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$1,325,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,001 Sq. Ft.
  • Updated 8 hours ago
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There's a particular quiet that settles over 153 West Trail Road - the kind that comes from thirty years of a family calling this 4,000-square-foot classic Connecticut Colonial home, and grounds so thoughtfully planted the outside world falls away as you turn up the drive. Inside, the house unfolds unhurried across three finished levels. Sunlight pours through oversized windows and pools across the eat-in kitchen's island, where morning coffee turns naturally into open French doors and a deck that seems to float in the trees. By evening, the living room fireplace pulls everyone back inside. Upstairs, the primary suite feels less like a bedroom and more like an escape - a dressing room, a marble bath with soaking tub, and a private balcony overlooking the gorgeous backyard. Three more bedrooms (one ensuite), and an optional office/nursery complete the second floor. Downstairs, a spacious rec room and a separate gym give the lower level a life of its own, while outside, the wooded, private grounds unfold into an 800-square-foot Ipe wood deck, a bluestone patio with outdoor kitchen, and a separate pergola-covered gathering spot. Cared for year after year because it was loved - this rare, turnkey home is ready for its next lucky owner.

Full Property Details for 153 W Trail

General

  • Price: $1,325,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24198396
  • Updated: Today (10/20/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Exercise Room, Foyer, Mud Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Balcony/Deck, Ceiling Fan, Dressing Room, Full Bath, Hardwood Floor, 25.83 x 17.33, Upper
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, 12.83 x 11.67, Upper
  • Bedroom 2: Bedroom - Built-Ins, Ceiling Fan, Full Bath, Hardwood Floor, 13.08 x 17, Upper
  • Bedroom 3: Bedroom - Ceiling Fan, Hardwood Floor, 13.92 x 11.08, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 12.92 x 19.25, Main
  • Kitchen: Kitchen - Granite Counters, French Doors, Island, Limestone Floor, 22.17 x 12.17, Main
  • Dining Room: Dining Room - Bay/Bow Window, French Doors, Hardwood Floor, 12.92 x 12.17, Main
  • Office: Office - Built-Ins, Ceiling Fan, French Doors, Hardwood Floor, 13.08 x 6.92, Upper
  • Den: Den - Built-Ins, Hardwood Floor, 12.83 x 14, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Hardwood Floor, 31.75 x 31.75, Lower
  • Rec Room: Hardwood Floor, 31.75 x 31.75, Lower

Location

  • County: Fairfield
  • Neighborhood: North Stamford
  • Driving Directions: High Ridge to Sunset to West Trail

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: North Stamford

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full, Fully Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,001
  • Above Ground: 3,041 Sq. Ft.
  • Below Ground: 960 Sq. Ft.
  • Year Built: 1964

Lot Features

  • Lot Size (Acres): 1.17
  • Zoning: RA1
  • Lot Description: Fence - Privacy, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $624,480
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 318515

Listed by Compass Connecticut, LLC, John Dunn

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Listing agent

— 153 W Trail —

  • John Dunn

    Compass Connecticut, LLC

Agent Contact: (203) 388-5353 Office Contact: (203) 442-6626

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 153 W Trail

School District:Stamford School District
NameGradesDistance
Northeast School, Stamford, CT
82 Scofieldtown Road, Stamford, CT 06903
K-52.2 mi
Turn Of River School
117 Vine Road, Stamford, CT 06905
6-83.9 mi
Westhill High School, Stamford, CT
125 Roxbury Road, Stamford, CT 06902
9-124.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 153 W Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/20/2026
Listed
$1,325,000
251.46%
MLS
8/09/1996
Sold
$377,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 153 W Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,532
2%
$624,480
—
2023
$14,213
-7%
$624,480
—
2023
$15,275
7%
$624,480
15%
2022
$14,258
1%
$541,530
—
2021
$14,064
3%
$541,530
—
2020
$13,717
—
$541,530
—
2019
$13,717
4%
$541,530
—
2018
$13,240
-2%
$541,530
3%
2017
$13,509
3%
$527,920
—
2016
$13,103
3%
$527,920
—
2015
$12,744
4%
$527,920
—
2014
$12,306
3%
$527,920
—
2011
$11,968
—
$527,920
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass Connecticut, LLC, John Dunn

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153 West Trail, Stamford, CT 06903 (MLS# 24198396) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 153 West Trail is currently listed for $1,325,000 and was received on October 20, 2026. Want to learn more about 153 West Trail? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.

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