44 Chamberlain Hill Road - Middletown, CT

$849,000

Beds

4.00

Baths

5,599

SqFt

8.50

Acres

Pricing Insight: Originally listed for $925,000, the price was last adjusted to $849,000 on July 24, 2026, a –$76,000 (8.2%) change, approximately 0 days ago. This property has been on the market for approximately 158 days.

44 Chamberlain Hill Road, Middletown, CT is a 6-bed, 4-bath, 5,599 square foot home built in 1980 , featuring contemporary architecture.

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

MLS #: 24148860

Offered Price: $849,000

Residence Type: Single Family

Architectural Style: Contemporary

Living Area: 5,599 Sq. Ft.

Lot Size: 8.50 Acres

Neighborhood: N/A

County: Middlesex

Year Built: 1980

Design & Construction: Frame

Heating: Hot Air,Other

Cooling: Ceiling Fans,Central Air,Split System

Garage Spaces: 1

Price per Sq Ft as listed: $152

Estimated Tax: $15,016

Days on Market: 150

$125,000

0 Beds · 0 Baths · 0 Sq Ft

Mountain Laurel Drive, Middletown

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Electric

Fuel Type: Hot Air, Other

Fuel Tank Location: Not specified

Cooling System: Ceiling Fans, Central Air, Split System

Hot Water System: Upright Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $152 / Sq. Ft.

Tax assessed value: $405,720

Estimated Tax: $15,016

Architectural Style: Contemporary

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1980

Living Area: 5,599 Sq. Ft.

Lot Size: 8.50 Acres

Fuel: Electric

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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 Middletown
Statistical modeling algorithms

Local Market Context

Active Listings: 78

Average Price: $277,617

Average DOM: 150 days

Complimentary CMAs, no obligation

Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz countertops, stainless steel appliances, a double oven, and generous prep and storage space-ideal for both everyday living and entertaining. Large windows and glass doors throughout flood the interior with natural light, enhancing the open-concept layout and spacious living areas. Designed with flexibility in mind, the floor plan offers multiple configuration options, including potential for a private secondary living area-perfect for multi-generational living, guests, or home-based business needs. Interior highlights include: * Large loft with adjoining office space * Two fireplaces * Hardwood flooring * High-end luxury vinyl plank flooring in key living areas The primary suite provides a peaceful retreat, complete with a spacious 7x10 walk-in closet and a beautifully designed bath featuring dual vanities and a custom tile shower. Step outside to enjoy the large deck just off the kitchen and dining area-an ideal setting for relaxing evenings or hosting gatherings.

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Flood Risk Assessment

Location Analysis:

Inland Middletown location

Water Proximity:

No direct water access

Topography:

Standard terrain • 8.5 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.

78

Homes For Sale

$277,617

Average List Price

Mechanicals & Utilities: Hot Air,Other • Electric • Ceiling Fans,Central Air,Split System • Private Well water • 2 fireplaces

Exterior Features

Exterior Construction: Wood

Roof Type: Asphalt Shingle

Foundation: Concrete

Driveway: Private,Unpaved

Garage: Attached Garage,Driveway,Unpaved (1 car)

Parking: 6 Total

Patio/Deck: Deck,Gutters,French Doors

Utilities: Water: Private Well

Only motif connects you to a certified
"Local Market Expert"

George Antonopoulos

Real Estate Advisor

Middletown • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(203) 675-3399

george@appzentric.com

Good afternoon George, I'm interested in
44 Chamberlain Hill Road, Middletown, Connecticut

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