Amazing opportunity in the ever-beautiful Buena Vista neighborhood! This stunning 5-bedroom, 3-bath home at 2729 Monticello is filled with charm and versatility. The main level features a welcoming living room with a beautiful bay window, a stylish kitchen with bar seating, and a spacious dining area flowing into a cozy keeping room—perfect for everyday living and entertaining. The lower level offers a warm and inviting den, laundry room, and an expansive primary bedroom complete with a walk-in closet and spa-like en suite with a soaking tub. The basement apartment adds incredible flexibility with its own kitchenette, full bath, and bedroom; ideal for guests, rental income, or multi-generational living. A rare find full of possibilities! Don’t miss it, schedule your showing today!
Sold for $450,000
$450,000
2729 Monticello Dr, Winston Salem, NC 27106
5beds
3,377sqft
Stick/Site Built, Residential, Single Family Residence
Built in 1958
0.45 Acres Lot
$451,400 Zestimate®
$--/sqft
$3,506 Estimated rent
Home value
$451,400
$420,000 - $488,000
$3,506/mo
Zestimate® history
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$2,743/mo
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List your homeWhat's special
Warm and inviting denBeautiful bay windowWalk-in closetExpansive primary bedroomSpacious dining areaCozy keeping room
Zillow last checked:
Listing updated:
Listed by:
Jason Bragg 336-813-1818,
Leonard Ryden Burr Real Estate
Bought with:
Carolyn Strickland, 283689
Leonard Ryden Burr Real Estate
Source: Triad MLS,MLS#: 1212897
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
Primary bedroom
- Level: Lower
- Dimensions: 14.83 x 11.92
Bedroom 2
- Level: Upper
- Dimensions: 12.58 x 9.92
Bedroom 3
- Level: Upper
- Dimensions: 15.67 x 13.33
Bedroom 4
- Level: Upper
- Dimensions: 12.33 x 12.33
Bedroom 5
- Level: Basement
- Dimensions: 21.08 x 9.5
Bonus room
- Level: Basement
- Dimensions: 21.42 x 8.33
Den
- Level: Lower
- Dimensions: 17.42 x 13.08
Dining room
- Level: Main
- Dimensions: 16.33 x 11.25
Other
- Level: Main
- Dimensions: 21.17 x 11.67
Kitchen
- Level: Main
- Dimensions: 21.25 x 9.42
Laundry
- Level: Lower
- Dimensions: 9.58 x 8.17
Living room
- Level: Main
- Dimensions: 20.67 x 15
Other
- Level: Basement
- Dimensions: 9.58 x 10.25
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Double Oven, Exhaust Fan, Gas Water Heater
- Laundry: Dryer Connection, Washer Hookup
Features
- Built-in Features, Ceiling Fan(s), Dead Bolt(s), Pantry
- Flooring: Carpet, Tile, Vinyl, Wood
- Doors: Insulated Doors
- Windows: Insulated Windows
- Basement: Finished, Basement
- Number of fireplaces: 3
- Fireplace features: Gas Log, Den, Living Room, Playroom
Interior area
- Total structure area: 3,377
- Total interior livable area: 3,377 sqft
- Finished area above ground: 2,623
- Finished area below ground: 754
Property
Parking
- Total spaces: 2
- Parking features: Carport, Driveway, Detached Carport
- Garage spaces: 2
- Has carport: Yes
- Has uncovered spaces: Yes
Features
- Levels: 2.5
- Stories: 2
- Patio & porch: Porch
- Exterior features: Garden
- Pool features: None
Lot
- Size: 0.45 Acres
- Features: Not in Flood Zone
Details
- Additional structures: Storage
- Parcel number: 6816955764
- Zoning: RS12
- 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: 1958
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Buena Vista
HOA
- Has HOA: No
Location
- Region: Winston Salem
Financial & listing details
- Tax assessed value: $501,600
- Annual tax amount: $5,639
- Date on market: 3/19/2026
- Cumulative days on market: 1 day
- Listing agreement: Exclusive Right To Sell
Price history
| Date | Event | Price |
|---|---|---|
| 4/20/2026 | Sold | $450,000-2% |
Source:  Triad MLS #1212897 Report a problem | ||
| 3/23/2026 | Pending sale | $459,000 |
Source: Triad MLS #1212897 Report a problem | ||
| 3/19/2026 | Listed for sale | $459,000+85.1% |
Source: Triad MLS #1212897 Report a problem | ||
| 7/28/2009 | Sold | $248,000-23.7% |
Source: Triad MLS #520081 Report a problem | ||
| 3/3/2009 | Listing removed | $325,000$96/sqft |
Source: Listhub #510720 Report a problem | ||
| 11/15/2008 | Listed for sale | $325,000$96/sqft |
Source: Listhub #510720 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,529 +30.7% | $501,600 +66.3% |
| 2024 | $4,231 +4.8% | $301,600 |
| 2023 | $4,038 +1.9% | $301,600 |
| 2022 | $3,962 +1.8% | $301,600 |
| 2021 | $3,891 +7.9% | $301,600 +15.5% |
| 2020 | $3,607 -0.7% | $261,200 |
| 2019 | $3,633 +5.3% | $261,200 |
| 2018 | $3,450 | $261,200 +15.6% |
| 2016 | -- | $226,043 |
| 2015 | $2,929 +3.1% | $226,043 |
| 2014 | $2,840 | $226,043 |
| 2013 | -- | $226,043 +12.6% |
| 2012 | -- | $200,686 |
| 2011 | -- | $200,686 +7.9% |
| 2010 | -- | $186,037 |
| 2009 | -- | $186,037 +11.4% |
| 2008 | -- | $166,939 |
| 2007 | -- | -- |
| 2006 | -- | $142,640 |
| 2005 | -- | $142,640 +17.2% |
| 2004 | -- | $121,661 |
| 2003 | -- | $121,661 |
| 2002 | -- | $121,661 |
| 2001 | -- | $121,661 +10.1% |
| 2000 | -- | $110,514 |
Find assessor info on the county website
Neighborhood: Reynolda
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Nearby schools
GreatSchools rating
- 10/10Whitaker ElementaryGrades: PK-5Distance: 1.1 mi
- 2/10Wiley MiddleGrades: 6-8Distance: 2.1 mi
- 4/10Reynolds HighGrades: 9-12Distance: 1.9 mi
Schools provided by the listing agent
- Elementary: Whitaker
- Middle: Wiley
- High: Reynolds
Source: Triad MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$451,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$451,400
- North Carolina
- Forsyth County
- Winston-Salem
- 27106
- Reynolda
- 2729 Monticello Dr
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