Real Estate Investment Properties for Sale in Winter Park, CO

Looking for investment property in Winter Park, CO with high ROI ?

Explore a variety of short-term homes & houses in Winter Park, CO. Invest wisely with VRBO & Winter Park, CO Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Townhouses for Sale in Winter Park, CO

Search for Townhouse for Sale in Winter Park, Colorado. Browse all of Mashvisor’s Townhouse listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 30 Townhouse listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
442 Lions Gate Dr Winter Park, CO UNDER NEW MANAGEMENT & NEW CONTRACTOR! Things are moving along for Reunion Lofts! Stunning...	3 beds \| 3 baths \| 2,240 sq.ft.	$1,650,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 0.52% Airbnb Rental Income: $1699 Traditional Rental Income: $2743 Airbnb ROI: -0.47% Traditional ROI: 0.52%
454 Lions Gate Dr Winter Park, CO UNDER NEW MANAGEMENT & NEW CONTRACTOR! Things are moving along for Reunion Lofts! Stunning...	3 beds \| 3 baths \| 2,240 sq.ft.	$1,525,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 0.7% Airbnb Rental Income: $1699 Traditional Rental Income: $2830 Airbnb ROI: -0.43% Traditional ROI: 0.7%
66 Wheeler Road Winter Park, CO MOVE IN READY! Short term rental ''friendly'' with no HOA, the much-anticipated Sojourn at...	3 beds \| 3 baths \| 1,716 sq.ft.	$1,199,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.35% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: -0.49% Traditional ROI: 0.35%
374 Lake Trail Winter Park, CO Experience mountain living at its finest in this stylish and serene Mountain Modern townho...	3 beds \| 2 baths \| 1,306 sq.ft.	$1,099,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 0.92% Airbnb Rental Income: $1699 Traditional Rental Income: $2158 Airbnb ROI: 0.01% Traditional ROI: 0.92%
120 Whistlestop Circle unit: B1 #B1 Winter Park, CO Rare 5-Bedroom Luxury Townhome in the Heart of Downtown Winter Park! Opportunities like th...	5 beds \| 5 baths \| 3,002 sq.ft.	$2,350,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.02% Airbnb Rental Income: $3915 Traditional Rental Income: $4524 Airbnb ROI: 0.35% Traditional ROI: 1.02%
302 N WOODS Place Winter Park, CO Top of World Views with Mountain Contemporary Finishes. Located at the top of Lakota in No...	3 beds \| 4 baths \| 2,659 sq.ft.	$2,450,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.43% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: -0.85% Traditional ROI: -0.43%
405 Bear Trail Winter Park, CO Mountain Luxury Meets Adventure: 4 Bedroom Ski Townhome in Winter Park. This spacious 4 be...	4 beds \| 4 baths \| 2,143 sq.ft.	$1,775,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 0.53% Airbnb Rental Income: $2565 Traditional Rental Income: $2807 Airbnb ROI: 0.01% Traditional ROI: 0.53%
88 Wheeler Road Winter Park, CO Nestled in the beauty of Winter Park, Sojourn at Idlewild is the area's newest neighborhoo...	3 beds \| 3 baths \| 1,716 sq.ft.	$1,219,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.77% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: -0.06% Traditional ROI: 0.77%
372 LAKE Trail Winter Park, CO This Winter Park location is unbeatable-just a few blocks from the planned downtown gondol...	3 beds \| 2 baths \| 1,948 sq.ft.	$1,399,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.39% Airbnb Rental Income: $1699 Traditional Rental Income: $2161 Airbnb ROI: -0.33% Traditional ROI: 0.39%
78 Wheeler Road Winter Park, CO Nestled in the beauty of Winter Park, Sojourn at Idlewild is the area's newest neighborhoo...	3 beds \| 4 baths \| 1,716 sq.ft.	$1,350,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.28% Airbnb Rental Income: $1699 Traditional Rental Income: $2332 Airbnb ROI: -0.6% Traditional ROI: 0.28%
101 Wheeler Road Winter Park, CO Nestled in the beauty of Winter Park, Sojourn at Idlewild is the area's newest neighborhoo...	4 beds \| 3 baths \| 2,223 sq.ft.	$1,675,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.43% Airbnb Rental Income: $2565 Traditional Rental Income: $3112 Airbnb ROI: -0.31% Traditional ROI: 0.43%
313 N Woods Place Winter Park, CO Refined mountain-modern luxury defines this nearly new 4-bed, 4.5-bath turnkey townhome, o...	4 beds \| 4 baths \| 2,690 sq.ft.	$2,850,000	Airbnb cash on cash: -0.57% Traditional cash on cash: -0.13% Airbnb Rental Income: $2565 Traditional Rental Income: $3107 Airbnb ROI: -0.57% Traditional ROI: -0.13%
105 Wheeler Road Winter Park, CO Be among the first to explore the Coalmont floor plan! Enjoy breathtaking ski slope views ...	3 beds \| 3 baths \| 1,870 sq.ft.	$1,450,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.01% Airbnb Rental Income: $1699 Traditional Rental Income: $2888 Airbnb ROI: -0.22% Traditional ROI: 1.01%
160 Dreamcatcher S Winter Park, CO Situated in the Lakota neighborhood, directly across from Winter Park Ski Resort, this stu...	5 beds \| 4 baths \| 3,778 sq.ft.	$2,890,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -0.03% Airbnb Rental Income: $3915 Traditional Rental Income: $3471 Airbnb ROI: -0.18% Traditional ROI: -0.03%
185 Vasquez Lane unit: D2 #D2 Winter Park, CO ONLY ONE LEFT! The Landing: Luxury Townhomes across the street from Winter Park's planned ...	5 beds \| 4 baths \| 2,423 sq.ft.	$2,250,000	Airbnb cash on cash: 0.23% Traditional cash on cash: N/A Airbnb Rental Income: $3915 Traditional Rental Income: $0 Airbnb ROI: 0.23% Traditional ROI: N/A
185 Vasquez Road unit: B1 #B1 Winter Park, CO The Landing: Luxury Townhomes near Winter Park's Future Gondola: Now in Pre-Sale. Limited ...	4 beds \| 4 baths \| 2,476 sq.ft.	$1,995,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.36% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.22% Traditional ROI: 0.36%
185 Vasquez Road unit: C2 #C2 Winter Park, CO	4 beds \| 3 baths \| 2,272 sq.ft.	$1,875,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.61% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.02% Traditional ROI: 0.61%
185 Vasquez Road unit: B3 #B3 Winter Park, CO	4 beds \| 3 baths \| 2,312 sq.ft.	$1,875,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.38% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.24% Traditional ROI: 0.38%
185 Vasquez Road unit: C3 #C3 Winter Park, CO	4 beds \| 3 baths \| 2,272 sq.ft.	$1,875,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.38% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.24% Traditional ROI: 0.38%
185 Vasquez Lane unit: D4 #D4 Winter Park, CO	5 beds \| 4 baths \| 2,459 sq.ft.	$2,220,000	Airbnb cash on cash: 0.19% Traditional cash on cash: N/A Airbnb Rental Income: $3915 Traditional Rental Income: $0 Airbnb ROI: 0.19% Traditional ROI: N/A
185 Vasquez Lane unit: D3 #D3 Winter Park, CO	5 beds \| 4 baths \| 2,422 sq.ft.	$2,150,000	Airbnb cash on cash: 0.23% Traditional cash on cash: N/A Airbnb Rental Income: $3915 Traditional Rental Income: $0 Airbnb ROI: 0.23% Traditional ROI: N/A
185 Vasquez Road unit: B4 #B4 Winter Park, CO	4 beds \| 3 baths \| 2,312 sq.ft.	$1,950,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 0.33% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.27% Traditional ROI: 0.33%
286 Lions Gate Drive Winter Park, CO Downtown Winter Park gem with a private rooftop deck showcasing unobstructed Continental D...	4 beds \| 3 baths \| 1,436 sq.ft.	$1,195,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.42% Airbnb Rental Income: $2565 Traditional Rental Income: $2077 Airbnb ROI: 0.3% Traditional ROI: 0.42%
203 Antler Way unit: #2-203 #2-203 Winter Park, CO If you've been dreaming about a mountain home that's equal parts luxury, comfort, and pure...	3 beds \| 2 baths \| 1,742 sq.ft.	$1,225,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.41% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: -0.41% Traditional ROI: 0.41%
65 Bear Trail Court Winter Park, CO Set in one of Winter Park's most coveted areas, this spacious townhome delivers mountain l...	3 beds \| 2 baths \| 2,285 sq.ft.	$1,345,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.26% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: -0.49% Traditional ROI: 0.26%
185 Vasquez Lane unit: D1 #D1 Winter Park, CO The Landing: Luxury Townhomes near Winter Park's planned gondola. Steps across the street ...	5 beds \| 4 baths \| 2,460 sq.ft.	$2,220,000	Airbnb cash on cash: 0.25% Traditional cash on cash: N/A Airbnb Rental Income: $3915 Traditional Rental Income: $0 Airbnb ROI: 0.25% Traditional ROI: N/A
211 SAWYER CIR Winter Park, CO Priced low so you can make the improvements you want! Located right in downtown Winter Par...	3 beds \| 3 baths \| 1,488 sq.ft.	$900,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 0.34% Airbnb Rental Income: $1699 Traditional Rental Income: $2413 Airbnb ROI: -1.07% Traditional ROI: 0.34%
185 Vasquez Road unit: B2 #B2 Winter Park, CO The Landing: Luxury Townhomes near Winter Park's planned gondola: 7 of 10 are under contra...	4 beds \| 3 baths \| 2,313 sq.ft.	$1,950,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 0.48% Airbnb Rental Income: $2565 Traditional Rental Income: $3031 Airbnb ROI: -0.12% Traditional ROI: 0.48%
647 Timber Lake Way Winter Park, CO Your Affordable Way into Winter Park Living! This 1/4 ownership opportunity is the smart, ...	3 beds \| 3 baths \| 2,040 sq.ft.	$325,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.18% Airbnb Rental Income: $1699 Traditional Rental Income: $2165 Airbnb ROI: 1.11% Traditional ROI: 4.18%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Park, CO

442 Lions Gate Dr

Winter Park, CO

3 beds | 3 baths | 2,240 sq.ft.

$1,650,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 0.52%

Airbnb Rental Income: $1699

Traditional Rental Income: $2743

Airbnb ROI: -0.47%

Traditional ROI: 0.52%

454 Lions Gate Dr

Winter Park, CO

3 beds | 3 baths | 2,240 sq.ft.

$1,525,000

Airbnb cash on cash: -0.43%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $1699

Traditional Rental Income: $2830

Airbnb ROI: -0.43%

Traditional ROI: 0.7%

66 Wheeler Road

Winter Park, CO

3 beds | 3 baths | 1,716 sq.ft.

$1,199,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 0.35%

Airbnb Rental Income: $1699

Traditional Rental Income: $2165

Airbnb ROI: -0.49%

Traditional ROI: 0.35%

374 Lake Trail

Winter Park, CO

3 beds | 2 baths | 1,306 sq.ft.

$1,099,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $1699

Traditional Rental Income: $2158

Airbnb ROI: 0.01%

Traditional ROI: 0.92%

120 Whistlestop Circle unit: B1 #B1

Winter Park, CO

5 beds | 5 baths | 3,002 sq.ft.

$2,350,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $3915

Traditional Rental Income: $4524

Airbnb ROI: 0.35%

Traditional ROI: 1.02%

302 N WOODS Place

Winter Park, CO

3 beds | 4 baths | 2,659 sq.ft.

$2,450,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: -0.43%

Airbnb Rental Income: $1699

Traditional Rental Income: $2165

Airbnb ROI: -0.85%

Traditional ROI: -0.43%

405 Bear Trail

Winter Park, CO

4 beds | 4 baths | 2,143 sq.ft.

$1,775,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $2565

Traditional Rental Income: $2807

Airbnb ROI: 0.01%

Traditional ROI: 0.53%

88 Wheeler Road

Winter Park, CO

3 beds | 3 baths | 1,716 sq.ft.

$1,219,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $1699

Traditional Rental Income: $2165

Airbnb ROI: -0.06%