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Property Description
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”. Available September 15, 2026 – May 31, 2027. Also July and August at 6K per month.
Features
Heating System:
Hot Water
Cooling System:
No
Basement:
Partial
Appliances Included:
Microwave, Oven/range, Freezer, Refrigerator, Dryer, Washer
Heat Fuel Type:
Oil
Exterior Siding:
Aluminum
Fireplaces Total:
0
Parking Total Spaces:
0
Hot Water Description:
Domestic
Lot Description:
Level Lot, Cleared
Water Source:
Public Water Connected
Address Map
Street:
Pennywise
Street Number:
43
Floor Number:
0
Longitude:
W73° 37′ 17.7”
Latitude:
N41° 17′ 17”
MLS Addon
Office Name:
William Pitt Sotheby’s Int’l
Agent Name:
Phoebe Finch
List Agent MLSID:
FINCHPH
List Office MLSID:
PSOTH50
Directions:
Old Boston Post Road to Pennywise or Main Street to Pennywise.
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
HOA Fee Amount:
$0
Parcel Number:
1026701
Pets Allowed YNA:
No
Property Tax:
$0
Zoning:
A

Residential Rental

43 Pennywise, Old Saybrook, 06475

2 Bedrooms
2 Bathrooms
1,436 Sqft
$3,000
Listing ID #24150290
Basic Details
Property Type :
Residential Rental
Listing Type :
For Sale
Listing ID :
24150290
Price :
$3,000
Bedrooms :
2
Baths Total :
2
Bathrooms :
2
Half Bathrooms :
0
Square Footage :
1,436 Sqft
Year Built :
1800
Lot Area :
0.23 Acre
City:
Old Saybrook
Zipcode:
06475
Property Sub Type :
Single Family Rental
Style :
Colonial
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
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A full-time agent with RE/MAX for 17 years. Marketing Business Degree WCSU. Volunteer Danbury Hospital. RE/MAX Executive Club. Read More…