20 Upper Road, Salisbury, CT 06068
OFF MARKET

20 Upper Road
Salisbury, CT 06068

Lakeville
  • 4 Beds
  • 3.5 Baths
  • 4,745 sqft (on 10.01 acres)

$1,632,400

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $10,733/mo*

$1,632,400

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $10,733/mo*
4 Beds
3.5 Baths
4,745 sqft
(on 10.01 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Renovated Lakeville Contemporary - This contemporary renovated home boasts one floor living, only minutes from town on a private 10-acre oasis in Litchfield County's coveted Town of Salisbury. Soaring ceilings feature a glass atrium at the center of the home, instantly serving as a focal point and grounding centerpiece of the home's layout. A fully Updated Kitchen with new high-end appliances, custom cabinetry includes an island and is open to a large Dining Room and the Screened Porch. New French doors off the Dining Room lead to the Fenced Vegetable & Herb garden, pick your own raspberries, strawberries and blueberries - a culinary dream. The central Great Room is flooded with sunshine and invites the outdoor ambiance into the home - an incredible way to soak in sunshine or gaze at the beautiful night sky. An abutting Living Room enjoys the warmth of a vaulted, cedar panel ceiling and a wood-burning fireplace then opens to a Deck and the private Backyard. The Primary Suite features a luxurious bathroom with heated floor, a walk-in closet and French Doors to a private deck. Three additional Bedrooms, Two Full Baths, and a separate Laundry Room. A two-car attached garage opens to the Mudroom with custom cabinetry and a seating bench. New generator with 1,000 gallon buried propane tank. Ideally situated near the many private & public schools, Catamount Ski Area and Aerial Park, and the villages of Salisbury, CT, Millerton, NY, Great Barrington, MA, and Wassaic Train Station
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 01, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
$55/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 20 Upper Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Great Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4745 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Porch, DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4745 Square Feet

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Brick, ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 868961

Price & Status

Price
List Price: $1,400,000
Status Change & Dates
Off Market Date: Thu Feb 20 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Salisbury
School Information
Elementary School: SalisburyHigh School: Housatonic Val

Building

Building Area
Building Area: 4745 Square Feet

Community

Community Features: Golf, Health Club, Lake, Library, Paddle Tennis, Private School(s), Tennis Court(s)

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $659/Annually

Lot Information

Lot Area: 10.01 Acres

Miscellaneous

BasementMls Number: 24074529Attic: NoneAbove Grade Unfinished Area: 4745

Additional Information

GolfHealth ClubLakeLibraryPaddle TennisPrivate School(s)Tennis Court(s)
Last check for updates: about 7 hours ago
Listed by Liza C. Reiss, (860) 671-0288
Elyse Harney Real Estate, (860) 435-0120
Holly Leibrock, (860) 248-0117
Elyse Harney Real Estate, (860) 435-0120
Bought with: Claudia Crane, (917) 545-0327, Compass Connecticut, LLC, (203) 293-9715
Source: Smart MLS, MLS#24074529

Price History for 20 Upper Road

DatePriceEventSource
03/21/2025$1,550,000Sold
Smart MLS #24074529
02/20/2025$1,400,000PendingSmart MLS #24074529
02/18/2025$1,400,000Listed For SaleSmart MLS #24074529
06/07/2018$755,000Sold
Smart MLS #L10063493
04/30/2018$798,000PendingAgent Provided
02/12/2018$798,000Listed For SaleAgent Provided
01/02/2018$798,000ListingRemovedAgent Provided
05/03/2017$798,000Listed For SaleAgent Provided
03/30/2017$895,000ListingRemovedAgent Provided
09/29/2016$895,000PriceChange
Agent Provided
07/18/2016$925,000PriceChange
Agent Provided
04/27/2016$975,000PriceChange
Agent Provided
07/14/2015$1,025,000Listed For SaleAgent Provided
12/17/2014$1,149,000ListingRemovedAgent Provided
09/23/2013$1,149,000PriceChange
Agent Provided
05/02/2013$1,185,000Listed For SaleAgent Provided
05/24/2005$1,132,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$8,227
Assessment$747,900
Home facts updated by county records

Comparable Sales for 20 Upper Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.33
Single-Family Home
$1,017,000
01/23/26
4
2.5
2,184
1.12
Single-Family Home
$1,461,000
03/12/26
3
3
3,222
1.18
Single-Family Home
$2,361,000
08/01/25
4
4.5
3,354
0.79
Single-Family Home
$1,150,000
10/14/25
4
3.5
2,739
0.71
Single-Family Home
$970,000
05/15/26
2
2.5
4,773
0.82
Single-Family Home
$712,000
01/30/26
4
2.5
2,618
1.04
Single-Family Home
$2,500,000
05/22/26
3
3.5
2,984
1.06
Single-Family Home
$1,350,000
05/01/26
3
2
1,972

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Assigned Schools

These are the assigned schools for 20 Upper Road.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Lakeville

At least 9 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 92 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 80 % Say it's dog friendly

  • 77 % Say they plan to stay for at least 5 years

  • 77 % Say there's wildlife

  • 75 % Say yards are well-kept

  • 71 % Say it's quiet

  • 67 % Say there's holiday spirit

  • 49 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 44 % Say kids play outside

  • 22 % Say it's walkable to restaurants

  • 22 % Say there are sidewalks

  • 11 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sharon T.
    "We have close access to train to NYC. Close to NewYork and Massachusetts. Three airports are within two hours drive time. Farmers markets three big small nes within 45 minutes. "
  • Theodore R. O. n.
    "The town is an oasis for wealthy New Yorkers in the summer who don't want the scene at the Hamptons or the commute. Lots of good schools including the public k-8th grade. Community of people who care about the way things look and care about the town. Town transfer station has the highest level of recycling of any town in CT."

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 20 Upper Road

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20 Upper Road, Salisbury, CT 06068 is a 4 bedroom, 4 bathroom, 4,745 sqft single-family home built in 1989. 20 Upper Road is located in Lakeville, Salisbury. This property is not currently available for sale. 20 Upper Road was last sold on Mar 21, 2025 for $1,550,000 (11% higher than the asking price of $1,400,000). The current Trulia Estimate for 20 Upper Road is $1,632,400.