5+ Days Ago
Highlights
- Reading nook
- Fire pit
- Amtrak
- Eat-in kitchen
- Heat
- Modern comforts
Location
43 Pennywise Lane, Old Saybrook, Connecticut 06475, United States
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Property Overview
Located in Old Saybrook, this property features a cozy reading nook and an inviting outdoor fire pit, enhancing both comfort and leisure. It offers convenient access to top-rated schools and is ideal for remote work, with utility-inclusive rent and nearby office supply stores. The modern eat-in kitchen provides contemporary living, complementing the overall appeal for potential renters.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Elementary school nearby- Middle school nearby
- High school nearby
Great for
Work-from-home
Amenities for 43 Pennywise Lane
Apartment Amenities
| Fireplace |
Appliances
| In-Unit Laundry |
Building
| Basement | Residents Lounge |
Grounds
| Outdoor Space |
Other
| Architecture Style: Colonial | Hot Water Heating |
| None (Cooling) | Oil |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Questions about this property’s policies and fees?
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About 43 Pennywise Lane
Property Status: Active 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. Office Phone: (203) 245-6700 Copyright © 2025 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 43 Pennywise Lane compares to other nearby properties.
Positives
- Elementary school nearby
- There is an elementary school 0.2 mile away
- Middle school nearby
- There is a middle school 0.4 mile away
- High school nearby
- There is a high school 1 mile away
- Images Available
- There are at least 10 photos of this address
Considerations
- No in-unit dishwasher
- Dishwashers aren't available
Address details
| Zip code | 06475 |
|---|---|
| Type | House for rent |
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Rent trends in Old Saybrook
2-bedroom apartments at 43 Pennywise Lane cost about 2% more than the average rent price for 2-bedroom apartments in Old Saybrook.
Median rents as of Nov 29 2025.
Old Saybrook
| Month | Median Rent |
|---|---|
| December 2023 | $2,946 |
| January 2024 | $2,922 |
| February 2024 | $3,474 |
| March 2024 | $3,288 |
| April 2024 | $3,366 |
| May 2024 | $3,250 |
| June 2024 | $3,175 |
| July 2024 | $3,295 |
| October 2024 | $2,930 |
| November 2024 | $2,748 |
| December 2024 | $3,295 |
| January 2025 | $3,295 |
| February 2025 | $3,295 |
| May 2025 | $3,450 |
| June 2025 | $3,362 |
| July 2025 | $3,363 |
| August 2025 | $3,047 |
| September 2025 | $2,938 |
| October 2025 | $2,864 |
| November 2025 | $2,881 |
Affordability calculator
Can I afford to live at 43 Pennywise Lane?
Bedrooms
2 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$120,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $120,000 annually to afford this 2-bedrooms monthly rent price of $3,000.
For more information on rent affordability, visit our rent calculator.
Schools near 43 Pennywise Lane
Kathleen E. Goodwin School
80 old boston post rd
old saybrook, CT, 6475
PK, K-4Public
A-
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Internet available near 43 Pennywise Lane
Getting around Old Saybrook near 43 Pennywise Lane
Walking
4/10
Some shops and stores are within a few minutes.
Driving
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
3/10
There are a few mass transit options within the area.
Points of interest for 43 Pennywise Lane, Old Saybrook
Groceries
7/10
At least one supermarket within a 15-minute walk
Shopping
5/10
Several shops within walking distance
Cafes
5/10
Some cafés within a few minutes’ walk
Restaurants
4/10
Some restaurants within a few minutes’ walk
Primary schools
10/10
At least one elementary school within a 5-minute walk
High schools
8/10
At least one high school within a 15-minute walk
Nightlife
3/10
Some bars within walking distance
Explore the area around 43 Pennywise Lane
Tissas Country Market & Cafe
855 Boston Post Rd
Stop & Shop
665 Boston Post Rd
Stop & Shop Supermarket
665 Boston Post Rd
Big Y
22 Spencer Plain Rd
Big Y
90 Halls Rd
Front Page Sports
265 Main St
Tamar
43 Elm St
Famous Footwear
655 Boston Post Rd
K-C's Contemporary Fashion
665 Boston Post Rd
Marshalls
665 Boston Post Rd
Dunkin'
923 Boston Post Rd
Cafe Toscana
25 Main St
Starbucks
15 Main St
Ashlawn Farm Coffee
455 Boston Post Rd
Dunkin'
1635 Boston Post Rd
Rabbit Hole LLC
256 Main St
Penny Lane Pub
150 Main St
Sip Wine Bar
85 Main St
Little Pub Old Saybrook
1231 Boston Post Rd
Choo Choo Lounge
2 Bridge St
Ralph Johnson Foodworks
940 Boston Post Rd
Pursuit of Pastry
719 Boston Post Rd
Dagmars Desserts
75 Main St
Williams-Sonoma Outlet
314 Flat Rock Pl
Macneil & Nagle
Cocotte
323 Main St
Nori
286 Main St
Jack Rabbits
254 Main St
Plainville Diner LLC
9 Homestead St
Johnny Ad's
910 Boston Post Rd
Main St & Pennywise Ln
Old Saybrook Loop
Main St & Pennywise Ln
Old Saybrook Loop
Main St & Old Boston Post Rd
Old Saybrook Loop
Main St & Old Boston Post Rd
Old Saybrook Loop
Main St & Banbury Crossing
Old Saybrook Loop
Old Saybrook
Shore Line East Train
Westbrook
Shore Line East Train
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