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20 Upson Road, Wolcott, CT 06716

Single Family For Sale

$925,000
$198/sqft

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5
Bedrooms
4
Bathrooms
4,681
Sq Ft
36.14
Acres
1964
Year Built

About This Home

Stunning property consisting of a contemporary 4,680 SF home with 18 rooms on 36+/- acres that are sub-dividable with 16+/- building lots in Wolcott, CT. Country living at its finest at this resort type property with surrounding private woods. Perfect for equestrian, hiking, motorsports and entertaining. From the main house you enter the original 1800's log cabin with exquisite hand polished interior logs which is setup as an entertaining area with a bar, fireplace and pool table. From there you proceed thru the relaxing glassed in porch with flagstone flooring which takes you to the large concrete terrace. There is the expansive view overlooking the 20 x 50 Gunite pool adjacent to the large spring fed natural pond that's stocked with many types of fish where you can launch a boat and go fishing. You have 5 bedrooms, 2 full baths, 2 half baths an oversized 2 car garage, 2nd garage/barn, summer guest house. 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. A new roof, skylights, gutters and leaf guards were installed in 2023. New siding and a dog pen with cement flooring and wrought iron fencing was installed in 2020.The owners will be present during viewings. Pre-approval required.

Listed by Donald Orsini (203) 525-5134 with Don Orsini Realty, LLC (203) 525-5134

Listing Snapshot

Price $925,000 Days on Market 262 days
Property Tax $11,713/yr Style Contemporary,Log
Year Built 1964 Total Sq Ft 4,681
Lot Size 36.14 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 2
Total Rooms 18 Half Baths 2

Key Features

Appliances
  • Oven/Range
  • Microwave
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Porch-Enclosed
  • Balcony
  • Porch
  • Barn
  • Deck
  • Guest House
  • Covered Deck
  • Stone Wall
  • Gunite
  • Pool House
  • In Ground Pool
  • Pond
  • Walk to Water

Structure & Parking

Construction Frame,Log
Roof Asphalt Shingle
Garage Spaces 6
Garage Type Attached Garage, Detached Garage

Systems & Utilities

Heat Baseboard, Hot Air, Radiant
Fuel Oil
Cooling Whole House Fan, Window Unit
Hot Water Domestic
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
High Wolcott

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $976/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 30, 2025 Listed $925,000

Frequently Asked Questions

How much does 20 Upson Road in Wolcott, CT cost?
This property is listed at $925,000, which works out to $198 per square foot.
How many bedrooms does 20 Upson Road have?
This home has 5 bedrooms and 4 bathrooms.
What is the square footage of 20 Upson Road?
The home is 4,681 square feet, situated on 36.14 acres.
When was 20 Upson Road in Wolcott built?
This property was built in 1964.
Is 20 Upson Road, Wolcott, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 20 Upson Road, Wolcott in?
This home is served by the Wolcott public school system, with Per Board of Ed as the elementary school and Wolcott as the high school.
How do I schedule a tour of 20 Upson Road, Wolcott, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Donald Orsini · (203) 525-5134

Don Orsini Realty, LLC · (203) 525-5134

MLS# 24108031 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 2, 2026 8:09 PM UTC