1 Overlook Dr, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

$714,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,427 sqft (on 0.94 acres)

1 Overlook Dr, Old Saybrook, CT 06475

Est. Refi. Payment $4,985/mo*
Refinance Your Home
Currently Off Market - Sold Jul 12, 2019 for $382,857

Home Value

Trulia Estimate
$714K
Since last month
Increased$2K (+0.3%)
Since last year
Increased$30K (+4.4%)
Since last sale
Increased$333K (+86.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +105% in the last 10 years
MonthEstimated value
2026
August 2026$716K
August 2026$714K
July 2026$714K
June 2026$731K
May 2026$733K
April 2026$681K
March 2026$697K
February 2026$658K
January 2026$668K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Briarcliffe Trail, Old Saybrook, CT
0.37
Single-Family Home
$625,000
09/12/25
3
2.5
1,980
210 Springbrook Rd, Old Saybrook, CT
0.07
Single-Family Home
$240,000
02/20/26
2
2
1,431
6 Fordham Trl, Old Saybrook, CT
0.66
Single-Family Home
$675,000
08/13/26
3
3
3,000
227 Essex Road, Old Saybrook, CT
0.47
Single-Family Home
$410,000
12/22/25
3
1
1,032
5 Sunrise Avenue, Old Saybrook, CT
0.17
Single-Family Home
$400,000
06/12/26
3
1
1,064
6 Trolley Crossing, Old Saybrook, CT
0.71
Single-Family Home
$995,000
07/29/26
3
2.5
3,917
10 Trolley Crossing, Old Saybrook, CT
0.76
Single-Family Home
$1,065,000
06/18/26
3
2.5
3,376
117 Ayers Point Road, Old Saybrook, CT
0.79
Single-Family Home
$695,000
11/21/25
4
2.5
2,824
30 Sunset Avenue, Old Saybrook, CT
0.34
Single-Family Home
$395,000
07/17/26
4
1
1,670
9 2nd Avenue, Old Saybrook, CT
0.30
Single-Family Home
$500,000
05/08/26
2
1
1,040

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5 Sunrise Avenue, Old Saybrook, CT 06475
0.17
$400,000
3
1
1,064
Recently Sold
7 Fourth Avenue Extension, Old Saybrook, CT 06475
0.16
$1,082,100
4
2.5
3,000
Off Market
9 Overlook Drive, Old Saybrook, CT 06475
0.19
$1,759,500
4
4.5
3,556
Off Market
13 Sunset Avenue, Old Saybrook, CT 06475
0.25
$350,500
1
1
747
Off Market
81 Essex Road, Old Saybrook, CT 06475
0.26
$1,450,000
3
2
2,570
For Sale
65 Springbrook Road, Old Saybrook, CT 06475
0.27
$652,700
4
2.5
3,098
Off Market
16 Channelside Drive, Old Saybrook, CT 06475
0.28
$2,090,300
4
4.5
6,088
Off Market
9 2nd Avenue, Old Saybrook, CT 06475
0.30
$500,000
2
1
1,040
Recently Sold
61 Springbrook Road, Old Saybrook, CT 06475
0.29
$550,000
3
3
1,296
For Sale
5 Watch Hill Road, Old Saybrook, CT 06475
0.31
$963,600
4
3.5
2,630
Off Market
25 Sunset #3, Old Saybrook, CT 06475
0.31
$550,400
2
4.5
1,565
Off Market
18 1st Avenue, Old Saybrook, CT 06475
0.33
$507,700
1
1.5
1,114
Off Market

Local Information

  • Map ViewExplore the area around 1 Overlook Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
0.94 acre lot
2,427 sqft
$294/sqft
Garage

About this House

This handsome Cape has an inviting front porch and is nestled on a level lot in a pleasant neighborhood close to commuter routes. The first floor features a living room with cathedral ceiling, fireplace, and doors that open to the spacious deck with awning; a sunroom; and a master bedroom suite with walk-in closet, sitting room or office, and full bath with whirlpool tub. The dormered second floor has two more bedrooms and a full bath. Enjoy added space in the 12x50' lower level family room. One detached two car garage has dual platform lifts, while the other has an asymmetrical lift and loft above.
1 Overlook Dr, Old Saybrook, CT 06475 is a 3 bedroom, 3 bathroom, 2,427 sqft single-family home built in 1988. It last sold for $382,857 on Jul 12, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $714,400, with a rent estimate of $4,757/month.

Home Details for 1 Overlook Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Master Bath, Office, Recreation Room, Workshop, Sun RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Oil, Propane ButaneHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 6Parking: Garage Detached

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Jul 12, 2019
Source: N/A
Sold
$382,857
Mar 13, 2017
Source: N/A
Sold
$330,000
Oct 21, 2016
Source: Smart MLS #N10132631
Sold
$330,000
Jul 26, 2016
Source: Agent Provided
Pending
$379,900
Jun 24, 2016
Source: Agent Provided
PriceChange
$379,900
Price decreased by 5%

Market trends in Old Saybrook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
4MoM

Around this home

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

Frequently asked questions about 1 Overlook Dr

  • What is 1 Overlook Dr estimated to be worth?
    Trulia's estimated value for 1 Overlook Dr in Old Saybrook, CT is $714,400.
  • What is the price history for 1 Overlook Dr?
    1 Overlook Dr in Old Saybrook, CT last sold for $382,857 in July 2019.
  • Is Old Saybrook a buyer's or seller's market?
    Old Saybrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Old Saybrook?
    Residents describe Old Saybrook, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Old Saybrook, CT.
  • Does 1 Overlook Dr have laundry facilities?
    Yes, 1 Overlook Dr in Old Saybrook, CT has in-unit laundry.
  • How big is the lot at 1 Overlook Dr?
    The lot at 1 Overlook Dr in Old Saybrook, CT is about 0.94 acres (40,946 sq ft).

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