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Good morning. Welcome to 50 High Street, Plainfield, CT

$465,000
4
Beds
4.00
Baths
5,176
SqFt
2.72
Acres

Pricing Insight: Originally listed for $595,000, the price was last adjusted to $465,000 on February 8, 2026, a –$130,000 (21.8%) change, approximately 0 days ago. This property has been on the market for approximately 349 days.

50 High Street, Plainfield, CT is a 4-bed, 4-bath, 5,176 square foot home built in 1966 , featuring cape cod architecture.

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

MLS #: 24075544

Offered Price: $465,000

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 5,176 Sq. Ft.

Lot Size: 2.72 Acres

Neighborhood: Moosup

County: Windham

Year Built: 1966

Design & Construction: Frame,Stone

Heating: Hot Air

Cooling: None

Garage Spaces: 2

Price per Sq Ft as listed: $90

Estimated Tax: $11,624

Days on Market: 301

$499,000
3 Beds · 2 Baths · 1,440 Sq Ft
58 Milner Avenue, Plainfield
$435,000
3 Beds · 2 Baths · 1,832 Sq Ft
11 Stonehouse Drive, Plainfield
$299,900
3 Beds · 2 Baths · 1,863 Sq Ft
23 High Street, Plainfield

Home Automation: Electric Outlet(s), Lighting, Thermostat(s)

Energy Features: Storm Doors

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: None

Hot Water System: Oil, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $90 / Sq. Ft.

Tax assessed value: $492,350

Estimated Tax: $11,624

Architectural Style: Cape Cod

Design & Construction: Frame,Stone

Residence Type: Single Family

Year Constructed: 1966

Living Area: 5,176 Sq. Ft.

Lot Size: 2.72 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Plainfield
  • Statistical modeling algorithms
Local Market Context
Active Listings: 29
Average Price: $428,616
Average DOM: 301 days

Complimentary CMAs, no obligation

This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant cabinetry, a woodstove, a built-in oven, and an island with a cooktop. A cozy enclosed porch off the kitchen leads to the backyard, where an in-ground pool awaits restoration. The pool house requires repairs or replacement. The formal living room is highlighted by a charming bow window, and the office is conveniently located off the foyer. Additionally, a library-potentially convertible into a bedroom-adds versatility to the home. The first-floor bedroom includes an attached changing room, while the second-level primary bedroom features an adjoining room with a closet. An In-Law apartment, complete with hardwood floors, includes an open-concept kitchen and living area, one bedroom, and a bathroom with space for a stackable washer and dryer. The apartment is currently leased. A two-story barn is also on the property and requires roof repairs. The second floor of the main home includes three additional bedrooms. Offered below market value, in need of renovations. This home presents a fantastic opportunity. Recent updates include a new roof (2023) and a furnace installed in 2018.

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Flood Risk Assessment

Location Analysis:
Inland Plainfield location
Water Proximity:
No direct water access
Topography:
Standard terrain • 2.7 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.

29

Homes For Sale

$428,616

Average List Price

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

Exterior Features

Exterior Construction: Stone,Wood

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Under House Garage,Other,Paved,Off Street Parking (2 car)

Parking: 5 Total

Patio/Deck: Porch,Barn

Pool: Pool House,In Ground Pool

Utilities: Water: Private Well

Outbuildings: Porch,Barn

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"Local Market Expert"

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Steve Simos
Real Estate Advisor
Plainfield • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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50 High Street, Plainfield, Connecticut
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Steve Simos
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Presented by motif • Source: MLS • Listed by: Liz Lavallee • Dawn Taylor Real Estate • MLS# 24075544