Real Estate Investment Properties for Sale in Painted Post, NY

Looking for investment property in Painted Post, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
364 Imperial Ave Painted Post, NY Welcome home to this 4-bedroom, 2-bath home nestled in the charming Village of Painted Pos...	4 beds \| 2 baths \| 1,749 sq.ft.	$187,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 6.44% Airbnb Rental Income: $1619 Traditional Rental Income: $2449 Airbnb ROI: -0.8% Traditional ROI: 6.44%
62 Overbrook Rd Painted Post, NY Beautifully appointed and maintained home in popular Woodland Park. This home has it all; ...	4 beds \| 3 baths \| 3,560 sq.ft.	$450,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 2.8% Airbnb Rental Income: $1619 Traditional Rental Income: $2411 Airbnb ROI: -0.17% Traditional ROI: 2.8%
4480 Meads Creek Rd Painted Post, NY NEW PRICE & EXTERIOR PAINT!! Welcome to a piece of history! This charming farmhouse is nes...	4 beds \| 1 baths \| 2,448 sq.ft.	$325,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 2.57% Airbnb Rental Income: $1619 Traditional Rental Income: $1705 Airbnb ROI: 0.79% Traditional ROI: 2.57%
70 Beartown Rd Painted Post, NY Proposed New Construction.Traditional style ranch, open concept living with 3 bedrooms and...	N/A beds \| N/A baths \| 0 sq.ft.	$29,900	Airbnb cash on cash: 8.78% Traditional cash on cash: 10.63% Airbnb Rental Income: $779 Traditional Rental Income: $520 Airbnb ROI: 8.78% Traditional ROI: 10.63%
3 Katie Ln Painted Post, NY Beautifully updated Beartown Estates home, with modern upgraded kitchen, stunning sunroom,...	4 beds \| 2 baths \| 3,350 sq.ft.	$399,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 4.76% Airbnb Rental Income: $1619 Traditional Rental Income: $3134 Airbnb ROI: -0.52% Traditional ROI: 4.76%
115 W Hill Ter Painted Post, NY This beautiful home is NEW. Please ask for the list of upgrades since 2017. Beautiful cus...	4 beds \| 2 baths \| 2,048 sq.ft.	$364,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.76% Airbnb Rental Income: $1619 Traditional Rental Income: $1959 Airbnb ROI: 0.42% Traditional ROI: 2.76%
3530 Conhocton Road Painted Post, NY Set within Painted Post's ever-popular Aurene subdivision, this beautifully maintained 4-b...	4 beds \| 4 baths \| 3,839 sq.ft.	$528,000	Airbnb cash on cash: -1.78% Traditional cash on cash: 3.26% Airbnb Rental Income: $1619 Traditional Rental Income: $3649 Airbnb ROI: -1.78% Traditional ROI: 3.26%
1 Demonstoy Dr Painted Post, NY Charming Cape Cod nestled on a spacious half-acre lot in the Town of Erwin! This 2-bedroom...	2 beds \| 1 baths \| 1,156 sq.ft.	$128,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 7.5% Airbnb Rental Income: $1390 Traditional Rental Income: $1501 Airbnb ROI: 3.19% Traditional ROI: 7.5%
212 Gray Ln Painted Post, NY Discover the perfect blend of peaceful country charm and town convenience in this beautifu...	3 beds \| 1 baths \| 1,300 sq.ft.	$219,500	Airbnb cash on cash: -0.21% Traditional cash on cash: 6.34% Airbnb Rental Income: $988 Traditional Rental Income: $1996 Airbnb ROI: -0.21% Traditional ROI: 6.34%
3459 Fieldstone Ln Painted Post, NY 1st Floor Living in Beautiful Aurene, w/ OUTSTANDING views of the Valley! Vaulted Ceilings...	3 beds \| 2 baths \| 1,866 sq.ft.	$439,900	Airbnb cash on cash: -1.39% Traditional cash on cash: 1.22% Airbnb Rental Income: $988 Traditional Rental Income: $1709 Airbnb ROI: -1.39% Traditional ROI: 1.22%
2155 Mulholland Rd Painted Post, NY Tucked in 4+ acres, this inviting 3-bedroom, 2-bath country home offers the perfect blend ...	3 beds \| 2 baths \| 1,512 sq.ft.	$159,900	Airbnb cash on cash: 0% Traditional cash on cash: 8.96% Airbnb Rental Income: $988 Traditional Rental Income: $2003 Airbnb ROI: 0% Traditional ROI: 8.96%
130 W Hill Ter Painted Post, NY Amazing ranch home, completely renovated! Freshly paved drive, new Timber Deck front & bac...	3 beds \| 2 baths \| 2,690 sq.ft.	$329,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 2.72% Airbnb Rental Income: $988 Traditional Rental Income: $1770 Airbnb ROI: -0.95% Traditional ROI: 2.72%
312 N Hamilton St Painted Post, NY Located in the heart of Painted Post, this well-maintained 3-bedroom home offers comfortab...	3 beds \| 1 baths \| 1,796 sq.ft.	$214,000	Airbnb cash on cash: -2.21% Traditional cash on cash: 2.27% Airbnb Rental Income: $988 Traditional Rental Income: $1542 Airbnb ROI: -2.21% Traditional ROI: 2.27%
57 Barr Ln Painted Post, NY Gorgeous A-Frame home in secluded, wooded setting. Enjoy the outdoors on almost 26 acres o...	3 beds \| 3 baths \| 2,707 sq.ft.	$375,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 3.92% Airbnb Rental Income: $988 Traditional Rental Income: $2269 Airbnb ROI: -0.72% Traditional ROI: 3.92%
357 Delaware Ave Painted Post, NY Welcome to the Village of Painted Post! This 4 bedroom, 2 bath home offers a traditional f...	4 beds \| 2 baths \| 1,725 sq.ft.	$159,900	Airbnb cash on cash: 4.31% Traditional cash on cash: 9.61% Airbnb Rental Income: $1619 Traditional Rental Income: $1970 Airbnb ROI: 4.31% Traditional ROI: 9.61%
14 Michael's Way Painted Post, NY Comfort, updates, and location come together beautifully in this exceptionally maintained ...	3 beds \| 2 baths \| 2,940 sq.ft.	$385,000	Airbnb cash on cash: -2.32% Traditional cash on cash: 2.12% Airbnb Rental Income: $988 Traditional Rental Income: $2237 Airbnb ROI: -2.32% Traditional ROI: 2.12%
224 Pioneer Road Painted Post, NY Welcome home to this charming 3-bedroom, 1.5-bath Colonial that blends classic character w...	3 beds \| 2 baths \| 1,440 sq.ft.	$199,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.59% Airbnb Rental Income: $988 Traditional Rental Income: $1514 Airbnb ROI: -0.07% Traditional ROI: 4.59%
9 Linden Lane Painted Post, NY SUNDAY's OPEN HOUSE CANCELLED due to fast sale! A rare New Woodland Park offering, 9 Linde...	4 beds \| 5 baths \| 4,120 sq.ft.	$689,000	Airbnb cash on cash: -2.26% Traditional cash on cash: 3.64% Airbnb Rental Income: $1619 Traditional Rental Income: $4952 Airbnb ROI: -2.26% Traditional ROI: 3.64%
38 Hemlock Ln Painted Post, NY Nestled on a breathtaking three-quarter acre lot in desirable Woodland Park, this exceptio...	5 beds \| 3 baths \| 4,636 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $3889 Airbnb ROI: N/A Traditional ROI: 2.8%
156 Beartown Rd Painted Post, NY Spacious and well-maintained 5-bedroom, 4-bath Colonial on Beartown Road in Painted Post, ...	5 beds \| 4 baths \| 3,805 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $3959 Airbnb ROI: N/A Traditional ROI: 6.18%
43 Hillcrest Dr Painted Post, NY 43 Hillcrest Dr, Painted Post, NY 14870 \| Other	N/A beds \| N/A baths \| N/A	$59,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 4.37% Airbnb Rental Income: $779 Traditional Rental Income: $509 Airbnb ROI: 3.55% Traditional ROI: 4.37%
Lot #4 Woodcrest Dr Painted Post, NY Lot #4 Woodcrest Dr, Painted Post, NY 14870 \| Other	N/A beds \| N/A baths \| N/A	$49,900	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.17% Airbnb Rental Income: $779 Traditional Rental Income: $439 Airbnb ROI: 4.59% Traditional ROI: 4.17%
6 Tara Pl Painted Post, NY 6 Tara Pl, Painted Post, NY 14870 \| Single Family Residential	3 beds \| 2 baths \| 1,636 sq.ft.	$284,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.43% Airbnb Rental Income: $988 Traditional Rental Income: $1738 Airbnb ROI: -0.68% Traditional ROI: 3.43%
56 S Oakwood Dr Painted Post, NY FABULOUS Woodland Park Stately Brick Colonial Situated on a Generous Corner Lot. Abundant ...	4 beds \| 2 baths \| 3,520 sq.ft.	$570,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 2.13% Airbnb Rental Income: $1619 Traditional Rental Income: $3125 Airbnb ROI: -1.56% Traditional ROI: 2.13%
10 Weaver Creek Rd Painted Post, NY Tucked away on a quiet dead-end road, this charming 3-4 bedroom home offers space, charact...	3 beds \| 2 baths \| 2,244 sq.ft.	$219,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 7.89% Airbnb Rental Income: $988 Traditional Rental Income: $2319 Airbnb ROI: -0.23% Traditional ROI: 7.89%
120 Weston Lane Painted Post, NY OPEN HOUSE 5-13 CANCELLED! Set within Painted Post's desirable Woodland Park neighborhood,...	5 beds \| 3 baths \| 3,687 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $3339 Airbnb ROI: N/A Traditional ROI: 4.35%
130 W Hill Painted Post, NY 130 W Hill, Painted Post, NY 14870 \| Single Family Residential	3 beds \| 2 baths \| 2,690 sq.ft.	$329,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 3.4% Airbnb Rental Income: $988 Traditional Rental Income: $1980 Airbnb ROI: -0.95% Traditional ROI: 3.4%
6 Cedarwood Ln Painted Post, NY Welcome home to this exceptional Colonial nestled in the highly sought-after Woodland Park...	5 beds \| 3 baths \| 3,576 sq.ft.	$394,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.85% Airbnb Rental Income: $null Traditional Rental Income: $3884 Airbnb ROI: N/A Traditional ROI: 6.85%
6 Meadow Lane Painted Post, NY Welcome to this 3-bedroom ranch nestled on a quiet cul-de-sac in a convenient Painted Post...	3 beds \| 1 baths \| 1,268 sq.ft.	$129,500	Airbnb cash on cash: -0.15% Traditional cash on cash: 8.59% Airbnb Rental Income: $988 Traditional Rental Income: $1723 Airbnb ROI: -0.15% Traditional ROI: 8.59%
9169 Presho School Rd Painted Post, NY 9169 Presho School Rd, Lindley, NY 14870 \| Other	N/A beds \| N/A baths \| N/A	$80,000	Airbnb cash on cash: 2% Traditional cash on cash: 2.83% Airbnb Rental Income: $779 Traditional Rental Income: $525 Airbnb ROI: 2% Traditional ROI: 2.83%
10 Linden Ln Painted Post, NY Built with the care and intention of a builder's own home, 10 Linden Lane offers timeless ...	4 beds \| 4 baths \| 4,750 sq.ft.	$649,000	Airbnb cash on cash: -2.2% Traditional cash on cash: 1.11% Airbnb Rental Income: $1619 Traditional Rental Income: $3161 Airbnb ROI: -2.2% Traditional ROI: 1.11%
48 S Oakwood Dr Painted Post, NY Timeless warmth, natural light, and pride of ownership come together beautifully in this l...	4 beds \| 2 baths \| 2,554 sq.ft.	$439,900	Airbnb cash on cash: -0.92% Traditional cash on cash: 2.61% Airbnb Rental Income: $1619 Traditional Rental Income: $2612 Airbnb ROI: -0.92% Traditional ROI: 2.61%

Real Estate investment in Painted-post, NY

There are 41 properties for sale in the city of Painted Post . The median list price in Painted Post is $229,363 and the average price per square foot is $95. In July 2026, the average monthly cash on cash return in Painted Post is 5.00%. The average monthly rental income in Painted Post is $2,003.

Painted-post, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 41 investment properties available for sale in Painted-post.

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

The ROI for Short-Term is higher than the Long-Term in Painted-post with average rental income of $988.

Your search for investment property begins and ends here

Investment Property for Sale in Painted Post, NY

364 Imperial Ave

Painted Post, NY

4 beds | 2 baths | 1,749 sq.ft.

$187,000

Airbnb cash on cash: -0.8%

Traditional cash on cash: 6.44%

Airbnb Rental Income: $1619

Traditional Rental Income: $2449

Airbnb ROI: -0.8%

Traditional ROI: 6.44%

62 Overbrook Rd

Painted Post, NY

4 beds | 3 baths | 3,560 sq.ft.

$450,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $1619

Traditional Rental Income: $2411

Airbnb ROI: -0.17%

Traditional ROI: 2.8%

4480 Meads Creek Rd

Painted Post, NY

4 beds | 1 baths | 2,448 sq.ft.

$325,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $1619

Traditional Rental Income: $1705

Airbnb ROI: 0.79%

Traditional ROI: 2.57%

70 Beartown Rd

Painted Post, NY

N/A beds | N/A baths | 0 sq.ft.

$29,900

Airbnb cash on cash: 8.78%

Traditional cash on cash: 10.63%

Airbnb Rental Income: $779

Traditional Rental Income: $520

Airbnb ROI: 8.78%

Traditional ROI: 10.63%

3 Katie Ln

Painted Post, NY

4 beds | 2 baths | 3,350 sq.ft.

$399,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $1619

Traditional Rental Income: $3134

Airbnb ROI: -0.52%

Traditional ROI: 4.76%

115 W Hill Ter

Painted Post, NY

4 beds | 2 baths | 2,048 sq.ft.

$364,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $1619

Traditional Rental Income: $1959

Airbnb ROI: 0.42%

Traditional ROI: 2.76%

3530 Conhocton Road

Painted Post, NY

4 beds | 4 baths | 3,839 sq.ft.

$528,000

Airbnb cash on cash: -1.78%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1619

Traditional Rental Income: $3649

Airbnb ROI: -1.78%

Traditional ROI: 3.26%

1 Demonstoy Dr

Painted Post, NY

2 beds | 1 baths | 1,156 sq.ft.

$128,000

Airbnb cash on cash: 3.19%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $1390

Traditional Rental Income: $1501

Airbnb ROI: 3.19%