20 Upson Rd, Wolcott, CT 06716
Property image
Property image
OFF MARKET

$1,030,100

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 4,681 sqft (on 36.14 acres)

20 Upson Rd, Wolcott, CT 06716

Est. Refi. Payment $7,358/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.03M
Since last month
Decreased$3K (-0.3%)
Since last year
Increased$168K (+19.4%)
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 +170% in the last 10 years
MonthEstimated value
2026
November 2026$1.03M
October 2026$1.03M
September 2026$1.03M
August 2026$1.03M
July 2026$1.04M
June 2026$1.03M
May 2026$1.04M
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
120 Catering Road, Wolcott, CT
0.24
Single-Family Home
$635,000
06/24/26
4
2.5
2,375
29 Cole Drive, Wolcott, CT
0.43
Single-Family Home
$695,000
07/24/26
4
3
3,277
1038 Woodtick Road, Wolcott, CT
0.20
Single-Family Home
$520,000
02/11/26
3
2.5
2,372
352 Center Street, Wolcott, CT
0.24
Single-Family Home
$495,000
08/17/26
3
2.5
2,588
8 Lindsley Drive, Wolcott, CT
0.24
Single-Family Home
$555,000
09/16/26
3
2
2,317
26 Lindsley Drive, Wolcott, CT
0.31
Single-Family Home
$535,000
06/25/26
3
2
2,081
1209 Woodtick Road, Wolcott, CT
0.57
Single-Family Home
$530,000
01/22/26
3
2.5
2,362
13 Margaret Ter, Wolcott, CT
0.76
Single-Family Home
$930,000
08/31/26
4
4
3,442
26 Tunxis Rd, Wolcott, CT
0.80
Single-Family Home
$615,000
09/29/26
4
3
2,991
97 Kalko Drive, Wolcott, CT
0.59
Single-Family Home
$460,000
08/19/26
4
1.5
2,484

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
4 Upson Rd, Wolcott, CT 06716
0.11
-
-
-
-
Off Market
7 Borghesi Ct, Wolcott, CT 06716
0.12
-
-
-
-
Off Market
12 Borghesi Ct, Wolcott, CT 06716
0.13
$674,900
4
5
3,259
Off Market
9 Upson Rd, Wolcott, CT 06716
0.13
$591,200
4
3
2,699
Off Market
11 Upson Rd, Wolcott, CT 06716
0.13
$556,900
3
3
2,265
Off Market
13 Borghesi Ct, Wolcott, CT 06716
0.13
$585,800
3
3
2,200
Off Market
7 Upson Rd, Wolcott, CT 06716
0.13
$617,800
4
3
2,607
Off Market
Upson Rd, Wolcott, CT 06716
0.15
-
-
-
-
Off Market
5 Upson Rd, Wolcott, CT 06716
0.15
$599,700
3
2
2,405
Off Market
70 Catering Rd, Wolcott, CT 06716
0.15
$404,200
3
2
2,652
Off Market
50 Catering Rd, Wolcott, CT 06716
0.15
$483,500
4
2.5
1,646
Off Market
26 Borghesi Ct, Wolcott, CT 06716
0.15
$662,900
3
3
2,345
Off Market
28 Catering Rd, Wolcott, CT 06716
0.16
$533,800
3
3
2,504
Off Market
39 Borghesi Ct, Wolcott, CT 06716
0.17
$649,500
4
3
2,636
Off Market
18 Borghesi Ct, Wolcott, CT 06716
0.17
$580,600
4
3
2,492
Off Market
67 Borghesi Ct, Wolcott, CT 06716
0.17
$639,900
4
3
2,877
Off Market
1053 Woodtick Rd, Wolcott, CT 06716
0.18
$294,300
1
1
900
Off Market
85 Borghesi Ct, Wolcott, CT 06716
0.18
$623,100
4
3
2,760
Off Market
1003 Woodtick Rd, Wolcott, CT 06716
0.19
$361,700
2
1
1,532
Off Market
321 Center St, Wolcott, CT 06716
0.19
$451,000
3
1.5
1,886
Off Market

Local Information

  • Map ViewExplore the area around 20 Upson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1985
36.14 acre lot
4,681 sqft
$220/sqft
Garage

About this House

What's unique:Surrounding private woodsTwo levels of deckingNew sidingNew roofPool tableGutters and leaf guards
Amazing eclectic contemporary 4,680 SF home with 18 rooms and possible in-law situated on 36 acres in Wolcott, CT. Perfect for equestrian, hiking, motorsports and entertaining. The main house was constructed in the mid 80's. From the main house you enter the original log cabin constructed in the 1800's which leads you thru the glassed in porch with flagstone flooring opening to the large concrete terrace which overlooks the amazing views of nature that is your yard. Beautiful 20 x 50 Gunite pool right next to the large spring fed natural pond that's stocked with many types of fish that you can launch your boat in and go fishing. You have 5 bedrooms, 2 full baths, 2 half baths an oversized 2 car garage, barn, summer guest house and two pool houses. There is a Unique Roof Top Deck you access from the top floor and also a two and a half story glass tower that brightens the front of the home with sunshine. This home has 2 fireplaces, radiant floor heat in the master bedroom, piano room, kitchen and dining room and two levels of decking. This home just had s new roof, skylights, gutters and leaf guards installed two weeks ago. You can possibly sell 26 of the 36 arces as 16 building lots and recoup $500k. Make an appointment any day 10am to 6pm. The listing agent and owners will be present when viewing the property. Pre-approval is required to be emailed to the listing agent before any showings is confirmed.
20 Upson Rd, Wolcott, CT 06716 is a 5 bedroom, 4 bathroom, 4,681 sqft single-family home built in 1985. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,030,100, with a rent estimate of $5,199/month.

Home Details for 20 Upson Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Baseboard, Radiant, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 36.14 acres

Price and Tax history

DateEventPrice
Oct 30, 2026
Source: Smart MLS #24108031
ListingRemoved
$1,100,000
May 19, 2026
Source: Smart MLS #24108031
Listed For Sale
$1,100,000
Jun 30, 2025
Source: Smart MLS #24108031
Listed For Sale
$925,000
Jun 4, 2025
Source: Smart MLS #24082706
ListingRemoved
$900,000
Mar 24, 2025
Source: Smart MLS #24082706
Listed For Sale
$900,000

Market trends in Wolcott

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
11MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Wolcott

At least 63 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say yards are well-kept

  • 88 % Say parking is easy

  • 85 % Say there's holiday spirit

  • 81 % Say it's dog friendly

  • 79 % Say there's wildlife

  • 68 % Say it's quiet

  • 68 % Say kids play outside

  • 60 % Say they plan to stay for at least 5 years

  • 55 % Say people would walk alone at night

  • 54 % Say neighbors are friendly

  • 29 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

  • 24 % Say it's walkable to restaurants

  • 22 % Say there are community events

  • 14 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "You have to drive but most stores are close by. The main roads have public transportation that will bring you into the downtown areas. "
    0
    Flag
  • Anthony deleon
    "It’s quiet peaceful you can get a bird chirping. everyone waves high neighbors are nice. feel safe in this area."
    0
    Flag
  • Frederick G Manteghian
    "There are no sidewalks in most of Wolcott. We expect you to bag the poooop. we expect you to bag your poooop. Seriously though, bag your poooop."
    0
    Flag
  • Jessica Ferguson
    "It’s very quiet and there is tons of beautiful scenery/nature and wildlife. I hate that the town isn’t walkable though and doesn’t have sidewalks."
    0
    Flag
  • Drewie111
    "it's a relatively quiet town, but has a ton of things to do! there is a local bowling alley, great local grocery stores, a BEAUTIFUL 3+ mile reservoir to walk, a well kept park, family fun baseball field, and an EXCELLENT school system."
    4
    Flag
  • Christina S.
    "Car , bike, walking. There is public buses but not frequently used from wolcott. Generally roads, highway. "
    1
    Flag
  • KimC
    "Dog friendly neighborhood. Neighbors always looking out for your pet if one gets loose they will join in the search! "
    2
    Flag
  • Drewie111
    "Wolcott is a great, small community town that welcomes everyone. The school system is fantastic and I can't wait to have my own house in my hometown neighborhood"
    3
    Flag
  • Ortizlindy0414
    "I lived here for 7months and it’s really nice here so far but I can’t afford it so I’m looking for a better place for my daughter and I"
    2
    Flag
  • Jacob P.
    "I grew up in wolcott and have always really liked this town. I am currently looking to buy a bigger house still in wolcott. "
    2
    Flag
  • Sara J.
    "Besides the roads needing to be paved (potholes) it’s fine, near a main road so traffic is heavy at times "
    1
    Flag
  • Cheryl b.
    "I think Wolcott has great schools. My son went to the schools here. They also have a great walking trail for kids and adults. Lots of after school sports with a nice football field at the high school. Park and recreational activities "
    1
    Flag
  • Heather G.
    "Very dog friendly in wolcott... most sections have large areas for the pets to do there business. Most owners pick up there dogs messes "
    0
    Flag
  • Matthew T.
    "I have live here 10 years and love it. small town feel with access to neighboring cities for everything you could want. privacy. freindly. "
    0
    Flag
  • Drewie111
    "small community with a FANTASTIC school system, local reservoir to walk your pets (3+ miles along the lake), and 3 dunkin donuts"
    2
    Flag
  • Cheryl M.
    "I've lived in Wolcott for over 40 years and I love it. Its grown a lot over the years but still has the small town feel. "
    0
    Flag
  • Cameron G.
    "small community of families whose grandparents and great grandparents built the houses we live in. with a community club that most enjoy"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Upson Rd

  • What is 20 Upson Rd estimated to be worth?
    Trulia's estimated value for 20 Upson Rd in Wolcott, CT is $1,030,100.
  • Is Wolcott a buyer's or seller's market?
    Wolcott is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Wolcott?
    Residents describe Wolcott, CT as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Wolcott, CT.
  • What are the closest schools to 20 Upson Rd?
    The closest schools to 20 Upson Rd in Wolcott, CT are Alcott School (Pre-K/Elementary, rated 9/10), Tyrrell Middle School (rated 6/10), Wolcott High School (rated 6/10).
  • Does 20 Upson Rd have laundry facilities?
    Yes, 20 Upson Rd in Wolcott, CT has in-unit laundry.
  • How big is the lot at 20 Upson Rd?
    The lot at 20 Upson Rd in Wolcott, CT is about 36.1 acres.

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