500 Maple Ave, Old Saybrook, CT 06475
OFF MARKET

500 Maple Ave
Old Saybrook, CT 06475

  • 4 Beds
  • 3 Baths
  • 1,976 sqft (on 0.29 acres)

$2,225,000

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $15,096/mo*
Refinance Your Home

$2,225,000

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $15,096/mo*
Refinance Your Home
4 Beds
3 Baths
1,976 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 500 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
1953
Lot Size
0.29 acres
Living Area
1,976 sqft
Price/Sqft
$1,126

About this House

Enjoy peace, serenity, and clarity of the warm ocean breeze from this updated & charming Cape Cod! 500 Maple Avenue has much to offer with many updates throughout- new hot water heater, custom window treatments, new roof, custom outdoor shower, updated flooring and appliances are just some of the many outfitted details on this classic yet contemporary home. 500 Maple Avenue offers a private beach w/ access to a mooring right in front of the property. Boasting 1900+ sq ft of bright, livable space, walk-in to see the open concept living room/ kitchen- gleaming with hardwood floors an abundance of natural light. Fully updated kitchen shines with Viking appliances, range w/ hood, double ovens, and expansive center island with a breakfast bar. Outdoor patio is perfect for entertaining friends and family with built-in outdoor seating, fireplace, and space for a grill and outdoor table! Finish off the first floor with 2 large bedrooms. Upstairs, the master bedroom boasts a walk-in closet, MBR with jetted tub, and vaulted ceiling with enchanting views of the ocean. Laundry is conveniently located upstairs near fourth BR, which has its own private balcony. With close proximity to golf courses, marinas, shopping, highways, train station, and restaurants- come SEA why this property is perfect for you!
500 Maple Ave, Old Saybrook, CT 06475 is a 4 bedroom, 3 bathroom, 1,976 sqft single-family home built in 1953. It last sold for $1,330,000 on Mar 1, 2021. It is currently off market. The Trulia Estimate is $2,225,000, with a rent estimate of $5,107/month.

Home Details for 500 Maple Ave

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, Oil, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete
Appliances & Utilities
DisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl, BrickGardenPatioPorch

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Building

Community rooms
Fitness Center

Price History for 500 Maple Ave

DatePriceEventSource
03/01/2021$1,330,000Sold
Smart MLS #170338374
12/31/2020$1,395,000ContingentCompass via MLS #170338374
12/31/2020$1,395,000PendingAgent Provided
12/07/2020$1,395,000PriceChange
Agent Provided
10/21/2020$1,599,000PriceChange
Agent Provided
10/06/2020$1,950,000PriceChange
Agent Provided
09/21/2020$2,249,000PriceChange
Agent Provided
09/01/2020$2,600,000Listed For SaleN/A
04/06/1999$400,163Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$18,027
Assessment$1,163,000
Home facts updated by county records

Comparable Sales for 500 Maple Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Fenwood Lane, Old Saybrook, CT
0.18
Single-Family Home
$1,036,000
05/21/26
4
2
1,957
515 Maple Avenue, Old Saybrook, CT
0.09
Single-Family Home
$2,125,000
10/10/25
2
2
1,365
105 Fenwood Drive, Old Saybrook, CT
0.46
Single-Family Home
$1,305,000
04/30/26
4
2
1,910
19 Neptune Drive, Old Saybrook, CT
0.33
Single-Family Home
$1,235,000
10/24/25
3
2.5
1,941
8 Fenbrook Road, Old Saybrook, CT
0.17
Single-Family Home
$1,025,000
10/20/25
3
2
1,467
92 Fenwood Drive, Old Saybrook, CT
0.41
Single-Family Home
$800,000
07/29/25
2
3
1,810
33 Fenwood Road, Old Saybrook, CT
0.24
Single-Family Home
$815,000
04/17/26
2
2
2,042
104 Knollwood Drive, Old Saybrook, CT
0.52
Single-Family Home
$1,600,000
04/01/26
3
2
1,809
450 Maple Avenue, Old Saybrook, CT
0.24
Single-Family Home
$3,200,000
09/10/25
3
4
4,435
55 Cypress Road, Old Saybrook, CT
0.66
Single-Family Home
$893,500
12/05/25
3
2.5
1,916

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 500 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

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 500 Maple Ave

Skip to last item
Skip to first item

Off Market Homes Near 500 Maple Ave

Skip to last item
Skip to first item