Real Estate Investment Properties for Sale in Cutchogue, NY

Looking for investment property in Cutchogue, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2050 Depot Lane Cutchogue, NY CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open conc...	4 beds \| 5 baths \| 3,575 sq.ft.	$3,500,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.25% Airbnb Rental Income: $3130 Traditional Rental Income: $5078 Airbnb ROI: -0.57% Traditional ROI: 0.25%
6370 Skunk Lane Cutchogue, NY NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom,...	4 beds \| 5 baths \| 2,914 sq.ft.	$2,999,999	Airbnb cash on cash: -0.37% Traditional cash on cash: -0.46% Airbnb Rental Income: $3130 Traditional Rental Income: $2169 Airbnb ROI: -0.37% Traditional ROI: -0.46%
4900 Depot Lane Cutchogue, NY Set on 3 picturesque organic acres in the heart of Cutchogue, this charming homestead offe...	3 beds \| 2 baths \| 1,600 sq.ft.	$1,595,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.72% Airbnb Rental Income: $1862 Traditional Rental Income: $3644 Airbnb ROI: -0.82% Traditional ROI: 0.72%
17525 County Road 48 Cutchogue, NY 17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhous...	3 beds \| 2 baths \| 2,200 sq.ft.	$1,595,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 6.17% Airbnb Rental Income: $1862 Traditional Rental Income: $11696 Airbnb ROI: -0.81% Traditional ROI: 6.17%
10100 New Suffolk Avenue Cutchogue, NY PEACEFUL PARADISE This is a fantastic opportunity to either make the most of midcentury mo...	3 beds \| 1 baths \| 1,200 sq.ft.	$995,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 7.82% Airbnb Rental Income: $1862 Traditional Rental Income: $9155 Airbnb ROI: -0.6% Traditional ROI: 7.82%
30170 Main Road Cutchogue, NY Step into this cute and cozy country colonial updated and renovated inside and outside in ...	3 beds \| 2 baths \| 2,400 sq.ft.	$705,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 11.2% Airbnb Rental Income: $1862 Traditional Rental Income: $8701 Airbnb ROI: 0.04% Traditional ROI: 11.2%
630 New Suffolk Road Cutchogue, NY Discover timeless charm and classic North Fork living in this stately 1910 Grand Dame, gra...	4 beds \| 3 baths \| 2,100 sq.ft.	$949,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.44% Airbnb Rental Income: $3130 Traditional Rental Income: $4730 Airbnb ROI: 0.83% Traditional ROI: 3.44%
445 Glen Court Cutchogue, NY Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, thi...	4 beds \| 5 baths \| 4,200 sq.ft.	$5,925,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.01% Airbnb Rental Income: $3130 Traditional Rental Income: $8292 Airbnb ROI: -1.06% Traditional ROI: 0.01%
440 Cases Lane Cutchogue, NY Be in for summer, property already has a heated saltwater pool permit and is newly furnish...	4 beds \| 3 baths \| 2,200 sq.ft.	$1,399,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.43% Airbnb Rental Income: $3130 Traditional Rental Income: $4021 Airbnb ROI: 0.2% Traditional ROI: 1.43%
3700 Haywaters Road Cutchogue, NY "A Peaceful Retreat Among the Trees." Designed to embrace its natural surroundings, this f...	4 beds \| 3 baths \| 2,400 sq.ft.	$1,250,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.04% Airbnb Rental Income: $3130 Traditional Rental Income: $4750 Airbnb ROI: 0.04% Traditional ROI: 2.04%
3275 Skunk Lane Cutchogue, NY Set on 1.16 acres of beautifully landscaped and private grounds, this charming North Fork ...	4 beds \| 2 baths \| 1,500 sq.ft.	$1,850,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 0.59% Airbnb Rental Income: $3130 Traditional Rental Income: $3821 Airbnb ROI: -0.23% Traditional ROI: 0.59%
2340 Fairway Drive Cutchogue, NY Situated on the 17th hole of North Fork Country Club this home is located in the sought-af...	5 beds \| 4 baths \| 3,200 sq.ft.	$1,580,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.35% Airbnb Rental Income: $1113 Traditional Rental Income: $6464 Airbnb ROI: -1.55% Traditional ROI: 2.35%
24635 Main Road Cutchogue, NY This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and d...	3 beds \| 2 baths \| 1,800 sq.ft.	$660,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 3.97% Airbnb Rental Income: $1862 Traditional Rental Income: $3659 Airbnb ROI: 0.24% Traditional ROI: 3.97%
2150 Haywaters Road Cutchogue, NY Located in the prestigious Nassau Point community, this three-bedroom, three-bath first-ti...	3 beds \| 2 baths \| 2,062 sq.ft.	$1,580,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.59% Airbnb Rental Income: $1862 Traditional Rental Income: $3679 Airbnb ROI: -0.99% Traditional ROI: 0.59%
1940 Mason Drive Cutchogue, NY Waterfront Serenity in Broadwaters Cove \| Cutchogue - Tucked away in the coveted Broadwate...	4 beds \| 3 baths \| 2,495 sq.ft.	$4,250,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.22% Airbnb Rental Income: $3130 Traditional Rental Income: $4895 Airbnb ROI: -0.85% Traditional ROI: -0.22%
300 Private Road #8 Cutchogue, NY Just 90 minutes from New York City, discover an extraordinary opportunity to own a private...	4 beds \| 3 baths \| 3,500 sq.ft.	$1,995,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.99% Airbnb Rental Income: $3130 Traditional Rental Income: $5197 Airbnb ROI: -0.51% Traditional ROI: 0.99%
16400 County Road 48 Cutchogue, NY Opportunity Awaits In The Heart of Cutchogue! This 3-bedroom, 1-Bath Home Sits On A Beauti...	3 beds \| 1 baths \| 905 sq.ft.	$699,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.29% Airbnb Rental Income: $1862 Traditional Rental Income: $2866 Airbnb ROI: -0.02% Traditional ROI: 2.29%
7225 Nassau Point Road Cutchogue, NY Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping v...	5 beds \| 4 baths \| 4,085 sq.ft.	$6,775,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.37% Airbnb Rental Income: $1113 Traditional Rental Income: $6819 Airbnb ROI: -1.33% Traditional ROI: -0.37%
2120 Crown Land Lane Cutchogue, NY Here's what I love about 2120 Crown Land Lane in Cutchogue. The first thing that stood out...	4 beds \| 3 baths \| 3,922 sq.ft.	$1,600,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.73% Airbnb Rental Income: $3130 Traditional Rental Income: $5312 Airbnb ROI: -0.22% Traditional ROI: 1.73%
3985 Stillwater Avenue Cutchogue, NY Outstanding waterfront views set the stage for this truly special property in Cutchogue's ...	2 beds \| 1 baths \| 1,100 sq.ft.	$1,500,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.51% Airbnb Rental Income: $1930 Traditional Rental Income: $2968 Airbnb ROI: -0.6% Traditional ROI: 0.51%

Real Estate investment in Cutchogue, NY

There are 20 properties for sale in the city of Cutchogue . The median list price in Cutchogue is $1,580,000 and the average price per square foot is $640. In June 2026, the average monthly cash on cash return in Cutchogue is 1.00%. The average monthly rental income in Cutchogue is $4,895.

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

There are 20 investment properties available for sale in Cutchogue.

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

The ROI for Long-Term is higher than the Short-Term in Cutchogue with average rental income of $4,895.

Your search for investment property begins and ends here

Investment Property for Sale in Cutchogue, NY

2050 Depot Lane

Cutchogue, NY

4 beds | 5 baths | 3,575 sq.ft.

$3,500,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $3130

Traditional Rental Income: $5078

Airbnb ROI: -0.57%

Traditional ROI: 0.25%

6370 Skunk Lane

Cutchogue, NY

4 beds | 5 baths | 2,914 sq.ft.

$2,999,999

Airbnb cash on cash: -0.37%

Traditional cash on cash: -0.46%

Airbnb Rental Income: $3130

Traditional Rental Income: $2169

Airbnb ROI: -0.37%

Traditional ROI: -0.46%

4900 Depot Lane

Cutchogue, NY

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

$1,595,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $1862

Traditional Rental Income: $3644

Airbnb ROI: -0.82%

Traditional ROI: 0.72%

17525 County Road 48

Cutchogue, NY

3 beds | 2 baths | 2,200 sq.ft.

$1,595,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $1862

Traditional Rental Income: $11696

Airbnb ROI: -0.81%

Traditional ROI: 6.17%

10100 New Suffolk Avenue

Cutchogue, NY

3 beds | 1 baths | 1,200 sq.ft.

$995,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 7.82%

Airbnb Rental Income: $1862

Traditional Rental Income: $9155

Airbnb ROI: -0.6%

Traditional ROI: 7.82%

30170 Main Road

Cutchogue, NY

3 beds | 2 baths | 2,400 sq.ft.

$705,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 11.2%

Airbnb Rental Income: $1862

Traditional Rental Income: $8701

Airbnb ROI: 0.04%

Traditional ROI: 11.2%

630 New Suffolk Road

Cutchogue, NY

4 beds | 3 baths | 2,100 sq.ft.

$949,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $3130

Traditional Rental Income: $4730

Airbnb ROI: 0.83%

Traditional ROI: 3.44%

445 Glen Court

Cutchogue, NY

4 beds | 5 baths | 4,200 sq.ft.

$5,925,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: 0.01%

Airbnb Rental Income: $3130

Traditional Rental Income: $8292

Airbnb ROI: -1.06%