Cheap Apartments for Rent in the Monticello Park Neighborhood of Winston-Salem, NC from $500 (12 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Monticello Park area of Winston-Salem.

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1350 N Chestnut St
2 Bedroom Apartments

1350 N Chestnut St

1350 N Chestnut StWinston-Salem, NC 27105

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Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cheapest Available Monticello Park Apartments for Rent

 

The cheapest available apartment rental in the Monticello Park area of Winston-Salem, NC is a 1 Bed unit found at Kensington Village priced from $910. Crestwood Gardens has the second lowest priced unit, which is a 3 Beds apartment currently listed from $1,025. Here are the most affordable Monticello Park apartments for rent in Winston-Salem, NC:

Apartment ListingModel NameBed/BathPriced From
Kensington VillageThe Saville1BR,1BA$910
Crestwood Gardens3 Bed/ 1 Bath3BR,1BA$1,025
Linville Ridge ApartmentsThe Montgomery2BR,1BA$1,057
Brown School Lofts1 Bdrm Garden, 664 SqFt, Market,1BR,1BA$1,275
The ArtreauxA1.01BR,1BA$1,343

Best Value Apartments for Rent in Monticello Park, NC

As of June 16, 2026 the best value apartment in the Monticello Park area is the $1.81 price per square foot The Skybox Terrace Penthouse Model at Lofts at Whitaker Park in the in the Northeast Winston Salem neighborhood starting from $2,500. The second greatest value Monticello Park apartment is the 3 BR / 1.5 BA R Model at Brookside Townhomes starting at $1,349 with a $1.28 price per square foot in the Northeast Winston Salem neighborhood. Here is today’s list of the best values for Monticello Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Lofts at Whitaker ParkThe Skybox Terrace Penthouse2BR,2BA$1.81
Brookside Townhomes3 BR / 1.5 BA R3BR,1.5BA$1.28
Winston Factory LoftsUNIT 104B, 204B, 304B, 404B, 504B2BR,2BA$1.93
Crestwood GardensCottage 3 Bed / 1 Bath3BR,1BA$1.41
1606 N Patterson Ave, Unit 1604 D N Patterson Ave1606 N Patterson Ave2BR,1BA$1.28
Brown School Lofts1 Bdrm Garden, 660 SqFt, Market,1BR,1BA$1.93
Linville Ridge ApartmentsThe Carolinian1BR,1BA$1.85
Kensington VillageThe Saville1BR,1BA$1.71
The ArtreauxA1.01BR,1BA$3.35

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.