Real Estate Investment Properties for Sale in Aspen, CO

Looking for investment property in Aspen, CO with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
0184 Mountain Laurel Drive Aspen, CO Rare Redevelopment Opportunity or Live in this Charming East Aspen Home Commanding Views \|...	4 beds \| 6 baths \| 3,916 sq.ft.	$7,995,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.24% Airbnb Rental Income: $1489 Traditional Rental Income: $7155 Airbnb ROI: -1.06% Traditional ROI: -0.24%
0039 Boomerang Road unit: 8415 Interest 2 & 8 #8415 Interest 2 & 8 Aspen, CO Two 1/12 interests in a luxury condominium right at the base of Highlands Ski Area. Reside...	2 beds \| 2 baths \| 1,239 sq.ft.	$225,000	Airbnb cash on cash: 7.76% Traditional cash on cash: 8.99% Airbnb Rental Income: $2708 Traditional Rental Income: $2330 Airbnb ROI: 7.76% Traditional ROI: 8.99%
59 Herron Hollow Road Aspen, CO Perched on one of the most optimal locations above Willoughby Way on Red Mountain, a short...	5 beds \| 4 baths \| 3,252 sq.ft.	$26,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.92% Airbnb Rental Income: $null Traditional Rental Income: $4613 Airbnb ROI: N/A Traditional ROI: -0.92%
200 Stewart Drive Aspen, CO Positioned in a premier Starwood location with close proximity to town, this Aspen residen...	5 beds \| 6 baths \| 5,614 sq.ft.	$12,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.68% Airbnb Rental Income: $null Traditional Rental Income: $7241 Airbnb ROI: N/A Traditional ROI: -0.68%
209 Larkspur Lane Aspen, CO A well maintained four bedroom home on a pristine 0.66 acre lot with dramatic views of the...	4 beds \| 6 baths \| 3,521 sq.ft.	$8,985,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.38% Airbnb Rental Income: $1489 Traditional Rental Income: $7053 Airbnb ROI: -1.1% Traditional ROI: -0.38%
131 E Durant Avenue unit: 208 #208 Aspen, CO Nestled right in the heart of downtown Aspen, this exquisitely remodeled two-bedroom condo...	2 beds \| 2 baths \| 900 sq.ft.	$4,200,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -1.21% Airbnb Rental Income: $2708 Traditional Rental Income: $1814 Airbnb ROI: -1.15% Traditional ROI: -1.21%
1432 Sierra Vista Drive Aspen, CO Aspen's best value! Set on a quiet cul de sac street next to the second green on the Aspen...	5 beds \| 6 baths \| 3,965 sq.ft.	$9,499,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.37% Airbnb Rental Income: $null Traditional Rental Income: $7095 Airbnb ROI: N/A Traditional ROI: -0.37%
40 Aspen Village Road Aspen, CO Wonderful location in Aspen Village! This 3 bed 2 bath home is perfectly situated in Aspen...	3 beds \| 2 baths \| 1,125 sq.ft.	$680,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.46% Airbnb Rental Income: $1150 Traditional Rental Income: $1985 Airbnb ROI: -0.46% Traditional ROI: 1.46%
731 S Mill Street unit: 2C #2C Aspen, CO Freshly painted in a neutral beige color. A two-bedroom, two-bath condo located in the hea...	2 beds \| 2 baths \| 940 sq.ft.	$2,995,000	Airbnb cash on cash: -0.91% Traditional cash on cash: -0.93% Airbnb Rental Income: $2708 Traditional Rental Income: $1991 Airbnb ROI: -0.91% Traditional ROI: -0.93%
550 S Spring Street unit: F8-9 #F8-9 Aspen, CO Exclusive Ownership Opportunity in Aspen. Experience unparalleled luxury with The W Sky Re...	3 beds \| 4 baths \| 1,993 sq.ft.	$649,000	Airbnb cash on cash: -4.82% Traditional cash on cash: 0.27% Airbnb Rental Income: $1150 Traditional Rental Income: $3849 Airbnb ROI: -4.82% Traditional ROI: 0.27%
550 S Spring Street unit: F8-10 #F8-10 Aspen, CO Exclusive Ownership Opportunity in Aspen. Experience unparalleled luxury with The W Sky Re...	3 beds \| 4 baths \| 1,993 sq.ft.	$649,000	Airbnb cash on cash: -4.82% Traditional cash on cash: 0.11% Airbnb Rental Income: $1150 Traditional Rental Income: $3755 Airbnb ROI: -4.82% Traditional ROI: 0.11%
9888 Castle Creek Road Aspen, CO A pristine 7.42-acre alpine haven with Castle Creek flowing through its heart. This peacef...	4 beds \| 4 baths \| 4,946 sq.ft.	$11,500,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.6% Airbnb Rental Income: $1489 Traditional Rental Income: $6079 Airbnb ROI: -1.07% Traditional ROI: -0.6%
41 Popcorn Lane Aspen, CO A unique opportunity to own a two-acre riverfront estate only nine minutes from Aspen Moun...	5 beds \| 8 baths \| 14,960 sq.ft.	$49,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.8% Airbnb Rental Income: $null Traditional Rental Income: $15723 Airbnb ROI: N/A Traditional ROI: -0.8%
137 Westview Drive Aspen, CO Discover this completely reimagined five-bedroom masterpiece that balances modern sophisti...	5 beds \| 6 baths \| 5,451 sq.ft.	$23,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.84% Airbnb Rental Income: $null Traditional Rental Income: $7129 Airbnb ROI: N/A Traditional ROI: -0.84%
335 Hall Drive Aspen, CO This single-family home nestled high on a hilltop above Castle Creek takes in expansive vi...	4 beds \| 4 baths \| 3,174 sq.ft.	$15,950,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -1.04% Airbnb Rental Income: $1489 Traditional Rental Income: $4179 Airbnb ROI: -1.25% Traditional ROI: -1.04%
605 W Bleeker Street Aspen, CO Initially built in 1880, this historically preserved and recently reimagined handsome home...	4 beds \| 6 baths \| 4,314 sq.ft.	$19,950,000	Airbnb cash on cash: -1.13% Traditional cash on cash: -0.7% Airbnb Rental Income: $1489 Traditional Rental Income: $8966 Airbnb ROI: -1.13% Traditional ROI: -0.7%
303 W Hopkins Avenue Aspen, CO Nestled in the heart of Aspen, this delightful five-bedroom, five-bathroom residence offer...	5 beds \| 6 baths \| 5,070 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.12% Airbnb Rental Income: $null Traditional Rental Income: $3075 Airbnb ROI: N/A Traditional ROI: 11.12%
725 W Smuggler Street Aspen, CO Own this stunning home with extraordinary natural light and mountain views in Aspen's desi...	5 beds \| 6 baths \| 4,673 sq.ft.	$25,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.74% Airbnb Rental Income: $null Traditional Rental Income: $7209 Airbnb ROI: N/A Traditional ROI: -0.74%
415 E Dean St, #22, Week 32 Aspen, CO 2024 renovations completed (including new decor, furniture, lighting, paint and carpets). ...	3 beds \| 3 baths \| 1,808 sq.ft.	$185,000	Airbnb cash on cash: -4.08% Traditional cash on cash: 7.11% Airbnb Rental Income: $1150 Traditional Rental Income: $2738 Airbnb ROI: -4.08% Traditional ROI: 7.11%
501 Rio Grande Place unit: 204 #204 Aspen, CO Experience Aspen luxury at its finest in this top-floor Obermeyer Place condo, where sophi...	4 beds \| 4 baths \| 2,930 sq.ft.	$12,950,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.97% Airbnb Rental Income: $1489 Traditional Rental Income: $5636 Airbnb ROI: -1.35% Traditional ROI: -0.97%
552 Mountain Laurel Drive Aspen, CO Experience unparalleled luxury in this 4,707 SF masterpiece, featuring 4 bedrooms, 5.5 bat...	4 beds \| 6 baths \| 4,707 sq.ft.	$15,950,000	Airbnb cash on cash: -1.05% Traditional cash on cash: -0.47% Airbnb Rental Income: $1489 Traditional Rental Income: $9662 Airbnb ROI: -1.05% Traditional ROI: -0.47%
415 E Dean St, #4, Week 32 Aspen, CO 2024 renovations completed (including new decor, furniture, lighting, paint and carpets). ...	2 beds \| 2 baths \| 1,491 sq.ft.	$130,000	Airbnb cash on cash: 8.26% Traditional cash on cash: 10.61% Airbnb Rental Income: $2708 Traditional Rental Income: $2362 Airbnb ROI: 8.26% Traditional ROI: 10.61%
415 E Dean St, #7 Week 30 Aspen, CO 2024 renovations completed (including new decor, furniture, lighting, paint and carpets). ...	1 beds \| 1 baths \| 912 sq.ft.	$120,000	Airbnb cash on cash: 9.68% Traditional cash on cash: 7.21% Airbnb Rental Income: $2797 Traditional Rental Income: $1856 Airbnb ROI: 9.68% Traditional ROI: 7.21%
721 W North Street Aspen, CO Situated on a one-of-a-kind, oversized corner lot in Aspen's sought-after West End, 721 W....	5 beds \| 7 baths \| 5,926 sq.ft.	$19,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.75% Airbnb Rental Income: $null Traditional Rental Income: $8370 Airbnb ROI: N/A Traditional ROI: -0.75%
415 E Dean Street unit: 32- Wk 6 #32- Wk 6 Aspen, CO Perfect Location in the Heart of Aspen! Welcome to The Aspen Mountain Residences (formerly...	2 beds \| 2 baths \| 1,198 sq.ft.	$149,500	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.93% Airbnb Rental Income: $2708 Traditional Rental Income: $2276 Airbnb ROI: 2.48% Traditional ROI: 3.93%
0075 Prospector Road unit: 8410-12 #8410-12 Aspen, CO 1/12 interest in a luxury condominium right at the base of Highlands Ski Area. Residence 8...	2 beds \| 2 baths \| 1,706 sq.ft.	$57,500	Airbnb cash on cash: -5.19% Traditional cash on cash: 4.58% Airbnb Rental Income: $2708 Traditional Rental Income: $2633 Airbnb ROI: -5.19% Traditional ROI: 4.58%
415 E Dean St, #36, Weeks 5 & 6 Aspen, CO 2024 renovations completed (including new decor, furniture, lighting, paint and carpets). ...	3 beds \| 3 baths \| 1,808 sq.ft.	$400,000	Airbnb cash on cash: -7.14% Traditional cash on cash: -1.9% Airbnb Rental Income: $1150 Traditional Rental Income: $2735 Airbnb ROI: -7.14% Traditional ROI: -1.9%
415 E Dean St, #37, Week 6 Aspen, CO The Aspen Mountain Residences is nestled at the base of the mountain between the St. Regis...	2 beds \| 2 baths \| 1,521 sq.ft.	$155,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.46% Airbnb Rental Income: $2708 Traditional Rental Income: $2380 Airbnb ROI: 2.36% Traditional ROI: 4.46%
405 S Monarch unit: P-2 #P-2 Aspen, CO This one-of-a-kind remodeled Monarch on the Park penthouse offers luxurious mountain livin...	3 beds \| N/A baths \| 3,429 sq.ft.	$250,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 8.22% Airbnb Rental Income: $1150 Traditional Rental Income: $2391 Airbnb ROI: 1.36% Traditional ROI: 8.22%
0133 Prospector Road unit: #4301-6 #4301-6 Aspen, CO WINTER INTEREST IN THE COVETED TRAIL HEAD LODGE PENTHOUSE! One of only two penthouses loca...	3 beds \| N/A baths \| 2,015 sq.ft.	$385,000	Airbnb cash on cash: -6.3% Traditional cash on cash: 2.07% Airbnb Rental Income: $1150 Traditional Rental Income: $3793 Airbnb ROI: -6.3% Traditional ROI: 2.07%
503 W Main Street unit: B202 #B202 Aspen, CO Enjoy breathtaking views of Aspen Mountain from this elegant three-bedroom, two-and-a-half...	3 beds \| 2 baths \| 1,522 sq.ft.	$4,800,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -1.23% Airbnb Rental Income: $1150 Traditional Rental Income: $2568 Airbnb ROI: -1.63% Traditional ROI: -1.23%
0197 Prospector Road unit: 2307-Summer 12 #2307-Summer 12 Aspen, CO Slope Side Summer share at The Ritz Carlton Club White River Lodge Winter Week 4/5-12/2025...	3 beds \| 3 baths \| 1,610 sq.ft.	$90,000	Airbnb cash on cash: -20.22% Traditional cash on cash: -0.06% Airbnb Rental Income: $1150 Traditional Rental Income: $2542 Airbnb ROI: -20.22% Traditional ROI: -0.06%
39 Boomerang Road unit: 8315-5 #8315-5 Aspen, CO INCREDIBLE OWNERSHIP OPPORTUNITY at The Ritz-Carlton Club, Aspen Highlands. Three-Bedroom ...	3 beds \| N/A baths \| 1,675 sq.ft.	$175,000	Airbnb cash on cash: -17.79% Traditional cash on cash: -4.08% Airbnb Rental Income: $1150 Traditional Rental Income: $3055 Airbnb ROI: -17.79% Traditional ROI: -4.08%
940 Waters Avenue unit: #201 #201 Aspen, CO Aspen Lifestyle, Zero Renovation Hassle... Downtown Aspen Condo - Like New Inside & Out, a...	2 beds \| 2 baths \| 698 sq.ft.	$2,600,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -1.15% Airbnb Rental Income: $2708 Traditional Rental Income: $1731 Airbnb ROI: -1.01% Traditional ROI: -1.15%
140 Maple Lane Aspen, CO Here's your chance to own a rare single-family, stick-built home in the locals' favorite n...	3 beds \| 2 baths \| 1,818 sq.ft.	$2,450,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.25% Airbnb Rental Income: $1150 Traditional Rental Income: $2589 Airbnb ROI: -1.06% Traditional ROI: -0.25%
1833 W Buttermilk Road Aspen, CO WEST BUTTERMILK ESTATE- Development Opportunity - This stunning 36.5-acre property, locate...	3 beds \| 4 baths \| 3,016 sq.ft.	$18,500,000	Airbnb cash on cash: -1.04% Traditional cash on cash: -0.51% Airbnb Rental Income: $1150 Traditional Rental Income: $9868 Airbnb ROI: -1.04% Traditional ROI: -0.51%
810 W Smuggler Street Aspen, CO Set in the heart of the West End, 810 W Smuggler is a newly constructed architectural stat...	5 beds \| 6 baths \| 6,065 sq.ft.	$25,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.9% Airbnb Rental Income: $null Traditional Rental Income: $3969 Airbnb ROI: N/A Traditional ROI: -0.9%
415 E Dean St. #1, Week 29 Aspen, CO 2024 renovations completed (including new decor, furniture, lighting, paint and carpets). ...	3 beds \| 3 baths \| 1,847 sq.ft.	$205,000	Airbnb cash on cash: -3.84% Traditional cash on cash: 6.32% Airbnb Rental Income: $1150 Traditional Rental Income: $2744 Airbnb ROI: -3.84% Traditional ROI: 6.32%
610 S West End Street unit: K201 #K201 Aspen, CO The Gant in Aspen offers the ultimate mountain retreat with full-service amenities and lux...	2 beds \| 2 baths \| 1,055 sq.ft.	$3,795,000	Airbnb cash on cash: -2.03% Traditional cash on cash: -2.12% Airbnb Rental Income: $2708 Traditional Rental Income: $1764 Airbnb ROI: -2.03% Traditional ROI: -2.12%
1006 E Cooper Avenue Aspen, CO This captivating downtown Aspen home effortlessly blends a historic 1888 miner's cabin wit...	4 beds \| 4 baths \| 3,216 sq.ft.	$16,888,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.75% Airbnb Rental Income: $1489 Traditional Rental Income: $6534 Airbnb ROI: -1.1% Traditional ROI: -0.75%

Real Estate investment in Aspen, CO

There are 156 properties for sale in the city of Aspen . The median list price in Aspen is $190,000 and the average price per square foot is $56. In December 2025, the average monthly cash on cash return in Aspen is -1.00%. The average monthly rental income in Aspen is $3,170.

Aspen, CO Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 156 investment properties available for sale in Aspen.

In 2025, the best neighborhood to buy investment property is Aspen.

The ROI for Short-Term is higher than the Long-Term in Aspen with average rental income of $1,489.

Your search for investment property begins and ends here

Investment Property for Sale in Aspen, CO

0184 Mountain Laurel Drive

Aspen, CO

4 beds | 6 baths | 3,916 sq.ft.

$7,995,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: -0.24%

Airbnb Rental Income: $1489

Traditional Rental Income: $7155

Airbnb ROI: -1.06%

Traditional ROI: -0.24%

0039 Boomerang Road unit: 8415 Interest 2 & 8 #8415 Interest 2 & 8

Aspen, CO

2 beds | 2 baths | 1,239 sq.ft.

$225,000

Airbnb cash on cash: 7.76%

Traditional cash on cash: 8.99%

Airbnb Rental Income: $2708

Traditional Rental Income: $2330

Airbnb ROI: 7.76%

Traditional ROI: 8.99%

59 Herron Hollow Road

Aspen, CO

5 beds | 4 baths | 3,252 sq.ft.

$26,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.92%

Airbnb Rental Income: $null

Traditional Rental Income: $4613

Airbnb ROI: N/A

Traditional ROI: -0.92%

200 Stewart Drive

Aspen, CO

5 beds | 6 baths | 5,614 sq.ft.

$12,750,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.68%

Airbnb Rental Income: $null

Traditional Rental Income: $7241

Airbnb ROI: N/A

Traditional ROI: -0.68%

209 Larkspur Lane

Aspen, CO

4 beds | 6 baths | 3,521 sq.ft.

$8,985,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $1489

Traditional Rental Income: $7053

Airbnb ROI: -1.1%

Traditional ROI: -0.38%

131 E Durant Avenue unit: 208 #208

Aspen, CO

2 beds | 2 baths | 900 sq.ft.

$4,200,000

Airbnb cash on cash: -1.15%

Traditional cash on cash: -1.21%

Airbnb Rental Income: $2708

Traditional Rental Income: $1814

Airbnb ROI: -1.15%

Traditional ROI: -1.21%

1432 Sierra Vista Drive

Aspen, CO

5 beds | 6 baths | 3,965 sq.ft.

$9,499,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.37%

Airbnb Rental Income: $null

Traditional Rental Income: $7095

Airbnb ROI: N/A

Traditional ROI: -0.37%

40 Aspen Village Road

Aspen, CO

3 beds | 2 baths | 1,125 sq.ft.

$680,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $1150

Traditional Rental Income: $1985

Airbnb ROI: -0.46%