Real Estate Investment Properties for Sale in Riverhead, NY

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

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

Search for Single Family Residential for Sale in Riverhead, 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 40 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
52 Tyler Drive Riverhead, NY Set within the sought after Estates at Old Vine community and Vineyards Golf Club in River...	3 beds \| 3 baths \| 2,033 sq.ft.	$999,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 1.87% Airbnb Rental Income: $2332 Traditional Rental Income: $4234 Airbnb ROI: -0.79% Traditional ROI: 1.87%
42 Oak Drive Riverhead, NY Welcome to 42 Oak Drive in Riverhead! This charming 2-bedroom, 1-bath home features a beau...	2 beds \| 1 baths \| 616 sq.ft.	$399,999	Airbnb cash on cash: 0.12% Traditional cash on cash: 4.03% Airbnb Rental Income: $1309 Traditional Rental Income: $2368 Airbnb ROI: 0.12% Traditional ROI: 4.03%
33 Brown Street Riverhead, NY Welcome to this charming Cape style home located at 33 Brown St in Riverhead, offering a c...	4 beds \| 2 baths \| 1,002 sq.ft.	$535,000	Airbnb cash on cash: 9.58% Traditional cash on cash: 4.98% Airbnb Rental Income: $7042 Traditional Rental Income: $3382 Airbnb ROI: 9.58% Traditional ROI: 4.98%
24 Buckskin Lane Riverhead, NY Welcome to this beautifully renovated 4-bedroom, 2.5-bath home set on a generous, private ...	4 beds \| 3 baths \| 1,446 sq.ft.	$699,900	Airbnb cash on cash: -1.01% Traditional cash on cash: 4.13% Airbnb Rental Income: $1191 Traditional Rental Income: $4159 Airbnb ROI: -1.01% Traditional ROI: 4.13%
1039 Middle Road Riverhead, NY Horse Property: Wonderfully updated and open floor plan ranch home surrounded by horse far...	3 beds \| 2 baths \| 1,839 sq.ft.	$749,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 2.63% Airbnb Rental Income: $845 Traditional Rental Income: $3676 Airbnb ROI: -1.89% Traditional ROI: 2.63%
911 Ostrander Avenue Riverhead, NY Beautifully renovated home with pond views and modern design throughout. This residence of...	4 beds \| 4 baths \| 3,465 sq.ft.	$879,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 5.39% Airbnb Rental Income: $7042 Traditional Rental Income: $6882 Airbnb ROI: 3.92% Traditional ROI: 5.39%
3935 Sound Avenue Riverhead, NY Your farmhouse is not just a house. It is a front-row seat to the North Fork lifestyle, an...	4 beds \| 3 baths \| 2,484 sq.ft.	$1,350,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 1.72% Airbnb Rental Income: $2594 Traditional Rental Income: $4857 Airbnb ROI: -0.58% Traditional ROI: 1.72%
257 Flanders Road Riverhead, NY Unique commercial/business highway zoned. 3 bedroom Cape features new steps, updated bath,...	3 beds \| 1 baths \| 700 sq.ft.	$474,990	Airbnb cash on cash: -0.53% Traditional cash on cash: 5.38% Airbnb Rental Income: $845 Traditional Rental Income: $3140 Airbnb ROI: -0.53% Traditional ROI: 5.38%
276 Fishel Avenue Riverhead, NY This charming 1950's home located in the heart of Downtown Riverhead, perfect for the amen...	2 beds \| 1 baths \| 883 sq.ft.	$525,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.18% Airbnb Rental Income: $1256 Traditional Rental Income: $3034 Airbnb ROI: -1.25% Traditional ROI: 3.18%
30 Center Drive Riverhead, NY A diamond in the rough! Welcome to this charming 3-bedroom, 1.5-bath ranch located in the ...	3 beds \| 2 baths \| 1,918 sq.ft.	$675,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.43% Airbnb Rental Income: $2332 Traditional Rental Income: $3607 Airbnb ROI: 0.49% Traditional ROI: 3.43%
817 Pondview Road Riverhead, NY Recently completed, this home invites you into a space designed for both comfort and conne...	4 beds \| 3 baths \| 2,600 sq.ft.	$825,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 3.04% Airbnb Rental Income: $7042 Traditional Rental Income: $4353 Airbnb ROI: 4.76% Traditional ROI: 3.04%
2746 Sound Avenue Riverhead, NY Here is your chance to own a meaningful piece of Long Island's North fork East End, once h...	3 beds \| 3 baths \| 2,950 sq.ft.	$1,699,999	Airbnb cash on cash: -2.01% Traditional cash on cash: 0.52% Airbnb Rental Income: $845 Traditional Rental Income: $4504 Airbnb ROI: -2.01% Traditional ROI: 0.52%
525 57 Riverleigh Avenue #57 Riverhead, NY Located in Riverwoods an active 55 and over community is this new doublewide manufactured ...	2 beds \| 2 baths \| 966 sq.ft.	$225,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 9.7% Airbnb Rental Income: $1256 Traditional Rental Income: $3146 Airbnb ROI: -1.05% Traditional ROI: 9.7%
1661 #519 Old Country rd #519 Riverhead, NY Experience the perfect blend of comfort and convenience in this stunning 2-bedroom, 2-bath...	2 beds \| 2 baths \| 1,667 sq.ft.	$429,999	Airbnb cash on cash: -2.23% Traditional cash on cash: 4.12% Airbnb Rental Income: $1256 Traditional Rental Income: $3415 Airbnb ROI: -2.23% Traditional ROI: 4.12%
909 Ostrander Avenue Riverhead, NY New construction! This beautifully designed home overlooks tranquil Merritt Pond, enjoy su...	4 beds \| 3 baths \| 2,200 sq.ft.	$899,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.01% Airbnb Rental Income: $7042 Traditional Rental Income: $4779 Airbnb ROI: 4.08% Traditional ROI: 3.01%
525-183 Riverleigh Avenue #183 Riverhead, NY Perfect for those who want to simplify without sacrificing comfort, this fully renovated, ...	2 beds \| 2 baths \| 1,056 sq.ft.	$225,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 8.83% Airbnb Rental Income: $1256 Traditional Rental Income: $2548 Airbnb ROI: 0.89% Traditional ROI: 8.83%
1661 Old Country Road #353 Riverhead, NY Beautifully maintained 3-bedroom, 2-bath home in a desirable 55+ community in the heart of...	3 beds \| 2 baths \| 1,639 sq.ft.	$365,000	Airbnb cash on cash: -3.86% Traditional cash on cash: 4.77% Airbnb Rental Income: $845 Traditional Rental Income: $3470 Airbnb ROI: -3.86% Traditional ROI: 4.77%
86 Louise Court Riverhead, NY Stunning Colonial located in the desirable Riverhead Community of Rolling Woods, on the No...	5 beds \| 3 baths \| 2,800 sq.ft.	$1,099,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 2.05% Airbnb Rental Income: $454 Traditional Rental Income: $4677 Airbnb ROI: -2.34% Traditional ROI: 2.05%
1661 Old Country Road #398 Riverhead, NY Welcome to easy, low-maintenance living in the desirable Glenwood Home Community in Riverh...	2 beds \| 2 baths \| 960 sq.ft.	$264,000	Airbnb cash on cash: -5.33% Traditional cash on cash: 3.08% Airbnb Rental Income: $1256 Traditional Rental Income: $2953 Airbnb ROI: -5.33% Traditional ROI: 3.08%
455-4 Middle Road Riverhead, NY To be built- Expected Delivery Fall 2026. Introducing 455 Middle Rd Lot 4, a beautifully d...	4 beds \| 2 baths \| 1,750 sq.ft.	$799,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 2.63% Airbnb Rental Income: $1191 Traditional Rental Income: $3951 Airbnb ROI: -1.6% Traditional ROI: 2.63%
37 Lake Avenue Riverhead, NY Welcome to 37 Lake Ave in Riverhead, a unique opportunity located within the Riverside Rev...	2 beds \| 1 baths \| 916 sq.ft.	$549,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.22% Airbnb Rental Income: $1256 Traditional Rental Income: $2609 Airbnb ROI: -0.19% Traditional ROI: 3.22%
21 Locust Street Riverhead, NY Welcome to your next opportunity in Aquebogue! Nestled on a quiet street, 21 Locust St off...	2 beds \| 2 baths \| 1,305 sq.ft.	$695,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.54% Airbnb Rental Income: $1309 Traditional Rental Income: $3254 Airbnb ROI: -1.08% Traditional ROI: 2.54%
346 Maple Avenue Riverhead, NY This high bed count home with bonus room(5th bedroom) could easily be yours! This gem boas...	4 beds \| 3 baths \| 1,512 sq.ft.	$549,000	Airbnb cash on cash: 8.4% Traditional cash on cash: 5.55% Airbnb Rental Income: $7042 Traditional Rental Income: $4216 Airbnb ROI: 8.4% Traditional ROI: 5.55%
7 Roan Lane Riverhead, NY Move right into this updated 3 BR, 1.5 Bathroom, Cape style home with full basement, updat...	3 beds \| 2 baths \| 1,246 sq.ft.	$629,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.78% Airbnb Rental Income: $1540 Traditional Rental Income: $3365 Airbnb ROI: -1.08% Traditional ROI: 2.78%
364 Hamilton Avenue Riverhead, NY .	2 beds \| 2 baths \| 1,093 sq.ft.	$199,999	Airbnb cash on cash: -0.27% Traditional cash on cash: 11.93% Airbnb Rental Income: $1256 Traditional Rental Income: $3173 Airbnb ROI: -0.27% Traditional ROI: 11.93%
112 Priscilla Avenue Riverhead, NY Spacious 5 Br Ranch Features Newer Roof, 10 year Young Windows 2 Full Bath 10 Rooms Large ...	5 beds \| 2 baths \| 1,795 sq.ft.	$649,990	Airbnb cash on cash: -1.75% Traditional cash on cash: 4.99% Airbnb Rental Income: $443 Traditional Rental Income: $4263 Airbnb ROI: -1.75% Traditional ROI: 4.99%
5528 Sound Avenue Riverhead, NY A rare and remarkable opportunity to own 22 sprawling acres on highly sought-after Sound A...	3 beds \| 2 baths \| 1,844 sq.ft.	$2,500,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.14% Airbnb Rental Income: $2332 Traditional Rental Income: $3616 Airbnb ROI: -0.94% Traditional ROI: -0.14%
1661 Old Country Road #62 Riverhead, NY Welcome to Glenwood Village a 55+ Manufactured Home Community Offering a 49 Year Lease sta...	3 beds \| 2 baths \| 1,680 sq.ft.	$399,900	Airbnb cash on cash: -1.14% Traditional cash on cash: 6.83% Airbnb Rental Income: $845 Traditional Rental Income: $3505 Airbnb ROI: -1.14% Traditional ROI: 6.83%
108 Maple Wood Lane Riverhead, NY Welcome to 108 Maple Wood Lane, where timeless design meets a peaceful setting on a quiet ...	4 beds \| 3 baths \| 2,453 sq.ft.	$775,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 3.62% Airbnb Rental Income: $1191 Traditional Rental Income: $4575 Airbnb ROI: -1.6% Traditional ROI: 3.62%
47 Pier Avenue Riverhead, NY Riverhead the Gateway to the North Fork - well-maintained 3 bed, 2 bath ranch featuring an...	3 beds \| 2 baths \| 2,448 sq.ft.	$835,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.35% Airbnb Rental Income: $2332 Traditional Rental Income: $3848 Airbnb ROI: -0.34% Traditional ROI: 2.35%
1661 Old Country Road #417 Riverhead, NY Welcome to Glenwood Village - a 55 & Over Community Offering a 49 Year Lease starting at $...	2 beds \| 2 baths \| 1,344 sq.ft.	$339,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 7.83% Airbnb Rental Income: $1256 Traditional Rental Income: $3349 Airbnb ROI: 0.01% Traditional ROI: 7.83%
59 Linda Lane W Riverhead, NY Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents...	4 beds \| 4 baths \| 2,899 sq.ft.	$1,299,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.52% Airbnb Rental Income: $2594 Traditional Rental Income: $5857 Airbnb ROI: -0.7% Traditional ROI: 2.52%
713 Harrison Avenue Riverhead, NY This recently completely remodeled home boasts three bedrooms and two full bathrooms. Bran...	3 beds \| 2 baths \| 770 sq.ft.	$527,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 3.68% Airbnb Rental Income: $845 Traditional Rental Income: $2951 Airbnb ROI: -1.26% Traditional ROI: 3.68%
68 W Apollo Drive Riverhead, NY Charming and updated two-bedroom, two full bath ranch set on a quiet, peaceful street. Thi...	2 beds \| 2 baths \| 1,104 sq.ft.	$685,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 2.35% Airbnb Rental Income: $1309 Traditional Rental Income: $3040 Airbnb ROI: -0.99% Traditional ROI: 2.35%
56 Arrowhead Avenue Riverhead, NY An incredible opportunity awaits as you find this renovated home which sits toward the end...	3 beds \| 2 baths \| 1,558 sq.ft.	$749,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 2.84% Airbnb Rental Income: $1540 Traditional Rental Income: $3524 Airbnb ROI: -0.64% Traditional ROI: 2.84%
1661 Old Country Road #319 Riverhead, NY Come & Enjoy Glenwood Village, A Well Sought After 55+ Manufactured Home Community Offerin...	2 beds \| 2 baths \| 951 sq.ft.	$260,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 10.35% Airbnb Rental Income: $1256 Traditional Rental Income: $3217 Airbnb ROI: 0.74% Traditional ROI: 10.35%
17 Brown Street Riverhead, NY Cozy 3Bd Ranch Features Hardwoof floors 3 year young boiler, 10-15 Year old roof, full Bas...	3 beds \| 1 baths \| 792 sq.ft.	$399,990	Airbnb cash on cash: -0.63% Traditional cash on cash: 5.55% Airbnb Rental Income: $845 Traditional Rental Income: $2834 Airbnb ROI: -0.63% Traditional ROI: 5.55%
1661 Old Country Road #516 Riverhead, NY Located in the desirable Glenwood Oaks 55+ community, this completely renovated Pine Grove...	2 beds \| 2 baths \| 1,624 sq.ft.	$419,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 6.36% Airbnb Rental Income: $1256 Traditional Rental Income: $3508 Airbnb ROI: -0.39% Traditional ROI: 6.36%
119 Hubbard Avenue Riverhead, NY 1928 Colonial in Riverhead - Tesla Solar Roof, 3-Car Heated Garage Classic Americana, for ...	4 beds \| 3 baths \| 2,528 sq.ft.	$965,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 2.83% Airbnb Rental Income: $1191 Traditional Rental Income: $4657 Airbnb ROI: -1.46% Traditional ROI: 2.83%
72 Jean Court Riverhead, NY Set within the quiet Rolling Woods neighborhood on a shy acre at the end of a cul de sac, ...	3 beds \| 3 baths \| 2,555 sq.ft.	$1,099,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.87% Airbnb Rental Income: $2332 Traditional Rental Income: $4628 Airbnb ROI: -0.94% Traditional ROI: 1.87%

Your search for investment property begins and ends here

Single Family Homes for Sale in Riverhead, NY

52 Tyler Drive

Riverhead, NY

3 beds | 3 baths | 2,033 sq.ft.

$999,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $2332

Traditional Rental Income: $4234

Airbnb ROI: -0.79%

Traditional ROI: 1.87%

42 Oak Drive

Riverhead, NY

2 beds | 1 baths | 616 sq.ft.

$399,999

Airbnb cash on cash: 0.12%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1309

Traditional Rental Income: $2368

Airbnb ROI: 0.12%

Traditional ROI: 4.03%

33 Brown Street

Riverhead, NY

4 beds | 2 baths | 1,002 sq.ft.

$535,000

Airbnb cash on cash: 9.58%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $7042

Traditional Rental Income: $3382

Airbnb ROI: 9.58%

Traditional ROI: 4.98%

24 Buckskin Lane

Riverhead, NY

4 beds | 3 baths | 1,446 sq.ft.

$699,900

Airbnb cash on cash: -1.01%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1191

Traditional Rental Income: $4159

Airbnb ROI: -1.01%

Traditional ROI: 4.13%

1039 Middle Road

Riverhead, NY

3 beds | 2 baths | 1,839 sq.ft.

$749,000

Airbnb cash on cash: -1.89%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $845

Traditional Rental Income: $3676

Airbnb ROI: -1.89%

Traditional ROI: 2.63%

911 Ostrander Avenue

Riverhead, NY

4 beds | 4 baths | 3,465 sq.ft.

$879,000

Airbnb cash on cash: 3.92%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $7042

Traditional Rental Income: $6882

Airbnb ROI: 3.92%

Traditional ROI: 5.39%

3935 Sound Avenue

Riverhead, NY

4 beds | 3 baths | 2,484 sq.ft.

$1,350,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $2594

Traditional Rental Income: $4857

Airbnb ROI: -0.58%

Traditional ROI: 1.72%

257 Flanders Road

Riverhead, NY

3 beds | 1 baths | 700 sq.ft.

$474,990

Airbnb cash on cash: -0.53%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $845

Traditional Rental Income: $3140

Airbnb ROI: -0.53%