Off Market May 2023 for $449K

$594,643

Est. refi paymentEst. refi $1,753/mo

•

1,894

sq ft

49 Highland Rd, South Kent, CT 06785

About this home

This 1993 South Kent light-filled contemporary home is just waiting to be updated and made into your own special place! Located in Spooner Hill Estates, a tranquil neighborhood near several schools, this home faces south and features seasonal ridgeline views from a large multi-level deck that's perfect for outdoor entertaining. Inside, the expansive skylit great room features a cathedral ceiling and a stone-hearthed woodburning fireplace. The adjacent kitchen includes stainless steel appliances and a breakfast bar. First floor primary bedroom with ensuite bathroom, two separate walk-in closets and its own private enclosed three-season sunroom. Two additional second-floor bedrooms plus full bath. One-car garage conveniently located off the foyer, plus a full walkout basement with an additional two-car garage, perfect for storing kayaks, bicycles and other sports equipment! Additional basement space currently used as a workshop. Enjoy the charming town of Kent, just minutes away, with its great restaurants and shops, as well as hiking the nearby Appalachian Trail and water sports on the nearby lakes and Housatonic River, plus all that scenic northwest CT has to offer! Close to MetroNorth rail service for a 2 hour journey to/from Manhattan. Come see this perfect spot for either weekend or full-time living!

Single-familyProperty Type

1993Year Built

1.35 acresLot Size

$314Est. Price/Sq.Ft.

3 car garageParking

Listed by Phil Fox • William Pitt Sotheby's Int'l

Bought with Toni Soule • Bain Real Estate

Source:Smart MLS #170551327

Redfin Estimate

$594,643

$146K since sold in May 2023$10K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.6% higher than the average sale price ($489K) of 6 comparable homes.

SOLD SEP 3, 2025
$465,000
A
3 beds2.5 baths1,664 sq ft
18 Johnson Rd, Wingdale, NY 12594
Listing by Keller Williams Realty Partner
SOLD JUN 24, 2026
$408,000
B
3 beds2 baths1,852 sq ft
840 Old State Route 22, Dover Plains, NY 12522
Listing by Corcoran Country Living
SOLD AUG 11, 2026
$640,000
C
3 beds2.5 baths1,888 sq ft
50 Meadowland Dr, Gaylordsville, CT 06755
SOLD DEC 12, 2025
$520,000
D
3 beds2.5 baths1,822 sq ft
55 Colonial Ridge Dr, Gaylordsville, CT 06755
SOLD AUG 17, 2026
$460,000
E
3 beds3 baths2,004 sq ft
9 Evan Rd, Dover Plains, NY 12522
Listing by Maison Realty LLC
SOLD JAN 2, 2026
$440,000
F
3 beds2.5 baths2,232 sq ft
27 Meadowland Dr, Gaylordsville, CT 06755

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Earn from this home

Sell

$221,426

Est. take-home

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Refinance

Est. cash available

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Rent

$3,026/mo

Redfin rental estimate

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Market trends in 06757, CT

Last updated July 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

1 MoM

Provided by Redfin

Sale history for 49 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,424 (+1.0%)

$80,200 + $155,600

$235,800

2022

$4,379

$80,200 + $155,600

$235,800

2021

$4,379 (−0.2%)

$80,200 + $155,600

$235,800

2020

$4,388

$80,200 + $155,600

$235,800

2019

$4,388 (−7.1%)

$80,200 + $155,600

$235,800

2018

$4,721

$94,300 + $159,400

$253,700

2017

$4,721 (+1.5%)

$94,300 + $159,400

$253,700

2016

$4,650 (+0.6%)

$94,300 + $159,400

$253,700

2013

$4,624

$116,200 + $203,800

$320,000

Tax history for 49 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,424 (+1.0%)

$80,200 + $155,600

$235,800

2022

$4,379

$80,200 + $155,600

$235,800

2021

$4,379 (−0.2%)

$80,200 + $155,600

$235,800

2020

$4,388

$80,200 + $155,600

$235,800

2019

$4,388 (−7.1%)

$80,200 + $155,600

$235,800

2018

$4,721

$94,300 + $159,400

$253,700

2017

$4,721 (+1.5%)

$94,300 + $159,400

$253,700

2016

$4,650 (+0.6%)

$94,300 + $159,400

$253,700

2013

$4,624

$116,200 + $203,800

$320,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.35 Acres

Year renovated

—

Sq. Ft.

1,894

Year built

1993

Style

Single Family Residential

County

Litchfield County

APN

1942767

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, Under House Garage
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 7
Laundry Room Location: Main Floor
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Range, Refrigerator, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 10
Basement Description: Full, Partially Finished, Interior Access, Garage Access
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Deck, Gutters, Porch-Screened, Underground Utilities

Lot Information
Lot Description: Corner Lot, Lightly Wooded, Sloping Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Brown

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1894
Driveway Type: Private, Asphalt

Financial

Assessments Information
Assessed Value: $235,800

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 50 Gallon Tank
Heat Type: Baseboard, Wood/Coal Stove
Heat Fuel Type: Oil, Wood
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
Subdivision: Spooner Hill Estates
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Medical Facilities, Private School(s)
Directions: From Kent Center of town take Route 341 South to S. Kent Rd. Continue South to Spooner Hill Rd. Make a right up Spooner Hill then right on Highland Rd to 49 Highland Rd at center of culdesac.
County: Litchfield

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,894
Stories: 2.0
Lot Size: 1.35 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: Litchfield County
APN: 1942767

Home facts updated by county records on Jun 26, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

Kent Center School

Public PreK-8 • Assigned • 1.8mi

7/10

Housatonic Valley Regional High School

Public 9-12 • Assigned • 17.7mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

4/10 Wind Factor

15% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

South Kent, CT • 06785

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 4.1 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$565,000 – $684,000

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Nearby similar homes

$1,375,000

2 beds2 baths1,316 sq ft

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$675,000

2 beds1.5 baths1,236 sq ft

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$499,900

5 beds2.5 baths2,597 sq ft

28 Old Mill Rd, New Milford, CT 06776

$1,250,000

1 bed2 baths1,056 sq ft

178 Carter Rd, Warren, CT 06754

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3 beds2.5 baths1,366 sq ft

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$1,125,000

3 beds2 baths1,796 sq ft

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Home values near 49 Highland Rd

Data from public records.

Address	Redfin Estimate
18 Highland Road, South Kent, CT 2 Beds \| 4 Baths \| 3069 Sq. Ft.	$2,483,924
21 Highland Road, South Kent, CT 3 Beds \| 2.5 Baths \| 2331 Sq. Ft.	$677,319

Address	Redfin Estimate
40 Highland Road, South Kent, CT 3 Beds \| 2.5 Baths \| 1844 Sq. Ft.	$588,630
36 Highland Road, South Kent, CT 2 Beds \| 2.5 Baths \| 1965 Sq. Ft.	$636,980

Address	Redfin Estimate
19 Highland Road, South Kent, CT 4 Beds \| 3 Baths \| 2032 Sq. Ft.	$633,496
55 Highland Road, South Kent, CT 3 Beds \| 2.5 Baths \| 2365 Sq. Ft.	$649,329

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06757, CT

Sale history for 49 Highland Rd

Tax history for 49 Highland Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 49 Highland Rd

More real estate resources