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
109 Mountainside Dr Killington, VT This fully furnished, high end home delivers opulence from the moment you pull in. From th...	3 beds \| 4 baths \| 3,328 sq.ft.	$2,450,000	Airbnb cash on cash: -2.04% Traditional cash on cash: 0.22% Airbnb Rental Income: $1136 Traditional Rental Income: $5915 Airbnb ROI: -2.04% Traditional ROI: 0.22%
373 Tanglewood Dr 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.	$1,100,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.73% Airbnb Rental Income: $2028 Traditional Rental Income: $2832 Airbnb ROI: -0.49% Traditional ROI: 0.73%
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.	$185,000	Airbnb cash on cash: -4.16% Traditional cash on cash: 6.05% Airbnb Rental Income: $970 Traditional Rental Income: $2416 Airbnb ROI: -4.16% Traditional ROI: 6.05%
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.	$419,000	Airbnb cash on cash: -2.78% Traditional cash on cash: 1.64% Airbnb Rental Income: $1136 Traditional Rental Income: $2496 Airbnb ROI: -2.78% Traditional ROI: 1.64%
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: -2.76% Traditional cash on cash: -0.97% Airbnb Rental Income: $2028 Traditional Rental Income: $6262 Airbnb ROI: -2.76% Traditional ROI: -0.97%
768 E Mountain Rd #C-5 Killington, VT Located in the heart of Killington's vibrant ski village, Edgemont Condominiums place year...	1 beds \| 1 baths \| 556 sq.ft.	$310,000	Airbnb cash on cash: -1.76% Traditional cash on cash: 1.27% Airbnb Rental Income: $1031 Traditional Rental Income: $1555 Airbnb ROI: -1.76% Traditional ROI: 1.27%
46 Deer Run Killington, VT EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington's...	3 beds \| 4 baths \| 4,031 sq.ft.	$2,895,000	Airbnb cash on cash: -2.65% Traditional cash on cash: -1.15% Airbnb Rental Income: $1136 Traditional Rental Income: $4766 Airbnb ROI: -2.65% Traditional ROI: -1.15%
228 E Mountain Rd #A HCP GRAND HOTEL 161 I (TALABAC, et al) Killington, VT 228 E Mountain Rd #A HCP GRAND HOTEL 161 I (TALABAC, et al), Killington, VT 05751 \| Condo/...	N/A beds \| 1 baths \| 418 sq.ft.	$64,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 11.15% Airbnb Rental Income: $970 Traditional Rental Income: $1298 Airbnb ROI: 0.53% Traditional ROI: 11.15%
64 East Ln Killington, VT Welcome to your family's new vacation home! First time ever offered for sale by the origin...	4 beds \| 2 baths \| 1,514 sq.ft.	$879,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.07% Airbnb Rental Income: $2028 Traditional Rental Income: $3519 Airbnb ROI: -0.39% Traditional ROI: 2.07%
191 Schoolhouse Rd #B6 Killington, VT PRICE IMPROVEMENT! 4-bedroom townhouse directly off Killington Road at the ideally located...	4 beds \| 4 baths \| 2,090 sq.ft.	$645,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 3.45% Airbnb Rental Income: $2028 Traditional Rental Income: $4209 Airbnb ROI: -1.05% Traditional ROI: 3.45%
135 E Mountain Rd #1-A-3 Killington, VT 135 E Mountain Rd #1-A-3, Killington, VT 05751 \| Condo/Coop	2 beds \| 1 baths \| 900 sq.ft.	$125,000	Airbnb cash on cash: -33.3% Traditional cash on cash: -24.39% Airbnb Rental Income: $970 Traditional Rental Income: $1692 Airbnb ROI: -33.3% Traditional ROI: -24.39%
7 Spring Hill Rd #7 Killington, VT 7 Spring Hill Rd #7, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 10.45% Airbnb Rental Income: $970 Traditional Rental Income: $1323 Airbnb ROI: 2.85% Traditional ROI: 10.45%
249 Moon Ridge Rd #6D Killington, VT Located just minutes from Killington Ski Area you will find this spacious, well maintained...	1 beds \| 1 baths \| 755 sq.ft.	$335,000	Airbnb cash on cash: -2.8% Traditional cash on cash: 0.52% Airbnb Rental Income: $1031 Traditional Rental Income: $1716 Airbnb ROI: -2.8% Traditional ROI: 0.52%
19 High Ridge Rd #A-9 Killington, VT Exciting opportunity to own an updated 2-bedroom, 2-bathroom condominium in the highly sou...	2 beds \| 2 baths \| 1,129 sq.ft.	$519,000	Airbnb cash on cash: -3.31% Traditional cash on cash: 0.61% Airbnb Rental Income: $970 Traditional Rental Income: $2522 Airbnb ROI: -3.31% Traditional ROI: 0.61%
228 E Mountain Rd #A GRAND HOTEL 137 IV (SUTTON) Killington, VT 228 E Mountain Rd #A GRAND HOTEL 137 IV (SUTTON), Killington, VT 05751 \| Condo/Coop	N/A beds \| 1 baths \| 413 sq.ft.	$59,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 11.35% Airbnb Rental Income: $970 Traditional Rental Income: $1299 Airbnb ROI: -0.12% Traditional ROI: 11.35%
697 E Mountain Rd #A5 Killington, VT 697 E Mountain Rd #A5, Killington, VT 05751 \| Condo/Coop	3 beds \| 2 baths \| 881 sq.ft.	$425,000	Airbnb cash on cash: -2.62% Traditional cash on cash: 1.05% Airbnb Rental Income: $1136 Traditional Rental Income: $2220 Airbnb ROI: -2.62% Traditional ROI: 1.05%
133 E Mountain Rd #3B07 Killington, VT 133 E Mountain Rd #3B07, Killington, VT 05751 \| Condo/Coop	2 beds \| 2 baths \| 945 sq.ft.	$224,000	Airbnb cash on cash: -21.61% Traditional cash on cash: -16% Airbnb Rental Income: $970 Traditional Rental Income: $1835 Airbnb ROI: -21.61% Traditional ROI: -16%
1678 Killington Rd Killington, VT 29-266A Killington Rd, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$995,000	Airbnb cash on cash: -2.32% Traditional cash on cash: -1.56% Airbnb Rental Income: $970 Traditional Rental Income: $1323 Airbnb ROI: -2.32% Traditional ROI: -1.56%
7 Weathervane Dr Lot 7 Killington, VT 7 Weathervane Dr Lot 7, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$235,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 2.36% Airbnb Rental Income: $970 Traditional Rental Income: $1323 Airbnb ROI: -0.63% Traditional ROI: 2.36%
243 Cricket Hill Rd Killington, VT Nestled in a picturesque and private Killington setting, this inviting 4-bedroom, 3.5-bath...	4 beds \| 3 baths \| 3,380 sq.ft.	$979,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.1% Airbnb Rental Income: $2028 Traditional Rental Income: $5393 Airbnb ROI: -1.18% Traditional ROI: 3.1%
151 Village Cir #V31 Killington, VT This nicely updated two bedroom two bath ground level condo is in move-in condition. Karnd...	2 beds \| 2 baths \| 905 sq.ft.	$475,000	Airbnb cash on cash: -2.73% Traditional cash on cash: 1.42% Airbnb Rental Income: $970 Traditional Rental Income: $2485 Airbnb ROI: -2.73% Traditional ROI: 1.42%
321 Moon Ridge Rd #2B Killington, VT Welcome to Moon Ridge 2B. This renovated 3-level town home offers 2 bedrooms plus bonus ro...	2 beds \| 3 baths \| 1,512 sq.ft.	$510,000	Airbnb cash on cash: -2.48% Traditional cash on cash: 2.75% Airbnb Rental Income: $970 Traditional Rental Income: $3114 Airbnb ROI: -2.48% Traditional ROI: 2.75%
102 Spring Gln Killington, VT Rare opportunity to own the only multi-family home currently on the market in Killington. ...	4 beds \| 4 baths \| 2,392 sq.ft.	$775,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.01% Airbnb Rental Income: $2028 Traditional Rental Income: $4469 Airbnb ROI: -0.09% Traditional ROI: 4.01%
838 Cricket Hill Rd Killington, VT 838 Cricket Hill Rd, Killington, VT 05751 \| Single Family Residential	4 beds \| 4 baths \| 6,324 sq.ft.	$1,250,000	Airbnb cash on cash: -1.8% Traditional cash on cash: 1.1% Airbnb Rental Income: $2028 Traditional Rental Income: $5264 Airbnb ROI: -1.8% Traditional ROI: 1.1%
325 Dean Hill Rd Killington, VT 325 Dean Hill Rd, Killington, VT 05751 \| Single Family Residential	3 beds \| 2 baths \| 1,650 sq.ft.	$929,000	Airbnb cash on cash: -2.12% Traditional cash on cash: 0.51% Airbnb Rental Income: $1136 Traditional Rental Income: $3029 Airbnb ROI: -2.12% Traditional ROI: 0.51%
265 Telefon Trl Killington, VT 265 Telefon Trl, Killington, VT 05751 \| Single Family Residential	3 beds \| 2 baths \| 2,178 sq.ft.	$898,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 0.62% Airbnb Rental Income: $1136 Traditional Rental Income: $3023 Airbnb ROI: -2.09% Traditional ROI: 0.62%
07-76 Winding Way #07-76 Killington, VT 07-76 Winding Way #07-76, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$149,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.77% Airbnb Rental Income: $970 Traditional Rental Income: $1323 Airbnb ROI: 0.83% Traditional ROI: 5.77%
00 VT Route 100 & River Rd Killington, VT 00 VT Route 100 & River Rd, Killington, VT 05751 \| Other	N/A beds \| N/A baths \| N/A	$740,000	Airbnb cash on cash: -2.12% Traditional cash on cash: -1.1% Airbnb Rental Income: $970 Traditional Rental Income: $1323 Airbnb ROI: -2.12% Traditional ROI: -1.1%

Real Estate investment in Killington, VT

There are 60 properties for sale in the city of Killington . The median list price in Killington is $514,500 and the average price per square foot is $274. In August 2026, the average monthly cash on cash return in Killington is 1.00%. The average monthly rental income in Killington is $1,918.

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

There are 60 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 $1,918.

Your search for investment property begins and ends here

Investment Property for Sale in Killington, VT

109 Mountainside Dr

Killington, VT

3 beds | 4 baths | 3,328 sq.ft.

$2,450,000

Airbnb cash on cash: -2.04%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $1136

Traditional Rental Income: $5915

Airbnb ROI: -2.04%

Traditional ROI: 0.22%

373 Tanglewood Dr

Killington, VT

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

$1,100,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 0.73%

Airbnb Rental Income: $2028

Traditional Rental Income: $2832

Airbnb ROI: -0.49%

Traditional ROI: 0.73%

228 E Mountain Rd #321/323 Interval I

Killington, VT

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

$185,000

Airbnb cash on cash: -4.16%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $970

Traditional Rental Income: $2416

Airbnb ROI: -4.16%

Traditional ROI: 6.05%

135 E Mountain Rd #1D5

Killington, VT

3 beds | 2 baths | 1,130 sq.ft.

$419,000

Airbnb cash on cash: -2.78%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $1136

Traditional Rental Income: $2496

Airbnb ROI: -2.78%

Traditional ROI: 1.64%

56 Vistas Dr #5

Killington, VT

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

$2,875,000

Airbnb cash on cash: -2.76%

Traditional cash on cash: -0.97%

Airbnb Rental Income: $2028

Traditional Rental Income: $6262

Airbnb ROI: -2.76%

Traditional ROI: -0.97%

768 E Mountain Rd #C-5

Killington, VT

1 beds | 1 baths | 556 sq.ft.

$310,000

Airbnb cash on cash: -1.76%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $1031

Traditional Rental Income: $1555

Airbnb ROI: -1.76%

Traditional ROI: 1.27%

46 Deer Run

Killington, VT

3 beds | 4 baths | 4,031 sq.ft.

$2,895,000

Airbnb cash on cash: -2.65%

Traditional cash on cash: -1.15%

Airbnb Rental Income: $1136

Traditional Rental Income: $4766

Airbnb ROI: -2.65%

Traditional ROI: -1.15%

228 E Mountain Rd #A HCP GRAND HOTEL 161 I (TALABAC, et al)

Killington, VT

N/A beds | 1 baths | 418 sq.ft.

$64,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 11.15%

Airbnb Rental Income: $970

Traditional Rental Income: $1298

Airbnb ROI: 0.53%