Real Estate Investment Properties for Sale in Port Jefferson, NY

Looking for investment property in Port Jefferson, NY with high ROI ?

Explore a variety of short-term homes & houses in Port Jefferson, NY. Invest wisely with VRBO & Port Jefferson, 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 Port Jefferson, NY

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
28 Block Blvd Port Jefferson, NY 28 Block Blvd, Port Jefferson Station, NY 11776 \| Single Family Residential	4 beds \| 1 baths \| 2,020 sq.ft.	$650,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 2.62% Airbnb Rental Income: $3512 Traditional Rental Income: $3324 Airbnb ROI: 1.65% Traditional ROI: 2.62%
73 Morton St Port Jefferson, NY This 3-bedroom, 1.5-bath home is the perfect opportunity for buyers looking to add value. ...	3 beds \| 1 baths \| 1,307 sq.ft.	$690,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 2.77% Airbnb Rental Income: $4617 Traditional Rental Income: $3603 Airbnb ROI: 2.86% Traditional ROI: 2.77%
460 Old Town Rd #24-O Port Jefferson, NY Welcome to 460 Old Town Road, Unit 24-O, located in the desirable Stony Hollow community-w...	2 beds \| 1 baths \| 906 sq.ft.	$199,999	Airbnb cash on cash: -7.26% Traditional cash on cash: 0.63% Airbnb Rental Income: $1721 Traditional Rental Income: $2742 Airbnb ROI: -7.26% Traditional ROI: 0.63%
460 Old Town Rd #3G Port Jefferson, NY 460 Old Town Rd #3G, Port Jefferson, NY 11776 \| Condo/Coop	2 beds \| 1 baths \| 930 sq.ft.	$309,000	Airbnb cash on cash: -4.13% Traditional cash on cash: 0.57% Airbnb Rental Income: $1721 Traditional Rental Income: $2609 Airbnb ROI: -4.13% Traditional ROI: 0.57%
53 Comerford St Port Jefferson, NY 53 Comerford St, Port Jefferson, NY 11776 \| Single Family Residential	4 beds \| 1 baths \| 1,850 sq.ft.	$609,999	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.05% Airbnb Rental Income: $3512 Traditional Rental Income: $3373 Airbnb ROI: 1.94% Traditional ROI: 3.05%
145 Cambridge Dr Port Jefferson, NY 145 Cambridge Dr, Port Jefferson, NY 11776 \| Condo/Coop	2 beds \| 1 baths \| 826 sq.ft.	$375,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.57% Airbnb Rental Income: $1721 Traditional Rental Income: $2412 Airbnb ROI: -0.75% Traditional ROI: 2.57%
35 Colony Rd Port Jefferson, NY 35 Colony Rd, Port Jefferson, NY 11776 \| Single Family Residential	6 beds \| 3 baths \| 2,012 sq.ft.	$729,000	Airbnb cash on cash: 3.88% Traditional cash on cash: 3.93% Airbnb Rental Income: $5712 Traditional Rental Income: $4607 Airbnb ROI: 3.88% Traditional ROI: 3.93%
20 Olympia Street Port Jefferson, NY This expansive farm ranch style home features two separate living spaces perfect for dual ...	4 beds \| 2 baths \| 2,165 sq.ft.	$549,999	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.67% Airbnb Rental Income: $3512 Traditional Rental Income: $4167 Airbnb ROI: 1.89% Traditional ROI: 4.67%
1405 Sara Circle Port Jefferson, NY Welcome to easy living in the highly sought after Fox Meadow community. This beautifully m...	2 beds \| 3 baths \| 1,700 sq.ft.	$569,999	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.28% Airbnb Rental Income: $1721 Traditional Rental Income: $3565 Airbnb ROI: -0.08% Traditional ROI: 4.28%
5 Buena Vista Rd Port Jefferson, NY Luxury meets coastal elegance! This fully renovated colonial gem, just minutes from town a...	4 beds \| 6 baths \| 3,059 sq.ft.	$1,499,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.68% Airbnb Rental Income: $3512 Traditional Rental Income: $8200 Airbnb ROI: -0.24% Traditional ROI: 3.68%
223 Old Post Rd Port Jefferson, NY Set on a beautiful hilltop property surrounded by mature trees, this updated 3-bedroom, 2 ...	3 beds \| 2 baths \| 1,353 sq.ft.	$649,999	Airbnb cash on cash: 3.22% Traditional cash on cash: 2.34% Airbnb Rental Income: $4617 Traditional Rental Income: $3126 Airbnb ROI: 3.22% Traditional ROI: 2.34%
28 Village Woods Rd Port Jefferson, NY Home For The Holidays In A Currier And Ives Seaside Village! Low Taxes! Gorgeous, Sparklin...	4 beds \| 2 baths \| 2,400 sq.ft.	$879,999	Airbnb cash on cash: 1.12% Traditional cash on cash: 2.5% Airbnb Rental Income: $3512 Traditional Rental Income: $3868 Airbnb ROI: 1.12% Traditional ROI: 2.5%
7 Waterview Dr Port Jefferson, NY Opportunity to reside in a sought after Village with private Beaches, Golf Course, award W...	4 beds \| 3 baths \| 3,400 sq.ft.	$1,145,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.99% Airbnb Rental Income: $3512 Traditional Rental Income: $6258 Airbnb ROI: -0.32% Traditional ROI: 2.99%
7 Soundview Dr Port Jefferson, NY CHARM & QUALITY REIGN IN THIS CUSTOM CAPE WITH NEW MASTER BED ROOM SUITE/WIC & FABULOUS BA...	3 beds \| 3 baths \| 2,500 sq.ft.	$1,100,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 2.19% Airbnb Rental Income: $4617 Traditional Rental Income: $4311 Airbnb ROI: 1.55% Traditional ROI: 2.19%
5 Dock Ct Port Jefferson, NY Luxury has an address! Spectacular water view home on 1.39 property that extends through t...	4 beds \| 3 baths \| 3,895 sq.ft.	$1,325,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.64% Airbnb Rental Income: $3512 Traditional Rental Income: $4856 Airbnb ROI: -0.08% Traditional ROI: 1.64%
33 Sea Court Ln Port Jefferson, NY Rare, updated end unit in small, private development. Generous room size incl. 2 ensuite b...	2 beds \| 2 baths \| 1,600 sq.ft.	$610,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 2.34% Airbnb Rental Income: $1721 Traditional Rental Income: $3161 Airbnb ROI: -1.31% Traditional ROI: 2.34%
213 Windward Ct N Port Jefferson, NY Light, bright, stunning end unit with many upgrades. Don't miss the opportunity to own the...	3 beds \| 2 baths \| 1,727 sq.ft.	$649,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 2.69% Airbnb Rental Income: $4617 Traditional Rental Income: $3622 Airbnb ROI: 2.75% Traditional ROI: 2.69%
11 Buena Vista Rd Port Jefferson, NY This 1930's Custom Tudor had a Recent Face-Lift. Keeping True to it's Original Italian-Eur...	4 beds \| 2 baths \| 3,000 sq.ft.	$1,499,999	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.27% Airbnb Rental Income: $3512 Traditional Rental Income: $4706 Airbnb ROI: -0.14% Traditional ROI: 1.27%
56 Leeward Ct Port Jefferson, NY Want to live with an oasis in your backyard, a five minute walk to the LIRR and be a part ...	2 beds \| 2 baths \| 1,727 sq.ft.	$649,999	Airbnb cash on cash: -1.14% Traditional cash on cash: 3.03% Airbnb Rental Income: $1721 Traditional Rental Income: $3773 Airbnb ROI: -1.14% Traditional ROI: 3.03%
15 Hillcrest Ave Port Jefferson, NY Stunning Colonial! With Private Yard; Great Family Home! A Must See! 5 Bedroom; 3.5 Baths;...	5 beds \| 3 baths \| 2,600 sq.ft.	$874,999	Airbnb cash on cash: 2.78% Traditional cash on cash: 3.37% Airbnb Rental Income: $5712 Traditional Rental Income: $5051 Airbnb ROI: 2.78% Traditional ROI: 3.37%
157 Cliff Rd Port Jefferson, NY Welcome to this extraordinary 20,000 sq ft Contemporary villa nestled on 8.2 acres of wood...	11 beds \| 11 baths \| 18,029 sq.ft.	$9,999,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -1.36% Airbnb Rental Income: $5712 Traditional Rental Income: $8028 Airbnb ROI: -1.73% Traditional ROI: -1.36%
98 Cliff Rd Port Jefferson, NY Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-squ...	5 beds \| 7 baths \| 10,122 sq.ft.	$3,199,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 0.14% Airbnb Rental Income: $5712 Traditional Rental Income: $8254 Airbnb ROI: -1.1% Traditional ROI: 0.14%
5 Princess Tree Ct Port Jefferson, NY This Well Maintained 4 Bedroom 3 and a Half Bath, Spacious and Beautiful Townhouse Has Soa...	4 beds \| 3 baths \| 3,200 sq.ft.	$849,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.93% Airbnb Rental Income: $3512 Traditional Rental Income: $5817 Airbnb ROI: 0.04% Traditional ROI: 3.93%
10 Pine Path Port Jefferson, NY 10 Pine Path, Port Jefferson, NY 11777 \| Single Family Residential	8 beds \| 4 baths \| 5,804 sq.ft.	$3,950,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.89% Airbnb Rental Income: $5712 Traditional Rental Income: $6779 Airbnb ROI: -1.49% Traditional ROI: -0.89%
18 Bell Cir Port Jefferson, NY 18 Bell Cir, Port Jefferson, NY 11777 \| Single Family Residential	5 beds \| 4 baths \| 5,000 sq.ft.	$2,499,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.26% Airbnb Rental Income: $5712 Traditional Rental Income: $6996 Airbnb ROI: -0.78% Traditional ROI: 0.26%
306 Liberty Ave Port Jefferson, NY 306 Liberty Ave, Port Jefferson, NY 11777 \| Single Family Residential	3 beds \| 3 baths \| 1,700 sq.ft.	$659,999	Airbnb cash on cash: 3.08% Traditional cash on cash: 4.23% Airbnb Rental Income: $4617 Traditional Rental Income: $4364 Airbnb ROI: 3.08% Traditional ROI: 4.23%
Dark Hollow Rd Port Jefferson, NY Dark Hollow Rd, Port Jefferson, NY 11777 \| Other	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.91% Airbnb Rental Income: $1866 Traditional Rental Income: $1443 Airbnb ROI: 0.7% Traditional ROI: 0.91%
6 Pine Hill Ct Port Jefferson, NY Lot 6 Pine Hill Ct, Port Jefferson, NY 11777 \| Single Family Residential	4 beds \| 3 baths \| 3,500 sq.ft.	$1,399,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 0.67% Airbnb Rental Income: $3512 Traditional Rental Income: $4748 Airbnb ROI: -0.87% Traditional ROI: 0.67%
87 Soundview Dr Port Jefferson, NY 87 Soundview Dr, Port Jefferson, NY 11777 \| Single Family Residential	4 beds \| 3 baths \| 2,900 sq.ft.	$999,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 2.24% Airbnb Rental Income: $3512 Traditional Rental Income: $4697 Airbnb ROI: 0.13% Traditional ROI: 2.24%
11 Theresa Ln Port Jefferson, NY ALL REASONABLE OFFERS WELCOME! SELLER EXTREMELY MOTIVATED! Welcome to this exclusive three...	3 beds \| 2 baths \| 3,075 sq.ft.	$1,249,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 1.86% Airbnb Rental Income: $4617 Traditional Rental Income: $4925 Airbnb ROI: 0.77% Traditional ROI: 1.86%
101 Longfellow Ln Port Jefferson, NY 101 Longfellow Ln, Port Jefferson, NY 11777 \| Single Family Residential	4 beds \| 3 baths \| 1,881 sq.ft.	$779,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.04% Airbnb Rental Income: $3512 Traditional Rental Income: $4269 Airbnb ROI: 0.93% Traditional ROI: 3.04%
105 Laurel Ln Port Jefferson, NY 105 Laurel Ln, Port Jefferson, NY 11777 \| Other	4 beds \| 3 baths \| 2,800 sq.ft.	$1,150,000	Airbnb cash on cash: -0.24% Traditional cash on cash: -1.34% Airbnb Rental Income: $3512 Traditional Rental Income: $1556 Airbnb ROI: -0.24% Traditional ROI: -1.34%
6 Cliffside Dr Port Jefferson, NY Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street...	5 beds \| 4 baths \| 4,252 sq.ft.	$1,388,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 3% Airbnb Rental Income: $5712 Traditional Rental Income: $7788 Airbnb ROI: 0.51% Traditional ROI: 3%
7 Deer Path Port Jefferson, NY Don't miss this extremely rare opportunity to own a spectacular expanded ranch in the hear...	5 beds \| 3 baths \| 2,172 sq.ft.	$999,999	Airbnb cash on cash: 1.45% Traditional cash on cash: 1.68% Airbnb Rental Income: $5712 Traditional Rental Income: $4787 Airbnb ROI: 1.45% Traditional ROI: 1.68%
32 Contessa Ct Port Jefferson, NY Experience the Hamptons Lifestyle Located in the prestigious Harbor Hills community on a q...	5 beds \| 3 baths \| 4,200 sq.ft.	$1,599,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 1.97% Airbnb Rental Income: $5712 Traditional Rental Income: $6631 Airbnb ROI: 0.59% Traditional ROI: 1.97%
67 Soundview Dr Port Jefferson, NY Come see this Move in Ready Colonial and call it your home! Freshly painted, Newly renovat...	3 beds \| 3 baths \| 1,824 sq.ft.	$849,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.55% Airbnb Rental Income: $4617 Traditional Rental Income: $5142 Airbnb ROI: 1.68% Traditional ROI: 3.55%
302 E Broadway Port Jefferson, NY 302 E Broadway, Port Jefferson, NY 11777 \| Single Family Residential	3 beds \| 2 baths \| 1,518 sq.ft.	$679,000	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.35% Airbnb Rental Income: $4617 Traditional Rental Income: $3298 Airbnb ROI: 2.92% Traditional ROI: 2.35%
88 Leeward Ct Port Jefferson, NY 88 Leeward Ct, Port Jefferson, NY 11777 \| Condo/Coop	2 beds \| 2 baths \| 1,350 sq.ft.	$425,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 2.44% Airbnb Rental Income: $1721 Traditional Rental Income: $2858 Airbnb ROI: -1.61% Traditional ROI: 2.44%
6 Princess Tree Ct Port Jefferson, NY 6 Princess Tree Ct, Port Jefferson, NY 11777 \| Condo/Coop	4 beds \| 3 baths \| 2,350 sq.ft.	$759,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.7% Airbnb Rental Income: $3512 Traditional Rental Income: $4336 Airbnb ROI: 0.44% Traditional ROI: 2.7%
406 Brook Rd Port Jefferson, NY 406 Brook Rd, Port Jefferson, NY 11777 \| Single Family Residential	4 beds \| 3 baths \| 3,173 sq.ft.	$1,100,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 1.75% Airbnb Rental Income: $3512 Traditional Rental Income: $4654 Airbnb ROI: -0.13% Traditional ROI: 1.75%

Real Estate investment in Port-jefferson, NY

There are 95 properties for sale in the city of Port Jefferson . The median list price in Port Jefferson is $789,624 and the average price per square foot is $297. In November 2026, the average monthly cash on cash return in Port Jefferson is 2.00%. The average monthly rental income in Port Jefferson is $4,244.

Port-jefferson, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 95 investment properties available for sale in Port-jefferson.

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

The ROI for Long-Term is higher than the Short-Term in Port-jefferson with average rental income of $4,244.

Your search for investment property begins and ends here

Investment Property for Sale in Port Jefferson, NY

28 Block Blvd

Port Jefferson, NY

4 beds | 1 baths | 2,020 sq.ft.

$650,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $3512

Traditional Rental Income: $3324

Airbnb ROI: 1.65%

Traditional ROI: 2.62%

73 Morton St

Port Jefferson, NY

3 beds | 1 baths | 1,307 sq.ft.

$690,000

Airbnb cash on cash: 2.86%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $4617

Traditional Rental Income: $3603

Airbnb ROI: 2.86%

Traditional ROI: 2.77%

460 Old Town Rd #24-O

Port Jefferson, NY

2 beds | 1 baths | 906 sq.ft.

$199,999

Airbnb cash on cash: -7.26%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $1721

Traditional Rental Income: $2742

Airbnb ROI: -7.26%

Traditional ROI: 0.63%

460 Old Town Rd #3G

Port Jefferson, NY

2 beds | 1 baths | 930 sq.ft.

$309,000

Airbnb cash on cash: -4.13%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $1721

Traditional Rental Income: $2609

Airbnb ROI: -4.13%

Traditional ROI: 0.57%

53 Comerford St

Port Jefferson, NY

4 beds | 1 baths | 1,850 sq.ft.

$609,999

Airbnb cash on cash: 1.94%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $3512

Traditional Rental Income: $3373

Airbnb ROI: 1.94%

Traditional ROI: 3.05%

145 Cambridge Dr

Port Jefferson, NY

2 beds | 1 baths | 826 sq.ft.

$375,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $1721

Traditional Rental Income: $2412

Airbnb ROI: -0.75%

Traditional ROI: 2.57%

35 Colony Rd

Port Jefferson, NY

6 beds | 3 baths | 2,012 sq.ft.

$729,000

Airbnb cash on cash: 3.88%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $5712

Traditional Rental Income: $4607

Airbnb ROI: 3.88%

Traditional ROI: 3.93%

20 Olympia Street

Port Jefferson, NY

4 beds | 2 baths | 2,165 sq.ft.

$549,999

Airbnb cash on cash: 1.89%

Traditional cash on cash: 4.67%

Airbnb Rental Income: $3512

Traditional Rental Income: $4167

Airbnb ROI: 1.89%