Real Estate Investment Properties for Sale in Jamaica, VT

Looking for investment property in Jamaica, VT with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
116 Teacher Road Jamaica, VT Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath ...	4 beds \| 3 baths \| 2,359 sq.ft.	$549,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 6.49% Airbnb Rental Income: $1388 Traditional Rental Income: $4569 Airbnb ROI: -0.53% Traditional ROI: 6.49%
4880 Pikes Falls Road Jamaica, VT Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Sk...	5 beds \| 4 baths \| 3,218 sq.ft.	$825,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 4.39% Airbnb Rental Income: $1411 Traditional Rental Income: $5153 Airbnb ROI: -1.03% Traditional ROI: 4.39%
70 Hunter Lane Jamaica, VT Discover a truly unique four season home. In the summer, kayak and swim on a private pond....	4 beds \| 3 baths \| 4,193 sq.ft.	$1,100,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 1.64% Airbnb Rental Income: $1388 Traditional Rental Income: $4118 Airbnb ROI: -1.44% Traditional ROI: 1.64%
4427 W Hill Road S Jamaica, VT A true Vermont lodge in every sense-warm, welcoming, beautifully appointed, and designed t...	5 beds \| 4 baths \| 3,040 sq.ft.	$1,295,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 1.76% Airbnb Rental Income: $1411 Traditional Rental Income: $4922 Airbnb ROI: -1.5% Traditional ROI: 1.76%
190 Depot Street Jamaica, VT Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jam...	2 beds \| 3 baths \| 1,257 sq.ft.	$425,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 4.52% Airbnb Rental Income: $855 Traditional Rental Income: $2792 Airbnb ROI: -1.18% Traditional ROI: 4.52%
154 Depot Street Jamaica, VT An exceptional investment opportunity in the heart of Jamaica! Just steps from Jamaica Sta...	6 beds \| 5 baths \| 2,426 sq.ft.	$489,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 9.34% Airbnb Rental Income: $1411 Traditional Rental Income: $5294 Airbnb ROI: -0.08% Traditional ROI: 9.34%
98 Birch Lane Jamaica, VT Nestled in the picturesque countryside of Jamaica, Vermont, this charming residence offers...	4 beds \| 3 baths \| 1,943 sq.ft.	$535,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 5.59% Airbnb Rental Income: $1388 Traditional Rental Income: $3647 Airbnb ROI: 0.24% Traditional ROI: 5.59%
441 Edie Lane Jamaica, VT Less scrolling. More Vermont. Pick a mountain. Pack the snacks. Forget what day it is. Her...	3 beds \| 2 baths \| 1,504 sq.ft.	$400,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 5.07% Airbnb Rental Income: $1085 Traditional Rental Income: $2964 Airbnb ROI: -0.93% Traditional ROI: 5.07%

Real Estate investment in Jamaica, VT

There are 8 properties for sale in the city of Jamaica . The median list price in Jamaica is $400,000 and the average price per square foot is $186. In November 2026, the average monthly cash on cash return in Jamaica is 5.00%. The average monthly rental income in Jamaica is $3,306.

Jamaica, VT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Jamaica.

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

The ROI for Long-Term is higher than the Short-Term in Jamaica with average rental income of $3,306.

Your search for investment property begins and ends here

Investment Property for Sale in Jamaica, VT

116 Teacher Road

Jamaica, VT

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

$549,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $1388

Traditional Rental Income: $4569

Airbnb ROI: -0.53%

Traditional ROI: 6.49%

4880 Pikes Falls Road

Jamaica, VT

5 beds | 4 baths | 3,218 sq.ft.

$825,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1411

Traditional Rental Income: $5153

Airbnb ROI: -1.03%

Traditional ROI: 4.39%

70 Hunter Lane

Jamaica, VT

4 beds | 3 baths | 4,193 sq.ft.

$1,100,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $1388

Traditional Rental Income: $4118

Airbnb ROI: -1.44%

Traditional ROI: 1.64%

4427 W Hill Road S

Jamaica, VT

5 beds | 4 baths | 3,040 sq.ft.

$1,295,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $1411

Traditional Rental Income: $4922

Airbnb ROI: -1.5%

Traditional ROI: 1.76%

190 Depot Street

Jamaica, VT

2 beds | 3 baths | 1,257 sq.ft.

$425,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $855

Traditional Rental Income: $2792

Airbnb ROI: -1.18%

Traditional ROI: 4.52%

154 Depot Street

Jamaica, VT

6 beds | 5 baths | 2,426 sq.ft.

$489,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 9.34%

Airbnb Rental Income: $1411

Traditional Rental Income: $5294

Airbnb ROI: -0.08%

Traditional ROI: 9.34%

98 Birch Lane

Jamaica, VT

4 beds | 3 baths | 1,943 sq.ft.

$535,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1388

Traditional Rental Income: $3647

Airbnb ROI: 0.24%

Traditional ROI: 5.59%

441 Edie Lane

Jamaica, VT

3 beds | 2 baths | 1,504 sq.ft.

$400,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1085

Traditional Rental Income: $2964

Airbnb ROI: -0.93%