Middletown, CT Homes for Sale under $300,000

Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

Jonathan Zuromski Real Broker CT, LLC

Welcome to 14 Rising Trail Dr in Middletown! This beautifully updated townhouse is truly move-in ready, featuring fresh paint throughout, brand-new flooring, and a stylishly updated bathroom. The bright and open layout offers comfortable living spaces, perfect for both everyday living and entertaining. Located in a convenient area close to shopping, dining, parks, and major commuter routes, this

Timothy Faucher eXp Realty

Enjoy the benefit of the fully paid off special assessment valued at $15,000 for new roofing, siding, and paving at 3 Trolley Crossing Lane - a just renovated, move-in ready townhome offering three levels of comfortable, modern living. Step inside to find fresh paint, brand-new carpet, and new tile flooring that give the home a clean, contemporary feel. The completely renovated kitchen stands out

Linda Muraski Century 21 Classic Homes

Beautiful, updated two bedroom, one full bathroom condominum close to all the amenities Middletown has to offer. As you enter you will see the oversized living room with newer flooring that is perfect for relaxing. Thereafter, you will see the meticulously maintained white kitchen with stainless steel appliances. Upstairs you will find two generous sized bedrooms and full bathroom. Adding to the

Vincent Engingro William Raveis Real Estate

Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The

David Tobin William Raveis Real Estate

Charming Ranch in the Heart of Middletown. Welcome to this inviting 3-bedroom, 1-bath ranch-style home perfectly situated in the heart of Middletown! Enjoy the convenience of being within walking distance to downtown's exceptional restaurants, shops, and activities-everything the city has to offer is right at your doorstep. Step inside to find a spacious eat-in kitchen with plenty of cabinetry

Jody Bonaiuto William Raveis Real Estate

Charming Cape-style home featuring 2 bedrooms and 1 bath, offering 1,361 sq ft of comfortable living space on a spacious 0.4-acre lot in Middlesex County. This well-maintained property includes a newer furnace and water heater for added peace of mind. A great opportunity to make this cozy home your own!

Thomas Mele Dorrance Realty

Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

Thomas Galvin Precision Realty LLC

Welcome to this inviting 3-bedroom, 1.5-bathroom home, offering 1,438 sq. ft. of living space on a 0.16-acre lot. Nestled in a desirable neighborhood of Middletown, this property combines comfort, convenience, and character. Key Features: 3 Spacious Bedrooms - Plenty of natural light and versatile space for family, guests, or a home office. 1.5 Bathrooms - A full bath plus a convenient half bath

Thomas Mele Dorrance Realty

143 Julia Terrace, Middletown CT welcomes you home! This inviting 2-bedroom, 1.1 bath townhouse in the popular Cedar Ridge community offers comfort, convenience, & a charming country feel. Nestled in highly desirable South Farms, the home combines peaceful surroundings w/ easy access to everything Middletown has to offer. Situated in an exceptional cul-de-sac location, this home offers true

Mirella D'Antonio William Raveis Real Estate

Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

LeAndra Trotman William Raveis Real Estate

This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

Lisa Sader-Goede Aspen Realty Group

Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and

Sacha Armstrong William Pitt Sotheby's International Realty

Don't miss this incredible opportunity! This lovingly cared-for, one-owner ranch home offers the perfect canvas to add your own style and vision. Featuring hardwood floors throughout and a timeless layout, the main level provides easy, comfortable living with three generous bedrooms and a bright full bath. But the true gem of this property is the fantastic lot and expansive level backyard-a rare

Joseph Harvey Best Real Estate Brokerage LLC

Welcome to this 2 Bedroom / 2 Full Bath, Move-In Ready Condo (Ground Level) - Experience single-level living, perfect for easy accessibility. It's the perfect blend of comfort, style, and convenience in this beautifully maintained/meticulous 2-bedroom, 2-bath condo in one of the most sought-after complexes. The open-concept family room, dining, and kitchen area, complemented by vaulted ceilings

Elizabeth Harrison Hagel & Assoc. Real Estate

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

Abby Breau New England Prestige Realty