Trolley Crossing

Old Saybrook | Connecticut

A Canvas of

Villa Beauty

View Photos Watch Film 360° VTour Open House

Jennifer Gurnell

Presented At

$1,175,000

Bedrooms

Bathrooms

Living

3,664

SQFT

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 1

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 2

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 3

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 4

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 5

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 6

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 7

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 8

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 9

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 10

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 11

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 12

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 13

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 14

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 15

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 16

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 17

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 18

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 19

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 20

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 21

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 22

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 23

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 24

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 25

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 26

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 27

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 28

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 29

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 30

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 31

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 32

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 33

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 34

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 35

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 36

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 37

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. - Photo 38

Trolley Crossing

Old Saybrook | Connecticut

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States. , Old Saybrook , Connecticut

Private Coastal Compound with Resort-Style Amenities

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 [hidden information], 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 Introducing 11 Trolley Crossing
an exceptional Connecticut shoreline estate offering the rare combination of compound

Gallery

3D Street View Tour

Property Location

11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States., Old Saybrook Connecticut

Local Weather & Climate

Old Saybrook, Connecticut

Current Conditions Updated recently

41 °F

Overcast clouds

Feels Like 37°F

Humidity 85%

Wind 7 mph

Visibility 6.2 mi

Sunrise 10:30 AM

Sunset 11:14 PM

5-Day Forecast

Fri 3 Apr

Clouds

High 52°

Low 40°

Sat 4 Apr

Clouds

High 57°

Low 49°

Sun 5 Apr

Rain

High 53°

Low 42°

Mon 6 Apr

Clouds

High 51°

Low 40°

Tue 7 Apr

Clouds

High 48°

Low 39°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Old Saybrook?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States have?

This house at 11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States features 5 bedrooms with 3,664 square feet of living space.

What is the size of 11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States?

This property offers 3,664 square feet of living space.

What is the listing price for 11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States?

This property is listed at $117,500,000, which equals $32069 per square foot.

What type of property is 11 Trolley Crossing, Old Saybrook, CT, 06475, USA, Old Saybrook, Connecticut, United States?

This is a house located in Old Saybrook, Connecticut. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: