Real Estate Investment Properties for Sale in Woodland Park, CO

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

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

Single Family Homes for Sale in Woodland Park, CO

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

Showing 57 Single Family Residential 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
32 Iowa Lane Woodland Park, CO Discover the perfect blend of mountain charm and convenience in this beautifully maintaine...	3 beds \| 2 baths \| 1,654 sq.ft.	$465,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 2.7% Airbnb Rental Income: $1888 Traditional Rental Income: $1801 Airbnb ROI: 1.74% Traditional ROI: 2.7%
98 Illini Drive Woodland Park, CO Recent Updates 2025: -New LVP throughout the common areas and downstairs master bedroom an...	4 beds \| 3 baths \| 2,136 sq.ft.	$450,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 5.63% Airbnb Rental Income: $1976 Traditional Rental Income: $3094 Airbnb ROI: 1.74% Traditional ROI: 5.63%
145 Valley Lane Woodland Park, CO A striking architectural statement, this Woodland Park residence captures the essence of a...	4 beds \| 3 baths \| 2,790 sq.ft.	$675,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.79% Airbnb Rental Income: $1976 Traditional Rental Income: $3353 Airbnb ROI: 0.78% Traditional ROI: 3.79%
358 Fern Road Woodland Park, CO Fully furnished ranch-style, single-wide mobile home on a sunny lot with incredible millio...	2 beds \| 1 baths \| 784 sq.ft.	$260,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 5.61% Airbnb Rental Income: $1765 Traditional Rental Income: $1770 Airbnb ROI: 3.62% Traditional ROI: 5.61%
263 Wakanda Trail Woodland Park, CO This IS it!! Welcome to your own slice of mountain paradise! This newer mountain chalet is...	2 beds \| 2 baths \| 1,316 sq.ft.	$370,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 3.98% Airbnb Rental Income: $1765 Traditional Rental Income: $1966 Airbnb ROI: 2.01% Traditional ROI: 3.98%
35 Illini Drive Woodland Park, CO Fresh, bright, and newly remodeled in Woodland Park. Set among mature pines on a gently sl...	3 beds \| 2 baths \| 2,016 sq.ft.	$500,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.91% Airbnb Rental Income: $1888 Traditional Rental Income: $2565 Airbnb ROI: 1.38% Traditional ROI: 3.91%
206 Pinto Drive Woodland Park, CO Nestled amongst a mix of Aspens & Pines just minutes from Downtown Woodland Park, you'll d...	3 beds \| 3 baths \| 1,934 sq.ft.	$703,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.56% Airbnb Rental Income: $1888 Traditional Rental Income: $2712 Airbnb ROI: 0.54% Traditional ROI: 2.56%
181 Valley Lane Woodland Park, CO Discover the perfect blend of comfort, convenience, and Colorado mountain charm in this be...	3 beds \| 2 baths \| 1,374 sq.ft.	$425,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.11% Airbnb Rental Income: $1888 Traditional Rental Income: $2313 Airbnb ROI: 1.77% Traditional ROI: 4.11%
405 Sun Valley Drive Woodland Park, CO Welcome to your mountain-view dream home! This thoughtfully updated property combines comf...	4 beds \| 3 baths \| 2,776 sq.ft.	$800,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.09% Airbnb Rental Income: $1976 Traditional Rental Income: $3459 Airbnb ROI: 0.4% Traditional ROI: 3.09%
303 S Baldwin Street Woodland Park, CO This adorable 2-bedroom, 1-bath home sits on a massive .44-acre fenced lot, offering both ...	2 beds \| 1 baths \| 1,056 sq.ft.	$399,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.09% Airbnb Rental Income: $1765 Traditional Rental Income: $1771 Airbnb ROI: 1.78% Traditional ROI: 3.09%
990 N Park Drive Woodland Park, CO Recent Updates in 2025: -New Class 4 Shingle Roof -New LVP thorough the common areas -New ...	3 beds \| 2 baths \| 1,378 sq.ft.	$400,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.89% Airbnb Rental Income: $1888 Traditional Rental Income: $2081 Airbnb ROI: 2.04% Traditional ROI: 3.89%
1701 Navajo Trail Woodland Park, CO Step inside and instantly feel the charm of a Colorado log cabin retreat. With 4 bedrooms,...	4 beds \| 3 baths \| 2,664 sq.ft.	$649,999	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.4% Airbnb Rental Income: $1976 Traditional Rental Income: $3590 Airbnb ROI: 0.88% Traditional ROI: 4.4%
47 Aspen Road Woodland Park, CO Unique Geodesic Dome Cabin with Stunning Pikes Peak Views! Discover this beautifully upgra...	2 beds \| 2 baths \| 1,638 sq.ft.	$479,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.59% Airbnb Rental Income: $1765 Traditional Rental Income: $2291 Airbnb ROI: 1.34% Traditional ROI: 3.59%
123 Saddle Drive Woodland Park, CO Mountain Oasis on a private and spacious 1 Acre lot in town, a Truly Unique Property. Moun...	3 beds \| 2 baths \| 2,696 sq.ft.	$579,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.95% Airbnb Rental Income: $1888 Traditional Rental Income: $2478 Airbnb ROI: 0.93% Traditional ROI: 2.95%
56 Daisy Street Woodland Park, CO BLACK FRIDAY SALE!!! 1 WEEK ONLY!!!! WOW!!! Nestled in the Hills & Trees w/Lots of Sunligh...	2 beds \| 1 baths \| 840 sq.ft.	$229,900	Airbnb cash on cash: 4.26% Traditional cash on cash: 5.51% Airbnb Rental Income: $1765 Traditional Rental Income: $1555 Airbnb ROI: 4.26% Traditional ROI: 5.51%
1785 Columbine Village Drive Woodland Park, CO Recent Updates: -New Class 4 Shingle Roof Installed October 2025 comes with a 7 year trans...	4 beds \| 2 baths \| 1,509 sq.ft.	$380,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.51% Airbnb Rental Income: $1976 Traditional Rental Income: $2228 Airbnb ROI: 2.35% Traditional ROI: 4.51%
920 Forest Edge Road Woodland Park, CO Welcome home to this charming ranch-style retreat offering main-level living on a spacious...	3 beds \| 2 baths \| 1,234 sq.ft.	$430,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.32% Airbnb Rental Income: $1888 Traditional Rental Income: $2003 Airbnb ROI: 1.79% Traditional ROI: 3.32%
1030 Woodland Avenue Woodland Park, CO Welcome to this inviting 4-bedroom, 2-bath home nestled just outside Woodland Park city li...	4 beds \| 2 baths \| 1,665 sq.ft.	$420,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.84% Airbnb Rental Income: $1976 Traditional Rental Income: $2155 Airbnb ROI: 2.07% Traditional ROI: 3.84%
401 E Midland Avenue Woodland Park, CO Discover the unique charm of this classic 1925 residence, beautifully updated for modern l...	4 beds \| 3 baths \| 2,685 sq.ft.	$694,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.95% Airbnb Rental Income: $1976 Traditional Rental Income: $3589 Airbnb ROI: 0.66% Traditional ROI: 3.95%
1163 Ptarmigan Drive Woodland Park, CO Welcome to this beautifully maintained ranch-style home in the sought-after Stone Ridge Vi...	3 beds \| 2 baths \| 1,981 sq.ft.	$619,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.04% Airbnb Rental Income: $1888 Traditional Rental Income: $2137 Airbnb ROI: 0.74% Traditional ROI: 2.04%
449 Oxford Lane Woodland Park, CO This home is the epitome of mountain modern luxury living in Woodland Park! Custom designe...	5 beds \| 4 baths \| 4,953 sq.ft.	$1,850,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.89% Airbnb Rental Income: $2898 Traditional Rental Income: $3819 Airbnb ROI: -0.04% Traditional ROI: 0.89%
374 Fern Road Woodland Park, CO Come see what affordable mountain living can be! Home is in great shape and move in ready ...	2 beds \| 2 baths \| 935 sq.ft.	$239,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 8.51% Airbnb Rental Income: $1765 Traditional Rental Income: $2253 Airbnb ROI: 4.21% Traditional ROI: 8.51%
2120 Lee Circle Drive Woodland Park, CO Escape from the hustle and bustle to this RARE quiet ranch estate only a few minutes from ...	4 beds \| 2 baths \| 4,852 sq.ft.	$2,199,999	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.13% Airbnb Rental Income: $1976 Traditional Rental Income: $2622 Airbnb ROI: -0.44% Traditional ROI: 0.13%
410 Hillcrest Avenue Woodland Park, CO Location! Welcome home to this beautiful, mountain oasis, blocks from downtown Woodland Pa...	3 beds \| 2 baths \| 1,303 sq.ft.	$460,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.57% Airbnb Rental Income: $1888 Traditional Rental Income: $2225 Airbnb ROI: 1.62% Traditional ROI: 3.57%
1411 Calm Mountain Point Woodland Park, CO New Tiny Home in Woodland Park - Mountain Living Made Simple! Brand-new 500 sq. ft. IBC mo...	1 beds \| 1 baths \| 500 sq.ft.	$199,900	Airbnb cash on cash: 4.55% Traditional cash on cash: 5.53% Airbnb Rental Income: $1699 Traditional Rental Income: $1413 Airbnb ROI: 4.55% Traditional ROI: 5.53%
410 S Fairview Street Woodland Park, CO Everyone is building new but these classic cabins are reminiscent of older summer homes to...	2 beds \| 1 baths \| 1,600 sq.ft.	$975,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.78% Airbnb Rental Income: $1765 Traditional Rental Income: $1908 Airbnb ROI: 0.09% Traditional ROI: 0.78%
840 E Kellys Road Woodland Park, CO BREATHTAKING WOODLAND PARK RETREAT. Driving up to the home on the heavily wooded property ...	5 beds \| 3 baths \| 3,326 sq.ft.	$700,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.93% Airbnb Rental Income: $2898 Traditional Rental Income: $3621 Airbnb ROI: 1.79% Traditional ROI: 3.93%
310 Evergreen Street Woodland Park, CO Nestled in the "City Above the Clouds" this clean and move-in ready 3-bedroom, 3-bath home...	3 beds \| 3 baths \| 2,118 sq.ft.	$510,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 4.1% Airbnb Rental Income: $1888 Traditional Rental Income: $2764 Airbnb ROI: 1.2% Traditional ROI: 4.1%
150 Apache Trail Woodland Park, CO Escape to your very own mountain retreat! This property offers breathtaking mountain views...	3 beds \| 2 baths \| 1,832 sq.ft.	$395,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 5.14% Airbnb Rental Income: $1888 Traditional Rental Income: $2468 Airbnb ROI: 2.22% Traditional ROI: 5.14%
502 Brecken Court unit: B #B Woodland Park, CO Introducing the Homes at Brecken Heights, where luxury meets convenience in the heart of W...	3 beds \| 2 baths \| 1,400 sq.ft.	$539,200	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.97% Airbnb Rental Income: $1888 Traditional Rental Income: $2137 Airbnb ROI: 1.48% Traditional ROI: 2.97%
661 Calico Court Woodland Park, CO This beautifully maintained home that features 3 first-floor bedrooms to include a Master ...	5 beds \| 3 baths \| 2,400 sq.ft.	$450,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 4.88% Airbnb Rental Income: $2898 Traditional Rental Income: $2816 Airbnb ROI: 3.48% Traditional ROI: 4.88%
418 University Drive Woodland Park, CO Mountain Luxury Meets Timeless Elegance - Pikes Peak Views, Private Creek & Pond on Nearly...	5 beds \| 3 baths \| 2,400 sq.ft.	$725,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 3.14% Airbnb Rental Income: $2898 Traditional Rental Income: $3092 Airbnb ROI: 1.86% Traditional ROI: 3.14%
427 Gray Horse Circle Woodland Park, CO Welcome to a meticulously maintained, single-owner home nestled in the heart of Woodland P...	5 beds \| 3 baths \| 3,705 sq.ft.	$719,900	Airbnb cash on cash: 1.83% Traditional cash on cash: 3.68% Airbnb Rental Income: $2898 Traditional Rental Income: $3469 Airbnb ROI: 1.83% Traditional ROI: 3.68%
2885 Sunnywood Avenue Woodland Park, CO Welcome to 2885 Sunnywood Avenue, an extraordinary mountain retreat nestled in the mountai...	3 beds \| 3 baths \| 2,374 sq.ft.	$687,500	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.16% Airbnb Rental Income: $1888 Traditional Rental Income: $3005 Airbnb ROI: 0.64% Traditional ROI: 3.16%
310 Blossom Road Woodland Park, CO Discover a modest two-bedroom, one-bath mobile home built in 1982 and nestled within the w...	2 beds \| 1 baths \| 728 sq.ft.	$195,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 6.3% Airbnb Rental Income: $1765 Traditional Rental Income: $1455 Airbnb ROI: 5.37% Traditional ROI: 6.3%
205 N Laurel Street Woodland Park, CO Darling Home on a Spacious Corner Lot - Prime Location in Woodland Park - Fall of 2024 new...	2 beds \| 1 baths \| 822 sq.ft.	$295,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 3.81% Airbnb Rental Income: $1765 Traditional Rental Income: $1549 Airbnb ROI: 2.85% Traditional ROI: 3.81%
451 Fern Road Woodland Park, CO This fully renovated 4-bedroom, 2-bath home offers modern comfort and breathtaking mountai...	4 beds \| 2 baths \| 2,732 sq.ft.	$474,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 5.07% Airbnb Rental Income: $1976 Traditional Rental Income: $2878 Airbnb ROI: 1.87% Traditional ROI: 5.07%
1251 Woodland Valley Ranch Drive Woodland Park, CO Rare Opportunity in Woodland Park - Over 3,000 Sq Ft on Over an Acre! Don't miss your chan...	2 beds \| 3 baths \| 2,743 sq.ft.	$575,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 2.81% Airbnb Rental Income: $1765 Traditional Rental Income: $2426 Airbnb ROI: 0.68% Traditional ROI: 2.81%
1484 Masters Drive Woodland Park, CO Exquisite Former Parade of Homes Estate! Step into unparalleled elegance and sophisticatio...	4 beds \| 4 baths \| 4,015 sq.ft.	$975,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.14% Airbnb Rental Income: $1976 Traditional Rental Income: $4230 Airbnb ROI: 0.09% Traditional ROI: 3.14%
50 Holiday Drive Woodland Park, CO Recent Updates: - New Roof with Class 4 Shingles and 10 year transferable warranty schedul...	4 beds \| 2 baths \| 1,915 sq.ft.	$350,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.96% Airbnb Rental Income: $1976 Traditional Rental Income: $2557 Airbnb ROI: 2.62% Traditional ROI: 5.96%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodland Park, CO

32 Iowa Lane

Woodland Park, CO

3 beds | 2 baths | 1,654 sq.ft.

$465,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $1888

Traditional Rental Income: $1801

Airbnb ROI: 1.74%

Traditional ROI: 2.7%

98 Illini Drive

Woodland Park, CO

4 beds | 3 baths | 2,136 sq.ft.

$450,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $1976

Traditional Rental Income: $3094

Airbnb ROI: 1.74%

Traditional ROI: 5.63%

145 Valley Lane

Woodland Park, CO

4 beds | 3 baths | 2,790 sq.ft.

$675,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1976

Traditional Rental Income: $3353

Airbnb ROI: 0.78%

Traditional ROI: 3.79%

358 Fern Road

Woodland Park, CO

2 beds | 1 baths | 784 sq.ft.

$260,000

Airbnb cash on cash: 3.62%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $1765

Traditional Rental Income: $1770

Airbnb ROI: 3.62%

Traditional ROI: 5.61%

263 Wakanda Trail

Woodland Park, CO

2 beds | 2 baths | 1,316 sq.ft.

$370,000

Airbnb cash on cash: 2.01%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1765

Traditional Rental Income: $1966

Airbnb ROI: 2.01%

Traditional ROI: 3.98%

35 Illini Drive

Woodland Park, CO

3 beds | 2 baths | 2,016 sq.ft.

$500,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1888

Traditional Rental Income: $2565

Airbnb ROI: 1.38%

Traditional ROI: 3.91%

206 Pinto Drive

Woodland Park, CO

3 beds | 3 baths | 1,934 sq.ft.

$703,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $1888

Traditional Rental Income: $2712

Airbnb ROI: 0.54%

Traditional ROI: 2.56%

181 Valley Lane

Woodland Park, CO

3 beds | 2 baths | 1,374 sq.ft.

$425,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $1888

Traditional Rental Income: $2313

Airbnb ROI: 1.77%