15

Westfield Homes for Sale

Section Image
  • 40 Middlefield St, Middletown, CT 06457
    40 Middlefield St, Middletown, CT 06457
    40 Middlefield St, Middletown, CT 06457
    /38

    $439,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,558 Sq Ft

    40 Middlefield St, Middletown, CT 06457

    Set on a spacious .7-acre lot in Middletown, 40 Middlefield Street offers the perfect blend of comfort, space, and everyday functionality. From the moment you arrive, the circular driveway and detached two-car garage make coming and going effortless, while the setting provides both privacy and room to enjoy. Inside, natural light fills the home, highlighting hardwood floors throughout much of the

    Joyce Aparicio Coldwell Banker Realty

    40 Middlefield St, Middletown, CT 06457
  • 137 Webster Ln Unit 2-42, Middletown, CT 06457
    137 Webster Ln Unit 2-42, Middletown, CT 06457
    137 Webster Ln Unit 2-42, Middletown, CT 06457
    /17

    $589,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    137 Webster Ln Unit 2-42, Middletown, CT 06457

    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:

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • 564 Ridgewood Rd, Middletown, CT 06457
    564 Ridgewood Rd, Middletown, CT 06457
    564 Ridgewood Rd, Middletown, CT 06457
    /34

    $675,000 Open Sat 4PM - 6PM

    • 5 Beds
    • 3 Baths
    • 3,136 Sq Ft

    564 Ridgewood Rd, Middletown, CT 06457

    This modern ranch combines quality construction with a versatile layout. The exterior features a deep front porch, and well-maintained vinyl siding. Inside, the open floor plan is anchored by a spacious great room with tray ceilings, a fireplace, and a large picture window. The kitchen includes a center island, granite countertops, and designer cabinetry, flowing directly into a large dining

    Amie Smith Real Broker CT, LLC

    564 Ridgewood Rd, Middletown, CT 06457
  • 145 Webster Ln Unit 2-41, Middletown, CT 06457
    145 Webster Ln Unit 2-41, Middletown, CT 06457
    145 Webster Ln Unit 2-41, Middletown, CT 06457
    /22

    $649,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    145 Webster Ln Unit 2-41, Middletown, CT 06457

    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

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • 25 Pleasant View Dr, Middletown, CT 06457
    25 Pleasant View Dr, Middletown, CT 06457
    /2

    $479,900 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,030 Sq Ft

    25 Pleasant View Dr, Middletown, CT 06457

    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

    Gregory Domingue Coldwell Banker Realty

    25 Pleasant View Dr, Middletown, CT 06457
  • 325 Barbara Rd, Middletown, CT 06457
    325 Barbara Rd, Middletown, CT 06457
    325 Barbara Rd, Middletown, CT 06457
    /13

    $349,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,836 Sq Ft

    325 Barbara Rd, Middletown, CT 06457

    You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio &

    Erik Sousa William Raveis Real Estate

    325 Barbara Rd, Middletown, CT 06457
  • 0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
    /15

    $1,200,000

    • Land
    • 29.37 Acres
    • $40,858 per Acre

    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

    29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

    Irene Smaga Global Real Estate Services, LLC

    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
  • 66 Sachem Dr, Middletown, CT 06457
    66 Sachem Dr, Middletown, CT 06457
    66 Sachem Dr, Middletown, CT 06457
    /40

    $825,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,560 Sq Ft

    66 Sachem Dr, Middletown, CT 06457

    STUNNING 5-bedroom, 4.5-bath Colonial set on almost 2 private acres in a peaceful cul-de-sac setting. Enter into an elegant dining space with a sun-filled bay window, which flows into a phenomenal, fully remodeled kitchen with shaker-style cabinetry, quartz countertops, an impressive 9-foot island, and plenty of space for casual dining or a cozy sitting area. The kitchen opens to a large family

    Tracey Precourt Century 21 Clemens Group

    66 Sachem Dr, Middletown, CT 06457
  • 123 Smith St, Middletown, CT 06457
    123 Smith St, Middletown, CT 06457
    123 Smith St, Middletown, CT 06457
    /22

    $369,900

    • 4 Beds
    • 1.5 Baths
    • 1,142 Sq Ft

    123 Smith St, Middletown, CT 06457

    Welcome home to this well-maintained and inviting 4bedroom property, ready for your personal design touches. Updated windows, a refreshed kitchen, and modernized bathrooms complement the recently repainted interior, creating a bright and welcoming atmosphere. The kitchen opens seamlessly into the living room, offering an easy flow for everyday living and effortless conversation while preparing

    Joseph Bajorski Commercial Services Realty

    123 Smith St, Middletown, CT 06457
  • 103 Cambridge Commons Unit 103, Middletown, CT 06457
    103 Cambridge Commons Unit 103, Middletown, CT 06457
    103 Cambridge Commons Unit 103, Middletown, CT 06457
    /39

    $300,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,749 Sq Ft

    103 Cambridge Commons Unit 103, Middletown, CT 06457

    Welcome to 103 Cambridge Commons, where style, space, and convenience come together beautifully! Offering over 1,700 sq ft of completely remodeled living space, this stunning 2-bedroom, 1.5-bath condo is truly move-in ready and designed for today's lifestyle. Step inside to a freshly painted interior enhanced by all-new lighting and gleaming hardwood flooring throughout. The heart of the home is

    David Lemel Coldwell Banker Realty

    103 Cambridge Commons Unit 103, Middletown, CT 06457
  • 57 Carriage Crossing Ln Unit 57, Middletown, CT 06457
    57 Carriage Crossing Ln Unit 57, Middletown, CT 06457
    /2

    $190,000 Coming Soon

    • 1 Bed
    • 1 Bath
    • 670 Sq Ft

    57 Carriage Crossing Ln Unit 57, Middletown, CT 06457

    Don't miss this beautifully updated, light-filled 1-bedroom, 1-bath condo-move-in ready and impeccably maintained. The kitchen features white shaker cabinetry, a tall pantry with pull-out storage, honed granite countertops, a marble tile backsplash, and stainless steel appliances. Thoughtful upgrades continue throughout, including attractive laminate wood flooring, additional shaker cabinetry in

    Matt St. Amour Making Connections Realty

    57 Carriage Crossing Ln Unit 57, Middletown, CT 06457
  • 227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
    /20

    $140,000

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457

    Second Floor Townhouse style condo conveniently located in Middletown's Westfield area. Unit features 2 bedrooms, large living with vaulted ceilings, additional loft space could be used as 3rd bed or office space, in unit laundry, exterior storage closet, and balcony. Condo complex features inground pool, and is on direct access to the areas walking/biking trails, city bus line, and just minutes

    Michelle Manter Berkshire Hathaway NE Prop.

    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
  • 47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
    47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
    47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
    /15

    $239,900

    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft

    47 Trolley Crossing Ln Unit 47, Middletown, CT 06457

    Welcome to this beautiful two-story condo in the sought-after Trolley Crossing Lane in Middletown. This well-located 2-bedroom, 1.5-bath home offers comfort, convenience, and move-in-ready condition. The main level features an open-concept living and dining area, perfect for everyday living and entertaining. Sliding doors lead to a private deck and outdoor green space, an ideal spot for morning

    Anubha Agarwal Reddy Realty, LLC

    47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
  • 75 Azalea Dr, Middletown, CT 06457
    75 Azalea Dr, Middletown, CT 06457
    75 Azalea Dr, Middletown, CT 06457
    /40

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    75 Azalea Dr, Middletown, CT 06457

    Welcome to 75 Azalea Drive in Middletown, a beautifully remodeled home that blends modern upgrades with comfortable living in a well-established neighborhood. Set on a generous 0.72-acre lot, this 2,088 sq ft home offers peaceful indoor and outdoor living. From the moment you step inside, you'll notice the attention to detail and quality craftsmanship throughout. The heart of the home is the

    Santo Gulino William Raveis Real Estate

    75 Azalea Dr, Middletown, CT 06457
  • 5 Lorraine Terrace, Middletown, CT 06457
    5 Lorraine Terrace, Middletown, CT 06457
    /2

    $409,100

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    5 Lorraine Terrace, Middletown, CT 06457

    REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

    Sherry Price Realhome Services & Solutions

    5 Lorraine Terrace, Middletown, CT 06457
Connecticut Middlesex County Middletown Westfield

Real Estate & Homes for Sale in Westfield, Middletown

Why Live in Westfield
Westfield, a neighborhood in Middletown, Connecticut, is experiencing significant growth with new houses and businesses replacing some of its farmland. Located close to the Berlin Turnpike, residents have convenient access to New Haven, making it a favorable location for commuters. Despite its urban proximity, Westfield retains a substantial amount of forest land, providing a habitat for wildlife such as rabbits, owls, and snakes. This blend of metropolitan and rural elements makes the neighborhood popular with families and those who appreciate nature. Homes in Westfield often sit on large lots, particularly in cul-de-sacs surrounded by trees that offer privacy by blocking the view of neighboring houses. Closer to the highway, houses are more densely packed in subdivisions featuring colonial and ranch styles. Housing prices in Westfield are generally lower than in neighboring areas, with fixer-uppers starting around $150,000 and newer homes priced around $470,000. Condos, which range from $125,000 to $225,000, often come with amenities like tennis courts and an outdoor pool. The neighborhood's features include a mix of urban convenience and natural beauty, making it an attractive option for a variety of homebuyers. The combination of affordable housing, proximity to major routes, and the presence of wildlife and forested areas contribute to the unique character of Westfield.
Learn more about living in Westfield

Frequently Asked Questions

Is Westfield a good place to live?
Westfield is a good place to live. Westfield is considered very car-dependent and somewhat bikeable with minimal transit options. Westfield has 7 parks for recreational activities. It is sparse in population with 2.6 people per acre and a median age of 40. The average household income is $101,431 which is below the national average. College graduates make up 43.5% of residents. A majority of residents in Westfield are renters, with 51% of residents renting and 49% of residents owning their home. A local real estate agent serving Westfield can help you decide if this neighborhood is the right one for you. Learn more on our Westfield neighborhood guide.
Is Westfield, CT a safe neighborhood?
Westfield, CT is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Westfield?
The median home price in Westfield is $299,925. If you put a 20% down payment of $60,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $1,490 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $64K a year to afford the median home price in Westfield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Westfield is $101K.
What are the best public schools in Westfield?
The best public schools that serve Westfield are:
What are the best private schools in Westfield?
The best private schools that serve Westfield are:
  • St John Paul II School has an A+ Niche grade, a student teacher ratio of 9:1 and an average review score of 4.8.
  • Mercy High School has an A- Niche grade, a student teacher ratio of 14:1 and an average review score of 4.3.
What are the most popular zip codes in Westfield, Middletown, CT?
The most popular zip codes in Westfield, Middletown, CT include 06457, 06416, 06423, 06037 and 06450.
What are the most popular neighborhoods near Westfield, Middletown, CT?
The most popular neighborhoods near Westfield, Middletown, CT are South Glastonbury and East Southington.

Home Trends in Westfield, CT

On average, homes in Westfield, Middletown sell after 47 days on the market compared to the national average of 57 days. The median sale price for homes in Westfield, Middletown over the last 12 months is $305,000, up 22% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$305,000
Median Single Family Sale Price
$400,750
Median Townhouse Sale Price
$242,450
Median 2 Bedroom Sale Price
$228,900
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$249
Number of Homes for Sale
14
Last 12 months Home Sales
249
Months of Supply
0.70
Median List Price
$299,925
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
22%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group