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.

Ruth Lake Investmata Tnvestmiaensent Pment Property for Sale in Riverhead, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: -0.19% Traditional cash on cash: 4.03% Airbnb Rental Income: $1172 Traditional Rental Income: $2368 Airbnb ROI: -0.19% Traditional ROI: 4.03%
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.	$145,000	Airbnb cash on cash: -7.7% Traditional cash on cash: 7.85% Airbnb Rental Income: $816 Traditional Rental Income: $2650 Airbnb ROI: -7.7% Traditional ROI: 7.85%
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: 3.28% Airbnb Rental Income: $2685 Traditional Rental Income: $3823 Airbnb ROI: 0.54% Traditional ROI: 3.28%
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.	$399,900	Airbnb cash on cash: 3.46% Traditional cash on cash: 6.38% Airbnb Rental Income: $3011 Traditional Rental Income: $3415 Airbnb ROI: 3.46% Traditional ROI: 6.38%
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	$799,000	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%
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.	$899,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.48% Airbnb Rental Income: $3011 Traditional Rental Income: $3726 Airbnb ROI: -0.2% Traditional ROI: 1.48%
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%
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: -0.15% Traditional cash on cash: 5.38% Airbnb Rental Income: $1044 Traditional Rental Income: $3140 Airbnb ROI: -0.15% Traditional ROI: 5.38%
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.	$489,000	Airbnb cash on cash: -2.27% Traditional cash on cash: 3.5% Airbnb Rental Income: $1172 Traditional Rental Income: $3426 Airbnb ROI: -2.27% Traditional ROI: 3.5%
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: -0.7% Traditional cash on cash: 3.43% Airbnb Rental Income: $1438 Traditional Rental Income: $3607 Airbnb ROI: -0.7% 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	$998,000	Airbnb cash on cash: -2.69% Traditional cash on cash: 3.71% Airbnb Rental Income: $160 Traditional Rental Income: $5894 Airbnb ROI: -2.69% Traditional ROI: 3.71%
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: 0.39% Traditional cash on cash: 3.04% Airbnb Rental Income: $3011 Traditional Rental Income: $4353 Airbnb ROI: 0.39% 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: -1.84% Traditional cash on cash: 0.59% Airbnb Rental Income: $1044 Traditional Rental Income: $4504 Airbnb ROI: -1.84% Traditional ROI: 0.59%
525 57 Riverleigh Avenue unit: 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%
1795 Osborn Avenue unit: 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.	$214,998	Airbnb cash on cash: 0.55% Traditional cash on cash: 6.72% Airbnb Rental Income: $1647 Traditional Rental Income: $2440 Airbnb ROI: 0.55% Traditional ROI: 6.72%
1661 #519 Old Country rd unit: 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: -1.42% Traditional cash on cash: 4.12% Airbnb Rental Income: $1647 Traditional Rental Income: $3415 Airbnb ROI: -1.42% Traditional ROI: 4.12%
1661 #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: -1.09% Traditional cash on cash: 6.13% Airbnb Rental Income: $1004 Traditional Rental Income: $3553 Airbnb ROI: -1.09% Traditional ROI: 6.13%
5 Newcastle Court Riverhead, NY Welcome to Stoneleigh Woods, a sought-after 55+ gated condo community offering resort-styl...	2 beds \| 3 baths \| 1,942 sq.ft.	$635,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 3.83% Airbnb Rental Income: $1172 Traditional Rental Income: $4039 Airbnb ROI: -1.66% Traditional ROI: 3.83%
525-183 Riverleigh Avenue unit: 183 Riverhead, NY Perfect for those ready to simplify without sacrificing comfort, this fully renovated 2-be...	2 beds \| 2 baths \| 1,056 sq.ft.	$235,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 8.35% Airbnb Rental Income: $1647 Traditional Rental Income: $2548 Airbnb ROI: 2.21% Traditional ROI: 8.35%
1795 Osborn Avenue unit: 84 Riverhead, NY Beautiful Mobile Home In The Heart Of Riverhead. Close To Shopping, Banks, Outlets, Restau...	4 beds \| 3 baths \| 714 sq.ft.	$350,000	Airbnb cash on cash: 5.09% Traditional cash on cash: 9.37% Airbnb Rental Income: $3011 Traditional Rental Income: $3726 Airbnb ROI: 5.09% Traditional ROI: 9.37%
525 Riverleigh Avenue unit: 45 Riverhead, NY Welcome to Riverwoods, a sought-after 55+ community. This home features a beautifully reno...	2 beds \| 2 baths \| 1,248 sq.ft.	$250,000	Airbnb cash on cash: -3.57% Traditional cash on cash: 7.51% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: -3.57% Traditional ROI: 7.51%
3172 Sound Avenue Riverhead, NY Set high above the shoreline with sweeping western views across Long Island Sound to the C...	5 beds \| 5 baths \| 5,600 sq.ft.	$3,499,000	Airbnb cash on cash: -1.9% Traditional cash on cash: 0.54% Airbnb Rental Income: $382 Traditional Rental Income: $8023 Airbnb ROI: -1.9% Traditional ROI: 0.54%
525/D17 Riverleigh Riverhead, NY Welcome to Riverwoods. A 55 and older community.This home has been totally renovated. Ther...	2 beds \| 1 baths \| 700 sq.ft.	$139,999	Airbnb cash on cash: -1.97% Traditional cash on cash: 5.95% Airbnb Rental Income: $1647 Traditional Rental Income: $2247 Airbnb ROI: -1.97% Traditional ROI: 5.95%
15 Kingfish Court Riverhead, NY Located in the heart of the North Fork, your key-code access to the beach is just the begi...	4 beds \| 3 baths \| 2,272 sq.ft.	$995,000	Airbnb cash on cash: -2.21% Traditional cash on cash: 2.36% Airbnb Rental Income: $781 Traditional Rental Income: $4695 Airbnb ROI: -2.21% Traditional ROI: 2.36%
18 Joyce Drive Riverhead, NY This fixer-upper offers strong potential for buyers seeking a value-add project in a desir...	3 beds \| 3 baths \| 1,550 sq.ft.	$399,999	Airbnb cash on cash: -1.49% Traditional cash on cash: 5.56% Airbnb Rental Income: $1044 Traditional Rental Income: $3325 Airbnb ROI: -1.49% Traditional ROI: 5.56%
1661 Old Country Road unit: 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.	$374,999	Airbnb cash on cash: -3.31% Traditional cash on cash: 4.2% Airbnb Rental Income: $1044 Traditional Rental Income: $3325 Airbnb ROI: -3.31% Traditional ROI: 4.2%
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: -4.37% Traditional cash on cash: 6.41% Airbnb Rental Income: $1044 Traditional Rental Income: $3225 Airbnb ROI: -4.37% 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.	$1,300,000	Airbnb cash on cash: -2.18% Traditional cash on cash: N/A Airbnb Rental Income: $382 Traditional Rental Income: $0 Airbnb ROI: -2.18% Traditional ROI: N/A
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: 0.83% Traditional cash on cash: 7.21% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: 0.83% Traditional ROI: 7.21%
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	$1,375,000	Airbnb cash on cash: -1.56% Traditional cash on cash: N/A Airbnb Rental Income: $1362 Traditional Rental Income: $0 Airbnb ROI: -1.56% Traditional ROI: N/A
1661 Old Country Road unit: 398 Riverhead, NY Welcome to easy, low-maintenance living in the desirable Glenwood Home Community in Riverh...	2 beds \| 2 baths \| 960 sq.ft.	$299,000	Airbnb cash on cash: -3.68% Traditional cash on cash: 5.62% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: -3.68% Traditional ROI: 5.62%
100 Manor Lane Riverhead, NY Welcome to this secluded and bright home nestled next to a beautiful apple orchard in the ...	3 beds \| 2 baths \| 1,714 sq.ft.	$874,999	Airbnb cash on cash: -0.86% Traditional cash on cash: 2.34% Airbnb Rental Income: $1784 Traditional Rental Income: $3902 Airbnb ROI: -0.86% Traditional ROI: 2.34%
525 Riverleigh Ave unit: C7 Riverhead, NY This charming 2-bedroom, 1-bath mobile home is located in a highly desirable 55+COMMUNITY ...	2 beds \| 1 baths \| 576 sq.ft.	$120,900	Airbnb cash on cash: -2.5% Traditional cash on cash: 7.23% Airbnb Rental Income: $1647 Traditional Rental Income: $2353 Airbnb ROI: -2.5% Traditional ROI: 7.23%
1661 Old Country Road unit: 181 Glynwood Riverhead, NY Welcome to 1661 Old Country Road, Unit 181 Glynwood, Riverhead, NY 11901 - a beautifully m...	2 beds \| 1 baths \| 783 sq.ft.	$248,500	Airbnb cash on cash: -0.74% Traditional cash on cash: 10.41% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: -0.74% Traditional ROI: 10.41%
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: 0.07% Traditional cash on cash: 3.06% Airbnb Rental Income: $2685 Traditional Rental Income: $4275 Airbnb ROI: 0.07% Traditional ROI: 3.06%
1049 Woodcrest Avenue Riverhead, NY Charming ranch offering easy single-level living! Features 2 bedrooms and 1 full bath with...	2 beds \| 1 baths \| 450 sq.ft.	$345,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 4.47% Airbnb Rental Income: $1647 Traditional Rental Income: $2339 Airbnb ROI: 1.19% Traditional ROI: 4.47%
525 Riverleigh Avenue unit: 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.	$115,000	Airbnb cash on cash: -3.01% Traditional cash on cash: 7.4% Airbnb Rental Income: $1647 Traditional Rental Income: $2340 Airbnb ROI: -3.01% Traditional ROI: 7.4%
1661 OLD COUNTRY Road unit: 539 Riverhead, NY Welcome to Glenwood Village where space meets serenity. Discover this rare 2 Bedroom, 2 Ba...	2 beds \| 2 baths \| 1,736 sq.ft.	$435,000	Airbnb cash on cash: -2.13% Traditional cash on cash: 4.29% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: -2.13% Traditional ROI: 4.29%
1661 Old Country Road unit: 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: -1.52% Traditional cash on cash: 9.56% Airbnb Rental Income: $1647 Traditional Rental Income: $3800 Airbnb ROI: -1.52% Traditional ROI: 9.56%

Your search for investment property begins and ends here

Ruth Lake Investmata Tnvestmiaensent Pment Property for Sale in Riverhead, NY

42 Oak Drive

Riverhead, NY

2 beds | 1 baths | 616 sq.ft.

$399,999

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%

309-15 Fanning Boulevard

Riverhead, NY

3 beds | 2 baths | 800 sq.ft.

$145,000

Airbnb cash on cash: -7.7%

Traditional cash on cash: 7.85%

Airbnb Rental Income: $816

Traditional Rental Income: $2650

Airbnb ROI: -7.7%

Traditional ROI: 7.85%

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: 3.28%

Airbnb Rental Income: $2685

Traditional Rental Income: $3823

Airbnb ROI: 0.54%

Traditional ROI: 3.28%

308 East Avenue

Riverhead, NY

4 beds | 1 baths | 1,000 sq.ft.

$399,900

Airbnb cash on cash: 3.46%

Traditional cash on cash: 6.38%

Airbnb Rental Income: $3011

Traditional Rental Income: $3415

Airbnb ROI: 3.46%

Traditional ROI: 6.38%

418 Lincoln Street

Riverhead, NY

5 beds | 3 baths | N/A

$799,000

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%

911 Ostrander Avenue

Riverhead, NY

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

$899,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $3011

Traditional Rental Income: $3726

Airbnb ROI: -0.2%

Traditional ROI: 1.48%

143 Hallock Street

Riverhead, NY

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%

257 Flanders Road

Riverhead, NY

3 beds | 1 baths | 700 sq.ft.

$474,990

Airbnb cash on cash: -0.15%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $1044

Traditional Rental Income: $3140

Airbnb ROI: -0.15%