COUNT THE POSSIBILITIES! Situated on 1.58 acres, this unique property features a spacious 3-bedroom main residence with 2,622 heated square feet, plus a separate guest house and an in-ground pool! The main home offers a den, sunroom, bonus room, playroom, two fireplaces, main-level laundry and generous living space. The detached guest house provides a kitchen, living room, bedroom, full bath, laundry and mini-split HVAC—ideal for guests, extended living or flexible use. The guest-house portion may offer potential for future subdivision and separate sale, subject to all applicable governmental approvals. Buyer should independently verify feasibility with the applicable city/county zoning, planning, health and permitting authorities. Additional highlights include a fenced backyard, covered porch, deck, paved driveway, garden space and storage buildings. A rare property offering space, versatility and exciting possibilities!
For sale
$599,000
4162 Glenn Hi Rd, Winston Salem, NC 27107
3beds
2,622sqft
Stick/Site Built, Residential, Single Family Residence
Built in 1954
1.58 Acres Lot
$564,800 Zestimate®
$--/sqft
$-- HOA
What's special
- 33 days
- 642
- 12
Zillow last checked:
Listing updated:
Listed by:
Ashton Chase 336-279-6591,
Keller Williams Realty Elite
Source: Triad MLS,MLS#: 1233922
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
- Main level bathrooms: 3
Living room
- Level: Main
- Dimensions: 19.75 x 12.83
Heating
- Floor Furnace, Electric, Oil
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Exhaust Fan, Free-Standing Range, Electric Water Heater
Features
- Guest Quarters, In-Law Floorplan
- Flooring: Carpet, Laminate, Wood
- Basement: Finished, Basement
- Number of fireplaces: 2
- Fireplace features: Basement, Den
Interior area
- Total structure area: 2,622
- Total interior livable area: 2,622 sqft
- Finished area above ground: 2,044
- Finished area below ground: 578
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Porch
- Exterior features: Dog Run
- Pool features: In Ground
- Fencing: Fenced
Lot
- Size: 1.58 Acres
- Dimensions: 307 × 357 × 197 × 234
- Features: Not in Flood Zone
Living quarters
- Secondary features: Second Living Quarters
Details
- Parcel number: 6864357574000
- Zoning: RS20
- Special conditions: Owner Sale
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Stick/Site Built, Residential, Single Family Residence
Materials
- Brick, Wood Siding
Condition
- Year built: 1954
Utilities & green energy
- Sewer: Private Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winston Salem
Financial & listing details
- Tax assessed value: $305,200
- Annual tax amount: $3,488
- Date on market: 8/28/2026
- Cumulative days on market: 33 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
Estimated market value
$564,800
$537,000 - $593,000
$2,819/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/29/2026 | Listed for sale | $599,000+185.2% |
Source:  Triad MLS #1233922 Report a problem | ||
| 8/2/2019 | Sold | $210,000-6.6% |
Source: Triad MLS #941193 Report a problem | ||
| 7/21/2019 | Pending sale | $224,900$86/sqft |
Source: Realty One #941193 Report a problem | ||
| 7/18/2019 | Listed for sale | $224,900+20.3%$86/sqft |
Source: Realty One #941193 Report a problem | ||
| 3/16/2017 | Sold | $187,000-6.5% |
Source: Triad MLS #809124 Report a problem | ||
| 3/10/2017 | Pending sale | $199,900$76/sqft |
Source: Visual Tour #809124 Report a problem | ||
| 11/28/2016 | Price change | $199,900-9.1%$76/sqft |
Source: Visual Tour #809124 Report a problem | ||
| 9/21/2016 | Listed for sale | $219,900$84/sqft |
Source: Visual Tour #809124 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,364 +13.3% | $305,200 +44.2% |
| 2024 | $2,970 +4.8% | $211,700 |
| 2023 | $2,834 +1.9% | $211,700 |
| 2022 | $2,781 +1.8% | $211,700 |
| 2021 | $2,731 -0.1% | $211,700 +6.9% |
| 2020 | $2,734 +15.4% | $198,000 +16.2% |
| 2019 | $2,370 +5.3% | $170,400 |
| 2018 | $2,251 | $170,400 -7% |
| 2016 | $2,251 +62% | $183,302 |
| 2015 | $1,389 -39.7% | $183,302 |
| 2014 | $2,304 | $183,302 |
| 2013 | -- | $183,302 -5.5% |
| 2012 | -- | $193,881 |
| 2011 | -- | $193,881 |
| 2010 | -- | $193,881 |
| 2009 | -- | $193,881 +8.4% |
| 2008 | -- | $178,899 |
| 2007 | -- | $178,899 |
| 2006 | -- | $178,899 |
| 2005 | -- | $178,899 +27.7% |
| 2004 | -- | $140,048 |
| 2003 | -- | $140,048 |
| 2002 | -- | $140,048 |
| 2001 | -- | $140,048 +17.6% |
| 2000 | -- | $119,114 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 27107
- $280,8003 bd2 ba1.4k sqft4158 Glenn Hi Rd, Winston Salem, NC 27107Off Market
- $241,2003 bd1 ba1.4k sqft4176 Glenn Hi Rd, Winston Salem, NC 27107Off Market
- $377,6004 bd2 ba2.9k sqft4207 Shadetree Cir, Winston Salem, NC 27107Off Market
- $439,5004 bd2 ba3.7k sqft4203 Shadetree Cir, Winston Salem, NC 27107Off Market
Similar homes
- $584,9003 bd3 ba2.5k sqft283 Norwood Hills Dr, Winston Salem, NC 27107For Sale
MLS ID #1227138, Natasha Nelson. Triad MLS - $610,0004 bd3 ba3.2k sqft8908 Cedar Spring Dr, Colfax, NC 27235For Sale
MLS ID #1234667, Glenda Leinbach. Triad MLS - $485,0004 bd3 ba2.7k sqft1301 Watson Ave, Winston Salem, NC 27103For Sale
MLS ID #1236947, Luis Peralta. Triad MLS - $425,0003 bd3 ba2.1k sqft288 Hillside Ct, Winston Salem, NC 27107For Sale
MLS ID #1229706, Kim Kennedy. Triad MLS - $330,0003 bd2 ba1.4k sqft243 Farmingdale Ave, Winston Salem, NC 27107For SaleMLS ID #1222366, LeAnn Tinnin. Triad MLS
- $519,9004 bd3 ba3k sqft486 Windsor Park Rd, Kernersville, NC 27284For SaleMLS ID #1228552, Luray Jordan. Triad MLS
- $475,0003 bd3 ba2.2k sqft4184 Sunnydell Dr, Winston Salem, NC 27106For SaleMLS ID #1231196, Charlie Hudson, Jr.. Triad MLS
- $425,0004 bd3 ba2.6k sqft499 Reigate Dr, Kernersville, NC 27284For SaleMLS ID #1235078, Shelly Hartman. Triad MLS
- $335,0004 bd3 ba2.2k sqft208 Water Lily Cir, Winston Salem, NC 27107For SaleMLS ID #1222412, Brenda Thompson. Triad MLS
- $339,9004 bd3 ba1.8k sqft281 Oak Grove Church Rd, Winston Salem, NC 27107For SaleMLS ID #1226629, Paola McQueen. Triad MLS
- $375,0003 bd1 ba2.1k sqft3180 Williston Rd, Walkertown, NC 27051For SaleMLS ID #1236088, Craig Tribus. Triad MLS
- $489,9004 bd3 ba3.1k sqft930 Foxhall Dr, Winston Salem, NC 27106For SaleMLS ID #1235973, Beau Dancy. Triad MLS
- $524,9004 bd3 ba2.2k sqft(Undisclosed Address), Winston Salem, NC 27103For SaleMLS ID #1216649, Richard Laliberte. Triad MLS
- $535,0003 bd3 ba1.7k sqft200 Enterprise Rd, Lexington, NC 27295For SaleMLS ID #1228797, Joshua Tackett. Triad MLS
- $499,9004 bd3 ba2.7k sqft5510 Mecklenburg Rd, Greensboro, NC 27407For SaleMLS ID #1234405, Stacey Ofsanko. Triad MLS
- $349,9003 bd2 ba2.2k sqft241 Commonwealth Dr, Winston Salem, NC 27104For SaleMLS ID #1231355, Camron Reid. Triad MLS
- $525,0004 bd2 ba2k sqft1753 Smith Farm Rd, Lexington, NC 27292For SaleMLS ID #1234257, Michele Bowman. Triad MLS
- $335,0003 bd3 ba2.7k sqft702 Granville Dr SW, Winston Salem, NC 27101For SaleMLS ID #1227540, Teresa Blackburn. Triad MLS
- $495,0003 bd2 ba3.4k sqft5923 Arcadia Dr, Greensboro, NC 27410For SaleMLS ID #1234691, Tara Pittman. Triad MLS
