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.	$359,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 5.6% Airbnb Rental Income: $1574 Traditional Rental Income: $2473 Airbnb ROI: 1.6% Traditional ROI: 5.6%
6049 Roland Smith Drive Gloucester, VA Welcome home to Dunston Hall! This charming4-bedroom, 2.5-bath home in Gloucester offers t...	4 beds \| 3 baths \| 2,245 sq.ft.	$469,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.24% Airbnb Rental Income: $1574 Traditional Rental Income: $2669 Airbnb ROI: 0.71% Traditional ROI: 4.24%
3346 HICKORY FORK Road Gloucester, VA BUY IT NOW PRICE includes buyer's premium. POST AUCTION SALE A deposit of $25,000 in cash ...	4 beds \| 3 baths \| 2,044 sq.ft.	$619,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.17% Airbnb Rental Income: $1574 Traditional Rental Income: $2682 Airbnb ROI: 0.47% Traditional ROI: 3.17%
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.	$349,900	Airbnb cash on cash: 3.11% Traditional cash on cash: 4.11% Airbnb Rental Income: $2226 Traditional Rental Income: $1994 Airbnb ROI: 3.11% Traditional ROI: 4.11%
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: 0.35% Traditional cash on cash: 4.16% Airbnb Rental Income: $1574 Traditional Rental Income: $3255 Airbnb ROI: 0.35% 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: 1.41% Traditional cash on cash: 3.54% Airbnb Rental Income: $2226 Traditional Rental Income: $2854 Airbnb ROI: 1.41% Traditional ROI: 3.54%
3412 Woodstock Road Gloucester, VA Beautiful 3-bedroom, 2-bath home situated on over 1 acre. This well-designed home features...	3 beds \| 2 baths \| 1,296 sq.ft.	$335,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 4.99% Airbnb Rental Income: $2226 Traditional Rental Income: $2106 Airbnb ROI: 3.6% Traditional ROI: 4.99%
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: 0.14% Traditional cash on cash: 4.88% Airbnb Rental Income: $1574 Traditional Rental Income: $4220 Airbnb ROI: 0.14% Traditional ROI: 4.88%
7377 Old Pinetta Road Gloucester, VA Step into the timeless character of this restored farmhouse on 2 acres in upper Gloucester...	4 beds \| 2 baths \| 2,152 sq.ft.	$389,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 5.14% Airbnb Rental Income: $1574 Traditional Rental Income: $2495 Airbnb ROI: 1.38% Traditional ROI: 5.14%
5731 Kings Ridge Road Gloucester, VA Imagine yourself in this one-of-a-kind Contemporary Ranch!Step inside and fall in love wi...	3 beds \| 2 baths \| 2,760 sq.ft.	$526,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.82% Airbnb Rental Income: $2226 Traditional Rental Income: $2463 Airbnb ROI: 1.2% Traditional ROI: 2.82%
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.	$369,900	Airbnb cash on cash: 2.69% Traditional cash on cash: 3.84% Airbnb Rental Income: $2226 Traditional Rental Income: $2062 Airbnb ROI: 2.69% Traditional ROI: 3.84%
3254 Woodstock Road Gloucester, VA Well-maintained manufactured home on 1.5 acres with a peaceful mix of cleared yard and woo...	3 beds \| 1 baths \| 924 sq.ft.	$225,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 4.78% Airbnb Rental Income: $2226 Traditional Rental Income: $1386 Airbnb ROI: 6.09% Traditional ROI: 4.78%
6887 Healy Avenue Gloucester, VA Welcome to Main Street Landing!Located in the highly desirable Main Street area of Glouces...	3 beds \| 2 baths \| 1,320 sq.ft.	$385,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 2.69% Airbnb Rental Income: $2226 Traditional Rental Income: $1752 Airbnb ROI: 2.45% Traditional ROI: 2.69%
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: 1.34% Traditional cash on cash: 2.8% Airbnb Rental Income: $1039 Traditional Rental Income: $987 Airbnb ROI: 1.34% Traditional ROI: 2.8%
5008 Chestnut Fork RD Gloucester, VA NEW CONSTRUCTION on 1.39 acres! Charming rancher with welcoming front porch. 1540 SF featu...	3 beds \| 2 baths \| N/A	$415,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 3.55% Airbnb Rental Income: $2226 Traditional Rental Income: $2089 Airbnb ROI: 2.46% Traditional ROI: 3.55%
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.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $3869 Airbnb ROI: N/A Traditional ROI: 3.96%
6097 Wiatt ST Gloucester, VA Welcome home! Move-in ready, 3 bedrooms, 2 baths, brick rancher in Gloucester Co VA! Close...	3 beds \| 2 baths \| N/A	$344,900	Airbnb cash on cash: 3.47% Traditional cash on cash: 5.81% Airbnb Rental Income: $2226 Traditional Rental Income: $2425 Airbnb ROI: 3.47% Traditional ROI: 5.81%
4886 Rosewell Drive Gloucester, VA Discover your peaceful retreat in this beautifully remodeled, custom-built home! Brand new...	3 beds \| 3 baths \| 2,224 sq.ft.	$424,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.76% Airbnb Rental Income: $2226 Traditional Rental Income: $2558 Airbnb ROI: 2.52% Traditional ROI: 4.76%
7397 Sinclair Way unit: 4-A-1 #4-A-1 Gloucester, VA Fiddlers Crossing First Floor Condominium! Like New 2 bedrooms, 2 bathrooms, Large great r...	2 beds \| 2 baths \| 1,166 sq.ft.	$355,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.97% Airbnb Rental Income: $1039 Traditional Rental Income: $1993 Airbnb ROI: 0.03% Traditional ROI: 3.97%
8029 Pinetta Road Gloucester, VA DON'T MISS OUT ON THIS OPPORTUNITY to spread out on over 2 acres and enjoy country living ...	3 beds \| 3 baths \| 1,836 sq.ft.	$439,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.76% Airbnb Rental Income: $2226 Traditional Rental Income: $2292 Airbnb ROI: 2.24% Traditional ROI: 3.76%
6960 Hidden Brook Drive Gloucester, VA Welcome to your dream home in Gloucester, VA! This charming property at 6960 Hidden Brook ...	3 beds \| 3 baths \| 2,958 sq.ft.	$560,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 4.12% Airbnb Rental Income: $2226 Traditional Rental Income: $3029 Airbnb ROI: 1.51% Traditional ROI: 4.12%
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.	$695,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 1.29% Airbnb Rental Income: $2226 Traditional Rental Income: $1969 Airbnb ROI: 0.83% Traditional ROI: 1.29%
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: 0.52% Traditional cash on cash: 4.33% Airbnb Rental Income: $1574 Traditional Rental Income: $2852 Airbnb ROI: 0.52% 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.	$575,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.64% Airbnb Rental Income: $2226 Traditional Rental Income: $2790 Airbnb ROI: 1.54% Traditional ROI: 3.64%
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: 0.74% Traditional cash on cash: 4.76% Airbnb Rental Income: $1574 Traditional Rental Income: $2838 Airbnb ROI: 0.74% 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: 3.47% Traditional cash on cash: 4.71% Airbnb Rental Income: $2226 Traditional Rental Income: $2062 Airbnb ROI: 3.47% 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. f...	3 beds \| 2 baths \| 1,296 sq.ft.	$272,900	Airbnb cash on cash: 4.63% Traditional cash on cash: 5.68% Airbnb Rental Income: $2226 Traditional Rental Income: $1935 Airbnb ROI: 4.63% 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: 3.65% Traditional cash on cash: 5.01% Airbnb Rental Income: $2226 Traditional Rental Income: $2088 Airbnb ROI: 3.65% 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.	$399,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 5.23% Airbnb Rental Income: $2226 Traditional Rental Income: $2573 Airbnb ROI: 2.82% Traditional ROI: 5.23%
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: 0.97% Traditional cash on cash: 2.05% Airbnb Rental Income: $2226 Traditional Rental Income: $2361 Airbnb ROI: 0.97% Traditional ROI: 2.05%
10877 Dancers Creek Road Gloucester, VA Don't miss out on the 98.5 Acre wildlife paradise! Looking for your private getaway, homes...	2 beds \| 1 baths \| 699 sq.ft.	$599,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.03% Airbnb Rental Income: $1039 Traditional Rental Income: $1414 Airbnb ROI: -0.29% Traditional ROI: 1.03%
3573 Hickory Fork Road Gloucester, VA BACK ON MARKET - no fault of seller. All inspections are in hand & passed. FHA appraisal &...	3 beds \| 2 baths \| 1,540 sq.ft.	$179,900	Airbnb cash on cash: 7.7% Traditional cash on cash: 10.25% Airbnb Rental Income: $2226 Traditional Rental Income: $2102 Airbnb ROI: 7.7% Traditional ROI: 10.25%
9016 Marlfield Road Gloucester, VA This beautifully updated 3-bed, 2-bath home sits on a cleared, private lot surrounded by m...	3 beds \| 2 baths \| 1,320 sq.ft.	$365,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.08% Airbnb Rental Income: $2226 Traditional Rental Income: $1978 Airbnb ROI: 3.16% Traditional ROI: 4.08%
6010 Belroi Farms Drive Gloucester, VA Gorgeous, log home on 5 acres. Renovated w/ quality fixtures & tasteful finishes. 3 story ...	3 beds \| 3 baths \| 2,520 sq.ft.	$575,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.37% Airbnb Rental Income: $2226 Traditional Rental Income: $2612 Airbnb ROI: 1.6% Traditional ROI: 3.37%
4784 Pampa Road Gloucester, VA Custom built home on 39.49 wooded acres, with long State road frontage. Perfect property f...	3 beds \| 3 baths \| 1,728 sq.ft.	$634,900	Airbnb cash on cash: 1.31% Traditional cash on cash: 2.39% Airbnb Rental Income: $2226 Traditional Rental Income: $2302 Airbnb ROI: 1.31% Traditional ROI: 2.39%
7107 Lord Carrington Drive Gloucester, VA Welcome to 7107 Lord Carrington Drive! This charming and well-maintained Cape Cod is locat...	3 beds \| 3 baths \| 1,800 sq.ft.	$399,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 5.23% Airbnb Rental Income: $2226 Traditional Rental Income: $2576 Airbnb ROI: 2.81% Traditional ROI: 5.23%
8855 Marlfield Road Gloucester, VA Wonderful 3-bedroom rancher nestled on 1.5 acres boasting room to breathe & only 10 minute...	3 beds \| 2 baths \| 1,207 sq.ft.	$305,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 5.04% Airbnb Rental Income: $2226 Traditional Rental Income: $1943 Airbnb ROI: 4.07% Traditional ROI: 5.04%
7755 James Monroe Way Gloucester, VA Rancher on a large corner lot in desirable Patriots Walk. Meticulously maintained with ama...	3 beds \| 2 baths \| 2,085 sq.ft.	$495,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.24% Airbnb Rental Income: $2226 Traditional Rental Income: $2335 Airbnb ROI: 1.79% Traditional ROI: 3.24%
4952 Chestnut Fork Road Gloucester, VA Looking for acreage but want the convenience of living near town? Here you go! Beautiful 1...	3 beds \| 3 baths \| 2,076 sq.ft.	$429,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.63% Airbnb Rental Income: $2226 Traditional Rental Income: $2540 Airbnb ROI: 2.45% Traditional ROI: 4.63%
8038 Boxwood Lane Gloucester, VA Custom built by Carmine builders. This home has all the extras. Detached garage appt. w/ 2...	3 beds \| 3 baths \| 4,646 sq.ft.	$1,250,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 0.96% Airbnb Rental Income: $2226 Traditional Rental Income: $2753 Airbnb ROI: 0.02% Traditional ROI: 0.96%

Real Estate investment in Gloucester, VA

There are 67 properties for sale in the city of Gloucester . The median list price in Gloucester is $419,500 and the average price per square foot is $206. In December 2025, the average monthly cash on cash return in Gloucester is 4.00%. The average monthly rental income in Gloucester is $2,342.

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

There are 67 investment properties available for sale in Gloucester.

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

The ROI for Long-Term is higher than the Short-Term in Gloucester with average rental income of $2,342.

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.

$359,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $1574

Traditional Rental Income: $2473

Airbnb ROI: 1.6%

Traditional ROI: 5.6%

6049 Roland Smith Drive

Gloucester, VA

4 beds | 3 baths | 2,245 sq.ft.

$469,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1574

Traditional Rental Income: $2669

Airbnb ROI: 0.71%

Traditional ROI: 4.24%

3346 HICKORY FORK Road

Gloucester, VA

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

$619,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $1574

Traditional Rental Income: $2682

Airbnb ROI: 0.47%

Traditional ROI: 3.17%

4283 Bufflehead Drive

Gloucester, VA

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

$349,900

Airbnb cash on cash: 3.11%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $2226

Traditional Rental Income: $1994

Airbnb ROI: 3.11%

Traditional ROI: 4.11%

5544 Glebe Hall Road

Gloucester, VA

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

$599,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $1574

Traditional Rental Income: $3255

Airbnb ROI: 0.35%

Traditional ROI: 4.16%

9851 Autumn Woods Lane

Gloucester, VA

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

$599,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2226

Traditional Rental Income: $2854

Airbnb ROI: 1.41%

Traditional ROI: 3.54%

3412 Woodstock Road

Gloucester, VA

3 beds | 2 baths | 1,296 sq.ft.

$335,000

Airbnb cash on cash: 3.6%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $2226

Traditional Rental Income: $2106

Airbnb ROI: 3.6%

Traditional ROI: 4.99%

9180 Poropotank River Road

Gloucester, VA

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

$699,900

Airbnb cash on cash: 0.14%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1574

Traditional Rental Income: $4220

Airbnb ROI: 0.14%