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.

Single Family Homes for Sale in Pleasant Valley, NY

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

Showing 56 Single Family Residential 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
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%
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%
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%
100 Rockledge Dr Pleasant Valley, NY 100 Rockledge Dr, Pleasant Valley, NY 12569 \| Single Family Residential	4 beds \| 2 baths \| 3,106 sq.ft.	$699,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 2.37% Airbnb Rental Income: $3883 Traditional Rental Income: $3403 Airbnb ROI: 1.82% Traditional ROI: 2.37%
1633 Salt Point Tpke Pleasant Valley, NY 1633 Salt Point Tpke, Pleasant Valley, NY 12569 \| Single Family Residential	3 beds \| 2 baths \| 1,764 sq.ft.	$499,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 3.13% Airbnb Rental Income: $3322 Traditional Rental Income: $2815 Airbnb ROI: 2.62% Traditional ROI: 3.13%
41 Meddaugh Rd Pleasant Valley, NY 41 Meddaugh Rd, Pleasant Valley, NY 12569 \| Single Family Residential	4 beds \| 2 baths \| 3,019 sq.ft.	$695,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 2.28% Airbnb Rental Income: $3883 Traditional Rental Income: $3327 Airbnb ROI: 1.85% Traditional ROI: 2.28%

Your search for investment property begins and ends here

Single Family Homes 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%