5 Upper Commons, Woodbury, CT 06798
OFF MARKET

5 Upper Commons
Woodbury, CT 06798

  • 2 Beds
  • 3 Baths
  • 1,182 sqft

$277,100

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $1,905/mo*
Refinance Your Home

$277,100

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $1,905/mo*
Refinance Your Home
2 Beds
3 Baths
1,182 sqft

Local Information

  • Map ViewExplore the area around 5 Upper Commons.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Living Area
1,182 sqft
Price/Sqft
$234
Parking
Garage

About this House

Country House in desirable location. 1st flr offers laminate flooring, office, galley KIT overlooking GR w/ corner brick FP, wall of bookcases & sliders to deck. 2nd flr offers 2 bedrooms, 2 baths including master bedroom suite. Finished LL w/ 1/2 bath.
5 Upper Commons, Woodbury, CT 06798 is a 2 bedroom, 3 bathroom, 1,182 sqft single-family home built in 1980. It last sold for $145,000 on Mar 1, 2010. More recently, it was listed as a rental in July 2014 with an asking price of $1,500 per month. That rental listing was removed on December 5, 2014. It is currently off market. The Trulia Estimate is $277,100, with a rent estimate of $2,261/month.

Home Details for 5 Upper Commons

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Laminate
Interior Details
Number of Rooms: 5Types of Rooms: Dining Room
Appliances & Utilities
DishwasherMicrowave

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 400

Additional Information

On Site Laundry Available

Price History for 5 Upper Commons

DatePriceEventSource
12/05/2014$1,400ListingRemovedAgent Provided
08/14/2014$1,400PriceChange
Agent Provided
07/25/2014$1,500Listed For RentAgent Provided
07/25/2014$149,900ListingRemovedAgent Provided
01/25/2014$149,900Listed For SaleAgent Provided
03/01/2010$145,000Sold
N/A
05/01/2009$185,000ListingRemovedAgent Provided
04/10/2009$185,000Listed For SaleAgent Provided

Market trends in Woodbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
49
4MoM
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Comparable Sales for 5 Upper Commons

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
34 Clubhouse Dr, Woodbury, CT
0.61
Single-Family Home
$162,500
08/25/25
1
1
808
202 Grasslands Road, Southbury, CT
0.63
Single-Family Home
$475,000
06/18/26
3
2
1,456
706 Roxbury Road, Southbury, CT
0.62
Single-Family Home
$380,000
09/03/25
3
1.5
1,873
214 Grasslands Road, Southbury, CT
0.37
Single-Family Home
$600,000
06/30/26
5
2
2,051
85 Pleasant Drive, Southbury, CT
0.55
Single-Family Home
$865,000
05/11/26
4
2.5
3,640
6 Transylvania Rd, Southbury, CT
0.90
Single-Family Home
$700,000
02/02/26
2
2
1,151
440 Roxbury Road, Southbury, CT
0.66
Single-Family Home
$506,000
05/21/26
4
2
2,304
40 Pleasant Drive, Southbury, CT
0.61
Single-Family Home
$840,000
11/07/25
4
3
3,306
13 Clubhouse Dr, Woodbury, CT
0.62
Single-Family Home
$299,000
06/16/26
2
3.5
1,762
667 Upper Grassy Hill Road, Woodbury, CT
0.98
Single-Family Home
$522,500
02/18/26
4
2
1,987

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Upper Commons.
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 Woodbury

At least 36 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say it's quiet

  • 84 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 74 % Say there's holiday spirit

  • 69 % Say yards are well-kept

  • 64 % Say neighbors are friendly

  • 60 % Say people would walk alone at night

  • 55 % Say they plan to stay for at least 5 years

  • 44 % Say kids play outside

  • 29 % Say it's walkable to restaurants

  • 28 % Say streets are well-lit

  • 27 % Say there are community events

  • 27 % Say there are sidewalks

  • 18 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Matthew Doyle
    "The Hollow Park has a bunch of sporting events and local classic car shows and local fares and much more"
    0
    Flag
  • Tinalobrien
    "For the most part dog owners are respectful and polite and obey the laws. Most importantly that pick up the poop when it drops in your yard."
    0
    Flag
  • Matthew Doyle
    "We are a country, living town with good values and good friends with many old homes and unique places to visit. There are many antique stores in town and good restaurants."
    1
    Flag
  • Matthew Doyle
    "People walk their dogs up and down Main Street along the sidewalks every day. You also see people down in the town park with their dogs. It’s a nice place to walk your dog and chat with other dog owners in town."
    0
    Flag
  • Elyodttam
    "Dogs and dog owners walk up and down Main Street every day because we have good sidewalks along the main roads. There’s also a nice park that they can go to and walk around and go into the woods. People are very friendly with their dogs as they walk through town."
    1
    Flag
  • Trulia User
    "there's not many young families here. would like to see more. The internet is not good. very pleasant neighbors"
    1
    Flag
  • Damon O.
    "A car is needed. There is no public transportation, but it is is very close to Waterbury and Southbury. Amazon does deliver here as do the major carrier companies "
    1
    Flag
  • Paige L. B.
    "Quiet area close to town! Not quite the country or downtown. Close to major cites but far enough away too. "
    1
    Flag
  • Kaylin M.
    "My boyfriend has about a 20 minute drive to Litchfield and it’s all backroads on his commute. Never had an issue"
    0
    Flag
  • Dan C.
    "That there are no breed restrictions. Lots and lots of good places for walks and to play. Also, plenty of other dog owners that respect animals and your animals space. "
    0
    Flag
  • Christina S
    "Woodbury is a very quiet community with a lot of antique charm. There are very few problems that occur. There are many markets around for groceries and supplies. "
    1
    Flag
  • Stephen s.
    "The ability to walk in our beautiful historic downtown, through our gorgeous parks, and throughout the neighborhoods. Woodbury CT is a great town for pet owners."
    0
    Flag
  • Tamara J.
    "Picturesque and safe, friendly neighbors, small town feel, importance placed on traditions and kindness to others "
    0
    Flag
  • Lisagpeck
    "I’ve literally been here for 34 years and while I love it, I need to downsize. I will remember my house, very fondly."
    0
    Flag
  • Awityak
    "This is a very safe, friendly community with tons of antique stores and old history. The town of Woodbury has been untouched and features beautiful surroundings. "
    0
    Flag

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