Real Estate Investment Properties for Sale in Orient, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1680 Lands End Rd Orient, NY Treat yourself to the astounding panoramic waterviews afforded by this feature-rich luxury...	4 beds \| 4 baths \| 3,359 sq.ft.	$2,195,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 1.14% Airbnb Rental Income: $2233 Traditional Rental Income: $6102 Airbnb ROI: -1.03% Traditional ROI: 1.14%
23530 Main Road Orient, NY Welcome to this meticulously maintained Craftsman home in the heart of Orient. A home wher...	3 beds \| 2 baths \| 1,500 sq.ft.	$835,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.08% Airbnb Rental Income: $3145 Traditional Rental Income: $3594 Airbnb ROI: 1.58% Traditional ROI: 3.08%
40495 Main Rd Orient, NY Landmark Historic Farmhouse At Orient Point, Which Was Owned by Latham/Edwin King. Water ...	4 beds \| 2 baths \| 2,081 sq.ft.	$1,699,999	Airbnb cash on cash: -0.46% Traditional cash on cash: 0.71% Airbnb Rental Income: $2233 Traditional Rental Income: $3526 Airbnb ROI: -0.46% Traditional ROI: 0.71%
290 Windward Rd Orient, NY This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectura...	5 beds \| 4 baths \| 4,200 sq.ft.	$2,499,999	Airbnb cash on cash: -1% Traditional cash on cash: 1.15% Airbnb Rental Income: $1950 Traditional Rental Income: $6419 Airbnb ROI: -1% Traditional ROI: 1.15%
35335 Main Rd Orient, NY Nestled on a private 4-acre lot, with development rights intact, this attractive, 3-bedroo...	3 beds \| 3 baths \| 2,800 sq.ft.	$2,850,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 0.44% Airbnb Rental Income: $3145 Traditional Rental Income: $4596 Airbnb ROI: -0.38% Traditional ROI: 0.44%
1640 Grandview Dr Orient, NY For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 16...	4 beds \| 4 baths \| 5,200 sq.ft.	$4,250,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.44% Airbnb Rental Income: $2233 Traditional Rental Income: $7823 Airbnb ROI: -1.12% Traditional ROI: 0.44%
295 Willow Terrace Ln Orient, NY Wake up to the sound of gentle waves and breathtaking sunrises over Gardiner Bay in this c...	4 beds \| 2 baths \| 1,700 sq.ft.	$1,230,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.74% Airbnb Rental Income: $2233 Traditional Rental Income: $3929 Airbnb ROI: -0.24% Traditional ROI: 1.74%
34600, 34750 & 34920 Route 25 Orient, NY 34600, 34750 & 34920 Route 25, Orient, NY 11957 \| Single Family Residential	6 beds \| 5 baths \| 5,500 sq.ft.	$15,000,000	Airbnb cash on cash: -2.62% Traditional cash on cash: -2.21% Airbnb Rental Income: $1950 Traditional Rental Income: $7045 Airbnb ROI: -2.62% Traditional ROI: -2.21%
150 N Hillcrest Dr Orient, NY 150 N Hillcrest Dr, Orient, NY 11957 \| Single Family Residential	5 beds \| 4 baths \| 4,900 sq.ft.	$2,900,000	Airbnb cash on cash: -2.21% Traditional cash on cash: -0.59% Airbnb Rental Income: $1950 Traditional Rental Income: $5796 Airbnb ROI: -2.21% Traditional ROI: -0.59%
29525 Main Orient, NY 29525 Main, Orient, NY 11957 \| Other	N/A beds \| N/A baths \| N/A	$2,375,000	Airbnb cash on cash: -2.07% Traditional cash on cash: -2.11% Airbnb Rental Income: $2027 Traditional Rental Income: $1417 Airbnb ROI: -2.07% Traditional ROI: -2.11%
1600 King St Orient, NY 1600 King St, Orient, NY 11957 \| Single Family Residential	6 beds \| 5 baths \| 5,700 sq.ft.	$8,400,000	Airbnb cash on cash: -2.54% Traditional cash on cash: -1.81% Airbnb Rental Income: $1950 Traditional Rental Income: $7147 Airbnb ROI: -2.54% Traditional ROI: -1.81%
4725 Orchard St Orient, NY 4725 Orchard St, Orient, NY 11957 \| Single Family Residential	3 beds \| 2 baths \| 2,500 sq.ft.	$6,000,000	Airbnb cash on cash: -2.29% Traditional cash on cash: -2.11% Airbnb Rental Income: $3145 Traditional Rental Income: $3441 Airbnb ROI: -2.29% Traditional ROI: -2.11%
1060 Navy St Orient, NY 1060 Navy St, Orient, NY 11957 \| Single Family Residential	4 beds \| 2 baths \| 2,534 sq.ft.	$1,625,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.28% Airbnb Rental Income: $2233 Traditional Rental Income: $3760 Airbnb ROI: -1.67% Traditional ROI: -0.28%
1890 Lands End Rd Orient, NY 1890 Lands End Rd, Orient, NY 11957 \| Other	N/A beds \| N/A baths \| N/A	$1,899,999	Airbnb cash on cash: -1.91% Traditional cash on cash: -1.89% Airbnb Rental Income: $2027 Traditional Rental Income: $1541 Airbnb ROI: -1.91% Traditional ROI: -1.89%
75 Pettys Dr Orient, NY 75 Pettys Dr, Orient, NY 11957 \| Other	N/A beds \| N/A baths \| N/A	$2,100,000	Airbnb cash on cash: -1.99% Traditional cash on cash: -1.97% Airbnb Rental Income: $2027 Traditional Rental Income: $1541 Airbnb ROI: -1.99% Traditional ROI: -1.97%
1115 Willow Terrace Ln Orient, NY 1115 Willow Terrace Ln, Orient, NY 11957 \| Other	N/A beds \| N/A baths \| N/A	$995,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -1.15% Airbnb Rental Income: $2027 Traditional Rental Income: $1541 Airbnb ROI: -1.19% Traditional ROI: -1.15%
405 Hillcrest Dr Orient, NY 405 Hillcrest Dr, Orient, NY 11957 \| Other	N/A beds \| N/A baths \| N/A	$699,000	Airbnb cash on cash: -0.55% Traditional cash on cash: -0.49% Airbnb Rental Income: $2027 Traditional Rental Income: $1541 Airbnb ROI: -0.55% Traditional ROI: -0.49%
395 Uhl Ln Orient, NY 395 Uhl Ln, Orient, NY 11957 \| Single Family Residential	2 beds \| 2 baths \| 1,688 sq.ft.	$950,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.65% Airbnb Rental Income: $2605 Traditional Rental Income: $3091 Airbnb ROI: -0.61% Traditional ROI: 0.65%
700 Plum Island Ln Orient, NY 700 Plum Island Ln, Orient, NY 11957 \| Single Family Residential	2 beds \| 1 baths \| 1,235 sq.ft.	$949,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -0.05% Airbnb Rental Income: $2605 Traditional Rental Income: $2472 Airbnb ROI: -0.6% Traditional ROI: -0.05%
775 Mulford Ct Orient, NY 775 Mulford Ct, Orient, NY 11957 \| Single Family Residential	4 beds \| 3 baths \| 2,930 sq.ft.	$1,750,000	Airbnb cash on cash: -1.74% Traditional cash on cash: 8.78% Airbnb Rental Income: $2233 Traditional Rental Income: $18762 Airbnb ROI: -1.74% Traditional ROI: 8.78%
1405 Village Ln Orient, NY 1405 Village Ln, Orient, NY 11957 \| Single Family Residential	2 beds \| 1 baths \| 886 sq.ft.	$1,200,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.04% Airbnb Rental Income: $2605 Traditional Rental Income: $3158 Airbnb ROI: -1.02% Traditional ROI: 0.04%
1945 Village Ln Orient, NY 1945 Village Ln, Orient, NY 11957 \| Single Family Residential	3 beds \| 2 baths \| 2,352 sq.ft.	$2,250,000	Airbnb cash on cash: -1.59% Traditional cash on cash: -1.16% Airbnb Rental Income: $3145 Traditional Rental Income: $3334 Airbnb ROI: -1.59% Traditional ROI: -1.16%
20715 Main Road Orient, NY You have to come back and see this house with me because it's got that real "grandma's cla...	4 beds \| 2 baths \| 2,000 sq.ft.	$1,175,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.56% Airbnb Rental Income: $2233 Traditional Rental Income: $3570 Airbnb ROI: -0.18% Traditional ROI: 1.56%
350 Soundview Road Orient, NY Welcome to this lovely water-view ranch style home in the coveted Orient by the Sea commun...	3 beds \| 2 baths \| 1,245 sq.ft.	$1,175,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.53% Airbnb Rental Income: $3145 Traditional Rental Income: $3327 Airbnb ROI: 0.71% Traditional ROI: 1.53%
1970 Village Ln Orient, NY 1970 Village Ln, Orient, NY 11957 \| Single Family Residential	3 beds \| 2 baths \| 2,200 sq.ft.	$2,275,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -1.18% Airbnb Rental Income: $3145 Traditional Rental Income: $3337 Airbnb ROI: -1.61% Traditional ROI: -1.18%

Real Estate investment in Orient, NY

There are 25 properties for sale in the city of Orient . The median list price in Orient is $869,480 and the average price per square foot is $308. In October 2026, the average monthly cash on cash return in Orient is N/A%. The average monthly rental income in Orient is $3,570.

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

There are 25 investment properties available for sale in Orient.

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

The ROI for Long-Term is higher than the Short-Term in Orient with average rental income of $3,570.

Your search for investment property begins and ends here

Investment Property for Sale in Orient, NY

1680 Lands End Rd

Orient, NY

4 beds | 4 baths | 3,359 sq.ft.

$2,195,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $2233

Traditional Rental Income: $6102

Airbnb ROI: -1.03%

Traditional ROI: 1.14%

23530 Main Road

Orient, NY

3 beds | 2 baths | 1,500 sq.ft.

$835,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $3145

Traditional Rental Income: $3594

Airbnb ROI: 1.58%

Traditional ROI: 3.08%

40495 Main Rd

Orient, NY

4 beds | 2 baths | 2,081 sq.ft.

$1,699,999

Airbnb cash on cash: -0.46%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $2233

Traditional Rental Income: $3526

Airbnb ROI: -0.46%

Traditional ROI: 0.71%

290 Windward Rd

Orient, NY

5 beds | 4 baths | 4,200 sq.ft.

$2,499,999

Airbnb cash on cash: -1%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $1950

Traditional Rental Income: $6419

Airbnb ROI: -1%

Traditional ROI: 1.15%

35335 Main Rd

Orient, NY

3 beds | 3 baths | 2,800 sq.ft.

$2,850,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $3145

Traditional Rental Income: $4596

Airbnb ROI: -0.38%

Traditional ROI: 0.44%

1640 Grandview Dr

Orient, NY

4 beds | 4 baths | 5,200 sq.ft.

$4,250,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $2233

Traditional Rental Income: $7823

Airbnb ROI: -1.12%

Traditional ROI: 0.44%

295 Willow Terrace Ln

Orient, NY

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

$1,230,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $2233

Traditional Rental Income: $3929

Airbnb ROI: -0.24%

Traditional ROI: 1.74%

34600, 34750 & 34920 Route 25

Orient, NY

6 beds | 5 baths | 5,500 sq.ft.

$15,000,000

Airbnb cash on cash: -2.62%

Traditional cash on cash: -2.21%

Airbnb Rental Income: $1950

Traditional Rental Income: $7045

Airbnb ROI: -2.62%