Real Estate Investment Properties for Sale in Rye, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
115 Wappanocca Avenue Rye, NY Newly renovated house with large rustic backyard and within 5 minutes to LIRR station and ...	4 beds \| 2 baths \| 2,100 sq.ft.	$1,550,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.89% Airbnb Rental Income: $3512 Traditional Rental Income: $4783 Airbnb ROI: -0.53% Traditional ROI: 0.89%
444 Milton Road Rye, NY This 3Brs/2Baths Colonial with it's original charm located in a prime location of Rye. Ver...	3 beds \| 2 baths \| 1,439 sq.ft.	$925,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.21% Airbnb Rental Income: $3210 Traditional Rental Income: $3441 Airbnb ROI: 0.11% Traditional ROI: 1.21%
720 Milton Road #3D West Rye, NY Don't miss this sun-drenched and spacious 3 Bedroom, 2 1/2 bath one floor layout in sought...	3 beds \| 3 baths \| 2,100 sq.ft.	$988,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.02% Airbnb Rental Income: $3210 Traditional Rental Income: $4442 Airbnb ROI: -0.11% Traditional ROI: 2.02%
720 Milton Road #S1C Rye, NY Nestled within one of Ryeâs most coveted co-op communities, this exceptional Milton Harb...	4 beds \| 3 baths \| 2,447 sq.ft.	$1,049,000	Airbnb cash on cash: 0% Traditional cash on cash: 2.2% Airbnb Rental Income: $3512 Traditional Rental Income: $4889 Airbnb ROI: 0% Traditional ROI: 2.2%
5 Redfield Street Rye, NY *Please note* Partially Executed Contract. Inspections completed. No longer showing.**...	3 beds \| 2 baths \| 2,006 sq.ft.	$989,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 1.6% Airbnb Rental Income: $3210 Traditional Rental Income: $3865 Airbnb ROI: 0.1% Traditional ROI: 1.6%
4 Orchard Drive Rye, NY Settle Estate. Plant your roots in this quaint City of Rye, this charming red Ranch cape w...	3 beds \| 1 baths \| 1,198 sq.ft.	$998,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 1.41% Airbnb Rental Income: $3210 Traditional Rental Income: $3333 Airbnb ROI: 0.5% Traditional ROI: 1.41%
134-136 Dearborn Avenue Rye, NY A gem of a recently built two-family home within half a block to Long Island Sound and Rye...	6 beds \| 4 baths \| 2,700 sq.ft.	$1,395,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 1.27% Airbnb Rental Income: $3210 Traditional Rental Income: $5062 Airbnb ROI: -0.72% Traditional ROI: 1.27%
4 Walnut Street #A11 Rye, NY Accepted offer. No more showings ** Please submit highest and final offers by Tuesday Sept...	2 beds \| 1 baths \| 900 sq.ft.	$450,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.69% Airbnb Rental Income: $2555 Traditional Rental Income: $2711 Airbnb ROI: 0.86% Traditional ROI: 2.69%
184 Purchase Street #2-8 Rye, NY Move right into this 1 bedroom, 1-bathroom, 2nd floor condo, located in the Purchase Stree...	1 beds \| 1 baths \| 701 sq.ft.	$385,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 3.71% Airbnb Rental Income: $1682 Traditional Rental Income: $2526 Airbnb ROI: 0.07% Traditional ROI: 3.71%
720 Milton Road #3C West Rye, NY Incredibly scenic water views from Living and Dining Rooms. Largest unit in Milton Harbor...	3 beds \| 3 baths \| 2,300 sq.ft.	$999,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.16% Airbnb Rental Income: $3210 Traditional Rental Income: $4622 Airbnb ROI: -0.14% Traditional ROI: 2.16%

Real Estate investment in Rye, NY

There are 10 properties for sale in the city of Rye . The median list price in Rye is $993,500 and the average price per square foot is $555. In October 2025, the average monthly cash on cash return in Rye is 2.00%. The average monthly rental income in Rye is $4,154.

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

There are 10 investment properties available for sale in Rye.

In 2025, the best neighborhood to buy investment property is Rye.

The ROI for Short-Term is higher than the Long-Term in Rye with average rental income of $3,210.

Your search for investment property begins and ends here

Investment Property for Sale in Rye, NY

115 Wappanocca Avenue

Rye, NY

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

$1,550,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 0.89%

Airbnb Rental Income: $3512

Traditional Rental Income: $4783

Airbnb ROI: -0.53%

Traditional ROI: 0.89%

444 Milton Road

Rye, NY

3 beds | 2 baths | 1,439 sq.ft.

$925,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $3210

Traditional Rental Income: $3441

Airbnb ROI: 0.11%

Traditional ROI: 1.21%

720 Milton Road #3D West

Rye, NY

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

$988,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $3210

Traditional Rental Income: $4442

Airbnb ROI: -0.11%

Traditional ROI: 2.02%

720 Milton Road #S1C

Rye, NY

4 beds | 3 baths | 2,447 sq.ft.

$1,049,000

Airbnb cash on cash: 0%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $3512

Traditional Rental Income: $4889

Airbnb ROI: 0%

Traditional ROI: 2.2%

5 Redfield Street

Rye, NY

3 beds | 2 baths | 2,006 sq.ft.

$989,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $3210

Traditional Rental Income: $3865

Airbnb ROI: 0.1%

Traditional ROI: 1.6%

4 Orchard Drive

Rye, NY

3 beds | 1 baths | 1,198 sq.ft.

$998,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $3210

Traditional Rental Income: $3333

Airbnb ROI: 0.5%

Traditional ROI: 1.41%

134-136 Dearborn Avenue

Rye, NY

6 beds | 4 baths | 2,700 sq.ft.

$1,395,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $3210

Traditional Rental Income: $5062

Airbnb ROI: -0.72%

Traditional ROI: 1.27%

4 Walnut Street #A11

Rye, NY

2 beds | 1 baths | 900 sq.ft.

$450,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $2555

Traditional Rental Income: $2711

Airbnb ROI: 0.86%