Middleton, WI Homes

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  $589,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  The O'Keeffe Plan at Redtail Ridge, Middleton, WI 53562

  The O’Keefe is a thoughtfully designed alley-load home that blends open-concept living with smart functionality. A large covered porch welcomes you inside, where you are immediately greeted by the spacious great room, seamlessly flowing into the kitchen—perfect for entertaining or everyday gatherings. Just off the entryway, a powder room and flex room offer additional versatility, whether you

  Tim O'Brien Homes Builder

  6976 Belle Fontaine Blvd Unit 36900556, Middleton, WI 53562
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  /22

  $1,039 - $2,375 per month

  Stagecoach Trail Apartments

  1 - 3 Beds

  6620 Century Ave, Middleton, WI 53562

  Stagecoach Trail offers a blend of comfort, style, and convenience. Nestled in Middleton Hills adjacent to the Pheasant Branch Conservancy, Stagecoach has a the perfect location for everyone! Come home to private views and the ability to walk to some of Middleton's best restaurants and trails. The leasing team will assist you in finding your perfect new place. At Stagecoach Trail you'll feel

  6620 Century Ave, Middleton, WI 53562
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  $847,000 Sold Jul 15, 2025

  1611 Pond View Ct, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 3,335 Sq Ft
  • Built 2006

  Last Sold Summary

  • $254/SF

  Current Estimated Value $826,677

  Last Listing Agent Ronda Lawry RL Realty Group

  1611 Pond View Ct, Middleton, WI 53562
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  Est $1,100,711 Not Listed For Sale

  4829 Crystal Downs Way, Middleton, WI 53597

  • 5 Beds
  • 3.5 Baths
  • 4,021 Sq Ft
  • Built 2018

  4829 Crystal Downs Way, Middleton, WI 53597

  Last Sold Summary

  • 13% Above List Price
  • $242/SF
  • 46 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Rachel Kvasnica RE/MAX
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  $599,900 New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  The Abbott Plan at Redtail Ridge, Middleton, WI 53562

  Experience the homely allure of The Abbott, a 2-story design featuring a thoughtful alley-access garage and comfortable living spaces. Upon entering, you're greeted by a generous, interconnected area encompassing the Great Room, Dinette, and Kitchen, all tailored for an open-plan living. Tucked towards the rear of the house is a Flex Room, a tranquil nook that is perfect for setting up a home

  Tim O'Brien Homes Builder

  6976 Belle Fontaine Blvd Unit 36899807, Middleton, WI 53562
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  $1,230 - $1,567 per month

  Springtree Apartments

  1 - 2 Beds

  2615 Amherst Rd, Middleton, WI 53562

  Welcome to Springtree Apartments, a gem nestled in the heart of Middleton, WI. Our apartments offer a variety of deluxe options, including one, two, and three-bedroom units, each designed with your comfort in mind. Enjoy the stunning courtyard view from your new windows, or step out onto your private ST balcony or patio door to soak in the serene surroundings. Each apartment is equipped with a

  2615 Amherst Rd, Middleton, WI 53562
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  $750,000 Sold Jun 19, 2025

  1221 Muirfield Ct, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $294/SF
  • 4 Days On Market

  Current Estimated Value $719,769

  Last Listing Agent Adam Bruckner Collective Real Estate Group

  1221 Muirfield Ct, Middleton, WI 53562
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  /26

  Est $317,654 Not Listed For Sale

  6247 Middleton Springs Dr, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft
  • Built 1994

  6247 Middleton Springs Dr, Middleton, WI 53562

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 5 Days On Market

  Last Sold Price $307,000

  Last Listing Agent Mason Stokke Pinnacle Real Estate Group LLC
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  $604,746 New Construction

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

  Charlotte's Glen Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  This home has everything you need for your familys convenience and comfort. The open floor plan offers an abundance of room to spread out and entertain: large great room and dining areas, an adaptable flex room, front porch, and patio. Theres plenty of storage with the large mud room and ample closet space on both levels. And never haul laundry again with the laundry room and linen closet just

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141221, Middleton, WI 53562
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  $1,250 - $1,600 per month

  Highland Ridge

  1 - 2 Beds

  5700 Highland Way, Middleton, WI 53562

  Highland Ridge luxury apartments are just minutes away from downtown Middleton and Madison. Located adjacent to the beautiful Pheasant Branch Conservancy, Highland Ridge luxury apartments offer 122 units in the ideal combination of a quiet residential neighborhood and connection to a vast nature preserve. Enjoy hiking and biking trails through the forest wetland and prairie. Grocery stores and

  5700 Highland Way, Middleton, WI 53562
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  $476,500 Sold Aug 06, 2025

  3604 Glenn Ln, Middleton, WI 53562

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Below List Price
  • $217/SF
  • 41 Days On Market

  Current Estimated Value $462,236

  Last Listing Agent Sheila Power Restaino & Associates

  3604 Glenn Ln, Middleton, WI 53562
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  /17

  Est $228,758 Not Listed For Sale

  6249 Charing Cross Ln Unit C, Middleton, WI 53562

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1971

  6249 Charing Cross Ln Unit C, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 15 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Joanna Janas Sprinkman Real Estate
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  $629,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  6835 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 6/18/26. Welcome to Redtail Ridge-featuring Middleton schools. Open floor plan ranch home near 4-acre neighborhood park. Cooks kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances and huge 6x8 walk-in pantry with countertops! Great room features gas fireplace with ceramic tile & wood surround. Dining area

  Encore Homes, Inc Builder

  6835 Belle Fontaine Blvd, Middleton, WI 53562
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  $2,300 - $2,450 per month

  Whispering Hills Townhouses

  3 Beds

  1701-1767 Norman Way, Madison, WI 53705

  Serene and dignified, this private community of Whispering Hills luxury townhouses is located on Madison’s Near West Side. From your patio or balcony, you’ll hear the leaves of mature oak, pine, maple, and locust trees rustling in breezes rolling off nearby Lake Mendota. Spring Harbor Beach is just one block away from the front door of your luxury apartment. Take in a relaxing stroll or picnic on

  1701-1767 Norman Way, Madison, WI 53705
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  $305,000 Sold Mar 05, 2026

  8530 Greenway Blvd Unit 101, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $311/SF
  • 114 Days On Market

  Current Estimated Value $311,091

  Last Listing Agent Maria Antoinette Cannarella Restaino & Associates

  8530 Greenway Blvd Unit 101, Middleton, WI 53562
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  /20

  Est $154,031 Not Listed For Sale

  6249 Charing Cross Ln Unit A, Middleton, WI 53562

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1971

  6249 Charing Cross Ln Unit A, Middleton, WI 53562

  Last Sold Summary

  • 14% Above List Price
  • $178/SF
  • 179 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Angi Ackard EXP Realty, LLC
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  $674,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft

  4413 Yukon Way, Middleton, WI 53562

  Charming, move-in ready 4 bedroom home in Middleton Ridge awaits its next owners! Enter inside to find beautiful LVP floors leading you through the main lvl boasting a office/den, living room w/ cozy oversized wood fp, powder bath, & mud/laundry w/ custom built-ins! Eat-in kitchen offers all stainless apps, quartz counters, center island, & dining area w/ walkout to gorgeous vaulted screened in

  Chris Barreau MHB Real Estate

  4413 Yukon Way, Middleton, WI 53562
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  $995 - $1,745 total monthly price

  Overlook Pointe

  Studio - 3 Beds

  5405 Century Ave, Middleton, WI 53562

  Smoke Free Apartments Overlook Pointe, perfectly situated in the Middleton Neighborhood. In our community, Pheasant Branch Conservancy, local parks, beaches, bicycle and hiking trails. Downtown Middleton offers cafes, farmers markets, and locally owned shops. You will find our apartments a short distance from the cultural centers of Madison. Choose from a variety of spacious floor

  5405 Century Ave, Middleton, WI 53562
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  $630,000 Sold Aug 22, 2025

  21 E Newhaven Cir, Madison, WI 53717

  • 3 Beds
  • 2.5 Baths
  • 3,244 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 2 Days On Market

  Current Estimated Value $629,255

  Last Listing Agent Nicole Bunbury Sjowall Bunbury & Assoc, REALTORS

  21 E Newhaven Cir, Madison, WI 53717
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  Est $252,710 Not Listed For Sale

  8530 Greenway Blvd Unit 213, Middleton, WI 53562

  • 1 Bed
  • 1 Bath
  • 935 Sq Ft
  • Built 1996

  8530 Greenway Blvd Unit 213, Middleton, WI 53562

  Last Sold Summary

  • 5% Above List Price
  • $258/SF
  • 2 Days On Market

  Last Sold Price $241,000

  Last Listing Agent Maxwell Woods Realty Executives
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  $451,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  6870 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 5/21/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared

  Encore Homes, Inc Builder

  6870 Belle Fontaine Blvd, Middleton, WI 53562
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  $1,319 - $2,799 per month

  Conservancy Bend

  Studio - 3 Beds

  2409 Parmenter St, Middleton, WI 53562

  Stunning TOWNHOMES and APARTMENTS located near the Conservancy in the heart of Middleton! Conservancy Bend offers 2 bedroom Townhomes with attached garage and executive studio, 1, 2, and 3-bedroom apartment homes. Ideally situated on Parmenter Street in Middleton, the convenient location provides easy and efficient access to all your home, work and leisure destinations. We are also within walking

  2409 Parmenter St, Middleton, WI 53562
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  $745,000 Sold Aug 19, 2025

  4422 Saint Andrews Dr, Middleton, WI 53597

  • 5 Beds
  • 3.5 Baths
  • 3,494 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Below List Price
  • $213/SF
  • 91 Days On Market

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  4422 Saint Andrews Dr, Middleton, WI 53597
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  /19

  Est $262,566 Not Listed For Sale

  2836 Pleasant View Rd Unit 201, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 2011

  2836 Pleasant View Rd Unit 201, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $266/SF
  • 3 Days On Market

  Last Sold Price $265,250

  Last Listing Agent Daniel Tenney MHB Real Estate
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  $415,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  Redtail Ridge 2-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141767, Middleton, WI 53562
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  $1,520 - $2,000 per month

  Deer Creek

  1 - 2 Beds

  8561 Greenway Blvd, Middleton, WI 53562

  A secluded luxury community close to shopping, entertainment & recreation.Deer Creek has spacious one-bedroom and two-bedroom apartment homes with all the amenities you need and the comfort & luxury you deserve. We are located in the Old Sauk Meadows neighborhood on Middleton's west side, secluded and away from the hassles and heavy traffic of everyday life. Community amenities include elevator

  8561 Greenway Blvd, Middleton, WI 53562
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  $3,350,000 Sold Jul 08, 2025

  4713 County Highway M, Middleton, WI 53562

  • 4 Beds
  • 4.5 Baths
  • 7,401 Sq Ft
  • Built 1997

  Last Sold Summary

  • 12% Below List Price
  • $453/SF
  • 307 Days On Market

  Current Estimated Value $3,257,770

  Last Listing Agent Peter Mahler Mahler Sotheby's International

  4713 County Highway M, Middleton, WI 53562
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  /40

  Est $771,520 Not Listed For Sale

  5009 Mirandy Rose Ct, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 3,310 Sq Ft
  • Built 2000

  5009 Mirandy Rose Ct, Middleton, WI 53562

  Last Sold Summary

  • 6% Above List Price
  • $220/SF
  • 68 Days On Market

  Last Sold Price $727,500

  Last Listing Agent Daniel Tenney MHB Real Estate
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  $614,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,301 Sq Ft

  6680 Redpoll Rd, Middleton, WI 53562

  Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex

  Tim O'Brien Homes Builder

  6680 Redpoll Rd, Middleton, WI 53562
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  $1,625 - $2,250 total monthly price

  The Foundry at Greenway

  Studio - 2 Beds

  1600 Aspen Common, Middleton, WI 53562

  Industrial Revolution Meets Lifestyle Revolution. Upscale, modern decor infused with industrial flair, The Foundry brings a unique living experience to Greenway Station. Relax on the sun deck during the day, gather around the fire pit at night, or grab some friends for a game on the bocce ball court. The Foundry features executive studios, 1 bed/1 bath, 1 bed/1.5 bath, 2 bed/2 bath, and 2 bed/2.5

  1600 Aspen Common, Middleton, WI 53562
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  $450,000 Sold Apr 21, 2025

  5723 Highland Way, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,685 Sq Ft
  • Built 1979

  Last Sold Summary

  • $267/SF
  • 3 Days On Market

  Current Estimated Value $432,841

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  5723 Highland Way, Middleton, WI 53562
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  /37

  Est $323,000 Not Listed For Sale

  8510 Greenway Blvd Unit 204, Middleton, WI 53562

  • 1 Bed
  • 1 Bath
  • 1,073 Sq Ft
  • Built 1996

  8510 Greenway Blvd Unit 204, Middleton, WI 53562

  Last Sold Summary

  • 19% Above List Price
  • $253/SF
  • 10 Days On Market

  Last Sold Price $271,500

  Last Listing Agent Jesse Willard Fathom Realty, LLC
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  $245,000

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  2051 Allen Blvd Unit 101, Middleton, WI 53562

  First floor end unit with no neighbor across the hall! This 2 bedroom, 1 bath condo offers a convenient west side location with easy access to Madison and Middleton. Inside, you’ll find a bright, open concept living and dining space complemented by an updated, moody kitchen that adds just the right touch of character. Enjoy low maintenance living with in-unit washer and dryer, underground

  Mindi Kessenich Real Broker LLC

  2051 Allen Blvd Unit 101, Middleton, WI 53562
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  $1,264 - $2,361 total monthly price

  Parmenter Circle II

  Studio - 2 Beds

  2400 Parmenter St, Middleton, WI 53562

  Parmenter Circle II is a 74-unit luxury community offering upscale features and amenities that you deserve in a location that simply cannot be beat! The highly sought-after City of Middleton has consistently been named among the best places to live in national publications. Step outside your front door and enjoy a walk, run, or bike ride along the tranquil wooded paths of Pheasant Branch Creek.

  2400 Parmenter St, Middleton, WI 53562
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  $290,000 Sold Mar 12, 2026

  7322 Mockingbird Ln, Middleton, WI 53562

  • 2 Beds
  • 1.5 Baths
  • 1,076 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 11 Days On Market

  Current Estimated Value $282,998

  Last Listing Agent Kelly Sweeney Stark Company, REALTORS

  7322 Mockingbird Ln, Middleton, WI 53562
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  Est $535,529 Not Listed For Sale

  6745 Frank Lloyd Wright Ave, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2005

  6745 Frank Lloyd Wright Ave, Middleton, WI 53562

  Last Sold Summary

  • 7% Above List Price
  • $278/SF
  • 5 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Kelda Roys OpenHomes Inc.
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  /15

  $249,900

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft

  2822 Pleasant View Rd Unit 101, Middleton, WI 53562

  Welcome to this desirable Whispering Pines condo in a prime Middleton location, where comfort meets convenience. This 2 bedroom, 1 bath home features a bright open living and dining area, a functional kitchen with breakfast bar, and a spacious primary suite with a walk in closet. Step outside to your private patio overlooking a gorgeous prairie setting, offering peaceful views and a natural

  Brittany Wenninger Real Broker LLC

  2822 Pleasant View Rd Unit 101, Middleton, WI 53562
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  $1,650 - $2,875 per month

  Beaverbrook Apartments

  1 - 3 Beds

  2644 Branch St, Middleton, WI 53562

  Welcome to Beaverbrook Apartments. Nestled in the Sak's Woods neighborhood in the heart of Middleton, Wisconsin, these 1, 2 & 3 Bedroom Apartments are steps away from the Pheasant Branch Conservancy, grocery stores, shopping, and more. Enjoy the beautiful creeks, meadows, forests, and marshes along the Pheasant Branch Conversancy Trail, or take a quick trip to the shoreline of Lake Mendota for a

  2644 Branch St, Middleton, WI 53562
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  $722,500 Sold May 06, 2025

  5611 Sandhill Dr, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 2,756 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 28 Days On Market

  Current Estimated Value $707,778

  Last Listing Agent Lori Schilling Sprinkman Real Estate

  5611 Sandhill Dr, Middleton, WI 53562
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  Est $614,508 Not Listed For Sale

  6648 N Chickahauk Trail, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,374 Sq Ft
  • Built 2013

  6648 N Chickahauk Trail, Middleton, WI 53562

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 6 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Charles Wills The Wills Agency

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