5-Bedroom Homes for Sale in Chautauqua County NY

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  /48

  $3,198,000

  • 8 Beds
  • 7.5 Baths
  • 5,500 Sq Ft

  6007 Tinkertown Dr, Dewittville, NY 14728

  A true dream lake house—this custom timber frame retreat sits on a deep, beautifully landscaped lot with 309 feet of private lakefront and sweeping panoramic views. The home offers 8 stunning BDRMS, including 6 private lakefront suites, and 7.5 impeccably designed BATHS. Every detail has been thoughtfully curated, and the home is impeccably maintained. Step into the open foyer and be greeted by

  Karen Goodell Listing by ERA Team VP Real Estate

  

  6007 Tinkertown Dr, Dewittville, NY 14728
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  /18

  $139,900

  • 8 Beds
  • 5 Baths
  • 4,800 Sq Ft

  421 Route 322, South Dayton, NY 14138

  Newly listed! 3 unit rare and unique find in the Town of Villenova offers many possibilities to the right buyer. With almost 5000 square feet, this building has 2 income properties on the 2nd floor bringing $2000 a month in rents. The lower unit is currently under construction and open to many possibilities as was once a veterinary clinic as well as a daycare. The current owner has started to

  Tammy Hess-Schmitt Listing by Howard Hanna Holt - Fredonia

  

  421 Route 322, South Dayton, NY 14138
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  /7

  $105,000

  • 6 Beds
  • 3 Baths
  • 3,863 Sq Ft

  209 E 6th St, Jamestown, NY 14701

  Large 3 unit income property with strong rents. The utilities are included in rent and paid by the landlord. Close proximity to downtown Jamestown. Total monthly rent is $2400 per month!

  Taylor Bennett Listing by Keller Williams Realty

  

  209 E 6th St, Jamestown, NY 14701
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  /43

  $325,000

  • 5 Beds
  • 3 Baths
  • 3,368 Sq Ft

  474 Fairmount Ave, Jamestown, NY 14701

  Rare opportunity to own a piece of Jamestown’s history! This beautiful home was once the residence of former US Supreme Court Justice Robert H. Jackson, and was most recently used as an office building. Conveniently located on Fairmount Avenue with plenty of traffic and exposure. Property features a spectacular 2-story front porch, ample parking, a half-acre lot, and 2 car garage with second

  Taylor Bennett Listing by Keller Williams Realty

  

  474 Fairmount Ave, Jamestown, NY 14701
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  /14

  $89,000

  • 5 Beds
  • 2 Baths
  • 1,928 Sq Ft

  99 King St, Dunkirk, NY 14048

  This spacious and versatile 5-bedroom, 2-bath duplex is nestled on a neighborhood street. Perfect for multi-generational living or investment, this well-maintained home combines comfort, flexibility, and great potential. Each unit is thoughtfully laid out with ample natural light, cozy living spaces, and functional kitchens. Possibility for a fourth bedroom upstairs, making for what would be a

  Crystal Oliveras Listing by Premier Realty & Investments

  

  99 King St, Dunkirk, NY 14048
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  /37

  $485,900

  • 9 Beds
  • 2,272 Sq Ft

  584 Warren Rd, Frewsburg, NY 14738

  Rare Investment Opportunity – Trailer Park with Expansion Potential on 52 Acres! Don’t miss this incredible opportunity to own a well-established trailer park situated on a sprawling 52-acre parcel. Plenty of room for more units or homes, this property offers significant upside potential for expansion and increased revenue. The park features a mix of owner-occupied and tenant-owned homes,

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  584 Warren Rd, Frewsburg, NY 14738
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  /23

  $60,000

  • 5 Beds
  • 1 Bath
  • 1,873 Sq Ft

  6 Kinney St, Brocton, NY 14716

  Located in the heart of the Village of Brocton, this spacious five-bedroom home is brimming with opportunity! Featuring two convenient first-floor bedrooms, a full bath, and first-floor laundry, this layout offers flexible living options ideal for multigenerational households or those seeking primarily one-floor living potential.Set on over a half-acre lot, the property boasts a

  Nick Holt Listing by Howard Hanna Holt - Mayville

  

  6 Kinney St, Brocton, NY 14716
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  /50

  $2,900,000

  • 8 Beds
  • 6 Baths
  • 6,221 Sq Ft

  4072 W Lake Rd, Mayville, NY 14757

  In 1930 a prominent family commissioned a home to be built on the shores of Chautauqua Lake. The finest architects, builders, and materials were used and no expense was spared. The result was the icon you see before you. Pride was not only taken in the house. Meticulously landscaped 3 acre grounds, complete with multiple stone stairways leading through the picturesque gardens, and 270' of lake

  Craig Gleason Listing by Real Estate Advantage

  

  4072 W Lake Rd, Mayville, NY 14757
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  /47

  $279,000

  • 5 Beds
  • 2.5 Baths
  • 2,518 Sq Ft

  297 Central Ave, Fredonia, NY 14063

  Colonial on the Avenue! Classic design offering an abundant amount of space & room for entertaining, an in-home office, and cozy personal living space! A horseshoe driveway along the side leads to small covered porch and handy entry into your mudroom, 2nd driveway leads to the backyard as well as attached rear garage! A formal front entryway takes you through into the expansive formal living room

  Renee Pchelka Listing by Howard Hanna Holt - Fredonia

  

  297 Central Ave, Fredonia, NY 14063
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  /35

  $445,000

  • 5 Beds
  • 5 Baths
  • 2,550 Sq Ft

  8434 Canterbury Dr Unit 8434, Clymer, NY 14724

  Highlands II condo at PeeknPeak! Five bedrooms and five bathrooms with an expansive kitchen and family room area make this a prime home for large gatherings and family fun. Meticulously maintained and loved by the current owner, this property is completely move in ready. Located close to PeeknPeak’s premier golf course and a quick shuttle ride to the slopes. Relax on the large deck overlooking

  Lisa Nielsen Listing by Howard Hanna Holt - Mayville

  

  8434 Canterbury Dr Unit 8434, Clymer, NY 14724
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  /35

  $445,000

  • 5 Beds
  • 5 Baths
  • 2,457 Sq Ft

  8434 Highlands Unit 8434, Clymer, NY 14724

  Highlands II condo at PeeknPeak! Five bedrooms, five bathrooms with an expansive kitchen and living room area make this a prime home for large gatherings and family fun. Meticulously maintained and loved by the current owner, this property is completely move in ready. Located close to PeeknPeak’s premier golf course and a quick shuttle ride to the slopes. Relax on the large deck overlooking a

  Lisa Nielsen Howard Hanna Professionals

  8434 Highlands Unit 8434, Clymer, NY 14724
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  /21

  $99,000

  • 5 Beds
  • 2 Baths
  • 2,370 Sq Ft

  77 King St, Dunkirk, NY 14048

  Newly listed 2 family home in Dunkirk NY. Each unit has it's own Electric meters that were recently installed. Great opportunity to occupy one unit rent the other or use it strictly as an investment property. This home was completely renovated with major improvements in 2022 with everything from new roof, new walls, new floors, new windows, new electric, new furnaces/systems, new water

  Lora Reed Listing by Howard Hanna Holt - Mayville

  

  77 King St, Dunkirk, NY 14048
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  /50

  $649,900

  • 22 Beds
  • 25,404 Sq Ft

  218 E 2nd St Unit 212-218, Jamestown, NY 14701

  21 units! This is a great opportunity for a savvy investor looking to keep it easy at one central location. Current owner has done many mechanical updates and the property is running smoothly. Many of the vacant units were just marketed for rent. It's ready to get filled up! Now is the time to purchase it, fill it up, and continue improving it for higher rents over time. The potential is grand!

  Carolyn Lawson Listing by Property Sisters of Chautauqua, Inc.

  

  218 E 2nd St Unit 212-218, Jamestown, NY 14701
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  /23

  $650,000

  • 7 Beds
  • 8,498 Sq Ft

  3340 New York 394 Unit 3330, Jamestown, NY 14701

  Exceptional Investment Opportunity Near Chautauqua Lake – Fully Rented 8-Unit PropertyLocated in the desirable lakeside community of Stow, NY, this well-maintained 8-unit multifamily property offers immediate cash flow and long-term investment potential. Just minutes from the shores of Chautauqua Lake and convenient to area attractions, this turnkey property is fully rented with a solid rental

  Sorena Gilkinson Listing by ERA Team VP Real Estate

  

  3340 New York 394 Unit 3330, Jamestown, NY 14701
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  /41

  $945,000

  • 6 Beds
  • 4.5 Baths
  • 5,676 Sq Ft

  3881 Dutch Hollow Rd, Jamestown, NY 14701

  This impressive 5,676 sqft home showcases 6 bedrooms and 4.5 bathrooms. The main level features an expansive master suite with a luxurious bathroom and spacious walk-in closet, adjacent to a first floor bedroom(current office). A welcoming family room with a wet bar complements the eat-in kitchen, with beautiful 10 foot vaulted ceilings, and custom woodwork throughout. The kitchen is complete

  Tom Turner Listing by Century 21 Turner Brokers

  

  3881 Dutch Hollow Rd, Jamestown, NY 14701
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  /40

  $859,000

  • 5 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  5464 Crestwood Rd, Bemus Point, NY 14712

  Nestled on a private lot with breathtaking panoramic views of CHQ Lake, this stunning home is a masterpiece of design and comfort with over 4,300 sq ft. Boasting soaring ceilings and dramatic floor-to-ceiling windows, this home offers an abundance of natural light and seamless indoor-outdoor living, making it the perfect retreat for those who appreciate the beauty of the lake. The expansive deck

  Tiffany Borst Listing by PropertyMatch USA, LLC

  

  5464 Crestwood Rd, Bemus Point, NY 14712
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  /12

  $149,900

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  229 Eagle St, Fredonia, NY 14063

  Great Investment opportunity! Two unit nicely maintained vinyl sided home is up for grabs! 3 bedroom upper and 2 bedroom lower with long term tenants. Each unit has a large living-dining area with identical layouts except for the extra bedroom. 2 meters for gas and electric and 1 water meter. All appliances included not currently owned by a tenant. Laundry facilities are in the basement, nice

  Tammy Hess-Schmitt Listing by Howard Hanna Holt - Fredonia

  

  229 Eagle St, Fredonia, NY 14063
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  /44

  $995,000

  • 5 Beds
  • 3.5 Baths
  • 4,192 Sq Ft

  2386 Route 5, Sheridan, NY 14136

  This custom built 5bd/3.5 bath home in Eagle Bay is truly one of a kind. Enter the 2 story foyer adorned by a custom oak floating staircase, a quiet sitting area and formal living room. Step up to your right and be prepared for the spectacular open concept design featuring cathedral ceilings and a wall of windows. The kitchen features custom Amish cabinets, quartz countertops, and flows

  Holli Draves Listing by HUNT Real Estate Corporation

  

  2386 Route 5, Sheridan, NY 14136
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  /34

  $34,900

  • 6 Beds
  • 2 Baths
  • 2,198 Sq Ft

  47 Charles St, Jamestown, NY 14701

  BACK ON THE MARKET:This Jamestown two unit has loads of potential. While each of the 3-bedroom, 1-Bathroom units are in need of some tender loving care, there is a great investment opportunity. This property features porches for both units, off street parking on the concrete driveway and new electrical services for both units (Both meter boxes, Electrical Panels, service entry and drop wires).

  Corry Moore Listing by Real Estate Advantage

  

  47 Charles St, Jamestown, NY 14701
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  /3

  $75,000

  • 5 Beds
  • 2 Baths
  • 1,979 Sq Ft

  31 Hazzard St, Jamestown, NY 14701

  Great turn-key 2 unit investment property generating a monthly income of $1,700. Apartment 1 is a 2 bedroom, 1 bath unit and Apartment 2 is a 3 bedroom, 1 bath unit. Property management is in place and would like to stay, making for an easy transition.

  Nate Walrod Listing by Walrod Realty

  

  31 Hazzard St, Jamestown, NY 14701
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  /50

  $299,900

  • 5 Beds
  • 3 Baths
  • 2,718 Sq Ft

  400 Cherry Creek Leon Rd, Cherry Creek, NY 14723

  Welcome to the property that just about has it all! This home, which sets on approximately +/- 35 acres of land, is a large 2 story with 5 bedrooms and the potential for more if needed along with 3 full bathrooms, a large eat-in kitchen, dining room, and massive living room with spiral staircase leading to the master bedroom upstairs! There is ample space here and numerous additional rooms that

  Nathan Steiger Listing by Steiger Realty

  

  400 Cherry Creek Leon Rd, Cherry Creek, NY 14723
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  /11

  $60,000

  • 8 Beds
  • 4 Baths
  • 3,920 Sq Ft

  234 Mckinley Ave, Jamestown, NY 14701

  Discover your next investment in this practical 4-unit property. Each unit features two bedrooms and one bathroom, perfect for steady rental income. Ready for your personal touch, this property offers excellent renovation potential to boost value and returns. An ideal starter for real estate investors or those looking to expand their portfolio. Being sold as-is.

  Nate Walrod Listing by Walrod Realty

  

  234 Mckinley Ave, Jamestown, NY 14701
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  /50

  $125,000

  • 5 Beds
  • 2 Baths
  • 2,070 Sq Ft

  118 Miller St, Sherman, NY 14781

  Nice two-unit home located near all that downtown Sherman has to offer, including many restaurants and shops. The Minerva Free Library is right next door and Sherman Central School is located right behind the home. Both apartments are currently rented, so it's a great opportunity to scoop this home up and use it as an investment property OR live in one unit and let the income from the other help

  Amanda Saddler Listing by PropertyMatch USA, LLC

  

  118 Miller St, Sherman, NY 14781
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  /14

  $395,000

  • 12 Beds
  • 6,552 Sq Ft

  402 Lafayette St, Jamestown, NY 14701

  Classic brick 12 unit with updated apartments. In close proximity to the National Comedy Center, Jamestown Ice Arena, restaurants, coffee shops etc. Newer metal roof, windows and extremely well maintained. Turn key, self sufficient building that can be overseen, and operated with ease.

  Jonathan Ray Listing by Real Estate Advantage

  

  402 Lafayette St, Jamestown, NY 14701
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  /47

  $7,888,888

  • 14 Beds

  4438 W Lake Rd, Mayville, NY 14757

  Welcome to a truly enchanting estate on the tranquil shores of Chautauqua Lake, where approximately 12 acres of stunning landscapes meet 460 feet of pristine lakefront, providing an idyllic escape. Located just one mile from the renowned Chautauqua Institution, this property perfectly balances serenity with the vibrancy of cultural events and educational programs. 8.5 acres lake side, 3.5 across

  Lauren Fiorella Listing by Real Estate Advantage

  

  4438 W Lake Rd, Mayville, NY 14757
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  /19

  $1,500,000

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  4438 W Lake Lot 2 Rd, Chautauqua, NY 14750

  This exceptional property presents a harmonious blend of natural beauty and modern conveniences, making it an ideal choice for both those seeking a serene getaway and savvy investors. Boasting 102 feet of private lake frontage, it offers unparalleled access for swimming, fishing, or simply unwinding by the water.The dedicated launch area for boats and kayaks enhances the outdoor experience,

  Lauren Fiorella Listing by Real Estate Advantage

  

  4438 W Lake Lot 2 Rd, Chautauqua, NY 14750
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  /49

  $1,750,000

  • 11 Beds
  • 6 Baths
  • 3,800 Sq Ft

  4438 W Lake Lot 1 Rd, Chautauqua, NY 14757

  Discover your dream lakeside haven with this stunning property for sale, perfectly positioned along the picturesque shores of Chautauqua Lake. Featuring over 100 feet of water frontage, this remarkable estate includes two spacious townhouses—one with 5 bedrooms and the other with 6—each boasting a two-story deck for breathtaking lake views. Additionally, two charming cottages provide versatile

  Lauren Fiorella Listing by Real Estate Advantage

  

  4438 W Lake Lot 1 Rd, Chautauqua, NY 14757
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  /2

  $195,000

  • 5 Beds
  • 4,695 Sq Ft

  337 E 5th St, Jamestown, NY 14701

  This fully rented 5-unit apartment complex offers a fantastic opportunity for investors seeking consistent cash flow and minimal management. Located in a desirable area of Jamestown, the property is well-maintained, with all units currently occupied. This property increases profitability.

  Tom Turner Listing by Century 21 Turner Brokers

  

  337 E 5th St, Jamestown, NY 14701
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  /2

  $160,000

  • 5 Beds
  • 4,285 Sq Ft

  351 E 5th St, Jamestown, NY 14701

  Welcome to 351 E 5th St. This 5 unit apartment building is completely leased out, and ready for a new owner. Located in the heart of Jamestown, and offers excellent opportunity for investors seeking stable rental income and long-term growth potential. The property is strategically situated in a desirable neighborhood with easy access to local amenities, public transportation, and key business

  Tom Turner Listing by Century 21 Turner Brokers

  

  351 E 5th St, Jamestown, NY 14701
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  /13

  $97,500

  • 6 Beds
  • 2 Baths
  • 1,952 Sq Ft

  142 Ruggles St, Dunkirk, NY 14048

  Investment opportunity! This is a 2 unit house and each unit is a 3 bedroom apartment. Long term tenants who cover all utilities except garbage.

  Nate Walrod Listing by Walrod Realty

  

  142 Ruggles St, Dunkirk, NY 14048
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  /10

  $70,000

  • 5 Beds
  • 3 Baths
  • 1,892 Sq Ft

  30 Mckinley Ave, Jamestown, NY 14701

  This is a 3 unit investment property and all apartments are filled with long-term tenants. Rents could easily be raised. The house has some newer plumbing and electrical upgrades. There are laundry hook-ups in the basement. Property Management offered with the purchase.

  Nate Walrod Listing by Walrod Realty

  

  30 Mckinley Ave, Jamestown, NY 14701
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  /36

  $159,900

  • 6 Beds
  • 2.5 Baths
  • 4,380 Sq Ft

  515 Swan St, Dunkirk, NY 14048

  So many possibilities! This property is 4380 Square feet! Currently being used as a business downstairs and rental upstairs which could all be opened back up into single family use easily if needed!Downstairs s there is a half bath, and small kitchen with 6 small rooms. Upstairs there is 2 bedrooms 2 bathrooms, kitchen and living room. All the hardwood floors have been redone. The entire

  Kara Saletta Listing by Midtown Realty

  

  515 Swan St, Dunkirk, NY 14048
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  /48

  $450,000

  • 6 Beds
  • 2.5 Baths
  • 4,932 Sq Ft

  154 Kipp St, Sherman, NY 14781

  Large, spacious 6 bedroom, 2.5 bath home built in 2019 with over 3000 square feet of living space and wood floors situated on 39 acres made up of 5 parcels. The home has 2 large covered porches in the front and rear. Walking in the front door you will see a large entry room with a corner office room and stairway to a large open lower level basement area with concrete floors. The large open

  Mark Sleggs Listing by Century 21 Turner Brokers

  

  154 Kipp St, Sherman, NY 14781
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  /2

  $45,000

  • 5 Beds
  • 2 Baths
  • 2,090 Sq Ft

  7 Lincoln St, Jamestown, NY 14701

  Excellent investment opportunity featuring two fully occupied units. Ideal for first-time investors or those looking to expand their existing portfolio, this property offers immediate rental income and long-term potential.

  Heidi Brooks Listing by Real Estate Advantage

  

  7 Lincoln St, Jamestown, NY 14701
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  /2

  $55,000

  • 6 Beds
  • 2 Baths
  • 2,450 Sq Ft

  35 Baker St, Jamestown, NY 14701

  Excellent investment opportunity for both new and experienced investors. With a bit of TLC, this property offers strong potential as a valuable addition to either a growing or established real estate portfolio. Each unit features 3 bedrooms and 1 bathroom, providing solid rental income possibilities.

  Heidi Brooks Listing by Real Estate Advantage

  

  35 Baker St, Jamestown, NY 14701
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  /2

  $85,000

  • 6 Beds
  • 3 Baths
  • 3,186 Sq Ft

  205 Barrett Ave, Jamestown, NY 14701

  Thomas Wight Listing by ERA Team VP Real Estate

  

  205 Barrett Ave, Jamestown, NY 14701

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