44 Jackson Road, Sharon, CT 06069
OFF MARKET

44 Jackson Road
Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,424 sqft (on 19.41 acres)

$869,300

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,810/mo*
Refinance Your Home

$869,300

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,810/mo*
Refinance Your Home
2 Beds
2 Baths
1,424 sqft
(on 19.41 acres)

Home Value

Trulia Estimate
$869K
Since last month
Increased$32K (+3.8%)
Since last year
Increased$84K (+10.6%)
Since last sale
Decreased$6K (-0.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +125% in the last 10 years
MonthEstimated value
2026
August 2026$869K
July 2026$838K
June 2026$798K
May 2026$816K
April 2026$768K
March 2026$797K
February 2026$769K
January 2026$751K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Fairchild Road, Sharon, CT
0.51
Single-Family Home
$775,000
05/29/26
3
3
2,756
135 Sharon Mountain Road, Sharon, CT
0.88
Single-Family Home
$1,075,000
12/15/25
2
2.5
1,485
12 Lucas Road, Sharon, CT
0.82
Single-Family Home
$750,000
02/17/26
4
3
2,579
50 Jewett Hill Road, Sharon, CT
1.23
Single-Family Home
$560,000
04/21/26
3
1.5
1,356
11 Williams Road, Sharon, CT
1.54
Single-Family Home
$850,000
12/01/25
4
3
2,360
338 Calkinstown Road, Sharon, CT
0.77
Single-Family Home
$5,750,000
05/01/26
5
5.5
6,280
10 Williams Road, Sharon, CT
1.53
Single-Family Home
$815,000
09/30/25
3
2.5
1,682
37 East Street, Sharon, CT
1.68
Single-Family Home
$370,000
11/18/25
3
2
1,858
10 Surdan Mountain Road, Sharon, CT
1.78
Single-Family Home
$615,000
01/15/26
3
2
1,592
34 Jackson Hill Road, Sharon, CT
1.68
Single-Family Home
$400,000
02/10/26
3
2.5
1,592

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
00 Jackson Road #B, Sharon, CT 06069
0.48
-
-
-
-
Off Market
Jackson Road, Sharon, CT 06069
0.48
-
-
-
-
Off Market
Jackson, Sharon, CT 06069
0.48
$752,600
3
2.5
2,500
Off Market
8 N Mountain, Sharon, CT 06069
0.46
$607,800
3
3
2,200
Off Market
76 Fairchild Road, Sharon, CT 06069
0.51
$775,000
3
3
2,756
Recently Sold
84 Jackson Road, Sharon, CT 06069
0.58
$983,400
4
2
3,400
Off Market
94 Jackson Road, Sharon, CT 06069
0.68
$575,000
2
1
1,104
For Sale
338 Calkinstown Road, Sharon, CT 06069
0.77
$5,750,000
5
5.5
6,280
Recently Sold
106 Jackson Road, Sharon, CT 06069
0.78
$633,200
2
1.5
1,170
Off Market
331 Calkinstown Road, Sharon, CT 06069
0.79
$1,195,000
4
3
1,968
For Sale
12 Lucas Road, Sharon, CT 06069
0.82
$750,000
4
3
2,579
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Jackson Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1975
Lot Size
19.41 acres
Living Area
1,424 sqft
Price/Sqft
$610
Parking
Garage

About this House

Welcome to your dream escape nestled in the heart of nature's beauty! This beautifully crafted log cabin features an open-concept design and expansive windows that frame the breathtaking mountain views. Step outside onto the cover porch to soak in the panoramic mountain views. The porch is ideal for al fresco dining, morning coffees, or simply relaxing while taking in the serene surroundings. Horse lovers will appreciate the two well-maintained horse barns, each featuring four stalls, offering ample space for your equine companions. A substantial metal building provides plenty of room for car storage, equipment, or additional workshop space. This versatile structure is perfect for storing a private car collection. Seize the opportunity to own a breathtaking mountain-top property that combines the charm of an existing home with the potential for a dream house. Perched high above the valley, this unique estate offers some of the best panoramic mountain views that Litchfield County has to offer. The current home serves as a perfect guest house while you build your dream residence on the site nearby.
44 Jackson Road, Sharon, CT 06069 is a 2 bedroom, 2 bathroom, 1,424 sqft single-family home built in 1975. It last sold for $875,000 on Mar 7, 2025 (5% below the $925,000 asking price). It is currently off market. The Trulia Estimate is $869,300, with a rent estimate of $3,043/month.
Last check for updates: about 3 hours ago
Listed by John J. Papp, (860) 601-0267
The Bella Group, LLC, (860) 868-0639
Bought with: Elisa Waysenson, (917) 971-7769, Bain Real Estate, (860) 927-4646
Source: Smart MLS, MLS#24037547

Home Details for 44 Jackson Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Loft
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1424 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Water HeaterLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Radiator,Wood/Coal Stove,Oil,WoodNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Radiator
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 12Number of Covered Spaces: 12No CarportHas a GarageNo Attached GarageParking Spaces: 12Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1424 Square Feet

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Log
Building
Construction Materials: Shake Siding, LogNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 874095

Price & Status

Price
List Price: $925,000
Status Change & Dates
Off Market Date: Tue Jan 28 2025Possession Timing: Neg

Active Status

MLS Status: Closed

Location

Direction & Address
City: Sharon
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1424 Square Feet

HOA

No HOA

Lot Information

Lot Area: 19.41 Acres

Miscellaneous

BasementMls Number: 24037547Attic: NoneAbove Grade Unfinished Area: 1424

Price and Tax history

DateEventPrice
Mar 7, 2025
Source: Smart MLS #24037547
Sold
$875,000
Jan 29, 2025
Source: Smart MLS #24037547
Pending
$925,000
Nov 22, 2024
Source: Smart MLS #24037547
PendingToActive
$925,000
Oct 5, 2024
Source: Smart MLS #24037547
Pending
$925,000
Aug 19, 2024
Source: Smart MLS #24037547
Listed For Sale
$925,000

Market trends in Sharon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22

Around this home

What Locals Say about Sharon

At least 7 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 92 % Say there's wildlife

  • 90 % Say parking is easy

  • 83 % Say car is needed

  • 80 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 68 % Say neighbors are friendly

  • 67 % Say it's dog friendly

  • 64 % Say kids play outside

  • 62 % Say they plan to stay for at least 5 years

  • 57 % Say there's holiday spirit

  • 50 % Say there are sidewalks

  • 36 % Say there are community events

  • 36 % Say streets are well-lit

  • 33 % Say it's walkable to grocery stores

  • 27 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • J c.
    "The peace of nature just outside of the town proper, and being able to wave at neighbors passing by in cars or on bicycles are parts of what I love about our road."
    1
    Flag
  • Sam F.
    "I Live here and love to fish these fresh waters for trout..this log house is close to the Housatonic River"
    0
    Flag
  • Sam F.
    "Great views on walks and drives...wonderful peaceful setting for 4 season living in New England"
    0
    Flag
  • Sam F.
    "Great area for peace, privacy, quiet...Nature abounds"
    0
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 44 Jackson Road

  • What is 44 Jackson Road estimated to be worth?
    Trulia's estimated value for 44 Jackson Road in Sharon, CT is $869,300.
  • What is the price history for 44 Jackson Road?
    44 Jackson Road in Sharon, CT last sold for $875,000 in March 2025.
  • Is Sharon a buyer's or seller's market?
    Sharon is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Sharon?
    Residents describe Sharon, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Sharon, CT.
  • Does 44 Jackson Road have laundry facilities?
    Yes, 44 Jackson Road in Sharon, CT has laundry facilities.
  • How big is the lot at 44 Jackson Road?
    The lot at 44 Jackson Road in Sharon, CT is about 19.4 acres.

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