• Photo - 43 Pennywise Ln
$3,000 Total Monthly Price

43 Pennywise Ln, Old Saybrook, CT 06475

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What This House Offers

Call for Availability - Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane... blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terrific shopping and dining. Enjoy all the amenities that make this shoreline town so popular and accessible, including access to Amtrak and the Shoreline East Train. Tenant: renters insurance, heat, electric, water and a one time end of lease cleaning. Landlord: all other utilities. No pets or smoking. A truly special place to "hang your hat" and unplug for the season! Available Dec 15, 2025 - May 31, 2026. MLS# 24141368

Unit

  • $3,000 Total Monthly Price
  • 2 Beds
  • 2 Baths
  • 1,436 sq. ft.
  • Available Now

43 Pennywise Ln is located in Old Saybrook, Connecticut in the 06475 zip code.

Rental Fees and Pet Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

No Pets Allowed

Home Details

Home Design

  • Built in 1800
  • Colonial Architecture
  • Aluminum Siding

Interior Spaces

  • Mud Room
  • Fireplace
  • 1436 Sq Ft Home

Kitchen

  • Oven or Range
  • Microwave

Bedrooms and Bathrooms

  • 2 Full Bathrooms
  • 2 Bedrooms | 2 Bathrooms
  • 2 Bedrooms

Laundry

  • Dryer
  • Laundry on lower level
  • Washer

Basement

  • Partial Basement

Lot Details

  • 10019 Sq Ft Lot

Utilities

  • Hot Water Circulator
  • Hot Water Heating System
  • Public Water Source
  • Fuel Tank Located in Basement
  • Heating System Uses Oil

Listing and Financial Details

  • Assessor Parcel Number 1026701

Community Details

Pet Policy

  • No Pets Allowed

Explore Commute Options

Destination Address
  • Drive Time
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  • Walk Time
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  • Bike Ride Time
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  • Public Transit
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What's nearby 43 Pennywise Ln

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Get In Touch

Property Address:
43 Pennywise Ln,
Old Saybrook, CT 06475
Listed by
Phoebe Finch
Phone Number: (617) 645-3907
SmartMLS#CT

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

Neighborhood Scores

Walk Score ®

Somewhat Walkable66 / 100

Bike Score ®

Somewhat Bikeable45 / 100

Soundscore

Active76 / 100

Travel and Transit

Commuter Rail
Old Saybrook
2 min Drive
Commuter Rail
Westbrook
8 min Drive
Airport
Tweed/New Haven
38 min Drive
Tweed-New Haven

Local Education

Primary and Secondary Schools

5 rating

Kathleen E. Goodwin School

Grades PK-4

Public

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The Children's Tree Montessori

Grades PK-9

Private

7 rating

Old Saybrook Middle School

Grades 5-8

Public

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St John School

Grades PK-8

Private

8 rating

Old Saybrook Senior High School

Grades 9-12

Public

undefined rating

Oxford Academy

Grades 8-12

Private

Data provided by GreatSchools.org 2024 © 2024. All rights reserved.

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Discover Southern Middlesex County, Old Saybrook, CT

Shopping Centers

Shoppers will appreciate 43 Pennywise Ln proximity to 196-210 Main Street, 880 Boston Post Road Strip Center, and Retail Space in Heart of Old Saybrook Shopping District. 196-210 Main Street is 0.5 miles away, and 880 Boston Post Road Strip Center is within a 9 minute walk.

Airports

Living in Southern Middlesex County provides easy access to Tweed/New Haven, located just 39 minutes from 43 Pennywise Ln.

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