Chautauqua County NY 2-Story Homes for Sale

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  /33

  $142,000

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

  218 W Main St, Fredonia, NY 14063

  PRICE REDUCED!! Great Investment Opportunity! Multi-2 family unit with attached 2 car garage. Upper and lower 2 unit home is ideal for investors or owners for rental income. Each unit has 3 bedrooms, 1 bath, oak kitchens as well as a porch for both. Electric, gas and water have separate meters. Lower apartment has forced air heating and rented on a month/month basis;bathroom renovated

  Janice Penharlow Listing by Midtown Realty

  

  218 W Main St, Fredonia, NY 14063
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  /39

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 5,141 Sq Ft

  5236 Bly Hill Rd, Ashville, NY 14710

  Tucked away on 44 private acres, this stunning 5-bedroom, 3-bath log cabin home blends rustic charm with modern elegance. Designed for those who crave both adventure and comfort, the property delivers everything a true outdoorsman—or woman—could dream of.Step inside and you’re greeted by soaring ceilings, walls of windows that flood the home with natural light, and modern finishes that

  Tiffany Borst Listing by PropertyMatch USA, LLC

  

  5236 Bly Hill Rd, Ashville, NY 14710
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  /31

  $110,000

  • 3 Beds
  • 2.5 Baths
  • 1,499 Sq Ft

  307 W 6th St, Jamestown, NY 14701

  Tastefully updated two-unit property conveniently located within a short walking distance to the heart of downtown Jamestown! While keeping some of the original charm, many renovations have been completed including newly installed mini-split systems in both units to provide the luxury of central air (two units also provide a heat option), laminate flooring, carpet, and refinished hardwoods can be

  Amy Garris Listing by Real Estate Advantage

  

  307 W 6th St, Jamestown, NY 14701
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  /39

  $504,900

  • 2 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  3527 Lake St, Jamestown, NY 14701

  Here is your chance to own a piece of Chautauqua Lake heaven. This beautifully maintained, fully furnished, year-round lakefront home is waiting for new memories to be made. This renovated charmer is virtually maintenance free with vinyl siding, metal roof, new tankless water heater, and low BPU electric bills. Entering the home, you will immediately feel the stress leave as you walk into the

  Marygrace Guarino Listing by ERA Team VP Real Estate

  

  3527 Lake St, Jamestown, NY 14701
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  /12

  $99,900

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  31 W Lucas Ave, Dunkirk, NY 14048

  Welcome to 31 W Lucas Avenue, a spacious home offering convenience, comfort, and value. This 3-bedroom residence features a desirable first-floor primary suite with an attached full bath, making it ideal for easy living. An accessibility ramp and first floor bonus room, currently used as another bedroom, adds to the home’s functionality. Step outside to a private large backyard that borders a

  Brittany Cerrie Listing by Howard Hanna Holt - Fredonia

  

  31 W Lucas Ave, Dunkirk, NY 14048
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  /31

  $450,000

  • 5 Beds
  • 187,300 Sq Ft

  878 - 884 - 888 - 89 Busti Sugar Grove Rd, Busti, NY 14701

  Commercial & Residential Investment Package – Hamlet of BustiUnlock the potential of this rare 4+ acre property in the heart of Busti, offering a mix of commercial and residential opportunities all in one package. With 8 buildings and room for up to 16 rental units, this property is ready to generate income from multiple streams.Country Store – perfect for a local retail hub or community

  Kathleen Sullivan Listing by Century 21 Turner Brokers

  

  878 - 884 - 888 - 89 Busti Sugar Grove Rd, Busti, NY 14701
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  /47

  $2,790,000

  • 5 Beds
  • 2 Baths
  • 2,347 Sq Ft

  48 S Lake Dr, Chautauqua, NY 14722

  Exceptional Lakefront Home located in one of the most desirable areas within the renowned, South end of Chautauqua Institution, this home proudly sits on a corner lot overlooking the Lakeside Promenade. This rare home offers 60 feet of property that follows the shoreline, which exceeds most properties in the area. Perfectly positioned with an inviting porch to enjoy summer days rain or shine and

  Karen Goodell Listing by ERA Team VP Real Estate

  

  48 S Lake Dr, Chautauqua, NY 14722
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  /50

  $1,450,000

  • 3 Beds
  • 4 Baths
  • 3,600 Sq Ft

  5500 Tastor Ln, Fredonia, NY 14063

  This remarkable lakefront estate offers roughly 3.5 acres spread across four parcels with approximately 300 feet of beach frontage, combining privacy, beauty, and modern comfort in one incredible setting. The home now spans more than 3,600 square feet of living space and has been extensively improved inside and out.A newly constructed breezeway connects the garage to the main house, creating

  Michael McVinney Listing by ERA Team VP Real Estate

  

  5500 Tastor Ln, Fredonia, NY 14063
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  /49

  $825,000

  • 5 Beds
  • 2.5 Baths
  • 4,396 Sq Ft

  7 Winchester Rd, Lakewood, NY 14750

  Fabulous Historic Victorian home in the heart of the Village of Lakewood is one-of-a kind! Over 4,300 sq ft with 5 bedrooms, 2.5 bath and attached 3.5 car garage has lake rights and a dock. As you enter this gracious home through the original 1898 door, you step into the formal entry. Elegance of the past is evident in the spacious living room and dining room that can accommodate many guests...

  Sandy Calalesina Listing by Century 21 Turner Brokers

  

  7 Winchester Rd, Lakewood, NY 14750
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  /27

  $3,111,111

  • 16 Beds
  • 9 Baths
  • 3,800 Sq Ft

  4438 W Lake Rd Unit 1 & 2, Mayville, NY 14757

  Discover your dream lakeside haven with this stunning property for sale, perfectly positioned along the picturesque shores of Chautauqua Lake. Featuring over 200 feet of water frontage, this remarkable estate includes almost 3 acres, two spacious townhouses—one with 5 bedrooms and the other with 6 (3800 sqft) each boasting a two-story deck for breathtaking lake views. Additionally, four charming

  Lauren Fiorella Listing by Real Estate Advantage

  

  4438 W Lake Rd Unit 1 & 2, Mayville, NY 14757
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  /7

  $59,900

  • 4 Beds
  • 1.5 Baths
  • 1,534 Sq Ft

  221 Steele St, Jamestown, NY 14701

  Large 4 bedroom home situated across from the river! Home Features a new roof installed in 2023. First floor bedroom, bathroom and laundry room! Currently tenant occupied at $800 per month. Seller may consider owner financing with 50% down.

  Taylor Bennett Listing by Keller Williams Realty

  

  221 Steele St, Jamestown, NY 14701
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  /10

  $54,900

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  31 Pullman St, Jamestown, NY 14701

  3 Bedroom 1 bathroom home with large detached garage being offered at an affordable price point. Features first floor bedroom and bathroom. Currently tenant occupied at $800 per month. Would make for a good investment or owner occupied. Seller may consider owner financing with 50% down.

  Taylor Bennett Listing by Keller Williams Realty

  

  31 Pullman St, Jamestown, NY 14701
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  /33

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  960 Douglas Place, Irving, NY 14081

  LOOKING FOR A YEAR ROUND LAKE FRONT COMMUNITY HOME TO ESCAPE TO THAT IS 3 BLOCKS TO THE BEACH , 2 BLOCKS TO THE MARINA? THIS HOME HAS LOTS TO OFFER! THE HOME WAS REBUILT IN 2018. THEY REMOVED THE OLD COTTAGE AND BUILT NEW. THE HOME WAS ELEVATED TO TAKE IT OUT OF THE FLOOD ZONE. IT HAS 3 BEDROOMS 2.5 BATHS, DEEP CLOSETS AND LOTS OF TUCK AWAY STORAGE THROUGHOUT. 2 GREAT PORCHES, ONE WHICH IS

  Edward Miller Listing by ERA Team VP Real Estate

  

  960 Douglas Place, Irving, NY 14081
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  /36

  $249,900

  • 5 Beds
  • 3 Baths
  • 2,548 Sq Ft

  153 W Main St, Fredonia, NY 14063

  Tucked away at the top of Main Street Hill, this 5-bedroom, 2.5-bath village home offers the best of both worlds—privacy on a full acre lot with the convenience of being just a short stroll down the hill to shops, cafes, and restaurants. Lovingly maintained for generations, this home is filled with character and charm. The first-floor suite makes single-level living possible, while the additional

  Brittany Cerrie Listing by Howard Hanna Holt - Fredonia

  

  153 W Main St, Fredonia, NY 14063
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  /42

  $149,900

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft

  8667 Fay St, Portland, NY 14769

  Welcome to this charming 2-story, 3-bedroom, 1-bath home perfectly situated on a quiet corner lot. This home is ideal for both comfort and easy travel, with updates that provide peace of mind, including a furnace (2 years), roof (7 years), many windows (2 years), added insulation (2 years), and a new roof and door on the garage. Inside, you’ll find a warm old-country kitchen, a sun-filled

  Sarah Hallberg Listing by Lake Homes Realty

  

  8667 Fay St, Portland, NY 14769
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  /13

  $69,900

  • 3 Beds
  • 1 Bath
  • 1,580 Sq Ft

  135 S Main St, Jamestown, NY 14701

  A two story, 3 bedroom, 1 bath, single family home with recently refinished hard wood floors, remodeled kitchen, some vinyl replacement windows, upgraded electrical service, decorative fireplaces & detached 2 car garage. could be packaged with MLS # R1635860.

  Mark DiVincenzo Listing by Chautauqua4Sale.com

  

  135 S Main St, Jamestown, NY 14701
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  /31

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,502 Sq Ft

  1184 Cassadaga Rd, South Dayton, NY 14138

  Located on 2 acres, this home features three bedrooms and one bathroom with a first-floor laundry room, metal roof, and a classic farmhouse character throughout. The spacious lot provides ample outdoor space for recreation, gardening, or future improvements. Conveniently situated in South Dayton, this property combines rural setting with functional living space. Needs some cosmetic updates. Taxes

  Tammy Hess-Schmitt Listing by Howard Hanna Holt - Fredonia

  

  1184 Cassadaga Rd, South Dayton, NY 14138
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  /37

  $425,000 Open House 11/01

  • 3 Beds
  • 2 Baths
  • 2,754 Sq Ft

  7 1st St, Westfield, NY 14787

  Welcome to 7 First Street in the Village of Westfield – a beautifully updated 3-bedroom, 2-bath home that blends historic charm with modern comfort. Step inside through the inviting entry hall and discover a thoughtfully designed first floor featuring a cozy parlor with a fireplace, a spacious living room, a private study, a formal dining room, and a gourmet kitchen. A newly remodeled full

  Rachel Willow Listing by Howard Hanna Holt - Mayville

  

  7 1st St, Westfield, NY 14787
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  /40

  $284,900

  • 5 Beds
  • 2 Baths
  • 1,936 Sq Ft

  3797 Bard Rd, Cassadaga, NY 14718

  Spacious and full of updates, this FIVE-bedroom, TWO-bath home is ready to move right in! Enjoy the convenience of a first-floor laundry and peace of mind with a new furnace, newer plumbing, and generator connections already in place. Out back, a massive detached garage offers endless possibilities — ideal for car enthusiasts, mechanics, hobbies, or extra storage. With plenty of room to spread

  Daryl Green Listing by Real Estate Advantage

  

  3797 Bard Rd, Cassadaga, NY 14718
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  /11

  $65,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  71 Myrtle St, Jamestown, NY 14701

  This generously sized duplex offers solid bones and great upside potential. The lower unit is currently occupied by a reliable, long-term tenant who is cooperative and eager to stay. The upper unit is vacant and ready for your finishing touches—spruce it up and bring in market-rate rent to maximize your return.Additional features include vinyl windows in both units, mostly original woodwork,

  Carolyn Lawson Listing by Property Sisters of Chautauqua, Inc.

  

  71 Myrtle St, Jamestown, NY 14701
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  /45

  $400,000

  • Land
  • 20.7 Acres
  • $19,324 per Acre

  157 Willow Rd, Dunkirk, NY 14048

  Up for sale is the site of the former O'Brocta Salvage Co. The property consists of 4 parcels totalling approximately 20 acres all within the Dunkirk City limits. This property is now zoned Residential. To use this property as a salvage business as it has been for the last 100 years, a firm offer would have to be in place and the current owners would have to apply to the Dunkirk Zoning Board for

  Richard Smith Listing by Howard Hanna Holt - Fredonia

  

  157 Willow Rd, Dunkirk, NY 14048
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  /25

  $65,000

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

  215 Hazzard St, Jamestown, NY 14701

  Don’t miss this fantastic opportunity to own a versatile 2-unit building in the vibrant City of Jamestown. Whether you're looking to expand your investment portfolio or live in one unit while renting out the other, this well-maintained property offers flexibility and income potential.Each unit features spacious layouts with 2 bedrooms, 1 full bathroom, generous living areas, and plenty of

  Gavin Parker Listing by Real Estate Advantage

  

  215 Hazzard St, Jamestown, NY 14701
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  /48

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,770 Sq Ft

  5299 Route 380, Sinclairville, NY 14782

  ENJOY BREATHTAKING FALL FOLIAGE from the hot tub on your massive front porch while living in the rolling hills of Chautauqua County, one of the most picturesque regions in NYS. Space and serenity meet in your dream home, where nearly 25 acres await the fortunate purchaser who is looking for peace and tranquility. This gorgeous 3,770-square-foot home comes with picture-perfect views overlooking a

  Brian Hillery Listing by HUNT Real Estate Corporation

  

  5299 Route 380, Sinclairville, NY 14782
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  /47

  $99,900

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  80 Stewart Ave, Jamestown, NY 14701

  Charming home on the westside of Jamestown, NY. This well-maintained home sits on a classic Jamestown brick street. The living room is spacious and features hardwood floors that flow into the dining room. The dining room can accommodate a large table. The eat-in kitchen is galley style that makes prepping meals easy. There is a nice mud and laundry room off the kitchen. The main floor also

  William Burley Listing by Century 21 Turner Brokers

  

  80 Stewart Ave, Jamestown, NY 14701
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  /17

  $56,999

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  504 W 8th St, Jamestown, NY 14701

  Very nice 3-4 Bedroom 2 Bath great for 1st home or investment... Not much needs to be done on this place ready to move in... Don't miss out on this one

  Stephen Trapani Listing by Walrod Realty

  

  504 W 8th St, Jamestown, NY 14701
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  /36

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  2737 Bentley Ave, Jamestown, NY 14701

  Charming & well-maintained Chautauqua Lakefront! Perfectly positioned at the entrance to the Chadakoin River, this home offers a front-row seat to relaxing boat watching in a no-wake zone. Launch your kayak right from your backyard and enjoy panoramic lake views from the serene porch setting. Inside you’ll find 3 bedrooms, 2 full baths, and year-round comfort. Lovingly cared for by the same

  Rick and Julia McMahon Listing by Real Estate Advantage

  

  2737 Bentley Ave, Jamestown, NY 14701
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  /21

  $129,900

  • 5 Beds
  • 2 Baths
  • 2,650 Sq Ft

  80 Highland Ave, Jamestown, NY 14701

  Welcome to 80 Highland Avenue, 5-bedroom multi-family home offering great updates and modern efficiency. Improvements high-efficiency windows, updated ceiling fans and vents, fresh paint throughout both units, and two new electrical panels with new meters and service line.The first-floor unit features new entry steps (front and side), an updated bathroom, and sliding doors that lead to

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  80 Highland Ave, Jamestown, NY 14701
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  /46

  $2,500,000

  • 8 Beds
  • 6.5 Baths
  • 4,750 Sq Ft

  5320 W Lake Rd, Mayville, NY 14757

  Welcome to your dream retreat on the water — a rare and expansive 89 feet of lakefront property offering the perfect blend of luxury, comfort, and versatility. Boasting 8 spacious bedrooms, 6.5 beautifully appointed bathrooms, and 2 full kitchens, this home is designed to accommodate large families, multi-generational living, or even a lucrative vacation rental opportunity. Breathtaking lake

  Karen Goodell Listing by ERA Team VP Real Estate

  

  5320 W Lake Rd, Mayville, NY 14757
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  /3

  $110,000

  • 1 Bed
  • 1 Bath
  • 1,144 Sq Ft

  26 Adams St, Jamestown, NY 14701

  *PACKAGE DEAL*Being sold as a package with 33 Hess St.Both properties have current long term tenants. Affordable and income producing!

  Troy Rinaldo Listing by Keller Williams Realty

  

  26 Adams St, Jamestown, NY 14701
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  /38

  $234,900

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  2887 Route 394, Ashville, NY 14710

  Chautauqua Lake Area Home – Centrally Located!Tucked between Lakewood and Route 86, this inviting 3-bedroom, 2-bath home offers both convenience and privacy. Surrounded by woods on three sides, the property provides a serene setting with seasonal views of Chautauqua Lake.Step inside to a spacious, open layout where the fully-applianced kitchen flows into a welcoming family room

  Rick and Julia McMahon Listing by Real Estate Advantage

  

  2887 Route 394, Ashville, NY 14710
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  /36

  $109,900

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  24 Meadow Ln, Jamestown, NY 14701

  Welcome to 24 Meadow Lane in Jamestown, NY! This charming 3-bedroom, 2-bath home offers a comfortable and functional layout designed for modern living. The main level features a spacious formal dining room, perfect for gatherings, and a convenient first-floor laundry area. Off the dining room, you'll find a versatile bonus room that can serve as a home office, playroom, or additional living

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  24 Meadow Ln, Jamestown, NY 14701
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  /41

  $85,000

  • 3 Beds
  • 1 Bath
  • 1,876 Sq Ft

  58 N Erie St, Mayville, NY 14757

  Location. Location. Location! Welcome to North Erie Street. Located on the main street of beautiful Mayville, NY. This 3-bedroom, 1-bath house is the perfect blank canvas. Walk into a huge kitchen with plenty of room for dining, cooking, and entertaining. 2 large living rooms allow for a cozy space to relax with a newly remodeled bathroom nearby. The bonus room on the first floor would make a

  Molly Brown Listing by EXP-Premier Listings Team

  

  58 N Erie St, Mayville, NY 14757
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  /3

  $49,900

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

  1061 E 2nd St, Jamestown, NY 14701

  PACKAGE DEAL 1- 1057 E 2ND ST 2 APARTMENTS OCCUPIED 48 HRS. NOTICE REQUIRED 2- 1059 E 2ND ST 2 APARTMANTS AND COMM SPACE VACANT3- 1061 E 2ND ST 4 APARTMENTS VACANT AND CONDEMNED 4-396 FALCONER ST VACANT LOT

  Gameel Omar Listing by Century 21 Turner Brokers

  

  1061 E 2nd St, Jamestown, NY 14701
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  /3

  $39,900

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft

  1059 E 2nd St, Jamestown, NY 14701

  PACKAGE DEAL 1- 1057 E 2ND ST 2 APARTMENTS OCCUPIED 48 HRS. NOTICE REQUIRED 2- 1059 E 2ND ST 2 APARTMANTS AND COMM SPACE VACANT3- 1061 E 2ND ST 4 APARTMENTS VACANT AND CONDEMNED 4-396 FALCONER ST VACANT LOT

  Gameel Omar Listing by Century 21 Turner Brokers

  

  1059 E 2nd St, Jamestown, NY 14701
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  /36

  $99,000

  • 6 Beds
  • 3 Baths
  • 2,316 Sq Ft

  131 Ivy St, Jamestown, NY 14701

  Discover the timeless charm of this 1890-built multi-family home, perfectly positioned near everything great that Jamestown has to offer. Spanning 2,316 sq ft with a 3 bed, 2 bath lower unit with a walk out basement (that could be converted into a 3rd unit) and a 3 bed, 1 bath upper unit makes this a great option as a starter home to house hack or as a high value addition to your investment

  Jeffery Mason Listing by Century 21 Turner Brokers

  

  131 Ivy St, Jamestown, NY 14701
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  /23

  $119,900

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  440 Superior St, Jamestown, NY 14701

  Welcome Home! Well maintained 4 bedroom home on westside of Jamestown. Exterior features two tier deck off sliding glass doors with fenced in back yard that's ideal. Large 2 car garage for all the cars/toys. First floor has large living room, formal dining room, first floor bedroom or office and a spacious kitchen. Second floor has 3 bedrooms and a full bathroom. Large carpeted attic for

  Taylor Bennett Listing by Keller Williams Realty

  

  440 Superior St, Jamestown, NY 14701
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  /30

  $55,900

  • 4 Beds
  • 2 Baths
  • 2,010 Sq Ft

  16 Pearl Ave, Jamestown, NY 14701

  Great investment opportunity on Jamestown’s Southside! This well-maintained two-unit multifamily property features two spacious 2-bedroom apartments that are move-in ready. Currently collecting $1,400 per month in rental income, this property is perfect for an investor looking to add steady cash flow or an owner-occupant seeking to live in one unit while renting out the other. Conveniently

  Alex Clark Listing by Century 21 Turner Brokers

  

  16 Pearl Ave, Jamestown, NY 14701
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  /48

  $620,000

  • 4 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  7777 Aldrich Hill Rd, Cherry Creek, NY 14723

  Modern farmhouse meets cabin in the woods! A private retreat nestled in Chautauqua County this 4 bedroom 2.5 bath home offers 2500+ square feet of peaceful living. First floor primary suite, a dedicated office space and the open concept living area offer both functionality and cozy charm. The oversized insulated 2 car garage features an epoxy covered floor with drain & is also equipped with

  Bonnie Nobles Listing by Howard Hanna WNY Inc.

  

  7777 Aldrich Hill Rd, Cherry Creek, NY 14723
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  /50

  $50,000

  • 5 Beds
  • 3 Baths
  • 3,288 Sq Ft

  805 W 5th St, Jamestown, NY 14701

  This 2-3 multi family needs some TLC. It would be a great investment property. It is close to National Comedy Center, Jamestown Ice Area & the downtown area. Sold as is.

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  805 W 5th St, Jamestown, NY 14701
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  /44

  $37,500

  • 5 Beds
  • 2 Baths
  • 1,808 Sq Ft

  44 Vega St, Jamestown, NY 14701

  This property features two separate living spaces, making it ideal for both investors and those looking for a multi-generational living option. If you're ready to roll up your sleeves and turn a fixer-upper into a gem, 44 Vaga Street is the project you've been waiting for. Don't miss out on this chance to invest in your future and make this house a home once again. Code has a violation on it call

  Heather Shea-Canaley Listing by ERA Team VP Real Estate

  

  44 Vega St, Jamestown, NY 14701

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