Real Estate Investment Properties for Sale in Penn Yan, NY

Looking for investment property in Penn Yan, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
406 N Main Street Penn Yan, NY Welcome to this inviting 4-bedroom, 1.5-bath home located in the village of Penn Yan. Offe...	4 beds \| 2 baths \| 1,962 sq.ft.	$192,500	Airbnb cash on cash: 8.59% Traditional cash on cash: 9.7% Airbnb Rental Income: $2895 Traditional Rental Income: $2427 Airbnb ROI: 8.59% Traditional ROI: 9.7%
454 East Lake Rd Penn Yan, NY Charming new build 3-Bedroom, 2.5-Bath House on Beautiful Keuka Lake. Welcome to your drea...	3 beds \| 2 baths \| 1,784 sq.ft.	$1,249,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.71% Airbnb Rental Income: $1617 Traditional Rental Income: $3027 Airbnb ROI: -0.9% Traditional ROI: 0.71%
114-116 Main Street unit: 114 #114 Penn Yan, NY Historic charm meets refined living in this fully renovated mixed-use building in downtown...	3 beds \| 6 baths \| 6,240 sq.ft.	$1,950,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 1.19% Airbnb Rental Income: $1617 Traditional Rental Income: $4553 Airbnb ROI: -0.68% Traditional ROI: 1.19%
1500 Outlet Road Penn Yan, NY BACK ON THE MARKET! Deal fell apart at last minute at no fault of seller, ready for a quic...	3 beds \| 1 baths \| 1,350 sq.ft.	$210,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 6.99% Airbnb Rental Income: $1617 Traditional Rental Income: $1847 Airbnb ROI: 3.54% Traditional ROI: 6.99%
376 Ritchey Boulevard Penn Yan, NY READY FOR YOUR CREATIVITY AND IMAGINATION walking distance to Indian Pines Park on Keuka L...	2 beds \| 1 baths \| 1,176 sq.ft.	$108,000	Airbnb cash on cash: 7.06% Traditional cash on cash: 10.85% Airbnb Rental Income: $1586 Traditional Rental Income: $1529 Airbnb ROI: 7.06% Traditional ROI: 10.85%
2395 Country Estates Road Penn Yan, NY Hard to fine 2 story home on over 2 acres against that Lakeside Country Club. This 4 bedro...	4 beds \| 3 baths \| 2,496 sq.ft.	$495,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 3.96% Airbnb Rental Income: $2895 Traditional Rental Income: $2950 Airbnb ROI: 2.39% Traditional ROI: 3.96%
2452 State Route 364 Penn Yan, NY CLASSIC COLONIAL 4 bedroom home on the edge of Penn Yan Village! Spacious 840 sq ft 2 car ...	4 beds \| 2 baths \| 1,944 sq.ft.	$398,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 4.74% Airbnb Rental Income: $2895 Traditional Rental Income: $2611 Airbnb ROI: 3.7% Traditional ROI: 4.74%
2507 Shanty Plains Rd Penn Yan, NY I'TS MAGICAL! Delightful all season retreat with 18 acres of peaceful woodland! Former Air...	1 beds \| 1 baths \| 800 sq.ft.	$297,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.21% Airbnb Rental Income: $1427 Traditional Rental Income: $1433 Airbnb ROI: 1.66% Traditional ROI: 3.21%
2867 Merritt Hill Rd Penn Yan, NY A rare opportunity awaits! Just minutes from downtown Penn Yan, Keuka Lake, award-winning ...	4 beds \| 1 baths \| 1,125 sq.ft.	$385,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 4.21% Airbnb Rental Income: $2895 Traditional Rental Income: $2158 Airbnb ROI: 4.39% Traditional ROI: 4.21%
228 Hamilton Street Penn Yan, NY Charming and well-kept three bedroom, 2 bath home in a quiet Penn Yan neighborhood within ...	3 beds \| 2 baths \| 1,636 sq.ft.	$259,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 6.05% Airbnb Rental Income: $1617 Traditional Rental Income: $2150 Airbnb ROI: 1.99% Traditional ROI: 6.05%
123 Keuka Street Penn Yan, NY Penn Yan Village home steps away from downtown, the boat launch and the Outlet Trail. This...	3 beds \| 2 baths \| 1,428 sq.ft.	$199,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.51% Airbnb Rental Income: $1617 Traditional Rental Income: $1316 Airbnb ROI: 3.68% Traditional ROI: 4.51%
3037 Merritt Hill Rd Penn Yan, NY DON'T MISS OUT! Rare opportunity to own a home located at the very top of Merritt Hill Rd!...	3 beds \| 2 baths \| 2,223 sq.ft.	$390,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.12% Airbnb Rental Income: $1617 Traditional Rental Income: $1316 Airbnb ROI: 0.69% Traditional ROI: 1.12%
3028 State Route 14a Penn Yan, NY RANCH, RANCH, RANCH This 2-bedroom 1 Bath Ranch home is located on .6 of an acre just 1 mi...	2 beds \| 1 baths \| 1,155 sq.ft.	$195,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 5.14% Airbnb Rental Income: $1586 Traditional Rental Income: $1449 Airbnb ROI: 3.44% Traditional ROI: 5.14%
132 Walnut St Penn Yan, NY 2 story home located in the Village of Penn Yan on a neighborhood street, just walking dis...	3 beds \| 1 baths \| 1,701 sq.ft.	$268,500	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.2% Airbnb Rental Income: $1617 Traditional Rental Income: $1518 Airbnb ROI: 1.78% Traditional ROI: 3.2%
1637 Townline Road Penn Yan, NY Well-maintained 4-bedroom, 1-bath home set on 2 acres in a quiet rural setting just 3 mile...	4 beds \| 1 baths \| 1,724 sq.ft.	$230,000	Airbnb cash on cash: 7.86% Traditional cash on cash: 5.6% Airbnb Rental Income: $2895 Traditional Rental Income: $1732 Airbnb ROI: 7.86% Traditional ROI: 5.6%
133 Lincoln Avenue Penn Yan, NY Sprawling Village of Penn Yan 3 bedroom 2 bath ranch home with over 1800 square foot livin...	3 beds \| 2 baths \| 1,840 sq.ft.	$315,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.15% Airbnb Rental Income: $1617 Traditional Rental Income: $1316 Airbnb ROI: 1.61% Traditional ROI: 2.15%
114-116 Main St #114 Penn Yan, NY 114-116 Main St #114, Penn Yan, NY 14527 \| Single Family Residential	3 beds \| 2 baths \| 6,240 sq.ft.	$1,950,000	Airbnb cash on cash: -2.12% Traditional cash on cash: -2.01% Airbnb Rental Income: $1617 Traditional Rental Income: $1359 Airbnb ROI: -2.12% Traditional ROI: -2.01%
121 Water St #121 Penn Yan, NY 121 Water St #121, Penn Yan, NY 14527 \| Condo/Coop	2 beds \| 2 baths \| 1,385 sq.ft.	$565,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.6% Airbnb Rental Income: $1586 Traditional Rental Income: $1610 Airbnb ROI: -1.51% Traditional ROI: -0.6%
109 Water St #109 Penn Yan, NY 109 Water St #109, Penn Yan, NY 14527 \| Condo/Coop	2 beds \| 2 baths \| 1,205 sq.ft.	$465,000	Airbnb cash on cash: -1.53% Traditional cash on cash: -0.21% Airbnb Rental Income: $1586 Traditional Rental Income: $1704 Airbnb ROI: -1.53% Traditional ROI: -0.21%
119 Water St #119 Penn Yan, NY 119 Water St #119, Penn Yan, NY 14527 \| Condo/Coop	2 beds \| 2 baths \| 1,205 sq.ft.	$430,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 0.06% Airbnb Rental Income: $1586 Traditional Rental Income: $1610 Airbnb ROI: -1.13% Traditional ROI: 0.06%
113 Water St #113 Penn Yan, NY 113 Water St #113, Penn Yan, NY 14527 \| Condo/Coop	2 beds \| 2 baths \| 1,015 sq.ft.	$430,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 0.06% Airbnb Rental Income: $1586 Traditional Rental Income: $1610 Airbnb ROI: -1.13% Traditional ROI: 0.06%
111 Cherry Street Penn Yan, NY Charming 3 bedroom, one bath home featuring an eat-in kitchen and enclosed front porch. En...	3 beds \| 1 baths \| 1,475 sq.ft.	$225,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 3.55% Airbnb Rental Income: $1617 Traditional Rental Income: $1316 Airbnb ROI: 2.81% Traditional ROI: 3.55%
208 E Elm St Penn Yan, NY 208 E Elm St, Penn Yan, NY 14527 \| Multi Family	6 beds \| 2 baths \| 2,380 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.81% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 7.81%

Real Estate investment in Penn-yan, NY

There are 23 properties for sale in the city of Penn Yan . The median list price in Penn Yan is $282,750 and the average price per square foot is $151. In January 2026, the average monthly cash on cash return in Penn Yan is 4.00%. The average monthly rental income in Penn Yan is $1,529.

Penn-yan, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 23 investment properties available for sale in Penn-yan.

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

The ROI for Short-Term is higher than the Long-Term in Penn-yan with average rental income of $1,617.

Your search for investment property begins and ends here

Investment Property for Sale in Penn Yan, NY

406 N Main Street

Penn Yan, NY

4 beds | 2 baths | 1,962 sq.ft.

$192,500

Airbnb cash on cash: 8.59%

Traditional cash on cash: 9.7%

Airbnb Rental Income: $2895

Traditional Rental Income: $2427

Airbnb ROI: 8.59%

Traditional ROI: 9.7%

454 East Lake Rd

Penn Yan, NY

3 beds | 2 baths | 1,784 sq.ft.

$1,249,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $1617

Traditional Rental Income: $3027

Airbnb ROI: -0.9%

Traditional ROI: 0.71%

114-116 Main Street unit: 114 #114

Penn Yan, NY

3 beds | 6 baths | 6,240 sq.ft.

$1,950,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 1.19%

Airbnb Rental Income: $1617

Traditional Rental Income: $4553

Airbnb ROI: -0.68%

Traditional ROI: 1.19%

1500 Outlet Road

Penn Yan, NY

3 beds | 1 baths | 1,350 sq.ft.

$210,000

Airbnb cash on cash: 3.54%

Traditional cash on cash: 6.99%

Airbnb Rental Income: $1617

Traditional Rental Income: $1847

Airbnb ROI: 3.54%

Traditional ROI: 6.99%

376 Ritchey Boulevard

Penn Yan, NY

2 beds | 1 baths | 1,176 sq.ft.

$108,000

Airbnb cash on cash: 7.06%

Traditional cash on cash: 10.85%

Airbnb Rental Income: $1586

Traditional Rental Income: $1529

Airbnb ROI: 7.06%

Traditional ROI: 10.85%

2395 Country Estates Road

Penn Yan, NY

4 beds | 3 baths | 2,496 sq.ft.

$495,000

Airbnb cash on cash: 2.39%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $2895

Traditional Rental Income: $2950

Airbnb ROI: 2.39%

Traditional ROI: 3.96%

2452 State Route 364

Penn Yan, NY

4 beds | 2 baths | 1,944 sq.ft.

$398,000

Airbnb cash on cash: 3.7%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $2895

Traditional Rental Income: $2611

Airbnb ROI: 3.7%

Traditional ROI: 4.74%

2507 Shanty Plains Rd

Penn Yan, NY

1 beds | 1 baths | 800 sq.ft.

$297,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $1427

Traditional Rental Income: $1433

Airbnb ROI: 1.66%