Westfield Real Estate

Welcome to Westfield, a charming neighborhood nestled in the heart of Middletown, Connecticut, within the picturesque Middlesex County. This delightful community is characterized by its tree-lined streets, inviting parks, and a strong sense of camaraderie among residents. Westfield is the perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place to call home.

One of the standout features of Westfield is its family-friendly atmosphere. With top-rated schools nearby, children can thrive in a nurturing educational environment. The neighborhood boasts a variety of recreational options, including well-maintained parks and playgrounds, where families can enjoy picnics, sports, and outdoor activities. The nearby Mattabesset River offers scenic walking trails, perfect for morning jogs or leisurely strolls with friends and family.

Residents of Westfield appreciate the close-knit community vibe, where neighbors become friends and local events foster connections. Whether it’s summer barbecues, holiday gatherings, or seasonal festivals, there’s always something happening to bring the community together.

For those who enjoy shopping and dining, Westfield is just a stone's throw away from Middletown's vibrant downtown area, featuring a variety of boutiques, cafes, and restaurants. With easy access to major highways, commuting to Hartford or New Haven is a breeze, allowing residents to enjoy the best of both worlds.

In Westfield, you’ll find not just a place to live, but a lifestyle that celebrates community, nature, and convenience. Come discover the charm and warmth of Westfield, where your dream home awaits!

Newest Listings in Westfield

$449,900

3 Beds ⋅ 3 Baths ⋅ 24194846 MLS

Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level offers spacious gathering areas, convenient first-floor laundry, a half bath, and a flexible room that can easily serve as a home office, playroom, den, or additional living space to fit your lifestyle. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including an exceptional primary suite featuring an oversized bedroom, an expansive walk-in closet, and a private en-suite bath-your own peaceful retreat at the end of the day. Step outside and enjoy the beautiful deck beneath the gazebo while overlooking the large, level yard-perfect for entertaining, gardening, pets, or creating lasting memories with family and friends. The full unfinished basement offers approximately 1,000sq.ft of potential, giving you the opportunity to create a home gym, media room, recreation space, or whatever you've been dreaming of. Lovingly cared for by its original owners, this home offers the perfect combination of pride of ownership, timeless charm, and endless possibilities. Schedule your private showing today and experience everything this exceptional home has to offer!

279 Congdon St, Middletown

$425,000

3 Beds ⋅ 3 Baths ⋅ 24192475 MLS

HIGHEST AND BEST by 5pm Friday July24th. Seller reserves the right to accept an offer at any time prior to the deadline. Nestled near the end of a quiet dead-end road, this beautifully maintained 3-bedroom ranch offers peaceful country living with picturesque pasture views. Stunning perennial gardens, designed by a master gardener, provide exceptional curb appeal and seasonal color. Hardwood floors run through the bedrooms, hallway, and formal dining room. The inviting living room features a wood-burning fireplace and bay window overlooking the front gardens, while the dining room's picture window captures the scenic farmland beyond. The primary suite includes a private full bath. A spacious family room with sliders opens to a bright sunroom and deck, creating the perfect space to relax or entertain while enjoying the tranquil backyard. First-floor laundry, an attached two-car garage, solar panels, and a whole-house generator add comfort and convenience. The walk-out lower level features a second fireplace with a wood stove, dry bar, workshop, pool table, secure safe, abundant storage, and unfinished space for future expansion. A wonderful opportunity to enjoy one-level living in a beautiful country setting.

85 Ten Acre Rd, Middletown

$245,000

3 Beds ⋅ 2 Baths ⋅ 24192257 MLS ⋅ Beacon Hill Towne Homes BLDG.

Just renovated. Kitchen has just been remodeled with new counters, white cabinets, white backsplash and stainless steel appliances. 1st floor is tile floor and there is a pellet stove in corner of livingroom. 1/2 bath on main level has new toilet and vanity. 2nd level offers 2 bedrooms with walk in closets and laundry in hall. Floor's just refinished. 3rd level offers 3rd bedroom and a finished room that could be study, playroom or storage. Town records lists this as a 2 bedroom but incorrect. Carport in driveway and room for another car. Diagonally located across from pool.

45 Rising Trail Dr Unit 45, Middletown

$180,000

4 Beds ⋅ 2 Baths ⋅ 24189537 MLS

This contemporary 4-bedroom home offers a functional layout, great living space, and an excellent opportunity to add your personal touch! The first floor features a bright, open-concept kitchen with a stainless steel refrigerator and oven, seamlessly flowing into the dining area. The spacious living room has sliding glass doors that lead to a private deck with a storage shed. A convenient half bathroom is also located on the main level. Upstairs, you'll find four generously sized bedrooms, a full bathroom, and the convenience of a second-floor laundry area. An attached two-car garage provides plenty of parking and storage, while the fenced front yard offers added privacy and outdoor space. While the home could benefit from some cosmetic updates, including fresh paint and some new flooring on the second level, it presents an excellent opportunity to build instant equity. Conveniently located close to major highways, shopping, restaurants, and everyday amenities, this home offers both comfort and accessibility. Whether you're a first-time buyer, investor, or looking for your next project, this property is full of possibilities!

63 Braeburn Ln, Middletown

$239,000

2 Beds ⋅ 2 Baths ⋅ 24188722 MLS ⋅ Carriage Crossing BLDG.

Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full baths, and offer plenty of room. Unit offers recently replaced washer/dryer, water heater and the microwave. HVAC replaced 4 years ago. Take advantage of the incredible amenities, including an inground pool, clubhouse, basketball court, fitness center, racquetball, and tennis courts, and clubhouse available for events. This association is Pet friendly (allowing up to two pets small dogs only and/or cats) Conveniently located near shopping, dining, major highways and downtown Middletown. Also located near major employers and Medical centers, including Middlesex Hospital, and easy commutes to Yale New Haven Hospital and Harford Hospital, and near Wesleyan University. Property is ideal for owner occupants or investors seeking low maintenance living in a well managed community.

93 Carriage Crossing Ln Unit 93, Middletown

$899,900

4 Beds ⋅ 5 Baths ⋅ 24180844 MLS

Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing seamlessly into the kitchen. Notable upgrades include Andersen windows, a double-sided gas fireplace shared between the family room and office, whole-house speaker wiring, durable 2x6 construction, and 14-inch steel I-beams in the lower level. The luxurious primary suite offers a tray ceiling, dual walk-in closets, and a well-appointed bath with double vanities and a Jacuzzi tub. Additional highlights include three-zone heating, a heated three-car garage with utility sink, and a versatile lower level with a private entrance that offers potential for an in-law suite. Situated on 1.4 acres, the property is serviced by city sewer and private well water, providing an ideal combination of convenience and privacy. A truly outstanding home with exceptional amenities and quality throughout.

193 Scarborough Ln, Middletown

$188,000

2 Beds ⋅ 1 Baths ⋅ 24183869 MLS ⋅ Woodgate BLDG.

This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony overlook. A private deck off the back faces woods for added privacy. Move-in ready with a low-maintenance lifestyle. Minutes from Route 9, Route 91, downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to Hartford and New Haven. HOA is $441/month, inclusive of a special assessment funding the complex-wide exterior renovation.

1221 Washington St Unit 8, Middletown

$229,500

3 Beds ⋅ 1 Baths ⋅ 24179666 MLS ⋅ Woodgate BLDG.

Buyer Financing Fell Through - Enjoy one of only a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new siding, roofs, and decks giving the community a fresh, updated appearance. Additional highlights include a private entrance, in-unit washer and dryer, 6 panel doors, and hot water heater only four months old. Step inside to discover an inviting open floor plan featuring a spacious living room with soaring vaulted ceilings that fill the space with natural light and create an airy, welcoming atmosphere. The main level offers a remodeled kitchen with newer cabinetry, appliances and tile flooring. Enjoy an updated full bath with deep tub / shower combination, newer glass doors, plus two generously sized bedrooms, each with sliding glass doors leading to an oversized deck-perfect for morning coffee, outdoor dining, or simply relaxing. Upstairs, a third bedroom provides flexible space ideal for guests, a home office, workout room, or additional living area. Conveniently located near shopping, restaurants, major commuter routes, and just 2.2 miles to Wesleyan University, this home presents an excellent opportunity for owner-occupants and investors alike. Cash or Conventional Financing only.

1231 Washington St Unit 2, Middletown

$479,900

3 Beds ⋅ 3 Baths ⋅ 24170759 MLS

Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar perfect for hosting gatherings, game nights, or creating your own private retreat. Step outside to enjoy the large yard, offering plenty of space for outdoor entertaining, gardening, or simply unwinding in your own private setting. A 2 car garage with ample storage. A truly move in ready home not to be missed. AGENT RELATED TO SELLER

25 Pleasant View Dr, Middletown

$100,000

24149149 MLS

This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

Bell St, Middletown

$649,900

2 Beds ⋅ 2 Baths ⋅ 24133669 MLS

Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -our sought after "KIRBY II", now available for early 2027 occupancy! This is the last Kirby at this price point! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning white cabinetry, quartz countertops, and a walk-in pantry for style and function. Hardwood flooring throughout the main living areas, with tile in baths and laundry for durability. A bright bay window in the front room offers sweeping views and a private rear patio is ideal for relaxing or entertaining. Comfort All Year Long: Enjoy the convenience of natural gas heating and central A/C. Some photos shown are of similar homes and may include upgrades. Agent/Owner related.

145 Webster Ln Unit 2-41, 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

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