Connecticut
Old Saybrook
11 Trolley Crossing

$1,190,000

11 Trolley Crossing, Old Saybrook, CT 06475

5 beds |
5 baths |
3,664 sqft

Single-Family Home
Built in 1968
3.2acre lot
3 car garage
$325/sqft
Listed 2 days ago

Property Description

Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to expansive, light-filled rooms where timeless craftsmanship meets everyday convenience. The kitchen fireplace creates a welcoming centerpiece for gatherings, while a second fireplace in the living room adds warmth and style. The first-floor primary suite allows for true one-level living, complemented by four additional bedrooms upstairs. The walk-out lower level features a third fireplace, full bath, and flexible space ideal for an in-law, recreation room, guest suite, or studio. Step outside to your own resort-style oasis an in-ground pool, pool house with full bathroom, and extensive stone patio designed for entertaining and relaxation. A heated, oversized 30x20 outbuilding offers additional garage or workshop space, joined by a detached three-car garage. The fenced yard and stone wall surround enhance privacy in a serene natural setting close to beaches, marinas, golf, and Old Saybrook's vibrant Main Street.Luxury, space, and versatility combine at 11 Trolley Crossing a property that invites you to visit, explore, and stay.

Listing Status:: Active
Date Added:: October 15, 2025 at 10:42PM
Listing Office:: William Raveis Real Estate : (203) 453-0391
Listing Agent:: Jennifer Gurnell : (860) 227-1212
MLS ID:: 24133796

General: Cable - AvailableCentral VacuumAuto Garage Door Opener
Rooms: Workshop
Appliances: DishwasherDryerMicrowaveOven/RangeRefrigeratorWasher
Laundry: Main Level
Basement: FullHeatedInterior AccessWalk-outLiveable SpaceFull With Walk-Out
A/C: Attic Fan
Heating: BaseboardHot WaterOil
Fireplace: Fireplaces: 3

General: BreezewayBarnCabanaCovered DeckStone WallKennel
Style: Colonial
Pool: In Ground Pool

Roofing: Asphalt Shingle

County: Middlesex

Zoning: AA-31029310

Water: Private Well
Sewer: Septic

This listing courtesy of Jennifer Gurnell, William Raveis Real Estate

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Kathleen E. Goodwin School

80 Old Boston Post Rd, Old Saybrook, CT, 06475

Grades PK-6

2.93 miles away

Old Saybrook Middle School

60 Sheffield St, Old Saybrook, CT, 06475

Grades 5-8

2.65 miles away

Old Saybrook Senior High School

1111 Boston Post Rd, Old Saybrook, CT, 06475

Grades 9-12

3.00 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.