1 Windsor Oval, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

1 Windsor Oval
Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 1,056 sqft (on 0.50 acres)

$525,000

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $3,605/mo*
Refinance Your Home

$525,000

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $3,605/mo*
Refinance Your Home
3 Beds
2 Baths
1,056 sqft
(on 0.50 acres)

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.5 acres
Living Area
1,056 sqft
Price/Sqft
$497

About this House

Spacious 3 bedroom Raised Ranch with Beach Rights to Cornfield Point! Open floor plan and hardwood floors throughout the main living area. Living room with fireplace, kitchen has tile floors, breakfast bar and a pantry. The lower level is finished and would make a wonderful family room. The large level yard also has a fabulous deck for outdoor enjoyment. Close to beaches, Long Island Sound and the Connecticut River. An easy commute. Call today for your private showing!
1 Windsor Oval, Old Saybrook, CT 06475 is a 3 bedroom, 2 bathroom, 1,056 sqft single-family home built in 1961. It last sold for $268,000 on Jun 26, 2020. It is currently off market. The Trulia Estimate is $525,000, with a rent estimate of $3,600/month.

Home Details for 1 Windsor Oval

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Wood
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price History for 1 Windsor Oval

DatePriceEventSource
06/26/2020$268,000Sold
N/A
05/29/2016$274,900ListingRemovedAgent Provided
04/21/2016$274,900Listed For SaleAgent Provided
03/13/2014$240,000Sold
Smart MLS #M9144988
01/16/2014$249,900PriceChange
Agent Provided
09/10/2013$269,900Listed For SaleAgent Provided
06/19/2002$165,000Sold
Smart MLS #M9068702
02/15/1991$127,000Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,183
Assessment$269,900
Home facts updated by county records

Comparable Sales for 1 Windsor Oval

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
13 Briarwood Drive, Old Saybrook, CT
0.35
Single-Family Home
$653,000
07/10/26
3
1.5
1,536
99 Maple Avenue, Old Saybrook, CT
0.46
Single-Family Home
$675,000
02/20/26
3
1.5
1,170
33 Briarwood Drive, Old Saybrook, CT
0.37
Single-Family Home
$685,000
05/15/26
3
1.5
2,272
55 Cypress Road, Old Saybrook, CT
0.24
Single-Family Home
$893,500
12/05/25
3
2.5
1,916
41 Briarwood Drive, Old Saybrook, CT
0.41
Single-Family Home
$720,000
03/03/26
2
2.5
1,076
55 Woodland Drive, Old Saybrook, CT
0.33
Single-Family Home
$525,000
06/15/26
4
1
1,080
1 Beamon Meadow Place, Old Saybrook, CT
0.09
Single-Family Home
$840,000
06/16/26
3
2.5
1,632
103 Maple Avenue, Old Saybrook, CT
0.44
Single-Family Home
$645,000
04/21/26
2
2
1,744
10 Cricket Court, Old Saybrook, CT
0.50
Single-Family Home
$941,500
01/22/26
3
1.5
1,740
73 Knollwood Drive, Old Saybrook, CT
0.37
Single-Family Home
$635,000
04/23/26
2
2
1,872

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 1 Windsor Oval.
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

8 pet-friendly rentals in Old Saybrook, CT

Explore by feature - Garage

9 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

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

Explore by feature - Outdoor Space

Homes for sale near 1 Windsor Oval

Skip to last item
Skip to first item

Off Market Homes Near 1 Windsor Oval

Skip to last item
Skip to first item