11 Trolley Crossing, Old Saybrook, Connecticut

$1,190,000

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5

Beds

5

Baths

3,664

Square feet

3.20

Acres

About 11 Trolley Crossing

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, half 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.

Features of 11 Trolley Crossing

MLS® # 24133796
Price $1,190,000
Bedrooms 5
Bathrooms 5.00
Full Baths 2
Half Baths 3
Square Footage 3,664
Acres 3.20
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 11 Trolley Crossing
Area N/A
City Old Saybrook
County Middlesex
State Connecticut
Zip Code 06475

Amenities

Parking Detached Garage
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool In Ground Pool

Interior

Interior Features Cable - Available, Central Vacuum, Auto Garage Door Opener
Appliances Dishwasher, Dryer, Microwave, Oven/Range, Refrigerator, Washer
Heating Baseboard, Hot Water, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 3
Has Basement Yes
Basement Full, Heated, Interior Access, Walk-out, Liveable Space, Full With Walk-Out

Exterior

Exterior Clapboard
Exterior Features Breezeway, Barn, Cabana, Covered Deck, Stone Wall, Kennel
Lot Description Lightly Wooded, Level Lot, On Cul-De-Sac
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Kathleen E. Goodwin
High Old Saybrook

Additional Information

Date Listed October 15th, 2025
Days on Market 16
Zoning AA-3
RE / Bank Owned No

Listing Details

OfficeWilliam Raveis Real Estate

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Listing information last updated on November 3rd, 2025 at 12:05pm EST.