581 High Street - Middletown, CT

$280,000

Beds

1.00

Baths

1,057

SqFt

0.15

Acres

Pricing Insight: Originally listed for $285,000, the price was last adjusted to $280,000 on January 27, 2026, a –$5,000 (1.8%) change, approximately 0 days ago. This property has been on the market for approximately 47 days.

581 High Street, Middletown, CT is a 3-bed, 1-bath, 1,057 square foot home built in 1900 , featuring other architecture.

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

MLS #: 24144541

Offered Price: $280,000

Residence Type: Single Family

Architectural Style: Other

Living Area: 1,057 Sq. Ft.

Lot Size: 0.15 Acres

Neighborhood: N/A

County: Middlesex

Year Built: 1900

Design & Construction: Frame

Heating: Hot Water

Cooling: Ceiling Fans,Window Unit

Garage Spaces: 0

Price per Sq Ft as listed: $265

Estimated Tax: $6,853

Days on Market: 47

$275,000

0 Beds · 0 Baths · 2,192 Sq Ft

565 High Street, Middletown

$1,700

2 Beds · 1 Baths · 1,115 Sq Ft

73 Stack Street, Middletown

$1,700

2 Beds · 1 Baths · 1,228 Sq Ft

634 High Street, Middletown

$1,250

1 Beds · 1 Baths · 650 Sq Ft

6 Erin Street, Middletown

$1,700

2 Beds · 1 Baths · 1,100 Sq Ft

652 High Street, Middletown

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Water

Fuel Tank Location: In Basement

Cooling System: Ceiling Fans, Window Unit

Hot Water System: Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $265 / Sq. Ft.

Tax assessed value: $176,170

Estimated Tax: $6,853

Architectural Style: Other

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1900

Living Area: 1,057 Sq. Ft.

Lot Size: 0.15 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 Middletown
Statistical modeling algorithms

Local Market Context

Active Listings: 71

Average Price: $213,695

Average DOM: 47 days

Complimentary CMAs, no obligation

Welcome to this updated, energy-efficient home, located just minutes from Wesleyan University, downtown Middletown, restaurants, shopping, and the riverfront. With solar panels, a newer kitchen, and a surprisingly deep backyard, this property blends convenience, modern comfort, and value. The first floor offers a bright living room with hardwood floors, a large eat-in kitchen with white cabinetry, stainless appliances, ample counter space, and first-floor laundry, plus a generously sized primary bedroom suite for desirable one-level living. Upstairs are two additional bedrooms with great natural light, and the clean, divided basement provides excellent storage and workshop potential. Outside, the deep lot offers rare usable yard space-ideal for pets, gardening, entertaining, or future expansion-along with a storage shed and off-street parking. Move-in ready with low utility costs thanks to solar, this home is a fantastic opportunity for first-time buyers, downsizers, or anyone seeking a centrally located home with updates and charm.

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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 • 0.2 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.

71

Homes For Sale

$213,695

Average List Price

Mechanicals & Utilities: Hot Water • Oil • Ceiling Fans,Window Unit • Public Water In Street water

Exterior Features

Exterior Construction: Aluminum

Roof Type: Asphalt Shingle

Foundation: Stone

Driveway: Crushed Stone

Garage: On Street Parking,Off Street Parking,Driveway

Parking: 1 Total

Patio/Deck: Porch-Screened,Shed,Porch

Utilities: Water: Public Water In Street

Outbuildings: Porch-Screened,Shed,Porch

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"Local Market Expert"

Steve Simos

Real Estate Advisor

Middletown • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0003

george@appzentric.com

Good morning Steve, I'm interested in
581 High Street, Middletown, Connecticut

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Good morning. Welcome to 581 High Street, Middletown, CT

AUTOMATED VALUATION ESTIMATE

Understanding This Valuation

Local Market Context

Flood Risk Assessment Water Body Detected Nearby

Recommendations:

71

$213,695

Exterior Features