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MLS 24108031 For Sale Updated March 3, 2026
20 Upson Road

Wolcott, Connecticut 06716

$925,000
On market 245 days
20 Upson Road
1 / 40

About This Property

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.

Property Details

Interior

Heat
Baseboard,Hot Air,Radiant — Oil
Cooling
Whole House Fan,Window Unit
Fireplaces
2
Basement
Full
In-Law Apartment
Possible

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Gunite,Pool House,In Ground Pool
Waterfront
Pond,Walk to Water
Exterior Features
Porch-Enclosed Balcony Porch Barn Deck Guest House Covered Deck Stone Wall
Lot Description
Treed Professionally Landscaped Water View Open Lot
Garage & Parking
Attached Garage Detached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Per Board of Ed
Middle
NULL
High
Wolcott
Neighborhood
Woodtick

Appliances

Included
Oven/Range Microwave Range Hood Refrigerator Dishwasher Washer Dryer

20 Upson Road

Wolcott , Connecticut 06716

$925,000

On market 245 days

Beds
5
Baths
4
SqFt
4,681
Type
Single Family
County New Haven
Garage 6
Rooms -
Lot Size 36.14 Acres
Property Tax $11,713
Assessed Value $326,000
Year Built 1964
Style Contemporary,Log
Zoning R-40

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 13755.

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