Winchester County, VA Homes

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  /60

  $414,900 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft

  139 Biscane Ct, Winchester, VA 22602

  Step into this beautifully upgraded 2018 townhome, where modern style meets ultimate comfort. The bright, open living room features built-in surround sound, creating the perfect atmosphere for movie nights and entertaining. You’ll love the 2023 refreshments, including a new refrigerator, dishwasher, washer, and dryer, plus a premium water softener system. Elegant hardwood stairs lead to an

  Roberto Cardoza Orellana Pearson Smith Realty, LLC

  139 Biscane Ct, Winchester, VA 22602
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  /11

  $2,000 per month

  • 4 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • House for Rent

  101 W Whitlock Ave, Winchester, VA 22601

  Nestled in the charming Whitlock Avenue neighborhood, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 1950, this detached residence features four spacious bedrooms and a full bathroom, making it an ideal retreat for those seeking a cozy yet functional space. Step inside to discover beautiful hardwood floors that flow throughout the main living

  Brandon Pifer Pifer Realty, LLC

  101 W Whitlock Ave, Winchester, VA 22601
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  /51

  $450,000 Sold Nov 21, 2025

  609 Crystal Ct, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 1990

  Last Sold Summary

  • $157/SF
  • 31 Days On Market

  Current Estimated Value $452,163

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

  609 Crystal Ct, Winchester, VA 22601
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  /23

  Est $355,305 Not Listed For Sale

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1990

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • $256/SF
  • 2 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /36

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  126 S Euclid Ave, Winchester, VA 22601

  This 3-bedroom, 1 full bath home is ready for you to move right in! Entire inside has been freshly painted. As you enter, you'll see the spacious living room with LVP flooring. Kitchen with new LVP flooring, new stainless-steel stove, new stainless-steel hood vent, new stainless-steel refrigerator and an eating area. Beautiful full bath with tile shower. 3 great sized bedrooms with LVP flooring.

  Matt Kilmer Samson Properties

  126 S Euclid Ave, Winchester, VA 22601
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  /12

  $1,650 per month

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • House for Rent

  136 Locust Ave, Winchester, VA 22601

  Charming 3-bedroom, 1-bath rancher conveniently located near downtown Winchester. This well-laid-out home features a spacious living area, a full basement offering additional storage or future living space, and a large backyard perfect for outdoor enjoyment. Close to shopping, dining, and commuter routes—an excellent opportunity in a desirable location.NO smokingPets case by case

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  136 Locust Ave, Winchester, VA 22601
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  /55

  $640,000 Sold Mar 16, 2026

  501 Jefferson St, Winchester, VA 22601

  • 5 Beds
  • 2.5 Baths
  • 3,420 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $187/SF
  • 16 Days On Market

  Current Estimated Value $647,125

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  501 Jefferson St, Winchester, VA 22601
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  /19

  Est $333,139 Not Listed For Sale

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1989

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 4 Days On Market

  Last Sold Price $326,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /23

  $330,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft

  805 S Kent St, Winchester, VA 22601

  PRICE REDUCTION!!REMODELED BEAUTIFUL SINGLE HOME IN THE HEARTH OF WINCHESTER, NEW APPLIANCES, NEW FLOOR, REMODELED BATHROOMS, NEW FENCE,A LOT OF POTENTIAL. YOU MUST SEE IT

  Carolina Mosquera Weichert, REALTORS

  805 S Kent St, Winchester, VA 22601
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  /39

  $2,500 per month

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft
  • Townhouse for Rent

  1829 Harvest Dr, Winchester, VA 22601

  Brand new, pristine townhome, spacious end unit. Security system, featuring remote keyless entry and a video doorbell. Kitchen with stainless appliances and large island, opens to dining deck. Conveniently located with easy access to schools, hospital, shopping, services and major commuting thoroughfares. Landscaping maintenance and snow removal provided, city trash pick-up. Landlord requires a

  Dallas Croft Samson Properties

  1829 Harvest Dr, Winchester, VA 22601
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  /8

  $225,000 Sold Oct 17, 2025

  Lot 6 Cedar Creek Grade, Winchester, VA

  • Land
  • 5.99 Acres
  • $37,563 per Acre

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Lori Bales Keller Williams Realty

  Lot 6 Cedar Creek Grade, Winchester, VA
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  /19

  Est $333,592 Not Listed For Sale

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1986

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 6% Above List Price
  • $263/SF
  • 1 Day On Market

  Last Sold Price $315,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /56

  $1,850,000

  • Studio
  • 7,190 Sq Ft

  908 Cedar Creek Grade, Winchester, VA 22601

  In town location for this completely remodeled multi unit property. This property contains 4 homes and 2 apartments that have been completely refinished. . Update, main house is now rented and income is over $15,000 per month. This property is also improved with large block garage and a separate 4 car garage with over 18' ceilings. Perfect for the automotive enthusiast or you can continue to

  Meridee Powars Link Realty Services LLC

  908 Cedar Creek Grade, Winchester, VA 22601
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  /7

  $995 per month

  • 500 Sq Ft
  • Condo for Rent

  1816 Valley Ave Unit 3, Winchester, VA 22601

  We are okay with 6 months or Yearly lease.Freshly Remodeled Studio Apartment available. Centered in the heart of Winchester, walking distance to shops, restaurants, and entertainment. Utilities and WIFI are included at no charge. No pets allowed. Come and enjoy all of what Winchester has to offer. $995 per Month or $275 per Week. Handicap Ramp for easily access to the unit. On-site

  Raj Patel Ikon Realty - Ashburn

  1816 Valley Ave Unit 3, Winchester, VA 22601
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  /40

  $310,000 Sold Apr 30, 2025

  536 Gray Ave, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1990

  Last Sold Summary

  • $220/SF
  • 3 Days On Market

  Current Estimated Value $319,348

  Last Listing Agent Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  536 Gray Ave, Winchester, VA 22601
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  /13

  Est $360,409 Not Listed For Sale

  2912 Grace St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1994

  2912 Grace St, Winchester, VA 22601

  Last Sold Summary

  • 7% Above List Price
  • $271/SF
  • 24 Days On Market

  Last Sold Price $338,000

  Last Listing Agent Liz Rutherford ERA Oakcrest Realty, Inc.
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  /28

  $360,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  101 Molden Dr, Winchester, VA 22601

  This 1963 brick ranch is conveniently located off Pleasant Valley Road in Eastview Subdivision and has been the home to one family. Beautiful hardwood floors throughout the main level, and two fireplaces, one on the main level and one in the finished recreation room on the lower level. Most of the windows throughout the home have also been replaced. Oversized two car garage. Roof was replaced in

  Elizabeth Page Boxwell MarketPlace REALTY

  101 Molden Dr, Winchester, VA 22601
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  /14

  $1,795 per month

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft
  • House for Rent

  137 Fox Dr, Winchester, VA 22601

  House has been completely remodeled and looks great! This property is very close to the Winchester Hospital and it's at walking distance to downtown Winchester. The ideal tenant would have credit score 660+, monthly income corresponding to at least 4 times the amount of monthly rent, job stability, great references. Available on March 1st. Schedule a showing today!

  Elcy Pereira Elcy & Co. Realty, LLC.

  137 Fox Dr, Winchester, VA 22601
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  /50

  $415,000 Sold Dec 01, 2025

  290 Green St, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft
  • Built 2002

  Last Sold Summary

  • $184/SF
  • 13 Days On Market

  Current Estimated Value $416,970

  Last Listing Agent Angela Duncan MarketPlace REALTY

  290 Green St, Winchester, VA 22601
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  /25

  Est $327,756 Not Listed For Sale

  2817 Papermill Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1989

  2817 Papermill Rd, Winchester, VA 22601

  Last Sold Summary

  • 17% Above List Price
  • $224/SF
  • 12 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /47

  $464,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  418 Circle Dr, Winchester, VA 22601

  New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with

  Heloisa Amar Samson Properties

  418 Circle Dr, Winchester, VA 22601
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  /10

  $1,549 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  3107 Shawnee Dr Unit 11, Winchester, VA 22601

  *** NOW ACCPETING PETS ON CASE BY CASE BASIS***Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 11, Winchester, VA 22601
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  /83

  $650,000 Sold Jan 21, 2026

  2708 Cassidy Ct, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,552 Sq Ft
  • Built 2010

  Last Sold Summary

  • $183/SF
  • 28 Days On Market

  Current Estimated Value $648,765

  Last Listing Agent Geri Deane Hunt Country Sotheby's International Realty

  2708 Cassidy Ct, Winchester, VA 22601
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  /19

  Est $330,313 Not Listed For Sale

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1981

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 4% Above List Price
  • $266/SF
  • 67 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /26

  $280,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  320 Opequon Ave, Winchester, VA 22601

  Conveniently located in Winchester City, this 3-bedroom, 1.5-bath ranch-style home features a primary bedroom with a private half bath, two additional bedrooms, and a hall bath. The spacious living room opens to the dining area and kitchen, creating a comfortable flow for everyday living. The kitchen includes a newer refrigerator. Step outside to a screened-in back porch overlooking the level,

  Leah Clowser RE/MAX Roots

  320 Opequon Ave, Winchester, VA 22601
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  /19

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Townhouse for Rent

  544 Allston Cir, Winchester, VA 22601

  NO PETS. 2bedroom 1.5 bath townhouse located minutes to shops and dining in Winchester. Central heating and AC. Large primary bedroom. Unfinished walkout basement. Requirements: (1) Minium household annual income $67k, (2) Good Credit, (3) Good Landlord Reference. $47 application fee per applicant. Contact listing agent for application

  Courtney Spaid Crum Realty, Inc.

  544 Allston Cir, Winchester, VA 22601
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  /26

  $318,000 Sold May 05, 2025

  641 Dunlap St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1978

  Last Sold Summary

  • $315/SF
  • 16 Days On Market

  Current Estimated Value $319,855

  Last Listing Agent Heloisa Amar Samson Properties

  641 Dunlap St, Winchester, VA 22601
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  /21

  Est $354,293 Not Listed For Sale

  2915 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1990

  2915 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • $256/SF
  • 18 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /3

  $2,300,000

  • Land
  • 3.51 Acres
  • $655,271 per Acre

  1721 Amherst St, Winchester, VA 22601

  3.51 AC of premier commercial land. Directly across the street from the main hospital campus on one of Winchester's main commercial corridors. Ideal for banks, medical offices, retail or restaurants.

  Marie DiLorenzo Oakcrest Commercial LLC.

  1721 Amherst St, Winchester, VA 22601
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  /29

  $2,550 per month

  • 2 Beds
  • 1.5 Baths
  • 1,465 Sq Ft
  • Condo for Rent

  122 N Loudoun St Unit 202, Winchester, VA 22601

  Step through the doors of this luxurious flat and immerse yourself in the grandeur of Old Town Winchester. Floor to ceiling windows, gleaming hardwood floors, and premium natural quartz counter tops leave nothing to be desired. Highlighted in this contemporary design are keyless entry, dish TV, WiFi, and sleek balconies. Call now to view theFlats@Bells!

  Dave Spence RE/MAX Roots

  122 N Loudoun St Unit 202, Winchester, VA 22601
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  /36

  $430,000 Sold Jul 16, 2025

  325 W Tevis St, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 1,830 Sq Ft
  • Built 1998

  Last Sold Summary

  • $235/SF
  • 4 Days On Market

  Current Estimated Value $423,660

  Last Listing Agent Danielle Carter Redfin Corporation

  325 W Tevis St, Winchester, VA 22601
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  /23

  Est $270,418 Not Listed For Sale

  2905 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,252 Sq Ft
  • Built 2000

  2905 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 13% Above List Price
  • $192/SF
  • 20 Days On Market

  Last Sold Price $239,900

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.
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  /4

  $750,000 Under Contract

  • Land
  • 1.33 Acres
  • $563,910 per Acre

  903 N Loudoun St, Winchester, VA 22601

  Lot 2 is half in Winchester City (tax ID # 134003-35) at 903 N. Loudoun St., & half in Frederick County (tax ID #54-A-50.) Mixed use zoning HR & B2. The county side has a brick residential structure, address 909 Martinsburg Pk, and city half is cleared land/ lot. The total sq ftg is 108,325 (2 & half acres.) Road frontage on Loudoun & Martinsburg PIke is 250 feet. The rear of lot is North

  Wendy Longerbeam Coldwell Banker Elite

  903 N Loudoun St, Winchester, VA 22601
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  /5

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  208 W Boscawen St Unit 12, Winchester, VA 22601

  This apartment is conveniently located to downtown Winchester. Coin Op Washer & Dryer on the main level. Rear deck access. Water & Sewer, weekly trash service and monthly pest treatment included in rent. Cat considered, no dogs. Minimum credit score of 650 and income equaled to 3X the rent required to apply. No Prior evictions.

  Marisa Varley ERA Oakcrest Realty, Inc.

  208 W Boscawen St Unit 12, Winchester, VA 22601
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  /2

  $365,000 Sold Mar 06, 2026

  126 N Euclid Ave, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 1,868 Sq Ft
  • Built 1951

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 49 Days On Market

  Current Estimated Value $366,714

  Last Listing Agent Marta Bingham Real Broker, LLC

  126 N Euclid Ave, Winchester, VA 22601
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  /38

  Est $272,736 Not Listed For Sale

  2945 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2000

  2945 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 7% Above List Price
  • $191/SF
  • 4 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Carolyn Waymack Crum Realty, Inc.
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  /20

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /41

  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • House for Rent

  214 N East Ln, Winchester, VA 22601

  Charming Renovated Home with Abundant Storage in Winchester! Welcome to 214 N East Ln, where modern updates meet classic charm! This recently renovated home is ready to impress with its fresh upgrades and functional layout. Step inside to discover a bright and inviting interior featuring sleek finishes, updated flooring, and contemporary fixtures throughout. Storage is no problem here! With ample

  tiffany pollard Coldwell Banker Elite

  214 N East Ln, Winchester, VA 22601
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  /16

  $277,000 Sold Mar 06, 2026

  2901 Sorrell Ct, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2000

  Last Sold Summary

  • $208/SF
  • 76 Days On Market

  Current Estimated Value $279,543

  Last Listing Agent Amber Jenkins Century 21 Redwood Realty

  2901 Sorrell Ct, Winchester, VA 22601
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  /18

  Est $277,065 Not Listed For Sale

  2947 Sorrell Ct, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2001

  2947 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $203/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

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