$3,000
Total Monthly Price
43 Pennywise Ln
Old Saybrook, CT 06475
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617-645-3907
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Bedrooms
2
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Bathrooms
2
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Square Feet
1,436 sq ft
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Available
Not Available
43 Pennywise Ln
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About This Home
Not Available
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 a house located in Middlesex County and the 06475 ZIP Code. This area is served by the Old Saybrook attendance zone.
* 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. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Contact
- Listed by Phoebe Finch | William Pitt Sotheby's Int'l
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Source
Smart MLS
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Location
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Nestled where the Connecticut River meets the Long Island Sound, Old Saybrook is a picturesque community brimming with classic New England charm. Incorporated in 1854, Old Saybrook is one of the oldest towns in Connecticut. Old Saybrook’s historic character persists to this day, with an array of houses and structures listed on the National Register of Historic Places.
Old Saybrook honors its storied past with amenities like the General William Hart House and Museum, Fort Saybrook Monument Park, and the Katharine Hepburn Cultural Arts Center. The community also offers a slew of modern amenities in suburban shopping centers and plazas along Boston Post Road, Old Saybrook’s main commercial thoroughfare.
Old Saybrook contains a wide variety of apartments available for rent in tranquil residential areas. The community’s natural beauty provides ample opportunities for outdoor recreation, especially at popular venues such as Harveys Beach and the Preserve.
Learn more about living in Old Saybrook
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 27 min | 18.9 mi | |
| Drive: | 34 min | 23.0 mi | |
| Drive: | 34 min | 25.5 mi | |
| Drive: | 54 min | 38.4 mi |
43 Pennywise Ln is within 27 minutes or 18.9 miles from Connecticut College. It is also near University of Connecticut and Wesleyan University.
Schools
Public Elementary School
Grades PK-4
401 Students
Attendance Zone
Public Elementary & Middle School
Grades 5-8
317 Students
Attendance Zone
Public High School
Grades 9-12
347 Students
Attendance Zone
Private Elementary & Middle School
Grades PK-8
118 Students
Nearby
Private Elementary School
Grades PK-5 & 9
96 Students
Nearby
Private Middle & High School
Grades 8-12
22 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2025. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2025. All rights reserved.
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43 Pennywise Ln
Old Saybrook, CT 06475