Real Estate Investment Properties for Sale in Vermont

Looking for investment property in Vermont with high ROI ?

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

Q: Which city in Vermont to invest in for highest ROI on long term rental properties in 2026

In 2026, Derbyis the best city to buy investment properties. Find more investment properties today!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
351 Bridge St Morristown, VT Amazing little village home! This home has beautiful woodwork and hardwood floors througho...	2 beds \| 1 baths \| 901 sq.ft.	$289,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 4.36% Airbnb Rental Income: $1694 Traditional Rental Income: $1756 Airbnb ROI: 2.4% Traditional ROI: 4.36%
303 Winding Way Killington, VT Nestled at the top of a quiet dead-end road, this 4-bedroom single-family home sits on a g...	4 beds \| 3 baths \| 1,750 sq.ft.	$599,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.75% Airbnb Rental Income: $1963 Traditional Rental Income: $3417 Airbnb ROI: 0.22% Traditional ROI: 3.75%
41 Two Brook Dr Wilmington, VT Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Sn...	4 beds \| 3 baths \| 3,420 sq.ft.	$898,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.54% Airbnb Rental Income: $1976 Traditional Rental Income: $6604 Airbnb ROI: -0.62% Traditional ROI: 5.54%
411 Wood Rd Hartford, VT Architecturally designed home set high on a hill in Quechee with beautiful long range view...	4 beds \| 3 baths \| 4,204 sq.ft.	$1,425,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 0.74% Airbnb Rental Income: $2041 Traditional Rental Income: $4209 Airbnb ROI: -1.3% Traditional ROI: 0.74%
225 Spectacle Pond Rd Brighton, VT Discover year-round lakeside living with this inviting 3-bedroom, 2-bath home on the shore...	2 beds \| 2 baths \| 2,358 sq.ft.	$569,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.02% Airbnb Rental Income: $1916 Traditional Rental Income: $2959 Airbnb ROI: 0.11% Traditional ROI: 3.02%
2 Shetland Ln Swanton, VT Very nice, high end, contemporary ranch home with upgrades throughout including granite ki...	3 beds \| 2 baths \| 2,864 sq.ft.	$599,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 2.64% Airbnb Rental Income: $5077 Traditional Rental Income: $2567 Airbnb ROI: 5.28% Traditional ROI: 2.64%
16 Nutmeg Ln Dover, VT Step into this warm, inviting home, and you may never want to leave. Tucked away on a priv...	3 beds \| 2 baths \| 2,000 sq.ft.	$519,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 3.87% Airbnb Rental Income: $1369 Traditional Rental Income: $3247 Airbnb ROI: -0.86% Traditional ROI: 3.87%
15 Bears Den Rd Dover, VT A rare opportunity to enjoy the best of both worlds â the privacy of a single-family hom...	3 beds \| 2 baths \| 2,016 sq.ft.	$775,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 1.33% Airbnb Rental Income: $1369 Traditional Rental Income: $2804 Airbnb ROI: -1.24% Traditional ROI: 1.33%
43 Upton Rd Dover, VT Sunny Meadows offers Prime Location & Sweeping views of Mount Snow, Haystack, down valley ...	6 beds \| 4 baths \| 4,950 sq.ft.	$2,000,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.03% Airbnb Rental Income: $2067 Traditional Rental Income: $5112 Airbnb ROI: -0.9% Traditional ROI: 1.03%
24 Antler Loop Dover, VT This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a pictu...	3 beds \| 2 baths \| 1,943 sq.ft.	$450,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 4.81% Airbnb Rental Income: $1369 Traditional Rental Income: $3189 Airbnb ROI: -0.5% Traditional ROI: 4.81%
1D Brookside Village Way #M22 Dover, VT Amazing trailside, completely renovated end unit opportunity at Mount Snow. This is a beau...	2 beds \| 2 baths \| 1,200 sq.ft.	$479,000	Airbnb cash on cash: -2.2% Traditional cash on cash: 1.8% Airbnb Rental Income: $977 Traditional Rental Income: $2417 Airbnb ROI: -2.2% Traditional ROI: 1.8%
12 Hamilton Pl Richford, VT Spacious, affordable, move-in ready village home. Detached garage with room for storage. L...	3 beds \| 2 baths \| 1,780 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.72% Airbnb Rental Income: $null Traditional Rental Income: $3127 Airbnb ROI: N/A Traditional ROI: 11.72%
350 Main St Castleton, VT Beautiful 1890 farm house located in a quant college town. Walking distance to Amtrak sta...	N/A beds \| 3 baths \| 2,769 sq.ft.	$450,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 3.11% Airbnb Rental Income: $479 Traditional Rental Income: $2089 Airbnb ROI: -1.35% Traditional ROI: 3.11%
1576 RIPLEY ROAD Waterbury, VT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2.5 baths \| 2,305 sq.ft.	$597,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.94% Airbnb Rental Income: $null Traditional Rental Income: $3543 Airbnb ROI: N/A Traditional ROI: 3.94%
1422 Cabot Rd Woodbury, VT Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and ...	4 beds \| 1 baths \| 1,530 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $3162 Airbnb ROI: N/A Traditional ROI: 6.29%
6141 VT Route 15 Wolcott, VT Donât miss this wonderful single-level homeâeasy to maintain and truly move-in ready! ...	3 beds \| 1 baths \| 2,192 sq.ft.	$265,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 5.93% Airbnb Rental Income: $1503 Traditional Rental Income: $2151 Airbnb ROI: 1.58% Traditional ROI: 5.93%
3 Strattonwald Rd Winhall, VT This could one of the very first homes built in the Strattonwald Community back in 1963! D...	3 beds \| 1 baths \| 1,344 sq.ft.	$485,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.58% Airbnb Rental Income: $1427 Traditional Rental Income: $2273 Airbnb ROI: -0.23% Traditional ROI: 2.58%
134 Monument Ave Bennington, VT Gorgeous cape style home situated on 3/4 of an acre on Monument Avenue. Offering terrific...	3 beds \| 2 baths \| 2,868 sq.ft.	$695,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.86% Airbnb Rental Income: $1952 Traditional Rental Income: $2896 Airbnb ROI: -0.39% Traditional ROI: 1.86%
2402 Chelsea Rd Corinth, VT Antique Cape on 135 Acres, peace and tranquility on your own land. This land is wooded and...	4 beds \| 2 baths \| 1,512 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $3158 Airbnb ROI: N/A Traditional ROI: 3.12%
63 Pariseau Dr Canaan, VT Nestled in a quiet, friendly neighborhood, this versatile split-level home sits on a great...	3 beds \| 1 baths \| 1,923 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.29% Airbnb Rental Income: $null Traditional Rental Income: $3180 Airbnb ROI: N/A Traditional ROI: 11.29%
212 Chelsea Rd Corinth, VT Home inspection already completed! Donât let my history fool youâIâm not the issue. ...	4 beds \| 2 baths \| 2,912 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2930 Airbnb ROI: N/A Traditional ROI: 4.62%
160 Depot St Chester, VT Donât miss this incredible opportunity to own a lovingly maintained turn-key Victorian h...	3 beds \| 1 baths \| 1,327 sq.ft.	$225,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 8.89% Airbnb Rental Income: $1480 Traditional Rental Income: $2517 Airbnb ROI: 1.98% Traditional ROI: 8.89%
2924 New Duck Pond Road Sheffield, VT Offered at a time when rural, off-grid properties are closing quickly across the Northeast...	1 beds \| 1 baths \| N/A	$249,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 6.38% Airbnb Rental Income: $828 Traditional Rental Income: $2027 Airbnb ROI: -0.11% Traditional ROI: 6.38%
139 Gail Ter Williston, VT Deceptively spacious and thoughtfully expanded, this unique split-level ranch offers just ...	4 beds \| 2 baths \| 2,008 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $3364 Airbnb ROI: N/A Traditional ROI: 4.18%
1177 Western Ave Brattleboro, VT So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large ...	4 beds \| 2 baths \| 1,733 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $3355 Airbnb ROI: N/A Traditional ROI: 9.69%
438 Marshall Rd Waterbury, VT Nestled in the hills situated on a large level landscaped lot with new state engineered se...	3 beds \| 2 baths \| 1,392 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $3078 Airbnb ROI: N/A Traditional ROI: 4.64%
2214 Porters Point Rd Colchester, VT A rare Lake Champlain waterfront offering defined by timeless views, privacy, and elevated...	2 beds \| 2 baths \| 1,384 sq.ft.	$1,350,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.18% Airbnb Rental Income: $3175 Traditional Rental Income: $2716 Airbnb ROI: -0.03% Traditional ROI: 0.18%
223 Sherwood Square Essex Junction, VT Located in the heart of Essex Junction is this efficient and updated 2 bed, 1 bath condo. ...	2 beds \| 1 baths \| 812 sq.ft.	$245,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 4.1% Airbnb Rental Income: $1291 Traditional Rental Income: $1957 Airbnb ROI: -0.53% Traditional ROI: 4.1%
50 Maple St Orleans, VT Discover the potential of this spacious 4+ bedroom, 2 bathroom village home, featuring mul...	4 beds \| 2 baths \| 2,982 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $2871 Airbnb ROI: N/A Traditional ROI: 7.42%

Real Estate investment in Vermont

There are 2,355 properties available for sale in the state of Vermont. Derby, Rutland and Chester are the best rental property markets in Vermont. The average median price of properties for sale in these cities are $NaN and the average price per square foot is $0. Their average monthly cash on cash return is 5.33%.

Vermont Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 2,355 investment properties available for sale in Vermont.

In 2026, Derby is the best city to buy investment properties. Find more investment properties today!

In 2026, Derby (7%) and Rutland (5%) has the highest cash on cash return for long term rentals in Vermont.

Your search for investment property begins and ends here

Investment Property for Sale in Vermont

351 Bridge St

Morristown, VT

2 beds | 1 baths | 901 sq.ft.

$289,000

Airbnb cash on cash: 2.4%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $1694

Traditional Rental Income: $1756

Airbnb ROI: 2.4%

Traditional ROI: 4.36%

303 Winding Way

Killington, VT

4 beds | 3 baths | 1,750 sq.ft.

$599,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1963

Traditional Rental Income: $3417

Airbnb ROI: 0.22%

Traditional ROI: 3.75%

41 Two Brook Dr

Wilmington, VT

4 beds | 3 baths | 3,420 sq.ft.

$898,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $1976

Traditional Rental Income: $6604

Airbnb ROI: -0.62%

Traditional ROI: 5.54%

411 Wood Rd

Hartford, VT

4 beds | 3 baths | 4,204 sq.ft.

$1,425,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $2041

Traditional Rental Income: $4209

Airbnb ROI: -1.3%

Traditional ROI: 0.74%

225 Spectacle Pond Rd

Brighton, VT

2 beds | 2 baths | 2,358 sq.ft.

$569,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $1916

Traditional Rental Income: $2959

Airbnb ROI: 0.11%

Traditional ROI: 3.02%

2 Shetland Ln

Swanton, VT

3 beds | 2 baths | 2,864 sq.ft.

$599,000

Airbnb cash on cash: 5.28%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $5077

Traditional Rental Income: $2567

Airbnb ROI: 5.28%

Traditional ROI: 2.64%

16 Nutmeg Ln

Dover, VT

3 beds | 2 baths | 2,000 sq.ft.

$519,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1369

Traditional Rental Income: $3247

Airbnb ROI: -0.86%

Traditional ROI: 3.87%

15 Bears Den Rd

Dover, VT

3 beds | 2 baths | 2,016 sq.ft.

$775,000

Airbnb cash on cash: -1.24%

Traditional cash on cash: 1.33%

Airbnb Rental Income: $1369

Traditional Rental Income: $2804

Airbnb ROI: -1.24%