Real Estate Investment Properties for Sale in Jay, VT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
252 N Pleasant St Jay, VT Step back in time with this beautifully maintained 1904 Victorian home, full of charm and ...	5 beds \| 2 baths \| 2,641 sq.ft.	$320,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 7.31% Airbnb Rental Income: $2470 Traditional Rental Income: $2842 Airbnb ROI: 4.07% Traditional ROI: 7.31%
1387 Vt Route 101 Jay, VT Let your Ski Home Fund your Vacations!!! Consider this lovingly maintained HUGE home with ...	4 beds \| 4 baths \| 3,532 sq.ft.	$635,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 8.57% Airbnb Rental Income: $849 Traditional Rental Income: $6508 Airbnb ROI: -1.54% Traditional ROI: 8.57%
3041 Cross Road Jay, VT Welcome to 3041 Cross Road in Jay, Vermont â a warm and inviting single-level home set o...	3 beds \| 2 baths \| 1,720 sq.ft.	$434,900	Airbnb cash on cash: 2.18% Traditional cash on cash: 5.43% Airbnb Rental Income: $2408 Traditional Rental Income: $3144 Airbnb ROI: 2.18% Traditional ROI: 5.43%
16 White Pine Dr #4744 Jay, VT 16 White Pine Dr #4744, Jay, VT 05859 \| Condo/Coop	1 beds \| 1 baths \| 939 sq.ft.	$340,000	Airbnb cash on cash: -2.56% Traditional cash on cash: -0.5% Airbnb Rental Income: $1018 Traditional Rental Income: $1320 Airbnb ROI: -2.56% Traditional ROI: -0.5%
319 Jay Peak Rd #4707 Jay, VT 319 Jay Peak Rd #4707, Jay, VT 05859 \| Condo/Coop	1 beds \| 1 baths \| 714 sq.ft.	$299,000	Airbnb cash on cash: -2.54% Traditional cash on cash: -0.19% Airbnb Rental Income: $1018 Traditional Rental Income: $1320 Airbnb ROI: -2.54% Traditional ROI: -0.19%
19 White Pine Dr #4728 Jay, VT 19 White Pine Dr #4728, Jay, VT 05859 \| Condo/Coop	2 beds \| 2 baths \| 1,287 sq.ft.	$440,000	Airbnb cash on cash: -2.79% Traditional cash on cash: 1.85% Airbnb Rental Income: $1102 Traditional Rental Income: $2642 Airbnb ROI: -2.79% Traditional ROI: 1.85%
196 Stateside Rd #4783 Jay, VT 196 Stateside Rd #4783, Jay, VT 05859 \| Condo/Coop	2 beds \| 2 baths \| 1,290 sq.ft.	$490,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 1.31% Airbnb Rental Income: $1102 Traditional Rental Income: $2642 Airbnb ROI: -2.86% Traditional ROI: 1.31%
16 White Pine Dr #4745 Jay, VT 16 White Pine Dr #4745, Jay, VT 05859 \| Condo/Coop	1 beds \| 1 baths \| 939 sq.ft.	$345,000	Airbnb cash on cash: -2.57% Traditional cash on cash: -0.53% Airbnb Rental Income: $1018 Traditional Rental Income: $1320 Airbnb ROI: -2.57% Traditional ROI: -0.53%
196 Stateside Rd #4782 Jay, VT 196 Stateside Rd #4782, Jay, VT 05859 \| Condo/Coop	2 beds \| 2 baths \| 1,290 sq.ft.	$495,000	Airbnb cash on cash: -2.86% Traditional cash on cash: -1.03% Airbnb Rental Income: $1102 Traditional Rental Income: $1577 Airbnb ROI: -2.86% Traditional ROI: -1.03%
376 VT Route 242 Jay, VT 376 VT Route 242, Jay, VT 05859 \| Single Family Residential	4 beds \| 4 baths \| 1,662 sq.ft.	$650,000	Airbnb cash on cash: -2.18% Traditional cash on cash: 1.33% Airbnb Rental Income: $849 Traditional Rental Income: $2649 Airbnb ROI: -2.18% Traditional ROI: 1.33%
19 White Pine Dr #4727 Jay, VT 19 White Pine Dr #4727, Jay, VT 05859 \| Condo/Coop	2 beds \| 2 baths \| 1,287 sq.ft.	$440,000	Airbnb cash on cash: -2.79% Traditional cash on cash: -0.73% Airbnb Rental Income: $1102 Traditional Rental Income: $1577 Airbnb ROI: -2.79% Traditional ROI: -0.73%
0 Foothills Dr Lot 20-R Jay, VT 0 Foothills Dr Lot 20-R, Jay, VT 05859 \| Other	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: 6.36% Traditional cash on cash: 10.3% Airbnb Rental Income: $1307 Traditional Rental Income: $1247 Airbnb ROI: 6.36% Traditional ROI: 10.3%
0 Maple St Jay, VT 0 Maple St, Jay, VT 05859 \| Other	N/A beds \| N/A baths \| N/A	$215,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 2.8% Airbnb Rental Income: $1307 Traditional Rental Income: $1247 Airbnb ROI: 1.1% Traditional ROI: 2.8%
7601 Vermont Rt 105 Jay, VT 7601 Vermont Rt 105, Jay, VT 05859 \| Other	N/A beds \| N/A baths \| N/A	$95,500	Airbnb cash on cash: 5.84% Traditional cash on cash: 8.89% Airbnb Rental Income: $1307 Traditional Rental Income: $1184 Airbnb ROI: 5.84% Traditional ROI: 8.89%
3C Westover Rd Jay, VT 3C Westover Rd, Jay, VT 05859 \| Other	N/A beds \| N/A baths \| N/A	$130,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 6.38% Airbnb Rental Income: $1307 Traditional Rental Income: $1247 Airbnb ROI: 3.6% Traditional ROI: 6.38%
0 Cross Rd Jay, VT 0 Cross Rd, Jay, VT 05859 \| Other	N/A beds \| N/A baths \| N/A	$99,900	Airbnb cash on cash: 5.47% Traditional cash on cash: 9.04% Airbnb Rental Income: $1307 Traditional Rental Income: $1247 Airbnb ROI: 5.47% Traditional ROI: 9.04%
0 Route 242 Jay, VT 0 Route 242, Jay, VT 05859 \| Other	4 beds \| 4 baths \| 1,662 sq.ft.	$199,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 2.88% Airbnb Rental Income: $1307 Traditional Rental Income: $1184 Airbnb ROI: 1.39% Traditional ROI: 2.88%

Real Estate investment in Jay, VT

There are 17 properties for sale in the city of Jay . The median list price in Jay is $197,450 and the average price per square foot is $235. In January 2026, the average monthly cash on cash return in Jay is 5.00%. The average monthly rental income in Jay is $1,320.

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

There are 17 investment properties available for sale in Jay.

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

The ROI for Long-Term is higher than the Short-Term in Jay with average rental income of $1,320.

Your search for investment property begins and ends here

Investment Property for Sale in Jay, VT

252 N Pleasant St

Jay, VT

5 beds | 2 baths | 2,641 sq.ft.

$320,000

Airbnb cash on cash: 4.07%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $2470

Traditional Rental Income: $2842

Airbnb ROI: 4.07%

Traditional ROI: 7.31%

1387 Vt Route 101

Jay, VT

4 beds | 4 baths | 3,532 sq.ft.

$635,000

Airbnb cash on cash: -1.54%

Traditional cash on cash: 8.57%

Airbnb Rental Income: $849

Traditional Rental Income: $6508

Airbnb ROI: -1.54%

Traditional ROI: 8.57%

3041 Cross Road

Jay, VT

3 beds | 2 baths | 1,720 sq.ft.

$434,900

Airbnb cash on cash: 2.18%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $2408

Traditional Rental Income: $3144

Airbnb ROI: 2.18%

Traditional ROI: 5.43%

16 White Pine Dr #4744

Jay, VT

1 beds | 1 baths | 939 sq.ft.

$340,000

Airbnb cash on cash: -2.56%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $1018

Traditional Rental Income: $1320

Airbnb ROI: -2.56%

Traditional ROI: -0.5%

319 Jay Peak Rd #4707

Jay, VT

1 beds | 1 baths | 714 sq.ft.

$299,000

Airbnb cash on cash: -2.54%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1018

Traditional Rental Income: $1320

Airbnb ROI: -2.54%

Traditional ROI: -0.19%

19 White Pine Dr #4728

Jay, VT

2 beds | 2 baths | 1,287 sq.ft.

$440,000

Airbnb cash on cash: -2.79%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $1102

Traditional Rental Income: $2642

Airbnb ROI: -2.79%

Traditional ROI: 1.85%

196 Stateside Rd #4783

Jay, VT

2 beds | 2 baths | 1,290 sq.ft.

$490,000

Airbnb cash on cash: -2.86%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1102

Traditional Rental Income: $2642

Airbnb ROI: -2.86%

Traditional ROI: 1.31%

16 White Pine Dr #4745

Jay, VT

1 beds | 1 baths | 939 sq.ft.

$345,000

Airbnb cash on cash: -2.57%

Traditional cash on cash: -0.53%

Airbnb Rental Income: $1018

Traditional Rental Income: $1320

Airbnb ROI: -2.57%