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
42 Oak Drive Riverhead, NY Single Family Residence NOT a Mobile Home! Calling all First Time Home Buyers! $10,000 in ...	2 beds \| 1 baths \| 700 sq.ft.	$399,989	Airbnb cash on cash: -0.19% Traditional cash on cash: 4.03% Airbnb Rental Income: $1172 Traditional Rental Income: $2368 Airbnb ROI: -0.19% Traditional ROI: 4.03%
11 Segal Avenue Riverhead, NY Spectacular 20-Year-Young, 3Br Ranch Features Vaulted Ceiling, New Stand Alone Gas Water H...	3 beds \| 2 baths \| 990 sq.ft.	$499,990	Airbnb cash on cash: -1.33% Traditional cash on cash: 4.45% Airbnb Rental Income: $816 Traditional Rental Income: $3195 Airbnb ROI: -1.33% Traditional ROI: 4.45%
65 Fox Run Lane Riverhead, NY Location! Location! Location! Excellent 4Br, 2 Full Baths Contemporary home on a super pr...	4 beds \| 2 baths \| 1,671 sq.ft.	$749,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.11% Airbnb Rental Income: $2685 Traditional Rental Income: $3980 Airbnb ROI: 0.34% Traditional ROI: 3.11%
69 Hill Drive Riverhead, NY Cozy Beach Cottage in the heart of the Reeves Park Community of Riverhead. Set on one of t...	2 beds \| 2 baths \| 750 sq.ft.	$629,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.54% Airbnb Rental Income: $4821 Traditional Rental Income: $2802 Airbnb ROI: 4.29% Traditional ROI: 2.54%
1375 W Main Street Riverhead, NY Updated waterfront cottage with dock on the Peconic River, ideally located on West Main St...	2 beds \| 2 baths \| 1,032 sq.ft.	$745,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 2.27% Airbnb Rental Income: $1647 Traditional Rental Income: $3231 Airbnb ROI: -0.68% Traditional ROI: 2.27%
24 Rabbit Run Riverhead, NY Enter this bright, open floor plan that seamlessly blends the kitchen, dining, and living ...	3 beds \| 3 baths \| 1,548 sq.ft.	$699,999	Airbnb cash on cash: -1.86% Traditional cash on cash: 3.31% Airbnb Rental Income: $816 Traditional Rental Income: $3865 Airbnb ROI: -1.86% Traditional ROI: 3.31%
309-15 Fanning Boulevard Riverhead, NY Sale may be subject to terms of an offering plan. This updated mobile home in a 55 + Commu...	3 beds \| 2 baths \| 800 sq.ft.	$185,000	Airbnb cash on cash: -6.43% Traditional cash on cash: 5.85% Airbnb Rental Income: $816 Traditional Rental Income: $2650 Airbnb ROI: -6.43% Traditional ROI: 5.85%
30 Fairway Avenue Riverhead, NY Beautifully renovated 4-bedroom, 2-bath Cape in the heart of Riverhead! This charming home...	4 beds \| 2 baths \| 1,482 sq.ft.	$695,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.98% Airbnb Rental Income: $2685 Traditional Rental Income: $4275 Airbnb ROI: 0.54% Traditional ROI: 3.98%
40 Linda Lane Riverhead, NY Discover a post-and-beam sanctuary in the heart of Rolling Woods, where privacy, design, a...	3 beds \| 2 baths \| 1,711 sq.ft.	$849,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 2.28% Airbnb Rental Income: $1718 Traditional Rental Income: $3861 Airbnb ROI: -1.03% Traditional ROI: 2.28%
308 East Avenue Riverhead, NY Affordability and comfort all in one. Perfect starter home, second home, down size or for ...	4 beds \| 1 baths \| 1,000 sq.ft.	$429,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 5.87% Airbnb Rental Income: $3011 Traditional Rental Income: $3415 Airbnb ROI: 3.15% Traditional ROI: 5.87%
418 Lincoln Street Riverhead, NY Calling all Investors! 2 Family Home with great rental income. Close to everything, school...	4 beds \| 4 baths \| 2,750 sq.ft.	$679,988	Airbnb cash on cash: 1.21% Traditional cash on cash: 4.35% Airbnb Rental Income: $3011 Traditional Rental Income: $4314 Airbnb ROI: 1.21% Traditional ROI: 4.35%
143 Hallock Street Riverhead, NY PRICE REDUCTION!!! 143 Hallock St, Riverhead NY, where comfort meets luxury in an alluring...	3 beds \| 3 baths \| 1,800 sq.ft.	$710,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 4.23% Airbnb Rental Income: $1044 Traditional Rental Income: $4627 Airbnb ROI: -1.73% Traditional ROI: 4.23%
90 Horton Avenue Riverhead, NY Cozy 3 Bedroom Ranch, Features Full Basement w/outside entrance, Low Taxes. Close to schoo...	3 beds \| 1 baths \| 1,008 sq.ft.	$459,990	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.76% Airbnb Rental Income: $1044 Traditional Rental Income: $2245 Airbnb ROI: -0.87% Traditional ROI: 2.76%
204 Union Avenue Riverhead, NY Beautiful home with large rooms. Hardwood floors throughout under carpets. Nice corner ...	3 beds \| 2 baths \| 1,740 sq.ft.	$549,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 4.25% Airbnb Rental Income: $1044 Traditional Rental Income: $3635 Airbnb ROI: -1.5% Traditional ROI: 4.25%
1212 Roanoke Avenue Riverhead, NY Live / Work for Under $750,000. Beautifully built, this grand and graceful circa-1935 home...	4 beds \| 2 baths \| 2,250 sq.ft.	$699,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.57% Airbnb Rental Income: $3011 Traditional Rental Income: $4037 Airbnb ROI: 0.93% Traditional ROI: 3.57%
74 Tyler Drive Riverhead, NY Discover a breathtaking blend of timeless design and modern sophistication in this newly c...	3 beds \| 3 baths \| 2,400 sq.ft.	$1,000,000	Airbnb cash on cash: -2.06% Traditional cash on cash: 2.11% Airbnb Rental Income: $816 Traditional Rental Income: $4373 Airbnb ROI: -2.06% Traditional ROI: 2.11%
1403 Pebble Beach Path Riverhead, NY Welcome Home - This Beautiful and Lovely maintained 2 bedroom 2 1/2 bath home is located i...	2 beds \| 3 baths \| 1,350 sq.ft.	$469,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 3.95% Airbnb Rental Income: $1172 Traditional Rental Income: $3426 Airbnb ROI: -2.07% Traditional ROI: 3.95%
142 Woodhull Avenue Riverhead, NY Welcome to 142 Woodhull Avenue!!! A classic 3-bedroom, 1-bath Cape situated on a peaceful...	3 beds \| 1 baths \| 1,344 sq.ft.	$539,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 4.11% Airbnb Rental Income: $1044 Traditional Rental Income: $3142 Airbnb ROI: -0.77% Traditional ROI: 4.11%
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.	$249,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 6.93% Airbnb Rental Income: $1647 Traditional Rental Income: $2740 Airbnb ROI: 0.34% Traditional ROI: 6.93%
23 Grove Street Riverhead, NY Spectacular Two Bedroom Ranch. Features include Renovated Hard Wood Floors Throughout. ...	2 beds \| 2 baths \| 792 sq.ft.	$439,990	Airbnb cash on cash: -0.53% Traditional cash on cash: 4.26% Airbnb Rental Income: $1172 Traditional Rental Income: $2762 Airbnb ROI: -0.53% Traditional ROI: 4.26%
43 Treasure Road Riverhead, NY Charming North Fork Beach Cottage with Room to Expand â Reeves Beach Perched atop a hill...	1 beds \| 1 baths \| 500 sq.ft.	$399,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.61% Airbnb Rental Income: $1976 Traditional Rental Income: $1863 Airbnb ROI: 1.53% Traditional ROI: 2.61%
5 Birch Court Riverhead, NY Modern Ranch Style home with 3 bedrooms, 1 full bath. Hardwood floors throughout. Daylight...	3 beds \| 1 baths \| 940 sq.ft.	$499,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.29% Airbnb Rental Income: $1044 Traditional Rental Income: $2855 Airbnb ROI: -0.36% Traditional ROI: 4.29%
1031 West Street Riverhead, NY Immaculate inside and out. Completely renovated 2 bedroom home with full basement and 1 ca...	2 beds \| 1 baths \| 904 sq.ft.	$435,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.01% Airbnb Rental Income: $1647 Traditional Rental Income: $2726 Airbnb ROI: 0.22% Traditional ROI: 4.01%
210 Tyler Court Riverhead, NY Welcome to 210 Tyler Court, a cherished gem nestled in The Estates at Olde Vine. This prop...	4 beds \| 3 baths \| 2,846 sq.ft.	$1,125,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.21% Airbnb Rental Income: $2685 Traditional Rental Income: $4772 Airbnb ROI: -0.39% Traditional ROI: 2.21%
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: -0.33% Traditional cash on cash: 3.43% Airbnb Rental Income: $1718 Traditional Rental Income: $3607 Airbnb ROI: -0.33% Traditional ROI: 3.43%
192 Arrowhead Avenue Riverhead, NY Nestled in a serene and charming community, this stunning four bedroom home combines comfo...	4 beds \| 3 baths \| 1,977 sq.ft.	$599,888	Airbnb cash on cash: 1.08% Traditional cash on cash: 5.42% Airbnb Rental Income: $2685 Traditional Rental Income: $4481 Airbnb ROI: 1.08% Traditional ROI: 5.42%
72 Oak Avenue Riverhead, NY This stunning ranch-style home has been fully renovated inside and out. Featuring a brand-...	3 beds \| 2 baths \| 2,000 sq.ft.	$674,987	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.01% Airbnb Rental Income: $1375 Traditional Rental Income: $3572 Airbnb ROI: -0.14% Traditional ROI: 4.01%
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	$998,000	Airbnb cash on cash: -2.6% Traditional cash on cash: 3.81% Airbnb Rental Income: $160 Traditional Rental Income: $5894 Airbnb ROI: -2.6% Traditional ROI: 3.81%
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.	$849,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.92% Airbnb Rental Income: $3011 Traditional Rental Income: $4353 Airbnb ROI: 0.35% Traditional ROI: 2.92%
18 Kennsington Court Riverhead, NY Welcome to Stoneleigh Woods, Riverhead's premier 55+ gated community. This beautifully spa...	2 beds \| 3 baths \| 2,172 sq.ft.	$665,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 3.59% Airbnb Rental Income: $1172 Traditional Rental Income: $3990 Airbnb ROI: -1.58% Traditional ROI: 3.59%
67 Stoneleigh Drive Riverhead, NY Welcome to Stoneleigh Woods and 67 Stoneleigh Dr. We promise you'll be enchanted by the op...	2 beds \| 3 baths \| 1,972 sq.ft.	$619,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 2.28% Airbnb Rental Income: $1172 Traditional Rental Income: $3040 Airbnb ROI: -1.62% Traditional ROI: 2.28%
226 Sweezy Avenue Riverhead, NY Looking for a large home with 5 bedrooms, 2 baths and Several Outbuildings? Look no furthe...	4 beds \| 2 baths \| 1,768 sq.ft.	$679,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.82% Airbnb Rental Income: $3011 Traditional Rental Income: $3781 Airbnb ROI: 1.51% Traditional ROI: 3.82%
159 Stoneleigh Drive Riverhead, NY Welcome to this beautifully maintained end unit offering comfort, convenience, and plenty ...	2 beds \| 3 baths \| 2,175 sq.ft.	$680,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 4.64% Airbnb Rental Income: $1172 Traditional Rental Income: $4198 Airbnb ROI: -0.74% Traditional ROI: 4.64%
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: -1.84% Traditional cash on cash: 0.59% Airbnb Rental Income: $1044 Traditional Rental Income: $4504 Airbnb ROI: -1.84% Traditional ROI: 0.59%
4006 Saint Andrews Riverhead, NY Surrounded by premiere golf courses, at the northernmost location in the coveted Sunken Po...	2 beds \| 2 baths \| 1,587 sq.ft.	$519,888	Airbnb cash on cash: -2.05% Traditional cash on cash: 3.42% Airbnb Rental Income: $1172 Traditional Rental Income: $3445 Airbnb ROI: -2.05% Traditional ROI: 3.42%
1661 OLD COUNTRY unit: 69 #69 Riverhead, NY Welcome to Hometown America Glenwood Village! A Stunning immaculate 2-bedroom, ranch-style...	2 beds \| 2 baths \| 924 sq.ft.	$239,999	Airbnb cash on cash: 2.46% Traditional cash on cash: 10.78% Airbnb Rental Income: $1647 Traditional Rental Income: $3072 Airbnb ROI: 2.46% Traditional ROI: 10.78%
1661 Old Country Road unit: 506 #506 Riverhead, NY The Covered Front Porch Located at #506 Oakwood Is So Inviting, You Won't Want to Leave! W...	2 beds \| 2 baths \| 1,232 sq.ft.	$329,999	Airbnb cash on cash: 0.98% Traditional cash on cash: 7.71% Airbnb Rental Income: $1647 Traditional Rental Income: $3272 Airbnb ROI: 0.98% Traditional ROI: 7.71%
1661 Old Country Road unit: 539 #539 Riverhead, NY Welcome to Glenwood Village, an inviting and desirable 55+ community. This home is designe...	2 beds \| 2 baths \| 1,500 sq.ft.	$399,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.29% Airbnb Rental Income: $1647 Traditional Rental Income: $3411 Airbnb ROI: 0.33% Traditional ROI: 6.29%
61 Forge Road unit: 29 #29 Riverhead, NY Welcome to Peconic River Village - A Manufactured Home Community located on the Peconic Ri...	2 beds \| 2 baths \| 1,152 sq.ft.	$349,999	Airbnb cash on cash: 1.15% Traditional cash on cash: 7.24% Airbnb Rental Income: $1647 Traditional Rental Income: $3185 Airbnb ROI: 1.15% Traditional ROI: 7.24%
525 57 Riverleigh Avenue unit: 57 #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: 0.48% Traditional cash on cash: 9.7% Airbnb Rental Income: $1647 Traditional Rental Income: $3146 Airbnb ROI: 0.48% Traditional ROI: 9.7%

Real Estate investment in Riverhead, NY

There are 80 properties for sale in the city of Riverhead . The median list price in Riverhead is $527,444 and the average price per square foot is $417. In January 2026, the average monthly cash on cash return in Riverhead is 4.00%. The average monthly rental income in Riverhead is $3,445.

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

There are 80 investment properties available for sale in Riverhead.

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

The ROI for Short-Term is higher than the Long-Term in Riverhead with average rental income of $1,647.

Your search for investment property begins and ends here

Investment Property for Sale in Riverhead, NY

42 Oak Drive

Riverhead, NY

2 beds | 1 baths | 700 sq.ft.

$399,989

Airbnb cash on cash: -0.19%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1172

Traditional Rental Income: $2368

Airbnb ROI: -0.19%

Traditional ROI: 4.03%

11 Segal Avenue

Riverhead, NY

3 beds | 2 baths | 990 sq.ft.

$499,990

Airbnb cash on cash: -1.33%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $816

Traditional Rental Income: $3195

Airbnb ROI: -1.33%

Traditional ROI: 4.45%

65 Fox Run Lane

Riverhead, NY

4 beds | 2 baths | 1,671 sq.ft.

$749,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $2685

Traditional Rental Income: $3980

Airbnb ROI: 0.34%

Traditional ROI: 3.11%

69 Hill Drive

Riverhead, NY

2 beds | 2 baths | 750 sq.ft.

$629,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $4821

Traditional Rental Income: $2802

Airbnb ROI: 4.29%

Traditional ROI: 2.54%

1375 W Main Street

Riverhead, NY

2 beds | 2 baths | 1,032 sq.ft.

$745,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $1647

Traditional Rental Income: $3231

Airbnb ROI: -0.68%

Traditional ROI: 2.27%

24 Rabbit Run

Riverhead, NY

3 beds | 3 baths | 1,548 sq.ft.

$699,999

Airbnb cash on cash: -1.86%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $816

Traditional Rental Income: $3865

Airbnb ROI: -1.86%

Traditional ROI: 3.31%

309-15 Fanning Boulevard

Riverhead, NY

3 beds | 2 baths | 800 sq.ft.

$185,000

Airbnb cash on cash: -6.43%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $816

Traditional Rental Income: $2650

Airbnb ROI: -6.43%

Traditional ROI: 5.85%

30 Fairway Avenue

Riverhead, NY

4 beds | 2 baths | 1,482 sq.ft.

$695,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2685

Traditional Rental Income: $4275

Airbnb ROI: 0.54%