New1
$695,000
5 bd · 4 ba · — sqft
264 Maple Shade Road, Middletown, CT
Rosemarie Zito · Coldwell Banker Realty
Est. $9,062/mo$131/sqft · 39 days on Realty
21
Beds
9
Baths
10,629
Sqft
1910
Built
Two-building mixed-use investment opportunity in Middletown. The offering includes 61 East Main Street with four apartments and two storefronts, plus a separate three-apartment building at 2-6 Flower Street, offering a more private off Main street setting. Six apartments are occupied, while the seventh is being updated with a new kitchen and bathroom. Upon completion and lease-up at the projected rent, the property is expected to offer an approximately 9% cap rate, that's before any income from the two vacant storefronts. Zoned MXI, the storefronts have previously operated as a clothing store, salon and convenience store in past years, offering flexible possibilities subject to zoning guidelines. Additional features include private off-street parking space, wood flooring, same ownership since 2014, units updated/repaired over ownership for housing voucher compliance/inspections, separate utilities, a yard area and visible East Main Street frontage. With a Walk Score of 74, the property is close to Downtown Middletown, restaurants, shops, services, Wesleyan University, the riverfront, public transportation and Route 9. Two buildings, one investment and multiple opportunities to increase income!!! Interior pics will be added prior to active date.
Listing agent
Sacha Armstrong
Courtesy of William Pitt Sotheby's International Realty
(860) 538-7778
SmartMLS · Listing 24206879
$279,000
Estimated monthly payment
$9,062/mo
Loan amount $1,116,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
St John Paul II School
PK-8 · Regular
175 students · 8.2:1 student–teacher
Beman Middle School
6-8 · Regular · Middletown School District
977 students · 11.8:1 student–teacher
Bielefield School
PK-5 · Regular · Middletown School District
251 students · 12.8:1 student–teacher
Farm Hill School
PK-5 · Regular · Middletown School District
316 students · 12.6:1 student–teacher
Macdonough School
KG-5 · Regular · Middletown School District
218 students · 13.3:1 student–teacher
Brownstone Intermediate School
5-6 · Regular · Portland School District
217 students · 12.4:1 student–teacher
Snow School
PK-5 · Regular · Middletown School District
340 students · 14.4:1 student–teacher
Spencer School
PK-5 · Regular · Middletown School District
237 students · 10.3:1 student–teacher
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Middletown camera map1 license-plate reader mapped within ½ mile of this home, identified as a Flock Safety device. Nearest: 0.2 mi northeast.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 1 | 1 |
| of which Flock Safety | 1 | 1 |
| CCTV cameras | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.
CCTV cameras are fixed video cameras that record a street, building or other area.
Within 2 miles of this home: 40+ restaurants and cafés, 7 grocery stores, 37 parks and green spaces, and 1 transit stop.
Place data from OpenStreetMap.
Carmela's on the Extension
La Placita
Mexican restaurant · East Main Street
Mondo
Big Cheese Pizza & Grinders
Krispy Krunchy Chicken
East Main Fish & Chips
Moonlight Sushi Bar & Grill
M-Town Wing
Stop & Shop
East Main Street
It's Only Natural
Adams Hometown Markets
Marlborough Street
Big Y
South Main Street
Aldi
Washington Street
Indian Grocery Store
Market 32 by Price Chopper
Washington Street
Hubbard Park
Henry Clay Work Park
Spear Park
Harbor Park
McCarthy Park
Broad Street Historic District
Russells Pond
Brownstone Park
River Valley Transit Bus Station
Main Street
SmartMLSThis content last refreshed on 2026-10-23 02:27:22 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
New1
$695,000
5 bd · 4 ba · — sqft
264 Maple Shade Road, Middletown, CT
Rosemarie Zito · Coldwell Banker Realty
Price Reduced23$240,000
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52 Trolley Crossing Lane Unit 52, Middletown, CT
Jithu Sajeevan · Serhant Connecticut, LLC
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3 bd · 2 ba · — sqft
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Richard Greene · Coldwell Banker Realty
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3 bd · 1 ba · — sqft
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Tracy Wagner · Rockoff Realty
2$119,000
1 bd · 1 ba · 533 sqft
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Susan Cafourek · Berkshire Hathaway NE Prop.
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3 bd · 2 ba · — sqft
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Patrick Combs · Dan Combs Real Estate




