Middletown Homes with Side By Side Style

Welcome to Middletown, Rhode Island—a charming coastal town nestled in Newport County, where picturesque landscapes meet a vibrant community spirit. Known for its stunning beaches, historic landmarks, and friendly atmosphere, Middletown is an ideal location for families, retirees, and everyone in between. With its rich history and easy access to the scenic beauty of Aquidneck Island, residents enjoy a perfect blend of relaxation and adventure.

One of the standout features of homes in Middletown is the delightful side-by-side style. These homes offer an inviting sense of community, with neighbors just a stone's throw away while still providing ample privacy. Perfect for those seeking a low-maintenance lifestyle, these properties often boast modern amenities and open-concept living spaces, making them ideal for entertaining or simply enjoying quality time with loved ones. Whether you're a first-time homebuyer or looking to downsize, side-by-side homes in Middletown provide a unique opportunity to embrace the coastal lifestyle without sacrificing comfort.

Middletown's location is another significant draw. With easy access to downtown Newport's bustling shops, restaurants, and cultural attractions, residents can indulge in the best of both worlds—small-town charm coupled with urban convenience. Plus, the area is renowned for its outdoor activities, from surfing at Sachuest Beach to hiking the scenic trails of the nearby Norman Bird Sanctuary.

Explore the inviting homes in Middletown and discover a community where every day feels like a vacation. Your dream coastal living awaits!

Newest Middletown Homes with Side By Side Style

$499,000

Calling all investors! Lots of potential in this 2-unit property. Excellent investment opportunity in the heart of Middletown! This side-by-side duplex features two one-bedroom, one-bath units, making it an ideal property for investors or owner-occupants seeking rental income. Each unit offers a functional layout with private entrances and comfortable living spaces. Perfectly situated on the Newport line, this property offers exceptional convenience to everyday amenities, including grocery stores, department stores, home d cor retailers, and a wide variety of popular restaurants. Just minutes from Newport's vibrant waterfront, historic attractions, and renowned beaches, residents can enjoy the best of Aquidneck Island living. Whether heading to Second Beach, Easton's Beach, downtown Newport, or nearby parks and recreation, everything is within easy reach. With its prime location, strong rental appeal, and proximity to shopping, dining, beaches, and all that Newport has to offer, this duplex presents an outstanding opportunity for both investment and owner. Also being sold as a package with 247 West Main Road MLS #1418856.

249 West Main Road 251, Middletown

Listing courtesy of William Raveis Inspire. Contact:

$1,249,000

5 Beds ⋅ 4 Baths

Rare Multi-Property Investment Opportunity! Exceptional offering of 247 and 249-251 West Main Road featuring two contiguous properties with outstanding income and investment potential in the heart of Middletown. Whether you're looking to expand your investment portfolio, generate rental income, or occupy one residence while leasing the others, this unique property offers exceptional flexibility. Ideal for year-round rentals, furnished seasonal rentals, or short-term vacation rentals where permitted by local regulations. The prime location, just minutes from Newport, area beaches, shopping, restaurants, marinas, and Naval Station Newport, provides strong rental demand throughout the year. The property also presents an excellent opportunity for a primary residence with supplemental income or future redevelopment potential, subject to municipal approvals. Rarely do three adjacent properties become available as a single offering, creating possibilities for investors, developers, and owner-occupants alike. A truly unique opportunity to own a versatile income-producing property on Aquidneck Island with exceptional long-term appreciation potential. This single-family property is set back from road with a delightful private yard and mature shrubbery. The spacious 2 car garage and plenty of parking add exceptional value. House and duplex are also being listed separately, please see MLS #s 1418769 and 1418643.

247 West Main Road 249, Middletown

Listing courtesy of William Raveis Inspire. Contact:

$499,000

2 Beds ⋅ 2 Baths

Calling all investors! Lots of potential in this 2-unit property. Excellent investment opportunity in the heart of Middletown! This side-by-side duplex features two one-bedroom, one-bath units, making it an ideal property for investors or owner-occupants seeking rental income. Each unit offers a functional layout with private entrances and comfortable living spaces. Perfectly situated on the Newport line, this property offers exceptional convenience to everyday amenities, including grocery stores, department stores, home d cor retailers, and a wide variety of popular restaurants. Just minutes from Newport's vibrant waterfront, historic attractions, and renowned beaches, residents can enjoy the best of Aquidneck Island living. Whether heading to Second Beach, Easton's Beach, downtown Newport, or nearby parks and recreation, everything is within easy reach. With its prime location, strong rental appeal, and proximity to shopping, dining, beaches, and all that Newport has to offer, this duplex presents an outstanding opportunity for both investment and owner. Property is also being sold as a package with 247 West Main, MLS # 1418571.

249 West Main Road 251, Middletown

Listing courtesy of William Raveis Inspire. Contact:

$1,800,000

7 Beds ⋅ 6 Baths

ATTENTION BUYERS - GREAT OPPORTUNITY TO PURCHASE A PROPERTY AS A FAMILY COMPOUND OR FOR AN INVESTMENT - Turnkey two-family home has been completely upgraded and sits on Easton's Point within walking distance to the beach! You'll find 8 bedrooms (2 are ensuite) and 6 bathrooms with everything updated - bathrooms, central A/C, two kitchens, floors, two laundry washers/dryers, with all furniture included in the sale. Other highlights include an attached garage, deck, private and flat backyard, and parking for at least 8 cars. Floor plans allow for flexibility of customizing the size of each rental unit or splitting the space to your configuration preference for personal use and a rental unit. A large unfinished basement provides tons of storage space which may allow the adding of a finished living space/rec room. The property maybe converted back to single-family use and is currently rented seasonally until May 2026. No bookings exist beyond May 2026. There is a current short term rental(SRT) registration and Airbnb summer rentals have been highly successful. Note: this listing is also shown as a single-family listing under MLS listing #1395808.

4 James Street, Middletown

Listing courtesy of Teri Degnan RE & Consulting. Contact:

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