Comfortable and inviting 3-bedroom, 2.5 bath Cape tucked away on 1.5 private wooded acres in a quiet neighborhood just minutes from Kent village. Well-maintained, clean house in move-in condition. All rooms freshly painted. New wall-to-wall carpeting on second floor and stairs. First floor has hardwood floors and an open floor plan perfect for entertaining. Spacious and elegant living room features an oversized fieldstone fireplace. Large center-island kitchen has new granite countertops, new downdraft cooktop and new under-mount sink and faucet as well as a roomy pantry and plenty of cabinet space. Dining room has sliders to a private screened-in porch overlooking beautiful natural surroundings. Convenient first-floor laundry room is just steps away from the kitchen. An additional first floor room offers views of the sweeping front lawn and can be used as a family room, den or home office. Second floor features a master suite with generously-sized bedroom, vaulted ceiling, walk-in closet, skylight and an adjoining master bathroom with large soaking tub, new flooring and new fixtures. Two large additional bedrooms have vaulted ceilings and share a full bath. Full unfinished basement and two separate attics offer plenty of storage. Oversized attached garage has a 14-foot ceiling and additional access to basement. This home is perfect for a permanent residence or a weekend retreat. Minutes from Metro North train station and Appalachian Trail.
Single-familyProperty Type
1996Year Built
1.52 acresLot Size
$291Est. Price/Sq.Ft.
2 car garageParking
Listed by Fred Romano• Flat Fee Realty LLC
Bought with Annie Chong• Redfin Corporation
Source:Smart MLS #170068247
Redfin Estimate
$677,319
$317K since sold in August 2018$13K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 29.1% higher than the average sale price ($525K) of 6 comparable homes.
Claim this home to receive a free report every month with insights on the changing estimate.
Earn from this home
Sell
$396,356
Est. take-home
List your home with Redfin and save $6,773
Refinance
$0
Est. cash available
Get cash now or lower your monthly rate
Rent
$3,242/mo
Redfin rental estimate
List your home for rent
Market trends in 06757, CT
Last updated August 2026
Buyer's Market
Seller's Market
Balanced market
Sale-to-List Price
103.0%
0.1% MoM
Median sale price
$485K
$69K MoM
Avg. days on market
152d
109 days MoM
Recently sold homes
4
1 MoM
Provided by Redfin
Sale history for 21 Highland Rd
Date
Event
Price
Smart MLS #170068247
Aug 15, 2018
Sold
$360,000
$154/sq ft
Jul 17, 2018
Listing Removed
—
Jun 30, 2018
Contingent
—
Apr 27, 2018
Relisted
—
Apr 11, 2018
Pending
—
Apr 3, 2018
Listed
$369,900
$159/sq ft
Smart MLS #L10043881
Jul 21, 2015
Sold
$305,000
$131/sq ft
May 8, 2015
Listed
$325,000
$139/sq ft
Everything you need for country living! Well cared for Cape style home with 3 bedrooms, 2.5 baths located in quiet neighborhood. Open floor plan works great for entertaining or growing household. Oversized fieldstone fireplace in living room with hardwood floors. Master bedroom w/full bath is located on the second floor with 2 additional generous sized bedrooms that share a full bath. Full dry basement that once was a great workshop and has potential for added living space if needed. Home is tucked away on 1.5 acres and is only minutes from Kent village and Metro North Train for access to NYC.
Smart MLS #L138073
Oct 12, 2011
Listing Removed
—
Apr 12, 2011
Listed
$368,500
$158/sq ft
Public Records
Sep 12, 2003
Sold
$371,000
$159/sq ft
Smart MLS #98169308
Jul 13, 2003
Listed
$399,000
$171/sq ft
Smart MLS #98150666
Jul 9, 2003
Listing Removed
—
Jan 9, 2003
Listed
$399,000
$171/sq ft
Public Records
Oct 20, 1995
Sold
$29,000
$12/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$4,589 (+1.0%)
$81,800 + $162,800
$244,600
2022
$4,542
$81,800 + $162,800
$244,600
2021
$4,542 (−0.2%)
$81,800 + $162,800
$244,600
2020
$4,552
$81,800 + $162,800
$244,600
2019
$4,552 (+6.0%)
$81,800 + $162,800
$244,600
2018
$4,295
$98,300 + $132,500
$230,800
2017
$4,295 (+1.5%)
$98,300 + $132,500
$230,800
2016
$4,231 (+6.2%)
$98,300 + $132,500
$230,800
2013
$3,984
$105,100 + $170,600
$275,700
Tax history for 21 Highland Rd
Year
Property tax
Land + Additions
Assessment*
2023
$4,589 (+1.0%)
$81,800 + $162,800
$244,600
2022
$4,542
$81,800 + $162,800
$244,600
2021
$4,542 (−0.2%)
$81,800 + $162,800
$244,600
2020
$4,552
$81,800 + $162,800
$244,600
2019
$4,552 (+6.0%)
$81,800 + $162,800
$244,600
2018
$4,295
$98,300 + $132,500
$230,800
2017
$4,295 (+1.5%)
$98,300 + $132,500
$230,800
2016
$4,231 (+6.2%)
$98,300 + $132,500
$230,800
2013
$3,984
$105,100 + $170,600
$275,700
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.52 Acres
Year renovated
—
Sq. Ft.
2,331
Year built
1996
Style
Single Family Residential
County
Litchfield County
APN
1942763
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 26, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 2
Interior
Interior Information
Total Rooms: 7
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
Fireplaces Total: 1
Cooling System: Ceiling Fans, Whole House Fan
Appliances Included: Electric Cooktop, Wall Oven, Dishwasher, Washer, Electric Dryer