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
1689 Long Point Beach Penn Yan, NY Seasonal Seneca Lake Property with Waterfront Bungalow An outstanding opportunity to own ...	1 beds \| 1 baths \| 601 sq.ft.	$374,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 1.66% Airbnb Rental Income: $1511 Traditional Rental Income: $1325 Airbnb ROI: 0.94% Traditional ROI: 1.66%
3793 County House Road Penn Yan, NY This charming three-bedroom, one-bath home features a recently remodeled downstairs, offer...	3 beds \| 1 baths \| 2,964 sq.ft.	$259,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 4.17% Airbnb Rental Income: $2136 Traditional Rental Income: $1685 Airbnb ROI: 3.79% Traditional ROI: 4.17%
452 N Main Street Penn Yan, NY Set on a quiet village street just blocks from downtown Penn Yan, this restored bungalow h...	2 beds \| 1 baths \| 1,062 sq.ft.	$199,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 5.39% Airbnb Rental Income: $1665 Traditional Rental Income: $1553 Airbnb ROI: 3.52% Traditional ROI: 5.39%
2225 W Lake Road Penn Yan, NY Keuka Lake cottage with 56 feet of frontage and plenty of space to enjoy the water. This o...	3 beds \| 2 baths \| 1,000 sq.ft.	$725,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 0.67% Airbnb Rental Income: $2136 Traditional Rental Income: $2019 Airbnb ROI: 0.03% Traditional ROI: 0.67%
20 Northview Drive Penn Yan, NY A VERY SPECIAL VILLAGE LOCATION in a Cul-De Sac neighborhood with a spacious 1.48 acres of...	4 beds \| 2 baths \| 1,754 sq.ft.	$335,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 4.73% Airbnb Rental Income: $2781 Traditional Rental Income: $2529 Airbnb ROI: 3.46% Traditional ROI: 4.73%
4570 Vine Road Penn Yan, NY Very private one-of-a-kind custom-built 3,453 square foot home on 8.8 wooded acres. This h...	5 beds \| 3 baths \| 3,453 sq.ft.	$649,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.65% Airbnb Rental Income: $3000 Traditional Rental Income: $3510 Airbnb ROI: 1.68% Traditional ROI: 3.65%
600 City Hill Road Penn Yan, NY Nestled in the heart of the Finger Lakes, this 5 bed 5 bath Estate sits on 5.5 acres overl...	5 beds \| 5 baths \| 4,364 sq.ft.	$1,450,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.8% Airbnb Rental Income: $3000 Traditional Rental Income: $5976 Airbnb ROI: 0.08% Traditional ROI: 2.8%
2507 Shanty Plains Road 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: 1.92% Traditional cash on cash: 3.21% Airbnb Rental Income: $1511 Traditional Rental Income: $1433 Airbnb ROI: 1.92% Traditional ROI: 3.21%
2867 Merritt Hill Road Penn Yan, NY Perfectly positioned just minutes from the heart of Penn Yan and the shores of Keuka Lake,...	3 beds \| 2 baths \| 1,125 sq.ft.	$375,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 4.35% Airbnb Rental Income: $2136 Traditional Rental Income: $2158 Airbnb ROI: 2.74% Traditional ROI: 4.35%
3640 Central Avenue #4C Penn Yan, NY Brandy Bay Townhome! Enjoy easy, low-maintenance living in this one-level unit nestled wit...	2 beds \| 2 baths \| 1,299 sq.ft.	$359,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.91% Airbnb Rental Income: $1665 Traditional Rental Income: $2402 Airbnb ROI: 1.34% Traditional ROI: 4.91%
144 Stark Avenue Penn Yan, NY 5 bedroom, 2 bathroom completely remodeled home in the Village of Penn Yan. New roof, new ...	5 beds \| 2 baths \| 1,680 sq.ft.	$199,999	Airbnb cash on cash: 8.69% Traditional cash on cash: 9.75% Airbnb Rental Income: $3000 Traditional Rental Income: $2512 Airbnb ROI: 8.69% Traditional ROI: 9.75%
32 Hillcrest Drive Penn Yan, NY Discover your perfect lakeside retreat at this charming 4-bedroom, 2-bathroom home where b...	4 beds \| 2 baths \| 1,776 sq.ft.	$349,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 5.49% Airbnb Rental Income: $2781 Traditional Rental Income: $2669 Airbnb ROI: 3.85% Traditional ROI: 5.49%
1433 Milo Center Road Penn Yan, NY Welcome to this exceptional 4-bedroom, 2-bathroom home nestled on just over an acre of pea...	4 beds \| 2 baths \| 2,873 sq.ft.	$350,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 5.83% Airbnb Rental Income: $2781 Traditional Rental Income: $2566 Airbnb ROI: 4.5% Traditional ROI: 5.83%
102 Grace Street Penn Yan, NY Discover serene living in this well-appointed 3-bedroom, 1.5-bath ranch nestled on a quiet...	3 beds \| 2 baths \| 1,200 sq.ft.	$239,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 5.88% Airbnb Rental Income: $2136 Traditional Rental Income: $2004 Airbnb ROI: 4.05% Traditional ROI: 5.88%
1250 State Route 14 Penn Yan, NY Beautiful 1832 Cobblestone Home situated on State Route 14 North of Dresden. Home offers a...	2 beds \| 2 baths \| 2,439 sq.ft.	$327,500	Airbnb cash on cash: 1.39% Traditional cash on cash: 5.42% Airbnb Rental Income: $1665 Traditional Rental Income: $2439 Airbnb ROI: 1.39% Traditional ROI: 5.42%
2312 Havens Corners Road Penn Yan, NY HERE'S YOUR CHANCE!!!! Spacious 2,772 sq ft ranch set on 1.3 peaceful acres just 5 minutes...	4 beds \| 4 baths \| 2,772 sq.ft.	$389,900	Airbnb cash on cash: 3.21% Traditional cash on cash: 6.61% Airbnb Rental Income: $2781 Traditional Rental Income: $3371 Airbnb ROI: 3.21% Traditional ROI: 6.61%
805 N Pre Emption Road Penn Yan, NY Welcome to this beautiful ranch home in the charming Town of Benton! Offering approximatel...	2 beds \| 1 baths \| 1,700 sq.ft.	$359,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 1.69% Airbnb Rental Income: $1665 Traditional Rental Income: $1425 Airbnb ROI: 1.02% Traditional ROI: 1.69%
827 E Lake Road Penn Yan, NY SO VERY SPECIAL ON KEUKA LAKE - just waiting for someone who wants to be right on the shor...	3 beds \| 2 baths \| 1,540 sq.ft.	$929,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.59% Airbnb Rental Income: $2136 Traditional Rental Income: $2417 Airbnb ROI: -0.37% Traditional ROI: 0.59%
16 Myrtle Avenue Penn Yan, NY Charming ranch in the Village of Penn Yan on a quiet neighborhood street with a private, g...	2 beds \| 1 baths \| 840 sq.ft.	$177,500	Airbnb cash on cash: 3.71% Traditional cash on cash: 4.71% Airbnb Rental Income: $1665 Traditional Rental Income: $1369 Airbnb ROI: 3.71% Traditional ROI: 4.71%
2571 W Lake Road Penn Yan, NY Peace and serenity on Keuka Lake! This original 1920's built Keuka Lake home has been lovi...	4 beds \| 3 baths \| 1,904 sq.ft.	$1,199,000	Airbnb cash on cash: -0.12% Traditional cash on cash: -0.4% Airbnb Rental Income: $2781 Traditional Rental Income: $1821 Airbnb ROI: -0.12% Traditional ROI: -0.4%
817 Pre Emption Road S Penn Yan, NY Beautiful Country Retreat in in the Finger Lakes area with First-Floor Living on .88 acres...	3 beds \| 2 baths \| 1,980 sq.ft.	$254,900	Airbnb cash on cash: 3.69% Traditional cash on cash: 6.28% Airbnb Rental Income: $2136 Traditional Rental Income: $2214 Airbnb ROI: 3.69% Traditional ROI: 6.28%

Real Estate investment in Penn-yan, NY

There are 22 properties for sale in the city of Penn Yan . The median list price in Penn Yan is $224,884 and the average price per square foot is $129. In June 2026, the average monthly cash on cash return in Penn Yan is 4.00%. The average monthly rental income in Penn Yan is $1,493.

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

There are 22 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 $2,136.

Your search for investment property begins and ends here

Investment Property for Sale in Penn Yan, NY

1689 Long Point Beach

Penn Yan, NY

1 beds | 1 baths | 601 sq.ft.

$374,900

Airbnb cash on cash: 0.94%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $1511

Traditional Rental Income: $1325

Airbnb ROI: 0.94%

Traditional ROI: 1.66%

3793 County House Road

Penn Yan, NY

3 beds | 1 baths | 2,964 sq.ft.

$259,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2136

Traditional Rental Income: $1685

Airbnb ROI: 3.79%

Traditional ROI: 4.17%

452 N Main Street

Penn Yan, NY

2 beds | 1 baths | 1,062 sq.ft.

$199,000

Airbnb cash on cash: 3.52%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $1665

Traditional Rental Income: $1553

Airbnb ROI: 3.52%

Traditional ROI: 5.39%

2225 W Lake Road

Penn Yan, NY

3 beds | 2 baths | 1,000 sq.ft.

$725,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 0.67%

Airbnb Rental Income: $2136

Traditional Rental Income: $2019

Airbnb ROI: 0.03%

Traditional ROI: 0.67%

20 Northview Drive

Penn Yan, NY

4 beds | 2 baths | 1,754 sq.ft.

$335,000

Airbnb cash on cash: 3.46%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $2781

Traditional Rental Income: $2529

Airbnb ROI: 3.46%

Traditional ROI: 4.73%

4570 Vine Road

Penn Yan, NY

5 beds | 3 baths | 3,453 sq.ft.

$649,000

Airbnb cash on cash: 1.68%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $3000

Traditional Rental Income: $3510

Airbnb ROI: 1.68%

Traditional ROI: 3.65%

600 City Hill Road

Penn Yan, NY

5 beds | 5 baths | 4,364 sq.ft.

$1,450,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $3000

Traditional Rental Income: $5976

Airbnb ROI: 0.08%

Traditional ROI: 2.8%

2507 Shanty Plains Road

Penn Yan, NY

1 beds | 1 baths | 800 sq.ft.

$297,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $1511

Traditional Rental Income: $1433

Airbnb ROI: 1.92%