Real Estate Investment Properties for Sale in Roxbury, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1888 County Highway 8 Roxbury, NY Located in the desirable Roxbury Run, this Catskills home offers space, comfort, and sceni...	5 beds \| 3 baths \| 3,712 sq.ft.	$695,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 3.16% Airbnb Rental Income: $4693 Traditional Rental Income: $3788 Airbnb ROI: 3.05% Traditional ROI: 3.16%
4923 County Highway 36 Roxbury, NY Built just above the tranquil Batavia Kill that flows year-round, this exceptional rustic ...	2 beds \| 2 baths \| 1,720 sq.ft.	$475,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 3.83% Airbnb Rental Income: $1305 Traditional Rental Income: $2870 Airbnb ROI: -0.6% Traditional ROI: 3.83%
0 Johnson Hollow Rd Roxbury, NY Built in 2001, This rustic log home captures the beauty of the Catskills and invites its o...	N/A beds \| N/A baths \| 1,970 sq.ft.	$499,000	Airbnb cash on cash: 1.09% Traditional cash on cash: -0.23% Airbnb Rental Income: $2463 Traditional Rental Income: $1247 Airbnb ROI: 1.09% Traditional ROI: -0.23%
38 Woodchuck Rd Roxbury, NY CAMP WOODCHUCK Escape to the tranquility of the Catskill Mountains with this charming log ...	3 beds \| 2 baths \| 1,700 sq.ft.	$675,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.17% Airbnb Rental Income: $1778 Traditional Rental Income: $2608 Airbnb ROI: 0.09% Traditional ROI: 2.17%
4030 Vega Mountain Rd Roxbury, NY Charming cottage in Roxbury waiting for your imagination to turn this into an ideal get a ...	2 beds \| 1 baths \| 800 sq.ft.	$365,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 2.5% Airbnb Rental Income: $1305 Traditional Rental Income: $1560 Airbnb ROI: 0.57% Traditional ROI: 2.5%
225 Woodland Dr #33-6 Roxbury, NY Renovated Roxbury Run Village unit with lovely finishes, chefs kitchen, stone wood burning...	2 beds \| 2 baths \| 888 sq.ft.	$269,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.94% Airbnb Rental Income: $1305 Traditional Rental Income: $1445 Airbnb ROI: -1.21% Traditional ROI: 0.94%
77 Caroll Hinkley Rd Roxbury, NY ONCE-IN-A-LIFETIME OPPORTUNITY: TROPHY PROPERTY on 485 ACRES with +752 ACRES of adjoining ...	3 beds \| 2 baths \| 2,023 sq.ft.	$1,600,000	Airbnb cash on cash: -1.3% Traditional cash on cash: -0.29% Airbnb Rental Income: $1778 Traditional Rental Income: $2793 Airbnb ROI: -1.3% Traditional ROI: -0.29%
2 Ridge Road Spur Roxbury, NY DON'T MISS OUT on this charming 1950's 3-bedroom ranch located in the historic hamlet of R...	3 beds \| 1 baths \| 1,542 sq.ft.	$225,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 6.56% Airbnb Rental Income: $1778 Traditional Rental Income: $2087 Airbnb ROI: 2.83% Traditional ROI: 6.56%
2080 Upper Meeker Hollow Rd Roxbury, NY 2080 Upper Meeker Hollow Rd, Roxbury, NY 12474 \| Single Family Residential	6 beds \| 5 baths \| 4,592 sq.ft.	$1,495,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.01% Airbnb Rental Income: $4693 Traditional Rental Income: $5266 Airbnb ROI: -0.1% Traditional ROI: 1.01%
1239 Old River Rd Roxbury, NY 1239 Old River Rd, Roxbury, NY 12474 \| Single Family Residential	4 beds \| 2 baths \| 3,375 sq.ft.	$399,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.38% Airbnb Rental Income: $1646 Traditional Rental Income: $2741 Airbnb ROI: 0.21% Traditional ROI: 4.38%
3536 New Kingston Mountain Rd Roxbury, NY 3536 New Kingston Mountain Rd, Roxbury, NY 12474 \| Single Family Residential	8 beds \| 3 baths \| 4,483 sq.ft.	$1,500,000	Airbnb cash on cash: -0.11% Traditional cash on cash: -0.43% Airbnb Rental Income: $4693 Traditional Rental Income: $3266 Airbnb ROI: -0.11% Traditional ROI: -0.43%
770 John Shultis Rd Roxbury, NY 770 John Shultis Rd, Roxbury, NY 12474 \| Single Family Residential	6 beds \| 4 baths \| 4,564 sq.ft.	$1,179,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 1.19% Airbnb Rental Income: $4693 Traditional Rental Income: $4460 Airbnb ROI: 0.51% Traditional ROI: 1.19%
116 Cronk Rd Roxbury, NY 116 Cronk Rd, Roxbury, NY 12474 \| Single Family Residential	3 beds \| 1 baths \| 1,576 sq.ft.	$169,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 7.31% Airbnb Rental Income: $1778 Traditional Rental Income: $1703 Airbnb ROI: 4.76% Traditional ROI: 7.31%
53200 State Highway 30 Roxbury, NY 53200 State Highway 30, Roxbury, NY 12474 \| Single Family Residential	6 beds \| 2 baths \| 3,200 sq.ft.	$325,000	Airbnb cash on cash: 9.18% Traditional cash on cash: 6.29% Airbnb Rental Income: $4693 Traditional Rental Income: $2839 Airbnb ROI: 9.18% Traditional ROI: 6.29%
County Route 41 Roxbury, NY County Route 41, Roxbury, NY 12474 \| Other	N/A beds \| N/A baths \| N/A	$149,000	Airbnb cash on cash: 9.73% Traditional cash on cash: 2.19% Airbnb Rental Income: $2463 Traditional Rental Income: $789 Airbnb ROI: 9.73% Traditional ROI: 2.19%
5574 County Highway 36 Roxbury, NY 5574 County Highway 36, Roxbury, NY 12474 \| Other	N/A beds \| N/A baths \| N/A	$365,000	Airbnb cash on cash: 2.47% Traditional cash on cash: -0.67% Airbnb Rental Income: $2463 Traditional Rental Income: $789 Airbnb ROI: 2.47% Traditional ROI: -0.67%
161 N Montgomery Hollow Rd Roxbury, NY 161 N Montgomery Hollow Rd, Roxbury, NY 12474 \| Other	N/A beds \| N/A baths \| N/A	$339,000	Airbnb cash on cash: 2.86% Traditional cash on cash: -0.52% Airbnb Rental Income: $2463 Traditional Rental Income: $789 Airbnb ROI: 2.86% Traditional ROI: -0.52%
164 Ray Cottone Rd Roxbury, NY 164 Ray Cottone Rd, Roxbury, NY 12474 \| Other	N/A beds \| N/A baths \| N/A	$999,000	Airbnb cash on cash: -0.81% Traditional cash on cash: -1.96% Airbnb Rental Income: $2463 Traditional Rental Income: $789 Airbnb ROI: -0.81% Traditional ROI: -1.96%
54192 State Highway 30 Roxbury, NY 1950-built home offering 872 square feet of living space on a .13-acre lot. Features 2 bed...	2 beds \| 1 baths \| 872 sq.ft.	$179,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 6.86% Airbnb Rental Income: $1305 Traditional Rental Income: $1747 Airbnb ROI: 1.91% Traditional ROI: 6.86%
851 Lower Meeker Hollow Road Roxbury, NY Rustic charm meets modern luxury in this impeccably maintained hand-peeled log home, just ...	3 beds \| 2 baths \| 2,040 sq.ft.	$569,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.78% Airbnb Rental Income: $1778 Traditional Rental Income: $2045 Airbnb ROI: 0.37% Traditional ROI: 1.78%
1835 Ferris Hill Road Roxbury, NY This home has been recently renovated. New extension on the rear to enlarge the brand-new ...	1 beds \| 1 baths \| 750 sq.ft.	$214,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 3.68% Airbnb Rental Income: $1162 Traditional Rental Income: $1172 Airbnb ROI: 1.75% Traditional ROI: 3.68%
53806 State Highway 30 Roxbury, NY STEP INTO ROXBURY'S RICH PAST IN THIS LOVINGLY RESTORED 1890 HISTORIC HOME: Located on Mai...	4 beds \| 2 baths \| 2,000 sq.ft.	$298,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 8.31% Airbnb Rental Income: $1646 Traditional Rental Income: $3047 Airbnb ROI: 1.67% Traditional ROI: 8.31%
300 Pines Drive unit: 44-6 Roxbury, NY Can you really find a move-in ready 3-bed, 2.5-bath home in the Catskills for under $300K?...	3 beds \| 3 baths \| 2,164 sq.ft.	$250,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 7.13% Airbnb Rental Income: $1778 Traditional Rental Income: $3230 Airbnb ROI: -1.07% Traditional ROI: 7.13%

Real Estate investment in Roxbury, NY

There are 25 properties for sale in the city of Roxbury . The median list price in Roxbury is $450,000 and the average price per square foot is $205. In March 2026, the average monthly cash on cash return in Roxbury is 3.00%. The average monthly rental income in Roxbury is $2,066.

Roxbury, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 25 investment properties available for sale in Roxbury.

In 2026, the best neighborhood to buy investment property is Roxbury.

The ROI for Long-Term is higher than the Short-Term in Roxbury with average rental income of $2,066.

Your search for investment property begins and ends here

Investment Property for Sale in Roxbury, NY

1888 County Highway 8

Roxbury, NY

5 beds | 3 baths | 3,712 sq.ft.

$695,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $4693

Traditional Rental Income: $3788

Airbnb ROI: 3.05%

Traditional ROI: 3.16%

4923 County Highway 36

Roxbury, NY

2 beds | 2 baths | 1,720 sq.ft.

$475,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1305

Traditional Rental Income: $2870

Airbnb ROI: -0.6%

Traditional ROI: 3.83%

0 Johnson Hollow Rd

Roxbury, NY

N/A beds | N/A baths | 1,970 sq.ft.

$499,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $2463

Traditional Rental Income: $1247

Airbnb ROI: 1.09%

Traditional ROI: -0.23%

38 Woodchuck Rd

Roxbury, NY

3 beds | 2 baths | 1,700 sq.ft.

$675,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $1778

Traditional Rental Income: $2608

Airbnb ROI: 0.09%

Traditional ROI: 2.17%

4030 Vega Mountain Rd

Roxbury, NY

2 beds | 1 baths | 800 sq.ft.

$365,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 2.5%

Airbnb Rental Income: $1305

Traditional Rental Income: $1560

Airbnb ROI: 0.57%

Traditional ROI: 2.5%

225 Woodland Dr #33-6

Roxbury, NY

2 beds | 2 baths | 888 sq.ft.

$269,000

Airbnb cash on cash: -1.21%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $1305

Traditional Rental Income: $1445

Airbnb ROI: -1.21%

Traditional ROI: 0.94%

77 Caroll Hinkley Rd

Roxbury, NY

3 beds | 2 baths | 2,023 sq.ft.

$1,600,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: -0.29%

Airbnb Rental Income: $1778

Traditional Rental Income: $2793

Airbnb ROI: -1.3%

Traditional ROI: -0.29%

2 Ridge Road Spur

Roxbury, NY

3 beds | 1 baths | 1,542 sq.ft.

$225,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 6.56%

Airbnb Rental Income: $1778

Traditional Rental Income: $2087

Airbnb ROI: 2.83%