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
3346 Hickory Fork Rd Gloucester, VA BUY IT NOW. PRICE includes buyer's premium. POST AUCTION SALE: A deposit of $25,000 in cas...	4 beds \| 2 baths \| 2,640 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%
9851 Autumn Woods Ln Gloucester, VA Nestled on a stunning 8.49 acres in Gloucester County, home offers the ultimate privacy an...	3 beds \| 3 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%
6915 Healy Ave 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.	$379,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.71% Airbnb Rental Income: $2226 Traditional Rental Income: $2062 Airbnb ROI: 2.6% Traditional ROI: 3.71%
6887 Healy Ave 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 Rd 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.	$199,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 3.27% Airbnb Rental Income: $1039 Traditional Rental Income: $987 Airbnb ROI: 1.63% Traditional ROI: 3.27%
10183 Bumpy Rd Gloucester, VA Welcome to your primary residence and your private retreat all wrapped into one. This beau...	4 beds \| 2 baths \| 3,172 sq.ft.	$550,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.52% Airbnb Rental Income: $1574 Traditional Rental Income: $2602 Airbnb ROI: 0.64% Traditional ROI: 3.52%
7397 Sinclair Way #4-A1 Gloucester, VA Fiddlers Crossing First Floor Condominium! Like New 2 BR, 2 BA, Large great room with Dinn...	2 beds \| 2 baths \| 1,166 sq.ft.	$355,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 4.84% Airbnb Rental Income: $1039 Traditional Rental Income: $2180 Airbnb ROI: 0.34% Traditional ROI: 4.84%
4498 Hermitage Ln Gloucester, VA Priced under County tax assessment. York River Waterfront. Enjoy the fabulous breezes & ex...	3 beds \| 2 baths \| 3,616 sq.ft.	$695,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 1.24% Airbnb Rental Income: $2226 Traditional Rental Income: $1969 Airbnb ROI: 0.77% Traditional ROI: 1.24%
10114 New Hope Ct Gloucester, VA Tucked away on 5 serene, wooded acres on New Hope Ct, this versatile property feels like a...	3 beds \| 2 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%
5403 Jonquil Ln Gloucester, VA Conveniently located in a private neighborhood on a paved road, the property sits on rough...	3 beds \| 2 baths \| 2,118 sq.ft.	$399,900	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.63% Airbnb Rental Income: $2226 Traditional Rental Income: $2795 Airbnb ROI: 2.62% Traditional ROI: 5.63%
2022 Swiss (lot #8) Ln Gloucester, VA The Raleigh feature 4 bedrooms, 3.5 baths, and a front-garage. As you enter, you'll be gre...	4 beds \| 2 baths \| 2,449 sq.ft.	$599,990	Airbnb cash on cash: -2.42% Traditional cash on cash: 0.73% Airbnb Rental Income: $1574 Traditional Rental Income: $2884 Airbnb ROI: -2.42% Traditional ROI: 0.73%
9016 Marlfield Rd 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.	$355,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.22% Airbnb Rental Income: $2226 Traditional Rental Income: $1978 Airbnb ROI: 3.28% Traditional ROI: 4.22%
4784 Pampa Rd Gloucester, VA Price Reduced!! Seller says Sell!! Custom built rancher on 39.49 acres. Double car attac...	3 beds \| 2 baths \| 1,728 sq.ft.	$599,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 2.59% Airbnb Rental Income: $2226 Traditional Rental Income: $2302 Airbnb ROI: 1.45% Traditional ROI: 2.59%
8038 Boxwood Ln 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.	$1,175,000	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%
12287 Pine Trl Gloucester, VA Welcome to Holly Beach on the Piankatank River! This unique Tudor-style home offers 4 bedr...	4 beds \| 2 baths \| 1,848 sq.ft.	$229,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 9.15% Airbnb Rental Income: $1574 Traditional Rental Income: $2428 Airbnb ROI: 3.15% Traditional ROI: 9.15%
65 SPRINGDALE RD Gloucester, VA Start fresh and build the Aspen from the ground up in Creekwood Village, with an estimated...	5 beds \| 4 baths \| 3,819 sq.ft.	$846,615	Airbnb cash on cash: N/A Traditional cash on cash: 2.36% Airbnb Rental Income: $null Traditional Rental Income: $3452 Airbnb ROI: N/A Traditional ROI: 2.36%
9155 Marlfield Rd Gloucester, VA Home offers 4 bedrooms plus a bonus room that could be used as a 5th bedroom, Family room ...	4 beds \| 2 baths \| 2,500 sq.ft.	$479,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 4.37% Airbnb Rental Income: $1574 Traditional Rental Income: $2723 Airbnb ROI: 0.81% Traditional ROI: 4.37%
5111 Duchess Ln Gloucester, VA Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch nestled on 7.14 privat...	3 beds \| 2 baths \| 1,424 sq.ft.	$395,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 4.46% Airbnb Rental Income: $2226 Traditional Rental Income: $2264 Airbnb ROI: 2.84% Traditional ROI: 4.46%
5941 Roland Smith Dr Gloucester, VA Come take a look at this immaculate custom-built rancher in the Dunston Hall community and...	3 beds \| 3 baths \| 2,167 sq.ft.	$529,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 3.49% Airbnb Rental Income: $2226 Traditional Rental Income: $2662 Airbnb ROI: 1.48% Traditional ROI: 3.49%
27 East West Pkwy Gloucester, VA Beautiful new construction home with amazing York River views. At 2,972 sqft of living spa...	4 beds \| 2 baths \| 2,972 sq.ft.	$700,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.26% Airbnb Rental Income: $1574 Traditional Rental Income: $3032 Airbnb ROI: 0.34% Traditional ROI: 3.26%
12405 Cedar Trl Gloucester, VA A FIRST TIME HOMEBUYERS DREAM! BEACH ACCESS, FISHING PIER, AND BOAT RAMP LOCATED ON THE P...	3 beds \| 2 baths \| 920 sq.ft.	$254,900	Airbnb cash on cash: 4.71% Traditional cash on cash: 5.87% Airbnb Rental Income: $2226 Traditional Rental Income: $1956 Airbnb ROI: 4.71% Traditional ROI: 5.87%
12401 Cedar Trl Gloucester, VA A FIRST TIME HOMEBUYERS DREAM! BEACH ACCESS, FISHING PIER, AND BOAT RAMP LOCATED ON THE P...	3 beds \| 2 baths \| 920 sq.ft.	$254,900	Airbnb cash on cash: 4.71% Traditional cash on cash: 5.87% Airbnb Rental Income: $2226 Traditional Rental Income: $1956 Airbnb ROI: 4.71% Traditional ROI: 5.87%
6556 Joyners Ln Gloucester, VA Your search might be over with this well-maintained home situated on a large corner lot, l...	3 beds \| 2 baths \| 2,160 sq.ft.	$415,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.38% Airbnb Rental Income: $2226 Traditional Rental Income: $2367 Airbnb ROI: 2.58% Traditional ROI: 4.38%
6467 Fleming Rilee Ln Gloucester, VA This 4-bedroom, 3 full bath, and 2 half bath home offers the perfect blend of comfort and ...	4 beds \| 3 baths \| 1,760 sq.ft.	$430,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 5.96% Airbnb Rental Income: $1574 Traditional Rental Income: $3085 Airbnb ROI: 1.09% Traditional ROI: 5.96%
7218 Clements Ave Gloucester, VA Location, location, location! Nestled in the heart of Gloucester Courthouse, this charming...	3 beds \| 2 baths \| 2,630 sq.ft.	$495,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.33% Airbnb Rental Income: $2226 Traditional Rental Income: $2767 Airbnb ROI: 1.95% Traditional ROI: 4.33%
9039 Coles Landing Dr Gloucester, VA 9039 Coles Landing Drive offers the comfort of one-level living on a generous 2-acre homes...	3 beds \| 2 baths \| 1,815 sq.ft.	$450,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 4.41% Airbnb Rental Income: $2226 Traditional Rental Income: $2627 Airbnb ROI: 2.13% Traditional ROI: 4.41%
4859 Rosewell Dr Gloucester, VA Welcome to 4859 Rosewell Dr! This brick home offers 3 bedrooms 2.5 baths. spacious living ...	3 beds \| 2 baths \| 2,630 sq.ft.	$446,500	Airbnb cash on cash: 2.17% Traditional cash on cash: 5.52% Airbnb Rental Income: $2226 Traditional Rental Income: $3065 Airbnb ROI: 2.17% Traditional ROI: 5.52%
6392 Main St Gloucester, VA Welcome to 6392 Main Street Gloucester, a turn of the century Victorian situated on 2 acre...	4 beds \| 3 baths \| 4,154 sq.ft.	$675,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 2.87% Airbnb Rental Income: $1574 Traditional Rental Income: $2779 Airbnb ROI: 0.24% Traditional ROI: 2.87%
9273 Sheldon Ln Gloucester, VA 5 acres of wooded privacy! Quiet lane located only minutes from Gloucester Courthouse are...	3 beds \| 2 baths \| 1,887 sq.ft.	$425,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.04% Airbnb Rental Income: $2226 Traditional Rental Income: $2344 Airbnb ROI: 2.38% Traditional ROI: 4.04%
7056 Hunters Pointe Dr Gloucester, VA Spacious 2,722 sq. ft. home located in Kings Trace. Well-maintained property features 3 BR...	3 beds \| 2 baths \| 2,722 sq.ft.	$639,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.86% Airbnb Rental Income: $2226 Traditional Rental Income: $2649 Airbnb ROI: 1.21% Traditional ROI: 2.86%
Lot 12 Kelly's Pl Gloucester, VA This beautiful home offers 4 spacious bedrooms plus versatile loft, open living and dining...	5 beds \| 3 baths \| 2,600 sq.ft.	$669,990	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.82% Airbnb Rental Income: $1574 Traditional Rental Income: $2925 Airbnb ROI: -0.06% Traditional ROI: 2.82%
LOT 9 George Washington Hwy Gloucester, VA "TO BE BUILT"! Appx completion date is July/Aug 2026. Brand New Construction on .877 Acres...	3 beds \| 2 baths \| 1,510 sq.ft.	$429,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 3.91% Airbnb Rental Income: $2226 Traditional Rental Income: $2097 Airbnb ROI: 2.83% Traditional ROI: 3.91%

Real Estate investment in Gloucester, VA

There are 68 properties for sale in the city of Gloucester . The median list price in Gloucester is $429,450 and the average price per square foot is $203. In March 2026, the average monthly cash on cash return in Gloucester is 4.00%. The average monthly rental income in Gloucester is $2,328.

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

There are 68 investment properties available for sale in Gloucester.

In 2026, 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 $2,328.

Your search for investment property begins and ends here

Investment Property for Sale in Gloucester, VA

3346 Hickory Fork Rd

Gloucester, VA

4 beds | 2 baths | 2,640 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%

9851 Autumn Woods Ln

Gloucester, VA

3 beds | 3 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%

6915 Healy Ave

Gloucester, VA

3 beds | 2 baths | 1,338 sq.ft.

$379,900

Airbnb cash on cash: 2.6%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2226

Traditional Rental Income: $2062

Airbnb ROI: 2.6%

Traditional ROI: 3.71%

6887 Healy Ave

Gloucester, VA

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 Rd

Gloucester, VA

2 beds | 2 baths | 1,632 sq.ft.

$199,900

Airbnb cash on cash: 1.63%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1039

Traditional Rental Income: $987

Airbnb ROI: 1.63%

Traditional ROI: 3.27%

10183 Bumpy Rd

Gloucester, VA

4 beds | 2 baths | 3,172 sq.ft.

$550,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $1574

Traditional Rental Income: $2602

Airbnb ROI: 0.64%

Traditional ROI: 3.52%

7397 Sinclair Way #4-A1

Gloucester, VA

2 beds | 2 baths | 1,166 sq.ft.

$355,900

Airbnb cash on cash: 0.34%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1039

Traditional Rental Income: $2180

Airbnb ROI: 0.34%

Traditional ROI: 4.84%

4498 Hermitage Ln

Gloucester, VA

3 beds | 2 baths | 3,616 sq.ft.

$695,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 1.24%

Airbnb Rental Income: $2226

Traditional Rental Income: $1969

Airbnb ROI: 0.77%