48 Shepherds Trail, Madison, CT 06443
SOLD
JAN 16, 2026

$799,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 4,879 sqft (on 2.83 acres)

48 Shepherds Trail, Madison, CT 06443

Est. Refi. Payment $5,866/mo*
Refinance Your Home
Currently Off Market - Sold Jan 16, 2026 for $775,000 (1% below list price)

Home Value

Trulia Estimate
$799K
Since last month
Increased$2K (+0.2%)
Since last year
Increased$30K (+3.9%)
Since last sale
Increased$26K (+3.3%)
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 +47% in the last 10 years
MonthEstimated value
2026
September 2026$801K
August 2026$799K
July 2026$790K
June 2026$792K
May 2026$783K
April 2026$780K
March 2026$782K
February 2026$780K
January 2026$777K
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
42 Buck Hill Road, Madison, CT
0.08
Single-Family Home
$690,000
10/24/25
4
2.5
3,999
476 Summer Hill Road, Madison, CT
0.31
Single-Family Home
$700,000
08/10/26
4
2.5
2,057
174 Concord Drive, Madison, CT
0.41
Single-Family Home
$705,000
05/28/26
4
2.5
3,212
197 Concord Drive, Madison, CT
0.29
Single-Family Home
$618,660
12/30/25
3
2.5
2,793
25 Madison Hollow, Killingworth, CT
0.49
Single-Family Home
$815,000
06/23/26
3
2.5
3,432
128 Concord Drive, Madison, CT
0.63
Single-Family Home
$1,250,000
09/01/26
4
3
3,816
86 Nursery Lane, Madison, CT
0.75
Single-Family Home
$1,200,000
07/23/26
4
3.5
4,250
100 Concord Drive, Madison, CT
0.77
Single-Family Home
$860,000
03/02/26
4
3
3,517
82 Concord Drive, Madison, CT
0.76
Single-Family Home
$1,100,000
06/25/26
4
3.5
4,242

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
44 Buck Hill Road, Madison, CT 06443
0.04
$1,007,800
4
2.5
4,448
Off Market
42 Buck Hill Road, Madison, CT 06443
0.08
$716,600
4
2.5
3,999
Off Market
51 Buck Hill Road, Madison, CT 06443
0.19
$1,797,800
5
6
4,994
Off Market
426 Summer Hill Road, Madison, CT 06443
0.20
$777,800
4
2.5
2,830
Off Market
420 Summer Hill Road, Madison, CT 06443
0.21
$1,295,000
4
2.5
4,022
For Sale
398 Summer Hill Road, Madison, CT 06443
0.27
$989,000
4
2.5
3,470
Off Market
17 Buck Hill Road, Madison, CT 06443
0.24
$948,000
5
4
5,069
Off Market
197 Concord Drive, Madison, CT 06443
0.29
$618,660
3
2.5
2,793
Recently Sold
35 Georgetown Circle, Madison, CT 06443
0.30
$1,149,700
4
2.5
3,004
Off Market
661 Old Toll, Madison, CT 06443
0.28
$430,400
2
1
1,331
Off Market
476 Summer Hill Road, Madison, CT 06443
0.31
$700,000
4
2.5
2,057
Recently Sold

Local Information

  • Map ViewExplore the area around 48 Shepherds Trail.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1991
2.83 acre lot
4,879 sqft
$159/sqft
2 Car Garage

About this House

What's unique:Wood-burning fireplaceAll-season sunroomSpacious deckCozy family roomAbove-ground poolBeautifully manicured gardens
Check out the new fresh photos. Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a sliding door that opens to a spacious deck. Just off the kitchen is a cozy family room with wood-burning fireplace, while French doors lead to an all-season sunroom-your ideal retreat for morning coffee or afternoon lounging. Movie nights take center stage in the dedicated theater room, complete with a full-size screen, surround sound, and Hollywood-worthy decor. Upstairs, the primary suite offers multiple closets, a generous dressing room, and a spa-like bath featuring double vanities, a jetted tub, and an oversized walk-in shower. Three additional bedrooms and a full bath complete the upper level. The finished lower level is a haven for entertainment, boasting a spacious recreation room with pool table, full wet bar, large laundry area, and ample storage. Outside enjoy a charming gazebo, above-ground pool and beautifully manicured gardens. Additional features include a whole-house Generac generator, central vacuum, updated electrical, a storage shed, greenhouse, 2-car garage, and a 1-year AHS appliance warranty. This home is anything but cookie-cutter.
48 Shepherds Trail, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 4,879 sqft single-family home built in 1991. It last sold for $775,000 on Jan 16, 2026 (1% below the $785,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $799,000, with a rent estimate of $6,439/month.
Last check for updates: about 13 hours ago
Listed by Erin Connelly, (203) 668-9696
Coldwell Banker Realty, (203) 245-4700
Bought with: Kimberly Bailey, (203) 627-6126, William Raveis Real Estate, (203) 318-3570
Source: Smart MLS, MLS#24112821

Home Details for 48 Shepherds Trail

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Cooled,Partially Finished,Liveable SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Media Room, Rec Play 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: 4879 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Washer, Dryer, Water HeaterDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: Above GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3985 Square FeetFinished Area (below surface): 894 Square Feet

Property Information

Year Built
Year Built: 1991
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Contemporary
Building
Construction Materials: Vinyl SidingNot a New ConstructionIncludes Home Warranty
Property Information
Parcel Number: 1160428

Price & Status

Price
List Price: $785,000Price Per Sqft: $159/sqft
Status Change & Dates
Off Market Date: Fri Nov 21 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 4879 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.83 Acres

Miscellaneous

BasementMls Number: 24112821Attic: Pull Down StairsAttribution Contact: (203) 668-9696Above Grade Unfinished Area: 3985

Price and Tax history

DateEventPrice
Jan 16, 2026
Source: Smart MLS #24112821
Sold
$775,000
Jan 4, 2026
Source: Smart MLS #24112821
Pending
$785,000
Oct 21, 2025
Source: Smart MLS #24112821
PriceChange
$785,000
Price decreased by 2%
Aug 28, 2025
Source: Smart MLS #24112821
PriceChange
$799,000
Price decreased by 6%
Jul 18, 2025
Source: Smart MLS #24112821
Listed For Sale
$849,999

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

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 48 Shepherds Trail

  • What is 48 Shepherds Trail estimated to be worth?
    Trulia's estimated value for 48 Shepherds Trail in Madison, CT is $799,000.
  • What is the price history for 48 Shepherds Trail?
    48 Shepherds Trail in Madison, CT last sold for $775,000 in January 2026.
  • 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 48 Shepherds Trail have air conditioning?
    Yes, 48 Shepherds Trail in Madison, CT has air conditioning.
  • Does 48 Shepherds Trail have a pool?
    Yes, 48 Shepherds Trail in Madison, CT has a pool.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Madison, CT

Explore by feature - Air Conditioning

16 rentals with air conditioning in Madison, CT

Explore by feature - Washer/dryer

22 rentals with a washer/dryer in Madison, CT

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 48 Shepherds Trail

Skip to last item
Skip to first item

Homes for sale near 48 Shepherds Trail

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item