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Westfield Homes for Sale

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  • /33

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,053 Sq Ft

    233 Oak Ridge Dr, Middletown, CT 06457

    Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 792-5746

    233 Oak Ridge Dr, Middletown, CT 06457
  • /18

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    31 Broadview Pkwy, Middletown, CT 06457

    This classic three-bedroom, two-full-bath Cape is ideally set in a peaceful residential neighborhood just minutes from Washington Street's shopping, dining, and everyday conveniences. After a busy day, enjoy the luxury of privacy or an evening stroll through nearby Veterans Memorial Park. Well maintained and well located this Home is in move in condition. Interior features new flooring and a nice

    Agent Photo

    James Harrington

    Carl Guild & Associates

    (860) 730-1759

    31 Broadview Pkwy, Middletown, CT 06457
  • /39

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,287 Sq Ft

    85 Aspen Dr, Middletown, CT 06457

    Welcome to 85 Aspen Rd, a meticulously maintained and truly move-in-ready home in one of Middletown's most desirable neighborhoods. Offering 3 bedrooms and 2.5 baths, this home blends comfort, flexibility, and effortless indoor-outdoor living. Discover a warm and inviting main level featuring a spacious living room with fireplace, an updated kitchen, a dining area, a cozy family room, and an

    Cheryl Bertini Redfin Corporation

    85 Aspen Dr, Middletown, CT 06457
  • /37

    $584,999

    • 4 Beds
    • 2.5 Baths
    • 3,792 Sq Ft

    36 Brookview Ln, Middletown, CT 06457

    BACK ON MARKET! Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining effortless and enjoyable. The living room showcases a beautiful fireplace, while the full, walk-out

    Jeanne Rustek William Raveis Real Estate

    36 Brookview Ln, Middletown, CT 06457
  • /32

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 3,105 Sq Ft

    17 Flynn Ln, Middletown, CT 06457

    ***Location, Location, Location*** This stunning Westfield Colonial is nestled within a picturesque enclave of homes, set on a serene 1.1-acre Currier & Ives private lot. The moment you step inside, you'll be greeted by an impressive two-story foyer featuring dramatic open railings. You will enter into spacious rooms and an inviting open floor plan. The generous center formal dining room flows

    Mark Toledo Berkshire Hathaway NE Prop.

    17 Flynn Ln, Middletown, CT 06457
  • /40

    $499,000

    • 4 Beds
    • 3 Baths
    • 3,339 Sq Ft

    63 Meadowood Dr, Middletown, CT 06457

    Discover the perfect blend of space, comfort, and potential in this expansive Cape-style home offering over 3,300 square feet of living space. Tucked away on a quiet dead-end street, this property features a two-car attached garage and a flat, partially fenced-in backyard ideal for gatherings, gardening, or play. The property also includes irrigation, making lawn maintenance effortless and

    Joseph Harvey Best Real Estate Brokerage LLC

    63 Meadowood Dr, Middletown, CT 06457
  • /40

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    27 Valley Dr, Middletown, CT 06457

    Contemporary Colonial with Craftsman Charm. This beautifully maintained 3-bedroom, 2.5-bath contemporary colonial blends modern comfort with craftsman-inspired details throughout. Offering 1,904 sq. ft. of living space plus an additional 300+ sq. ft. in the finished lower level as recreation room. The first floor features an oversized living room highlighted by a cozy fireplace, sun-filled

    Emily Curtis William Raveis Real Estate

    27 Valley Dr, Middletown, CT 06457
  • /35

    $629,900

    • 4 Beds
    • 2.5 Baths
    • 2,285 Sq Ft

    10 Talias Trail, Middletown, CT 06457

    WOW...CHECK OUT THIS NEW PRICE!!! Welcome home to 10 Talias Trail....there is still plenty of time to add this home to your wish list! Unwrap the perfect present in this 4 bedroom 2.5 bath custom-built Colonial. Nestled on a quiet cul-de-sac, this lovely home is just waiting to start a new story. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out the home.

    Mary Gurrieri RE/MAX Right Choice

    10 Talias Trail, Middletown, CT 06457
  • /2

    $453,200

    • 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
  • /40

    $834,900

    • 4 Beds
    • 5 Baths
    • 5,282 Sq Ft

    81 Aresco Dr, Middletown, CT 06457

    Welcome to this exceptional custom-built home offering the perfect blend of luxury, comfort, and functionality. Featuring 5+ bedrooms and five full and one half baths, this beautifully designed residence showcases a gourmet kitchen with top-of-the-line appliances and elegant finishes, flowing seamlessly into a dramatic two-story great room with a stunning fireplace. The first-floor primary suite

    Carl Chisem Jr. William Raveis Real Estate

    81 Aresco Dr, Middletown, CT 06457
  • /32

    $324,900

    • 2 Beds
    • 1 Bath
    • 1,154 Sq Ft

    237 Boston Rd, Middletown, CT 06457

    Fall in love with this charming, well-maintained Cape home with attached garage located at 237 Boston Road in Middletown! Step inside to a spacious and welcoming living room featuring beautiful hardwood floors, a cozy fireplace, and an efficient pellet stove - perfect for New England seasons. The main level continues into a bright dining area and kitchen equipped with solid-wood cabinetry,

    Giulia Terese Hagel & Assoc. Real Estate

    237 Boston Rd, Middletown, CT 06457
  • /18

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,438 Sq Ft

    11 E Lake Dr, Middletown, CT 06457

    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

    11 E Lake Dr, Middletown, CT 06457
  • /31

    $224,900

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    14 Rising Trail Dr, Middletown, CT 06457

    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

    14 Rising Trail Dr, Middletown, CT 06457
  • /22

    $329,900

    • 5 Beds
    • 2 Baths
    • 2,052 Sq Ft

    27 Barbara Rd, Middletown, CT 06457

    Calling all investors! Duplex located in residential neighborhood with tenants already in place! Two side by side units, both townhouse style. Detached garage and ample yard space makes this a unique and appealing piece of property. Many recent updates in both units, including new flooring & partial roof repair completed in 2025. Both units have enclosed porches in the front and back of house.

    Karen Kesten William Raveis Real Estate

    27 Barbara Rd, Middletown, CT 06457
  • /39

    $365,000

    • 4 Beds
    • 3 Baths
    • 1,876 Sq Ft

    574 Butternut St, Middletown, CT 06457

    Wonderful, fully remodeled Cape with a unique layout that truly sets it apart! This home offers 2 large bedrooms on the main level and 2 additional bedrooms on the lower level, along with 3 full bathrooms-ideal for flexible living arrangements. The beautifully updated kitchen features shaker-style cabinets, granite counters, and brand-new stainless steel appliances. The dining room opens to a

    Tracey Precourt Century 21 Clemens Group

    574 Butternut St, Middletown, CT 06457
  • /29

    $370,000

    • 4 Beds
    • 1.5 Baths
    • 2,540 Sq Ft

    180 Bailey Rd, Middletown, CT 06457

    Fantastic investment opportunity in Middletown! This unique single-family home with a fully permitted ADU offers exceptional versatility and strong rental income. The property features three fully rented units-a spacious upper-level unit, a ground-level unit, and a private ADU attached off the back. Together, these units currently generate $3,400/month, and all existing tenants will convey with

    Thomas Mele Dorrance Realty

    180 Bailey Rd, 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
  • /31

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    52 Cimarron Rd, Middletown, CT 06457

    52 Cimarron Road, a lovely raised ranch offering three bedrooms and one and a half bathrooms. Hardwood floors flow through the living spaces, and a fireplace is the heart of the living room. The kitchen is fully equipped and flows nicely to the dining and living areas, making everyday routines and gatherings comfortable. The lower level adds additional living space, a laundry room, and storage.

    Heidi Matusik Lamacchia Realty

    52 Cimarron Rd, Middletown, CT 06457
  • /25

    $414,900

    • 2 Beds
    • 1.5 Baths
    • 1,090 Sq Ft

    82 Westfield Terrace, Middletown, CT 06457

    Welcome to this tastefully updated ranch with 2 Bedrooms plus separate office/sunroom in the desirable Westfield section of Middletown. Enjoy a crisp white kitchen and rich hardwood floors. A bright great room with a defined dining area creates a warm space for hosting family and friends. On just over half an acre of beautiful grounds, this home blends comfort, convenience, and charm. This

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    82 Westfield Terrace, Middletown, CT 06457
  • /23

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,361 Sq Ft

    30 Hemlock Place, Middletown, CT 06457

    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

    30 Hemlock Place, Middletown, CT 06457
  • /32

    $372,650

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    160 Boston Rd, Middletown, CT 06457

    Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

    Emily Braman Berkshire Hathaway NE Prop.

    160 Boston Rd, Middletown, CT 06457
  • /25

    $219,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457

    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

    48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457
  • /34

    $338,900

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    18 Phedon Pkwy, Middletown, CT 06457

    Beautiful Spacious Custom Built ONE Owner Home in Desirable Neighborhood. Unigue Cobblestone Exterior. When entering from the front door you're met with a beautiful staircase and a large living room with wood burning fireplace. Many windows provide tons of natural light. To your right is a formal dining room that has held large crowds for the holiday feasts. Main level has a full updated bath as

    Robin Rios Berkshire Hathaway NE Prop.

    18 Phedon Pkwy, Middletown, CT 06457
  • /30

    $144,900

    • 2 Beds
    • 1 Bath
    • 698 Sq Ft

    56 Burgundy Hill Ln Unit 56, Middletown, CT 06457

    Welcome to 56 Burgundy Hill Lane, Middletown! This totally renovated 2-bedroom ranch-style condo was beautifully remodeled in 2023 with updates in every room. The new kitchen showcases granite countertops, stainless steel appliances, white cabinetry, and modern finishes, while the spacious living/dining area opens through sliding doors to a private covered deck. Two generous bedrooms, a

    Giulia Terese Hagel & Assoc. Real Estate

    56 Burgundy Hill Ln Unit 56, Middletown, CT 06457
  • /18

    $2,175,000

    • 1 Bed
    • 1 Bath
    • 11,098 Sq Ft

    123 Burgundy Hill Ln, Middletown, CT 06457

    Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

    Travis Preziosi Brickwell Partners LLC

    123 Burgundy Hill Ln, Middletown, CT 06457
  • /7

    $210,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    52 Rising Trail Dr, Middletown, CT 06457

    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

    52 Rising Trail Dr, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    4 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    4 Nathan Hale Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    3 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    3 Nathan Hale Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    2 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    2 Nathan Hale Rd, Middletown, CT 06457
  • /22

    $619,900 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 -the "KIRBY II", now available for early 2026 occupancy! 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

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /7

    $549,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    1 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    1 Nathan Hale Rd, Middletown, CT 06457
  • /17

    $549,900 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," available for occupancy in 2026! 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

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /39

    $324,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    91 Highview Terrace, Middletown, CT 06457

    This beautifully updated Ranch offers the ease of single-level living and wonderful privacy at the end of a quiet cul-de-sac, bordered by 275 acres of protected wooded land. The peaceful setting creates an immediate sense of calm. Inside, the main level feels bright and inviting with an open layout and hardwood floors flowing through the living and dining areas-ideal for everyday living or

    Angela Smeriglio William Raveis Real Estate

    91 Highview Terrace, Middletown, CT 06457
  • /2

    $225,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    94 Cynthia Ln Unit D-5, Middletown, CT 06457

    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

    94 Cynthia Ln Unit D-5, Middletown, CT 06457

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.

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. 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 $299,900. If you put a 20% down payment of $60,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $1,470 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $63K 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 5.0.
  • 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, 06481, 06416, 06037 and 06450.
What are the most popular neighborhoods near Westfield, Middletown, CT?
The most popular neighborhoods near Westfield, Middletown, CT are Highland, Riverdale, South Glastonbury, East Southington and Pratts Corner.

Home Trends in Westfield, CT

Housing Trends

Median Sale Price
$305,000
Median Single Family Sale Price
$397,500
Median Townhouse Sale Price
$225,000
Median 2 Bedroom Sale Price
$229,000
Median 1 Bedroom Sale Price
$175,500
Average Price Per Sq Ft
$244
Number of Homes for Sale
28
Last 12 months Home Sales
229
Months of Supply
1.50
Median List Price
$299,900
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
25%
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