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Poughkeepsie, NY Homes for Sale under $500,000

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  • /20

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,072 Sq Ft

    25 Park Ave, Poughkeepsie, NY 12603

    FULLY AVAILABLE ! Welcome HOME to 25 Park Ave – this adorable and well-maintained ranch-style home located in the Town of Poughkeepsie within the highly desirable Arlington School District, offering easy one-level living, this charming 3-bedroom, 1-bath home is perfect for first-time buyers, downsizers, or anyone seeking comfort, convenience, and character. Step inside to find a unique and

    Ronald Green KW MidHudson

    25 Park Ave, Poughkeepsie, NY 12603
  • /30

    $359,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    80 S Cherry St, Poughkeepsie, NY 12601

    Located in the heart of the vibrant Southside of Poughkeepsie, 80 S Cherry Street is the perfect blend of classic Colonial charm and modern-day upgrades. This beautifully updated 3-bedroom, 1.5-bath home is truly move-in ready and packed with features today’s buyers are searching for. Step inside and enjoy a functional, sun-filled layout designed for comfortable everyday living and entertaining

    Hamar Clarke Clarke Realty & Associates LLC

    80 S Cherry St, Poughkeepsie, NY 12601
  • /25

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    2304 Magnolia Walk, Poughkeepsie, NY 12603

    Beautiful, well-maintained 2-bedroom, 2.5-bath townhouse-style condominium located in the highly sought-after Fox Hill community. Conveniently situated in Poughkeepsie, just minutes from shops, restaurants, grocery stores, Vassar College, and all that the Arlington area has to offer. The main level features an open-concept kitchen and dining area, a laundry area, an updated half bath, and a

    Dave Longbard KW MidHudson

    2304 Magnolia Walk, Poughkeepsie, NY 12603
  • /6

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    20 Columbia St, Poughkeepsie, NY 12601

    Rare redevelopment opportunity in newly established Campus Development zoning district, providing areas for educational, research and development and health care uses. Corner lot situated adjacent to Route 9 exit ramp for easy access to and from Route 9. Exceptional location with neighboring properties consisting of Vassar Hospital and Optum Medical. Permitted uses include medical, office, studio

    Dan Axtmann BHHS Hudson Valley Properties

    20 Columbia St, Poughkeepsie, NY 12601
  • /28

    $355,460

    • 3 Beds
    • 1.5 Baths
    • 1,491 Sq Ft

    163 N Hamilton St, Poughkeepsie, NY 12601

    Welcome home to this absolutely stunning Colonial nestled in the city of Poughkeepsie, conveniently located just minutes from shopping, dining, and everyday amenities. Meticulously updated over the past five years, this move-in ready home offers the perfect blend of classic charm and modern comfort. Step inside to discover a warm and inviting first floor featuring a spacious living room and

    Wensley St Vil Century 21 KR Realty

    163 N Hamilton St, Poughkeepsie, NY 12601
  • /25

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,874 Sq Ft

    208 S Grand Ave, Poughkeepsie, NY 12603

    Step into timeless charm with this 3 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to

    James Mitchell Exit Realty Connections

    208 S Grand Ave, Poughkeepsie, NY 12603
  • /15

    $349,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,760 Sq Ft

    32 Arnold Blvd, Poughkeepsie, NY 12603

    Don't miss this beauty on the Southside of Poughkeepsie - on a tree-lined street is this Charming Cottage Style Cape Cod. This home is one of the original homes on the street - currently owned by the original family. This home has an updated kitchen, a big back deck, an enclosed side porch, and a fully fenced backyard. The home has a brick fireplace (currently not used). Semi-finished upper

    Bonnie Christman BHHS Hudson Valley Properties

    32 Arnold Blvd, Poughkeepsie, NY 12603
  • /28

    $499,500

    • 4 Beds
    • 2 Baths
    • 2,050 Sq Ft

    30 Orchard Park, Poughkeepsie, NY 12603

    Beautiful colonial located in the Town of Poughkeepsie within the Arlington School District. Set on a picture-perfect level homesite with mature landscaping, this well-maintained home offers the perfect blend of comfort, character, and convenience. The inviting floor plan features a spacious kitchen that seamlessly connects to the dining area and living room, creating an ideal space for everyday

    TINA TOWNSEND BHHS Hudson Valley Properties

    30 Orchard Park, Poughkeepsie, NY 12603
  • /34

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 2,128 Sq Ft

    36 Forbus St, Poughkeepsie, NY 12601

    Perched slightly above the street on one of Poughkeepsie’s most desirable residential blocks, this classic Craftsman offers the perfect blend of character, privacy, and modern updates. The elevated setting creates a peaceful sense of separation from the street, making the home feel like a private retreat.Outdoor living truly shines here with two inviting porches, front and back plus a shaded

    Megan Krusen eXp Realty

    36 Forbus St, Poughkeepsie, NY 12601
  • /18

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    21 Parkwood Blvd, Poughkeepsie, NY 12603

    Pre-war 1920 Colonial seeks imagination and skill to restore it back to its classic self. Located in a like-kind and tight-knit neighborhood where neighbors genuinely watch out for each other. Situated less than three minutes from Vassar College. The main level has bright and spacious living room with a fireplace, dining room, kitchen and half bath. Transition upstairs to find built-in’s, 3

    Kimberly Cannizzaro Century 21 Alliance Rlty Group

    21 Parkwood Blvd, Poughkeepsie, NY 12603
  • /8

    $399,000

    $149K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    45 Delafield St, Poughkeepsie, NY 12601

    Two family duplex located in the City of Poughkeepsie, separate utilities. This brick structure has a one car garage with a cute rear yard and plenty of parking which is a big deal in this area. Come see this multi-family home. Please be kind to the tenants. Back on the market, fully available!

    Kimberlee Markarian BHHS Hudson Valley Properties

    45 Delafield St, Poughkeepsie, NY 12601
  • /32

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    12 Ronnie Ln, Poughkeepsie, NY 12601

    Situated on a cul-de-sac in highly sought-after Country Club Estates, this contemporary elevated ranch perfectly blends style and design for enhanced privacy and impressive views. The expansive front porch extends the full length of the home, and lends to the clean architectural lines while providing the perfect spot for quiet morning coffees or bustling family gatherings! The main living area

    June Kiesbye BHHS Hudson Valley Properties

    12 Ronnie Ln, Poughkeepsie, NY 12601
  • /25

    $394,900

    $15K PRICE INCREASE
    • 3 Beds
    • 1 Bath
    • 1,816 Sq Ft

    309 Hooker Ave, Poughkeepsie, NY 12603

    This beautiful side hall colonial is located in the City of Poughkeepsie and has been meticulously maintained. Pride of ownership shows throughout this charming home. The first floor features a large living room with a brick fireplace and an oversized dining room with loads of natural light. The home has original hardwood floors throughout, some are carpeted. The kitchen has updated appliances

    JEFFREY COLTON Jeff S. Colton

    309 Hooker Ave, Poughkeepsie, NY 12603
  • /25

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    59 Carriage Hill Ln, Poughkeepsie, NY 12603

    Welcome home to this spacious 4-bedroom, 2.5-bathroom single-family home where natural light pours through every room and hardwood floors flow seamlessly across both the first and second floors. Whether you're hosting gatherings or enjoying a quiet evening, this home delivers the space and warmth you've been searching for.The thoughtfully designed layout offers generous living areas, while

    Rebecca Marino Corcoran Country Living

    59 Carriage Hill Ln, Poughkeepsie, NY 12603
  • /10

    $475,000

    $25K PRICE DROP

    34 Hoffman St, Poughkeepsie, NY 12601

    Turn key mixed use property located in a prime waterfront location in Poughkeepsie. Discover the income potential of this well maintained mixed use property located within minutes to Marist University, Culinary Institute of America, Hudson River and Route 9. Ground floor features a commercial space currently rented out to church office offering a quiet and stable tenant with community ties. The

    GABRIEL PEREZ Century 21 Alliance Rlty Group

    34 Hoffman St, Poughkeepsie, NY 12601
  • /22

    $389,000

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft

    45 Sheraton Dr, Poughkeepsie, NY 12601

    Welcome home to this beautifully updated 4-bedroom, 1-bath Cape nestled in the highly sought-after Spackenkill School District. This move-in-ready home offers a perfect blend of charm, comfort, and convenience, featuring updated finishes, spacious living areas, and a flexible floor plan to accommodate a variety of lifestyles.Enjoy a bright and inviting interior with generously sized bedrooms,

    Amanda Wilcox eXp Realty

    45 Sheraton Dr, Poughkeepsie, NY 12601
  • /30

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft

    84 Sleight Plass Rd, Poughkeepsie, NY 12603

    Welcome to 84 Sleight Plass! One level living at its finest! A charming and well-maintained Ranch nestled on a beautiful, level almost half acre lot in the heart of LaGrange within the Arlington School District. Offering 3 bedrooms, 2 full bathrooms, and almost 1600 finished SQFT of living space, this home combines classic character with thoughtful updates and everyday functionality. Step inside

    Justin LaFalce KW MidHudson

    84 Sleight Plass Rd, Poughkeepsie, NY 12603
  • /10

    $295,000

    • 3 Beds
    • 1 Bath

    41 Gifford Ave, Poughkeepsie, NY 12601

    Opportunity awaits with this solid brick 3-family property in the City of Poughkeepsie. Featuring three separate units, this income-producing property offers excellent potential for investors or owner-occupants looking to build equity. The building retains its classic brick exterior and strong presence while offering the chance to add value through updates and improvements. Property needs some

    Josephine Diego K. Fortuna Realty, Inc.

    41 Gifford Ave, Poughkeepsie, NY 12601
  • /19

    $425,000

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

    94 Academy St, Poughkeepsie, NY 12601

    Centrally located City of Poughkeepsie multi-family featuring two spacious 3 bedroom units. Second floor unit includes renovated kitchen & bathroom, new flooring throughout & new furnace. Separate utilities w/gas furnaces & electric water heaters. Front porches and fenced backyard for outdoor enjoyment. Located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront

    Dan Axtmann BHHS Hudson Valley Properties

    94 Academy St, Poughkeepsie, NY 12601
  • /37

    $459,000

    • 4 Beds
    • 2 Baths

    21 Lent St, Poughkeepsie, NY 12601

    BACK ON THE MARKET!!! Welcome to 21 Lent Street, a beautifully renovated two-family home in Poughkeepsie’s College Hill neighborhood offering turnkey living and excellent investment potential. Each spacious unit features two bedrooms and a full bath, brand-new kitchens, updated flooring, and modern finishes throughout. Recent upgrades include all-new siding, a new roof, updated plumbing and

    Hamar Clarke Clarke Realty & Associates LLC

    21 Lent St, Poughkeepsie, NY 12601
  • /34

    $468,500

    • 4 Beds
    • 2 Baths
    • 2,800 Sq Ft

    12 High Ridge Rd, Poughkeepsie, NY 12603

    BEAUTIFUL RENOVATED RANCH WITH OPEN FLOW FLOOR PLAN PERFECT FOR ENTERTAINING, NEW KITCHEN WITH GRANITE COUNTERS, STAINLESS STEEL APPLIANCES, AND TILE FLOOR- NICE AND BIG WITH PLENTY OF COUNTER SPACE AND LOTS OF CABINETRY FOR THOSE THAT LOVE TO COOK. BRIGHT SPACIOUS LIVING ROOM ,AND LARGE PICTIURE WINDOW TO LET THE NATURAL LIGHT SHINE IN. COMFORTABLY SIZED MASTER BEDROOM WITH MASTER BATH. HARDWOOD

    Margaret Gaines Century 21 Hudson Valley Rlty.

    12 High Ridge Rd, Poughkeepsie, NY 12603
  • /19

    $419,900

    • 5 Beds
    • 3 Baths

    23 Virginia Ave, Poughkeepsie, NY 12601

    Nice two-family located on the Southside of Poughkeepsie, steps away from Poughkeepsie High School. First Floor: The set up of the home is a 2-bedrooms FDR, LR, family room, laundry area, kitchen with additional room, one bath, laundry hook-ups and access to back yard. 2nd Floor: 2-bedroom, dining room, 1 bath, kitchen and additional room. 3rd floor: Attic area is finished and can be used by

    Michelle Ayala BHHS Hudson Valley Properties

    23 Virginia Ave, Poughkeepsie, NY 12601
  • /16

    $375,000

    $25K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    10 Mahar Dr, Poughkeepsie, NY 12601

    Opportunity awaits in this 3-bedroom, 2 full and 1 half bath raised ranch located in Poughkeepsie within the Hyde Park School District. Offering approximately 1,922 square feet of living space on a .38-acre lot, this home provides solid space, a functional layout, and plenty of potential for the next owner to make it their own. The home features multiple living areas, spacious bedrooms, a

    Vito Rullo K. Fortuna Realty, Inc.

    10 Mahar Dr, Poughkeepsie, NY 12601
  • /50

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    8 Beekman St, Poughkeepsie, NY 12601

    Welcome to 8 Beekman Street, a charming and beautifully maintained 3-bedroom, 2.5-bath home in the heart of Poughkeepsie offering timeless character, generous living space, and an incredible oversized property. From the inviting enclosed front porch to the stunning original woodwork, gleaming hardwood floors, arched details, and warm natural light throughout, this home perfectly blends classic

    Hamar Clarke Clarke Realty & Associates LLC

    8 Beekman St, Poughkeepsie, NY 12601
  • /15

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    621 Sheafe Rd Unit 162, Poughkeepsie, NY 12601

    Welcome to easy, low maintenance living in desirable Camelot Village! This beautifully updated 3 bedroom, 2 bathroom home offers comfort, convenience, and modern upgrades, all within the highly regarded Wappingers Central School District. From the moment you arrive, you'll appreciate the attractive curb appeal, private driveway with parking for up to 3 vehicles, and spacious yard complete with a

    Kewin Garabito eXp Realty

    621 Sheafe Rd Unit 162, Poughkeepsie, NY 12601
  • /18

    $299,999

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths

    13 Hooker Ave, Poughkeepsie, NY 12601

    Charming duplex located on Poughkeepsie's South Side, this home is just steps from parks, schools, and local shops. Easy access to Route 9, I-84, and Metro-North for commuters.Perfect for rental income or off set your mortgage by living in one unit while renting the other!

    Kali Markowski K. Fortuna Realty, Inc.

    13 Hooker Ave, Poughkeepsie, NY 12601

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