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$539,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,272 Sq. Ft.
  • 1 Car Garage
  • Updated 2 days ago
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Pride of ownership shows in this raised ranch styled home located on a stunningly landscaped property. Overlook this beautiful lot from a raised deck or ground level paver patio. Koi pond and perfectly manicured plantings compliment this beautiful .85 acre parcel. Main level of home features hardwood floors throughout, vaulted ceilings with skylights, a large open concept eat in kitchen/living room area and three good sized bedrooms including primary bed with 2 closets and full bath. Finished lower level family room with second fireplace and garage access through laundry/storage room area. Subject to seller finding suitable housing.

Full Property Details for 21 Upson Dr

General

  • Price: $539,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24185357
  • Updated: 6/19/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cook Top, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Vaulted Ceiling, Ceiling Fan, Full Bath, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Ceiling Fan, Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Fireplace, Sliders, Wall/Wall Carpet, Lower
  • Eat In Kitchen: Eat-In Kitchen - Skylight, Vaulted Ceiling, Sliders, Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage, Under House Garage

Location

  • County: New Haven
  • Driving Directions: Chestnut Tree Hill Rd to Harpin to Upson

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ductless, Split System
  • Heating Type: Baseboard, Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Fully Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,272
  • Above Ground: 1,272 Sq. Ft.
  • Year Built: 1969

Lot Features

  • Lot Size (Acres): 0.85
  • Zoning: RESA
  • Lot Description: Lightly Wooded, Level Lot, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $243,600
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1311020

Listed by Carey & Guarrera Real Estate, Stephen Guarrera and Carey & Guarrera Real Estate, Chris Carey

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Listing agents

— 21 Upson Dr —

  • Stephen Guarrera

    Carey & Guarrera Real Estate

  • Chris Carey

    Carey & Guarrera Real Estate

Agent Contact: (203) 610-4295 Office Contact: (203) 925-0058

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Upson Dr

School District:Oxford School District
NameGradesDistance
Quaker Farms School
30 Great Oak Road, Oxford, CT 06478
PK-22.5 mi
Great Oak Elementary School
50 Great Oak Road, Oxford, CT 06478
3-52.6 mi
Oxford Middle School
40 Great Oak Road, Oxford, CT 06478
6-82.5 mi
Oxford High School
61 Quaker Farms Road, Oxford, CT 06478
9-124.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Upson Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/19/2026
Listed
$539,900
184.91%
MLS
8/12/1999
Sold
$189,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Upson Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,874
4%
$243,600
35%
2023
$4,674
5%
$181,100
—
2023
$4,439
1%
$181,100
—
2022
$4,412
—
$181,100
1%
2021
$4,412
4%
$179,800
1%
2020
$4,232
—
$177,500
—
2019
$4,232
3%
$177,500
—
2018
$4,091
4%
$177,500
—
2017
$3,942
-8%
$177,500
—
2016
$4,297
-1%
$177,500
2%
2015
$4,353
—
$174,400
—
2014
$4,337
—
$174,400
—
2011
$4,316
—
$174,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Carey & Guarrera Real Estate, Stephen Guarrera and Carey & Guarrera Real Estate, Chris Carey

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21 Upson Drive, Oxford, CT 06478 (MLS# 24185357) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21 Upson Drive is currently listed for $539,900 and was received on June 19, 2026. Want to learn more about 21 Upson Drive? Do you have questions about finding other Single Family real estate for sale in Oxford? You can browse all Oxford real estate or contact a Coldwell Banker agent to request more information.

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