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

48 Shepherds Trail
Madison, CT 06443

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

$775,000

Last Sold: Jan 16, 2026
1% below list $785K
$159/sqft
Est. Refi. Payment $5,345/mo*
Refinance Your Home

$775,000

Last Sold: Jan 16, 2026
1% below list $785K
$159/sqft
Est. Refi. Payment $5,345/mo*
Refinance Your Home
4 Beds
2.5 Baths
4,879 sqft
(on 2.83 acres)

Local Information

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

Description

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). It is currently off market. The Trulia Estimate is $788,500, with a rent estimate of $7,721/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$159/sqft
Listed
180+ days ago

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
Last check for updates: about 14 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

Price History for 48 Shepherds Trail

DatePriceEventSource
01/16/2026$775,000Sold
Smart MLS #24112821
01/04/2026$785,000PendingSmart MLS #24112821
10/21/2025$785,000PriceChange
Smart MLS #24112821
08/28/2025$799,000PriceChange
Smart MLS #24112821
07/18/2025$849,999Listed For SaleSmart MLS #24112821
07/17/2025$875,000ListingRemovedSmart MLS #24099784
06/30/2025$875,000PriceChange
Smart MLS #24099784
06/07/2025$899,000Listed For SaleSmart MLS #24099784

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$13,781
Assessment$614,400
Home facts updated by county records

Comparable Sales for 48 Shepherds Trail

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
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
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
25 Williamsburg Circle, Madison, CT
0.95
Single-Family Home
$900,000
04/02/26
4
3.5
3,982
195 Summer Hill Road, Madison, CT
1.10
Single-Family Home
$650,000
07/28/25
4
2.5
2,511
1308 Durham Road, Madison, CT
1.11
Single-Family Home
$1,300,000
07/18/25
3
2.5
2,767

Nearby homes

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Assigned Schools

These are the assigned schools for 48 Shepherds Trail.
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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
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  • 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 48 Shepherds Trail

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Off Market Homes Near 48 Shepherds Trail

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