8 Bayberry Hill - Roxbury, CT

$3,995,000

Beds

6.00

Baths

5,940

SqFt

31.77

Acres

Pricing Insight: Originally listed for $4,500,000, the price was last adjusted to $3,995,000 on January 28, 2026, a –$505,000 (11.2%) change, approximately 0 days ago. This property has been on the market for approximately 289 days.

8 Bayberry Hill, Roxbury, CT is a 5-bed, 6-bath, 5,940 square foot home built in 1986 , featuring colonial architecture.

This home is within the Roxbury school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24088086

Offered Price: $3,995,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 5,940 Sq. Ft.

Lot Size: 31.77 Acres

Neighborhood: N/A

County: Litchfield

Year Built: 1986

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 3

Price per Sq Ft as listed: $673

Estimated Tax: $27,497

Days on Market: 287

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: 50 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $673 / Sq. Ft.

Tax assessed value: $2,115,190

Estimated Tax: $27,497

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1986

Living Area: 5,940 Sq. Ft.

Lot Size: 31.77 Acres

Fuel: Oil

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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: $893,964

Average DOM: 287 days

Complimentary CMAs, no obligation

Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a Fireplace, ModernLuxury Bath, and Dressing Room. A Separate 1-Bedroom Apartment Adds Versatility. Outdoors, Discover A Heated Gunite Pool Surrounded by Mature Award-Winning Gardens. Large Stone Terraces & a Meandering Garden Path Add a Texture to this Layered Property. 3-Car Over-sized Attached Garage. Only Minutes from Roxbury, Washington Depot, and Historic Woodbury CT. First Time on the Market in Over 35 Years

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Flood Risk Assessment

Location Analysis:

Inland Roxbury location

Water Proximity:

No direct water access

Topography:

Standard terrain • 31.8 acres

Recommendations:

Consult FEMA Flood Maps for accurate zone info
Consider flood insurance based on professional assessment
Evaluate property drainage during inspection
Review local flood history with town officials

Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

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

$893,964

Average List Price

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

Exterior Features

Exterior Construction: Clapboard

Roof Type: Shake

Foundation: Concrete

Driveway: Private,Paved

Garage: Attached Garage,Paved,Driveway (3 car)

Parking: 8 Total

Patio/Deck: Terrace,Fruit Trees,Garden Area,French Doors

Pool: Gunite,Heated,In Ground Pool

Utilities: Water: Private Well

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Steve Simos

Real Estate Advisor

Roxbury • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0003

george@appzentric.com

Good morning Steve, I'm interested in
8 Bayberry Hill, Roxbury, Connecticut

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