Middlesex County, CT Triplexes for sale

Updated: Dec 3, 2025

Two-Home Income Property

226 W High Street, East Hampton, CT 06424

$699,900

3,152 sqft 2.32 AC lot

Two homes on one lot: 1,726 SF single‑family plus a separate three‑unit multi‑family
Set on a 2.32‑acre lot with stone walls
4‑car detached garage
Central air cooling plus baseboard heating
Fireplace included

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Updated: Aug 12

Triplex with Covered Deck

300 Killingworth Road, Haddam, CT 06441

$375,000

2,679 sqft 1.40 AC lot

Current three‑family configuration with potential to restore the former four‑family layout
2,679 square feet on 1.4 acres
R‑2A zoning in Haddam, CT
Covered deck, additional deck area, and garden space
Built in 1945 with hot‑water heating

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Three-Unit Triplex with Garage

225 Pearl, Middletown, CT 06457

$579,900

2,991 sqft

Each residence includes two bedrooms and a private porch or balcony, with updated mechanical systems throughout.

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Townhouse-Style Triplex with Private Garages

227 East Main St, Middletown, CT 06457

$649,900

3,180 sqft

Three residential units offer townhouse-style layouts, separate utilities, basement storage, and convenient off-street parking.

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Five-Unit Mixed-Use Building

71 East Main St, Middletown, CT 06457

$419,000

3,110 sqft

Two ground-floor commercial spaces accompany three residential apartments near downtown Middletown and East Main Street amenities.

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Beachfront Three-Cottage Triplex

127 Shore Rd, Clinton, CT 06413

$2,400,000

2,709 sqft

Furnished coastal property with updated interiors, direct shoreline access, and established rental history.

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Historic 3-Unit Multifamily Home

9 Allen Rd, Cromwell, CT 06416

$460,000

2,698 sqft 0.49 AC lot

Historic 3-family built in 1800 with separate kitchens, 6 bedrooms, and 3 full baths on public water and sewer.

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Three-Unit Multifamily Property

394 Main Street, Portland, CT 06480

$477,500

2,866 sqft

Three-unit residential income property with a spacious layout and access to shopping, dining, schools, parks, and commuter routes.

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Three-Unit Colonial Triplex

53 Spring Street, Middletown, CT 06457

$364,900

2,418 sqft

Three distinct floor plans include two-bedroom and one-bedroom residences with separate living levels.

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3-Unit Triplex with Separate Utilities

82 Westfield Street, Middletown, CT 06457

$429,900

2,760 sqft

Separate utilities and select updates support practical unit operations.

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Historic Essex Village Triplex

11 N Main St, Essex, CT 06426

$1,300,000

0.09 AC lot

Updated triplex in the heart of Essex Village.

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Middlesex County, CT Triplexes Market Trends and Statistics

Explore 11 triplexes for sale in Middlesex County, CT, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 28,563 square feet of properties for sale, with an estimated market value of $8,156,000.

Sale prices for three-family homes in Middlesex County, CT start at $364,900, averaging $741,454, and reaching up to $2,400,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Featured Middlesex County Real Estate Agencies

Realmo connects you with licensed Middlesex County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

RE/MAX VALLEY SHORE

103 Main Street Fenwick, CT 06475

Phone: 18603881228