Last Updated: 3 Hrs. Ago

Total Monthly Price

$3,000

Beds

2

Baths

2

* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

Note: Prices and availability subject to change without notice.

Lease Terms

Contact office for Lease Terms

About 43 Pennywise Ln

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

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

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$2,445 / month $399,999 Listing Price
3 Beds |2 Baths | 1,080 Sq Ft
$3,389 / month $579,000 Listing Price
4 Beds |2 Baths | 2,552 Sq Ft
$3,214 / month $533,999 Listing Price
3 Beds |2 Baths | 1,608 Sq Ft

Commuter Rail

  • Old Saybrook

    Walk: 19 min 1.0 mi
  • Westbrook

    Drive: 8 min 4.2 mi
  • Westbrook

    Drive: 8 min 4.2 mi
  • Clinton

    Drive: 16 min 9.8 mi
  • Clinton

    Drive: 16 min 9.8 mi

Universities

Parks & Recreation

  • Stewart B. McKinney National Wildlife Refuge

    Drive: 12 min 5.3 mi
  • Essex Steam Train & Riverboat Ride

    Drive: 9 min 5.4 mi
  • Connecticut River Museum

    Drive: 11 min 5.6 mi
  • Selden Island State Park Reserve

    Drive: 17 min 7.7 mi
  • Rocky Neck State Park

    Drive: 16 min 10.0 mi

Shopping Centers & Malls

Military Bases

Schools

GreatSchools Rating

Private Elementary & Middle School

118 Students
(860) 388-0849
Grades PK-8

GreatSchools Rating

Private Middle & High School

22 Students
(860) 399-6247
Grades 8-12

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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