Real Estate Investment Properties for Sale in Killington, VT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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%
133 E Mountain Rd #3A1 Killington, VT 2-Bedroom, 2-Bath Unit in Mountain Green â Building 3 Welcome to this inviting 2-bedroom...	2 beds \| 2 baths \| 913 sq.ft.	$238,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 3.48% Airbnb Rental Income: $1259 Traditional Rental Income: $2286 Airbnb ROI: -2.86% Traditional ROI: 3.48%
1990 E Mountain Rd Killington, VT Welcome to Bearly Lodge. This turn-key 4 bedroom/ 3 bathroom home has recently undergone a...	3 beds \| 3 baths \| 2,529 sq.ft.	$1,149,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.88% Airbnb Rental Income: $1611 Traditional Rental Income: $3979 Airbnb ROI: -0.77% Traditional ROI: 1.88%
135 E Mountain Rd #1G6 Killington, VT Top Floor, corner location, some ski trail views. Convenient to the Killington Ski Resort ...	1 beds \| 1 baths \| 669 sq.ft.	$109,000	Airbnb cash on cash: -30.1% Traditional cash on cash: -22.45% Airbnb Rental Income: $940 Traditional Rental Income: $1402 Airbnb ROI: -30.1% Traditional ROI: -22.45%
137 E Mountain Rd #2C6 Killington, VT Welcome to Killington! Here is great opportunity to own a one-bedroom, one-bath unit in ...	1 beds \| 1 baths \| 648 sq.ft.	$79,999	Airbnb cash on cash: -5.88% Traditional cash on cash: 5.79% Airbnb Rental Income: $940 Traditional Rental Income: $1621 Airbnb ROI: -5.88% Traditional ROI: 5.79%
870 Little Sherburne Rd Killington, VT 100% off grid seclusion! 12.4 acres in the heart of the Green Mountains! A pond, a small f...	1 beds \| 1 baths \| 1,008 sq.ft.	$390,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.23% Airbnb Rental Income: $940 Traditional Rental Income: $2066 Airbnb ROI: 0.21% Traditional ROI: 4.23%
228 E Mountain Rd #321/323 Interval I Killington, VT The Killington Grand Hotel is just steps away from the ski lifts and adjacent to the propo...	2 beds \| 2 baths \| 1,057 sq.ft.	$189,000	Airbnb cash on cash: -2.71% Traditional cash on cash: 5.73% Airbnb Rental Income: $1259 Traditional Rental Income: $2416 Airbnb ROI: -2.71% Traditional ROI: 5.73%
68 Vistas Dr #4 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 4 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.78% Traditional cash on cash: -0.92% Airbnb Rental Income: $1963 Traditional Rental Income: $6400 Airbnb ROI: -2.78% Traditional ROI: -0.92%
135 E Mountain Rd #1F9 Killington, VT Mountain Green " Unit 1F9-Renovated & STR-Ready. Well-maintained and updated unit in the h...	N/A beds \| 1 baths \| 646 sq.ft.	$119,900	Airbnb cash on cash: -3.39% Traditional cash on cash: 9.24% Airbnb Rental Income: $1244 Traditional Rental Income: $2308 Airbnb ROI: -3.39% Traditional ROI: 9.24%
558 Trailview Dr Killington, VT Moguls 5 stands as one of Killingtonâs most distinguished ski-in/ski-out residences â ...	5 beds \| 4 baths \| 4,826 sq.ft.	$4,250,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.08% Airbnb Rental Income: $1685 Traditional Rental Income: $6551 Airbnb ROI: -1.44% Traditional ROI: -0.08%
137 E Mountain Rd #2D9 Killington, VT 137 E Mountain Rd #2D9, Killington, VT 05751 \| Condo/Coop	1 beds \| 1 baths \| 613 sq.ft.	$89,000	Airbnb cash on cash: -33.57% Traditional cash on cash: -25.64% Airbnb Rental Income: $940 Traditional Rental Income: $1285 Airbnb ROI: -33.57% Traditional ROI: -25.64%
135 E Mountain Rd #1F3 Killington, VT 135 E Mountain Rd #1F3, Killington, VT 05751 \| Condo/Coop	2 beds \| 1 baths \| 836 sq.ft.	$159,000	Airbnb cash on cash: -26.34% Traditional cash on cash: -21.33% Airbnb Rental Income: $1259 Traditional Rental Income: $1621 Airbnb ROI: -26.34% Traditional ROI: -21.33%
30 Ridge Rd Killington, VT Stunning Turnkey Property in the Heart of Killington â Mountain Views, Modern Comfort, a...	5 beds \| 2 baths \| 1,738 sq.ft.	$649,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.02% Airbnb Rental Income: $1685 Traditional Rental Income: $3268 Airbnb ROI: -0.37% Traditional ROI: 3.02%
65 Roaring Brook Rd Killington, VT 65 Roaring Brook Rd, Killington, VT 05751 \| Single Family Residential	5 beds \| 3 baths \| 3,182 sq.ft.	$1,390,000	Airbnb cash on cash: -2.02% Traditional cash on cash: 1.03% Airbnb Rental Income: $1685 Traditional Rental Income: $5153 Airbnb ROI: -2.02% Traditional ROI: 1.03%
832 US Route 100N Killington, VT 832 US Route 100N, Killington, VT 05751 \| Single Family Residential	3 beds \| 2 baths \| 3,067 sq.ft.	$1,499,000	Airbnb cash on cash: -2.13% Traditional cash on cash: -0.39% Airbnb Rental Income: $1611 Traditional Rental Income: $3580 Airbnb ROI: -2.13% Traditional ROI: -0.39%
96 Old Coach Rd Killington, VT 96 Old Coach Rd, Killington, VT 05751 \| Single Family Residential	5 beds \| 4 baths \| 3,640 sq.ft.	$1,350,000	Airbnb cash on cash: -2% Traditional cash on cash: 1.22% Airbnb Rental Income: $1685 Traditional Rental Income: $5253 Airbnb ROI: -2% Traditional ROI: 1.22%
135 E Mountain Rd #1D5 Killington, VT Rare 3 Bedroom at Mountain Green- Sleeps 8"10- Top Rental Performer. True 3 bedroom units ...	3 beds \| 2 baths \| 1,130 sq.ft.	$379,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.92% Airbnb Rental Income: $1611 Traditional Rental Income: $2496 Airbnb ROI: -1.86% Traditional ROI: 1.92%
137 E Mountain Rd #2B1 Killington, VT Work at Mountain Green is well underway! Discover this inviting two-bedroom, two-bath con...	2 beds \| 1 baths \| 949 sq.ft.	$189,000	Airbnb cash on cash: -3.55% Traditional cash on cash: 4.29% Airbnb Rental Income: $1259 Traditional Rental Income: $2268 Airbnb ROI: -3.55% Traditional ROI: 4.29%
426 Roaring Brook Rd Killington, VT Stunning Killington Estate, Stellar Location! This fabulous property has expansive mountai...	3 beds \| 5 baths \| 4,321 sq.ft.	$2,675,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 0.52% Airbnb Rental Income: $1611 Traditional Rental Income: $5893 Airbnb ROI: -1.39% Traditional ROI: 0.52%
135 E Mountain Rd #1F7 Killington, VT 135 E Mountain Rd #1F7, Killington, VT 05751 \| Condo/Coop	N/A beds \| 1 baths \| 646 sq.ft.	$79,000	Airbnb cash on cash: -31.69% Traditional cash on cash: -26.77% Airbnb Rental Income: $1244 Traditional Rental Income: $1231 Airbnb ROI: -31.69% Traditional ROI: -26.77%
5465 Us Route 4 Killington, VT 5465 Us Route 4, Killington, VT 05751 \| Single Family Residential	5 beds \| 1 baths \| 2,900 sq.ft.	$595,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.83% Airbnb Rental Income: $1685 Traditional Rental Income: $2713 Airbnb ROI: -0.87% Traditional ROI: 1.83%
298 Prior Dr Killington, VT 298 Prior Dr, Killington, VT 05751 \| Single Family Residential	6 beds \| 3 baths \| 4,934 sq.ft.	$1,999,000	Airbnb cash on cash: -2.29% Traditional cash on cash: 0.48% Airbnb Rental Income: $1685 Traditional Rental Income: $6344 Airbnb ROI: -2.29% Traditional ROI: 0.48%
120 Killington Center Dr #531 and 532 Killington, VT KILLINGTON CENTER! Prime Killington location right off the Killington Road. Minutes to the...	2 beds \| 3 baths \| 1,237 sq.ft.	$449,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 2.41% Airbnb Rental Income: $1259 Traditional Rental Income: $2640 Airbnb ROI: -1.82% Traditional ROI: 2.41%
180 High Ridge Rd #J10 Killington, VT Ski in to this tastefully decorated one-bedroom, one-bathroom condo. Use it yourself and/o...	1 beds \| 1 baths \| 623 sq.ft.	$334,900	Airbnb cash on cash: -2.95% Traditional cash on cash: 0.54% Airbnb Rental Income: $940 Traditional Rental Income: $1693 Airbnb ROI: -2.95% Traditional ROI: 0.54%
137 E Mountain Rd #2D8 Killington, VT 137 E Mountain Rd #2D8, Killington, VT 05751 \| Condo/Coop	1 beds \| 1 baths \| 613 sq.ft.	$109,000	Airbnb cash on cash: -25.24% Traditional cash on cash: -19.46% Airbnb Rental Income: $940 Traditional Rental Income: $1285 Airbnb ROI: -25.24% Traditional ROI: -19.46%
137 E Mountain Rd #2G4 Killington, VT 137 E Mountain Rd #2G4, Killington, VT 05751 \| Condo/Coop	1 beds \| 1 baths \| 707 sq.ft.	$88,000	Airbnb cash on cash: -30.71% Traditional cash on cash: -24.13% Airbnb Rental Income: $940 Traditional Rental Income: $1355 Airbnb ROI: -30.71% Traditional ROI: -24.13%
22 Vistas Dr #1 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 4 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.78% Traditional cash on cash: -0.91% Airbnb Rental Income: $1963 Traditional Rental Income: $6427 Airbnb ROI: -2.78% Traditional ROI: -0.91%
56 Vistas Dr #5 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 4 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.78% Traditional cash on cash: -0.97% Airbnb Rental Income: $1963 Traditional Rental Income: $6262 Airbnb ROI: -2.78% Traditional ROI: -0.97%
0 Ledge End Rd #R4 Killington, VT 0 Ledge End Rd #R4, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$120,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 8.48% Airbnb Rental Income: $1244 Traditional Rental Income: $1404 Airbnb ROI: 3.67% Traditional ROI: 8.48%
0 Doubleday Hill Rd Lot 8 Killington, VT 0 Doubleday Hill Rd Lot 8, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$125,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 8.04% Airbnb Rental Income: $1244 Traditional Rental Income: $1404 Airbnb ROI: 3.42% Traditional ROI: 8.04%
112 High Ridge Rd #D05 Killington, VT Experience mountain living at High Ridge, just minutes from Killington Mountain Resort, Ki...	1 beds \| 1 baths \| 616 sq.ft.	$339,500	Airbnb cash on cash: -2.99% Traditional cash on cash: 0.2% Airbnb Rental Income: $940 Traditional Rental Income: $1614 Airbnb ROI: -2.99% Traditional ROI: 0.2%
53 Colony Club Rd #F29 Killington, VT 3 Bedroom, 3 level End Unit Townhouse Less than 3 miles to the lift and new village. Some ...	3 beds \| 3 baths \| 2,061 sq.ft.	$825,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 1.56% Airbnb Rental Income: $1611 Traditional Rental Income: $3670 Airbnb ROI: -1.71% Traditional ROI: 1.56%
140 Valley Park #D4 Killington, VT 140 Valley Park #D4, Killington, VT 05751 \| Condo/Coop	2 beds \| 1 baths \| 864 sq.ft.	$450,000	Airbnb cash on cash: -2.18% Traditional cash on cash: -0.37% Airbnb Rental Income: $1259 Traditional Rental Income: $1626 Airbnb ROI: -2.18% Traditional ROI: -0.37%
228 E Mountain Rd #255 II Killington, VT 228 E Mountain Rd #255 II, Killington, VT 05751 \| Condo/Coop	N/A beds \| 1 baths \| 345 sq.ft.	$72,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 8.99% Airbnb Rental Income: $1244 Traditional Rental Income: $1242 Airbnb ROI: 3.46% Traditional ROI: 8.99%
95 Killington Center Dr #R32, #322 & 323 Killington, VT 95 Killington Center Dr #R32, #322 & 323, Killington, VT 05751 \| Condo/Coop	2 beds \| 3 baths \| 1,237 sq.ft.	$440,000	Airbnb cash on cash: -3.18% Traditional cash on cash: 0.99% Airbnb Rental Income: $1259 Traditional Rental Income: $2579 Airbnb ROI: -3.18% Traditional ROI: 0.99%
118 High RIdge Rd #E18 Killington, VT 118 High RIdge Rd #E18, Killington, VT 05751 \| Condo/Coop	2 beds \| 2 baths \| 1,026 sq.ft.	$509,000	Airbnb cash on cash: -3.91% Traditional cash on cash: -1.25% Airbnb Rental Income: $1259 Traditional Rental Income: $2125 Airbnb ROI: -3.91% Traditional ROI: -1.25%
228 E Mountain Rd #DA DUP GRAND HOTEL 152 II (GODBOUT) Killington, VT 228 E Mountain Rd #DA DUP GRAND HOTEL 152 II (GODBOUT), Killington, VT 05751 \| Condo/Coop	2 beds \| 2 baths \| 1,099 sq.ft.	$143,000	Airbnb cash on cash: -4.39% Traditional cash on cash: 5.42% Airbnb Rental Income: $1259 Traditional Rental Income: $2205 Airbnb ROI: -4.39% Traditional ROI: 5.42%
69 Killington Center Dr #131,132 Killington, VT 69 Killington Center Dr #131,132, Killington, VT 05751 \| Condo/Coop	2 beds \| 3 baths \| 1,288 sq.ft.	$449,000	Airbnb cash on cash: -3.17% Traditional cash on cash: 0.96% Airbnb Rental Income: $1259 Traditional Rental Income: $2601 Airbnb ROI: -3.17% Traditional ROI: 0.96%
Winding Way Killington, VT Winding Way, Killington, VT 05751 \| Single Family Residential	N/A beds \| N/A baths \| N/A	$170,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 5.23% Airbnb Rental Income: $1244 Traditional Rental Income: $1404 Airbnb ROI: 1.8% Traditional ROI: 5.23%

Real Estate investment in Killington, VT

There are 56 properties for sale in the city of Killington . The median list price in Killington is $334,900 and the average price per square foot is $221. In February 2026, the average monthly cash on cash return in Killington is 1.00%. The average monthly rental income in Killington is $1,660.

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

There are 56 investment properties available for sale in Killington.

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

The ROI for Long-Term is higher than the Short-Term in Killington with average rental income of $1,660.

Your search for investment property begins and ends here

Investment Property for Sale in Killington, VT

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%

133 E Mountain Rd #3A1

Killington, VT

2 beds | 2 baths | 913 sq.ft.

$238,000

Airbnb cash on cash: -2.86%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1259

Traditional Rental Income: $2286

Airbnb ROI: -2.86%

Traditional ROI: 3.48%

1990 E Mountain Rd

Killington, VT

3 beds | 3 baths | 2,529 sq.ft.

$1,149,000

Airbnb cash on cash: -0.77%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $1611

Traditional Rental Income: $3979

Airbnb ROI: -0.77%

Traditional ROI: 1.88%

135 E Mountain Rd #1G6

Killington, VT

1 beds | 1 baths | 669 sq.ft.

$109,000

Airbnb cash on cash: -30.1%

Traditional cash on cash: -22.45%

Airbnb Rental Income: $940

Traditional Rental Income: $1402

Airbnb ROI: -30.1%

Traditional ROI: -22.45%

137 E Mountain Rd #2C6

Killington, VT

1 beds | 1 baths | 648 sq.ft.

$79,999

Airbnb cash on cash: -5.88%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $940

Traditional Rental Income: $1621

Airbnb ROI: -5.88%

Traditional ROI: 5.79%

870 Little Sherburne Rd

Killington, VT

1 beds | 1 baths | 1,008 sq.ft.

$390,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $940

Traditional Rental Income: $2066

Airbnb ROI: 0.21%

Traditional ROI: 4.23%

228 E Mountain Rd #321/323 Interval I

Killington, VT

2 beds | 2 baths | 1,057 sq.ft.

$189,000

Airbnb cash on cash: -2.71%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $1259

Traditional Rental Income: $2416

Airbnb ROI: -2.71%

Traditional ROI: 5.73%

68 Vistas Dr #4

Killington, VT

4 beds | 4 baths | 4,000 sq.ft.

$2,875,000

Airbnb cash on cash: -2.78%

Traditional cash on cash: -0.92%

Airbnb Rental Income: $1963

Traditional Rental Income: $6400

Airbnb ROI: -2.78%