108 Maple Avenue, Old Saybrook, CT 06475
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FOR SALE
OPEN SUN, 11-1PM
3D VIEW
1.8 ACRES

108 Maple Avenue
Old Saybrook, CT 06475

  • 4 Beds
  • 3 Baths
  • 3,188 sqft (on 1.80 acres)

$1,850,000

Original price: $2,200,000
Est. Mortgage $12,515/mo*
Get Pre-Qualified

$1,850,000

Original price: $2,200,000
Est. Mortgage $12,515/mo*
Get Pre-Qualified
4 Beds
3 Baths
3,188 sqft
(on 1.80 acres)

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
Climate Control
Heating & Cooling
Price/Sqft
$580
Listed
39 days ago

Local Information

  • Map ViewExplore the area around 108 Maple Avenue.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Contemporary coastal elegance meets exceptional privacy along South Cove in Old Saybrook. Set on an extraordinary 1.8-acre parcel, this cedar-sided, 3,188-square-foot residence offers breathtaking water views from nearly every room and a setting that is virtually impossible to recreate. Originally built in 1965 and thoughtfully rebuilt in 1991, the home was designed to capture its spectacular surroundings with vaulted ceilings, expansive windows, and seamless indoor-outdoor living. The living room showcases custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a well-appointed family room and opens to a 300-square-foot enclosed porch, an ideal space for entertaining and relaxation. The main floor primary suite is a private retreat with soaring ceilings, deck access, stunning water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath, providing comfort and privacy for family and guests. Set well back from the road, this exceptional property provides the perfect balance of seclusion and convenience. Whether enjoyed as a year-round residence or a legacy waterfront retreat, the setting offers endless opportunities. Properties of this caliber, acreage, and waterfront presence are extraordinarily rare. A true heritage property and a once-in-a-generation op Please do not access property or drive down the driveway without listing agent present. Thank you!

Open House

Sunday, August 02
11:00 AM to 1:00 PM

Home Details for 108 Maple Avenue

Interior Features

Interior Details
Basement: Crawl Space,Storage Space,Hatchway AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 3188 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
View
Has a ViewView: City, Water

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Porch, Wrap Around, DeckOther Structures: Shed(s)Exterior: Balcony, LightingFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Detached,Paved,Driveway,Garage Door Opener,Private,Asphalt
Frontage
Waterfront: Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3188 Square Feet

Days on Market

Days on Market: 39

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1024725

Price & Status

Price
List Price: $1,850,000Price Per Sqft: $580
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: Old Saybrook
School Information
Elementary School: Kathleen E. GoodwinJr High / Middle School: Old SaybrookHigh School: Old Saybrook

Agent Information

Listing Agent
Listing ID: 24185410

Building

Building Area
Building Area: 3188 Square Feet

Community

Community Features: Golf, Library, Park, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 1.8 Acres

Miscellaneous

BasementMls Number: 24185410Attic: Storage, Pull Down StairsWater ViewWater View: WaterAttribution Contact: (860) 888-3277Above Grade Unfinished Area: 3188

Additional Information

GolfLibraryParkShopping/Mall
Last check for updates: about 12 hours ago
Listing courtesy of Jessica L. Blancato, (860) 888-3277
William Pitt Sotheby's Int'l, (860) 888-3277
Source: Smart MLS, MLS#24185410
Also Listed on Smart MLS.

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

Price History for 108 Maple Avenue

DatePriceEventSource
07/15/2026$1,850,000PriceChange
Smart MLS #24185410
06/19/2026$2,200,000Listed For SaleSmart MLS #24185410

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Property Tax and Assessment

Year2025
Tax$14,813
Assessment$955,700
Home facts updated by county records

Comparable Sales for 108 Maple Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Beamon Meadow Place, Old Saybrook, CT
0.46
Single-Family Home
$840,000
06/16/26
3
2.5
1,632
10 Cricket Court, Old Saybrook, CT
0.22
Single-Family Home
$941,500
01/22/26
3
1.5
1,740
99 Maple Avenue, Old Saybrook, CT
0.13
Single-Family Home
$675,000
02/20/26
3
1.5
1,170
103 Maple Avenue, Old Saybrook, CT
0.12
Single-Family Home
$645,000
04/21/26
2
2
1,744
7 Sharon Lane, Old Saybrook, CT
0.89
Single-Family Home
$870,000
11/20/25
4
2.5
2,636
71 Maple Avenue, Old Saybrook, CT
0.24
Single-Family Home
$750,000
06/15/26
2
2
2,069
105 Fenwood Drive, Old Saybrook, CT
0.41
Single-Family Home
$1,305,000
04/30/26
4
2
1,910
104 Knollwood Drive, Old Saybrook, CT
0.33
Single-Family Home
$1,600,000
04/01/26
3
2
1,809
45 Farview Avenue, Old Saybrook, CT
0.74
Single-Family Home
$925,000
09/22/25
3
2.5
2,791
55 Cypress Road, Old Saybrook, CT
0.55
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.
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Assigned Schools

These are the assigned schools for 108 Maple Avenue.
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
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LGBTQ Local Legal Protections

Jessica L. Blancato, William Pitt Sotheby's Int'l, (860) 888-3277
Agent Phone: (860) 888-3277
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
108 Maple Avenue, Old Saybrook, CT 06475 is a 4 bedroom, 4 bathroom, 3,188 sqft single-family home built in 1965. This property is currently available for sale and was listed by Smart MLS on Jun 19, 2026. The MLS # for this home is MLS# 24185410.