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 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%
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: -0.55% Traditional cash on cash: 3.75% Airbnb Rental Income: $1704 Traditional Rental Income: $3639 Airbnb ROI: -0.55% Traditional ROI: 3.75%
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%
309-15 Fanning Blvd Riverhead, NY Sale may be subject to terms of an offering plan. This updated mobile home in a 55 + Commu...	3 beds \| 2 baths \| 1,152 sq.ft.	$260,000	Airbnb cash on cash: -3.19% Traditional cash on cash: 3.28% Airbnb Rental Income: $1499 Traditional Rental Income: $2650 Airbnb ROI: -3.19% Traditional ROI: 3.28%
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%
418 Lincoln St Riverhead, NY Calling all Investors! 2 Family Home with great rental income. Close to everything, school...	5 beds \| 3 baths \| 2,614 sq.ft.	$799,998	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.55% Airbnb Rental Income: $1894 Traditional Rental Income: $4314 Airbnb ROI: -0.37% 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: 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%
2201 Pebble Beach Path #2201 Riverhead, NY Welcome home to this highly sought-after, beautifully maintained AUGUSTA end-unit model in...	2 beds \| 2 baths \| 1,258 sq.ft.	$549,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 3.95% Airbnb Rental Income: $1597 Traditional Rental Income: $3724 Airbnb ROI: -1.08% Traditional ROI: 3.95%
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%
1661 Old Country Rd #189 Riverhead, NY Welcome to Hometown Glenwood Village, a 55 and over Manufactured Home Community Offering a...	2 beds \| 2 baths \| 1,036 sq.ft.	$205,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 7.9% Airbnb Rental Income: $1637 Traditional Rental Income: $2963 Airbnb ROI: -1.3% Traditional ROI: 7.9%
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%
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: -2.51% Traditional cash on cash: 3.9% Airbnb Rental Income: $437 Traditional Rental Income: $5894 Airbnb ROI: -2.51% Traditional ROI: 3.9%
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%
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: 0.51% Traditional cash on cash: 6.72% Airbnb Rental Income: $1637 Traditional Rental Income: $2440 Airbnb ROI: 0.51% Traditional ROI: 6.72%
2551 Roanoke Ave Riverhead, NY 2551 Roanoke Ave, Riverhead, NY 11901 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,450,000	Airbnb cash on cash: -2.84% Traditional cash on cash: -1.64% Airbnb Rental Income: $126 Traditional Rental Income: $1541 Airbnb ROI: -2.84% Traditional ROI: -1.64%
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%
525-183 Riverleigh Ave #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: 2.39% Traditional cash on cash: 8.83% Airbnb Rental Income: $1637 Traditional Rental Income: $2548 Airbnb ROI: 2.39% Traditional ROI: 8.83%
1795 Osborn Ave #84 Riverhead, NY Beautiful Mobile Home In The Heart Of Riverhead. Close To Shopping, Banks, Outlets, Restau...	4 beds \| 2 baths \| 714 sq.ft.	$350,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 8.64% Airbnb Rental Income: $1894 Traditional Rental Income: $3486 Airbnb ROI: 2.26% Traditional ROI: 8.64%
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%
37 Hubbard Ave #95 Riverhead, NY 37 Hubbard Ave #95, Riverhead, NY 11901 \| Manufactured Home	2 beds \| 1 baths \| 868 sq.ft.	$139,500	Airbnb cash on cash: -3.2% Traditional cash on cash: 6.72% Airbnb Rental Income: $1597 Traditional Rental Income: $2469 Airbnb ROI: -3.2% Traditional ROI: 6.72%
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%
660 Northville Tpke Riverhead, NY A rare find in Riverhead-this property offers the convenience of mobile home living with t...	2 beds \| 1 baths \| 949 sq.ft.	$299,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 5.7% Airbnb Rental Income: $1637 Traditional Rental Income: $2451 Airbnb ROI: 1.17% Traditional ROI: 5.7%
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%
3994 Sound Ave Riverhead, NY 3994 Sound Ave, Riverhead, NY 11901 \| Other	N/A beds \| N/A baths \| N/A	$6,700,000	Airbnb cash on cash: -2.74% Traditional cash on cash: -2.43% Airbnb Rental Income: $126 Traditional Rental Income: $1868 Airbnb ROI: -2.74% Traditional ROI: -2.43%
25/58 NYS (52 Main Rd) Rte Riverhead, NY 25/58 NYS (52 Main Rd) Rte, Riverhead, NY 11901 \| Other	N/A beds \| N/A baths \| N/A	$775,000	Airbnb cash on cash: -2.95% Traditional cash on cash: -0.68% Airbnb Rental Income: $126 Traditional Rental Income: $1556 Airbnb ROI: -2.95% Traditional ROI: -0.68%

Real Estate investment in Riverhead, NY

There are 139 properties for sale in the city of Riverhead . The median list price in Riverhead is $607,636 and the average price per square foot is $422. In September 2026, the average monthly cash on cash return in Riverhead is 4.00%. The average monthly rental income in Riverhead is $3,210.

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

There are 139 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 $3,210.

Your search for investment property begins and ends here

Investment Property 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%