99 Cherry Ave, Watertown, CT 06795
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Property image
OFF MARKET

99 Cherry Ave
Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,749 sqft (on 0.39 acres)

$378,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $2,576/mo*
Refinance Your Home

$378,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $2,576/mo*
Refinance Your Home
3 Beds
2 Baths
1,749 sqft
(on 0.39 acres)

Local Information

  • Map ViewExplore the area around 99 Cherry 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
1812
Lot Size
0.39 acres
Living Area
1,749 sqft
Price/Sqft
$216
Parking
Garage

About this House

Come discover this unique 1812 home with easy access to downtown Watertown walking distance to Taft School. Has covered wrap around porch just waiting for that porch swing. Fenced in back yard oasis featuring above ground pool, deck, out door shower, fire pit. Grow your own vegetables in the garden. Come inside and enjoy eat-in kitchen with lots of space to entertain friends and family includes wood stove and fireplace. Livingroom has exposed beams, hardwood floors and fireplace. Spacious master bedroom with hardwood floors lots of closet space. Laundry area on main level. Office/exercise room off living area. 2 bedrooms and full bath on upper level. Experience CT living won't last long.
99 Cherry Ave, Watertown, CT 06795 is a 3 bedroom, 2 bathroom, 1,749 sqft single-family home built in 1812. It last sold for $171,500 on Mar 4, 2011. It is currently off market. The Trulia Estimate is $378,500, with a rent estimate of $2,644/month.

Home Details for 99 Cherry Ave

Interior Features

Interior Details
BasementNumber of Rooms: 8Ceiling Fan
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylGardenPatioPorch
Parking & Garage
GarageParking Space: 1Parking: Carport, Garage Detached

Property Information

Year Built
Year Built: 1812Year Updated: 1983
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 0.39 acres

Price History for 99 Cherry Ave

DatePriceEventSource
11/06/2020$219,900ListingRemovedAgent Provided
10/26/2020$219,900PendingAgent Provided
10/21/2020$219,900PriceChange
Agent Provided
10/06/2020$239,000Listed For SaleAgent Provided
03/04/2011$171,500Sold
Smart MLS #W1056447
11/06/2010$169,900PendingAgent Provided
10/17/2010$169,900PriceChange
Agent Provided
10/08/2010$179,900PriceChange
Agent Provided
09/10/2010$185,000PriceChange
Agent Provided
07/14/2010$195,000PriceChange
Agent Provided
04/13/2010$210,000Listed For SaleAgent Provided
12/11/2002$170,000Sold
Smart MLS #W1008190

Market trends in Watertown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
14MoM
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Property Tax and Assessment

Year2025
Tax$6,599
Assessment$219,660
Home facts updated by county records

Comparable Sales for 99 Cherry Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
117 Cherry Avenue, Watertown, CT
0.04
Single-Family Home
$280,000
03/24/26
3
2.5
1,552
117 Middlebury Rd, Watertown, CT
0.39
Single-Family Home
$215,000
06/04/26
4
2
2,190
58 Trumbull Street, Watertown, CT
0.22
Single-Family Home
$415,000
09/10/25
3
2
1,378
52 Wheeler Street, Watertown, CT
0.41
Single-Family Home
$265,000
12/19/25
3
2
1,557
48 Center St, Watertown, CT
0.23
Single-Family Home
$315,222
06/10/26
3
2
1,692
61 Prospect Street, Watertown, CT
0.25
Single-Family Home
$390,000
07/20/26
3
2
1,439
44 Beers Street, Watertown, CT
0.33
Single-Family Home
$330,000
07/08/26
4
1.5
1,636
97 Orchard Lane, Watertown, CT
0.53
Single-Family Home
$425,000
04/10/26
3
2
1,946
107 Orchard Lane, Watertown, CT
0.53
Single-Family Home
$390,000
12/16/25
4
2
1,734
820 Main St, Watertown, CT
0.20
Single-Family Home
$190,000
07/06/26
2
1
850

Nearby homes

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Assigned Schools

These are the assigned schools for 99 Cherry 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 Watertown

At least 160 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 86 % Say yards are well-kept

  • 80 % Say parking is easy

  • 77 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 63 % Say it's quiet

  • 60 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 55 % Say there's wildlife

  • 49 % Say streets are well-lit

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 35 % Say it's walkable to grocery stores

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Colette.dobkins
    "They would love it. Very nice and quiet. Friendly . I lived here 16 years . Raised my daughter here. "
    0
    Flag
  • Dashmurtishi
    "Well manicured with a bunch of well versed designed homes Beautiful neighborhood by a winery with beautiful views and privacy "
    0
    Flag
  • Eric Brown
    "Walks through the neighborhood and chats with neighbors while walking the dog. Meeting up with neighbors for cookouts. "
    0
    Flag
  • Lily Retallick
    "There is a lot of dog owners in Watertown and they are always taking them for walks and clean up after their dogs. The dogs are people friendly too! "
    0
    Flag
  • Trulia User
    "I don’t have a dog so I’m not sure but they have a park where you can walk dogs and everyone seems to have pets. "
    0
    Flag
  • Minicucci.erica
    "Main Street can get busy at popular hours of the day but there are ways to get around town to avoid traffic"
    2
    Flag
  • Emily L. R.
    "Lots of side walks, and they’re building a dog park but I’m not sure how far along in the process they are. "
    1
    Flag
  • Emily L. R.
    "There are downtown block parties in the summer, there are fundraisers, there’s a community theater, there are several churches, there is Halloween trunk trick or treating, there are seasonal parades through town and festivals at veterans park!"
    0
    Flag
  • Browna57
    "My neighborhood is an old Italian family-oriented area of Watertown. Everyone is very friendly, and my street is quiet. "
    2
    Flag
  • Scorpionrkg
    "It’s friendly quaint and quiet not too much stress very economicalGuess it’s a good safe neighborhood to raise your kids and go to school go shopping good quiet community I would be happy to live here I was just visiting hope it was helpful to everybody thank you have a great day"
    12
    Flag
  • Hiredjkg
    "People walk their dogs all the time up and down the street. There are also some parks nearby. From what I see they are all leashed and the people normally carry a bag for the feces. "
    1
    Flag
  • Em T.
    "great for young families! try fino pizza, it’s a great restaurant. people are friendly and trick or treating is huge. nice place to grow up in"
    2
    Flag
  • Arroyorosie
    "they would live the fact that there is a dog park here in Watertown, the Oriole are friendly. it is a quaint little town"
    0
    Flag
  • Dashmurtishi
    "Everyone has their dog on a leash on the daily walks Dogs are friendly and not barking at you when you stop n say hi to your walking neighbors Have a sidewalk for the kids and the dogs to walk on one side of the street and still feel safe around the dogs Remember it’s not the dog it’s the owners control of the dog "
    0
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  • C. Nicole
    "I've lived here in town my whole life. I loved growing up here and am glad I'm able to now taise my own family here. It's truly a great location!! "
    0
    Flag
  • Cat T.
    "Watertown is pretty good. It’s next to Waterbury which has a mall and other places to visit. My nerighborhood is amazing here, the neighbors are all very close and I even walk one of my neighbor’s dogs for her lol. I haven’t had any troubles with the public schools here either. Main Street has lots of things to visit. "
    0
    Flag
  • Cat T.
    "The side walks are great and they’re always shoveled in the winter. The traffic is very light and cars hardly pass by so it’s pretty nice. "
    2
    Flag
  • Csrelyea
    "Quiet and friendly. Neighbors wave and kids play freely. Lots of birds, and great sunrise and sunsets. "
    15
    Flag
  • Val3487
    "it's ok I don't go to far !!! I work about 4 minutes from my home !! nice and quiet the roads here are bad need to be repaired "
    2
    Flag
  • Rick M.
    "Safe & beautiful neighborhood, good neighbors. Family friendly activities available. Good schools nearby "
    0
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  • Esson
    "Live here and love it been here forever. My neighbors are so awesome. Always kind and quiet since day one I moved here."
    1
    Flag
  • Daniellerdesjardins
    "I’ve lived here since I was a kid. It will always be home despite the changes occurring in the neighborhood. "
    0
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  • Matthewbarnes873
    "It’s the first place I’ve lived on my own and I raise my son here. Everything great is around such as schools, work, and places to eat"
    0
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  • Sammygood81
    "Great place to live with children and family love taking walks to the park with the beautiful beach "
    0
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  • Carlim54
    "I've livin in the neighborhood for a little over 3 years and I can really say is a great area to live in. Is quite and peaceful and great for raising a family. The school system is fantastic. Oakville is overall a great area."
    0
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Homes for sale near 99 Cherry Ave

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Off Market Homes Near 99 Cherry Ave

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