Real Estate Investment Properties for Sale in Ossining, NY

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

Explore a variety of short-term homes & houses in Ossining, NY. Invest wisely with VRBO & Ossining, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Multi Family for Sale in Ossining, NY

Search for Multi Family for Sale in Ossining, New York. Browse all of Mashvisor’s Multi Family listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
32 Terrace Ave Ossining, NY 32 Terrace Ave, Ossining, NY 10562 \| Multi Family	3 beds \| 2 baths \| 1,286 sq.ft.	$699,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.1% Airbnb Rental Income: $2653 Traditional Rental Income: $3225 Airbnb ROI: 0.25% Traditional ROI: 2.1%
39 Secor Rd Ossining, NY 39 Secor Rd, Ossining, NY 10562 \| Multi Family	3 beds \| 2 baths \| 2,110 sq.ft.	$675,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.37% Airbnb Rental Income: $2653 Traditional Rental Income: $3293 Airbnb ROI: 0.35% Traditional ROI: 2.37%
58 State St Ossining, NY 58 State St, Ossining, NY 10562 \| Multi Family	3 beds \| 1 baths \| 1,440 sq.ft.	$600,000	Airbnb cash on cash: 7.88% Traditional cash on cash: 2.45% Airbnb Rental Income: $7455 Traditional Rental Income: $2980 Airbnb ROI: 7.88% Traditional ROI: 2.45%
Other Investment Properties for Sale in Ossining
398 Illington Road Ossining , NY A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Moder...	4 beds \| 3 baths \| 3,128 sq.ft.	$624,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 1.68% Airbnb Rental Income: $4226 Traditional Rental Income: $3806 Airbnb ROI: 0.87% Traditional ROI: 1.68%
1 Edward Street Ossining , NY Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and of...	5 beds \| 2 baths \| N/A	$710,000	Airbnb cash on cash: 5.83% Traditional cash on cash: -0.26% Airbnb Rental Income: $7455 Traditional Rental Income: $1993 Airbnb ROI: 5.83% Traditional ROI: -0.26%
88 Broadway #Ph1 Ossining , NY Rare opportunity to purchase a stunning 2 Bedroom/2.5 Bath penthouse condo in the heart of...	2 beds \| 3 baths \| 1,332 sq.ft.	$538,888	Airbnb cash on cash: -0.54% Traditional cash on cash: 2.78% Airbnb Rental Income: $2653 Traditional Rental Income: $3690 Airbnb ROI: -0.54% Traditional ROI: 2.78%
227 Cedar Ln Ossining , NY Enchanting, historic hand-hewn log cabin on 6+ lush private acres. Stone fireplace, origin...	2 beds \| 1 baths \| 900 sq.ft.	$850,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.2% Airbnb Rental Income: $2653 Traditional Rental Income: $2537 Airbnb ROI: -0.45% Traditional ROI: 0.2%
4 Spaulding Place Ossining , NY Multiple offers, highest and best due Sunday 4/5 at 5pm, thank you! Home is occupied, appo...	3 beds \| 2 baths \| 1,636 sq.ft.	$600,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.55% Airbnb Rental Income: $2818 Traditional Rental Income: $3761 Airbnb ROI: -0.31% Traditional ROI: 2.55%
139 Spring Street Ossining , NY Nestled in the heart of Ossining, this charming two-family home combines space, flexibilit...	5 beds \| 3 baths \| N/A	$799,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 1.07% Airbnb Rental Income: $7455 Traditional Rental Income: $3267 Airbnb ROI: 4.77% Traditional ROI: 1.07%
33 Maurice Avenue Ossining , NY Full of warmth, character, and timeless appeal, this charming colonial home offers a wonde...	3 beds \| 2 baths \| 1,280 sq.ft.	$555,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.32% Airbnb Rental Income: $2818 Traditional Rental Income: $3475 Airbnb ROI: 0.78% Traditional ROI: 3.32%
1 Agate Avenue Ossining , NY Are you thinking about making a move? This is the perfect opportunity you were waiting for...	2 beds \| 1 baths \| 960 sq.ft.	$399,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.15% Airbnb Rental Income: $2653 Traditional Rental Income: $2873 Airbnb ROI: 0.87% Traditional ROI: 3.15%
1 Noel Drive Ossining , NY Sprawling Cape Cod style home with first floor primary suite on a fabulous, private settin...	4 beds \| 3 baths \| 3,551 sq.ft.	$899,222	Airbnb cash on cash: -0.23% Traditional cash on cash: 1.58% Airbnb Rental Income: $4226 Traditional Rental Income: $4843 Airbnb ROI: -0.23% Traditional ROI: 1.58%
23-096 Liberty Street Ossining , NY THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly construc...	3 beds \| 3 baths \| 2,250 sq.ft.	$850,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 5.05% Airbnb Rental Income: $2818 Traditional Rental Income: $4939 Airbnb ROI: 1.54% Traditional ROI: 5.05%
42 Campwoods Grounds Ossining , NY This beautifully updated home now features several new upgrades, including a fully reconst...	2 beds \| 2 baths \| 972 sq.ft.	$329,222	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.8% Airbnb Rental Income: $2653 Traditional Rental Income: $3181 Airbnb ROI: 2.06% Traditional ROI: 5.8%
200 Route 9A Ossining , NY Exceptional residence featuring a fully legal accessory apartment, offering rare flexibili...	5 beds \| 4 baths \| 2,520 sq.ft.	$1,099,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.58% Airbnb Rental Income: $7455 Traditional Rental Income: $5692 Airbnb ROI: 2.9% Traditional ROI: 2.58%
22 Lafayette Avenue Ossining , NY Opportunity knocks. Are you looking for a starter house or is it time to downsize? 22 Lafa...	3 beds \| 1 baths \| 842 sq.ft.	$335,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 6.46% Airbnb Rental Income: $2818 Traditional Rental Income: $3065 Airbnb ROI: 3.58% Traditional ROI: 6.46%
25 William Street Ossining , NY This spacious three-family home in Ossining offers three full stories plus a finished base...	7 beds \| 3 baths \| N/A	$899,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 2.13% Airbnb Rental Income: $7455 Traditional Rental Income: $4383 Airbnb ROI: 4.09% Traditional ROI: 2.13%
143 N Highland Ave Ossining , NY Legal 3-family home, located in the heart of Ossining. Excellent 1st time buyer opportunit...	4 beds \| 3 baths \| 1,368 sq.ft.	$799,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 1.86% Airbnb Rental Income: $4226 Traditional Rental Income: $3993 Airbnb ROI: 0.97% Traditional ROI: 1.86%

Your search for investment property begins and ends here

Multi Family for Sale in Ossining, NY

32 Terrace Ave

Ossining, NY

3 beds | 2 baths | 1,286 sq.ft.

$699,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $2653

Traditional Rental Income: $3225

Airbnb ROI: 0.25%

Traditional ROI: 2.1%

39 Secor Rd

Ossining, NY

3 beds | 2 baths | 2,110 sq.ft.

$675,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $2653

Traditional Rental Income: $3293

Airbnb ROI: 0.35%

Traditional ROI: 2.37%

58 State St

Ossining, NY

3 beds | 1 baths | 1,440 sq.ft.

$600,000

Airbnb cash on cash: 7.88%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $7455

Traditional Rental Income: $2980

Airbnb ROI: 7.88%

Traditional ROI: 2.45%

Other Investment Properties for Sale in Ossining

Ossining , NY

4 beds | 3 baths | 3,128 sq.ft.

$624,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $4226

Traditional Rental Income: $3806

Airbnb ROI: 0.87%

Traditional ROI: 1.68%

Ossining , NY

5 beds | 2 baths | N/A

$710,000

Airbnb cash on cash: 5.83%

Traditional cash on cash: -0.26%

Airbnb Rental Income: $7455

Traditional Rental Income: $1993

Airbnb ROI: 5.83%

Traditional ROI: -0.26%

Ossining , NY

2 beds | 3 baths | 1,332 sq.ft.

$538,888

Airbnb cash on cash: -0.54%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $2653

Traditional Rental Income: $3690

Airbnb ROI: -0.54%

Traditional ROI: 2.78%

Ossining , NY

2 beds | 1 baths | 900 sq.ft.

$850,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $2653

Traditional Rental Income: $2537

Airbnb ROI: -0.45%

Traditional ROI: 0.2%

Ossining , NY

3 beds | 2 baths | 1,636 sq.ft.

$600,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $2818

Traditional Rental Income: $3761

Airbnb ROI: -0.31%

Traditional ROI: 2.55%

Ossining , NY

5 beds | 3 baths | N/A

$799,000