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Newest Homes for Sale in Winchendon, MA

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  • 16 2nd St, Winchendon, MA 01475
    16 2nd St, Winchendon, MA 01475
    16 2nd St, Winchendon, MA 01475
    /42

    $935,000

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    16 2nd St, Winchendon, MA 01475

    Life Long Memories Await at this Beautiful Waterfront House on Desirable Lake Monomonac! Inviting Open layout with Vaulted Ceilings, Tons of natural light , Lots of cabinet space w/ center island , quartz counters undermount cabinet lighting. Large master suite over looking the water. 6 ft whirlpool tub in the master bath, walk-in closet. NEW HEATED In-Ground Salt Water Pool "FIBERGLASS "

    Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
  • 302 Ash St, Winchendon, MA 01475
    302 Ash St, Winchendon, MA 01475
    302 Ash St, Winchendon, MA 01475
    /42

    $489,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 2,008 Sq Ft

    302 Ash St, Winchendon, MA 01475

    Welcome home to this 3-bedroom, 1.5-bath Colonial showcasing pride of ownership inside and out. Set on a nicely landscaped lot, this home offers an inviting first floor with an open dining room-to-kitchen layout featuring abundant cabinet and counter space. The kitchen flows seamlessly into the front-to-back family room, complete with direct access to the mahogany deck, patio, and hot tub—perfect

    Lana Kopsala Coldwell Banker Realty - Leominster

    302 Ash St, Winchendon, MA 01475
  • 35 School St, Winchendon, MA 01475
    35 School St, Winchendon, MA 01475
    35 School St, Winchendon, MA 01475
    /37

    $299,900

    • 4 Beds
    • 2 Baths
    • 3,360 Sq Ft

    35 School St, Winchendon, MA 01475

    Unlock the full potential of this expansive farmhouse, offering generously sized rooms, a substantial lot, a huge garage, and plenty of storage — including a workshop above. The property has been cleaned out and de-leaded, but it now requires a comprehensive renovation.Bring your vision to life with this charming home, ideally located in a peaceful and desirable area. Featuring 4–5 bedrooms and 2

    Eugene Clements Clements Realty Group

    35 School St, Winchendon, MA 01475
  • 29 Winter St, Winchendon, MA 01475
    29 Winter St, Winchendon, MA 01475
    29 Winter St, Winchendon, MA 01475
    /18

    $379,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1.5 Baths
    • 2,128 Sq Ft

    29 Winter St, Winchendon, MA 01475

    WELL LOVED AND CARED FOR FAMILY HOME NEW TO THE MARKET! This gorgeous colonial holds 100+ years beautiful memories and history. Original woodwork, flooring that features bullet molding throughout. The first floor offers spacious eat in kitchen ,newer stainless appliances with cozy pantry, laundry room and 1/2 bath. Open ,Sun filled Living and Dinning room with hardwood flooring, built ins and

    Tammy Morrison Tammy Morrison Real Estate

    29 Winter St, Winchendon, MA 01475
  • 118 Spring St, Winchendon, MA 01475
    118 Spring St, Winchendon, MA 01475
    118 Spring St, Winchendon, MA 01475
    /34

    $250,000

    • 4 Beds
    • 1 Bath
    • 1,393 Sq Ft

    118 Spring St, Winchendon, MA 01475

    This charming cape-style home is priced to sell and features four bedrooms, a large kitchen with an open concept to the dining area that has sliders to a back deck, overlooking a spacious yard. The living room is ample in size and great for entertaining. One of the bedrooms upstairs passes through to another. There are two separate staircases to the upstairs bedrooms. The backyard is secluded,

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 666-5791

    118 Spring St, Winchendon, MA 01475
  • 11 Colonial Ln, Winchendon, MA 01475
    11 Colonial Ln, Winchendon, MA 01475
    11 Colonial Ln, Winchendon, MA 01475
    /13

    $145,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    11 Colonial Ln, Winchendon, MA 01475

    Welcome to this charming 2-bedroom, 1.5-bath manufactured home in the peaceful 55+ community of Glenwood Park. This home features a spacious living room with high ceilings and natural light, an eat-in kitchen with a mud room that gives access to a generous deck surrounded by tranquil wooded scenery. The primary bedroom features double closets for ample storage and the second bedroom has an

    Carole Norton Real Estate Exchange

    11 Colonial Ln, Winchendon, MA 01475
  • 71 Woodlawn St, Winchendon, MA 01475
    71 Woodlawn St, Winchendon, MA 01475
    71 Woodlawn St, Winchendon, MA 01475
    /37

    $599,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft

    71 Woodlawn St, Winchendon, MA 01475

    Rare find, no one builds ranches anymore. Not your typical box colonial, this single level home will wow you right from the front door! This home welcomes you into a vaulted foyer with custom built ins. From there the home opens up to a large open living area with high vaulted ceiling. The floor plan is open and flows into the kitchen with island and dining room. one side off the home has 2

    Paul Michaud Freedom Real Estate

    71 Woodlawn St, Winchendon, MA 01475
  • 35 Hillside Dr, Winchendon, MA 01475
    35 Hillside Dr, Winchendon, MA 01475
    35 Hillside Dr, Winchendon, MA 01475
    /39

    $449,900 Open Sat 11AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,715 Sq Ft

    35 Hillside Dr, Winchendon, MA 01475

    Discover easy, move-in-ready living at 35 Hillside Drive, a fully updated 3-bedroom, 1.5-bath split-level home just steps from Lake Monomonac. This home features a new roof, brand new kitchen with quartz countertops, stainless-steel appliances, and a center island. The main level offers brand new engineered hardwood flooring, recessed lighting, and a new slider leading to a private back deck and

    Timea Godor LAER Realty Partners

    35 Hillside Dr, Winchendon, MA 01475
  • 49 Doyle Ave, Winchendon, MA 01475
    49 Doyle Ave, Winchendon, MA 01475
    49 Doyle Ave, Winchendon, MA 01475
    /39

    $574,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    49 Doyle Ave, Winchendon, MA 01475

    Brand new Colonial set on 4.5 acres in the beautiful Doyle Estates neighborhood. This quality-built home offers 1,834 sq. ft. of stylish living space. The open-concept layout features luxury vinyl plank flooring, a spacious living room and a convenient mudroom with a custom bench, storage, and half bath. The kitchen will have quartz countertops, maple cabinetry and an island perfect for

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 208-1889

    49 Doyle Ave, Winchendon, MA 01475
  • 371 Hitchcock Rd, Winchendon, MA 01475
    371 Hitchcock Rd, Winchendon, MA 01475
    371 Hitchcock Rd, Winchendon, MA 01475
    /10

    $549,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    371 Hitchcock Rd, Winchendon, MA 01475

    This brand new 3-bedroom, 2.5-bath Colonial on 4.8 wooded acres is under construction. Quality built 3 bedroom, 2.5 bath home offers 1,652’ of living area with an oversized attached 1-car garage. The inviting farmer’s porch with composite decking leads into an open-concept first floor with 9' ceilings and featuring the kitchen with granite countertops, an island and dining area with access to a

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 222-8835

    371 Hitchcock Rd, Winchendon, MA 01475
  • 15 Colonial Ln, Winchendon, MA 01475
    15 Colonial Ln, Winchendon, MA 01475
    15 Colonial Ln, Winchendon, MA 01475
    /23

    $225,000 Open Sat 9AM - 10:30AM

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    15 Colonial Ln, Winchendon, MA 01475

    Here’s your opportunity to get into this coveted 55+ park! Built in 2007, this youngster has all the modern conveniences & layout, plus an extra-wide carport and extra-thick skirting to help keep things nice and cozy in winter. Being on an elevated lot means you have a lush, verdure view right from your kitchen window! And storage shed for all the garden gadgets. The Glenwood neighborhood is

    Darlene Rossi Morin Real Estate

    15 Colonial Ln, Winchendon, MA 01475
  • 34 West St, Winchendon, MA 01475
    34 West St, Winchendon, MA 01475
    34 West St, Winchendon, MA 01475
    /37

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    34 West St, Winchendon, MA 01475

    Investors or owner-occupants, don’t miss this charming and well-maintained two-family home, perfectly situated for commuters. Each unit features 2 bedrooms, a welcoming living room, an eat-in kitchen, full bath, covered porch and back deck—ideal for comfortable living. The property has seen a large number of capital improvements within the last year to include; a new roof, new vinyl siding, one

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 222-3246

    34 West St, Winchendon, MA 01475
  • 17 W Shore Dr, Ashburnham, MA 01430
    17 W Shore Dr, Ashburnham, MA 01430
    17 W Shore Dr, Ashburnham, MA 01430
    /42

    $649,999

    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft

    17 W Shore Dr, Ashburnham, MA 01430

    Stunning A-frame home overlooking Sunset Lake offers a rare blend of natural beauty, modern updates, and exceptional privacy. The moment you arrive, the floor-to-ceiling window wall captures your attention, perfectly framing views of the New England landscape. Expansive deck extends the living space outdoors, providing the ideal setting for entertaining, sun bathing, or enjoy the sun rising over

    Nancy Day Berkshire Hathaway HomeServices Stephan Real Estate

    17 W Shore Dr, Ashburnham, MA 01430
  • 21 Cottage St, Winchendon, MA 01475
    21 Cottage St, Winchendon, MA 01475
    21 Cottage St, Winchendon, MA 01475
    /12

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    21 Cottage St, Winchendon, MA 01475

    21 Cottage St, Winchendon, MA, presents a single-family home, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the needs of

    Paul Collette Keller Williams Realty North Central

    21 Cottage St, Winchendon, MA 01475
  • 27 Cottage St, Winchendon, MA 01475
    27 Cottage St, Winchendon, MA 01475
    27 Cottage St, Winchendon, MA 01475
    /19

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    27 Cottage St, Winchendon, MA 01475

    27 Cottage St, Winchendon, MA, presents a single-family residence, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the

    Paul Collette Keller Williams Realty North Central

    27 Cottage St, Winchendon, MA 01475
  • 728 River St, Winchendon, MA 01475
    728 River St, Winchendon, MA 01475
    728 River St, Winchendon, MA 01475
    /28

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft

    728 River St, Winchendon, MA 01475

    Follow the long, picturesque driveway and discover a world of privacy, luxury, and calm complete with a pool, outdoor jacuzzi, encompassed in 24 acres of land. Spanning approximately 2,289 square feet, this home features 3 bedrooms, 2 full baths, an office, a family room and a generous 2 car garage. Step inside to a beautiful open concept living area featuring vaulted ceilings and a seamless flow

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    728 River St, Winchendon, MA 01475
  • 156 Bayberry Cir, Winchendon, MA 01475
    156 Bayberry Cir, Winchendon, MA 01475
    156 Bayberry Cir, Winchendon, MA 01475
    /23

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    156 Bayberry Cir, Winchendon, MA 01475

    Welcome to this 3-bedroom, 2.5-bath Colonial situated on Bayberry Circle! Enjoy a fenced-in backyard perfect for outdoor entertaining, complete with an above-ground pool and back deck or relax out on the inviting front porch. The first floor offers a welcoming open floor plan featuring a spacious living room and a modern kitchen with a center island, granite countertops, and an adjoining dining

    Lana Kopsala Coldwell Banker Realty - Leominster

    156 Bayberry Cir, Winchendon, MA 01475
  • 330 Benjamin St, Winchendon, MA 01475
    330 Benjamin St, Winchendon, MA 01475
    330 Benjamin St, Winchendon, MA 01475
    /38

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    330 Benjamin St, Winchendon, MA 01475

    Welcome to this charming ranch-style home nestled on over 3 acres of picturesque land. Enter to a spacious formal living & dining area, filled w/ natural light through a large picture window. A comfortable den w/ fireplace & sliding glass doors opens to your back deck. The kitchen boasts a farmhouse sink & a dining area w/ a bay window overlooking your vast backyard. This home offers a convenient

    Leslie Tondreau Lamacchia Realty, Inc.

    330 Benjamin St, Winchendon, MA 01475
  • 67 Hill St, Winchendon, MA 01475
    67 Hill St, Winchendon, MA 01475
    67 Hill St, Winchendon, MA 01475
    /20

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    67 Hill St, Winchendon, MA 01475

    Nestled on a large 6.47 acre lot in the charming town of Winchendon, this new home offers a unique opportunity to embrace refined country living in a private setting. This attractive property is ready to welcome you. The kitchen is a culinary dream, featuring a large kitchen island that serves as a natural gathering place, complemented by sleek stone countertops and stylish cabinets that provide

    Paul Collette Keller Williams Realty North Central

    67 Hill St, Winchendon, MA 01475
  • 108 Royalston Rd N, Winchendon, MA 01475
    108 Royalston Rd N, Winchendon, MA 01475
    108 Royalston Rd N, Winchendon, MA 01475
    /32

    $534,900

    • 3 Beds
    • 1.5 Baths
    • 2,480 Sq Ft

    108 Royalston Rd N, Winchendon, MA 01475

    Inviting and spacious, this home offers a fantastic layout for everyday living and entertaining. Enter into the front-to-back living room featuring hardwood floors, a cozy fireplace, and a sliding glass door that opens to your back deck. The updated kitchen boasts a breakfast bar, black stainless steel appliances, and flows seamlessly into the formal dining room with hardwood floors—perfect for

    Edwin Figueroa Torres Lamacchia Realty, Inc.

    108 Royalston Rd N, Winchendon, MA 01475
  • 1 Roberts Way, Winchendon, MA 01475
    1 Roberts Way, Winchendon, MA 01475
    1 Roberts Way, Winchendon, MA 01475
    /42

    $849,900 Open Sun 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    1 Roberts Way, Winchendon, MA 01475

    $25K PRICE DROP—Westminster new construction, move-in ready before the new year. 2,800 square feet, 8 spacious rooms, hardwood and tile throughout the main level. Open kitchen-dining-living-den layout gives you serious flexibility. The kitchen is loaded: 8' island, pantry closet, quartz counters, oversized subway tile, vent hood, drawer microwave, Bosch fridge, dishwasher, and induction stove.

    Jennifer Shenk Keller Williams Realty North Central

    1 Roberts Way, Winchendon, MA 01475
  • 24 Vaine St, Winchendon, MA 01475
    24 Vaine St, Winchendon, MA 01475
    24 Vaine St, Winchendon, MA 01475
    /42

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    24 Vaine St, Winchendon, MA 01475

    This charming oversized 3-bedroom ranch is on a quiet dead-end street, just minutes to town. This beautifully maintained home features a spacious living room with a cozy fireplace and a generous picture window that fills the space with natural light. The amazing family room boasts cathedral ceilings and a wood stove, creating a warm, inviting enviornment for gatherings and cozy nights. The

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 200-3599

    24 Vaine St, Winchendon, MA 01475
  • 13 Cedar Terrace, Winchendon, MA 01475
    13 Cedar Terrace, Winchendon, MA 01475
    13 Cedar Terrace, Winchendon, MA 01475
    /40

    $395,000

    • 4 Beds
    • 1.5 Baths
    • 1,861 Sq Ft

    13 Cedar Terrace, Winchendon, MA 01475

    Beautifully renovated 4-bedroom, 1.5-bath home in Winchendon featuring a brand-new kitchen with quartz countertops, stainless steel appliances, center island, and built-in wine rack. Enjoy the open layout with brand-new flooring throughout, complemented by modern updates including new electrical, new heating system, and new roof. The spacious bedrooms offer plenty of natural light, while the

    Agent Photo

    Luiz Fernando Coelho

    The Neighborhood Realty Group

    (351) 777-1376

    13 Cedar Terrace, Winchendon, MA 01475
  • 495 Winchendon Rd, Ashburnham, MA 01430
    495 Winchendon Rd, Ashburnham, MA 01430
    495 Winchendon Rd, Ashburnham, MA 01430
    /41

    $460,000

    • 4 Beds
    • 1 Bath
    • 1,824 Sq Ft

    495 Winchendon Rd, Ashburnham, MA 01430

    Prime Opportunity for Equestrians & Investors! This versatile property combines rural charm with business potential. This home offers 4-bedrooms, 1-bath featuring a walk-up attic, offering plenty of room to customize or expand. Adjacent to the home is a spacious barn equipped with tack room, storage hay loft, and three horse stalls—ready for immediate use. The property includes two separate

    Charlotte Marrocco-Mohler Berkshire Hathaway HomeServices Verani Realty

    495 Winchendon Rd, Ashburnham, MA 01430
  • 150-152 Mill Cir, Winchendon, MA 01475
    150-152 Mill Cir, Winchendon, MA 01475
    150-152 Mill Cir, Winchendon, MA 01475
    /11

    $410,000

    • 5 Beds
    • 2 Baths
    • 2,544 Sq Ft

    150-152 Mill Cir, Winchendon, MA 01475

    REDUCED price to give more buyers access to home ownership! The multi-family residence offers a unique investment opportunity Built in 1980, this property presents a chance to own a substantial residence with considerable potential. Duplex living with side by side units and separate driveways offers practical accommodations for residents, lending itself to a variety of configurations. The

    Peter Costa Spencer Home Realty

    150-152 Mill Cir, Winchendon, MA 01475
  • 21 Sibley Rd, Winchendon, MA 01475
    21 Sibley Rd, Winchendon, MA 01475
    21 Sibley Rd, Winchendon, MA 01475
    /36

    $530,000

    • 3 Beds
    • 2 Baths
    • 2,648 Sq Ft

    21 Sibley Rd, Winchendon, MA 01475

    Spacious Colonial on Over 4 Acres of Tranquility. Enjoy 2,648 sq ft of comfortable living space nestled on 4.13 private acres in a serene, natural setting. Built in 2004, this 7-room, 3-bedroom, 2-bath Colonial offers a flexible layout and plenty of charm. The expansive 28' x 22' living/family room is great for gathering, while the formal dining room and den—both with hardwood floors—add elegance

    Brian Forgues Elm Grove Realty, LLC

    21 Sibley Rd, Winchendon, MA 01475
  • 19 Chestnut St, Winchendon, MA 01475
    19 Chestnut St, Winchendon, MA 01475
    19 Chestnut St, Winchendon, MA 01475
    /13

    $390,000

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft

    19 Chestnut St, Winchendon, MA 01475

    Currently configured as a multi-unit residence but could be converted to a single-unit dwelling for larger household. Nice condition. Clean. Much updating over the years. Both apartment empty. Upstairs 4-bedroom unit currently available for new owner's Immediate use. Downstairs, 1 bedroom apartment empty and ready for immediate use.. House has bricked facade street faced room that possibly could

    Jonathan Minerick homecoin.com

    19 Chestnut St, Winchendon, MA 01475
  • 0 Glenallen St, Winchendon, MA 01475
    0 Glenallen St, Winchendon, MA 01475
    0 Glenallen St, Winchendon, MA 01475
    /9

    $125,000

    • Land
    • 13.1 Acres
    • $9,542 per Acre

    0 Glenallen St, Winchendon, MA 01475

    Prime Land Opportunity for Builders! This beautiful 13+/- acre parcel is situated on two streets, with the scenic North Branch Millers River running through it, offering both charm and potential. With access points on Route 202 near the New Hampshire border and Lake View Drive, this property provides a unique opportunity for potential development. Surrounded by nature, it’s an ideal canvas for

    Timothy McGibbon Gibson Sotheby's International Realty

    0 Glenallen St, Winchendon, MA 01475
  • Lot 14 Baldwinville State Rd, Winchendon, MA 01475
    Lot 14 Baldwinville State Rd, Winchendon, MA 01475
    Lot 14 Baldwinville State Rd, Winchendon, MA 01475
    /6

    $45,000

    • Land
    • 0.34 Acre
    • $132,353 per Acre

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475

    Nestled in a prime location, this small lot offers a rare opportunity for those seeking convenience and accessibility. Situated in a lovely area near lake Dennison, it boasts easy access to major routes and area amenities, making it ideal for prospective buyers looking to build a home or invest in property development. The level terrain simplifies the construction process, allowing for a

    Ruth Truesdell Acres Away Realty, Inc.

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475
Massachusetts Worcester County Winchendon

Newest Listings for Sale in Winchendon, MA

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $434,734.
How many homes have sold over the last 12 months in Winchendon, MA?
109 homes have sold in Winchendon, MA over the last 12 months.
What are the most popular zip codes in Winchendon, MA?
The most popular zip codes in Winchendon, MA include 01475, 01473, 01430, 01436 and 01440.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $2,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Winchendon. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winchendon, MA?
Winchendon, MA has highly rated public and private schools. Some of the best schools in Winchendon based on Niche Grades are The Winchendon School, Memorial and Oakmont Regional High School. Browse all the schools in Winchendon, MA to learn more.

Home Trends in Winchendon, MA

On average, homes in Winchendon, MA sell after 32 days on the market compared to the national average of 53 days. The median sale price for homes in Winchendon, MA over the last 12 months is $406,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$406,000
Median Single Family Sale Price
$415,500
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$227,500
Average Price Per Sq Ft
$245
Number of Homes for Sale
20
Last 12 months Home Sales
109
Months of Supply
2.20
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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