Real Estate Investment Properties for Sale in Woodstock, NY

Looking for investment property in Woodstock, NY with high ROI ?

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

Condos for Sale in Woodstock, NY

Search for Condo for Sale in Woodstock, New York. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 1 Condo 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
31 Pond Park Rd Woodstock, NY Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-lev...	3 beds \| 2 baths \| 1,466 sq.ft.	$775,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.99% Airbnb Rental Income: $1936 Traditional Rental Income: $2576 Airbnb ROI: -0.61% Traditional ROI: 0.99%
Other Investment Properties for Sale in Woodstock
13-16 Torn Hill Road Woodstock , NY Hidden away at the end of a private country lane, just minutes from the heart of Woodstock...	4 beds \| 2 baths \| 2,780 sq.ft.	$1,055,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 0.58% Airbnb Rental Income: $3867 Traditional Rental Income: $2602 Airbnb ROI: 1.02% Traditional ROI: 0.58%
177 Tinker St Woodstock , NY Nestled in the heart of Woodstock, this expansive estate spans over twelve acres, it is a ...	5 beds \| 4 baths \| 2,978 sq.ft.	$2,500,000	Airbnb cash on cash: -1.57% Traditional cash on cash: -0.17% Airbnb Rental Income: $3508 Traditional Rental Income: $5990 Airbnb ROI: -1.57% Traditional ROI: -0.17%
33 Tannery Brook Rd Woodstock , NY Perfect Investment Property located right in the Heart of Woodstock Village! This vibrant ...	4 beds \| N/A baths \| 3,622 sq.ft.	$975,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.05% Airbnb Rental Income: $3867 Traditional Rental Income: $4227 Airbnb ROI: 1.74% Traditional ROI: 3.05%
5 Lazy Brook Lane Woodstock , NY Step inside for a huge surprise! This tasteful ranch home hides 3 large living spaces, 4 s...	4 beds \| 3 baths \| 2,480 sq.ft.	$599,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 4.11% Airbnb Rental Income: $3867 Traditional Rental Income: $3782 Airbnb ROI: 2.77% Traditional ROI: 4.11%
18 Country Club Lane Woodstock , NY Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Villag...	2 beds \| 2 baths \| 1,208 sq.ft.	$649,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 5.56% Airbnb Rental Income: $2279 Traditional Rental Income: $4481 Airbnb ROI: 0.99% Traditional ROI: 5.56%
3207-3209 Route 212 Woodstock , NY Woodstock Country Compound - A rare three building gem! Move-in/turnkey-ready farmhouse, c...	5 beds \| 3 baths \| 3,696 sq.ft.	$1,199,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.37% Airbnb Rental Income: $3508 Traditional Rental Income: $3529 Airbnb ROI: -0.34% Traditional ROI: 0.37%
97 John Joy Rd Woodstock , NY The best of both worlds! A boho cottage paradise and a modern ADU (Accessory Dwelling Unit...	3 beds \| 2 baths \| 1,532 sq.ft.	$799,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 1.29% Airbnb Rental Income: $2936 Traditional Rental Income: $2590 Airbnb ROI: 0.82% Traditional ROI: 1.29%
235 California Quarry Road Woodstock , NY Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock Perched high abo...	3 beds \| 3 baths \| 2,608 sq.ft.	$2,950,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.66% Airbnb Rental Income: $2936 Traditional Rental Income: $3394 Airbnb ROI: -1.07% Traditional ROI: -0.66%
2 Fern Hollow Holw Woodstock , NY Charming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retr...	2 beds \| 1 baths \| 1,263 sq.ft.	$500,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.75% Airbnb Rental Income: $2279 Traditional Rental Income: $1922 Airbnb ROI: 1.3% Traditional ROI: 1.75%
64 Lower Byrdcliffe Road Woodstock , NY This historic Woodstock home, complete with a legal short-term rental license, is ready fo...	3 beds \| 2 baths \| 1,998 sq.ft.	$925,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.9% Airbnb Rental Income: $2936 Traditional Rental Income: $2833 Airbnb ROI: 0.23% Traditional ROI: 0.9%
66 Plochmann Ln Woodstock , NY So close yet so far away! Walk to town from your totally private and like-new timber frame...	2 beds \| 2 baths \| 1,560 sq.ft.	$1,340,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.16% Airbnb Rental Income: $2279 Traditional Rental Income: $2741 Airbnb ROI: -0.98% Traditional ROI: -0.16%
00 Lauren Ct Woodstock , NY 00 Lauren Ct, Ruby, NY 12498 \| Other	N/A beds \| N/A baths \| N/A	$575,000	Airbnb cash on cash: 0.42% Traditional cash on cash: -1.02% Airbnb Rental Income: $2354 Traditional Rental Income: $996 Airbnb ROI: 0.42% Traditional ROI: -1.02%
100 Zena Rd Woodstock , NY 100 Zena Rd, West Hurley, NY 12498 \| Other	N/A beds \| N/A baths \| N/A	$184,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 2.52% Airbnb Rental Income: $2354 Traditional Rental Income: $1009 Airbnb ROI: 6.86% Traditional ROI: 2.52%

Your search for investment property begins and ends here

Condos for Sale in Woodstock, NY

31 Pond Park Rd

Woodstock, NY

3 beds | 2 baths | 1,466 sq.ft.

$775,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 0.99%

Airbnb Rental Income: $1936

Traditional Rental Income: $2576

Airbnb ROI: -0.61%

Traditional ROI: 0.99%

Other Investment Properties for Sale in Woodstock

Woodstock , NY

4 beds | 2 baths | 2,780 sq.ft.

$1,055,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 0.58%

Airbnb Rental Income: $3867

Traditional Rental Income: $2602

Airbnb ROI: 1.02%

Traditional ROI: 0.58%

Woodstock , NY

5 beds | 4 baths | 2,978 sq.ft.

$2,500,000

Airbnb cash on cash: -1.57%

Traditional cash on cash: -0.17%

Airbnb Rental Income: $3508

Traditional Rental Income: $5990

Airbnb ROI: -1.57%

Traditional ROI: -0.17%

Woodstock , NY

4 beds | N/A baths | 3,622 sq.ft.

$975,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $3867

Traditional Rental Income: $4227

Airbnb ROI: 1.74%

Traditional ROI: 3.05%

Woodstock , NY

4 beds | 3 baths | 2,480 sq.ft.

$599,000

Airbnb cash on cash: 2.77%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $3867

Traditional Rental Income: $3782

Airbnb ROI: 2.77%

Traditional ROI: 4.11%

Woodstock , NY

2 beds | 2 baths | 1,208 sq.ft.

$649,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $2279

Traditional Rental Income: $4481

Airbnb ROI: 0.99%

Traditional ROI: 5.56%

Woodstock , NY

5 beds | 3 baths | 3,696 sq.ft.

$1,199,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $3508

Traditional Rental Income: $3529

Airbnb ROI: -0.34%

Traditional ROI: 0.37%

Woodstock , NY

3 beds | 2 baths | 1,532 sq.ft.

$799,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $2936

Traditional Rental Income: $2590

Airbnb ROI: 0.82%

Traditional ROI: 1.29%

Woodstock , NY

3 beds | 3 baths | 2,608 sq.ft.

$2,950,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: -0.66%