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 70 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
52 Tyler Dr Riverhead, NY Set within the sought after Estates at Old Vine community and Vineyards Golf Club in River...	3 beds \| 2 baths \| 2,033 sq.ft.	$949,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 2.02% Airbnb Rental Income: $1499 Traditional Rental Income: $4234 Airbnb ROI: -1.57% Traditional ROI: 2.02%
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: 0.76% Traditional cash on cash: 4.03% Airbnb Rental Income: $1597 Traditional Rental Income: $2368 Airbnb ROI: 0.76% 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: 1% Traditional cash on cash: 4.98% Airbnb Rental Income: $1894 Traditional Rental Income: $3382 Airbnb ROI: 1% Traditional ROI: 4.98%
1553 Northville Tpke Riverhead, NY 3 Bedroom Ranch Backs Up To Farmland. Great Opportunity! House Needs Work. Cash Deals O...	3 beds \| 2 baths \| 1,508 sq.ft.	$650,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.76% Airbnb Rental Income: $2683 Traditional Rental Income: $3159 Airbnb ROI: 0.93% Traditional ROI: 2.76%
188 Hallock St Riverhead, NY Cedar Shingled Cape at end of cul de sac. This home features Living room with fireplace, F...	2 beds \| 1 baths \| 1,204 sq.ft.	$659,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 3.66% Airbnb Rental Income: $1637 Traditional Rental Income: $3800 Airbnb ROI: -0.6% Traditional ROI: 3.66%
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: 1.03% Traditional cash on cash: 4.13% Airbnb Rental Income: $2784 Traditional Rental Income: $4159 Airbnb ROI: 1.03% Traditional ROI: 4.13%
17 Joyce Drive Riverhead, NY A MUST-SEE TURN KEY, UPGRADED, & PRICED TO SELL HOME!!!! Move-in ready with flexible livin...	4 beds \| 2 baths \| 1,781 sq.ft.	$739,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.27% Airbnb Rental Income: $1894 Traditional Rental Income: $3942 Airbnb ROI: -0.44% Traditional ROI: 3.27%
61 Fairway Ave Riverhead, NY Great house for a big family, 4 Bedrooms 2 1/2 baths in the heart of the town. Centrally l...	4 beds \| 3 baths \| 1,530 sq.ft.	$800,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.84% Airbnb Rental Income: $2784 Traditional Rental Income: $3843 Airbnb ROI: 0.54% Traditional ROI: 2.84%
41 Prospect Pl Riverhead, NY Great colonial house, ready to be renovated. 4br 1 1/2 bath. Located in the heart of River...	4 beds \| 2 baths \| 1,792 sq.ft.	$725,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.11% Airbnb Rental Income: $1894 Traditional Rental Income: $3664 Airbnb ROI: -0.26% Traditional ROI: 3.11%
16 Oak Ave Riverhead, NY Charming 3 bedroom, 2 full bath, BRAND NEW CONSTRUCTION house. Hardwood floors throughou...	3 beds \| 2 baths \| 1,096 sq.ft.	$565,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.96% Airbnb Rental Income: $2473 Traditional Rental Income: $3174 Airbnb ROI: 1.5% Traditional ROI: 3.96%
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.	$399,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 6.38% Airbnb Rental Income: $1894 Traditional Rental Income: $3415 Airbnb ROI: 0.97% Traditional ROI: 6.38%
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: 0.46% Traditional cash on cash: 2.63% Airbnb Rental Income: $2815 Traditional Rental Income: $3676 Airbnb ROI: 0.46% Traditional ROI: 2.63%
312 Riverside Dr Riverhead, NY Stunning Home & Property w/Great Time Memories to be Made Poolside - Private & Surrounded ...	4 beds \| 2 baths \| 2,822 sq.ft.	$999,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.58% Airbnb Rental Income: $1894 Traditional Rental Income: $4431 Airbnb ROI: -0.7% Traditional ROI: 2.58%
88 Sandy Ct Riverhead, NY Short Sale Subject to bank approval. Sold as is	4 beds \| 2 baths \| 2,198 sq.ft.	$525,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.37% Airbnb Rental Income: $3229 Traditional Rental Income: $3995 Airbnb ROI: 1.33% Traditional ROI: 4.37%
1661 Old Country Rd Riverhead, NY Welcome to Glenwood Village - A 55 & Over Community Offering a 49 year Land Lease at $652 ...	2 beds \| N/A baths \| 1,736 sq.ft.	$469,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 4.5% Airbnb Rental Income: $1637 Traditional Rental Income: $3755 Airbnb ROI: -1.37% Traditional ROI: 4.5%
20 Dolphin Way Riverhead, NY Beautiful updated ranch boosting a modern and bright kitchen. This house has tons of natur...	3 beds \| 2 baths \| 2,080 sq.ft.	$899,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.35% Airbnb Rental Income: $2683 Traditional Rental Income: $3975 Airbnb ROI: 0.05% Traditional ROI: 2.35%
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: -0.6% Traditional cash on cash: 3.18% Airbnb Rental Income: $1637 Traditional Rental Income: $3034 Airbnb ROI: -0.6% Traditional ROI: 3.18%
220 Pleasure Dr Riverhead, NY HIDDEN GEM IN FLANDERS Private 2.2 acre retreat on Pleasure Drive, conveniently located be...	3 beds \| 3 baths \| 2,860 sq.ft.	$1,497,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.73% Airbnb Rental Income: $2473 Traditional Rental Income: $3602 Airbnb ROI: -0.51% Traditional ROI: 0.73%
888 Pondview Rd Riverhead, NY Large Expanded Home in a Quiet Neighborhood with Gorgeous Views of Merritts Pond. Many Upd...	5 beds \| 3 baths \| 3,753 sq.ft.	$910,000	Airbnb cash on cash: -2.85% Traditional cash on cash: 4.08% Airbnb Rental Income: $437 Traditional Rental Income: $6049 Airbnb ROI: -2.85% Traditional ROI: 4.08%
149 c Riverside Dr 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: 0.44% Traditional cash on cash: 7.79% Airbnb Rental Income: $1637 Traditional Rental Income: $2740 Airbnb ROI: 0.44% Traditional ROI: 7.79%
159 Stoneleigh Dr Riverhead, NY Welcome to this beautifully maintained end unit offering comfort, convenience, and plenty ...	2 beds \| 3 baths \| 2,172 sq.ft.	$674,999	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.6% Airbnb Rental Income: $1597 Traditional Rental Income: $4198 Airbnb ROI: -0.26% Traditional ROI: 4.6%
909 Ostrander Ave Riverhead, NY New construction! This beautifully designed home overlooks tranquil Merritt Pond, enjoy su...	4 beds \| 2 baths \| 2,200 sq.ft.	$860,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 3.19% Airbnb Rental Income: $1894 Traditional Rental Income: $4779 Airbnb ROI: -1.04% Traditional ROI: 3.19%
982 Roanoke Ave Riverhead, NY 982 Roanoke Ave, Riverhead, NY 11901 \| Single Family Residential	5 beds \| 2 baths \| 2,116 sq.ft.	$645,000	Airbnb cash on cash: -2.57% Traditional cash on cash: 4.04% Airbnb Rental Income: $437 Traditional Rental Income: $4155 Airbnb ROI: -2.57% Traditional ROI: 4.04%
24 Pegs Ln Riverhead, NY 24 Pegs Ln, Riverhead, NY 11901 \| Single Family Residential	3 beds \| 2 baths \| 1,288 sq.ft.	$799,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.44% Airbnb Rental Income: $2815 Traditional Rental Income: $3182 Airbnb ROI: 0.06% Traditional ROI: 1.44%
94 Kings Dr Riverhead, NY 94 Kings Dr, Riverhead, NY 11901 \| Single Family Residential	4 beds \| 3 baths \| 1,987 sq.ft.	$880,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.41% Airbnb Rental Income: $1894 Traditional Rental Income: $4287 Airbnb ROI: -1.13% Traditional ROI: 2.41%
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: 0.93% Traditional cash on cash: 4.77% Airbnb Rental Income: $2815 Traditional Rental Income: $3470 Airbnb ROI: 0.93% 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: -0.43% Traditional cash on cash: 2.05% Airbnb Rental Income: $2793 Traditional Rental Income: $4677 Airbnb ROI: -0.43% Traditional ROI: 2.05%
455-4 Middle Rd 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: 0.18% Traditional cash on cash: 2.63% Airbnb Rental Income: $2784 Traditional Rental Income: $3951 Airbnb ROI: 0.18% Traditional ROI: 2.63%
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: -0.71% Traditional cash on cash: 2.54% Airbnb Rental Income: $1597 Traditional Rental Income: $3254 Airbnb ROI: -0.71% 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: 0.04% Traditional cash on cash: 5.55% Airbnb Rental Income: $1894 Traditional Rental Income: $4216 Airbnb ROI: 0.04% Traditional ROI: 5.55%
364 Hamilton Avenue Riverhead, NY .	2 beds \| 2 baths \| 1,093 sq.ft.	$199,999	Airbnb cash on cash: 1.4% Traditional cash on cash: 11.93% Airbnb Rental Income: $1637 Traditional Rental Income: $3173 Airbnb ROI: 1.4% 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: 0.34% Traditional cash on cash: 4.99% Airbnb Rental Income: $1962 Traditional Rental Income: $4263 Airbnb ROI: 0.34% Traditional ROI: 4.99%
178 Main Rd Riverhead, NY Newly renovated farmhouse offering the perfect blend of classic charm and modern convenien...	7 beds \| 5 baths \| 3,000 sq.ft.	$1,295,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.69% Airbnb Rental Income: $3221 Traditional Rental Income: $6403 Airbnb ROI: 0.44% Traditional ROI: 3.69%
5528 Sound Ave 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.	$1,900,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.13% Airbnb Rental Income: $2683 Traditional Rental Income: $3616 Airbnb ROI: -0.76% Traditional ROI: 0.13%
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: 0.24% Traditional cash on cash: 3.62% Airbnb Rental Income: $2784 Traditional Rental Income: $4575 Airbnb ROI: 0.24% Traditional ROI: 3.62%
47 Pier Ave 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.	$799,999	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.49% Airbnb Rental Income: $2683 Traditional Rental Income: $3848 Airbnb ROI: 0.08% Traditional ROI: 2.49%
59 Linda Ln W Riverhead, NY Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents...	4 beds \| 3 baths \| 2,899 sq.ft.	$1,199,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.81% Airbnb Rental Income: $3229 Traditional Rental Income: $5857 Airbnb ROI: -0.2% Traditional ROI: 2.81%
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: -0.62% Traditional cash on cash: 2.35% Airbnb Rental Income: $1597 Traditional Rental Income: $3040 Airbnb ROI: -0.62% 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: -0.68% Traditional cash on cash: 2.84% Airbnb Rental Income: $1499 Traditional Rental Income: $3524 Airbnb ROI: -0.68% 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: 2.03% Traditional cash on cash: 10.35% Airbnb Rental Income: $1637 Traditional Rental Income: $3217 Airbnb ROI: 2.03% Traditional ROI: 10.35%

Your search for investment property begins and ends here

Single Family Homes for Sale in Riverhead, NY

52 Tyler Dr

Riverhead, NY

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

$949,000

Airbnb cash on cash: -1.57%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1499

Traditional Rental Income: $4234

Airbnb ROI: -1.57%

Traditional ROI: 2.02%

42 Oak Drive

Riverhead, NY

2 beds | 1 baths | 616 sq.ft.

$399,999

Airbnb cash on cash: 0.76%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1597

Traditional Rental Income: $2368

Airbnb ROI: 0.76%

Traditional ROI: 4.03%

33 Brown Street

Riverhead, NY

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

$535,000

Airbnb cash on cash: 1%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $1894

Traditional Rental Income: $3382

Airbnb ROI: 1%

Traditional ROI: 4.98%

1553 Northville Tpke

Riverhead, NY

3 beds | 2 baths | 1,508 sq.ft.

$650,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2683

Traditional Rental Income: $3159

Airbnb ROI: 0.93%

Traditional ROI: 2.76%

188 Hallock St

Riverhead, NY

2 beds | 1 baths | 1,204 sq.ft.

$659,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $1637

Traditional Rental Income: $3800

Airbnb ROI: -0.6%

Traditional ROI: 3.66%

24 Buckskin Lane

Riverhead, NY

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

$699,900

Airbnb cash on cash: 1.03%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $2784

Traditional Rental Income: $4159

Airbnb ROI: 1.03%

Traditional ROI: 4.13%

17 Joyce Drive

Riverhead, NY

4 beds | 2 baths | 1,781 sq.ft.

$739,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1894

Traditional Rental Income: $3942

Airbnb ROI: -0.44%

Traditional ROI: 3.27%

61 Fairway Ave

Riverhead, NY

4 beds | 3 baths | 1,530 sq.ft.

$800,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $2784

Traditional Rental Income: $3843

Airbnb ROI: 0.54%