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.	$569,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.99% Airbnb Rental Income: $1535 Traditional Rental Income: $3417 Airbnb ROI: -0.38% Traditional ROI: 3.99%
459 Woods Ln #D6 Killington, VT This is a rare opportunity to purchase a beautifully updated and decorated three bedroom t...	3 beds \| 3 baths \| 1,800 sq.ft.	$649,000	Airbnb cash on cash: -3.99% Traditional cash on cash: 0.47% Airbnb Rental Income: $933 Traditional Rental Income: $3289 Airbnb ROI: -3.99% Traditional ROI: 0.47%
563 Rim Rd Killington, VT The property has a smart lock for easy access. "The Queens Croft" is a 3 story, 16 room, 3...	4 beds \| 4 baths \| 4,002 sq.ft.	$1,495,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.76% Airbnb Rental Income: $1535 Traditional Rental Income: $4844 Airbnb ROI: -0.94% Traditional ROI: 1.76%
329 Village Circle #V8 Killington, VT Welcome to The Woods V8. This top floor, updated 2-bedroom 2-bath village condo is being s...	2 beds \| 2 baths \| 1,071 sq.ft.	$480,000	Airbnb cash on cash: -3.58% Traditional cash on cash: 0.89% Airbnb Rental Income: $640 Traditional Rental Income: $2351 Airbnb ROI: -3.58% Traditional ROI: 0.89%
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.	$149,000	Airbnb cash on cash: -26.52% Traditional cash on cash: -16.07% Airbnb Rental Income: $258 Traditional Rental Income: $1517 Airbnb ROI: -26.52% Traditional ROI: -16.07%
112 High Ridge Road #D2 Killington, VT Beautifully updated corner, end-unit two-bedroom, two-bath condo at High Ridge, one of Kil...	2 beds \| 2 baths \| 1,010 sq.ft.	$549,000	Airbnb cash on cash: -3.21% Traditional cash on cash: 0.7% Airbnb Rental Income: $640 Traditional Rental Income: $2350 Airbnb ROI: -3.21% Traditional ROI: 0.7%
201 Old Mill Road #A7 Killington, VT Welcome to Pinnacleâyour basecamp for all things Killington. Located just minutes from K...	2 beds \| 2 baths \| 935 sq.ft.	$424,000	Airbnb cash on cash: -3.35% Traditional cash on cash: 1.47% Airbnb Rental Income: $640 Traditional Rental Income: $2262 Airbnb ROI: -3.35% Traditional ROI: 1.47%
373 Tanglewood Drive Killington, VT Situated on 1.5 acres in the desirable Tanglewood Drive neighborbood, this 4 bedroom/ 3 ba...	4 beds \| 3 baths \| 3,092 sq.ft.	$1,290,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.57% Airbnb Rental Income: $1535 Traditional Rental Income: $2832 Airbnb ROI: -0.88% Traditional ROI: 0.57%
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: -1.35% Traditional cash on cash: 4.23% Airbnb Rental Income: $258 Traditional Rental Income: $2066 Airbnb ROI: -1.35% Traditional ROI: 4.23%
228 East Mountain Road #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: -5.63% Traditional cash on cash: 5.9% Airbnb Rental Income: $640 Traditional Rental Income: $2416 Airbnb ROI: -5.63% Traditional ROI: 5.9%
29 Woodstock Avenue Killington, VT Welcome to Rutland â where classic charm, space and flexibility come together in this sp...	4 beds \| 2 baths \| 2,947 sq.ft.	$282,500	Airbnb cash on cash: 0.55% Traditional cash on cash: 10.27% Airbnb Rental Income: $1535 Traditional Rental Income: $3677 Airbnb ROI: 0.55% Traditional ROI: 10.27%
68 Vistas Drive #4 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 5 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.91% Traditional cash on cash: -0.92% Airbnb Rental Income: $1535 Traditional Rental Income: $6400 Airbnb ROI: -2.91% 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: -10.3% Traditional cash on cash: 9.24% Airbnb Rental Income: $285 Traditional Rental Income: $2308 Airbnb ROI: -10.3% Traditional ROI: 9.24%
96 Old Coach Rd Killington, VT 96 Old Coach Rd, Killington, VT 05751 \| Single Family Residential	5 beds \| 4 baths \| 3,640 sq.ft.	$1,300,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 1.38% Airbnb Rental Income: $1494 Traditional Rental Income: $5253 Airbnb ROI: -2.09% Traditional ROI: 1.38%
135 E Mountain Road #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.	$395,000	Airbnb cash on cash: -3.35% Traditional cash on cash: 1.8% Airbnb Rental Income: $933 Traditional Rental Income: $2496 Airbnb ROI: -3.35% Traditional ROI: 1.8%
426 Roaring Brook Road 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: -1.62% Traditional cash on cash: 0.52% Airbnb Rental Income: $933 Traditional Rental Income: $5893 Airbnb ROI: -1.62% Traditional ROI: 0.52%
5465 Us Route 4 Killington, VT 5465 Us Route 4, Killington, VT 05751 \| Single Family Residential	5 beds \| 1 baths \| 2,900 sq.ft.	$574,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2% Airbnb Rental Income: $1494 Traditional Rental Income: $2713 Airbnb ROI: -1.09% Traditional ROI: 2%
120 Killington Center Drive #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.	$425,000	Airbnb cash on cash: -3.17% Traditional cash on cash: 2.6% Airbnb Rental Income: $640 Traditional Rental Income: $2640 Airbnb ROI: -3.17% Traditional ROI: 2.6%
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: -46.87% Traditional cash on cash: -31.44% Airbnb Rental Income: $258 Traditional Rental Income: $1355 Airbnb ROI: -46.87% Traditional ROI: -31.44%
22 Vistas Drive #1 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 5 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.91% Traditional cash on cash: -0.91% Airbnb Rental Income: $1535 Traditional Rental Income: $6427 Airbnb ROI: -2.91% Traditional ROI: -0.91%
56 Vistas Drive #5 Killington, VT NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of...	4 beds \| 5 baths \| 4,000 sq.ft.	$2,875,000	Airbnb cash on cash: -2.91% Traditional cash on cash: -0.97% Airbnb Rental Income: $1535 Traditional Rental Income: $6262 Airbnb ROI: -2.91% Traditional ROI: -0.97%
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: -3.41% Traditional cash on cash: -0.37% Airbnb Rental Income: $640 Traditional Rental Income: $1626 Airbnb ROI: -3.41% 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.	$68,000	Airbnb cash on cash: -8.02% Traditional cash on cash: 9.64% Airbnb Rental Income: $285 Traditional Rental Income: $1242 Airbnb ROI: -8.02% Traditional ROI: 9.64%
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.	$425,000	Airbnb cash on cash: -4.25% Traditional cash on cash: 1.37% Airbnb Rental Income: $640 Traditional Rental Income: $2579 Airbnb ROI: -4.25% Traditional ROI: 1.37%
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: -8.15% Traditional cash on cash: 5.42% Airbnb Rental Income: $640 Traditional Rental Income: $2205 Airbnb ROI: -8.15% Traditional ROI: 5.42%
228 E Mountain Rd #L GRAND HOTEL 149/151-IV (WITHERS) Killington, VT 228 E Mountain Rd #L GRAND HOTEL 149/151-IV (WITHERS), Killington, VT 05751 \| Condo/Coop	1 beds \| 2 baths \| 744 sq.ft.	$145,000	Airbnb cash on cash: -8.11% Traditional cash on cash: 5.81% Airbnb Rental Income: $258 Traditional Rental Income: $1959 Airbnb ROI: -8.11% Traditional ROI: 5.81%
228 E Mountain Rd #124 III Killington, VT 228 E Mountain Rd #124 III, Killington, VT 05751 \| Condo/Coop	N/A beds \| 1 baths \| 418 sq.ft.	$68,000	Airbnb cash on cash: -8.99% Traditional cash on cash: 8.67% Airbnb Rental Income: $285 Traditional Rental Income: $1242 Airbnb ROI: -8.99% Traditional ROI: 8.67%
0 River Rd Killington, VT 0 River Rd, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$899,000	Airbnb cash on cash: -2.94% Traditional cash on cash: -1.58% Airbnb Rental Income: $285 Traditional Rental Income: $1188 Airbnb ROI: -2.94% Traditional ROI: -1.58%
27 Roundabout Rd Lot 27 Killington, VT 27 Roundabout Rd Lot 27, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$298,500	Airbnb cash on cash: -3.04% Traditional cash on cash: 1.02% Airbnb Rental Income: $285 Traditional Rental Income: $1188 Airbnb ROI: -3.04% Traditional ROI: 1.02%
0 Winding Way Killington, VT 0 Winding Way, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$170,000	Airbnb cash on cash: -3.14% Traditional cash on cash: 4.24% Airbnb Rental Income: $285 Traditional Rental Income: $1244 Airbnb ROI: -3.14% Traditional ROI: 4.24%
Mountainside Dr Lot 12 Killington, VT Mountainside Dr Lot 12, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$800,000	Airbnb cash on cash: -2.95% Traditional cash on cash: -1.42% Airbnb Rental Income: $285 Traditional Rental Income: $1188 Airbnb ROI: -2.95% Traditional ROI: -1.42%
U.S. Route 4 Lot 4A Killington, VT U.S. Route 4 Lot 4A, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$165,000	Airbnb cash on cash: -3.14% Traditional cash on cash: 4.1% Airbnb Rental Income: $285 Traditional Rental Income: $1188 Airbnb ROI: -3.14% Traditional ROI: 4.1%
112 High Ridge Rd #D2 Killington, VT 112 High Ridge Rd #D2, Killington, VT 05751 \| Condo/Coop	2 beds \| 2 baths \| 1,010 sq.ft.	$549,000	Airbnb cash on cash: -4.84% Traditional cash on cash: -1.35% Airbnb Rental Income: $640 Traditional Rental Income: $2137 Airbnb ROI: -4.84% Traditional ROI: -1.35%
71 Alpine Drive #D-306 Killington, VT With sweeping mountain views and true ski-in/ski-out access, this one-bedroom Pico Village...	1 beds \| 1 baths \| 589 sq.ft.	$339,000	Airbnb cash on cash: -3.91% Traditional cash on cash: 1.01% Airbnb Rental Income: $258 Traditional Rental Income: $1595 Airbnb ROI: -3.91% Traditional ROI: 1.01%
133 E Mountain Rd #3A8 Killington, VT 133 E Mountain Rd #3A8, Killington, VT 05751 \| Condo/Coop	1 beds \| 1 baths \| 750 sq.ft.	$179,000	Airbnb cash on cash: -26.46% Traditional cash on cash: -18.14% Airbnb Rental Income: $258 Traditional Rental Income: $1443 Airbnb ROI: -26.46% Traditional ROI: -18.14%
1A Base Camp at Bear Mtn Killington, VT 1A Base Camp at Bear Mtn, Killington, VT 05751 \| Condo/Coop	4 beds \| 5 baths \| 4,000 sq.ft.	$3,500,000	Airbnb cash on cash: -2.88% Traditional cash on cash: -1.18% Airbnb Rental Income: $1535 Traditional Rental Income: $6613 Airbnb ROI: -2.88% Traditional ROI: -1.18%
768 East Mountain Road #C-5 Killington, VT Located in the heart of Killingtonâs vibrant ski village, Edgemont Condominiums place ye...	1 beds \| 1 baths \| 556 sq.ft.	$310,000	Airbnb cash on cash: -3.34% Traditional cash on cash: 1.91% Airbnb Rental Income: $258 Traditional Rental Income: $1555 Airbnb ROI: -3.34% Traditional ROI: 1.91%
Barts Hill Rd Lot 8 Killington, VT Barts Hill Rd Lot 8, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$165,000	Airbnb cash on cash: -3.82% Traditional cash on cash: 4.27% Airbnb Rental Income: $285 Traditional Rental Income: $1322 Airbnb ROI: -3.82% Traditional ROI: 4.27%
907 E Mountain Rd #G-3 Killington, VT 907 E Mountain Rd #G-3, Killington, VT 05751 \| Condo/Coop	2 beds \| 1 baths \| 652 sq.ft.	$399,000	Airbnb cash on cash: -3.8% Traditional cash on cash: -0.5% Airbnb Rental Income: $640 Traditional Rental Income: $1579 Airbnb ROI: -3.8% Traditional ROI: -0.5%
46 Deer Run Killington, VT EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killingtonâ...	3 beds \| 4 baths \| 4,031 sq.ft.	$2,895,000	Airbnb cash on cash: -2.71% Traditional cash on cash: -1.15% Airbnb Rental Income: $933 Traditional Rental Income: $4766 Airbnb ROI: -2.71% Traditional ROI: -1.15%

Real Estate investment in Killington, VT

There are 52 properties for sale in the city of Killington . The median list price in Killington is $411,500 and the average price per square foot is $224. In May 2026, the average monthly cash on cash return in Killington is 1.00%. The average monthly rental income in Killington is $1,887.

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

There are 52 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 $1,887.

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.

$569,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $1535

Traditional Rental Income: $3417

Airbnb ROI: -0.38%

Traditional ROI: 3.99%

459 Woods Ln #D6

Killington, VT

3 beds | 3 baths | 1,800 sq.ft.

$649,000

Airbnb cash on cash: -3.99%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $933

Traditional Rental Income: $3289

Airbnb ROI: -3.99%

Traditional ROI: 0.47%

563 Rim Rd

Killington, VT

4 beds | 4 baths | 4,002 sq.ft.

$1,495,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $1535

Traditional Rental Income: $4844

Airbnb ROI: -0.94%

Traditional ROI: 1.76%

329 Village Circle #V8

Killington, VT

2 beds | 2 baths | 1,071 sq.ft.

$480,000

Airbnb cash on cash: -3.58%

Traditional cash on cash: 0.89%

Airbnb Rental Income: $640

Traditional Rental Income: $2351

Airbnb ROI: -3.58%

Traditional ROI: 0.89%

135 E Mountain Rd #1G6

Killington, VT

1 beds | 1 baths | 669 sq.ft.

$149,000

Airbnb cash on cash: -26.52%

Traditional cash on cash: -16.07%

Airbnb Rental Income: $258

Traditional Rental Income: $1517

Airbnb ROI: -26.52%

Traditional ROI: -16.07%

112 High Ridge Road #D2

Killington, VT

2 beds | 2 baths | 1,010 sq.ft.

$549,000

Airbnb cash on cash: -3.21%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $640

Traditional Rental Income: $2350

Airbnb ROI: -3.21%

Traditional ROI: 0.7%

201 Old Mill Road #A7

Killington, VT

2 beds | 2 baths | 935 sq.ft.

$424,000

Airbnb cash on cash: -3.35%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $640

Traditional Rental Income: $2262

Airbnb ROI: -3.35%

Traditional ROI: 1.47%

373 Tanglewood Drive

Killington, VT

4 beds | 3 baths | 3,092 sq.ft.

$1,290,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $1535

Traditional Rental Income: $2832

Airbnb ROI: -0.88%