Real Estate Investment Properties for Sale in Chester, VA

Looking for investment property in Chester, VA with high ROI ?

Explore a variety of short-term homes & houses in Chester, VA. Invest wisely with VRBO & Chester, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Chester, VA

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9601 Varina Road Chester, VA Welcome to this private sanctuary nestled on over 6 peaceful acres, just 15 minutes from R...	4 beds \| 3 baths \| 2,002 sq.ft.	$435,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $2725 Airbnb ROI: N/A Traditional ROI: 4.87%
Investment Properties for Sale in Other Cities of Virginia
307 Cobble Stone Williamsburg , VA 4 spacious bedrooms and 2.5 bathrooms, it offers a modern, refreshed feel in every room. T...	4 beds \| 3 baths \| 2,156 sq.ft.	$449,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 4.74% Airbnb Rental Income: $653 Traditional Rental Income: $2780 Airbnb ROI: -1.03% Traditional ROI: 4.74%
1101 Knights Bridge Lane Virginia Beach , VA Welcome to this charming Traditional Home nestled in an established Virginia Beach neighbo...	4 beds \| 3 baths \| 3,200 sq.ft.	$875,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.83% Airbnb Rental Income: $2814 Traditional Rental Income: $4057 Airbnb ROI: 0.49% Traditional ROI: 2.83%
1171 Chain Bridge Rd McLean , VA 1171 Chain Bridge Rd, McLean, VA 22101 \| Single Family Residential	8 beds \| 10 baths \| 20,000 sq.ft.	$18,000,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -1.5% Airbnb Rental Income: $3261 Traditional Rental Income: $5372 Airbnb ROI: -1.67% Traditional ROI: -1.5%
4940 Old Main Street unit: 506 #506 Richmond , VA Temp Withdrawn due to flooring installation. Discover the pinnacle of WATERFRONT Maintenan...	2 beds \| 2 baths \| 1,859 sq.ft.	$630,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.83% Airbnb Rental Income: $2580 Traditional Rental Income: $3021 Airbnb ROI: 0.03% Traditional ROI: 1.83%
7501 River Road #16B Newport News , VA Breathtaking James River views in Windward Towers - Gated Waterfront Living. "Million-Doll...	2 beds \| 2 baths \| 1,100 sq.ft.	$223,000	Airbnb cash on cash: -5.58% Traditional cash on cash: -0.97% Airbnb Rental Income: $471 Traditional Rental Income: $1176 Airbnb ROI: -5.58% Traditional ROI: -0.97%
4165 Laurel Green Circle Virginia Beach , VA Live in the heart of Virginia Beach! This updated condo features vaulted ceilings and an o...	2 beds \| 1 baths \| 1,011 sq.ft.	$219,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 4.8% Airbnb Rental Income: $1518 Traditional Rental Income: $1514 Airbnb ROI: 2.69% Traditional ROI: 4.8%
11767 ARBOR GLEN Way Reston , VA Don't miss out on this beautifully updated 3 level townhouse with 3 bedrooms and 3.5 baths...	3 beds \| 4 baths \| 2,541 sq.ft.	$785,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.63% Airbnb Rental Income: $2401 Traditional Rental Income: $2992 Airbnb ROI: 0.01% Traditional ROI: 1.63%
8330 Scottingham Drive Chesterfield , VA This beautiful home presents a rare opportunity for contemporary living, all on one story....	3 beds \| 2 baths \| 1,150 sq.ft.	$299,500	Airbnb cash on cash: -0.1% Traditional cash on cash: 5.01% Airbnb Rental Income: $912 Traditional Rental Income: $2012 Airbnb ROI: -0.1% Traditional ROI: 5.01%
2915 Murano Way Glen Allen , VA Seller offering closing cost assistance and allowances! The original model end-unit at Vil...	3 beds \| 4 baths \| 2,976 sq.ft.	$529,950	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.63% Airbnb Rental Income: $1720 Traditional Rental Income: $2757 Airbnb ROI: 0.57% Traditional ROI: 3.63%
373 Circuit Lane #A Richmond , VA This well-maintained unit offers a bright and open living area perfect for relaxing or ent...	3 beds \| 3 baths \| 1,422 sq.ft.	$194,800	Airbnb cash on cash: 0.18% Traditional cash on cash: 7.29% Airbnb Rental Income: $903 Traditional Rental Income: $1878 Airbnb ROI: 0.18% Traditional ROI: 7.29%
88 Stripers Landing RD Moneta , VA Charming Updated Home in a Desirable Smith Mountain Lake Community! This recently updated ...	3 beds \| 2 baths \| 2,372 sq.ft.	$395,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.64% Airbnb Rental Income: $1583 Traditional Rental Income: $2347 Airbnb ROI: 1.35% Traditional ROI: 4.64%
440 Augusta WAY Wirtz , VA Exquisite waterfront residence in a premier Smith Mountain Lake setting! Captivating lake...	5 beds \| 4 baths \| 4,770 sq.ft.	$1,475,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.08% Airbnb Rental Income: $null Traditional Rental Income: $3346 Airbnb ROI: N/A Traditional ROI: 1.08%
5005 Wynne Court Virginia Beach , VA Beautifully renovated 4-bedroom, 3.5-bathroom home featuring two primary bedrooms. KEY UP...	4 beds \| 4 baths \| 2,997 sq.ft.	$609,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 5.36% Airbnb Rental Income: $2190 Traditional Rental Income: $4141 Airbnb ROI: 0.95% Traditional ROI: 5.36%
7 Norwood St Kilmarnock , VA Charming 3BR/2BA home located in the heart of Kilmarnock on a desirable corner lot, with a...	5 beds \| 3 baths \| 2,605 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.63% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 8.63%
2125 Yellow Mountain RD Roanoke , VA This rare opportunity to own one of South Roanoke's premier and most spacious condos! This...	3 beds \| 3 baths \| N/A	$1,225,000	Airbnb cash on cash: 0% Traditional cash on cash: -0.68% Airbnb Rental Income: $3168 Traditional Rental Income: $1675 Airbnb ROI: 0% Traditional ROI: -0.68%

Real Estate investment in Chester, VA

There are 1 properties for sale in the city of Chester . The median list price in Chester is $433,740 and the average price per square foot is $196. In December 2025, the average monthly cash on cash return in Chester is 4.00%. The average monthly rental income in Chester is $2,598.

Chester, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 1 investment properties available for sale in Chester.

In 2025, the best neighborhood to buy investment property is Chester.

The ROI for Long-Term is higher than the Short-Term in Chester with average rental income of $2,598.

Your search for investment property begins and ends here

Investment Property for Sale in Chester, VA

9601 Varina Road

Chester, VA

4 beds | 3 baths | 2,002 sq.ft.

$435,999

Airbnb cash on cash: N/A

Traditional cash on cash: 4.87%

Airbnb Rental Income: $null

Traditional Rental Income: $2725

Airbnb ROI: N/A

Traditional ROI: 4.87%

Investment Properties for Sale in Other Cities of Virginia

Williamsburg , VA

4 beds | 3 baths | 2,156 sq.ft.

$449,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $653

Traditional Rental Income: $2780

Airbnb ROI: -1.03%

Traditional ROI: 4.74%

Virginia Beach , VA

4 beds | 3 baths | 3,200 sq.ft.

$875,000

Airbnb cash on cash: 0.49%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $2814

Traditional Rental Income: $4057

Airbnb ROI: 0.49%

Traditional ROI: 2.83%

McLean , VA

8 beds | 10 baths | 20,000 sq.ft.

$18,000,000

Airbnb cash on cash: -1.67%

Traditional cash on cash: -1.5%

Airbnb Rental Income: $3261

Traditional Rental Income: $5372

Airbnb ROI: -1.67%

Traditional ROI: -1.5%

Richmond , VA

2 beds | 2 baths | 1,859 sq.ft.

$630,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $2580

Traditional Rental Income: $3021

Airbnb ROI: 0.03%

Traditional ROI: 1.83%

Newport News , VA

2 beds | 2 baths | 1,100 sq.ft.

$223,000

Airbnb cash on cash: -5.58%

Traditional cash on cash: -0.97%

Airbnb Rental Income: $471

Traditional Rental Income: $1176

Airbnb ROI: -5.58%

Traditional ROI: -0.97%

Virginia Beach , VA

2 beds | 1 baths | 1,011 sq.ft.

$219,000

Airbnb cash on cash: 2.69%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $1518

Traditional Rental Income: $1514

Airbnb ROI: 2.69%

Traditional ROI: 4.8%

Reston , VA

3 beds | 4 baths | 2,541 sq.ft.

$785,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $2401

Traditional Rental Income: $2992

Airbnb ROI: 0.01%

Traditional ROI: 1.63%

Chesterfield , VA

3 beds | 2 baths | 1,150 sq.ft.

$299,500

Airbnb cash on cash: -0.1%

Traditional cash on cash: 5.01%