Real Estate Investment Properties for Sale in Gloucester, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6822 Enfield Road Gloucester, VA Over One Acre in Gloucester Courthouse Area! Don't miss the stunning outdoor oasis this br...	4 beds \| 2 baths \| 1,987 sq.ft.	$376,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $2473 Airbnb ROI: N/A Traditional ROI: 5.31%
3346 HICKORY FORK Road Gloucester, VA List price is the Starting Bid at Auction. A 25,000 deposit in cash or guaranteed funds is...	4 beds \| 3 baths \| 2,044 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2682 Airbnb ROI: N/A Traditional ROI: 5.42%
4283 Bufflehead Drive Gloucester, VA This 1,357 sq ft residence sits on a spacious 0.75-acre lot and offers a welcoming blend o...	3 beds \| 2 baths \| 1,357 sq.ft.	$359,900	Airbnb cash on cash: 4.27% Traditional cash on cash: 3.97% Airbnb Rental Income: $2742 Traditional Rental Income: $1994 Airbnb ROI: 4.27% Traditional ROI: 3.97%
5691 Crany Creek DR Gloucester, VA Outstanding move-in ready 2 story home on large lot with covered front porch, attached gar...	3 beds \| 3 baths \| N/A	$359,900	Airbnb cash on cash: 4.54% Traditional cash on cash: 4.66% Airbnb Rental Income: $2742 Traditional Rental Income: $2137 Airbnb ROI: 4.54% Traditional ROI: 4.66%
6279 Jones Creek Drive Gloucester, VA This one's adorable! Nestled on just over a half-acre in the heart of Gloucester, this 3-b...	3 beds \| 2 baths \| 1,176 sq.ft.	$285,000	Airbnb cash on cash: 6.03% Traditional cash on cash: 5.79% Airbnb Rental Income: $2742 Traditional Rental Income: $2033 Airbnb ROI: 6.03% Traditional ROI: 5.79%
7364 Fiddlers Lane Gloucester, VA Easy living in this beautiful Townhouse in Fiddler's Crossing- very desirable area! This 2...	2 beds \| 2 baths \| 1,348 sq.ft.	$379,900	Airbnb cash on cash: 2.79% Traditional cash on cash: 3.04% Airbnb Rental Income: $2503 Traditional Rental Income: $1986 Airbnb ROI: 2.79% Traditional ROI: 3.04%
5544 Glebe Hall Road Gloucester, VA Beautifully Situated on 5 private acres with a tranquil stream, this 4 Bedroom, 3.5 Bath H...	4 beds \| 4 baths \| 2,784 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.16% Airbnb Rental Income: $null Traditional Rental Income: $3255 Airbnb ROI: N/A Traditional ROI: 4.16%
9851 Autumn Woods Lane Gloucester, VA Nestled on a stunning 8.49 acres in Gloucester County, home offers the ultimate privacy an...	3 beds \| 4 baths \| 3,100 sq.ft.	$599,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.54% Airbnb Rental Income: $2742 Traditional Rental Income: $2854 Airbnb ROI: 2.18% Traditional ROI: 3.54%
8656 Indian Road Gloucester, VA Escape the hustle and bustle with this 4 bedroom, 2.5 bath home nestled on 6 beautiful acr...	4 beds \| 3 baths \| 2,475 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $2729 Airbnb ROI: N/A Traditional ROI: 4.97%
9180 Poropotank River Road Gloucester, VA Welcome to your private waterfront retreat, perfectly blending privacy, functionality, and...	4 beds \| 4 baths \| 3,200 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $4220 Airbnb ROI: N/A Traditional ROI: 4.88%
3199 Cappahosic Road Gloucester, VA Adorable renovated river cottage on a double lot for $250,000! Tucked away less than a blo...	2 beds \| 1 baths \| 932 sq.ft.	$250,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 4.47% Airbnb Rental Income: $2503 Traditional Rental Income: $1475 Airbnb ROI: 6.25% Traditional ROI: 4.47%
10765 Farys Mill Road Gloucester, VA Welcome to many of Gloucester living's best aspects - private lane, wooded 6+ acre lot off...	2 beds \| 2 baths \| 2,381 sq.ft.	$412,500	Airbnb cash on cash: 3.2% Traditional cash on cash: 4.34% Airbnb Rental Income: $2503 Traditional Rental Income: $2338 Airbnb ROI: 3.2% Traditional ROI: 4.34%
6915 Healy Avenue Gloucester, VA Stunning, move-in ready 3 bedroom, 2 bathroom rancher located in grand Main Street Landing...	3 beds \| 2 baths \| 1,338 sq.ft.	$392,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 3.56% Airbnb Rental Income: $2742 Traditional Rental Income: $2062 Airbnb ROI: 3.65% Traditional ROI: 3.56%
8376 Daniels Lane Gloucester, VA Welcome to your private oasis! Nestled on nearly 3 acres, this charming 3 bed 2 full bath ...	3 beds \| 2 baths \| 1,440 sq.ft.	$315,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 4.13% Airbnb Rental Income: $2742 Traditional Rental Income: $1712 Airbnb ROI: 5.43% Traditional ROI: 4.13%
5790 York Haven Lane Gloucester, VA 37.98 acres! Astounding Views of York River! This 50's Cottage sits on a high bluff overl...	2 beds \| 1 baths \| 1,273 sq.ft.	$875,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.92% Airbnb Rental Income: $2503 Traditional Rental Income: $1999 Airbnb ROI: 0.79% Traditional ROI: 0.92%
5323 Clay Bank Road Gloucester, VA Diamond in the Rough. Bring your hammers and your saws to finish this 1632 sqft. Ranch. Ma...	2 beds \| 2 baths \| 1,632 sq.ft.	$225,000	Airbnb cash on cash: 7.07% Traditional cash on cash: 2.8% Airbnb Rental Income: $2503 Traditional Rental Income: $987 Airbnb ROI: 7.07% Traditional ROI: 2.8%
5008 Chestnut Fork Road Gloucester, VA NEW CONSTRUCTION on 1.39 acres! Charming rancher with welcoming front porch. 1540 SF featu...	3 beds \| 2 baths \| 1,540 sq.ft.	$415,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 3.55% Airbnb Rental Income: $2742 Traditional Rental Income: $2089 Airbnb ROI: 3.57% Traditional ROI: 3.55%
4886 Rosewell Drive Gloucester, VA Discover your peaceful retreat in this beautifully remodeled custom-built home! Brand new ...	3 beds \| 3 baths \| 2,214 sq.ft.	$424,900	Airbnb cash on cash: 3.6% Traditional cash on cash: 4.76% Airbnb Rental Income: $2742 Traditional Rental Income: $2558 Airbnb ROI: 3.6% Traditional ROI: 4.76%
7397 Sinclair Way #4-A-1 Gloucester, VA Fiddlers Crossing First Floor Condominium! Like New 2 bedrooms, 2 bathrooms, Large great...	2 beds \| 2 baths \| 1,166 sq.ft.	$355,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 3.97% Airbnb Rental Income: $2503 Traditional Rental Income: $1993 Airbnb ROI: 3.68% Traditional ROI: 3.97%
63 SPRINGDALE RD Gloucester, VA The To-Be-Built Aspen on an unfinished walkout basement in Creekwood Village functions as ...	4 beds \| 3 baths \| 2,918 sq.ft.	$605,200	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2913 Airbnb ROI: N/A Traditional ROI: 3.16%
71 SUNBIRD LN Gloucester, VA The To-Be-Built Aspen in Creekwood Village functions as an open-concept design but each de...	4 beds \| 4 baths \| 3,515 sq.ft.	$604,835	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $3363 Airbnb ROI: N/A Traditional ROI: 3.95%
8029 Pinetta Road Gloucester, VA SPREAD OUT on over 2 acres and enjoy country living in this well maintained 3 BR, 2.5 BA R...	3 beds \| 3 baths \| 1,836 sq.ft.	$439,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 3.76% Airbnb Rental Income: $2742 Traditional Rental Income: $2292 Airbnb ROI: 3.29% Traditional ROI: 3.76%
68 SUNBIRD LN Gloucester, VA The To-Be-Built Chestnut on an unfinished walkout basement now available is to customize i...	4 beds \| 3 baths \| 2,319 sq.ft.	$536,645	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $2708 Airbnb ROI: N/A Traditional ROI: 3.37%
6960 Hidden Brook Drive Gloucester, VA Experience unmatched privacy and comfort in this 3-bedroom, 2.5-bath, 2,958 sq ft custom w...	3 beds \| 3 baths \| 2,958 sq.ft.	$560,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.12% Airbnb Rental Income: $2742 Traditional Rental Income: $3029 Airbnb ROI: 2.33% Traditional ROI: 4.12%
8246 Robins Neck Road Gloucester, VA An Equestrian's Dream found in eastern Virginia where the coast meets the country. This wo...	3 beds \| 3 baths \| 2,750 sq.ft.	$775,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 2.29% Airbnb Rental Income: $2742 Traditional Rental Income: $2771 Airbnb ROI: 1.35% Traditional ROI: 2.29%
4506 Hickory Fork Road Gloucester, VA Welcome 4506 Hickory Fork Rd! This Home has much to offer. This Cape Cod offers 3 bedrooms...	3 beds \| 2 baths \| 1,410 sq.ft.	$204,840	Airbnb cash on cash: 8.6% Traditional cash on cash: 9.34% Airbnb Rental Income: $2742 Traditional Rental Income: $2241 Airbnb ROI: 8.6% Traditional ROI: 9.34%
5556 Roanes Wharf Road Gloucester, VA Over 7 acres of serene water frontage at the mouth of Wilson Creek with deep water access ...	4 beds \| 3 baths \| 2,513 sq.ft.	$1,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $3247 Airbnb ROI: N/A Traditional ROI: 0.51%
9782 Anchorage Lane Gloucester, VA Country dream home, on 6.6 acres of land, fronting the North River. Attached 2 car garage....	4 beds \| 3 baths \| 3,432 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $3599 Airbnb ROI: N/A Traditional ROI: 3.44%
4498 Hermitage Lane Gloucester, VA York River Waterfront. Enjoy the fabulous breezes and expansive views on the York River. H...	3 beds \| 3 baths \| 3,616 sq.ft.	$699,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 1.28% Airbnb Rental Income: $2742 Traditional Rental Income: $1969 Airbnb ROI: 1.48% Traditional ROI: 1.28%
6323 Janice Court Gloucester, VA This 3166sqft deceptively spacious 4BR, 3BA rancher is full of surprises! Tucked in a cul-...	4 beds \| 3 baths \| 3,876 sq.ft.	$484,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2852 Airbnb ROI: N/A Traditional ROI: 4.33%
10114 New Hope Court Gloucester, VA Tucked away on 5 serene, wooded acres on New Hope Ct, this versatile property feels like a...	3 beds \| 3 baths \| 2,811 sq.ft.	$620,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.3% Airbnb Rental Income: $2742 Traditional Rental Income: $2790 Airbnb ROI: 2.11% Traditional ROI: 3.3%
6223 Ruth Drive Gloucester, VA This beautiful home features 9-ft ceilings, a stone gas fireplace, Whirlpool Duet front-lo...	4 beds \| 3 baths \| 2,600 sq.ft.	$455,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $2838 Airbnb ROI: N/A Traditional ROI: 4.76%
3948 Beechwood Lane Gloucester, VA Tucked away yet conveniently located, this well-maintained and updated 3-bedroom, 2-bath r...	3 beds \| 2 baths \| 1,493 sq.ft.	$340,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 4.71% Airbnb Rental Income: $2742 Traditional Rental Income: $2062 Airbnb ROI: 4.81% Traditional ROI: 4.71%
6592 Lake View Drive Gloucester, VA FRESH PAINT!! Whether you're downsizing or searching for your first home, this 1,296 sq. ...	3 beds \| 2 baths \| 1,296 sq.ft.	$272,900	Airbnb cash on cash: 6.31% Traditional cash on cash: 5.68% Airbnb Rental Income: $2742 Traditional Rental Income: $1935 Airbnb ROI: 6.31% Traditional ROI: 5.68%
6634 Lunsford Drive Gloucester, VA September Move -in! Welcome to the Delmar in Lakewood Village, Prince George's first-ever ...	3 beds \| 3 baths \| 1,500 sq.ft.	$329,990	Airbnb cash on cash: 5.04% Traditional cash on cash: 5.01% Airbnb Rental Income: $2742 Traditional Rental Income: $2088 Airbnb ROI: 5.04% Traditional ROI: 5.01%
7101 Ark Road Gloucester, VA This beautifully renovated home offering the best of both worlds: the peace and privacy of...	3 beds \| 3 baths \| 2,000 sq.ft.	$419,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.94% Airbnb Rental Income: $2742 Traditional Rental Income: $2573 Airbnb ROI: 3.73% Traditional ROI: 4.94%
8950 COOK Drive Gloucester, VA Waterfront Brick Rancher in Gloucester, VA - Endless Potential! Discover this waterfront g...	3 beds \| 2 baths \| 1,591 sq.ft.	$689,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 2.05% Airbnb Rental Income: $2742 Traditional Rental Income: $2361 Airbnb ROI: 1.64% Traditional ROI: 2.05%
6723 Nolan Run Gloucester, VA Move Right In & Start Living Easy. Beautifully maintained, almost new home offers the perf...	3 beds \| 2 baths \| 1,528 sq.ft.	$379,900	Airbnb cash on cash: 3.71% Traditional cash on cash: 4.03% Airbnb Rental Income: $2742 Traditional Rental Income: $2212 Airbnb ROI: 3.71% Traditional ROI: 4.03%
64C SPRINGDALE RD Gloucester, VA Ready to build from the ground up? The Chestnut offers a personalized homebuilding experie...	4 beds \| 3 baths \| 2,319 sq.ft.	$545,400	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $2697 Airbnb ROI: N/A Traditional ROI: 3.27%
64D SPRINGDALE RD Gloucester, VA Start fresh and build the Aspen from the ground up in Creekwood Village, with an estimated...	4 beds \| 3 baths \| 2,758 sq.ft.	$585,400	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $2904 Airbnb ROI: N/A Traditional ROI: 3.31%

Real Estate investment in Gloucester, VA

There are 64 properties for sale in the city of Gloucester . The median list price in Gloucester is $422,400 and the average price per square foot is $202. In October 2025, the average monthly cash on cash return in Gloucester is 4.00%. The average monthly rental income in Gloucester is $2,326.

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

There are 64 investment properties available for sale in Gloucester.

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

The ROI for Short-Term is higher than the Long-Term in Gloucester with average rental income of $2,742.

Your search for investment property begins and ends here

Investment Property for Sale in Gloucester, VA

6822 Enfield Road

Gloucester, VA

4 beds | 2 baths | 1,987 sq.ft.

$376,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2473

Airbnb ROI: N/A

Traditional ROI: 5.31%

3346 HICKORY FORK Road

Gloucester, VA

4 beds | 3 baths | 2,044 sq.ft.

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2682

Airbnb ROI: N/A

Traditional ROI: 5.42%

4283 Bufflehead Drive

Gloucester, VA

3 beds | 2 baths | 1,357 sq.ft.

$359,900

Airbnb cash on cash: 4.27%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $2742

Traditional Rental Income: $1994

Airbnb ROI: 4.27%

Traditional ROI: 3.97%

5691 Crany Creek DR

Gloucester, VA

3 beds | 3 baths | N/A

$359,900

Airbnb cash on cash: 4.54%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $2742

Traditional Rental Income: $2137

Airbnb ROI: 4.54%

Traditional ROI: 4.66%

6279 Jones Creek Drive

Gloucester, VA

3 beds | 2 baths | 1,176 sq.ft.

$285,000

Airbnb cash on cash: 6.03%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $2742

Traditional Rental Income: $2033

Airbnb ROI: 6.03%

Traditional ROI: 5.79%

7364 Fiddlers Lane

Gloucester, VA

2 beds | 2 baths | 1,348 sq.ft.

$379,900

Airbnb cash on cash: 2.79%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $2503

Traditional Rental Income: $1986

Airbnb ROI: 2.79%

Traditional ROI: 3.04%

5544 Glebe Hall Road

Gloucester, VA

4 beds | 4 baths | 2,784 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.16%

Airbnb Rental Income: $null

Traditional Rental Income: $3255

Airbnb ROI: N/A

Traditional ROI: 4.16%

9851 Autumn Woods Lane

Gloucester, VA

3 beds | 4 baths | 3,100 sq.ft.

$599,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2742

Traditional Rental Income: $2854

Airbnb ROI: 2.18%