Westfield Homes under $600,000

Welcome to Westfield, a charming neighborhood nestled in the heart of Middletown, Connecticut! Known for its picturesque tree-lined streets and a strong sense of community, Westfield offers a delightful blend of suburban tranquility and urban convenience. Here, you’ll find a welcoming atmosphere that makes it easy to feel right at home.

Westfield is characterized by its well-maintained homes, many of which boast beautiful architectural details and spacious yards. With homes available under $600,000, this neighborhood presents an excellent opportunity for first-time buyers, families, and those looking to downsize without compromising on quality or comfort. The diverse array of properties ensures that everyone can find their perfect sanctuary, whether it’s a cozy cottage or a more modern residence.

Residents of Westfield enjoy easy access to a variety of local amenities, including parks, shops, and restaurants that cater to all tastes. The neighborhood is also conveniently located near major highways, making commuting to nearby cities a breeze. For families, the area is served by highly-rated schools, providing an excellent education for children of all ages.

In addition to its convenient location and affordable housing options, Westfield fosters a strong sense of community, with neighborhood events and activities that bring residents together. Whether you’re taking a leisurely stroll through the local parks or participating in community gatherings, you’ll quickly discover the warmth and friendliness that define Westfield.

Discover the charm of Westfield today, where your dream home awaits!

Newest Westfield Homes under $600,000

$550,000

3 Beds ⋅ 3 Baths ⋅ 24195246 MLS

Enjoy the best of both worlds in this newer, move-in-ready home nestled along a peaceful country road in Middletown's sought-after Westfield section. Set against beautiful open-space vistas stretching for miles, this property offers a rare sense of privacy and tranquility while remaining conveniently close to everything Middletown has to offer. The inviting open floor plan features a well-appointed kitchen with a center island, an abundance of cabinetry, pantry closet and adjoining family room, all positioned to take full advantage of the spectacular countryside views. A versatile first-floor office or dining room provides the perfect space for working from home, hobbies or guests. The convenient mudroom offers direct access to the garage, keeping everyday life organized. Upstairs, the spacious primary suite features a private full bath and walk-in closet, while two additional generously sized bedrooms provide plenty of room for family or guests. The walkout lower level offers excellent potential for future finished living space, recreation, a home gym or simply exceptional storage. Enjoy peaceful country living without sacrificing convenience, with easy access to trendy downtown Middletown, Wesleyan University and the Connecticut Riverfront. Middletown is a vibrant and diverse community offering an impressive array of restaurants, shopping, arts, entertainment, recreation and year-round activities. A wonderful opportunity to enjoy space, views and modern living.

630 Ridgewood Rd, Middletown

$479,900

3 Beds ⋅ 3 Baths ⋅ 24211740 MLS

Welcome to 118 Camp Street, nestled in Middletown's highly desirable Westfield district! Situated on a beautiful, expansive lot, this well-built 3-bedroom, 2.5-bath ranch offers the ease of true single-level living combined with major mechanical peace of mind. Key capital improvements are already in place, including efficient central air conditioning and a roof that is just 3 years old. The main level welcomes you with comfortable, sunlit living spaces and a functional floor plan designed for effortless everyday living and entertaining. The bedroom wing features three well-proportioned rooms, highlighted by a private primary suite complete with a walk-in closet and dedicated en-suite bath. Downstairs, the finished lower level dramatically expands your living footprint and versatility. Outfitted with a generous secondary living room, a full second kitchen, and a convenient half bath, this self-contained space is tailor-made for guest accommodations, multi-generational living, or the ultimate recreation and game room. Outside, the picturesque property provides plenty of open green space for gardening, outdoor gatherings, pets, or weekend relaxation in an established neighborhood setting. With solid construction, low-maintenance mechanicals, and a premier Westfield location close to schools, parks, and commuter routes, this classic ranch is ready for you to move in and personalize to your lifestyle!

118 Camp St, Middletown

87 Carriage Crossing Ln Unit 87, Middletown

$249,000

2 Beds ⋅ 2 Baths ⋅ 24208127 MLS ⋅ Carriage Crossing BLDG.

Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its own bathroom, offer privacy and flexibility, while in-unit laundry and central air add everyday convenience. Sliding doors lead to an outdoor patio-an inviting spot for morning coffee-and additional exterior storage adds functionality. This pet-friendly community offers impressive amenities, including a clubhouse, swimming pool, fitness center, and tennis and racquetball facilities. Brand-new exterior security cameras have been installed throughout the complex. Conveniently located near shopping, restaurants, Wesleyan University, Route 9, and I-91, with access to Middlesex Hospital, Yale New Haven Hospital, and Hartford Hospital. Whether you're purchasing your first home, downsizing, or seeking a low-maintenance lifestyle, Unit 87 is ready to welcome you.

87 Carriage Crossing Ln Unit 87, Middletown

$550,000

4 Beds ⋅ 3 Baths ⋅ 24204752 MLS

Looking for the feel of new construction without the new-construction price tag? This exceptional 3-year-old home offers the best of both worlds, featuring upgrades, modern finishes & all the amenities you could ask for-without the wait or expense of building from scratch. From the whole-house generator & custom under-cabinet lighting to the smart-home features & security systems, this home has been designed with comfort, convenience & peace of mind in mind. An extended driveway provides ample parking, while the covered front entry with Trex decking welcomes you home. Beautiful front landscaping adds to the home's curb appeal. Inside, you'll discover a unique and highly versatile floor plan featuring 2 primary suites. The 1st suite is located off the entry and offers an en-suite bathroom, walk-in close/office. A 2nd bedroom is located across the hall. Continue into the main living area, where an inviting open-concept design seamlessly connects the kitchen, dining area & living room. This is the heart of the home & an ideal space for entertaining. The spacious kitchen features a large center island with seating & the living room offers a cozy fireplace. Toward the rear of the home, you'll find the 2nd primary suite w/an en-suite full bathroom for added privacy. A 4th bedroom & 3rd full bathroom are located nearby, along w/a separate laundry room.

175 Ridgewood Rd, Middletown

$379,000

4 Beds ⋅ 2 Baths ⋅ 24207911 MLS

Welcome to 74 Boston Rd in Middletown, CT, a beautifully renovated home that has been gutted down to the studs and rebuilt with nearly everything brand new. This spacious property offers 4 bedrooms plus a bonus room previously used as a children's bedroom, along with 2 full bathrooms. Designed to feel like new construction, the home features a new roof with new plywood and shingles, new siding with insulation, new interior framing, drywall, flooring, doors, brand-new energy-efficient LED light fixtures, recessed lighting in the living room, dining room, and large laundry room, plus double-pane windows throughout. The updated kitchen includes new cabinets, quartz countertops, refrigerator, dishwasher, microwave, stove/oven range, and faucet. Both bathrooms include new vanities, faucets, toilets, porcelain tile flooring, and porcelain tile shower walls. Brand New Driveway. Major upgrades also include new insulation inside the walls, all-new plumbing pipes, a brand-new gas line, a new tankless high-efficiency gas boiler for heat and hot water, a brand-new 200 AMP electrical panel, and all new electrical wiring, outlets, and switches. Permits were pulled for electrical, HVAC, plumbing, and general construction, and all permits were successfully closed with inspections passed. Sitting on a huge 0.97-acre lot with a brook behind the yard, this move-in-ready home offers modern comfort, space, and peace of mind, like a new construction would.

74 Boston Rd, Middletown

$539,900

3 Beds ⋅ 3 Baths ⋅ 24207248 MLS

Welcome to Sylvan Run, a welcoming Westfield neighborhood where spacious homes, three cul-de-sacs and a convenient Middletown location come together. This beautifully updated Saltbox Colonial offers an impressive amount of living space with a layout designed for both everyday comfort and entertaining. Step inside to hardwood floors and a bright, inviting interior. The updated kitchen features granite countertops with stainless steel appliances. The open floor plan makes the stunning custom pellet stove fireplace the focal point of family room with vaulted ceilings adding to the spacious feel. Two sets of sliding doors connect the main living spaces to the expansive rear deck and fully fenced back yard. A formal dining room and living room provide even more flexibility on the main level. Upstairs, the spacious primary suite offers dual closets and an updated private bath. An open hallway overlooking the family room below enhances the homes bright, airy feel, while two additional generously sized bedrooms and full bath complete the second floor. Need even more space? The finished lower level offers exceptional versatility for a recreation room, home gym, office, media room or playroom along with a dedicated laundry room and cedar closet. Outside enjoy your evenings on the expansive deck overlooking the fenced backyard or take advantage of the Sylvan Run neighborhood - perfect for a stroll, bike ride or enjoy the picnic area.

897 East St, Middletown

52 Trolley Crossing Ln Unit 52, Middletown

$245,000

3 Beds ⋅ 2 Baths ⋅ 24204011 MLS ⋅ Trolley Crossing BLDG.

THIS CONDO BUILDING IS FHA APPROVED! Welcome to Trolley Crossing in Middletown! This well-maintained two-bedroom, one-and-a-half-bath townhouse offers a comfortable layout with generously sized bedrooms and a spacious living room. The first floor features a convenient laundry room, half bath, and a well-equipped kitchen with an updated microwave and oven, dishwasher, and refrigerator replaced approximately two years ago. Major improvements include a 2022 furnace, newer water heater, brand-new windows with a lifetime warranty, and a new roof. Step outside and enjoy the private deck, perfect for relaxing or entertaining. The association also includes water and sewer, adding even more convenience to this move-in-ready home.

52 Trolley Crossing Ln Unit 52, Middletown

$369,900

4 Beds ⋅ 1 Baths ⋅ 24198560 MLS

Back on Market, and meant to be for You!! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living room with cozy wood burning fireplace, Primary bedroom, Full bathroom, and another bedroom which can be used as an office if a 4th is not needed, as well as a laundry area quietly tucked away. Enter the Breezeway with dramatic wood vaulted ceiling, and french doors looking out to the patio and pool, which is currently being used as a Romantic Dining Room. Upstairs you will find two ample sized bedrooms. The Fully Finished basement offers more room for an In-Law possibility complete with kitchen and full bath. The oversized Tandem garage will hold 3 compact cars, or two large trucks and motorcycles, or hobbies. The roof is 5 years old, and the solar panels are owned and convey with the home at no additional cost to save you money on your electric bill. Located in a convenient location for commuting close to 91, route 9, close to shopping, restaurants, golf courses and more. Must Come see!!

171 Smith St, Middletown

$589,900

2 Beds ⋅ 2 Baths ⋅ 24123204 MLS

Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with granite countertops and a walk-in pantry. Hardwood floors flow through out the main living areas, while tile flooring is featured in the baths and laundry room. A deck at the rear of the home creates the perfect space to relax and entertain. The home is equipped with natural gas and central A/C for year-round comfort. Some photos similar and depict some upgrades. Agent/Owner related. Come see why our motto is "Choose a Carefree Lifestyle!"

137 Webster Ln Unit 2-42, Middletown

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.