
Year Built
1994
Lot Size
0.97 acres
Living Area
4,925 sqft
Price/Sqft
$347
Parking
3 Car Garage

About this House

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). It is currently off market. The Trulia Estimate is $1,708,200, with a rent estimate of $7,487/month.

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
Last check for updates: about 15 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

Price History for 104 Randi Drive

DatePriceEventSource
01/05/2024$1,375,000Sold
Smart MLS #170603946
12/13/2023$1,450,000PendingSmart MLS #170603946
11/15/2023$1,450,000ContingentSmart MLS #170603946
10/24/2023$1,450,000Listed For SaleSmart MLS #170603946
07/14/2021$1,275,000Sold
N/A
01/10/2018$889,000Sold
Smart MLS #170022722
09/17/2017$899,000PriceChange
Agent Provided
08/24/2017$925,000PriceChange
Agent Provided
07/26/2017$975,000PriceChange
Agent Provided
07/19/2017$980,000PriceChange
Agent Provided
07/12/2017$985,000PriceChange
Agent Provided
07/06/2017$990,000PriceChange
Agent Provided
05/06/2017$995,000PriceChange
Agent Provided
04/25/2017$1,100,000PriceChange
Agent Provided
04/13/2017$1,199,000Listed For SaleAgent Provided
03/25/2002$1,000,000Sold
N/A

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment

Year2025
Tax$19,231
Assessment$857,400
Home facts updated by county records

Comparable Sales for 104 Randi Drive

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
45 Kaiser Lane, Madison, CT
0.11
Single-Family Home
$1,425,000
09/12/25
5
2.5
4,232
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
78 Wildcat Springs Drive, Madison, CT
0.40
Single-Family Home
$1,350,000
08/12/25
4
3.5
3,569
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 homes

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Assigned Schools

These are the assigned schools for 104 Randi Drive.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
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  • 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
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  • David F.
    "Great for young families!"
    0
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  • 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
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Homes for sale near 104 Randi Drive

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Off Market Homes Near 104 Randi Drive

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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.