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
32 Cole Rd Pleasant Valley, NY SECLUDED PARK LIKE SETTING! BEAUTIFUL COLONIAL FEATURING 4 BEDROOMS, 2.5 BATHS ON 13.7 ACR...	4 beds \| 2 baths \| 3,263 sq.ft.	$725,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 1.81% Airbnb Rental Income: $3883 Traditional Rental Income: $3277 Airbnb ROI: 1.47% Traditional ROI: 1.81%
33 North Ave Pleasant Valley, NY GREAT PLEASANT VALLEY STARTER HOME WITH 2 BEDROOMS AND 1.5 BATHS. RECENTLY UPDATED WITH GL...	2 beds \| 1 baths \| 1,766 sq.ft.	$339,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.27% Airbnb Rental Income: $1502 Traditional Rental Income: $1678 Airbnb ROI: 0.34% Traditional ROI: 2.27%
667 Traver Rd Pleasant Valley, NY If you are looking for a great starter home or are an empty nester, look no more!!!This Ch...	2 beds \| 1 baths \| 1,442 sq.ft.	$325,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 2.98% Airbnb Rental Income: $1502 Traditional Rental Income: $1773 Airbnb ROI: 0.65% Traditional ROI: 2.98%
47 Mountain View Dr Pleasant Valley, NY Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch ne...	4 beds \| 2 baths \| 2,356 sq.ft.	$475,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 5.76% Airbnb Rental Income: $3883 Traditional Rental Income: $4217 Airbnb ROI: 3.12% 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: 5.3% Traditional cash on cash: 5.73% Airbnb Rental Income: $3883 Traditional Rental Income: $3191 Airbnb ROI: 5.3% Traditional ROI: 5.73%
18 English Way Pleasant Valley, NY Spacious and sunny colonial located in sought after Cambridge Estates. Home is situated on...	4 beds \| 2 baths \| 3,078 sq.ft.	$675,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 3.31% Airbnb Rental Income: $3883 Traditional Rental Income: $3648 Airbnb ROI: 2.36% Traditional ROI: 3.31%
145 Drake Rd Pleasant Valley, NY Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley...	2 beds \| 1 baths \| 1,488 sq.ft.	$569,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.27% Airbnb Rental Income: $1502 Traditional Rental Income: $1928 Airbnb ROI: -0.36% Traditional ROI: 1.27%
2846 Route 82 Pleasant Valley, NY Nestled on a wooded property High above the road is this 2BR Ranch Stlye House with an add...	2 beds \| 1 baths \| 1,508 sq.ft.	$389,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 2.53% Airbnb Rental Income: $1502 Traditional Rental Income: $2043 Airbnb ROI: -0.16% Traditional ROI: 2.53%
15 Rock Cut Ln Pleasant Valley, NY Beautiful new construction home available for quick delivery. Perfect central location but...	3 beds \| 2 baths \| 2,334 sq.ft.	$549,900	Airbnb cash on cash: 2.64% Traditional cash on cash: 4.2% Airbnb Rental Income: $3322 Traditional Rental Income: $3382 Airbnb ROI: 2.64% Traditional ROI: 4.2%
13-14 Creekside Pl Pleasant Valley, NY Come to your own piece of paradise. Relax by the creek on the 2 acres and most of it is fl...	5 beds \| 4 baths \| 3,281 sq.ft.	$899,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.9% Airbnb Rental Income: $2360 Traditional Rental Income: $5017 Airbnb ROI: 0.04% Traditional ROI: 3.9%
63 Martin Rd Pleasant Valley, NY Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, of...	3 beds \| 1 baths \| 1,700 sq.ft.	$445,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.31% Airbnb Rental Income: $3322 Traditional Rental Income: $3024 Airbnb ROI: 2.24% Traditional ROI: 3.31%
70 Gretna Hill Rd Pleasant Valley, NY Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, effici...	3 beds \| 2 baths \| 1,848 sq.ft.	$489,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 2.37% Airbnb Rental Income: $3322 Traditional Rental Income: $2994 Airbnb ROI: 1.46% Traditional ROI: 2.37%
12 Talbot Dr Pleasant Valley, NY How would you like a home where you can live at the end of a cul-de-sac, with a Christmas ...	3 beds \| 1 baths \| 1,928 sq.ft.	$518,900	Airbnb cash on cash: 2.43% Traditional cash on cash: 1.61% Airbnb Rental Income: $3322 Traditional Rental Income: $2180 Airbnb ROI: 2.43% Traditional ROI: 1.61%
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: 3.23% Traditional cash on cash: 5.12% Airbnb Rental Income: $3883 Traditional Rental Income: $3918 Airbnb ROI: 3.23% Traditional ROI: 5.12%
60 Traver Rd Pleasant Valley, NY 24 hours notice. Large entertainment unit will convey with sale.	4 beds \| 3 baths \| 3,114 sq.ft.	$799,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.93% Airbnb Rental Income: $3883 Traditional Rental Income: $4465 Airbnb ROI: 1.03% Traditional ROI: 2.93%
66 Gretna Rd Pleasant Valley, NY Welcome home to this beautiful 3 bedroom, 2.5 bath colonial in Pleasant Valley. The first ...	3 beds \| 2 baths \| 2,384 sq.ft.	$565,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.36% Airbnb Rental Income: $3322 Traditional Rental Income: $2974 Airbnb ROI: 1.61% Traditional ROI: 2.36%
166 Creek Rd Pleasant Valley, NY 12569 Pleasant Valley, NY	4 beds \| 3 baths \| N/A	$625,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.22% Airbnb Rental Income: $3883 Traditional Rental Income: $4136 Airbnb ROI: 2.36% Traditional ROI: 4.22%
101 Drake Rd Pleasant Valley, NY Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quie...	3 beds \| 2 baths \| 2,820 sq.ft.	$1,195,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.77% Airbnb Rental Income: $3322 Traditional Rental Income: $4169 Airbnb ROI: -0.66% Traditional ROI: 0.77%
11 Brown Rd Pleasant Valley, NY Snowbird Special Be Part of history living in this Luxurious historic Brick Farm Estate. B...	6 beds \| 3 baths \| 4,248 sq.ft.	$1,750,000	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.45% Airbnb Rental Income: $2360 Traditional Rental Income: $7102 Airbnb ROI: -1.83% Traditional ROI: 1.45%
23 Dupay Rd Pleasant Valley, NY Fully Available Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully land...	2 beds \| 1 baths \| 1,005 sq.ft.	$393,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.28% Airbnb Rental Income: $1502 Traditional Rental Income: $2356 Airbnb ROI: -0.23% Traditional ROI: 3.28%
1666 Main St 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.	$340,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 6.56% Airbnb Rental Income: $3322 Traditional Rental Income: $3149 Airbnb ROI: 4.77% Traditional ROI: 6.56%
37 Shady Creek Rd Pleasant Valley, NY 37 Shady Creek Rd, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 1 baths \| 904 sq.ft.	$304,900	Airbnb cash on cash: 5.84% Traditional cash on cash: 2.6% Airbnb Rental Income: $3322 Traditional Rental Income: $1650 Airbnb ROI: 5.84% Traditional ROI: 2.6%
Creek Rd Pleasant Valley, NY Creek Rd, Pleasant Valley, NY 12569 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$179,900	Airbnb cash on cash: -1.82% Traditional cash on cash: 3.24% Airbnb Rental Income: $516 Traditional Rental Income: $1108 Airbnb ROI: -1.82% Traditional ROI: 3.24%
21 Straub Dr Pleasant Valley, NY Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 be...	4 beds \| 3 baths \| 3,400 sq.ft.	$649,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 5.85% Airbnb Rental Income: $3883 Traditional Rental Income: $5446 Airbnb ROI: 1.89% Traditional ROI: 5.85%
991 Freedom Rd Pleasant Valley, NY TO BE BUILT - The Vanderbilt Model Colonial on Over 3 Acres! This stunning 4-bedroom, 2.5-...	4 beds \| 2 baths \| 2,166 sq.ft.	$799,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 2.78% Airbnb Rental Income: $3883 Traditional Rental Income: $4181 Airbnb ROI: 1.26% 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: 1.36% Traditional cash on cash: 2.77% Airbnb Rental Income: $3883 Traditional Rental Income: $4069 Airbnb ROI: 1.36% 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: 2.58% Traditional cash on cash: 4.41% Airbnb Rental Income: $3322 Traditional Rental Income: $3384 Airbnb ROI: 2.58% 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: 3.43% Traditional cash on cash: 4.99% Airbnb Rental Income: $3322 Traditional Rental Income: $3162 Airbnb ROI: 3.43% Traditional ROI: 4.99%
17 Gretna Hill Rd Pleasant Valley, NY This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renova...	2 beds \| 2 baths \| 1,475 sq.ft.	$549,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.04% Airbnb Rental Income: $1502 Traditional Rental Income: $3014 Airbnb ROI: 0.23% 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: 2.15% Traditional cash on cash: 4.26% Airbnb Rental Income: $3883 Traditional Rental Income: $4179 Airbnb ROI: 2.15% 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: 3.9% Traditional cash on cash: 4.73% Airbnb Rental Income: $3883 Traditional Rental Income: $3433 Airbnb ROI: 3.9% Traditional ROI: 4.73%
625 Traver Rd 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: 0.54% Traditional cash on cash: 0.84% Airbnb Rental Income: $3322 Traditional Rental Income: $2969 Airbnb ROI: 0.54% Traditional ROI: 0.84%
17 Partridge Ln 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: -6.29% Traditional cash on cash: 4.65% Airbnb Rental Income: $1502 Traditional Rental Income: $2623 Airbnb ROI: -6.29% Traditional ROI: 4.65%
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.	$165,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 3.64% Airbnb Rental Income: $3322 Traditional Rental Income: $2444 Airbnb ROI: 4.5% Traditional ROI: 3.64%
185 Rombout Rd Pleasant Valley, NY STOP THE SEARCH! THIS IS THE ONE! INCREDIBLE PROPERTY! ENTERTAINERS'S DREAM HOMEI Welcome ...	4 beds \| 2 baths \| 2,434 sq.ft.	$699,999	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.54% Airbnb Rental Income: $3883 Traditional Rental Income: $4307 Airbnb ROI: 1.6% Traditional ROI: 3.54%
49 Barkit Kennel Rd Pleasant Valley, NY 49 Barkit Kennel Rd, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 2 baths \| 3,920 sq.ft.	$1,495,000	Airbnb cash on cash: -0.92% Traditional cash on cash: -0.81% Airbnb Rental Income: $3322 Traditional Rental Income: $2740 Airbnb ROI: -0.92% Traditional ROI: -0.81%
30 Smith Rd Pleasant Valley, NY 30 Smith Rd, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 1 baths \| 1,334 sq.ft.	$250,000	Airbnb cash on cash: 7.84% Traditional cash on cash: 5.61% Airbnb Rental Income: $3322 Traditional Rental Income: $2054 Airbnb ROI: 7.84% Traditional ROI: 5.61%
46 Gleason Blvd Pleasant Valley, NY 46 Gleason Blvd, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 2 baths \| 1,144 sq.ft.	$399,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 3.41% Airbnb Rental Income: $3322 Traditional Rental Income: $2379 Airbnb ROI: 3.94% Traditional ROI: 3.41%
48 Gleason Blvd Pleasant Valley, NY 48 Gleason Blvd, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 1 baths \| 1,144 sq.ft.	$399,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 2.32% Airbnb Rental Income: $3322 Traditional Rental Income: $1972 Airbnb ROI: 3.94% Traditional ROI: 2.32%
136 Rombout Rd Pleasant Valley, NY 136 Rombout Rd, Pleasant Valley, NY 12603 \| Single Family Residential	4 beds \| 2 baths \| 4,221 sq.ft.	$950,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.94% Airbnb Rental Income: $3883 Traditional Rental Income: $3319 Airbnb ROI: 0.63% Traditional ROI: 0.94%

Real Estate investment in Pleasant-valley, NY

There are 69 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 $128. In October 2026, the average monthly cash on cash return in Pleasant Valley is 3.00%. The average monthly rental income in Pleasant Valley is $2,972.

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

There are 69 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 $2,972.

Your search for investment property begins and ends here

Investment Property for Sale in Pleasant Valley, NY

32 Cole Rd

Pleasant Valley, NY

4 beds | 2 baths | 3,263 sq.ft.

$725,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $3883

Traditional Rental Income: $3277

Airbnb ROI: 1.47%

Traditional ROI: 1.81%

33 North Ave

Pleasant Valley, NY

2 beds | 1 baths | 1,766 sq.ft.

$339,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $1502

Traditional Rental Income: $1678

Airbnb ROI: 0.34%

Traditional ROI: 2.27%

667 Traver Rd

Pleasant Valley, NY

2 beds | 1 baths | 1,442 sq.ft.

$325,000

Airbnb cash on cash: 0.65%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1502

Traditional Rental Income: $1773

Airbnb ROI: 0.65%

Traditional ROI: 2.98%

47 Mountain View Dr

Pleasant Valley, NY

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

$475,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $3883

Traditional Rental Income: $4217

Airbnb ROI: 3.12%

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: 5.3%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $3883

Traditional Rental Income: $3191

Airbnb ROI: 5.3%

Traditional ROI: 5.73%

18 English Way

Pleasant Valley, NY

4 beds | 2 baths | 3,078 sq.ft.

$675,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $3883

Traditional Rental Income: $3648

Airbnb ROI: 2.36%

Traditional ROI: 3.31%

145 Drake Rd

Pleasant Valley, NY

2 beds | 1 baths | 1,488 sq.ft.

$569,900

Airbnb cash on cash: -0.36%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $1502

Traditional Rental Income: $1928

Airbnb ROI: -0.36%

Traditional ROI: 1.27%

2846 Route 82

Pleasant Valley, NY

2 beds | 1 baths | 1,508 sq.ft.

$389,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $1502

Traditional Rental Income: $2043

Airbnb ROI: -0.16%