Home › Homes for Sale › Old Saybrook, CT › 39 Middletown Avenue

39 Middletown Avenue, Old Saybrook, CT 06475

Single Family For Sale

$419,900
$656/sqft
39 Middletown Avenue, Old Saybrook, CT
Active
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4
Bedrooms
1
Bathrooms
640
Sq Ft
0.08
Acres
1908
Year Built

About This Home

Charming and beautifully updated 4 bedroom Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added prep and storage space. The renovated bathroom includes a luxurious rainfall shower head for a spa-like feel. The bright dining room is enhanced by a large new slider that opens to a spacious stone patio-ideal for indoor/outdoor living. The Living room has a skylight offering warmth and brightness for your gatherings. Enjoy summer evenings around the fire pit or rinse off in the outdoor shower with both hot and cold water after a day at the beach and enjoy dining under the pergula watching the sunset. Additional updates include new windows, new plumbing, and updated electrical, offering peace of mind for years to come. A perfect coastal-style retreat with thoughtful upgrades inside and out.

Listed by Tracy Pentalow (860) 205-3691 with Property Shoppe, LLC (203) 829-0418

Listing Snapshot

Price $419,900 Days on Our Site 57 days
Property Tax $3,695/yr Style Cottage
Year Built 1908 Total Sq Ft 640
Lot Size 0.08 acres HOA Fees $321/yr
Bedrooms 4 Full Bathrooms 1
Total Rooms 7 Half Baths 0

Key Features

Interior
  • Cable - Pre-wired
Appliances
  • Electric Range
  • Microwave
  • Refrigerator
Outdoor
  • Grill
  • Shed
  • Fruit Trees
  • Patio

Structure & Parking

Construction Frame
Roof Asphalt Shingle

Systems & Utilities

Heat Other
Cooling Ductless
Hot Water Electric, 40 Gallon Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $308/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 6, 2026 Price Reduced $419,900
Mar 7, 2026 Listed $450,000

Frequently Asked Questions

How much does 39 Middletown Avenue in Old Saybrook, CT cost?
This property is listed at $419,900, which works out to $656 per square foot.
How many bedrooms does 39 Middletown Avenue have?
This home has 4 bedrooms and 1 bathroom.
What is the square footage of 39 Middletown Avenue?
The home is 640 square feet, situated on 0.08 acres.
When was 39 Middletown Avenue in Old Saybrook built?
This property was built in 1908.
Is 39 Middletown Avenue, Old Saybrook, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 39 Middletown Avenue, Old Saybrook in?
This home is served by the Old Saybrook public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 39 Middletown Avenue, Old Saybrook, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Tracy Pentalow · (860) 205-3691

Property Shoppe, LLC · (203) 829-0418

MLS# 24157756 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 10, 2026 5:56 PM UTC