2 Windsor Oval, Old Saybrook, CT 06475
OFF MARKET

$601,700

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 2,214 sqft (on 0.49 acres)

2 Windsor Oval, Old Saybrook, CT 06475

Est. Refi. Payment $4,128/mo*
Refinance Your Home
Currently Off Market - Sold Dec 5, 2024 for $530,000

Home Value

Trulia Estimate
$602K
Since last month
Increased$6K (+1%)
Since last year
Increased$56K (+10.3%)
Since last sale
Increased$73K (+13.8%)
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 +90% in the last 10 years
MonthEstimated value
2026
August 2026$603K
August 2026$601K
July 2026$598K
June 2026$584K
May 2026$571K
April 2026$577K
March 2026$581K
February 2026$572K
January 2026$564K
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
33 Briarwood Drive, Old Saybrook, CT
0.37
Single-Family Home
$685,000
05/15/26
3
1.5
2,272
13 Briarwood Drive, Old Saybrook, CT
0.32
Single-Family Home
$653,000
07/10/26
3
1.5
1,536
55 Cypress Road, Old Saybrook, CT
0.22
Single-Family Home
$893,500
12/05/25
3
2.5
1,916
73 Knollwood Drive, Old Saybrook, CT
0.38
Single-Family Home
$635,000
04/23/26
2
2
1,872
1 Beamon Meadow Place, Old Saybrook, CT
0.06
Single-Family Home
$840,000
06/16/26
3
2.5
1,632
103 Maple Avenue, Old Saybrook, CT
0.48
Single-Family Home
$645,000
04/21/26
2
2
1,744
99 Maple Avenue, Old Saybrook, CT
0.50
Single-Family Home
$675,000
02/20/26
3
1.5
1,170
10 Cricket Court, Old Saybrook, CT
0.53
Single-Family Home
$941,500
01/22/26
3
1.5
1,740
55 Woodland Drive, Old Saybrook, CT
0.33
Single-Family Home
$525,000
06/15/26
4
1
1,080

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
7 Windsor Oval, Old Saybrook, CT 06475
0.05
$558,500
3
1
1,856
Off Market
1 Windsor Court West, Old Saybrook, CT 06475
0.04
$509,800
3
1
1,208
Off Market
1 Beamon Meadow Place, Old Saybrook, CT 06475
0.06
$840,000
3
2.5
1,632
Recently Sold
5 Windsor Court, Old Saybrook, CT 06475
0.07
$562,700
3
1
1,256
Off Market
6 Windsor Court West, Old Saybrook, CT 06475
0.08
$630,300
3
2
1,584
Off Market
8 Cambridge Court West, Old Saybrook, CT 06475
0.10
$763,800
3
2
1,096
Off Market
8 Windsor Court West, Old Saybrook, CT 06475
0.13
$654,000
3
2
1,710
Off Market
6 Tudor Court East, Old Saybrook, CT 06475
0.17
$785,800
3
2
2,112
Off Market
12 Forest Glen Road, Old Saybrook, CT 06475
0.16
$715,000
3
1.5
2,248
Off Market
Maple Avenue, Old Saybrook, CT 06475
0.17
-
-
-
-
Off Market
11 Cambridge Court East, Old Saybrook, CT 06475
0.18
$1,625,000
4
3
2,178
For Sale

Local Information

  • Map ViewExplore the area around 2 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
1975
Lot Size
0.49 acres
Living Area
2,214 sqft
Price/Sqft
$272
Parking
None

About this House

BEST AND FINAL 11/2/2024 6 PM Welcome to your dream home, a charming, freshly painted, 3-bedroom ranch nestled on a generous half-acre leveled lot. This inviting property has a cozy fireplace, perfect for gathering around during chilly evenings, hardwood floors and features one and a half bathrooms. The vintage kitchen exudes character and charm. Additionally, the basement is ready to be finished, offering endless possibilities for customization and expansion. Conveniently located close to both the beach (Cornfield Point Beach) and downtown. This property has the option of being connected to natural gas. Make this your home and create cherished memories for years to come. Being sold AS IS.
2 Windsor Oval, Old Saybrook, CT 06475 is a 3 bedroom, 2 bathroom, 2,214 sqft single-family home built in 1975. It last sold for $530,000 on Dec 5, 2024 (9% above the $485,000 asking price). More recently, it was listed as a rental in January 2016 with an asking price of $1,600 per month. That rental listing was removed on March 3, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $601,700, with a rent estimate of $3,669/month.
Last check for updates: about 21 hours ago
Listed by Missy Willard, (860) 303-5569
Carl Guild & Associates, (860) 474-3500
Bought with: Kevin J. Diminno, (860) 919-3958, SalCal Real Estate Connections, (860) 828-1783
Source: Smart MLS, MLS#24053182

Home Details for 2 Windsor Oval

Interior Features

Interior Details
Basement: FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2214 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Range, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Rain Gutters, GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1282 Square FeetFinished Area (below surface): 932 Square Feet

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1023814

Price & Status

Price
List Price: $485,000
Status Change & Dates
Off Market Date: Mon Nov 04 2024Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Old SaybrookCommunity: Cornfield Point
School Information
Elementary School: Kathleen E. GoodwinJr High / Middle School: Old Saybrook, Per Board of EdHigh School: Old Saybrook

Building

Building Area
Building Area: 2214 Square Feet

Community

Community Features: Park

HOA

No HOA

Lot Information

Lot Area: 0.49 acres

Miscellaneous

BasementMls Number: 24053182Attic: NoneAbove Grade Unfinished Area: 1282

Additional Information

Park

Price and Tax history

DateEventPrice
Dec 5, 2024
Source: Smart MLS #24053182
Sold
$530,000
Oct 28, 2024
Source: Smart MLS #24053182
Listed For Sale
$485,000
Dec 4, 2017
Source: Smart MLS #170004853
Sold
$282,500
Oct 19, 2017
Source: Agent Provided
PriceChange
$289,900
Price increased by 0%
Oct 18, 2017
Source: Agent Provided
PriceChange
$289,000
Price decreased by 4%

Market trends in Old Saybrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
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

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Frequently asked questions about 2 Windsor Oval

  • What is 2 Windsor Oval estimated to be worth?
    Trulia's estimated value for 2 Windsor Oval in Old Saybrook, CT is $601,700.
  • What is the price history for 2 Windsor Oval?
    2 Windsor Oval in Old Saybrook, CT last sold for $530,000 in December 2024.
  • 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 2 Windsor Oval have laundry facilities?
    Yes, 2 Windsor Oval in Old Saybrook, CT has in-unit laundry.
  • How big is the lot at 2 Windsor Oval?
    The lot at 2 Windsor Oval in Old Saybrook, CT is about 0.49 acres (21,344 sq ft).

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