366 Maple Ave, Old Saybrook, CT 06475
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OFF MARKET

366 Maple Ave
Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 1,032 sqft

$815,300

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $5,579/mo*
Refinance Your Home

$815,300

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $5,579/mo*
Refinance Your Home
2 Beds
2 Baths
1,032 sqft

Local Information

  • Map ViewExplore the area around 366 Maple Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Living Area
1,032 sqft
Price/Sqft
$790
Parking
3 Parking Spaces

About this House

A cute and cozy single family home with a water view over Knollwood Beach. Offering 2 beds and 2 full bath, the home has a new heating and cooling system along with new paint and brand new outdoor shower. Enjoy views of Long Island sound from the living room or your enclosed porch. Beach rights and Beach parking are additional perks with this rental with full access to Knollwood Beach. Watch the breathtaking sunrises and sunsets along the water. Landlord takes care of trash, landscaping, snow removal and offers wi-fi. Tenant is only responsible for electricity & renter insurance and is subject to a full credit/background check. Academic Rental. October 1st - May 31
366 Maple Ave, Old Saybrook, CT 06475 is a 2 bedroom, 2 bathroom, 1,032 sqft single-family home built in 1964. It last sold for $2,100 on Oct 1, 2022 (5% below the $2,200 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $2,150 per month. That rental listing was removed on September 9, 2025. It is currently off market. The Trulia Estimate is $815,300, with a rent estimate of $2,816/month.

Home Details for 366 Maple Ave

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Central AirHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DryerRefrigeratorWasher

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Lot Information

Lot Area: 0.00 Acres

Price History for 366 Maple Ave

DatePriceEventSource
09/09/2025$2,150ListingRemovedSmart MLS #24122272
08/27/2025$2,150Listed For RentSmart MLS #24122272
09/13/2024$2,200ListingRemovedZillow Rentals
09/06/2024$2,200Listed For RentZillow Rentals
10/12/2023ListingRemovedZillow Rentals
09/17/2023$1,975Listed For RentZillow Rentals
09/10/2023ListingRemovedZillow Rentals
09/05/2023$2,050PriceChange
Zillow Rentals
08/22/2023$2,200Listed For RentZillow Rentals
10/04/2022ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
10/01/2022$2,100Sold
BHHS NE Properties sold #170519521_06475
08/29/2022$2,100Listed For RentWilliam Raveis Real Estate, Mortgage & Insurance #170519521
10/16/2021ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
10/11/2021$1,900Listed For RentWilliam Raveis Real Estate, Mortgage & Insurance #170443626
06/24/2021$450,000Sold
Smart MLS #170396299
08/11/2019$1,500ListingRemovedAgent Provided
08/08/2019$389,000ListingRemovedAgent Provided
07/31/2019$389,000PriceChange
Agent Provided
07/25/2019$1,500Listed For RentAgent Provided
06/11/2019$394,000PriceChange
Agent Provided
04/29/2019$399,000PriceChange
Agent Provided
04/15/2019$410,000PriceChange
Agent Provided
03/08/2019$420,000PriceChange
Agent Provided
01/27/2019$440,000PendingToActiveAgent Provided
01/24/2019$440,000PendingAgent Provided
01/10/2019$440,000Listed For SaleAgent Provided
08/08/2014$417,000Sold
Smart MLS #M9147343
04/01/2008$450,000Sold
Smart MLS #M9108651
01/31/2008$320,000Sold
N/A

Market trends in Old Saybrook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
6MoM
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Property Tax and Assessment

Year2025
Tax$8,398
Assessment$541,800
Home facts updated by county records

Comparable Sales for 366 Maple Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Seagull Road, Old Saybrook, CT
0.10
Single-Family Home
$799,900
10/10/25
2
1.5
1,950
17 Neptune Dr, Old Saybrook, CT
0.37
Single-Family Home
$680,000
03/19/26
3
2
1,131
5 Oakwood Road, Old Saybrook, CT
0.02
Single-Family Home
$1,700,000
11/17/25
3
2
3,477
16, 18 Bayberry Road, Old Saybrook, CT
0.20
Single-Family Home
$775,000
08/05/25
2
1
768
12 Bellaire Drive, Old Saybrook, CT
0.26
Single-Family Home
$650,000
11/19/25
3
1
1,104
37 Woodland Drive, Old Saybrook, CT
0.27
Single-Family Home
$620,000
07/31/25
3
2
1,426
37 Mohican Road, Old Saybrook, CT
0.31
Single-Family Home
$1,030,000
06/18/26
3
1.5
1,772
10 Edwards Road, Old Saybrook, CT
0.33
Single-Family Home
$680,000
05/11/26
2
1
1,198
382 Maple Avenue, Old Saybrook, CT
0.09
Single-Family Home
$2,350,000
06/11/26
3
2.5
2,592
8 Fenbrook Road, Old Saybrook, CT
0.54
Single-Family Home
$1,025,000
10/20/25
3
2
1,467

Nearby homes

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Assigned Schools

These are the assigned schools for 366 Maple Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Old Saybrook

At least 42 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 84 % Say parking is easy

  • 78 % Say car is needed

  • 75 % Say people would walk alone at night

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 61 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say it's quiet

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 52 % Say there are sidewalks

  • 51 % Say there are community events

  • 43 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Diva For Life
    "I think is great to live here I think it safe for family and I hope I can move here with my family soon "
    0
    Flag
  • Trulia User
    "It’s a safe town, good schools. A lot of different activities and programs available for kids from toddlers to high school. The schools are located in convenient safe areas of the town. Lower traffic areas. Pedestrians are plentiful and kids riding bikes to and from school. Several beaches that are great for family gatherings as well as private time to yourself. Everything you need to bring your family up in a quiet shoreline community. Public transportation is available with a trolly during the months of spring and summer. The library is conveniently located next to the elementary school. Plenty of in town shopping available and plenty of great restaurants. Ice cream as well. "
    1
    Flag
  • Jocelynne B. .
    "It’s a safe place to live and the school system is very good. Small class rooms and everyone knows everyone. "
    0
    Flag
  • Tyfinkbus
    "I have lived in Old Saybrook for 15 years and the people are very friendly. The area is peaceful and very well maintained."
    0
    Flag
  • John D.
    "I commute by my car, motorcycle, scooter, or bicycle. I do not use public transportation. I also walk to the beach or downtown. "
    1
    Flag
  • J Jenkins
    "I lived in this neighborhood for 40 yrs, I love it here, we have had our children here and now have there own homes close by. We are only 1.1 miles from I-95, 1.5 to the supermarket, 2 miles to main St and 3 miles to the beach. A great area."
    0
    Flag
  • Svasmatics
    "I moved to Old Saybrook because I work in town. It is close to I-95 and Route9. The town itself and traffic is very different from winter to summer. Summer brings a lot of snow birds and visitors. Stores, traffic, commotion in general is heavier in the summer months. Food prices also go up in the summer."
    2
    Flag
  • Tony
    "I've lived in the area for over 12 years. Everything (shopping, dining, etc.) are all within walking distance, with plenty of sidewalks. most neighbors are friendly, and willing to lend a hand when needed."
    5
    Flag
  • Ali F.
    "No sidewalks. Some neighbors let dogs walk off the leash. There are Coyotes or coy dogs that are found to live around the marsh areas. I have had squirrels in my attic three times even after sealing. "
    6
    Flag
  • Ali F.
    "Love our neighborhood. Close walking to center of town. Neighbors are friendly. Birds, rabbits and squirrels. Sometimes can see coyote or deer. "
    0
    Flag
  • Karen E. d.
    "Train station is within walking distance with newly installed sidewalks and street lighting. I95 is easily accessible for commutes to New York or north. Personally, I am able to walk to my job in the downtown area. "
    0
    Flag
  • Annette M.
    "Wonderful beach community for families and singles. I rent here but most people own and the community is very tight knit and supportive."
    0
    Flag
  • Karen E. d.
    "Lots of friendly dogs in area. Most on leashes or in fenced yards. Some of the Main St. businesses put water out for our four legged friends. "
    1
    Flag
  • Bean_laura
    "Lots of other dogs. Dog parks. Pet stores. Fire hydrants. Pet friendly restaurants and bars. Pet friendly shopping."
    1
    Flag
  • Jocelynne B.
    "It’s a quiet neighborhood with no issues. Saybrook is safe and the school system is excellent. I enjoyed growing up and living in Saybrook. It’s a very friendly community."
    0
    Flag
  • Kearney j.
    "I've lived here for 25 years. it is a safe and welcoming community. pride I. home and property is prevalent everywhere. neighbors are friendly and supportive."
    0
    Flag
  • Rose H. M.
    "Fenwood beach is one of the most desirable areas along the shore, with a private beach, bordering Fenwick golf course, with views of the Saybrook lighthouses from the shore. The residents have lots of social activities, such as the summer lobster bake on the beach. Residents often ride golf carts around the neighborhood and to the beach. Fenwood beach is also a short drive into the quaint town center and to Saybrook Point. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Old Saybrook, CT

Explore by feature - Garage

8 rentals with a garage in Old Saybrook, CT

Explore by feature - Air Conditioning

18 rentals with air conditioning in Old Saybrook, CT

Explore by feature - Washer/dryer

17 rentals with a washer/dryer in Old Saybrook, CT

Homes for sale near 366 Maple Ave

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Off Market Homes Near 366 Maple Ave

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