Real Estate Investment Properties for Sale in Middlesex, VA

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

Explore a variety of short-term homes & houses in Middlesex, VA. Invest wisely with VRBO & Middlesex, 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 Middlesex, VA

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
17536 General Puller Highway Middlesex, VA Handyman Special! Incredible Opportunity to Add Value! ARV $300,000++++! Instant Equity to...	2 beds \| 2 baths \| 1,582 sq.ft.	$99,777	Airbnb cash on cash: 8.76% Traditional cash on cash: 10.63% Airbnb Rental Income: $1562 Traditional Rental Income: $1294 Airbnb ROI: 8.76% Traditional ROI: 10.63%
2977 Butylo Road Middlesex, VA Incredible opportunity to own a 1 of a kind property with approximately 22 acres combined ...	2 beds \| 1 baths \| 2,165 sq.ft.	$995,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.74% Airbnb Rental Income: $1562 Traditional Rental Income: $1834 Airbnb ROI: -0.04% Traditional ROI: 0.74%
1306 General Puller Hwy Middlesex, VA Welcome to 1306 General Puller Hwy, this spacious 4-bedroom, 3-full bath home features a 2...	4 beds \| 3 baths \| 2,211 sq.ft.	$527,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 4.26% Airbnb Rental Income: $2204 Traditional Rental Income: $2698 Airbnb ROI: 2.12% Traditional ROI: 4.26%
Investment Properties for Sale in Other Cities of Virginia
14 Eagle Point Road Hampton , VA Stunning waterfront home featuring high-end finishes throughout. This 4-bedroom property (...	4 beds \| 3 baths \| 3,700 sq.ft.	$759,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 3.39% Airbnb Rental Income: $2833 Traditional Rental Income: $3830 Airbnb ROI: 1.06% Traditional ROI: 3.39%
1935 Wilson Ln #301 McLean , VA Fantastic Location! Updated 1BR/1BA Top-Floor Condo in McLean Chase. Move-in ready with a ...	1 beds \| 1 baths \| 799 sq.ft.	$287,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.85% Airbnb Rental Income: $1756 Traditional Rental Income: $1995 Airbnb ROI: 0.19% Traditional ROI: 2.85%
6116 Franklin Park Rd McLean , VA Tucked in the heart of Franklin Park, this property offers a rare sense of calm and privac...	5 beds \| 3 baths \| 4,024 sq.ft.	$1,749,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.34% Airbnb Rental Income: $4517 Traditional Rental Income: $4291 Airbnb ROI: -0.1% Traditional ROI: 0.34%
203 Cobblestone Reach #F3 Suffolk , VA Tucked into one of Suffolk's desirable communities, this 3-bedroom, 2.5-bath home offers a...	3 beds \| 3 baths \| 1,738 sq.ft.	$358,000	Airbnb cash on cash: -2.66% Traditional cash on cash: 4.97% Airbnb Rental Income: $121 Traditional Rental Income: $2475 Airbnb ROI: -2.66% Traditional ROI: 4.97%
4400 Landfall Drive Williamsburg , VA Nestled on a level one-acre in the Island at Landfall at Jamestown, this custom-built bric...	5 beds \| 3 baths \| 3,445 sq.ft.	$950,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 1.83% Airbnb Rental Income: $4061 Traditional Rental Income: $3259 Airbnb ROI: 1.76% Traditional ROI: 1.83%
2348 Bays Edge Avenue Virginia Beach , VA Bayfront living with private gated access to the Chesapeake Bay! This bright, open 2BR/2.5...	2 beds \| 3 baths \| 1,728 sq.ft.	$495,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.39% Airbnb Rental Income: $2836 Traditional Rental Income: $2609 Airbnb ROI: 2.45% Traditional ROI: 3.39%
745 Bold Street Portsmouth , VA WELCOME TO THIS GORGEOUS RANCH! IT FEATURES BEAUTIFUL CABINETS, GRANITE COUNTERTOPS, BRAND...	3 beds \| 2 baths \| 936 sq.ft.	$244,999	Airbnb cash on cash: 4.4% Traditional cash on cash: 4.58% Airbnb Rental Income: $2106 Traditional Rental Income: $1609 Airbnb ROI: 4.4% Traditional ROI: 4.58%
5912 Old Avenue Newport News , VA Welcome home! This move-in-ready 3-bedroom 2 bath home offers the perfect balance of style...	3 beds \| 2 baths \| 1,387 sq.ft.	$275,900	Airbnb cash on cash: 2.18% Traditional cash on cash: 4.39% Airbnb Rental Income: $1644 Traditional Rental Income: $1757 Airbnb ROI: 2.18% Traditional ROI: 4.39%
321 Confederate Run Ct Highland Springs , VA Great home on cul-de-sac lot backing up to woods. Open floor plan with cathedral ceiling i...	4 beds \| 4 baths \| N/A	$399,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 4.35% Airbnb Rental Income: $1553 Traditional Rental Income: $2405 Airbnb ROI: 0.89% Traditional ROI: 4.35%
2017 Wethersfield Ct Reston , VA Welcome to 2017 Wethersfield Court, a spacious end-unit townhome tucked into one of Reston...	4 beds \| 3 baths \| 2,430 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.01% Airbnb Rental Income: $null Traditional Rental Income: $3705 Airbnb ROI: N/A Traditional ROI: 3.01%
23297 SOUTHDOWN MANOR Terrace #106 Ashburn , VA Natural light, peaceful green views, and thoughtfully designed living spaces come together...	2 beds \| 3 baths \| 1,470 sq.ft.	$500,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.55% Airbnb Rental Income: $2652 Traditional Rental Income: $2589 Airbnb ROI: 2.33% Traditional ROI: 3.55%
113 S Cedar Ave Highland Springs , VA Opportunity awaits at 112 S Cedar Avenue in Highland Springs! Situated on a spacious half-...	3 beds \| 3 baths \| N/A	$279,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 7.36% Airbnb Rental Income: $1475 Traditional Rental Income: $2512 Airbnb ROI: 1.78% Traditional ROI: 7.36%
7412 Wellington Woods Road Sandston , VA Welcome to Wellington Woods, where timeless elegance meets exceptional space and privacy. ...	4 beds \| 4 baths \| 4,438 sq.ft.	$619,950	Airbnb cash on cash: -0.18% Traditional cash on cash: 3.71% Airbnb Rental Income: $1491 Traditional Rental Income: $3306 Airbnb ROI: -0.18% Traditional ROI: 3.71%
1302 Rorer Ave SW Roanoke , VA BUYER INCENTIVE- Seller is offering a $4,000 closing cost credit to accepted offer. Price ...	4 beds \| 3 baths \| 2,688 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.42% Airbnb Rental Income: $null Traditional Rental Income: $2084 Airbnb ROI: N/A Traditional ROI: 9.42%

Real Estate investment in Middlesex, VA

There are 3 properties for sale in the city of Middlesex . The median list price in Middlesex is $527,000 and the average price per square foot is $363. In November 2026, the average monthly cash on cash return in Middlesex is 4.00%. The average monthly rental income in Middlesex is $1,834.

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

There are 3 investment properties available for sale in Middlesex.

In 2026, the best neighborhood to buy investment property is Middlesex.

The ROI for Long-Term is higher than the Short-Term in Middlesex with average rental income of $1,834.

Your search for investment property begins and ends here

Investment Property for Sale in Middlesex, VA

17536 General Puller Highway

Middlesex, VA

2 beds | 2 baths | 1,582 sq.ft.

$99,777

Airbnb cash on cash: 8.76%

Traditional cash on cash: 10.63%

Airbnb Rental Income: $1562

Traditional Rental Income: $1294

Airbnb ROI: 8.76%

Traditional ROI: 10.63%

2977 Butylo Road

Middlesex, VA

2 beds | 1 baths | 2,165 sq.ft.

$995,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $1562

Traditional Rental Income: $1834

Airbnb ROI: -0.04%

Traditional ROI: 0.74%

1306 General Puller Hwy

Middlesex, VA

4 beds | 3 baths | 2,211 sq.ft.

$527,000

Airbnb cash on cash: 2.12%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $2204

Traditional Rental Income: $2698

Airbnb ROI: 2.12%

Traditional ROI: 4.26%

Investment Properties for Sale in Other Cities of Virginia

Hampton , VA

4 beds | 3 baths | 3,700 sq.ft.

$759,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $2833

Traditional Rental Income: $3830

Airbnb ROI: 1.06%

Traditional ROI: 3.39%

McLean , VA

1 beds | 1 baths | 799 sq.ft.

$287,900

Airbnb cash on cash: 0.19%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $1756

Traditional Rental Income: $1995

Airbnb ROI: 0.19%

Traditional ROI: 2.85%

McLean , VA

5 beds | 3 baths | 4,024 sq.ft.

$1,749,900

Airbnb cash on cash: -0.1%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $4517

Traditional Rental Income: $4291

Airbnb ROI: -0.1%

Traditional ROI: 0.34%

Suffolk , VA

3 beds | 3 baths | 1,738 sq.ft.

$358,000

Airbnb cash on cash: -2.66%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $121

Traditional Rental Income: $2475

Airbnb ROI: -2.66%

Traditional ROI: 4.97%

Williamsburg , VA

5 beds | 3 baths | 3,445 sq.ft.

$950,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $4061

Traditional Rental Income: $3259

Airbnb ROI: 1.76%

Traditional ROI: 1.83%

Virginia Beach , VA

2 beds | 3 baths | 1,728 sq.ft.

$495,000