297 Painter Hill Road Roxbury, CT $ 4,495,000
297 Painter Hill Road
$ 4,495,000
Recently Listed
Share Save

297 Painter Hill Road

Roxbury, CT, 06783
$ 4,495,000
Bedrooms4 Baths5.2 Sq 6,139

Monthly Estimate*

$ 28,382

297 Painter Hill Road, Roxbury, CT 06783 - Image 1
297 Painter Hill Road, Roxbury, CT 06783 - Image 2
297 Painter Hill Road, Roxbury, CT 06783 - Image 3
297 Painter Hill Road, Roxbury, CT 06783 - Image 4
297 Painter Hill Road, Roxbury, CT 06783 - Image 5
297 Painter Hill Road, Roxbury, CT 06783 - Image 6
297 Painter Hill Road, Roxbury, CT 06783 - Image 7
297 Painter Hill Road, Roxbury, CT 06783 - Image 8
297 Painter Hill Road, Roxbury, CT 06783 - Image 9
297 Painter Hill Road, Roxbury, CT 06783 - Image 10
297 Painter Hill Road, Roxbury, CT 06783 - Image 11
297 Painter Hill Road, Roxbury, CT 06783 - Image 12
297 Painter Hill Road, Roxbury, CT 06783 - Image 13
297 Painter Hill Road, Roxbury, CT 06783 - Image 14
297 Painter Hill Road, Roxbury, CT 06783 - Image 15
297 Painter Hill Road, Roxbury, CT 06783 - Image 16
297 Painter Hill Road, Roxbury, CT 06783 - Image 17
297 Painter Hill Road, Roxbury, CT 06783 - Image 18
297 Painter Hill Road, Roxbury, CT 06783 - Image 19
297 Painter Hill Road, Roxbury, CT 06783 - Image 20
297 Painter Hill Road, Roxbury, CT 06783 - Image 21
297 Painter Hill Road, Roxbury, CT 06783 - Image 22
297 Painter Hill Road, Roxbury, CT 06783 - Image 23
297 Painter Hill Road, Roxbury, CT 06783 - Image 24
297 Painter Hill Road, Roxbury, CT 06783 - Image 25
297 Painter Hill Road, Roxbury, CT 06783 - Image 26
297 Painter Hill Road, Roxbury, CT 06783 - Image 27
297 Painter Hill Road, Roxbury, CT 06783 - Image 28
297 Painter Hill Road, Roxbury, CT 06783 - Image 29
297 Painter Hill Road, Roxbury, CT 06783 - Image 30
297 Painter Hill Road, Roxbury, CT 06783 - Image 31
297 Painter Hill Road, Roxbury, CT 06783 - Image 32
297 Painter Hill Road, Roxbury, CT 06783 - Image 33
297 Painter Hill Road, Roxbury, CT 06783 - Image 34
297 Painter Hill Road, Roxbury, CT 06783 - Image 35
297 Painter Hill Road, Roxbury, CT 06783 - Image 36
297 Painter Hill Road, Roxbury, CT 06783 - Image 37
297 Painter Hill Road, Roxbury, CT 06783 - Image 38
297 Painter Hill Road, Roxbury, CT 06783 - Image 39
297 Painter Hill Road, Roxbury, CT 06783 - Image 40

Single Family Home for sale in Roxbury, CT

for $4,495,000 with 4 bedrooms and 5 full baths, 2 half baths. This 6,139 square foot home was built in 1989 on a lot size of 14.81.

Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. 3rd floor loft. Recreation Room/Guest Apartment over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, additional bedroom, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator. Outside Surveillance Cameras. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.

See more

Single Family Active

Price

$ 4,495,000

Bedrooms

4

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 42,515

Style

Lot Size

14.81

Year Built

1989

Town/City

Roxbury

MLS | Web ID

24192621

Features
General
Zoning C
Neighborhood Painter Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 14.81
Directions 47 S to Right on Painter Ridge to Left on Painter Hill .5mile down on left. Long Private Driveway.
High School Per Board of Ed
City Roxbury
Elementary School Per Board of Ed
Sq Ft Total 6139
DOM 1
Year Built 1989
Exclusions see attached
Style Other
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
See more
Interior
Cooling System Central Air
Total Rooms 12
Basement Description Full Interior Access Partially Finished Full With Walk-Out
See more
Exterior
Water Source Private Well
Lot Description Secluded Lightly Wooded Sloping Lot Cleared Professionally Landscaped
See more
* Excluded Features
List By
Peter Klemm

Listing Agent

Klemm Real Estate Inc

Broker

peterklemm@msn.com

Email

Affordability Calculator

$31,925
Per Month
89%
11%
0%
Monthly Principal & Interest
$28,382
Monthly Property Taxes
$3,543
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
7/20/2026$4,495,000 Listed Price

Map


See all

297 Painter Hill Road, Roxbury, CT, 06783 is a Single Family Home for sale at $4,495,000 with 6,139 sqft and a lot size of 14.81. 297 Painter Hill Road has 4 bedrooms, 5.2 baths, and was built in 1989. The property's zip code is 06783 which is in Roxbury, CT