385 Hampton Road - Chaplin, CT

$349,900

Beds

4.00

Baths

2,496

SqFt

25.00

Acres

Pricing Insight: Originally listed for $369,900, the price was last adjusted to $349,900 on January 29, 2026, a –$20,000 (5.4%) change, approximately 0 days ago. This property has been on the market for approximately 112 days.

385 Hampton Road, Chaplin, CT is a 5-bed, 4-bath, 2,496 square foot home built in 1965 , featuring colonial architecture.

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

MLS #: 24132167

Offered Price: $349,900

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 2,496 Sq. Ft.

Lot Size: 25.00 Acres

Neighborhood: N/A

County: Windham

Year Built: 1965

Design & Construction: Frame

Heating: Hot Air

Cooling: None

Garage Spaces: 2

Price per Sq Ft as listed: $140

Estimated Tax: $8,893

Days on Market: 112

$295,000

3 Beds · 2 Baths · 1,652 Sq Ft

337 Hampton Road, Chaplin

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Garage

Cooling System: None

Hot Water System: Upright Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $140 / Sq. Ft.

Tax assessed value: $283,400

Estimated Tax: $8,893

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1965

Living Area: 2,496 Sq. Ft.

Lot Size: 25.00 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 Chaplin
Statistical modeling algorithms

Local Market Context

Active Listings: 7

Average Price: $403,829

Average DOM: 112 days

Complimentary CMAs, no obligation

Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its own kitchen, living room, dining area, 2 bedrooms, and a full bath - creating five total bedrooms and three full bathrooms throughout the home. Each unit enjoys its own deck overlooking the peaceful, wooded surroundings, as well as separate laundry areas for added convenience. Additional features include updated thermal replacement windows, low-maintenance vinyl siding, and a two-car attached garage. Located close to highways yet tucked away for privacy, this property is a rare find for those seeking space, versatility, and multi-generational living in a serene setting.

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Flood Risk Assessment

Location Analysis:

Inland Chaplin location

Water Proximity:

No direct water access

Topography:

Standard terrain • 25.0 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.

7

Homes For Sale

$403,829

Average List Price

Mechanicals & Utilities: Hot Air • Oil • None • Private Water System water • 1 fireplaces

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Under House Garage (2 car)

Pool: In Ground Pool

Utilities: Water: Private Water System

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"Local Market Expert"

Steve Simos

Real Estate Advisor

Chaplin • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0003

george@appzentric.com

Good morning Steve, I'm interested in
385 Hampton Road, Chaplin, Connecticut

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