Real Estate Investment Properties for Sale in Pleasant Valley, NY

Looking for investment property in Pleasant Valley, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
47 Mountain View Drive Pleasant Valley, NY Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch ne...	4 beds \| 3 baths \| 2,356 sq.ft.	$475,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 5.76% Airbnb Rental Income: $3104 Traditional Rental Income: $4217 Airbnb ROI: 1.66% Traditional ROI: 5.76%
35 Shady Creek Road Pleasant Valley, NY AS-IS SALE Nestled near a peaceful creek, 35 Shady Creek Dr offers a wonderful opportunity...	4 beds \| 2 baths \| 1,716 sq.ft.	$355,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 5.73% Airbnb Rental Income: $3104 Traditional Rental Income: $3191 Airbnb ROI: 3.35% Traditional ROI: 5.73%
63 Martin Road Pleasant Valley, NY Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, of...	3 beds \| 2 baths \| 1,700 sq.ft.	$474,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.04% Airbnb Rental Income: $2637 Traditional Rental Income: $3024 Airbnb ROI: 0.75% Traditional ROI: 3.04%
70 Gretna Hill Road Pleasant Valley, NY Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, effici...	3 beds \| 3 baths \| 1,848 sq.ft.	$539,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.06% Airbnb Rental Income: $2637 Traditional Rental Income: $2994 Airbnb ROI: 0.11% Traditional ROI: 2.06%
176 Gretna Woods Road Pleasant Valley, NY Nothing has been left to question for the lucky new owners of this amazing home! This gene...	4 beds \| 3 baths \| 2,169 sq.ft.	$495,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 5.12% Airbnb Rental Income: $3104 Traditional Rental Income: $3918 Airbnb ROI: 1.83% Traditional ROI: 5.12%
60 Traver Road Pleasant Valley, NY 24 hours notice. Large entertainment unit will convey with sale.	4 beds \| 3 baths \| 3,114 sq.ft.	$849,999	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.7% Airbnb Rental Income: $3104 Traditional Rental Income: $4465 Airbnb ROI: 0.08% Traditional ROI: 2.7%
166 Creek Rd Pleasant Valley, NY 12569 Pleasant Valley, NY	4 beds \| 3 baths \| N/A	$625,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.22% Airbnb Rental Income: $3104 Traditional Rental Income: $4136 Airbnb ROI: 1.24% Traditional ROI: 4.22%
101 Drake Road Pleasant Valley, NY Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quie...	3 beds \| 3 baths \| 2,820 sq.ft.	$1,195,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 0.77% Airbnb Rental Income: $2637 Traditional Rental Income: $4169 Airbnb ROI: -1.17% Traditional ROI: 0.77%
23 Dupay Road Pleasant Valley, NY Fully Available Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully land...	2 beds \| 2 baths \| 1,005 sq.ft.	$393,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.28% Airbnb Rental Income: $1825 Traditional Rental Income: $2356 Airbnb ROI: 0.5% Traditional ROI: 3.28%
1666 Main Street Pleasant Valley, NY Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart...	3 beds \| 2 baths \| 2,232 sq.ft.	$360,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 6.14% Airbnb Rental Income: $2637 Traditional Rental Income: $3149 Airbnb ROI: 2.77% Traditional ROI: 6.14%
21 Straub Drive Pleasant Valley, NY Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 be...	4 beds \| 4 baths \| 3,400 sq.ft.	$690,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 5.45% Airbnb Rental Income: $3104 Traditional Rental Income: $5446 Airbnb ROI: 0.71% Traditional ROI: 5.45%
991 Freedom Road Pleasant Valley, NY TO BE BUILT - The Vanderbilt Model Colonial on Over 3 Acres! This stunning 4-bedroom, 2.5-...	4 beds \| 3 baths \| 2,166 sq.ft.	$799,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.78% Airbnb Rental Income: $3104 Traditional Rental Income: $4181 Airbnb ROI: 0.39% Traditional ROI: 2.78%
989 Freedom road Pleasant Valley, NY TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arli...	4 beds \| 3 baths \| 2,434 sq.ft.	$779,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.77% Airbnb Rental Income: $3104 Traditional Rental Income: $4069 Airbnb ROI: 0.47% Traditional ROI: 2.77%
15 Whiteford Drive Pleasant Valley, NY Welcome to this beautifully updated 4 Bedroom home in the heart of Pleasant Valley! Locate...	3 beds \| 2 baths \| 1,932 sq.ft.	$470,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.41% Airbnb Rental Income: $2637 Traditional Rental Income: $3384 Airbnb ROI: 1.28% Traditional ROI: 4.41%
1379 Route 44 Pleasant Valley, NY This Pleasant Valley Colonial in the Arlington School District offers a blend of classic c...	3 beds \| 2 baths \| 2,200 sq.ft.	$399,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 4.99% Airbnb Rental Income: $2637 Traditional Rental Income: $3162 Airbnb ROI: 1.91% Traditional ROI: 4.99%
17 Gretna Hill Road Pleasant Valley, NY This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renova...	2 beds \| 3 baths \| 1,475 sq.ft.	$549,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.04% Airbnb Rental Income: $1825 Traditional Rental Income: $3014 Airbnb ROI: 0.76% Traditional ROI: 4.04%
316 Forest Valley Road Pleasant Valley, NY Welcome to this beautifully maintained Colonial, proudly offered by its original owner and...	4 beds \| 3 baths \| 2,284 sq.ft.	$574,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.26% Airbnb Rental Income: $3104 Traditional Rental Income: $4179 Airbnb ROI: 0.94% Traditional ROI: 4.26%
1633 Salt Point Turnpike Pleasant Valley, NY Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingr...	4 beds \| 2 baths \| 1,764 sq.ft.	$499,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.73% Airbnb Rental Income: $3104 Traditional Rental Income: $3433 Airbnb ROI: 2.51% Traditional ROI: 4.73%
625 Traver Road Pleasant Valley, NY QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleas...	3 beds \| 2 baths \| 1,456 sq.ft.	$1,395,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.84% Airbnb Rental Income: $2637 Traditional Rental Income: $2969 Airbnb ROI: 0.1% Traditional ROI: 0.84%
17 Partridge Lane Pleasant Valley, NY Enjoy private, low-maintenance living in the Arlington School District! This well-maintain...	2 beds \| 2 baths \| 1,400 sq.ft.	$149,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 11.31% Airbnb Rental Income: $1825 Traditional Rental Income: $2623 Airbnb ROI: 2.25% Traditional ROI: 11.31%
27 SHAGBARK Pleasant Valley, NY Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, eac...	3 beds \| 2 baths \| 1,000 sq.ft.	$175,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 8.46% Airbnb Rental Income: $2637 Traditional Rental Income: $2444 Airbnb ROI: 5.84% Traditional ROI: 8.46%
185 Rombout Road Pleasant Valley, NY STOP THE SEARCH! THIS IS THE ONE! INCREDIBLE PROPERTY! ENTERTAINERS'S DREAM HOMEI Welcome ...	4 beds \| 3 baths \| 2,434 sq.ft.	$699,999	Airbnb cash on cash: 0.61% Traditional cash on cash: 3.54% Airbnb Rental Income: $3104 Traditional Rental Income: $4307 Airbnb ROI: 0.61% Traditional ROI: 3.54%

Real Estate investment in Pleasant-valley, NY

There are 22 properties for sale in the city of Pleasant Valley . The median list price in Pleasant Valley is $274,836 and the average price per square foot is $135. In July 2026, the average monthly cash on cash return in Pleasant Valley is 4.00%. The average monthly rental income in Pleasant Valley is $3,384.

Pleasant-valley, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 22 investment properties available for sale in Pleasant-valley.

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

The ROI for Long-Term is higher than the Short-Term in Pleasant-valley with average rental income of $3,384.

Your search for investment property begins and ends here

Investment Property for Sale in Pleasant Valley, NY

47 Mountain View Drive

Pleasant Valley, NY

4 beds | 3 baths | 2,356 sq.ft.

$475,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $3104

Traditional Rental Income: $4217

Airbnb ROI: 1.66%

Traditional ROI: 5.76%

35 Shady Creek Road

Pleasant Valley, NY

4 beds | 2 baths | 1,716 sq.ft.

$355,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $3104

Traditional Rental Income: $3191

Airbnb ROI: 3.35%

Traditional ROI: 5.73%

63 Martin Road

Pleasant Valley, NY

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

$474,900

Airbnb cash on cash: 0.75%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $2637

Traditional Rental Income: $3024

Airbnb ROI: 0.75%

Traditional ROI: 3.04%

70 Gretna Hill Road

Pleasant Valley, NY

3 beds | 3 baths | 1,848 sq.ft.

$539,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $2637

Traditional Rental Income: $2994

Airbnb ROI: 0.11%

Traditional ROI: 2.06%

176 Gretna Woods Road

Pleasant Valley, NY

4 beds | 3 baths | 2,169 sq.ft.

$495,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $3104

Traditional Rental Income: $3918

Airbnb ROI: 1.83%

Traditional ROI: 5.12%

60 Traver Road

Pleasant Valley, NY

4 beds | 3 baths | 3,114 sq.ft.

$849,999

Airbnb cash on cash: 0.08%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $3104

Traditional Rental Income: $4465

Airbnb ROI: 0.08%

Traditional ROI: 2.7%

166 Creek Rd Pleasant Valley, NY 12569

Pleasant Valley, NY

4 beds | 3 baths | N/A

$625,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $3104

Traditional Rental Income: $4136

Airbnb ROI: 1.24%

Traditional ROI: 4.22%

101 Drake Road

Pleasant Valley, NY

3 beds | 3 baths | 2,820 sq.ft.

$1,195,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $2637

Traditional Rental Income: $4169

Airbnb ROI: -1.17%