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.
- CT
- Middletown
- 06457
- 581 High Street
- MLS# 24144541
- Date Listed12/11/2025
- Days on Realty 3 Days
- Bedrooms 3
- Bathrooms 1 Full baths
- Lot Size 0.15 acres (6,534 sq. ft)
- Sewer Public Sewer
- County Middlesex
- Year Built 1900
- Square Feet 1,057 sq. ft
- Price Per Sq. Ft $269.63
Interior Features
- Appliances Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer
- Cooling Window Unit(s), Ceiling Fan(s)
- Heating Oil, Hot Water
Exterior / Lot Features
- Exterior Shed(s)
- Roof Asphalt
- Lot Size Acres 0.15
- Lot Size SQFT 6,534.00
- Lot Features -
Directions
per GPS
Financial Considerations
- Tax Amount $6,853
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
0.23 mi
Distance
Brownstone Intermediate School
Public • 5 - 6 • Serves this home
1.88 mi
Distance
Public • 9 - 12 • Serves this home
2.01 mi
Distance
Public • PK - 5 • Serves this home
0.23 mi
Distance
Public • PK - 5
1.76 mi
Distance
Public • PK - 1
2.5 mi
Distance
Public • PK - 5
2.74 mi
Distance
Public • PK - 5
2.89 mi
Distance
Public • PK - 5
3.11 mi
Distance
Public • PK - 5
3.51 mi
Distance
Public • PK - 5
4.84 mi
Distance
Public • PK - 2
5.25 mi
Distance
Brownstone Intermediate School
Public • 5 - 6 • Serves this home
1.88 mi
Distance
Public • 6 - 6
2.01 mi
Distance
Public • 7 - 8
2.5 mi
Distance
Public • 7 - 8
2.85 mi
Distance
Public • 6 - 8
2.85 mi
Distance
Public • 3 - 5
5.25 mi
Distance
Public • 3 - 5
5.31 mi
Distance
Public • 6 - 8
6.25 mi
Distance
Public • 9 - 12 • Serves this home
2.01 mi
Distance
Public • 9 - 12
2.5 mi
Distance
Public • 9 - 12
3.86 mi
Distance
Public • 9 - 12
4.25 mi
Distance
Public • 9 - 12
8.61 mi
Distance
Private • 03 - 12
3.35 mi
Distance
Private • 09 - 12
3.86 mi
Distance
Private • 09 - 12
4.76 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 75 Willowbrook Road | 4 | 3 | Nov 08, 2025 | $739,000 |
| 00 Villa Street | 3 | 2 | Nov 03, 2025 | $449,900 |
| 155 Dorothy Drive | 3 | 2 | Oct 15, 2025 | $325,000 |
| 37 Primrose Lane | 3 | 3 | Nov 17, 2025 | $678,836 |
| 65 Stevens Lane | 4 | 2 | Oct 15, 2025 | $289,900 |
| 64 High Street | 3 | 2 | Oct 15, 2025 | $349,900 |
| 15 Wall Street | 4 | 2 | Oct 20, 2025 | $210,000 |
| 45 Primrose Lane | 3 | 3 | Oct 29, 2025 | $783,831 |
| 106 Lorraine Terrace | 4 | 3 | Oct 14, 2025 | $399,900 |
| 455 East Street | 5 | 3 | Nov 21, 2025 | $750,000 |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 45,662 | 45,662 | 165,342 | 335,858,263 |
| Population Density | 1,122 | 1,122 | 448 | 95 |
| People per Household | 2.2 | 2.2 | 2.4 | 2.6 |
| Median Age | 40.1 | 40.1 | 46 | 39.1 |
| Median Income | $66,683 | $66,683 | $86,900 | $66,222 |
| Average Income | $39,832 | $39,832 | $46,201 | $35,475 |
| Cost of Living Index | 92 | 92 | 104 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 20.3°F | 20.3°F | 20.3°F | 22.6°F |
| July Avg. High Temp | 84.2°F | 84.2°F | 84.2°F | 86.2°F |
| Annual Precipitation | 52.35" | 52.35" | 53.32" | 38" |
65/100
Somewhat Walkable
Walk Score ®
37/100
Bikable
Bike Score ®
Overview
Some errands can be accomplished on foot. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 21/100, Transit Score: 0/100, Bike Score: 21/100.
Property Change History
Points of Interest near 581 High Street, Middletown, CT 06457
422 ft
Distance
792 ft
Distance
845 ft
Distance
950 ft
Distance
950 ft
Distance
0.21 mi
Distance
422 ft
Distance
845 ft
Distance
0.2 mi
Distance
0.2 mi
Distance
475 ft
Distance
845 ft
Distance
0.21 mi
Distance
581 ft
Distance
686 ft
Distance
792 ft
Distance
898 ft
Distance
950 ft
Distance
950 ft
Distance
1003 ft
Distance
0.2 mi
Distance
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Frequently Asked Questions for 581 High Street
Source: Realty.com
581 High Street, Middletown, CT 06457 is a Single Family 1,057 sq. ft. home listed for sale. Realty.com has 38 photos available of this 3 bed, 1 bath house, listed at $285,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 38 photos of 581 High Street.
Our records indicate that 581 High Street was built in 1900.
The full address for this home is 581 High Street, Middletown, CT 06457.
581 High Street has been listed on Realty.com since Thu December 11, 2025
Some errands can be accomplished on foot. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 21/100, Transit Score: 0/100, Bike Score: 21/100.
There are 3 schools assigned to this home. Check out the schools near 581 High Street. Macdonough School (Grades: PK - 5), Brownstone Intermediate School (Grades: 5 - 6), Middletown High School (Grades: 9 - 12)
Listing provided courtesy of:
New England Prestige Realty
(tel: 860-652-8495)
Listing agent:
Abby Breau
(tel: 860-652-8495)
(#BREAUA)
This content last refreshed on 2025-12-14 15:21:43. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 581 High Street, Middletown, CT 06457 : MLS# 24144541