Homes for Sale in Chautauqua County NY with 5-Bedrooms

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  /43

  $1,395,000

  • 5 Beds
  • 3 Baths
  • 4,284 Sq Ft

  1650 Route 426, Clymer, NY 14724

  Discover an exceptional executive retreat set on 63 pristine acres with two stocked ponds, a private zipline, snow mobile trails, and an additional outbuilding perfect for year round recreational toys. The expansive living space showcases living, dining, gaming and a bar area with panoramic views of Western New York’s brilliant landscape. This meticulously maintained property offers 5 spacious

  

  Lisa Nielsen

  Listing by Howard Hanna Holt - Mayville

  (716) 219-3211

  

  1650 Route 426, Clymer, NY 14724
• 

  

  

  /5

  $390,000

  • 6 Beds
  • 5,940 Sq Ft

  2900 Gerry Ellington Rd, Gerry, NY 14740

  Exceptional Multifamily Investment – 7.9% Cap Rate Turnkey multifamily property offering a strong 7.9% cap rate and immediate cash flow. This well-maintained asset provides stable income with solid fundamentals, making it an excellent addition to any investor’s portfolio. The property features multiple units with strong occupancy and consistent rental history. Units are well-kept with functional

  

  Heather Chase

  Listing by ERA Team VP Real Estate

  (716) 402-7618

  

  2900 Gerry Ellington Rd, Gerry, NY 14740
• 

  

  

  /50

  $750,000

  • 5 Beds
  • 3 Baths
  • 2,237 Sq Ft

  2440 Shadyside Rd Unit B, Findley Lake, NY 14736

  Custom designed and built home located on Findley Lake with 5 bedrooms and 3 bathrooms. Professional upscale architectural features throughout the house. Beam ceiling over the kitchen and pool table area. Extaordinary antique doors throughout the interior. Beautiful wood floors and cabinetry throughout. Stunning custom built stone fireplace. Custom molding, woodwork, and staircase. Brick walkway

  Elwood Denny Listing by Howard & Associates RE-APP-AUCT

  

  2440 Shadyside Rd Unit B, Findley Lake, NY 14736
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  /100

  $750,000

  • 5 Beds
  • 3 Baths
  • 2,237 Sq Ft

  2440B Shadyside Rd, Findley Lake, NY 14736

  Custom designed and built home located on Findley Lake with 5 bedrooms and 3 bathrooms. Professional upscale architectural features throughout the house. Beam ceiling over the kitchen and pool table area. Extaordinary antique doors throughout the interior. Beautiful wood floors and cabinetry throughout. Stunning custom built stone fireplace. Custom molding, woodwork, and staircase. Brick walkway

  Peter Howard HOWARD & ASSOCIATES REAL ESTATE APPRAISERS AUCTIONEERS

  2440B Shadyside Rd, Findley Lake, NY 14736
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  /15

  $200,000

  • 5 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  40 Ohio Ave, Lakewood, NY 14750

  Looking for a great investment in the village of Lakewood? This Victorian home has new electrical, plumbing, windows, spray foam insulation, front and side deck, front and back roof and just needs someone to come in and do the final touches. Within steps from the Lakewood beach, and walking distance to the local shops and restaurants.

  Sherry Griffen Listing by Century 21 Turner Brokers

  

  40 Ohio Ave, Lakewood, NY 14750
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  /34

  $589,999

  • 6 Beds
  • 2 Baths
  • 1,552 Sq Ft

  2600 Shadyside Rd, Findley Lake, NY 14736

  3 Story lakefront home with boat house. 80 feet of lakefront with 56 feet of dock and boardwalk. 6 bedrooms and 2 bathrooms. Boathouse is 14 x 28 cement foundation with 14 x 28 upper deck. Break wall is poured cement. Lakefront wooden deck is 10 x 56. Outside main wooden deck is 23 x 42. Covered porch lakeside is 7.6 x 20. Roadside screened porch is 6 x 12. Blacktop parking area 20 x 50. Lake

  Peter Howard HOWARD & ASSOCIATES REAL ESTATE APPRAISERS AUCTIONEERS

  2600 Shadyside Rd, Findley Lake, NY 14736
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  /2

  $29,900

  • 7 Beds
  • 4 Baths
  • 3,082 Sq Ft

  1061 E 2nd St, Jamestown, NY 14701

  4 APARTMENTS VACANT NEEDS WORK AND IT IS CURENTLY CONDEMNED Motivated sellers--all reasonable offers will be considered

  Gameel Omar Listing by WNY Metro Roberts Realty

  

  1061 E 2nd St, Jamestown, NY 14701
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  /17

  $299,000

  • 25 Beds
  • 1,615 Sq Ft

  626 Spring St, Jamestown, NY 14701

  Exceptional investment opportunity! Package includes 16 properties totaling 25 units. Majority of units feature separate utilities, offering strong income potential and reduced owner expenses. Properties are being sold as a package—cash only and AS IS. Don’t miss your chance to add a sizable portfolio to your holdings! *Taxes are the total of all properties.

  Nate Walrod Listing by Walrod Realty

  

  626 Spring St, Jamestown, NY 14701
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  /49

  $749,900

  • 5 Beds
  • 3.5 Baths
  • 2,247 Sq Ft

  5464 Crestwood Rd, Bemus Point, NY 14712

  Set on a secluded lot with incredible views of Chautauqua Lake, this one-of-a-kind home offers over 4,300 square feet of living space designed to take full advantage of its surroundings. Large windows and open, airy spaces bring in tons of natural light while framing the lake from multiple vantage points throughout the home. The outdoor space is just as impressive, featuring a generous deck

  Tom Turner Listing by Century 21 Turner Brokers

  

  5464 Crestwood Rd, Bemus Point, NY 14712
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  /35

  $149,900

  • 5 Beds
  • 2 Baths
  • 3,356 Sq Ft

  9667 Route 60, Fredonia, NY 14063

  Opportunity awaits at 9667 Route 60, where character and possibility come together! This spacious 3,356 sq ft farmhouse has been a place for gathering, growing, and making memories - and now it’s ready for its next chapter. The over sized rooms invite you to imagine cozy evenings, lively holidays, and everyday moments that turn into lasting memories. This classic home features 5 bedrooms with the

  Kalee Halladay Listing by EXP-Premier Listings Team

  

  9667 Route 60, Fredonia, NY 14063
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  /34

  $125,000

  • 6 Beds
  • 2 Baths
  • 1,600 Sq Ft

  218 W Main St, Fredonia, NY 14063

  Great investment opportunity! This 2-unit property (upper and lower) offers strong potential for investors seeking rental income or owner-occupant looking to live in one unit and rent the other. Electric, gas and water have separate meters. Each unit has 3 bedrooms, 1 bath, oak kitchen as well as a porch for both units. Upper unit includes front porch entrance, baseboard heating, washer/dryer

  Janice Penharlow Listing by Midtown Realty

  

  218 W Main St, Fredonia, NY 14063
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  /43

  $269,000

  • 5 Beds
  • 2 Baths
  • 2,692 Sq Ft

  21 Chestnut St, Westfield, NY 14787

  CHARMING " 1865 VICTORIAN ESTATE HOME ON 1.5 ACRES " IN VILLAGE OF WESTFIELD, BACKING UP TO THE CHAUTAUQUA GORGE. ALL THE MAJOR PROJECTS HAVE BEEN DONE " ROOF / BOILER 2026 / ELECTRIC / PLUMBING / FULLY INSULATED / DRY BASEMENT / . THIS 5 BEDROOM LENDS ITSELF TO BE THE PERFECT HOME OR BED & BREAKFAST. WALKING DISTANCE TO THE VILLAGE MERCHANTS, SCHOOL ACTIVITES. (FARMERS MARKET / CRAFT EVENTS /

  Edward Miller Listing by ERA Team VP Real Estate

  

  21 Chestnut St, Westfield, NY 14787
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  /47

  $575,000

  • 5 Beds
  • 3.5 Baths
  • 2,136 Sq Ft

  33 Diamond Dr, Frewsburg, NY 14738

  Discover your slice of paradise in the heart of Western New York! This exceptional 5-bedroom, 3.5-bathroom home sits on a sprawling 12-acre property in desirable Frewsburg, offering the perfect blend of comfortable living and rural self-sufficiency. Two additional Parcels are included in the sale to equal the 12 acres.Step outside to your own private oasis: a beautiful, stocked pond teeming

  Molly Arrance Listing by ERA Team VP Real Estate

  

  33 Diamond Dr, Frewsburg, NY 14738
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  /40

  $199,900

  • 5 Beds
  • 2 Baths
  • 2,280 Sq Ft

  65 W 4th St, Dunkirk, NY 14048

  Gracious and beautifully maintained two story home in true move in condition. This spacious residence offers four to five bedrooms and two full baths, including a convenient first floor bath with laundry. the long galley-style kitchen features a snack counter and comes fully equipped with stainless steel appliances. The formal dining room opens to a generous living room and parlor highlighted by

  Alan Shaw Listing by Northern Chautauqua Realty, Inc.

  

  65 W 4th St, Dunkirk, NY 14048
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  /10

  $89,000

  • 7 Beds
  • 2 Baths
  • 2,308 Sq Ft

  12 Crown St, Jamestown, NY 14701

  Large 2 Family situated on the Southside of Jamestown. All utilities are paid by the tenants. Off street parking. Strong ROI.

  Taylor Bennett Listing by Keller Williams Realty

  

  12 Crown St, Jamestown, NY 14701
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  /16

  $50,000

  • 8 Beds
  • 3 Baths
  • 3,780 Sq Ft

  43 Barrows St, Jamestown, NY 14701

  Investment opportunity! 4-unit property with separate utilities for each unit. Property does need TLC but offers great potential for the right buyer looking to add value. Being sold as-is. Don’t miss this opportunity to bring this income property back to life.

  Nate Walrod Listing by Walrod Realty

  

  43 Barrows St, Jamestown, NY 14701
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  /47

  $499,500

  • 14 Beds
  • 18 Baths
  • 10,000 Sq Ft

  1103 W 3rd St, Jamestown, NY 14701

  Here is an amazing opportunity to own a Jamestown City landmark. Original brick exterior with slate roof, this 10000 sq' Tudor boasts BIG curb appeal. Once known as The Warner Home, this 14 Bedroom 17th bath full service B&B was originally designed by Raymond Freeburg. The lavish design and high end features were complimented by Beck and Tinkham with an addition in 1965. Situated on half a city

  Eric Anderson Listing by EXP-Premier Listings Team

  

  1103 W 3rd St, Jamestown, NY 14701
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  /16

  $59,998

  • 5 Beds
  • 2 Baths
  • 2,471 Sq Ft

  8 Monroe St, Silver Creek, NY 14136

  Great As-Is Opportunity - Currently a single-family home, but can be converted back to a 2-family investment property. One first floor bedroom and full bathroom, huge kitchen, formal dining room and first floor laundry. Four bedrooms and full bathroom on the second floor. Sliding glass door to rear covered porch. Vinyl siding and vinyl windows. Seller financing available.

  Elizabeth Fadale Listing by Danahy Real Estate

  

  8 Monroe St, Silver Creek, NY 14136
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  /45

  $89,900

  • 5 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  23 Prather Ave, Jamestown, NY 14701

  Welcome to 23 Prather. This centrally located, well maintained property, has tons to offer and lots of potential to make your forever home. This beautiful home boasts 5 bedrooms (including a 1st floor bedroom/den/bonus room), a lovely breakfast space, as well as lots of storage available in the large attic and basement.Located within a few minutes of downtown Jamestown, Lakewood, and

  Molly Brown Listing by EXP-Premier Listings Team

  

  23 Prather Ave, Jamestown, NY 14701
• 

  

  /11

  $39,900

  • 5 Beds
  • 2 Baths
  • 1,636 Sq Ft

  205 Palmer St, Jamestown, NY 14701

  **Investor Opportunity – 205 Palmer St Two-Unit Rental Property** Don’t miss this **income-producing investment opportunity at 205 Palmer St**. This **two-unit rental property** has strong potential for investors looking to expand their portfolio with a property positioned in a convenient, tenant-friendly area. The building features **two separate units**, making it ideal for generating **dual

  Leah Comstock Listing by EXP-Premier Listings Team

  

  205 Palmer St, Jamestown, NY 14701
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  /19

  $1,125,000

  • 19 Beds
  • 32,375 Sq Ft

  27 Sunnyside Ave, Bemus Point, NY 14712

  Calling all investors & builders! Sitting on 1.7 acres and in the heart of the village of Bemus Point abundant opportunities await on this 19 Unit apartment complex (Formally Maple Grove School). Many recent updates include Boiler replacement in 2024, all new windows, new exterior doors, new mini-split heating and cooling, new breakers and panels in every apartment, some new appliances all of

  Mark DiVincenzo Listing by Chautauqua4Sale.com

  

  27 Sunnyside Ave, Bemus Point, NY 14712
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  /34

  $549,000

  • 7 Beds
  • 2 Baths
  • 2,100 Sq Ft

  2729 Willow Ave, Jamestown, NY 14701

  Welcome to your lakefront investment and lifestyle opportunity on beautiful Chautauqua Lake! This versatile duplex offers 100 feet of prime waterfront with the potential for a private dock, making it ideal for boating, relaxing, and enjoying stunning water views year-round.The upper unit features 4 bedrooms, 1 full bathroom, and an open concept layout combining the living, dining, and kitchen

  Alan Shaw Listing by Northern Chautauqua Realty, Inc.

  

  2729 Willow Ave, Jamestown, NY 14701
• 

  

  /20

  $225,000

  • 5 Beds
  • 2 Baths
  • 3,272 Sq Ft

  29 Railroad Ave, Frewsburg, NY 14738

  Don't miss this versatile income-producing property featuring a 2-unit rental plus a spacious 40' x 60' commercial building creates endless possibilities! The residential units provide steady income with separate utilities, comfortable layouts, and strong tenant appeal. The commercial space is ideal for a workshop, storage business, contractor space, auto shop, or future development venture.

  Andrew Benton Listing by EXP-Premier Listings Team

  

  29 Railroad Ave, Frewsburg, NY 14738
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  /39

  $199,900

  • 5 Beds
  • 3 Baths
  • 2,736 Sq Ft

  144 W Main St, Falconer, NY 14733

  Positioned for long term value and everyday comfort, this spacious 5 to 6 bedroom, 3 full bathroom home delivers the space and functionality today’s buyers expect. The primary suite is conveniently located on the first floor and features a private full bath with a walk in shower, double shower heads, and double sinks, creating a practical and comfortable retreat.The home has been thoughtfully

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  144 W Main St, Falconer, NY 14733
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  /11

  $84,000

  • 7 Beds
  • 2 Baths
  • 4,201 Sq Ft

  501 Deer St, Dunkirk, NY 14048

  501 Deer St, Dunkirk, NY 14048. An investor next fixer-upper project opportunity on a corner lot. Two-unit multi-family property with interior fully gutted—ready for renovation. Unit 1 offers 4 bedrooms and 1 full bath; Unit 2 features 3 bedrooms and 1 full bath. Total property SqFt is 4,201. Includes a 2-car garage! This is an ideal value-add investment opportunity. Utilities on property are

  Austin Lopez Listing by eXp Realty

  

  501 Deer St, Dunkirk, NY 14048
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  /21

  $49,900

  • 5 Beds
  • 2 Baths
  • 1,599 Sq Ft

  395 Fairmount Ave, Jamestown, NY 14701

  Fixer-upper dream with endless potential! A remodel was started but never completed, offering a blank slate for your vision. The home has framing in place for up to five bedrooms and has been fully gutted. Updates already underway include partial plumbing and electrical, a new sliding glass door in the rear, and new HVAC venting in select areas.

  Andrea Eckman Listing by Century 21 Turner Brokers

  

  395 Fairmount Ave, Jamestown, NY 14701
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  /29

  $387,000

  • 5 Beds
  • 3 Baths
  • 2,448 Sq Ft

  3710 Cowing Rd, Lakewood, NY 14750

  Nestled on 5 picturesque acres in the desirable Southwestern School District, this spacious 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort and country charm. Step inside to a beautifully updated kitchen featuring white cabinetry, sleek stainless-steel appliances, and breathtaking views overlooking the rolling countryside and peaceful pond. Upstairs, discover 5 bedrooms

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  3710 Cowing Rd, Lakewood, NY 14750
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  /31

  $459,900

  • 5 Beds
  • 1.5 Baths
  • 3,244 Sq Ft

  3588 Dutch Hollow Rd, Jamestown, NY 14701

  Classic farmhouse on an amazing 22 acres in the Bemus Point school district! What a gorgeous piece of property. The acreage has a pond, creek and trails. Amazing hunting and recreation! There is also well manicured lawn offering a park like setting. This spacious home has room for all. The main level has a sunken family room with fireplace and cathedral ceilings, a formal living room with an

  Jerod Zahn Listing by ERA Team VP Real Estate

  

  3588 Dutch Hollow Rd, Jamestown, NY 14701
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  /11

  $305,000

  • 6 Beds
  • 3 Baths
  • 3,226 Sq Ft

  33 W Summit St, Lakewood, NY 14750

  Welcome to this charming multi-family property in the heart of Lakewood! This income-generating gem features three separate units, each with its own utilities (except water/sewer) and convenient laundry hookups in each. Two of the units have been freshly remodeled, making this an attractive option for both investors and owner-occupants. The property boasts five bedrooms and three bathrooms spread

  Tara Walrod Listing by Walrod Realty

  

  33 W Summit St, Lakewood, NY 14750
• 

  

  /15

  $119,900

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  638 Deer St, Dunkirk, NY 14048

  City of Dunkirk 2-unit home—ideal investment opportunity with $1,857/month in income! One unit offers 3 bedrooms, while the second unit features 2 bedrooms. Metal roof and vinyl-sided exterior provide low-maintenance ownership. Investor-friendly property with solid rental income potential.

  Anne Lapaglia Listing by Howard Hanna Holt - Fredonia

  

  638 Deer St, Dunkirk, NY 14048
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  /29

  $114,900

  • 5 Beds
  • 2 Baths
  • 2,364 Sq Ft

  425 Washington Ave, Dunkirk, NY 14048

  Spacious and bright 5-bedroom, 2-bath home in the City of Dunkirk! Enjoy the inviting front sunroom with French doors, flowing into a large living and dining room with beautiful hardwood floors and an impressive staircase! Cozy den, first floor laundry, and a modern eat-in kitchen make everyday living easy! Fenced backyard and a 3-car detached garage are added bonuses! Ideally located downtown

  Anne Lapaglia Listing by Howard Hanna Holt - Fredonia

  

  425 Washington Ave, Dunkirk, NY 14048
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  /48

  $500,000

  • 7 Beds
  • 3 Baths
  • 3,176 Sq Ft

  6040 & 6044 Mill Rd, Chautauqua, NY 14757

  Rare Lake Chautauqua multi-property opportunity featuring a 3BR/1BA ranch home PLUS a duplex with two 2BR/1BA units. The canal front ranch offers single-level living, central A/C, enclosed back porch, fenced yard with patio, fire pit, and gazebo. Property includes 105 ft of canal frontage, 85 ft with dock, perfect for waterfront enjoyment. Entire home with the exception of the kitchen has been

  Nick Holt Listing by Howard Hanna Holt - Mayville

  

  6040 & 6044 Mill Rd, Chautauqua, NY 14757
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  /21

  $144,900

  • 5 Beds
  • 2.5 Baths
  • 2,881 Sq Ft

  17 Christy St, Silver Creek, NY 14136

  Don’t miss this opportunity to own a well-maintained two-family duplex on a peaceful dead-end street in Silver Creek. Situated on a low-maintenance corner lot, the property offers excellent flexibility for investors or owner-occupants. This is a true side-by-side duplex with completely separate living spaces. Each unit features bright, comfortable interiors and functional layouts that truly feel

  Tammy Martous-Wilcox Listing by Howard Hanna Holt - Lakewood

  

  17 Christy St, Silver Creek, NY 14136
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  /39

  $265,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  9 Carol Ave, Fredonia, NY 14063

  Sprawling Ranch home with double lot! Welcome to 9 Carol Drive, Fredonia. This spacious ranch home offers 5 bedrooms and 2 full baths with a great view into your double lot! Inside you will also find a large living room, a formal dining room, brand new high-end flooring throughout the entry, kitchen dining room, and hallways, along with a updated bathroom, new carpet in the living room, and fresh

  Sorena Gilkinson Listing by ERA Team VP Real Estate

  

  9 Carol Ave, Fredonia, NY 14063
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  /30

  $219,950

  • 5 Beds
  • 3 Baths
  • 2,217 Sq Ft

  27 Elm St, Mayville, NY 14757

  Village of Mayville Duplex with Extensive Updates and Strong Rental History!Discover this well-maintained two-unit property in the heart of the Village of Mayville, just moments from local shops, restaurants, grocery shopping, banks and more! Each unit offers comfortable living spaces and great income potential, with a proven rental history that makes this a smart investment or ideal

  JoHanna Briggs Listing by ERA Team VP Real Estate

  

  27 Elm St, Mayville, NY 14757
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  /5

  $285,000

  • 5 Beds
  • 1.5 Baths
  • 2,447 Sq Ft

  4013 Route 380, Jamestown, NY 14701

  Escape to a tranquil retreat with this 1883 farmhouse, nestled on 10 acres of serene farmland in Western New York. The home features five bedrooms, one-and-a-half baths, and has been updated with a brand new roof, new septic system, and new 200-amp electrical service. A standout feature is the massive 3,000-square-foot, two-story barn, offering incredible potential for hobbies or storage. The

  Jonathan Minerick Listing by Homecoin.com

  

  4013 Route 380, Jamestown, NY 14701
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  /3

  $69,900

  • 6 Beds
  • 2 Baths
  • 2,288 Sq Ft

  310 Forest Ave, Jamestown, NY 14701

  Two family income producing property. Large units that rent for 800 plus utilities. For a total rent roll of $1600 per month. Lower unit has all new vinyl windows installed approx 1 year ago.

  Taylor Bennett Listing by Keller Williams Realty

  

  310 Forest Ave, Jamestown, NY 14701
• 

  

  /11

  $99,900

  • 5 Beds
  • 3 Baths
  • 2,080 Sq Ft

  43 Sampson St, Jamestown, NY 14701

  3 unit income property with brand new roof installed in 2025! First floor is a long term tenant and 2nd and 3rd floor were just remodeled with tenants moving in. All separate utilities and off street parking.

  Taylor Bennett Listing by Keller Williams Realty

  

  43 Sampson St, Jamestown, NY 14701
• 

  

  /7

  $95,000

  • 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
• 

  

  /27

  $229,000

  • 5 Beds
  • 3 Baths
  • 1,456 Sq Ft

  50 Babcock Ave, Jamestown, NY 14701

  Large 5 bedroom 3 full bathroom home situated on a dead end road in Southwestern School District. Massive fenced in yard. Home was recently remodeled with new kitchen, new bathrooms. Refinished hardwood floors. Lower level is set up with its own kitchenette additional bedroom and full bathroom with own entrance. Exterior has a metal roof with vinyl siding.

  Taylor Bennett Listing by Keller Williams Realty

  

  50 Babcock Ave, Jamestown, NY 14701

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