Middlesex County CT Multifamily Homes & Duplexes for Sale

A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

Connor Wenchell VC Property Group, LLC

Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

Jamie Smigel Carl Guild & Associates

Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer

Warren Juall HOMESELL

Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in

Lindsay Alexander The Heritage Group, LLC

This unique property presents an exceptional opportunity for both investors and owner-occupants seeking flexibility and income potential. The upper level offers a well-appointed two-bedroom, one-bath apartment filled with natural light-perfect for immediate occupancy or reliable rental income. On the first floor, a spacious layout that previously operated as a salon provides a blank canvas for

Kris Robinson Eagle Eye Realty PLLC

Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

Susan Malan William Pitt Sotheby's Int'l

29 Salt Island Road, Westbrook - where history meets possibility. Once known as 29 & 31 Salt Island Road, this 150-year-old two-family residence carries the charm of yesteryear and the promise of tomorrow. Offered As Is, it presents a rare opportunity to restore, reimagine, or completely rebuild in one of Westbrook's most desirable shoreline locations. Currently configured as two rental units

Jennifer Gurnell William Raveis Real Estate

Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

Philip Warner William Pitt Sotheby's Int'l

Discover a rare and exceptional opportunity with this unique property featuring two homes on one lot-a spacious 1,726 sq ft single-family residence paired with a separate three-unit multi-family on a beautiful 2.32 Acre lot with stone walls! 4 car detached garage! Perfect for owner-occupants, investors, multigenerational living, or anyone seeking added income potential, this versatile setup

Cathyann Schulte Countryside Realty

Completely remodeled inside in 2025, this historic building has the potential for multiple uses. It was approved as a tavern on the first floor, and B+B units on the 2nd and 3rd floor or long term rentals. but can be easily adapted into a number of different uses, including commercial. Currently it has been adapted into gorgeous, modern residential units, With a two-bedroom unit, 4 one-bedroom

Stephanie Jacobs Sunset Creek Realty, LLC

Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All

Amanda Sheehan Oxford Realty

Unique Investment Opportunity! Discover this charming antique two-family home with timeless appeal, featuring a welcoming wraparound porch. Zoned for residential or commercial use, the property also comes with special permit approvals for 24 additional units, creating endless potential. Set on two lots totaling 1.26 acres, this rare offering provides flexibility to purchase together, separately,

Craig Milton Re/Max Valley Shore

A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

Connor Wenchell VC Property Group, LLC

Rare opportunity in the Hadlyme section of East Haddam featuring two dwellings on one parcel set in a scenic, natural setting. The main circa 1780 Mill House offers approximately 1,786 sq ft with original hardwood floors, chestnut paneling, two second-floor bedrooms, two additional attic rooms, and a first-floor suite with fireplace and private entrance overlooking a historic spring-fed pond.

George Agnelli Agnelli Real Estate

Three direct beachfront cottages located right on the sand of Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property included two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage. All fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access and the

Sharlene Kieslich LAER Realty Partners

Downtown Two-Family Investment Opportunity! Well-located two-family home close to everything - including shops, restaurants, and nearby beaches. Major updates have already been completed, including the roof, windows, mechanical systems, kitchens, and baths, making this a strong turnkey investment. Enjoy marsh views from the backyard, offering a scenic and relaxing outdoor setting. Owner financing

Bonnie Fillion Berkshire Hathaway NE Prop.

Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light,

Tracy Lenz William Pitt Sotheby's Int'l

Investment opportunity in East Hampton Village Center. 4 units + 1 store front. Individual utilities and fully rented in month-to-month leases.

Ed Sutton KW Legacy Partners

The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination

Lisa Cozzi Century 21 AllPoints Realty

Turnkey mixed use investment opportunity at 227 East Main Street! This well-maintained three-family property features townhouse-style units, offering enhanced privacy and a highly desirable layout for tenants. With strong rental income potential and separate utilities, this is an ideal opportunity for investors or owner-occupants alike. Each unit spans multiple levels and offers 3 bedrooms with 1

Tanya Reyes William Raveis Real Estate

Opportunity is knocking with this full gut two-family property in the heart of Middletown. Whether you're looking for your next rehab project or someone looking to build long-term equity, this property offers massive upside and untapped potential. Unit 1 features 2 bedrooms and 1 bathroom. Unit 2 features 2 bedrooms and 1 bathroom, with the possibility of expanding into the attic for additional

Andrew Jackson Roundtree Realty LLC

PERMIT IN HAND READY TO BUILD! In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential

Ariel Tortora William Raveis Real Estate