277 Painter Hill Road - Roxbury, CT

$2,572,500

Beds

3.00

Baths

2,559

SqFt

3.12

Acres

Pricing Insight: Originally listed for $2,572,500, the price has remained unchanged for approximately 76 days. This property has been on the market for approximately 76 days. MLS reports 19 Days on Market (DOM) before it went under contract.

277 Painter Hill Road, Roxbury, CT is a 3-bed, 3-bath, 2,559 square foot home built in 1911 , featuring colonial architecture.

This home is within the Roxbury school district. Local, with nearby schools including Booth.

MLS #: 24138574

Offered Price: $2,572,500

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 2,559 Sq. Ft.

Lot Size: 3.12 Acres

Neighborhood: N/A

County: Litchfield

Year Built: 1911

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $1,005

Estimated Tax: $17,325

Days on Market: 19

Home Automation: Not specified

Energy Features: Generator

Solar Contract: Not specified

Heating Fuel: Oil, Propane

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Other, Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $1,005 / Sq. Ft.

Tax assessed value: $1,332,730

Estimated Tax: $17,325

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1911

Living Area: 2,559 Sq. Ft.

Lot Size: 3.12 Acres

Fuel: Oil,Propane

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Roxbury
Statistical modeling algorithms

Local Market Context

Active Listings: 45

Average Price: $894,280

Average DOM: 19 days

Complimentary CMAs, no obligation

This beautifully renovated 1911 colonial blends timeless charm with modern comfort in one of Roxbury's most desirable locations. The main residence offers luxury living with 2-3 bedrooms, a media room, gourmet kitchen, formal dining room, and a screened porch. The newly built guest house includes 2 bedrooms and a spacious game room/cabana with fireplace. Enjoy Summer entertaining on the covered porch with outdoor fireplace overlooking the heated gunite saltwater pool, scenic views, and expansive level lawn. The property features a two-car garage and borders a major estates and conserved land, ensuring privacy and beauty in an exceptional setting. Just minutes to the Mayflower Inn/Spa and chic shopping/dining in Washington and Woodbury.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 3.1 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

45

Homes For Sale

$894,280

Average List Price

Mechanicals & Utilities: Hot Air • Oil,Propane • Central Air • Private Well water • 3 fireplaces

Exterior Features

Exterior Construction: Clapboard,Wood

Roof Type: Wood Shingle,Metal

Foundation: Concrete,Stone

Driveway: Gravel

Garage: Detached Garage,Driveway (2 car)

Parking: 10 Total

Patio/Deck: Cabana,Lighting,Guest House,Covered Deck

Pool: In Ground Pool

Utilities: Water: Private Well

Outbuildings: Cabana,Lighting,Guest House,Covered Deck

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"Local Market Expert"

George Antonopoulos

Real Estate Advisor

Roxbury • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0001

george@appzentric.com

Good evening George, I'm interested in
277 Painter Hill Road, Roxbury, Connecticut

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