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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
63 Rush Street Port Jefferson, NY Welcome to this beautifully renovated Expanded Cape nestled in the heart of Port Jefferson...	5 beds \| 3 baths \| 3,216 sq.ft.	$649,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 3.32% Airbnb Rental Income: $6098 Traditional Rental Income: $4257 Airbnb ROI: 4.37% Traditional ROI: 3.32%
21 Maple Avenue Port Jefferson, NY Welcome to this beautifully renovated home! This charming residence features 4 quaint bedr...	3 beds \| 2 baths \| 1,563 sq.ft.	$649,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.6% Airbnb Rental Income: $3337 Traditional Rental Income: $3771 Airbnb ROI: 1.65% Traditional ROI: 3.6%
99 Central Avenue Port Jefferson, NY Welcome to 99 Central Ave in Port Jefferson Station-a flexible opportunity for buyers who ...	3 beds \| 2 baths \| 1,020 sq.ft.	$487,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 4.59% Airbnb Rental Income: $3337 Traditional Rental Income: $3522 Airbnb ROI: 2.54% Traditional ROI: 4.59%
1005 Sara Circle Port Jefferson, NY Experience luxury living in this beautifully renovated 2 bedroom, 2.5 bath condominium nes...	2 beds \| 3 baths \| 1,600 sq.ft.	$535,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 5.26% Airbnb Rental Income: $2275 Traditional Rental Income: $3803 Airbnb ROI: 1.07% Traditional ROI: 5.26%
10 Cayla Lane Port Jefferson, NY Indulge in living in one of the area's most exceptional luxury residences. This magnificen...	5 beds \| 4 baths \| 3,298 sq.ft.	$995,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 4.33% Airbnb Rental Income: $6098 Traditional Rental Income: $6851 Airbnb ROI: 2.22% Traditional ROI: 4.33%
111 Frederick Road Port Jefferson, NY Move right into this diamond-condition 3 Bedroom ranch located in a quiet, well-maintained...	3 beds \| 2 baths \| 1,246 sq.ft.	$588,888	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.5% Airbnb Rental Income: $3337 Traditional Rental Income: $3602 Airbnb ROI: 1.66% Traditional ROI: 3.5%
153 Canal Road Port Jefferson, NY Welcome to 153 Canal Road in Port Jefferson Station, a fantastic opportunity to own a char...	2 beds \| 1 baths \| 696 sq.ft.	$469,900	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.9% Airbnb Rental Income: $2275 Traditional Rental Income: $2777 Airbnb ROI: 1.47% Traditional ROI: 3.9%
1601 Nicole Drive Port Jefferson, NY Welcome to this beautifully located pondfront end unit in The Ranches, offering a rare opp...	2 beds \| 2 baths \| 1,669 sq.ft.	$649,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 4.31% Airbnb Rental Income: $2275 Traditional Rental Income: $3842 Airbnb ROI: 0.78% Traditional ROI: 4.31%
73 Rush Street Port Jefferson, NY Welcome to 73 Rush Street, a beautifully renovated 4-bedroom, 3 full bath expanded cape in...	4 beds \| 3 baths \| 2,000 sq.ft.	$649,999	Airbnb cash on cash: 2.9% Traditional cash on cash: 4.2% Airbnb Rental Income: $4567 Traditional Rental Income: $4404 Airbnb ROI: 2.9% Traditional ROI: 4.2%
151 Sterling Street Port Jefferson, NY Beautiful ranch totally renovated in 2019. New roof, windows siding, electric, plumbing , ...	3 beds \| 2 baths \| 1,044 sq.ft.	$629,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.24% Airbnb Rental Income: $3337 Traditional Rental Income: $3534 Airbnb ROI: 1.64% Traditional ROI: 3.24%
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: 3.6% Traditional cash on cash: 4.67% Airbnb Rental Income: $4567 Traditional Rental Income: $4167 Airbnb ROI: 3.6% 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: 0.79% Traditional cash on cash: 4.28% Airbnb Rental Income: $2275 Traditional Rental Income: $3565 Airbnb ROI: 0.79% Traditional ROI: 4.28%
255 Sagamore Hills Drive Port Jefferson, NY Bright and updated 1 bedroom, 1 bath end unit condo in Sagamore Hills offering easy living...	1 beds \| 1 baths \| 826 sq.ft.	$309,999	Airbnb cash on cash: -0.11% Traditional cash on cash: 5.67% Airbnb Rental Income: $1083 Traditional Rental Income: $2400 Airbnb ROI: -0.11% Traditional ROI: 5.67%
26 New York Avenue Port Jefferson, NY Welcome to 26 New York Avenue in Port Jefferson Station - a beautifully updated rambling r...	4 beds \| 2 baths \| 1,748 sq.ft.	$599,990	Airbnb cash on cash: 3.11% Traditional cash on cash: 4.75% Airbnb Rental Income: $4567 Traditional Rental Income: $4536 Airbnb ROI: 3.11% Traditional ROI: 4.75%
21 Vantage Court Port Jefferson, NY From the moment you pass through the gates and wind along the beautifully manicured street...	3 beds \| 4 baths \| 3,133 sq.ft.	$899,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 2.51% Airbnb Rental Income: $3337 Traditional Rental Income: $3610 Airbnb ROI: 1.3% Traditional ROI: 2.51%
107 Red Oak Court Port Jefferson, NY This beautiful colonial home is nestled in the highly sought-after community of Harbor Hil...	4 beds \| 3 baths \| 2,200 sq.ft.	$749,999	Airbnb cash on cash: 1.95% Traditional cash on cash: 2.91% Airbnb Rental Income: $4567 Traditional Rental Income: $4287 Airbnb ROI: 1.95% Traditional ROI: 2.91%
7 Waterview Drive Port Jefferson, NY Opportunity to reside in a sought after Village with private Beaches, Golf Course, award W...	4 beds \| 4 baths \| 3,400 sq.ft.	$1,250,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 2.66% Airbnb Rental Income: $4567 Traditional Rental Income: $6258 Airbnb ROI: 0.38% Traditional ROI: 2.66%
45 Bell Circle Port Jefferson, NY Perched in the prestigious waterfront enclave of Belle Terre, this exceptional residence c...	4 beds \| 3 baths \| 3,279 sq.ft.	$2,100,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.28% Airbnb Rental Income: $4567 Traditional Rental Income: $5160 Airbnb ROI: -0.51% Traditional ROI: 0.28%
31 Meroke Trail Port Jefferson, NY Welcome to this pristine, 4 bedroom/3.5bth Colonial on quiet end-of-street location in the...	4 beds \| 4 baths \| 3,200 sq.ft.	$1,079,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.31% Airbnb Rental Income: $4567 Traditional Rental Income: $5649 Airbnb ROI: 1.29% Traditional ROI: 3.31%
12 Midvale Avenue Port Jefferson, NY This beautifully updated 4-bedroom, 3.5-bath colonial offers a perfect blend of luxury and...	4 beds \| 4 baths \| 2,150 sq.ft.	$799,999	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.13% Airbnb Rental Income: $4567 Traditional Rental Income: $5212 Airbnb ROI: 1.99% Traditional ROI: 4.13%
1 Osprey Ct Port Jefferson, NY 1 Osprey Ct, Port Jefferson, NY 11777 \| Single Family Residential	11 beds \| 11 baths \| 20,000 sq.ft.	$9,995,000	Airbnb cash on cash: -2.2% Traditional cash on cash: -1.94% Airbnb Rental Income: $6098 Traditional Rental Income: $7225 Airbnb ROI: -2.2% Traditional ROI: -1.94%
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: -1.4% Traditional cash on cash: -0.89% Airbnb Rental Income: $6098 Traditional Rental Income: $6779 Airbnb ROI: -1.4% Traditional ROI: -0.89%
83 Cliff Road Port Jefferson, NY Set on 1.5 acres overlooking a pristine golf course, 83 Cliff Road in Port Jefferson deliv...	5 beds \| 5 baths \| 6,184 sq.ft.	$1,899,999	Airbnb cash on cash: 0% Traditional cash on cash: 1.4% Airbnb Rental Income: $6098 Traditional Rental Income: $7361 Airbnb ROI: 0% Traditional ROI: 1.4%
18 Bell Cir Port Jefferson, NY 18 Bell Cir, Port Jefferson, NY 11777 \| Single Family Residential	5 beds \| 4 baths \| 5,000 sq.ft.	$2,399,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.39% Airbnb Rental Income: $6098 Traditional Rental Income: $6996 Airbnb ROI: -0.56% Traditional ROI: 0.39%
105 Liberty Avenue Port Jefferson, NY GREAT OPPORTUNITY FOR YOU TO OWN AN INVESTMENT PROPERTY! Brand New Home- Less Than 5 Years...	4 beds \| 3 baths \| 1,666 sq.ft.	$699,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 4.17% Airbnb Rental Income: $4567 Traditional Rental Income: $4250 Airbnb ROI: 3.2% Traditional ROI: 4.17%
Lot 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% Traditional cash on cash: 0.87% Airbnb Rental Income: $4567 Traditional Rental Income: $4748 Airbnb ROI: 0% Traditional ROI: 0.87%
11 Theresa Lane Port Jefferson, NY ALL REASONABLE OFFERS WELCOME! SELLER EXTREMELY MOTIVATED! Welcome to this exclusive three...	2 beds \| 4 baths \| 3,000 sq.ft.	$1,299,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.48% Airbnb Rental Income: $2275 Traditional Rental Income: $4925 Airbnb ROI: -0.18% Traditional ROI: 2.48%
23 Woodside Avenue Port Jefferson, NY POTENTIAL RENTAL INCOME is included with this home, which is nestled on a dead-end block i...	3 beds \| 2 baths \| 1,600 sq.ft.	$549,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.89% Airbnb Rental Income: $3337 Traditional Rental Income: $3658 Airbnb ROI: 1.82% Traditional ROI: 3.89%
515 High Street #18 Port Jefferson, NY Stunning, sun-filled 3 bedroom end unit condo in the most private location and ideal proxi...	3 beds \| 3 baths \| 2,300 sq.ft.	$699,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.01% Airbnb Rental Income: $3337 Traditional Rental Income: $3715 Airbnb ROI: 0.29% Traditional ROI: 2.01%
12 Deer Path Port Jefferson, NY Spacious & Gracious Colonial-set on 1.15 acres of beautifully maintained property, this cl...	5 beds \| 3 baths \| 2,800 sq.ft.	$1,185,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 1.57% Airbnb Rental Income: $6098 Traditional Rental Income: $4968 Airbnb ROI: 1.5% Traditional ROI: 1.57%
600 Scraggy Hill Road Port Jefferson, NY Updated and impeccably maintained 4BR/2.5Bth Colonial offering the perfect blend of comfor...	4 beds \| 3 baths \| 2,200 sq.ft.	$779,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 2.85% Airbnb Rental Income: $4567 Traditional Rental Income: $4598 Airbnb ROI: 1.5% Traditional ROI: 2.85%
101 Red Oak Court Port Jefferson, NY Welcome to 101 Red Oak Court, a beautifully updated 3-bedroom, 2-full-bath home tucked awa...	3 beds \| 2 baths \| 1,415 sq.ft.	$750,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.24% Airbnb Rental Income: $3337 Traditional Rental Income: $3598 Airbnb ROI: 0.8% Traditional ROI: 2.24%
42 Cliff Road Port Jefferson, NY Welcome to this custom-built brick ranch nestled on a beautiful 1.31-acre level lot in the...	3 beds \| 2 baths \| 1,951 sq.ft.	$899,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 1.54% Airbnb Rental Income: $3337 Traditional Rental Income: $3610 Airbnb ROI: 0.33% Traditional ROI: 1.54%
6 Cliffside Drive Port Jefferson, NY Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street...	5 beds \| 5 baths \| 4,252 sq.ft.	$1,388,000	Airbnb cash on cash: 0.76% Traditional cash on cash: N/A Airbnb Rental Income: $6098 Traditional Rental Income: $0 Airbnb ROI: 0.76% Traditional ROI: N/A
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.	$1,100,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 1.44% Airbnb Rental Income: $6098 Traditional Rental Income: $4787 Airbnb ROI: 1.54% Traditional ROI: 1.44%
36 Sea Court Lane Port Jefferson, NY Discover exceptional value in the heart of Port Jefferson Village with this beautifully ma...	3 beds \| 3 baths \| 1,852 sq.ft.	$674,803	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.48% Airbnb Rental Income: $3337 Traditional Rental Income: $4090 Airbnb ROI: 1.1% Traditional ROI: 3.48%
105 Myrtle Avenue Port Jefferson, NY Beautiful Port Jefferson Home! Walk to Village; Energy Efficient; 45 Panel Solar Power Sys...	4 beds \| 2 baths \| 2,300 sq.ft.	$890,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 2.69% Airbnb Rental Income: $4567 Traditional Rental Income: $4160 Airbnb ROI: 2.04% Traditional ROI: 2.69%
120 Peninsula Drive Port Jefferson, NY You will love the modern elegance of this brand new redesigned hilltop beauty perfectly si...	4 beds \| 4 baths \| 4,200 sq.ft.	$1,490,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.24% Airbnb Rental Income: $4567 Traditional Rental Income: $6459 Airbnb ROI: 0.19% Traditional ROI: 2.24%
108 High Street Port Jefferson, NY BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port J...	4 beds \| 3 baths \| 2,768 sq.ft.	$699,998	Airbnb cash on cash: 2.67% Traditional cash on cash: 4.39% Airbnb Rental Income: $4567 Traditional Rental Income: $4743 Airbnb ROI: 2.67% Traditional ROI: 4.39%
105 Nadia Court Port Jefferson, NY Beautifully updated 3/4 bedroom home located in the desirable Harbor Hills section of Port...	3 beds \| 4 baths \| 3,910 sq.ft.	$899,999	Airbnb cash on cash: 0% Traditional cash on cash: 3.58% Airbnb Rental Income: $3337 Traditional Rental Income: $5591 Airbnb ROI: 0% Traditional ROI: 3.58%

Real Estate investment in Port-jefferson, NY

There are 48 properties for sale in the city of Port Jefferson . The median list price in Port Jefferson is $708,634 and the average price per square foot is $251. In June 2026, the average monthly cash on cash return in Port Jefferson is 3.00%. The average monthly rental income in Port Jefferson is $4,272.

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

There are 48 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 $4,272.

Your search for investment property begins and ends here

Investment Property for Sale in Port Jefferson, NY

63 Rush Street

Port Jefferson, NY

5 beds | 3 baths | 3,216 sq.ft.

$649,000

Airbnb cash on cash: 4.37%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $6098

Traditional Rental Income: $4257

Airbnb ROI: 4.37%

Traditional ROI: 3.32%

21 Maple Avenue

Port Jefferson, NY

3 beds | 2 baths | 1,563 sq.ft.

$649,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $3337

Traditional Rental Income: $3771

Airbnb ROI: 1.65%

Traditional ROI: 3.6%

99 Central Avenue

Port Jefferson, NY

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

$487,000

Airbnb cash on cash: 2.54%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $3337

Traditional Rental Income: $3522

Airbnb ROI: 2.54%

Traditional ROI: 4.59%

1005 Sara Circle

Port Jefferson, NY

2 beds | 3 baths | 1,600 sq.ft.

$535,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $2275

Traditional Rental Income: $3803

Airbnb ROI: 1.07%

Traditional ROI: 5.26%

10 Cayla Lane

Port Jefferson, NY

5 beds | 4 baths | 3,298 sq.ft.

$995,000

Airbnb cash on cash: 2.22%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $6098

Traditional Rental Income: $6851

Airbnb ROI: 2.22%

Traditional ROI: 4.33%

111 Frederick Road

Port Jefferson, NY

3 beds | 2 baths | 1,246 sq.ft.

$588,888

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $3337

Traditional Rental Income: $3602

Airbnb ROI: 1.66%

Traditional ROI: 3.5%

153 Canal Road

Port Jefferson, NY

2 beds | 1 baths | 696 sq.ft.

$469,900

Airbnb cash on cash: 1.47%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $2275

Traditional Rental Income: $2777

Airbnb ROI: 1.47%

Traditional ROI: 3.9%

1601 Nicole Drive

Port Jefferson, NY

2 beds | 2 baths | 1,669 sq.ft.

$649,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $2275

Traditional Rental Income: $3842

Airbnb ROI: 0.78%