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Westside Homes for Sale

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  • /63

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,976 Sq Ft

    3133 Pleasant St, Sun Prairie, WI 53590

    Back on market after being NEWLY remodeled & painted--CHECK IT OUT AGAIN!! Prime location--on bike path & a short walk to everything in Prairie Lakes (Costco!) With peaceful water & prairie views, enjoy watching the pond & take in the vistas of Northeast Park/playground thru huge picture windows on BOTH levels, not to mention looking over the amazing fenced backyard W/grapes, hops, fruit trees &

    Agent Photo

    Angi Ackard

    EXP Realty, LLC

    (608) 389-6584

    3133 Pleasant St, Sun Prairie, WI 53590
  • /41

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,801 Sq Ft

    354 Crescendo Dr, Sun Prairie, WI 53590

    Welcome to Ironwood Estates, Sun Prairie's newest established community, within an easy walk to the new elementary and high school! Open concept ranch was custom built in 2017 by Tim OBrien homes and features 9 foot ceilings, with grand entry & office featuring 11 foot ceilings. Double ovens, a large corner panty and an oversized island houses the sink and dishwasher, ensuring the cook is never

    Deann Schneider Build Realty Network, LLC

    354 Crescendo Dr, Sun Prairie, WI 53590
  • 2038 Leopold Way, Sun Prairie, WI 53590

    $479,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2038 Leopold Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2038 Leopold Way, Sun Prairie, WI 53590
  • /4

    $466,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    The Emerald Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Ideal for gatherings, gadgets and relaxation. The Emerald offers smart features that cater to your every need. Congregate with family around the kitchen island, dock your devices at the Daily Station and re-charge yourself in its impressive Owner’s Suite. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36450354, Sun Prairie, WI 53590
  • 1798 Summerfield Way, Sun Prairie, WI 53590

    $559,900 New Construction

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

    1798 Summerfield Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1798 Summerfield Way, Sun Prairie, WI 53590
  • /35

    $539,500

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    3124 Harmony St, Sun Prairie, WI 53590

    Bright, energy-efficient 4-bedroom, 2.5-bath home in Sun Prairie’s Providence sub division. Open-concept main level perfect for everyday living and entertaining, featuring a gas fireplace and first-floor office. Stylish kitchen includes upgraded appliances, walk-in pantry, and island. Expansive unfinished basement is stubbed for a future bathroom, offering potential for a guest suite, rec room,

    Evan Rees Berkshire Hathaway HomeServices Local Realty

    3124 Harmony St, Sun Prairie, WI 53590
  • /6

    $350,000

    • Land
    • 2.16 Acres
    • $162,037 per Acre

    2908-2936 Lucky Charms Cir, Sun Prairie, WI 53590

    Builders or Developers. Here is your chance to purchase 4 residential lots backing up to conservancy area on Sun Prairie's West side. Lots feature possible exposure and many views of wildlife. Most utilities are to lot except gas which is across the street. Lot sizes range from .42 to .72 acres. Parcels included 0810-111-0122-2, 0810-111-0111-2, 0810-111-0100-2, 0810-111-0089-2

    Scott Suchomel First Weber Inc

    2908-2936 Lucky Charms Cir, Sun Prairie, WI 53590
  • 1149 Hickory Hills Dr, Sun Prairie, WI 53590

    $484,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    1149 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1149 Hickory Hills Dr, Sun Prairie, WI 53590
  • /20

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,511 Sq Ft

    2534 Koshkonong Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2534 Koshkonong Way, Sun Prairie, WI 53590
  • /5

    $527,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    The Hoffman Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Calling all cooks, Booklovers and Decorators! Go ahead, line the shelves with those classic Mark Twain novels or one-of-a-kind treasures. Load up that roomy kitchen with gourmet pans and obscure gadgets. With more space, means more luxury. Meet The Hoffman. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 38817975, Sun Prairie, WI 53590
  • /34

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,522 Sq Ft

    1185 Oak Knoll Rd, Sun Prairie, WI 53590

    Move-in ready and designed for today’s lifestyle, this 2-story home offers the perfect blend of comfort, functionality, and style. Step inside to an open-concept main level that has seamless flow between the spacious living room, dining area, and modern kitchen. The layout is ideal for both everyday living and entertaining guests. Upstairs, you’ll find three bedrooms, including the primary suite

    Garret Clemment MHB Real Estate

    1185 Oak Knoll Rd, Sun Prairie, WI 53590
  • /22

    $950,000

    • 4,844 Sq Ft

    590 Kelvington Dr, Sun Prairie, WI 53590

    This is a fabulous investment, great opportunity for a owner occupied and take advantage of mortgage discounts. 4 unit in great neighborhood. Modern layout, open with vaulted ceiling in up units. Downstairs units have private access thru garage. New furnaces and central air units 2021. New roof 2024. Great location close to shopping, parks and walking trails. All rooms sized approximate

    Dana Casey Havenwood Realty

    590 Kelvington Dr, Sun Prairie, WI 53590
  • /9

    $90,000

    • Land
    • 0.14 Acre
    • $642,857 per Acre

    218 S City Station Dr, Sun Prairie, WI 53590

    Sun Prairie lot close to Costco, Woodman's, UW East Hospital and many more essentials. Established neighborhood with curb, gutter and sidewalk in place. An ideal building location; don't miss out on this one!

    Gina Kloostra Cotter Realty LLC

    218 S City Station Dr, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3128 Prospect Dr, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3128 Prospect Dr, Sun Prairie, WI 53590
  • /17

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    1125 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1125 Hickory Hills Dr, Sun Prairie, WI 53590
  • /58

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 2,744 Sq Ft

    1182 O'Keeffe Ave, Sun Prairie, WI 53590

    DESIGNED FOR TODAY'S LIVING! This stunning 4 bed, 3.5 bath ranch, built in 2025, delivers modern luxury and easy living. The main level features a bright living room that immediately welcomes you. The chef's kitchen is a true highlight, complete with a walk-in pantry and a breakfast bar. The Primary Suite offers a private retreat with an ensuite bath and a spacious walk-in closet. Main-level

    Matt Kornstedt Stark Company, REALTORS

    1182 O'Keeffe Ave, Sun Prairie, WI 53590
  • /68

    $473,800 New Construction

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    The Harlow Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    One look at the owner’s suite in The Harlow and you’ll feel your pulse quicken... Featuring a private bath and a closet big enough to dance in. The kitchen showcases a large island for entertaining and a sunny set of patio doors for a quiet cup of coffee before your busy day begins. Welcome home to The Harlow. All prices, promotions and specifications are subject to change at any time without

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789014, Sun Prairie, WI 53590
  • /57

    $497,400 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    The Sawyer Plan at Smiths Crossing - Smith's Crossing, Sun Prairie, WI 53590

    A home as resourceful as you are. The flex room might make the perfect home office now, but it could also be one creative craft studio down the road. The kitchen provides ample space for preparing elegant feasts, but it also features a handy breakfast bar for more humble meals. Welcome to the Sawyer. All prices, promotions and specifications are subject to change at any time without notice based

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789048, Sun Prairie, WI 53590
  • /2

    $456,600 New Construction

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    The Adler Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    The Adler embraces you as you walk through the front door. Its cottage style exudes warmth and offers up a quiet escape from the ordinary. Grab a cup of coffee, along with your favorite book, and cozy up to the fireplace. After all, it’s home. Your home. Welcome to The Adler. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 38788514, Sun Prairie, WI 53590
  • /2

    $84,900

    • Land
    • 0.2 Acre
    • $424,500 per Acre

    1116 Fairhaven Rd, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    1116 Fairhaven Rd, Sun Prairie, WI 53590
  • /4

    $456,600 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,503 Sq Ft

    The Beryl Plan at Smiths Crossing - Smith's Crossing, Sun Prairie, WI 53590

    The Beryl, great for entertaining, even better for living. Laughter will flow freely throughout its open floor plan, hors d’oeuvres will fly quickly off the kitchen island and mingling will commence within the great room. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789056, Sun Prairie, WI 53590
  • /55

    $647,500

    • 4 Beds
    • 3.5 Baths
    • 3,612 Sq Ft

    2893 Hazelnut Trail, Sun Prairie, WI 53590

    4 bed, 3.5 bath in the popular Fox Point neighborhood of Sun Prairie! This contemporary two-story home features a large open concept living room flooded with natural light from the south-facing windows. The kitchen has granite counters, stainless appliances, tile backsplash, island with breakfast bar & generous pantry. Off the living room are french doors to a den/office. Also on the main level,

    Caleb Payne Madcityhomes.Com

    2893 Hazelnut Trail, Sun Prairie, WI 53590
  • 2030 Leopold Way, Sun Prairie, WI 53590

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    2030 Leopold Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2030 Leopold Way, Sun Prairie, WI 53590
  • /34

    $523,700 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    The Everest Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    The Everest is one crafty home. Outside, it welcomes you like a cozy cottage. Step through the front door and it greets you more like a grand estate. To your right, a tucked-away den. Ahead, a massive great room. Off the garage, a laundry room to keep muddy boots, snowy coats and wet dogs at bay. The pleasant surprises continue with the four – four! – roomy bedrooms upstairs. And delighted smiles

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36484051, Sun Prairie, WI 53590
  • /5

    $90,000

    • Land
    • 0.13 Acre
    • $692,308 per Acre

    2693 Hazelnut Trail, Sun Prairie, WI 53590

    Sun Prairie lot close to Costco, Woodman's, UW East Hospital and many more essentials. Established neighborhood with curb, gutter and sidewalk in place. An ideal building location; don't miss out on this one!

    Gina Kloostra Cotter Realty LLC

    2693 Hazelnut Trail, Sun Prairie, WI 53590
  • /3

    $1,227,870

    • Land
    • 0.94 Acre
    • $1,306,245 per Acre

    Lot 2 S Thompson Dr, Sun Prairie, WI 53590

    New plat map with outline of Lot 2. Great location for a drive-thru, located across from the new HyVee in Sun Prairie.

    Michael Herl Madison Commercial Real Estate LLC

    Lot 2 S Thompson Dr, Sun Prairie, WI 53590
  • /3

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft

    The Archer Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Where to begin? With the ease of a single floor layout, The Archer allows you to be the master of your domain. We understand that you’re busy, which is why it has never been easier to take care of your to-do list as quickly and conveniently as possible. Multi-taskers rejoice with the fact that you can start a load of laundry, preheat your oven, and set the table for dinner all in one trip. And

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36481277, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3129 Hope St, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3129 Hope St, Sun Prairie, WI 53590
  • /19

    $749,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    2117 Winding Stream Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2117 Winding Stream Way, Sun Prairie, WI 53590
  • /30

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    1142 O'Keeffe Ave, Sun Prairie, WI 53590

    Only available due to a job relocation! Well-loved home in fantastic location within desirable Smith's Crossing subdivision. Bright and cheery main floor features an open layout, main laundry room, half bath, and gorgeous wood LVP flooring. Kitchen offers beautiful cabinets, large island, and stainless appliances. Spacious living room is perfect for gatherings. Upstairs includes a primary suite

    Laura Fuhrmann Rock Realty

    1142 O'Keeffe Ave, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3085 Triumph Dr, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3085 Triumph Dr, Sun Prairie, WI 53590
  • /43

    $775,000

    • 5 Beds
    • 3.5 Baths
    • 4,677 Sq Ft

    279 N Mallard Dr, Sun Prairie, WI 53590

    Extensively upgraded 5-bed, 3.5-bath home in desirable West Prairie Village, just steps from the park and walking distance to Royal Oaks Elementary & Prairie View Middle. Main level features a chef’s kitchen with quartz countertops, 9-ft island, SS appliances, 5 burner gas cooktop, wall oven, and walk-in pantry. Sun-filled dining area with vaulted ceiling, great room with gas fireplace,

    Paul Haviland Stark Company, REALTORS

    279 N Mallard Dr, Sun Prairie, WI 53590
  • 1221 Orchid Petal Dr, Sun Prairie, WI 53590

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    1221 Orchid Petal Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1221 Orchid Petal Dr, Sun Prairie, WI 53590
  • /2

    $84,900

    • Land
    • 0.16 Acre
    • $530,625 per Acre

    3148 Prospect Dr, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3148 Prospect Dr, Sun Prairie, WI 53590
  • /17

    $534,900

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

    1248 Twisted Branch Way, Sun Prairie, WI 53590

    The Classicall Sawyer home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 bath with locally crafted cabinetry. Gourmet kitchen, with stainless steel appliances, quartz countertops. Master suite has a private bath, walk-in closet. 2-car garage with electric charger level 2 upgrade. Upgraded network cables by Cat 6, in all rooms. Retreat to your stamped concrete patio

    Reda Dauksys Weichert, Realtors - Great Day Group

    1248 Twisted Branch Way, Sun Prairie, WI 53590
  • /20

    $484,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    2168 Winding Stream Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2168 Winding Stream Way, Sun Prairie, WI 53590
  • 2582 Water Lily Cir, Sun Prairie, WI 53590

    $529,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    2582 Water Lily Cir, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2582 Water Lily Cir, Sun Prairie, WI 53590
  • /40

    $354,900

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    3097 Providence St Unit 3097, Sun Prairie, WI 53590

    Better than renting, and no restrictions for renting out! Nearly 2,000 sq ft, with an XL size family room with a wall of windows! The family room opens to the dining room and kitchen! The well equipped and well sized kitchen offers all the space a master chef would need! Powder bath on main floor. Upstairs you will find a generously spaced master suite with walk in closet and its own bathroom.

    Hemen Oza Aashram Realty, LLC.

    3097 Providence St Unit 3097, Sun Prairie, WI 53590
  • /68

    $662,600 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

    The Jackson Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.” All prices, promotions

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789011, Sun Prairie, WI 53590
  • 1157 Hickory Hills Dr, Sun Prairie, WI 53590

    $519,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    1157 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1157 Hickory Hills Dr, Sun Prairie, WI 53590

Showing Results 1 - 40, Page 1 of 2

Why Live in Westside

Westside is the epitome of modern growth, with single-family homes, apartments and townhouses filling empty fields and farms. Sun Prairie , a suburban city outside Madison , has a growing population. Westside is its largest and newest neighborhood, taking on ...

Frequently Asked Questions

Is Westside a good place to live?
Westside is a good place to live. Westside is considered somewhat walkable and bikeable. Westside has 4 parks for recreational activities. It has a median age of 36. The average household income is $117,173 which is above the national average. College graduates make up 57.2% of residents. A majority of residents in Westside are renters, with 50.5% of residents renting and 49.5% of residents owning their home. A local real estate agent serving Westside can help you decide if this neighborhood is the right one for you. Learn more on our Westside neighborhood guide.
Is Westside, WI a safe neighborhood?
Westside, WI 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 Westside?
The median home price in Westside is $484,300. If you put a 20% down payment of $96,900 and had a 30-year fixed mortgage with an interest rate of 6.18%, your estimated principal and interest payment would be $2,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $102K a year to afford the median home price in Westside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Westside is $117K.
What are the best public schools in Westside?
The best public schools that serve Westside are:
What are the best private schools in Westside?
The best private schools that serve Westside are:
What are the most popular zip codes in Westside, Sun Prairie, WI?
The most popular zip codes in Westside, Sun Prairie, WI include 53590, 53718, 53532, 53704 and 53598.
What are the most popular neighborhoods near Westside, Sun Prairie, WI?
The most popular neighborhoods near Westside, Sun Prairie, WI are Westwynde, Royal Oaks, Northeast Madison, Central Sun Prairie and Renstone.

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$465,750
Median Single Family Sale Price
$479,950
Median 2 Bedroom Sale Price
$303,750
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
32
Last 12 months Home Sales
162
Months of Supply
2.40
Median List Price
$484,300
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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