Date
Details
Price
Change
Source
6/30/2025
Listed
$925,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/40
$925,000
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Property Description
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.
Full Property Details
Full Property Details for 20 Upson Rd
General
- Price: $925,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24108031
- Updated: 11/26/2025
- Added to Site: 241 day(s) ago
Interior
- Number of Rooms: 18
- Rooms/Areas: Bonus Room, Mud Room, Sitting Room
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- Half Bathrooms: 2
- Full Bath: Upper
- Partial Bath: Main
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom - Marble Floor, Upper
- Bedroom 1: Bedroom - Laminate Floor, Lower
- Bedroom 2: Bedroom - Laminate Floor, Upper
- Bedroom 3: Bedroom - Laminate Floor, Upper
- Bedroom 4: Bedroom - Laminate Floor, Upper
Other Rooms
- Living Room: Living Room - Hardwood Floor, Main
- Kitchen: Kitchen - Tile Floor, Main
- Eat In Kitchen: Eat-In Kitchen - Marble Floor, Main
- Dining Room: Dining Room - Marble Floor, Main
- Library: Library - Book Shelves, Hardwood Floor, Main
- Laundry: Lower Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, Pool House, In Ground Pool
Exterior
- Exterior Features: Porch-Enclosed, Balcony, Porch, Barn, Deck, Guest House, Covered Deck, Stone Wall
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 6
- Parking: Attached Garage, Detached Garage
Location
- County: New Haven
- Neighborhood: Woodtick
- Driving Directions: GPS friendly
School Information
- Elementary School: Per Board of Ed
- High School: Wolcott
Community
- Community Name: Woodtick
Heating & Cooling
- Cooling Type: Whole House Fan, Window Unit
- Heating Type: Baseboard, Hot Air, Radiant, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Contemporary, Log
- Description/Design: Horse Property
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 4,681
- Above Ground: 4,681 Sq. Ft.
- Year Built: 1964
Lot Features
- Lot Size (Acres): 36.14
- Zoning: R-40
- Lot Description: Treed, Professionally Landscaped, Water View, Open Lot
Horse Property
- Horse Property: Yes
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond, Walk to Water
Financial Considerations
- Assessment Amount: $326,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1443258
Listed by Don Orsini Realty, LLC, Donald Orsini
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 20 Upson Rd —
Donald Orsini
Don Orsini Realty, LLC
Agent Contact: (203) 525-5134 Office Contact: (203) 525-5134
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 20 Upson Rd
School District:Wolcott School District
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Upson Rd
Tax History
Tax History for 20 Upson Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,713
9%
$326,000
—
2023
$10,781
4%
$326,000
—
2023
$10,390
3%
$326,000
—
2022
$10,041
—
$326,000
7%
2021
$10,072
—
$303,920
—
2020
$10,072
—
$303,920
—
2019
$10,072
3%
$303,920
—
2018
$9,786
3%
$303,920
—
2017
$9,504
-2%
$303,920
-10%
2016
$9,746
3%
$337,120
—
2015
$9,466
3%
$337,120
—
2014
$9,160
5%
$337,120
—
2011
$8,735
—
$337,120
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20 Upson Rd
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20 Upson Road, Wolcott, CT 06716 (MLS# 24108031) is a Single Family property with 5 bedrooms, 2 full bathrooms and 2 partial bathrooms. 20 Upson Road is currently listed for $925,000 and was received on June 30, 2025. Want to learn more about 20 Upson Road? Do you have questions about finding other Single Family real estate for sale in Wolcott? You can browse all Wolcott real estate or contact a Coldwell Banker agent to request more information.