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
5414 York Haven Lane Gloucester, VA Riverside retreat meets luxury living on historic land once gifted to John Smith by the Ca...	3 beds \| 3 baths \| 2,359 sq.ft.	$885,000	Airbnb cash on cash: 1% Traditional cash on cash: 2.16% Airbnb Rental Income: $2742 Traditional Rental Income: $3045 Airbnb ROI: 1% Traditional ROI: 2.16%
6336 Meadow Drive Gloucester, VA Charming one-story home on over 5 private acres in the heart of Gloucester! This 3-bedroom...	3 beds \| 2 baths \| 1,682 sq.ft.	$394,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.79% Airbnb Rental Income: $2742 Traditional Rental Income: $2040 Airbnb ROI: 3.95% Traditional ROI: 3.79%
5691 Crany Creek Drive Gloucester, VA Outstanding move-in ready 2 story home on large lot with covered front porch, attached gar...	3 beds \| 3 baths \| 1,463 sq.ft.	$364,900	Airbnb cash on cash: 4.46% Traditional cash on cash: 4.58% Airbnb Rental Income: $2742 Traditional Rental Income: $2137 Airbnb ROI: 4.46% Traditional ROI: 4.58%
12107 Harcum Road Gloucester, VA 12107 Harcum Rd is a very well maintained home, ready for it's next chapter with you! Situ...	3 beds \| 3 baths \| 1,900 sq.ft.	$435,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.29% Airbnb Rental Income: $2742 Traditional Rental Income: $2015 Airbnb ROI: 3.48% Traditional ROI: 3.29%
7989 Pinetta Road Gloucester, VA Adorable Ranch nestled on 1.54 private acres. Peace and quiet Country Living! This cute ho...	3 beds \| 2 baths \| 1,092 sq.ft.	$320,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 4.98% Airbnb Rental Income: $2742 Traditional Rental Income: $2018 Airbnb ROI: 5.24% Traditional ROI: 4.98%
5482 Ark Road Gloucester, VA Embrace country living in this delightful 4-bedroom Cape Cod on 1.23 acres. Meticulously m...	4 beds \| 2 baths \| 1,512 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.38% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 4.38%
4651 Johns Point Road Gloucester, VA Fully updated in 2021, this 3-bedroom, 2-bath home had all major systems replaced- includi...	3 beds \| 2 baths \| 1,053 sq.ft.	$299,999	Airbnb cash on cash: 5.63% Traditional cash on cash: 4.9% Airbnb Rental Income: $2742 Traditional Rental Income: $1892 Airbnb ROI: 5.63% Traditional ROI: 4.9%
11264 Rivers Edge Terrace Gloucester, VA Like-new & beautifully appointed, this 4BR, 2.5BA home in the Riverwatch neighborhood with...	4 beds \| 3 baths \| 3,311 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $2834 Airbnb ROI: N/A Traditional ROI: 2.48%
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%
3876 Owl Trap Road Gloucester, VA Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch nestled on 5 scenic acres....	3 beds \| 2 baths \| 1,700 sq.ft.	$400,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 2.5% Airbnb Rental Income: $2742 Traditional Rental Income: $1559 Airbnb ROI: 3.93% Traditional ROI: 2.5%
10515 Indian Road Gloucester, VA Welcome to 10515 Indian Road, a rare opportunity to create your dream retreat on 5 serene ...	3 beds \| 2 baths \| 2,070 sq.ft.	$300,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 6.46% Airbnb Rental Income: $2742 Traditional Rental Income: $2337 Airbnb ROI: 5.61% Traditional ROI: 6.46%
5637 Crany Creek Drive Gloucester, VA Charming and Spacious Cape Cod nestled in the desirable Crany Creek neighborhood, just mom...	3 beds \| 3 baths \| 2,134 sq.ft.	$405,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 5.19% Airbnb Rental Income: $2742 Traditional Rental Income: $2618 Airbnb ROI: 3.82% Traditional ROI: 5.19%
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.	$425,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 4.19% Airbnb Rental Income: $2503 Traditional Rental Income: $2338 Airbnb ROI: 3.08% Traditional ROI: 4.19%
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.	$419,999	Airbnb cash on cash: 3.51% Traditional cash on cash: 3.5% Airbnb Rental Income: $2742 Traditional Rental Income: $2089 Airbnb ROI: 3.51% Traditional ROI: 3.5%
9550 Gee Farm Road Gloucester, VA Custom Arts and Crafts builder owned on over 13 private acres near everything offered in t...	5 beds \| 4 baths \| 5,262 sq.ft.	$765,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $3869 Airbnb ROI: N/A Traditional ROI: 3.86%
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: 3.99% Traditional cash on cash: 4.28% Airbnb Rental Income: $2503 Traditional Rental Income: $1993 Airbnb ROI: 3.99% Traditional ROI: 4.28%
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%
300 SUNBIRD LN Gloucester, VA Main-level primary suite! Only one homesite available to build this Redwood home in Creekw...	3 beds \| 3 baths \| 2,243 sq.ft.	$569,874	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.88% Airbnb Rental Income: $2742 Traditional Rental Income: $2602 Airbnb ROI: 1.93% Traditional ROI: 2.88%
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 LOOKING FOR AMAZING GARAGE & SHOP SPACE?? THIS ONE IS FOR YOU!! Car/Mechanic/Woodworking e...	3 beds \| 3 baths \| 1,836 sq.ft.	$445,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.7% Airbnb Rental Income: $2742 Traditional Rental Income: $2292 Airbnb ROI: 3.23% Traditional ROI: 3.7%
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%
5501 York Haven LN Gloucester, VA Welcome to your dream waterfront retreat! This 4-bedroom, one-of-a-kind, custom-built home...	3 beds \| 3 baths \| 2,326 sq.ft.	$675,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 3.1% Airbnb Rental Income: $2742 Traditional Rental Income: $2907 Airbnb ROI: 1.81% Traditional ROI: 3.1%
5475 Crany Creek Drive Gloucester, VA Charming Home in a Prime Location â Move-In Ready! Welcome to your dream home! This cha...	3 beds \| 4 baths \| 1,884 sq.ft.	$387,000	Airbnb cash on cash: 4.12% Traditional cash on cash: 5.52% Airbnb Rental Income: $2742 Traditional Rental Income: $2604 Airbnb ROI: 4.12% Traditional ROI: 5.52%
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.	$580,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 3.94% Airbnb Rental Income: $2742 Traditional Rental Income: $3029 Airbnb ROI: 2.22% Traditional ROI: 3.94%
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 \| 2,974 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%
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.	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $3599 Airbnb ROI: N/A Traditional ROI: 3.17%
10402 Freewelcome Lane Gloucester, VA Wonderful, single story rancher, on a 2+ acres of land. Spacious, open floor plan with 9 f...	3 beds \| 2 baths \| 2,033 sq.ft.	$415,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 4.19% Airbnb Rental Income: $2742 Traditional Rental Income: $2282 Airbnb ROI: 3.72% Traditional ROI: 4.19%

Real Estate investment in Gloucester, VA

There are 68 properties for sale in the city of Gloucester . The median list price in Gloucester is $435,000 and the average price per square foot is $208. In September 2025, the average monthly cash on cash return in Gloucester is 4.00%. The average monthly rental income in Gloucester is $2,409.

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

There are 68 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

5414 York Haven Lane

Gloucester, VA

3 beds | 3 baths | 2,359 sq.ft.

$885,000

Airbnb cash on cash: 1%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2742

Traditional Rental Income: $3045

Airbnb ROI: 1%

Traditional ROI: 2.16%

6336 Meadow Drive

Gloucester, VA

3 beds | 2 baths | 1,682 sq.ft.

$394,000

Airbnb cash on cash: 3.95%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $2742

Traditional Rental Income: $2040

Airbnb ROI: 3.95%

Traditional ROI: 3.79%

5691 Crany Creek Drive

Gloucester, VA

3 beds | 3 baths | 1,463 sq.ft.

$364,900

Airbnb cash on cash: 4.46%

Traditional cash on cash: 4.58%

Airbnb Rental Income: $2742

Traditional Rental Income: $2137

Airbnb ROI: 4.46%

Traditional ROI: 4.58%

12107 Harcum Road

Gloucester, VA

3 beds | 3 baths | 1,900 sq.ft.

$435,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $2742

Traditional Rental Income: $2015

Airbnb ROI: 3.48%

Traditional ROI: 3.29%

7989 Pinetta Road

Gloucester, VA

3 beds | 2 baths | 1,092 sq.ft.

$320,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $2742

Traditional Rental Income: $2018

Airbnb ROI: 5.24%

Traditional ROI: 4.98%

5482 Ark Road

Gloucester, VA

4 beds | 2 baths | 1,512 sq.ft.

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2276

Airbnb ROI: N/A

Traditional ROI: 4.38%

4651 Johns Point Road

Gloucester, VA

3 beds | 2 baths | 1,053 sq.ft.

$299,999

Airbnb cash on cash: 5.63%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $2742

Traditional Rental Income: $1892

Airbnb ROI: 5.63%

Traditional ROI: 4.9%

11264 Rivers Edge Terrace

Gloucester, VA

4 beds | 3 baths | 3,311 sq.ft.

$725,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2834

Airbnb ROI: N/A