Real Estate Investment Properties for Sale in Kingston, MA

Looking for investment property in Kingston, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8 Randall Rd KINGSTON, MA Quaint and quiet in Kingston! This two bedroom home is situated on a fully fenced half acr...	2 beds \| 1 baths \| 1,058 sq.ft.	$535,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 1.89% Airbnb Rental Income: $1741 Traditional Rental Income: $2019 Airbnb ROI: 0.38% Traditional ROI: 1.89%
4 Green Holly Dr KINGSTON, MA 4 Green Holly Dr, KINGSTON, MA 02364 \| Manufactured Home	2 beds \| 1 baths \| 1,248 sq.ft.	$295,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.02% Airbnb Rental Income: $1741 Traditional Rental Income: $2464 Airbnb ROI: -0.04% Traditional ROI: 4.02%
73 Ring Rd KINGSTON, MA 73 Ring Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,768 sq.ft.	$799,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.67% Airbnb Rental Income: $1516 Traditional Rental Income: $3738 Airbnb ROI: -0.9% Traditional ROI: 2.67%
28 Main St KINGSTON, MA 28 Main St, KINGSTON, MA 02364 \| Multi Family	4 beds \| 3 baths \| 2,526 sq.ft.	$749,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 3.91% Airbnb Rental Income: $1516 Traditional Rental Income: $4376 Airbnb ROI: -0.82% Traditional ROI: 3.91%
4 Cole St KINGSTON, MA 4 Cole St, KINGSTON, MA 02364 \| Single Family Residential	2 beds \| 1 baths \| 775 sq.ft.	$489,999	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.64% Airbnb Rental Income: $1741 Traditional Rental Income: $2322 Airbnb ROI: 0.33% Traditional ROI: 2.64%
38 Summer St KINGSTON, MA 38 Summer St, KINGSTON, MA 02364 \| Single Family Residential	2 beds \| 1 baths \| 1,164 sq.ft.	$509,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 2.83% Airbnb Rental Income: $1741 Traditional Rental Income: $2503 Airbnb ROI: 0.23% Traditional ROI: 2.83%
17-3 Howlands Ln KINGSTON, MA 17/3. Howlands Ln, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 3 baths \| 2,051 sq.ft.	$1,600,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 0.51% Airbnb Rental Income: $1516 Traditional Rental Income: $4157 Airbnb ROI: -1.56% Traditional ROI: 0.51%
Lot 17-3 Howland's Ln KINGSTON, MA Lot 17-3 Howland's Ln, KINGSTON, MA 02364 \| Other	N/A beds \| N/A baths \| N/A	$475,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 1.31% Airbnb Rental Income: $1821 Traditional Rental Income: $1662 Airbnb ROI: 0.56% Traditional ROI: 1.31%
7 Barbara Rd KINGSTON, MA 7 Barbara Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,972 sq.ft.	$675,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.61% Airbnb Rental Income: $1516 Traditional Rental Income: $3764 Airbnb ROI: -0.66% Traditional ROI: 3.61%
46 Foxworth Ln KINGSTON, MA 46 Foxworth Ln, KINGSTON, MA 02364 \| Single Family Residential	2 beds \| 2 baths \| 1,949 sq.ft.	$675,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.16% Airbnb Rental Income: $1741 Traditional Rental Income: $3091 Airbnb ROI: -0.53% Traditional ROI: 2.16%
40 Landing Rd KINGSTON, MA 40 Landing Rd, KINGSTON, MA 02364 \| Other	N/A beds \| N/A baths \| N/A	$225,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 4.07% Airbnb Rental Income: $1821 Traditional Rental Income: $1548 Airbnb ROI: 3.12% Traditional ROI: 4.07%
10 Wapping Rd KINGSTON, MA 10 Wapping Rd, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 2 baths \| 1,442 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.35% Airbnb Rental Income: $null Traditional Rental Income: $3845 Airbnb ROI: N/A Traditional ROI: 5.35%
38 Landing Rd KINGSTON, MA 38 Landing Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 1 baths \| 1,692 sq.ft.	$525,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.55% Airbnb Rental Income: $1516 Traditional Rental Income: $2927 Airbnb ROI: -0.22% Traditional ROI: 3.55%
110 Main St KINGSTON, MA 110 Main St, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 1 baths \| 3,190 sq.ft.	$624,999	Airbnb cash on cash: -0.54% Traditional cash on cash: 2.35% Airbnb Rental Income: $1516 Traditional Rental Income: $2761 Airbnb ROI: -0.54% Traditional ROI: 2.35%
23 Kingston St KINGSTON, MA 23 Kingston St, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 2,435 sq.ft.	$1,169,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 1.07% Airbnb Rental Income: $1516 Traditional Rental Income: $3747 Airbnb ROI: -1.34% Traditional ROI: 1.07%
18 Foxtail_dr KINGSTON, MA 18 Foxtail_dr, KINGSTON, MA 02364 \| Manufactured Home	2 beds \| 1 baths \| 1,050 sq.ft.	$325,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.7% Airbnb Rental Income: $1741 Traditional Rental Income: $2445 Airbnb ROI: -0.17% Traditional ROI: 3.7%
4 Station St KINGSTON, MA 4 Station St, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 3 baths \| 2,544 sq.ft.	$1,174,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $4709 Airbnb ROI: N/A Traditional ROI: 2.01%
103 Wapping Rd KINGSTON, MA 103 Wapping Rd, KINGSTON, MA 02364 \| Single Family Residential	5 beds \| 4 baths \| 5,044 sq.ft.	$1,175,000	Airbnb cash on cash: -1.74% Traditional cash on cash: 3.06% Airbnb Rental Income: $969 Traditional Rental Income: $5860 Airbnb ROI: -1.74% Traditional ROI: 3.06%
38 Cedar Ln KINGSTON, MA Welcome to Kingston Shores! Picture perfect & updated colonial style home that is situated...	4 beds \| 1 baths \| 1,512 sq.ft.	$644,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $2945 Airbnb ROI: N/A Traditional ROI: 2.76%
96 Summer St KINGSTON, MA 96 Summer St, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 1 baths \| 1,386 sq.ft.	$610,999	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.74% Airbnb Rental Income: $1516 Traditional Rental Income: $2924 Airbnb ROI: -0.5% Traditional ROI: 2.74%
8 Country Way KINGSTON, MA 8 Country Way, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 2 baths \| 1,706 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.01% Airbnb Rental Income: $null Traditional Rental Income: $3871 Airbnb ROI: N/A Traditional ROI: 3.01%
16 Deer Run Rd KINGSTON, MA 16 Deer Run Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,889 sq.ft.	$779,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.29% Airbnb Rental Income: $1516 Traditional Rental Income: $3375 Airbnb ROI: -0.87% Traditional ROI: 2.29%
12 Hillcrest Rd KINGSTON, MA 12 Hillcrest Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 2,342 sq.ft.	$839,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 2.17% Airbnb Rental Income: $1516 Traditional Rental Income: $3526 Airbnb ROI: -0.97% Traditional ROI: 2.17%
20 Brewster Ave KINGSTON, MA 20 Brewster Ave, KINGSTON, MA 02364 \| Other	N/A beds \| N/A baths \| N/A	$209,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 5.7% Airbnb Rental Income: $1821 Traditional Rental Income: $1661 Airbnb ROI: 4.02% Traditional ROI: 5.7%
20 Ortolani Cir KINGSTON, MA 20 Ortolani Cir, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 2,849 sq.ft.	$799,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.18% Airbnb Rental Income: $1516 Traditional Rental Income: $3369 Airbnb ROI: -0.9% Traditional ROI: 2.18%
350 Elm St KINGSTON, MA 350 Elm St, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 3 baths \| 2,919 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $4612 Airbnb ROI: N/A Traditional ROI: 7.46%
20 Nelson St KINGSTON, MA 20 Nelson St, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 1 baths \| 1,382 sq.ft.	$599,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.28% Airbnb Rental Income: $1516 Traditional Rental Income: $3175 Airbnb ROI: -0.47% Traditional ROI: 3.28%
8 Copper Beech Dr KINGSTON, MA 8 Copper Beech Dr, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,768 sq.ft.	$749,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 2.19% Airbnb Rental Income: $1516 Traditional Rental Income: $3175 Airbnb ROI: -0.82% Traditional ROI: 2.19%
239 Country Club Way KINGSTON, MA 239 Country Club Way, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 5 baths \| 4,432 sq.ft.	$1,570,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $8245 Airbnb ROI: N/A Traditional ROI: 3.31%
21 Pembroke St KINGSTON, MA 21 Pembroke St, KINGSTON, MA 02364 \| Single Family Residential	4 beds \| 2 baths \| 1,851 sq.ft.	$664,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $3780 Airbnb ROI: N/A Traditional ROI: 3.52%
10 Hawthorne St KINGSTON, MA 10 Hawthorne St, KINGSTON, MA 02364 \| Single Family Residential	5 beds \| 3 baths \| 2,919 sq.ft.	$749,900	Airbnb cash on cash: -1.47% Traditional cash on cash: N/A Airbnb Rental Income: $969 Traditional Rental Income: $0 Airbnb ROI: -1.47% Traditional ROI: N/A
142 Elm St KINGSTON, MA 142 Elm St, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 1 baths \| 2,058 sq.ft.	$614,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 3.15% Airbnb Rental Income: $1516 Traditional Rental Income: $3175 Airbnb ROI: -0.51% Traditional ROI: 3.15%
25 Indian Pond Rd KINGSTON, MA 25 Indian Pond Rd, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,853 sq.ft.	$719,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 2.84% Airbnb Rental Income: $1516 Traditional Rental Income: $3488 Airbnb ROI: -0.76% Traditional ROI: 2.84%
6 Stonewall Ter KINGSTON, MA 6 Stonewall Ter, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 1,536 sq.ft.	$649,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 3.37% Airbnb Rental Income: $1516 Traditional Rental Income: $3476 Airbnb ROI: -0.6% Traditional ROI: 3.37%
24 Holmes Ave KINGSTON, MA 24 Holmes Ave, KINGSTON, MA 02364 \| Single Family Residential	3 beds \| 2 baths \| 2,154 sq.ft.	$1,542,000	Airbnb cash on cash: -1.54% Traditional cash on cash: -0.07% Airbnb Rental Income: $1516 Traditional Rental Income: $3175 Airbnb ROI: -1.54% Traditional ROI: -0.07%
61 Nobadeer Cir KINGSTON, MA Welcome home to this beautifully maintained Colonial in Kingston's highly sought-after Nob...	3 beds \| 3 baths \| 1,850 sq.ft.	$794,900	Airbnb cash on cash: -0.86% Traditional cash on cash: 2.66% Airbnb Rental Income: $1516 Traditional Rental Income: $3683 Airbnb ROI: -0.86% Traditional ROI: 2.66%
64 Wapping Road KINGSTON, MA Presenting an AMAZING opportunity in Kingston! 64 Wapping Rd is an attractive single-famil...	4 beds \| 3 baths \| 3,003 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $4626 Airbnb ROI: N/A Traditional ROI: 4.21%
33 Indian Pond Road KINGSTON, MA Offers due 6/9 by 2 PM Warm and inviting antique home on a beautiful 1/2 acre lot with...	3 beds \| 2 baths \| 1,903 sq.ft.	$650,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.51% Airbnb Rental Income: $1516 Traditional Rental Income: $3454 Airbnb ROI: -0.41% Traditional ROI: 3.51%

Real Estate investment in Kingston, MA

There are 45 properties for sale in the city of Kingston . The median list price in Kingston is $434,640 and the average price per square foot is $225. In September 2026, the average monthly cash on cash return in Kingston is 3.00%. The average monthly rental income in Kingston is $3,375.

Kingston, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 45 investment properties available for sale in Kingston.

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

The ROI for Long-Term is higher than the Short-Term in Kingston with average rental income of $3,375.

Your search for investment property begins and ends here

Investment Property for Sale in Kingston, MA

8 Randall Rd

KINGSTON, MA

2 beds | 1 baths | 1,058 sq.ft.

$535,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1741

Traditional Rental Income: $2019

Airbnb ROI: 0.38%

Traditional ROI: 1.89%

4 Green Holly Dr

KINGSTON, MA

2 beds | 1 baths | 1,248 sq.ft.

$295,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $1741

Traditional Rental Income: $2464

Airbnb ROI: -0.04%

Traditional ROI: 4.02%

73 Ring Rd

KINGSTON, MA

3 beds | 2 baths | 1,768 sq.ft.

$799,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $1516

Traditional Rental Income: $3738

Airbnb ROI: -0.9%

Traditional ROI: 2.67%

28 Main St

KINGSTON, MA

4 beds | 3 baths | 2,526 sq.ft.

$749,900

Airbnb cash on cash: -0.82%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1516

Traditional Rental Income: $4376

Airbnb ROI: -0.82%

Traditional ROI: 3.91%

4 Cole St

KINGSTON, MA

2 beds | 1 baths | 775 sq.ft.

$489,999

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1741

Traditional Rental Income: $2322

Airbnb ROI: 0.33%

Traditional ROI: 2.64%

38 Summer St

KINGSTON, MA

2 beds | 1 baths | 1,164 sq.ft.

$509,900

Airbnb cash on cash: 0.23%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $1741

Traditional Rental Income: $2503

Airbnb ROI: 0.23%

Traditional ROI: 2.83%

17-3 Howlands Ln

KINGSTON, MA

3 beds | 3 baths | 2,051 sq.ft.

$1,600,000

Airbnb cash on cash: -1.56%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $1516

Traditional Rental Income: $4157

Airbnb ROI: -1.56%

Traditional ROI: 0.51%

Lot 17-3 Howland's Ln

KINGSTON, MA

N/A beds | N/A baths | N/A

$475,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1821

Traditional Rental Income: $1662

Airbnb ROI: 0.56%