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.

Investment Property for Sale in Riverhead, NY

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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%
3402 Willow Pond Drive Riverhead, NY Welcome to 3402 Willow Pond Drive, a beautifully maintained 2-bedroom, 2.5-bath condo loca...	2 beds \| 3 baths \| 1,417 sq.ft.	$599,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 3.75% Airbnb Rental Income: $1221 Traditional Rental Income: $3639 Airbnb ROI: -1.27% Traditional ROI: 3.75%
418 Lincoln Street Riverhead, NY Calling all Investors! 2 Family Home with great rental income. Close to everything, school...	5 beds \| 3 baths \| N/A	$799,998	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $4314 Airbnb ROI: N/A Traditional ROI: 3.55%
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%
149 c Riverside Drive Riverhead, NY Discover your dream waterfront retreat at this stunning two-story boathouse situated along...	2 beds \| 1 baths \| 1,040 sq.ft.	$225,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 7.79% Airbnb Rental Income: $1256 Traditional Rental Income: $2740 Airbnb ROI: -1.05% Traditional ROI: 7.79%
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%
761 E Main Street Riverhead, NY Commercially Zoned Prime Investment Opportunity in the Heart of Riverhead. 2 income produc...	6 beds \| 4 baths \| N/A	$959,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $5894 Airbnb ROI: N/A Traditional ROI: 3.9%
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%
1795 Osborn Avenue #54 Riverhead, NY Mobile home in excellent conditions, 2Br 1 bath, in a Family park. Centrally located. Clos...	2 beds \| 1 baths \| 728 sq.ft.	$214,999	Airbnb cash on cash: -1.05% Traditional cash on cash: 6.72% Airbnb Rental Income: $1256 Traditional Rental Income: $2440 Airbnb ROI: -1.05% Traditional ROI: 6.72%
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%
525 Riverleigh Ave #116 Riverhead, NY Welcome to Riverwoods, a 55+ community, perfect for those looking to simplify without sacr...	3 beds \| 2 baths \| 1,104 sq.ft.	$250,000	Airbnb cash on cash: -5.07% Traditional cash on cash: 6.41% Airbnb Rental Income: $845 Traditional Rental Income: $3225 Airbnb ROI: -5.07% Traditional ROI: 6.41%
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%
50 Strawberry Commons Riverhead, NY Lovely 2 br 1.5 bath condo located in Mill Pond Commons. Largest model. Ample closets, Pla...	2 beds \| 2 baths \| 1,258 sq.ft.	$437,500	Airbnb cash on cash: 0.03% Traditional cash on cash: 5.34% Airbnb Rental Income: $1256 Traditional Rental Income: $3034 Airbnb ROI: 0.03% Traditional ROI: 5.34%
250 Main Road Riverhead, NY PRIME LOCATION FOR OPPORTUNITY Positioned along scenic Main Road in Riverhead, this rare i...	8 beds \| 4 baths \| N/A	$1,295,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 2.55% Airbnb Rental Income: $2272 Traditional Rental Income: $5938 Airbnb ROI: -0.97% Traditional ROI: 2.55%
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%
525 Riverleigh Avenue #29 Riverhead, NY Charming 2-Bedroom Mobile Home in River Woods Welcome to this well-maintained 2-bedroom, 1...	2 beds \| 1 baths \| 720 sq.ft.	$105,000	Airbnb cash on cash: -6.39% Traditional cash on cash: 8.16% Airbnb Rental Income: $1256 Traditional Rental Income: $2340 Airbnb ROI: -6.39% Traditional ROI: 8.16%
1661 Old Country Road #69 Riverhead, NY Welcome to Glenwood Village a 55 & Over Manufactured Home Community Offering a 49 Year Lea...	2 beds \| 2 baths \| 924 sq.ft.	$249,999	Airbnb cash on cash: -2.9% Traditional cash on cash: 5.97% Airbnb Rental Income: $1256 Traditional Rental Income: $2953 Airbnb ROI: -2.9% Traditional ROI: 5.97%
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%
37 Hubbard Ave #5 Riverhead, NY Recently renovated 2004 manufactured home located in a desirable 55+ community. This 840 s...	2 beds \| 2 baths \| 840 sq.ft.	$180,000	Airbnb cash on cash: -3.91% Traditional cash on cash: 7.8% Airbnb Rental Income: $1309 Traditional Rental Income: $2907 Airbnb ROI: -3.91% Traditional ROI: 7.8%
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%
3006 Amen Corner Riverhead, NY Experience resort-style living in the highly sought after Sunken Pond Estates, a premier g...	2 beds \| 2 baths \| 1,587 sq.ft.	$475,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 3.92% Airbnb Rental Income: $1309 Traditional Rental Income: $3290 Airbnb ROI: -1.45% Traditional ROI: 3.92%
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%

Real Estate investment in Riverhead, NY

There are 55 properties for sale in the city of Riverhead . The median list price in Riverhead is $495,000 and the average price per square foot is $349. In June 2026, the average monthly cash on cash return in Riverhead is 5.00%. The average monthly rental income in Riverhead is $3,323.

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

There are 55 investment properties available for sale in Riverhead.

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

The ROI for Long-Term is higher than the Short-Term in Riverhead with average rental income of $3,323.

Your search for investment property begins and ends here

Investment Property 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%

3402 Willow Pond Drive

Riverhead, NY

2 beds | 3 baths | 1,417 sq.ft.

$599,000

Airbnb cash on cash: -1.27%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1221

Traditional Rental Income: $3639

Airbnb ROI: -1.27%

Traditional ROI: 3.75%

418 Lincoln Street

Riverhead, NY

5 beds | 3 baths | N/A

$799,998

Airbnb cash on cash: N/A

Traditional cash on cash: 3.55%

Airbnb Rental Income: $null

Traditional Rental Income: $4314

Airbnb ROI: N/A

Traditional ROI: 3.55%

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%