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.
Sold for $285,000
$285,000
581 High Street, Middletown, CT 06457
3beds
1,057sqft
Single Family Residence
Built in 1900
6,534 Square Feet Lot
$286,900 Zestimate®
$270/sqft
$2,046 Estimated rent
Home value
$286,900
$273,000 - $301,000
$2,046/mo
Zestimate® history
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$1,977/mo
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Est. payment
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: February 18, 2026 at 09:35am
Listed by:
Abby Breau (203)631-3499,
New England Prestige Realty 860-652-8495
Bought with:
Anower Hossain, RES.0813980
Executive Real Estate Inc.
Source: Smart MLS,MLS#: 24144541
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 208 Square Feet
- Dimensions: 16 x 13
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 117.16 Square Feet
- Dimensions: 10.1 x 11.6
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 135.74 Square Feet
- Dimensions: 9.11 x 14.9
Primary bathroom
- Level: Main
- Area: 40.56 Square Feet
- Dimensions: 7.8 x 5.2
Bathroom
- Level: Main
- Area: 37.96 Square Feet
- Dimensions: 5.2 x 7.3
Kitchen
- Level: Main
- Area: 219.03 Square Feet
- Dimensions: 14.9 x 14.7
Living room
- Features: Hardwood Floor
- Level: Main
- Area: 196.68 Square Feet
- Dimensions: 13.2 x 14.9
Sun room
- Level: Main
- Area: 55.8 Square Feet
- Dimensions: 4.5 x 12.4
Heating
- Hot Water, Oil
Cooling
- Ceiling Fan(s), Window Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
- Laundry: Main Level
Features
- Basement: Partial
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,057
- Total interior livable area: 1,057 sqft
- Finished area above ground: 1,057
Property
Parking
- Total spaces: 1
- Parking features: On Street, Off Street, Driveway
- Has uncovered spaces: Yes
Features
- Patio & porch: Screened, Porch
Lot
- Size: 6,534 sqft
Details
- Additional structures: Shed(s)
- Parcel number: 1015711
- Zoning: RPZ
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Library, Medical Facilities, Park, Near Public Transport
Location
- Region: Middletown
Price history
| Date | Event | Price |
|---|---|---|
| 2/18/2026 | Sold | $285,000+1.8%$270/sqft |
Source:  Smart MLS #24144541 Report a problem | ||
| 2/18/2026 | Pending sale | $280,000$265/sqft |
Source: Smart MLS #24144541 Report a problem | ||
| 1/2/2026 | Price change | $280,000-1.8%$265/sqft |
Source: Smart MLS #24144541 Report a problem | ||
| 12/11/2025 | Listed for sale | $285,000+9.6%$270/sqft |
Source: Smart MLS #24144541 Report a problem | ||
| 9/30/2022 | Sold | $260,000+108%$246/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,853 +5.7% | $176,170 |
| 2024 | $6,483 +4.8% | $176,170 |
| 2023 | $6,184 +104.1% | $176,170 +155.8% |
Find assessor info on the county website
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 5/10Macdonough SchoolGrades: K-5Distance: 0.1 mi
- NAKeigwin Middle SchoolGrades: 6Distance: 1.3 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 1.2 mi
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$286,900
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+$5,738
With Zillow Showcase(estimated)
$292,638
- Connecticut
- Middlesex County
- Middletown
- 06457
- 581 High Street