Pittsboro, NC Homes

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  /67

  $1,765,000

  • 4 Beds
  • 4.5 Baths
  • 6,066 Sq Ft

  617 Deer Mountain Rd, Pittsboro, NC 27312

  Stunning 6,000+ square-foot estate nestled in the heart of Chatham County, located midway between Chapel Hill and Pittsboro - 15 minutes either way. Privately gated driveway at the end of a road and set on 4.5 beautifully landscaped acres, this exceptional home offers luxury, comfort, and thoughtful design throughout.The main-level primary suite is a true retreat, featuring dual spa-like

  

  Dana Wicker Cantrell

  Coldwell Banker - HPW

  (984) 213-5018

  617 Deer Mountain Rd, Pittsboro, NC 27312
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  /54

  $1,430 - $2,125 per month

  Medley at Northwood Landing

  1 - 3 Beds

  80 Haven Creek Rd, Pittsboro, NC 27312

  Medley at Northwood Landing is a brand-new, pet-friendly apartment community for rent in Pittsboro, NC, located directly across from the gateway to Chatham Park in Pittsboro, NC. Residents enjoy walkable access to grocery stores, medical and veterinary care, dining, and entertainment. On-site amenities include a dog park, pet wash station, business center, collaborative workspaces, fitness

  80 Haven Creek Rd, Pittsboro, NC 27312
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  /33

  $680,000 Sold Oct 17, 2025

  296 Silverberry, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $390/SF
  • 12 Days On Market

  Current Estimated Value $690,900

  Last Listing Agent David Wilson Carolina's Choice Real Estate

  296 Silverberry, Pittsboro, NC 27312
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  /32

  Est $342,220 Not Listed For Sale

  85 W Cornwallis St, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft
  • Built 1953

  85 W Cornwallis St, Pittsboro, NC 27312

  Last Sold Summary

  • 4% Above List Price
  • $201/SF
  • 7 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Bryant Lovette Lovette Properties LLC
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  /7

  $650,000

  • Land
  • 1.38 Acres
  • $471,014 per Acre

  288 Mountaintop Cir, Pittsboro, NC 27312

  County water, natural gas, fiber optics ready in place! This site is 1.37 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream!This is a legacy home community with country estate living, while located close to many of the Triangle-area's top

  

  Rex Osborne

  Windjam Properties

  (919) 415-1669

  288 Mountaintop Cir, Pittsboro, NC 27312
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  /11

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • House for Rent

  1424 Bynum Ridge Rd, Pittsboro, NC 27312

  Charming country home in convenient N.Chatham County location. Situated on 5 aces, this home lives like a 4 bedroom, has screened porch, brick patio, hardwood floors (no carpet), 2 fireplaces (only 1 usable), garden area, shed. Near Bynum Village- Friday night music series and the Haw River. Convenient to Chapel Hill, RTP, etc. Privacy, beautiful hardwood canopy- nature lovers delight. Will

  Katy McReynolds Chatham Homes Realty

  1424 Bynum Ridge Rd, Pittsboro, NC 27312
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  /68

  $715,000 Sold May 07, 2025

  310 Little Meadow Rd, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,993 Sq Ft
  • Built 2001

  Last Sold Summary

  • $359/SF
  • 4 Days On Market

  Current Estimated Value $723,565

  Last Listing Agent Peggy Jennings Compass -- Chapel Hill - Durham

  310 Little Meadow Rd, Pittsboro, NC 27312
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  /44

  Est $691,514 Not Listed For Sale

  471 Log Barn Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1992

  471 Log Barn Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 3% Above List Price
  • $328/SF
  • 3 Days On Market

  Last Sold Price $669,000

  Last Listing Agent Holly Hendren Compass -- Cary
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  /31

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,519 Sq Ft

  23 Whitehall Dr, Pittsboro, NC 27312

  Better than new and only 3 years young, this beautifully maintained 3-bedroom home in the highly sought-after Chatham Park community is ready for its next owner! Thoughtfully designed with everyday comfort and convenience in mind, the main level features a spacious primary suite, offering privacy and easy living. Upstairs, you'll find two additional bedrooms, a full bathroom, and a versatile

  

  Jeff Peterson

  Choice Residential Real Estate

  (984) 367-2270

  23 Whitehall Dr, Pittsboro, NC 27312
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  /55

  $1,965 - $3,350 per month

  Inspire Briar Chapel - 55+ Active Adult Community

  1 - 2 Beds

  152 Market Chapel Rd, Pittsboro, NC 27312

  Just outside Raleigh, NC in the beautiful, wooded city of Pittsboro, our 55+ Apartment Community features 1 and 2 bedroom floor plans with upscale amenities so you can live the lifestyle you love. Relax in luxury with chef-inspired kitchens enhanced by granite countertops, vinyl wood flooring, in-unit washer and dryer, oversized closets, and private balconies. Inspiration is just outside your

  152 Market Chapel Rd, Pittsboro, NC 27312
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  /34

  $475,000 Sold Nov 20, 2025

  117 N Freeman Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 9 Days On Market

  Current Estimated Value $473,471

  Last Listing Agent Eric Andrews Realty World Carolina Prop

  117 N Freeman Dr, Pittsboro, NC 27312
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  /28

  Not Listed For Sale

  177 Beacon Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2024

  177 Beacon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • $209/SF
  • 137 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Jessie Krieger Garman Homes LLC
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  /82

  $849,999

  • 3 Beds
  • 2.5 Baths
  • 3,705 Sq Ft

  93 Golfers View, Pittsboro, NC 27312

  This stunning ranch-style home with a fully finished basement blends organic design with modern luxury in the sought-after neighborhood of Chapel Ridge. As you approach, the gardens immediately capture your heart. Peonies, gardenias, hydrangeas, roses, camellias, day lilies, azaleas, and crepe myrtles stand on the verge of blooming creating a colorful, fragrant welcome that feels both curated and

  

  Tamera O'Wesney

  Carolina One Realty

  (984) 224-6742

  93 Golfers View, Pittsboro, NC 27312
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  /34

  $3,195 per month

  • 4 Beds
  • 4 Baths
  • 3,057 Sq Ft
  • House for Rent

  333 Parkland Dr, Pittsboro, NC 27312

  Move in now to this like new and upgraded 4 bedroom 4 full bath home with oversized bonus room and full bath above the rear 2 car detached garage. This home is only steps away from the Chatham Park YMCA, minutes from Downtown Pittsboro and short drive to Chapel Hill. An open concept first floor plan includes family room, dining area and chef inspired spacious kitchen with large dining island,

  Lisa Holmes HRW Realty Corp.

  333 Parkland Dr, Pittsboro, NC 27312
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  /12

  $250,000 Sold Jul 29, 2025

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312

  • Land
  • 4 Acres
  • $62,500 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 9 Days On Market

  Last Listing Agent Jodi Tata Coldwell Banker - HPW

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312
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  Not Listed For Sale

  197 Beacon Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 2,489 Sq Ft
  • Built 2024

  197 Beacon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • $205/SF
  • 136 Days On Market

  Last Sold Price $509,990

  Last Listing Agent Jessie Krieger Garman Homes LLC
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  /17

  $379,000

  • Land
  • 3.9 Acres
  • $97,179 per Acre

  318 Jones Ferry Rd, Pittsboro, NC 27312

  A rare estate-home site in one of Chatham County's most desirable corridors. Cleared land ready to build. Perk approved for a 4-bedroom home, with excellent public road frontage. Ideally located just minutes from Chapel Hill, Carrboro, and the rapidly growing Chatham Park, while offering easy access to nature with the new Haw River canoe and kayak launch nearby and Jordan Lake within a short

  

  Philip Mathew

  Ideal Home Realty

  (984) 306-5932

  318 Jones Ferry Rd, Pittsboro, NC 27312
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  /35

  $1,320 - $2,877 per month

  Knoll at Briar Chapel

  Studio - 3 Beds

  135 Ballentrae Ct, Pittsboro, NC 27312

  Elegant and modern farmhouse chic await you at Knoll at Briar Chapel, the areas first apartment community of its kind. Explore our beautifully appointed studio, one-, two-, and three-bedroom layouts. Discover a variety of amenities that help you relax, recharge and re-connect. Experience an idyllic setting and a warm welcome. Come home to Knoll at Briar Chapel.

  135 Ballentrae Ct, Pittsboro, NC 27312
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  /2

  $588,186 Sold Jun 06, 2025

  98 Wabash St, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Above List Price
  • $314/SF

  Last Listing Agent Karen Burkart Weekley Homes, LLC

  98 Wabash St, Pittsboro, NC 27312
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  /26

  Not Listed For Sale

  200 Beacon Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2024

  200 Beacon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • $207/SF
  • 92 Days On Market

  Last Sold Price $508,880

  Last Listing Agent Jessie Krieger Garman Homes LLC
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  /2

  $175,000

  • Land
  • 2.85 Acres
  • $61,404 per Acre

  142 Neil Carter Dr, Pittsboro, NC 27312

  Incredible opportunity in the highly sought-after town of Pittsboro! This 2.85-acre vacant lot is ideal for anyone looking to build their dream home or for builders seeking their next new construction project. With room to accommodate a spacious five-bedroom, three-bathroom design, this property offers flexibility and strong long-term value. Enjoy the peaceful setting with frequent deer

  

  Leo Murphy

  Movil Realty

  (919) 752-4576

  142 Neil Carter Dr, Pittsboro, NC 27312
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  /19

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • House for Rent

  156 Cottage Way, Pittsboro, NC 27312

  Quaint 3 bedroom, 2.5 bath home in Chatham Park in Pittsboro! Open floor plan with primary suite on the 1st level. Kitchen with granite countertops, tile backsplash, SS appliances and white cabinetry. Storage drawers in the stairs. Spacious bedrooms on the 2nd level and bathroom with dual vanities. Washer/Dryer included. Small to medium size dogs negotiable. Must see!

  Cindy Cirillo Block & Associates Realty

  156 Cottage Way, Pittsboro, NC 27312
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  $1,450,000 Sold Apr 23, 2025

  71 Willow Creek Ct, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 4,449 Sq Ft
  • Built 2018

  Last Sold Summary

  • 3% Below List Price
  • $326/SF
  • 142 Days On Market

  Current Estimated Value $1,495,763

  Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

  71 Willow Creek Ct, Pittsboro, NC 27312
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  /34

  Not Listed For Sale

  507 Agpark Rd, Pittsboro, NC 27312

  507 Agpark Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 26 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Rodney Finkbiner Carolina Forestry & Realty
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  /7

  $650,000

  • Land
  • 2.97 Acres
  • $218,855 per Acre

  383 Westhampton Dr, Pittsboro, NC 27312

  This site is 2.974 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above

  

  Rex Osborne

  Windjam Properties

  (919) 752-3828

  383 Westhampton Dr, Pittsboro, NC 27312
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  /19

  $4,000 per month

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft
  • House for Rent

  49 Nuthatch Dr, Pittsboro, NC 27312

  Property Id: 1617523Enjoy resort-style amenities including pool, fitness, tennis courts, playground, sport court and more along with your gorgeous home! This luxurious 3BDs ,3BTHs home will be ready just in time for spring. Custom features throughout . Huge back deck great for entertaining.

  49 Nuthatch Dr, Pittsboro, NC 27312
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  /37

  $400,000 Sold Aug 01, 2025

  307 Millbrook Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 31 Days On Market

  Current Estimated Value $399,333

  Last Listing Agent Trevor Smith NextHome RARE Properties

  307 Millbrook Dr, Pittsboro, NC 27312
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  /37

  Est $530,846 Not Listed For Sale

  20 Rosedale Way, Pittsboro, NC 27312

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft
  • Built 2024

  20 Rosedale Way, Pittsboro, NC 27312

  Last Sold Summary

  • 1% Above List Price
  • $230/SF
  • 247 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Desiree Commodore Homes by Dickerson Real Estate
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  /100

  $725,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  967 Bynum Rd, Pittsboro, NC 27312

  This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on

  

  Sandy Savage

  Carolina One Realty

  (984) 646-5694

  967 Bynum Rd, Pittsboro, NC 27312
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  /11

  $2,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft
  • House for Rent

  25 Danbury Ct, Pittsboro, NC 27312

  Charming Powell Place 3 bdrm w/bonus cottage. Upgraded kitchen w/granite SS appliances. Hardwoods on main level. Rocking-chair front porch. Deck w/wood privacy fence. Third floor & walk in attic access. Parks, pond & sidewalks to enjoy.

  Loci Zsuppan Zsuppan Realty

  25 Danbury Ct, Pittsboro, NC 27312
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  /64

  $755,000 Sold Apr 30, 2025

  18 Green Ridge Ln, Pittsboro, NC 27312

  • 3 Beds
  • 4 Baths
  • 2,887 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 2 Days On Market

  Current Estimated Value $755,662

  Last Listing Agent Colleen Jelley, CSA, PSA Dwell Real Estate

  18 Green Ridge Ln, Pittsboro, NC 27312
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  /75

  Est $2,809,431 Not Listed For Sale

  279 Westhampton Dr, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 4,300 Sq Ft
  • Built 2024

  279 Westhampton Dr, Pittsboro, NC 27312

  Last Sold Summary

  • $651/SF
  • 0 Days On Market

  Last Sold Price $2,798,336

  Last Listing Agent Rex Osborne Windjam Properties
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  /33

  $210,000 Pending

  • Land
  • 0.45 Acre
  • $463,576 per Acre

  453 Golfers View, Pittsboro, NC 27312

  Rare Chapel Ridge Golf Course lot. This beautiful lot is ready for your dream home. Bring your own builder or use one from our award winning build team! Chapel Ridge features golf, tennis, pickle ball, a clubhouse, and much more!

  

  Sandy Savage

  Carolina One Realty

  (919) 891-6146

  453 Golfers View, Pittsboro, NC 27312
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  /20

  $6,111 per month

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit SI ID1055517P, Pittsboro, NC 27312

  The advertised rate of $6,111/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  288 Stonewall Rd Unit SI ID1055517P, Pittsboro, NC 27312
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  /59

  $1,225,000 Sold Apr 01, 2025

  69 Romie Ct, Pittsboro, NC 27312

  • 5 Beds
  • 4.5 Baths
  • 4,531 Sq Ft
  • Built 2013

  Last Sold Summary

  • 9% Below List Price
  • $270/SF
  • 112 Days On Market

  Current Estimated Value $1,274,952

  Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

  69 Romie Ct, Pittsboro, NC 27312
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  /7

  Not Listed For Sale

  TBD Hanks Chapel Rd, Pittsboro, NC 27312

  TBD Hanks Chapel Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 240 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Jeff Haley Haley Realty Group
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  /7

  $625,000

  • Land
  • 1.41 Acres
  • $443,262 per Acre

  543 Westhampton Dr, Pittsboro, NC 27312

  County water, natural gas, fiber optics ready in place! This site is 1.4 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is near the top of the Mountain, which will provide excellent views well beyond the Summit.This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With

  

  Rex Osborne

  Windjam Properties

  (919) 636-7667

  543 Westhampton Dr, Pittsboro, NC 27312
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  /10

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • House for Rent

  67 Andrews Store Rd, Pittsboro, NC 27312

  Available now! Charming ranch-style home set on over an acre of wooded privacy. The spacious floor plan features a welcoming living room with a wood-burning fireplace, separate dining area, and a bright kitchen with appliances plus ample cabinet and counter space. Well-sized bedrooms include a primary suite with a private bath. Step outside to a huge deck overlooking the wooded backyard, perfect

  Cordelle Thompson Block & Associates Realty

  67 Andrews Store Rd, Pittsboro, NC 27312
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  /98

  $938,000 Sold Feb 27, 2026

  1210 Manco Dairy Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 3,309 Sq Ft
  • Built 2012

  Last Sold Summary

  • 18% Below List Price
  • $283/SF
  • 100 Days On Market

  Current Estimated Value $991,941

  Last Listing Agent Sandy Savage Carolina One Realty

  1210 Manco Dairy Rd, Pittsboro, NC 27312
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  Est $763,146 Not Listed For Sale

  1360 Cedar Grove Rd, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 2,955 Sq Ft
  • Built 2018

  1360 Cedar Grove Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 76 Days On Market

  Last Sold Price $737,500

  Last Listing Agent April Stephens eXp Realty, LLC - C

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