11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
SEE ALL PHOTOS
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
11 Trolley Crossing
Sold

11 Trolley Crossing

11 Trolley Crossing, Old Saybrook, Connecticut 06475

$1,100,000
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. Easy commute on Amtrak to New York City. Only 2hrs door - door

5
beds

5
baths

2,882 Sq.Ft. LIVING AREA

3.2 Acres lot

Jennifer Gurnell

Jennifer Gurnell

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms5
  • full bathrooms2
  • half bathrooms3
  • Laundry room Main Level
  • APPLIANCES Dishwasher, Dryer, Microwave, Oven/Range, Refrigerator, Washer
  • other interior Features Cable - Available, Central Vacuum, Auto Garage Door Opener

Area & Lot

  • Status Sold
  • Date Sold January 28, 2026
  • Living Area2,882 Sq.Ft.
  • Lot Area3.2 Acres
  • MLS® ID24133796
  • TypeOther
  • YEAR BUILT1968
  • NeighborhoodMiddlesex County
  • Architecture StylesColonial
  • Water FrontageNot Applicable
  • Elementary SchoolKathleen E. Goodwin
  • High SchoolOld Saybrook

Exterior

  • Garage Space3.0
  • water SourcePrivate Well
  • PoolIn Ground Pool
  • roofAsphalt Shingle
  • lot featuresLightly Wooded, Level Lot, On Cul-De-Sac
  • parkingDetached Garage
  • HEAT TYPEBaseboard, Hot Water
  • AIR CONDITIONINGCentral Air
  • sewerSeptic
  • SubstructureConcrete
  • other exterior FeaturesBreezeway, Barn, Cabana, Covered Deck, Stone Wall, Kennel

Financial

  • Sales Price$1,100,000
  • Real Estate Tax $9,303/yr
  • Zoning AA-3

How Much is My Home Worth

Get Home Value

Middlesex County

Explore

Work With Jennifer

Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Contact Jennifer today to discuss all your real estate needs.

Follow Me on Instagram