Old Sherwood Forest Homes

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  /50

  $650,000

  • 4 Beds
  • 3 Baths
  • 3,397 Sq Ft

  3256 Robinhood Rd, Winston Salem, NC 27106

  The cool factor.. Designed in 1965 by acclaimed Modernist architect, Lamar Northrup, this mid century modern home will excite the senses of any seeking something very out of the ordinary. With a comfortable and accommodating main floor and primary bedroom, it leads to a large living room perfect for entertaining and a covered deck overlooking its serene back yard. Downstairs you will find an

  Stephen Lawing Leonard Ryden Burr Real Estate

  

  3256 Robinhood Rd, Winston Salem, NC 27106
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  /22

  $2,500 per month

  • 4 Beds
  • 3 Baths
  • 2,788 Sq Ft
  • House for Rent

  3614 Broadsword Rd, Winston-Salem, NC 27104

  This spacious 4-bedroom, 3-bathroom home at 3614 Broadsword Rd offers 2,788 square feet of living space. The living room features ample natural light and is designed for comfortable gatherings. Each bedroom provides sufficient space, with the master bedroom including an en-suite bathroom for added privacy. The bathrooms are equipped with essential fixtures and provide functional layouts.

  3614 Broadsword Rd, Winston-Salem, NC 27104
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  /43

  $325,000 Sold Jul 07, 2025

  • 1,687 Sq Ft
  • $193/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  731 Quarterstaff Rd, Winston Salem, NC 27104

  Opportunity Knocks! Located in the desirable Sherwood Forest neighborhood, this 3-bedroom, 2-bathroom home is ready for an updated vision. The shaded and mature landscape makes a great space for relaxing, entertaining, or gardening. This home has endless potential and is looking for buyers to customize their dream space in this well established community!

  Delana Newsom The Agency - Newsom Homes

  

  731 Quarterstaff Rd, Winston Salem, NC 27104
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  /32

  Est $300,264 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft

  3200 Paddington Ln, Winston Salem, NC 27106

  

  3200 Paddington Ln, Winston Salem, NC 27106
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  /42

  $510,000

  • 3 Beds
  • 2 Baths
  • 2,468 Sq Ft

  740 Archer Rd, Winston Salem, NC 27106

  Beat the summer heat in this beautiful one level home at a new price AND a $3000 lender credit (with preferred lender) to buy down the rate! Few homes have all this home has to offer. Location- within walking distance to 3 groceries, multiple banks, many restaurants and churches, YMCA and all the other small businesses that support a community. Very easy and quick access to the hospitals and

  David Helms Weichert REALTORS Triad Associates

  

  740 Archer Rd, Winston Salem, NC 27106
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  /50

  $655,000 Sold Jun 30, 2025

  • 3,290 Sq Ft
  • $199/SF
  • 78 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1958

  3241 Paddington Ln, Winston Salem, NC 27106

  An Entertainer's Dream with hints of Mid Century in Sherwood Forest! Appraisal available. 4BR/3.5BA on .72 acres with the best front porch in town! Designed to be used year round w/radiant gas heaters & light-filtering shades; Pour into the recently refreshed open kitchen to enjoy open shelving, SS appliances & expansive granite countertops; Owner's suite offers rare dual walk-in closets,

  Alison Vannoy Southern Signature Properties

  

  3241 Paddington Ln, Winston Salem, NC 27106
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  /21

  Est $472,501 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  800 Clovelly Rd, Winston Salem, NC 27106

  

  800 Clovelly Rd, Winston Salem, NC 27106
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  /39

  $425,000

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

  1000 Huntingdon Rd, Winston Salem, NC 27104

  Newly refinished hardwood floors begin in spacious living room with large bay window, flow through formal dining room, kitchen & sunroom. Light & bright kitchen features stainless, granite, and double sink. Primary BR includes sitting area & barn door to en suite bathroom with large glass shower. One of the secondary bedrooms features a private bath. Finished basement provides ample space to

  Joe Luck One Source NC Realty

  

  1000 Huntingdon Rd, Winston Salem, NC 27104
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  /42

  $600,000 Sold Jun 05, 2025

  • 3,564 Sq Ft
  • $168/SF
  • 29 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1960

  3212 Pennington Ln, Winston Salem, NC 27106

  Come inside to see how this Sherwood Forest home has been transformed! 4 or 5 bedrooms , 4 full baths with lovely primary bedroom suite complete with large closet, double vanity bath and solar tubes for added light. Very large chef's kitchen with huge island and a gas fireplace. The screened porch has been enclosed to make a sunroom, and there is a beautiful deck overlooking landscaped

  Sue Kent Leonard Ryden Burr Real Estate

  

  3212 Pennington Ln, Winston Salem, NC 27106
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  /41

  Est $358,886 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  3210 Crittenden Ct, Winston Salem, NC 27106

  

  3210 Crittenden Ct, Winston Salem, NC 27106
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  /50

  $2,100,000

  • 6 Beds
  • 8 Baths
  • 5,829 Sq Ft

  3560 Kirklees Rd, Winston Salem, NC 27104

  City-close & Country Quiet! Exclusive Premier offering, designed by architect Randy Barfield on 1.89 secluded acres in the heart of Winston-Salem! Access to 17+acres with nature trails along Silas Creek. Quality & craftsmanship shine through the amenities with hardwood floors, grand hearths & mantles, & gorgeous millwork. Oversized doors, coffered ceilings & 10-foot ceilings give the main level a

  Carrera Poe Tyson Mayberry Poe Realty

  

  3560 Kirklees Rd, Winston Salem, NC 27104
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  /27

  $407,000 Sold May 22, 2025

  • 1,725 Sq Ft
  • $236/SF
  • 154 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  3383 York Rd, Winston Salem, NC 27106

  Charming one-level cluster home located in the popular Sherwood area, offering great curb appeal! As you step into the entryway, you’ll find gleaming hardwood floors that extend throughout the main living area. The spacious living room features built-ins, an abundance of natural light, gas log fireplace, and vaulted ceilings. There's also a formal dining room and an eat-in kitchen equipped with

  Brad Hunter Hunter Realty & Property Management, LLC

  

  3383 York Rd, Winston Salem, NC 27106
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  /43

  Est $536,602 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  617 Downing Rd, Winston Salem, NC 27106

  

  617 Downing Rd, Winston Salem, NC 27106
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  /28

  $1,050,000 Pending

  • 4 Beds
  • 4 Baths
  • 5,758 Sq Ft

  3500 Quarterstaff Place, Winston Salem, NC 27104

  Rare opportunity in Sherwood Forest to have just under 3 beautifully landscaped acres! This hidden gem is the best of both worlds, convenient to amenities/highways and peaceful seclusion. The property includes a stocked koi pond, rose garden, beautiful pool with waterfall and much more! Spacious rooms, sunroom and primary bedroom suite that includes a sitting room and balcony overlooking the

  Blake Ginther Keller Williams Realty Elite

  

  3500 Quarterstaff Place, Winston Salem, NC 27104
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  /34

  $515,000 Sold May 19, 2025

  • 2,116 Sq Ft
  • $243/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  630 Quarterstaff Rd, Winston Salem, NC 27104

  This elegant 4BR/2BA brick ranch on an exquisitely landscaped corner lot in convenient Old Sherwood welcomes you the moment you arrive! A gracious foyer leads to the formal living room and dining room. The den has a wood-burning FP and French doors to a private screened porch overlooking a beautiful yard. The kitchen has updated cabinets and lots of work space & storage including two pantries.

  Betty Jones Leonard Ryden Burr Real Estate

  

  630 Quarterstaff Rd, Winston Salem, NC 27104
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  /38

  Est $525,899 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  3333 York Rd, Winston Salem, NC 27106

  

  3333 York Rd, Winston Salem, NC 27106
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  /47

  $800,000 Sold May 16, 2025

  • 3,660 Sq Ft
  • $219/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1963

  3320 Pennington Ln, Winston Salem, NC 27106

  Entered for Comp Purposes. For comp purposes. Finished office in basement (710 sq ft) not included in the total square footage.

  Ruth Prongay Berkshire Hathaway HomeServices Carolinas Realty

  

  3320 Pennington Ln, Winston Salem, NC 27106
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  /31

  Est $531,787 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  3336 York Rd, Winston Salem, NC 27106

  

  3336 York Rd, Winston Salem, NC 27106
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  /32

  $520,000 Sold May 12, 2025

  • 2,590 Sq Ft
  • $201/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  3300 Pennington Ln, Winston Salem, NC 27106

  Beautiful 4 bedroom, 2 bath ranch style home offers one level living in the heart of Sherwood Forest. Exceptional living space with living room, den, with gas log fireplace and french doors leading to the heated and cooled sunroom. The kitchen has granite counters and gas cooktop . Renovated baths and wood floors in most rooms. Newer windows. Refrigerator, washer, dryer and gas grill (connected

  Sue Kent Leonard Ryden Burr Real Estate

  

  3300 Pennington Ln, Winston Salem, NC 27106
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  /39

  Est $516,295 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  3318 Paddington Ln, Winston Salem, NC 27106

  

  3318 Paddington Ln, Winston Salem, NC 27106
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  /48

  $515,000 Sold Apr 30, 2025

  • 1,941 Sq Ft
  • $265/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  736 Quarterstaff Rd, Winston Salem, NC 27104

  Welcome home to this beautifully updated 4-bedroom, 3-bath gem in one of Winston-Salem’s most beloved neighborhoods! Featuring a newer roof and systems, this home offers peace of mind along with style. The renovated kitchen and bathrooms blend modern finishes with timeless charm. You'll love the smart layout, natural light, and wonderful yard—perfect for morning coffee, gardening, or

  Lauren Hernandez Triad's Finest Real Estate by eXp Realty

  

  736 Quarterstaff Rd, Winston Salem, NC 27104
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  /31

  Est $629,625 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  1270 Yorkshire Rd, Winston Salem, NC 27106

  

  1270 Yorkshire Rd, Winston Salem, NC 27106
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  /45

  $469,900 Sold Apr 04, 2025

  • 2,895 Sq Ft
  • $162/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  125 Marian Ln, Winston Salem, NC 27104

  This home is a MUST SEE! Motivated sellers, bring us an offer! Welcome to 125 Marian Lane, a beautifully updated and maintained home located in the heart of Sherwood Forest. This property combines modern updates with classic charm, offering comfort, style, and functionality. This home is truly move-in ready, offering peace of mind with many major updates and repairs already completed. The

  Karmen Quakenbush RE/MAX Realty Consultants

  

  125 Marian Ln, Winston Salem, NC 27104
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  /22

  Est $500,135 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1098 Yorkshire Rd, Winston Salem, NC 27106

  

  1098 Yorkshire Rd, Winston Salem, NC 27106
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  /45

  $520,000 Sold Mar 31, 2025

  • 2,909 Sq Ft
  • $179/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  3610 Dewsbury Rd, Winston Salem, NC 27104

  Immaculate living at the very finest in coveted Sherwood Forest! Nestled in the heart of "Old Sherwood" this spectacular estate overlooks a spacious lot with impressive front yard and charming bridge, that welcomes you over a flowing creek. This split foyer design features 3 bedrooms/2 bathrooms on the upper level, radiant natural light flowing through the living room, separate den, and formal

  Maria Chrysson JPAR Legacy Group

  

  3610 Dewsbury Rd, Winston Salem, NC 27104
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  /32

  Est $786,044 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  603 Lankashire Rd, Winston Salem, NC 27106

  

  603 Lankashire Rd, Winston Salem, NC 27106
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  /30

  $340,000 Sold Mar 21, 2025

  • 1,992 Sq Ft
  • $171/SF
  • 72 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1966

  3266 Robinhood Rd, Winston Salem, NC 27106

  Welcome to this wonderful brick rancher, where charm, convenience, and opportunity come together in perfect harmony! The main level offers a spacious layout featuring three bedrooms, two beautifully updated bathrooms, and a kitchen designed for connection, complete with a generous eat-in dining area. Recent updates, including a new HVAC system, roof, and modern appliances, provide comfort and

  Rob Herald Fathom Realty Greensboro

  

  3266 Robinhood Rd, Winston Salem, NC 27106
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  /36

  Est $530,310 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  798 Hertford Rd, Winston Salem, NC 27104

  

  798 Hertford Rd, Winston Salem, NC 27104
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  /50

  $570,000 Sold Dec 17, 2024

  • 3,712 Sq Ft
  • $154/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1962

  3720 Will Scarlet Rd, Winston Salem, NC 27104

  Special home in a serene setting in the heart of Sherwood Forest! Unparalleled curb appeal highlighted by cedar shiplap and fresh exterior paint. Expansive brick paver patio overlooks exceptional, flat backyard. Unique, modern touches inside and out include curved staircase, some slate flooring, as well as "cable railing" on the rear deck and patio. 4 bedrooms and 3 full baths, plus a den,

  Tori Boysen Berkshire Hathaway HomeServices Carolinas Realty

  

  3720 Will Scarlet Rd, Winston Salem, NC 27104
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  /35

  Est $626,428 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  3460 Pennington Ln, Winston Salem, NC 27106

  

  3460 Pennington Ln, Winston Salem, NC 27106
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  /45

  $591,650 Sold Dec 10, 2024

  • 3,418 Sq Ft
  • $173/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1964

  608 Lankashire Rd, Winston Salem, NC 27106

  Discover exceptional living in this meticulously designed 4-bedroom, 3.5-bath home, located in the Sherwood Forest neighborhood. The spacious, open-concept kitchen boasts a charming breakfast nook and flows seamlessly to a large deck and back patio, creating an ideal space for both entertaining and private relaxation. The tranquil backyard serves as a peaceful sanctuary, while a convenient

  Jill Petras ERA Live Moore

  

  608 Lankashire Rd, Winston Salem, NC 27106
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  /22

  Est $437,430 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  849 Chester Rd, Winston Salem, NC 27104

  

  849 Chester Rd, Winston Salem, NC 27104
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  /29

  $435,000 Sold Dec 02, 2024

  • 2,525 Sq Ft
  • $172/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  3309 York Rd, Winston Salem, NC 27106

  OPEN HOUSE SUNDAY, Nov 3 from 2-4pm. Stunning home filled with character that will be sure to delight you as you explore it for yourself. This kitchen is a chef’s dream! Fully equipped with a large island, gas stove top, granite countertops, double oven and more! Hardwood floors take you throughout the main level, enjoy the spacious living room with friends and expand into the classic dining room

  Joy Lara Keller Williams Realty Elite

  

  3309 York Rd, Winston Salem, NC 27106
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  /38

  Est $473,992 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  818 Chester Rd, Winston Salem, NC 27104

  

  818 Chester Rd, Winston Salem, NC 27104
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  /32

  $464,500 Sold Nov 21, 2024

  • 2,290 Sq Ft
  • $203/SF
  • 15 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1969

  731 Lichfield Rd, Winston Salem, NC 27104

  Wonderful offering in Sherwood Forest on a quiet and picturesque street. This ranch-style home offers a wonderful blend of classic charm and potential for personalization. With beautiful hardwood floors covering most of the main level, the home includes 4 bedrooms, 2 bathrooms, and convenient main-level laundry. The spacious, inviting living areas are perfect for entertaining, featuring a

  Anna Kathryn Reece Berkshire Hathaway HomeServices Carolinas Realty

  

  731 Lichfield Rd, Winston Salem, NC 27104
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  /50

  Est $659,271 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  1050 Yorkshire Rd, Winston Salem, NC 27106

  

  1050 Yorkshire Rd, Winston Salem, NC 27106
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  /32

  $350,000 Sold Nov 01, 2024

  • 2,515 Sq Ft
  • $139/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  3730 Kirklees Rd, Winston Salem, NC 27104

  This solid, "good bones" Old Sherwood brick ranch is ready for its "new do!" Half-acre wooded lot on quiet end of Kirklees; true hardwood floors; large, light-grabbing windows; 2 true masonry fireplaces; oversized basement level double garage, enclosed sunporch opening to brick patio, main level formal rms, den and office; lower level rec room with built-ins; plentiful storage and workshop areas.

  Dee Parker Berkshire Hathaway HomeServices Carolinas Realty

  

  3730 Kirklees Rd, Winston Salem, NC 27104
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  /34

  Est $621,987 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  600 Ravenscar Ct, Winston Salem, NC 27104

  

  600 Ravenscar Ct, Winston Salem, NC 27104
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  /47

  $560,000 Sold Oct 03, 2024

  • 3,040 Sq Ft
  • $184/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  3231 Blenheim Place, Winston Salem, NC 27106

  Come see this beautiful brick home in a premier location in Sherwood Forest! With updated kitchen and baths, it has large rooms, stunning hardwood floors, and newer windows. New roof August 2024. New furnace Dec 2022. Plus 3 living spaces on the main level and a playroom in the basement. This home offers ample storage in the walk-up attic and in the unfinished part of the basement. Located on

  Ruth Prongay Berkshire Hathaway HomeServices Carolinas Realty

  

  3231 Blenheim Place, Winston Salem, NC 27106
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  /49

  Est $680,401 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  490 Archer Rd, Winston Salem, NC 27106

  

  490 Archer Rd, Winston Salem, NC 27106

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