Winchester, VA Homes

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  /2

  $620,000

  • 5 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  211 Lynnehaven Dr, Winchester, VA 22602

  Professional Photos Coming Soon! Spacious 5BR 3.5BA Colonial on .33 acre fenced yard. Finished lower level for added comfort. Features Kitchen with island; formal dining area, formal living room, office/den. Spacious primary bedroom with large walk in closet. Across from Greenwood Mill Elem School; great commuter location. Seller to install a new refrigerator and deep clean. Must See to

  Toni Carone Long & Foster Real Estate, Inc.

  211 Lynnehaven Dr, Winchester, VA 22602
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  /25

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Condo for Rent

  24 Jackson Ave Unit 2, Winchester, VA 22601

  AFFORDABLE AND CHARMING. Freshly painted and move-in ready. Short drive to downtown, Winchester Medical Center, I-81 and Rt. 37. Convenient to shopping and services. Spacious 2-bedroom upstairs apartment with off-street parking in the rear, front porch and a private 16x12 rear deck. Eat-in kitchen with refrigerator and oven/range. No smoking. No pets. Prefer credit scores of 650 or higher,

  24 Jackson Ave Unit 2, Winchester, VA 22601
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  /6

  $376,000 Sold Sep 17, 2025

  110 Kingsland Ct, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 1,934 Sq Ft
  • Built 1990

  Last Sold Summary

  • $194/SF
  • 0 Days On Market

  Current Estimated Value $375,657

  Last Listing Agent Shane Bowman RE/MAX Roots

  110 Kingsland Ct, Winchester, VA 22602
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  /37

  Not Listed For Sale

  216 E Piccadilly St, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft
  • Built 2022

  216 E Piccadilly St, Winchester, VA 22601

  Last Sold Summary

  • $199/SF
  • 651 Days On Market

  Last Sold Price $409,000

  Last Listing Agent Jason Aikens RE/MAX
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  /25

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  127 Kinross Dr, Winchester, VA 22602

  A peaceful setting at the edge of Winchester pairs nicely with everyday convenience in this well-cared-for home. The neighborhood feel is quiet and comfortable, with easy in-and-out access that helps keep daily routines running smoothly, even during peak times. Shopping, dining, and community favorites in Winchester are close by, and nearby commuter routes make it simple to stay connected. Set on

  Sarah Reynolds Keller Williams Realty

  127 Kinross Dr, Winchester, VA 22602
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  /15

  $2,700 per month

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft
  • House for Rent

  112 Yurok Ct, Winchester, VA 22602

  NEWLY BUILT available for move in 02/14/2025 . 4 bed 2.5 bath open floor plan Pine model with upstairs Laundry included!Pets on a case by case basis.Close proximity to major roads I-81, route 7. Planned amenities for the community include: Olympic-sized swimming pool, dog park, walking trails, and playground to be opened Summer 2025 USE GOOGLE MAPS FOR GPS LOCATION

  Tanner Pack RE/MAX Roots

  112 Yurok Ct, Winchester, VA 22602
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  /80

  $575,000 Sold Feb 24, 2026

  3782 Wardensville Grade, Winchester, VA 22602

  • 5 Beds
  • 4 Baths
  • 3,432 Sq Ft
  • Built 1985

  Last Sold Summary

  • $168/SF
  • 152 Days On Market

  Current Estimated Value $596,063

  Last Listing Agent Amanda Gulla Preslee Real Estate

  3782 Wardensville Grade, Winchester, VA 22602
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  /21

  Est $316,718 Not Listed For Sale

  3464 Papermill Rd, Winchester, VA 22602

  • Studio
  • 539 Sq Ft
  • Built 1917

  3464 Papermill Rd, Winchester, VA 22602

  Last Sold Summary

  • 20% Above List Price
  • $492/SF
  • 259 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Brian Doman Preslee Real Estate
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  /36

  $410,000

  • 4 Beds
  • 3.5 Baths
  • 2,261 Sq Ft

  125 Cheshire Ct, Winchester, VA 22602

  Beautiful and well-maintained 4 bedroom, 3.5 bath townhouse at the end of a quiet cul-de-sac on the east side of Winchester. Conveniently located to Rt 7 and I-81 and historic downtown Winchester. The 3-level townhouse backs to a wooded tree area and has a fenced rear yard. New luxury vinyl floor installed in majority of the home. As you enter, you will be welcomed into a large foyer with

  Eric Kronenwetter RE/MAX Roots

  125 Cheshire Ct, Winchester, VA 22602
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  /11

  $1,450 per month

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

  24 Glaize Ave Unit A, Winchester, VA 22601

  Single family, two bedroom one bath. Minutes to downtown and university. Quite street with off street parking. basement storage. First month's rent and security deposit due at lease signing. Tenant pays all utilities except water/sewer/trash and must transfer to their name. Will grant tours only for those that apply. Require proof of household income min. 3.5x monthly rent. Renters insurance

  24 Glaize Ave Unit A, Winchester, VA 22601
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  /20

  $193,000 Sold Oct 17, 2025

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603

  • Land
  • 10 Acres
  • $19,300 per Acre

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Jeffrey Konrady Realty ONE Group Old Towne

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603
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  /2

  Est $214,994 Not Listed For Sale

  128 Rappahannock Trail, Winchester, VA 22602

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602

  Last Sold Summary

  • 1,333% Below List Price

  Last Sold Price $15,000

  Last Listing Agent Alan Good Colony Realty
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  /22

  $398,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  2420 Swansong Place, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  2420 Swansong Place, Winchester, VA 22603
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  /21

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Townhouse for Rent

  623 Hemsworth Ln, Winchester, VA 22601

  Available for May 01 move in date! — 620 + Credit preferred but not required —Pets on a case by case basis This brand new luxury townhome comes with a huge garage, a beautiful view, and natural light throughout.The main level contains an open room perfect for any setup you want. On the second level you'll find the beautiful kitchen with a huge Island and large doors allowing for natural light

  Tanner Pack RE/MAX Roots

  623 Hemsworth Ln, Winchester, VA 22601
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  /98

  $700,000 Sold Apr 18, 2025

  428 Canyon Rd, Winchester, VA 22602

  • 4 Beds
  • 3 Baths
  • 4,428 Sq Ft
  • Built 2019

  Last Sold Summary

  • $158/SF
  • 4 Days On Market

  Current Estimated Value $691,028

  Last Listing Agent Ed Butler Samson Properties

  428 Canyon Rd, Winchester, VA 22602
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  /5

  Not Listed For Sale

  378 National Ave, Winchester, VA 22601

  • Studio
  • 3,032 Sq Ft
  • Built 1910

  378 National Ave, Winchester, VA 22601

  Last Sold Summary

  • $140/SF
  • 17 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Bill Nordman Commercial Specialists
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  /45

  $399,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  127 Lakota St, Winchester, VA 22602

  Don't miss this fantastic Adams interior unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the

  D.R. Horton Builder

  127 Lakota St, Winchester, VA 22602
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  /9

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  104 Waterford Ln, Winchester, VA 22602

  Located near Route 7 & 50 and I-81 & 66, shopping, schools and parks is this 2 bedroom, 1 bath townhouse with fenced backyard and 2 assigned parking spaces. Newly painted interior, hardwood floors, ss appliances, updated cabinets and counters. A small pet may be considered on a case-by-case basis. No smoking/vaping permitted. Tenant is responsible for all utilities and must provide renters

  Barbara Gaul Jim Barb Realty, Inc.

  104 Waterford Ln, Winchester, VA 22602
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  /11

  $12,000 Sold Oct 14, 2025

  0 Graywolf Trail, Winchester, VA 22602

  • Land
  • 0.27 Acre
  • $44,444 per Acre

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Graywolf Trail, Winchester, VA 22602
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  /3

  Not Listed For Sale

  2902 Valley Ave, Winchester, VA 22601

  2902 Valley Ave, Winchester, VA 22601

  Last Sold Summary

  • 238 Days On Market

  Last Sold Price $140,000

  Last Listing Agent John Scully Colony Realty
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  /22

  $469,990 New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,670+ Sq Ft

  Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

  Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578849, Winchester, VA 22603
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  /32

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  152 1 Brookland Ct Unit 1, Winchester, VA 22602

  Amazing first floor condo, conveniently located close to Rt 81 and Rt 11. Luxury vinyl flooring throughout makes this maintenance free living. Primary suite features a walk-in closet and full bath with shower. Nice size second bedroom or office. Full hall bath and laundry room with plenty of space for storage. Condo comes with all appliances, including washer and dryer. Exterior features a small

  Lisa Gill ERA Oakcrest Realty, Inc.

  152 1 Brookland Ct Unit 1, Winchester, VA 22602
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  /56

  $689,000 Sold Apr 03, 2025

  111 Heath Ct, Winchester, VA 22602

  • 4 Beds
  • 4.5 Baths
  • 4,887 Sq Ft
  • Built 2006

  Last Sold Summary

  • $141/SF
  • 5 Days On Market

  Current Estimated Value $715,106

  Last Listing Agent Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  111 Heath Ct, Winchester, VA 22602
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  /34

  Est $382,603 Not Listed For Sale

  310 Mountain Falls Blvd, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2005

  310 Mountain Falls Blvd, Winchester, VA 22602

  Last Sold Summary

  • 1% Below List Price
  • $157/SF
  • 55 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Michael Gardner Century 21 Redwood Realty
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  /31

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  112 Grindstone Dr, Winchester, VA 22602

  Beautifully maintained 4-bedroom, 2.5-bath colonial home in the desirable Red Fox Run community. Built in 2002 and situated on a spacious 0.29-acre lot, this property offers the perfect blend of comfort, space, and offers tons of potential! The main level flows effortlessly, including both formal dining & living, with a bright eat-in style kitchen that opens to a large deck—ideal for

  Lisa Behr Hunt Country Sotheby's International Realty

  112 Grindstone Dr, Winchester, VA 22602
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  /26

  $1,950 per month

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • House for Rent

  1309 Commerce St, Winchester, VA 22601

  This charming 3-bedroom, 1.5-bathroom home in the heart of Winchester offers comfort, character, and a prime location. Inside, you’ll find hardwood floors, new windows, a newer HVAC system, and updated electrical throughout. The home also features a basement with plenty of storage space and a washer and dryer for added convenience. The layout is both functional and inviting, making it easy to

  James King RE/MAX Roots

  1309 Commerce St, Winchester, VA 22601
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  /60

  $529,000 Sold Dec 04, 2025

  121 N Washington St, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1807

  Last Sold Summary

  • $171/SF
  • 69 Days On Market

  Current Estimated Value $519,408

  Last Listing Agent M. Kelly Walker RE/MAX Roots

  121 N Washington St, Winchester, VA 22601
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  /38

  Est $363,747 Not Listed For Sale

  1172 Purcell Ln, Winchester, VA 22603

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft
  • Built 2012

  1172 Purcell Ln, Winchester, VA 22603

  Last Sold Summary

  • 27% Above List Price
  • $208/SF
  • 2 Days On Market

  Last Sold Price $287,500

  Last Listing Agent Matthew Pettigrew Homestead Realty
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  /56

  $520,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,963 Sq Ft

  138 Gloucester Dr, Winchester, VA 22603

  Welcome home to this lovely 3-bedroom, 21⁄2-bath brick ranch home nestled on a spacious 2.3-acre lot in a quiet, peaceful neighborhood. Relax on the inviting front porch before stepping inside to beautiful hardwood floors that flow through the living and dining rooms. The cozy family room features plush carpeting, a stunning stone fireplace, and large windows that fill the space with natural

  James King RE/MAX Roots

  138 Gloucester Dr, Winchester, VA 22603
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  /35

  $1,895 per month

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • House for Rent

  520 S Kent St, Winchester, VA 22601

  Fully renovated and move-in ready! This beautifully updated 3-bedroom, 1-bath single-family home at 520 S Kent Street offers modern comfort in a prime Winchester location. Just minutes from the vibrant Walking Mall and Shenandoah University, you’ll love the convenience of downtown living while enjoying the privacy of your own home. Inside, you’ll find fresh updates throughout, central air for

  Chris Roszko Colony Realty

  520 S Kent St, Winchester, VA 22601
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  /23

  $470,000 Sold Sep 30, 2025

  123 Julee Dr, Winchester, VA 22602

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft
  • Built 1989

  Last Sold Summary

  • $231/SF
  • 14 Days On Market

  Current Estimated Value $471,322

  Last Listing Agent Jacob Taylor Blue Valley Real Estate

  123 Julee Dr, Winchester, VA 22602
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  /11

  Est $124,095 Not Listed For Sale

  1137 Tomahawk Trail, Winchester, VA 22602

  1137 Tomahawk Trail, Winchester, VA 22602

  Last Sold Summary

  • 210% Above List Price
  • 12 Days On Market

  Last Sold Price $40,000

  Last Listing Agent Diana Geremia Long & Foster
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  /47

  $467,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
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  /12

  $2,349 per month

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Townhouse for Rent

  120 Metcalf Terrace, Winchester, VA 22602

  NEWER TOWNHOME IN FREEDOM MANOR AVAILABLE FOR RENT*QUARTZ COUNTER TOPS*STAINLESS STEEL APPLIANCES*LUXURY CABINETS*WOOD FLOORS*DECK. IDEALLY LOCATED BETWEEN 7 AND 50, EAST OF 81 - THIS 3 LEVEL GARAGE UNIT W/EXTENSIONS IS READY FOR THE NICE TENANTS. MAIN LEVEL FEATURES OPEN CONCEPT LAYOUT WITH SPACIOUS LIVING SPACE, POWDER ROOM, KITCHEN WITH LARGE ISLAND AND BREAKFAST NOOK, AND ACCESS TO SOON TO BE

  Rajesh Cheruku Ikon Realty - Ashburn

  120 Metcalf Terrace, Winchester, VA 22602
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  /43

  $295,500 Sold Oct 31, 2025

  206 Barrington Ln, Winchester, VA 22601

  • 2 Beds
  • 2.5 Baths
  • 1,604 Sq Ft
  • Built 1994

  Last Sold Summary

  • $184/SF
  • 6 Days On Market

  Current Estimated Value $292,984

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

  206 Barrington Ln, Winchester, VA 22601
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  /109

  Est $1,196,514 Not Listed For Sale

  255 White Rd, Winchester, VA 22602

  • 6 Beds
  • 4.5 Baths
  • 5,529 Sq Ft
  • Built 2005

  255 White Rd, Winchester, VA 22602

  Last Sold Summary

  • 1% Below List Price
  • $219/SF
  • 201 Days On Market

  Last Sold Price $1,210,000

  Last Listing Agent Amanda White Nova Home Hunters Realty
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  /26

  $399,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  234 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: 3/7 Saturday - 3/8 Sunday 12pm - 3pm END OF ROW, Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! MOVE-IN READY! Explore Winchester’s new luxury townhome community. Gourmet kitchen highlights this luxury 3-level end of row townhome in Winchester, backing to the community pond and ready for immediate move-in. Features upgraded gray cabinets with

  DRB Homes Builder

  234 Monteith Dr, Winchester, VA 22601
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  /21

  $2,200 per month

  • 3 Beds
  • 3.5 Baths
  • 2,228 Sq Ft
  • Townhouse for Rent

  116 Sequoia Dr, Winchester, VA 22602

  Spacious 3 level townhome with many amenities including a rear deck, large windows and floor to ceiling doors for exceptional natural light, granite counters throughout kitchen and baths, hardwood floors, stainless steel appliances, ceiling fans in all the bedrooms and living room, and much more. 1 electric fireplace and 1 car garage. No smoking, no animals.

  Mandie Gladwell OliveTree Property Group, LLC

  116 Sequoia Dr, Winchester, VA 22602
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  /30

  $289,000 Sold Feb 27, 2026

  317 Crow Dr, Winchester, VA 22602

  • 2 Beds
  • 1.5 Baths
  • 1,015 Sq Ft
  • Built 2017

  Last Sold Summary

  • $285/SF
  • 22 Days On Market

  Current Estimated Value $285,280

  Last Listing Agent Dan Whitacre Colony Realty

  317 Crow Dr, Winchester, VA 22602
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  /37

  Est $420,896 Not Listed For Sale

  204 E Piccadilly St, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft
  • Built 2022

  204 E Piccadilly St, Winchester, VA 22601

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 741 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Jason Aikens RE/MAX

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