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2729 Monticello Drive Winston-Salem, NC $ 459,000
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2729 Monticello Drive
$ 459,000
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2729 Monticello Drive

Winston-Salem, NC, 27106
$ 459,000
Bedrooms5 Baths3.0 Sq 3,377

Monthly Estimate*

$ 2,826

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View a Virtual Tour

Single Family Home for sale in Winston-Salem, NC

for $459,000 with 5 bedrooms and 3 full baths. This 3,377 square foot home was built in 1958 on a lot size of 0.45.

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!

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Single Family Active

Price

$ 459,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 5,639

Style

House

Lot Size

0.45

Year Built

1958

Town/City

Winston-Salem

County/Region

Forsyth

MLS | Web ID

1212897
Features
Interior
Interior Amenities Built-in Features Ceiling Fan(s) Dead Bolt(s) Pantry
Basement Finished Basement
Flooring Carpet Tile Vinyl Wood
Total Fireplaces 3
Fireplace Features Gas Log Den Living Room Playroom
Above Grade Finished Area 2623
Half Baths 0
Laundry Features Dryer Connection Washer Hookup
Total Bedrooms 5
Below Grade Finished Area 754
Main Level Bathrooms 2
Total Baths 3
Energy Features Insulated Doors Insulated Windows
Heating Fuel Natural Gas
Water Heater Gas
Primary On Main No
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General
Sewer Public Sewer
Heating Forced Air Natural Gas
Cooling Central Air
Appliances Dishwasher Disposal Double Oven Exhaust Fan Gas Water Heater
Zoning RS12
Garage Spaces 2
Pool Features None
Construction Materials Brick Wood Siding
Year Built 1958
Levels 2.5
Property Subtype Stick/Site Built
County Forsyth
Property Type Residential
HOA No
Subdivision Name Buena Vista
Other Structures Storage
Total Rooms 13
Full Baths 3
Status Active
Directions From N Stratford left on Reynolda Rd. Left on Monticello. House on the right.
High School Reynolds
City Winston-Salem
Elementary School Whitaker
Tax Annual Amount 5639.2
Middle/Junior High School Wiley
Virtual Tour https://my.matterport.com/show/?m=ZHz1vvo7nx2&mls=1
Structure Type House
Standard Status Active
Additional School Info Zone Buyer to verify
Pool Y/N No
Porch Y/N Yes
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Exterior
Exterior Amenities Garden
Parking Features Carport Driveway Detached Carport
Water Source Public
Building Area Total 3377
Lot Size Acres 0.45
Door Features Insulated Doors
Garage Description Detached Carport
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Internal Only
Street Number 1 2729
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* Excluded Features
List By
Jason Bragg

Listing Agent

Leonard Ryden Burr Real Estate

Broker

jason.bragg@golrb.com

Email

Affordability Calculator

$3,296
Per Month
86%
14%
0%
Monthly Principal & Interest
$2,826
Monthly Property Taxes
$470
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5424480 Elementary School
1822689 Middle School
Reynolds High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
3/19/2026$459,000 Listed Price

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2729 Monticello Drive, Winston-Salem, NC, 27106 is a Single Family Home for sale at $459,000 with 3,377 sqft and a lot size of 0.45. 2729 Monticello Drive has 5 bedrooms, 3.0 baths, and was built in 1958. The property's zip code is 27106 which is in Winston-Salem, NC

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