249

Homes for Sale near Poughkeepsie Middle School

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  • /41

    $899,000

    • 2 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    136 Hudson Pointe Dr, Poughkeepsie, NY 12601

    Perched directly on the Hudson River inside the gated community of Hudson Pointe, this exceptional end-unit residence delivers the kind of lifestyle rarely available in the Hudson Valley. Spanning over 3,400 square feet across three livable floors plus a finished attic loft, this is a home designed for those who value space, privacy, security, and unforgettable views.From the moment you

    DAVID DEBERARDINIS Serhant LLC

    136 Hudson Pointe Dr, Poughkeepsie, NY 12601
  • /50

    $700,000

    • 3 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    18 Millbank Rd, Poughkeepsie, NY 12603

    Experience refined living in this impeccably maintained brick contemporary ranch located in the Spackenkill School District. Featuring a spacious layout boasting 2800 sqft, the home offers an airy flow from room to room. High ceilings and abundance of windows & sunlight enhance the interior, while a stunning floor-to-ceiling travertine fireplace anchors the main living space with warmth and

    Michael LaMorte eXp Realty

    18 Millbank Rd, Poughkeepsie, NY 12603
  • /8

    $60,000

    • Land
    • 20,908 Sq Ft
    • $125,000 per Acre

    0 Route 9w Unit KEYH6287477, Lloyd, NY 12528

    Centrally located .48 acre lot on Rt. 9W just outside the quaint village of Highland. Lot is zoned GB and is situated next to a local bank, major fast food establishments, gas stations and assorted businesses.

    John Quinn Quinn Realty Group Inc

    0 Route 9w Unit KEYH6287477, Lloyd, NY 12528
  • /24

    $419,000

    • 4 Beds
    • 2 Baths

    42 Manitou Ave, Poughkeepsie, NY 12603

    South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two

    Dan Axtmann BHHS Hudson Valley Properties

    42 Manitou Ave, Poughkeepsie, NY 12603
  • /38

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 3,606 Sq Ft

    136 Rombout Rd, Pleasant Valley, NY 12569

    Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the

    Audrey Winslow Houlihan Lawrence Inc.

    136 Rombout Rd, Pleasant Valley, NY 12569
  • /4

    $89,900

    $10K PRICE DROP
    • Land
    • 28,749 Sq Ft
    • $136,212 per Acre

    0 Hillcrest Dr Unit KEY960221, La Grange, NY 12603

    A rare opportunity in one of LaGrange’s most established and desirable residential neighborhoods. This 0.66-acre vacant parcel offers the ideal setting to build the home you’ve been envisioning—surrounded by mature homes, quiet streets, and a true sense of community.The property provides a generous building envelope with room for a comfortable layout, outdoor living space, and the privacy

    Lisa Sgobbo Century 21 Alliance Rlty Group

    0 Hillcrest Dr Unit KEY960221, La Grange, NY 12603
  • /23

    $1,250,000

    • Land
    • 4.7 Acres
    • $265,957 per Acre

    134 Bellevue Rd, Highland, NY 12528

    Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

    Dominick Martorana Century 21 Alliance Rlty Group

    134 Bellevue Rd, Highland, NY 12528
  • /38

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 4,221 Sq Ft

    136 Rombout Rd, Poughkeepsie, NY 12603

    Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the

    Danielle Dropkin Houlihan Lawrence Inc.

    136 Rombout Rd, Poughkeepsie, NY 12603
  • /44

    $379,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,389 Sq Ft

    96 Creek Rd, Poughkeepsie, NY 12601

    Welcome to this fully renovated, move-in ready 3-bedroom, 1-bath home offering approximately 1,400 sq ft in the highly desirable Town of Poughkeepsie, located within the Hyde Park School District. This home has been tastefully updated from top to bottom, featuring modern finishes, a clean contemporary feel, and a layout that maximizes both space and functionality. Step inside to find bright,

    Arafat Ibrahim AI Realty Brokerage LLC

    96 Creek Rd, Poughkeepsie, NY 12601
  • /15

    $419,500

    Open Sun 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    146 Smith St, Poughkeepsie, NY 12601

    Fully remodeled colonial on large lot. Classic charm with modern upgrades. Legal 3-bedroom, 2-full bath home features a master walk-in closet and separate office. Perfect for buyers who value move-in readiness and versatile living space. Top-to-bottom remodel: new sewer line, electrical, plumbing, drywall, kitchen, bathrooms, tankless water heater and patioWhy We Love It:2 full bathrooms

    Ralph Harvey ListWithFreedom.Com

    146 Smith St, Poughkeepsie, NY 12601
  • /19

    $575,000

    $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,928 Sq Ft

    296 Mill St, Poughkeepsie, NY 12601

    Great opportunity to own a multi-family property in the heart of Poughkeepsie! Perfect for investors or owner-occupants. This turn-key, well-maintained property offers strong rental potential in an area with high rental demand. Conveniently located close to shops, restaurants, public transportation, and the Mid-Hudson Bridge, making it an ideal location for commuters and tenants alike. Schedule

    Yesenia Pagan Keller Williams Realty Partner

    296 Mill St, Poughkeepsie, NY 12601
  • /43

    $829,000

    $21K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,128 Sq Ft

    114 Hudson Pointe Dr, Poughkeepsie, NY 12601

    Welcome to 114 Hudson Pointe, an exceptional waterfront retreat offering the perfect blend of luxury, comfort, and scenic Hudson Valley living! This 3 bedroom Townhouse, lives like a 4, has 2 full and 2 half baths, spanning over 3,100 square feet and is thoughtfully designed to maximize both space, ample natural light and a front row seat to a North and South Hudson River view. From the moment

    Justin LaFalce KW MidHudson

    114 Hudson Pointe Dr, Poughkeepsie, NY 12601
  • /29

    $372,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    4 Delray Cir, Poughkeepsie, NY 12603

    Welcome to The Gables Community. Nothing to do but unpack your bags, this home is move in ready offering stylish updates and has been maintained meticulously. The bathrooms, roof and decks have all been recently updated (with in past 7 years). Single level living at its finest. The home is located on a low traffic cul-de-sac with no houses behind the home offering a back yard with peace and

    Jennifer VanAmburgh Agnes I Wager Realty Inc.

    4 Delray Cir, Poughkeepsie, NY 12603
  • /25

    $350,000

    $50K PRICE DROP
    • 6 Beds
    • 3 Baths

    95 Cannon St, Poughkeepsie, NY 12601

    EXCEPTIONAL investment opportunity in the heart of Poughkeepsie! Endless potential awaits within the newly established Poughkeepsie Innovation District (PID-B), offering exciting redevelopment possibilities. This designation may allow for conversion to a larger apartment building of five stories or more. Ideally positioned along the Main Street corridor, the property may also qualify for

    Ronald Green KW MidHudson

    95 Cannon St, Poughkeepsie, NY 12601
  • /29

    $639,000

    New Construction Open Sat 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,392 Sq Ft

    4 Corine Dr, Poughkeepsie, NY 12601

    Stunning New Construction Bi-Level in Town of Poughkeepsie. Welcome to this exceptional brand new construction bi-level home offering nearly 2,400 square feet of beautifully finished living space where contemporary design meets thoughtful craftsmanship. From the striking modern farmhouse curb appeal to the high-end finishes throughout, every detail of this home has been carefully curated for

    Rugesh Shah KW MidHudson

    4 Corine Dr, Poughkeepsie, NY 12601
  • /20

    $239,000

    • Land
    • 17,859 Sq Ft
    • $582,927 per Acre

    37 Carroll St, Poughkeepsie, NY 12601

    Opportunity awaits in the City of Poughkeepsie. This rare .41-acre parcel offers a unique blend of history and development potential in an area experiencing continued growth and revitalization. The property features an original early 19th century three-story barn/garage that once served as a horse stable, showcasing rich mahogany wood finishes throughout the interior. The structure offers

    Suzanne DeCosta

    37 Carroll St, Poughkeepsie, NY 12601
  • /47

    $594,999

    Open Sun 11AM - 1PM $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,809 Sq Ft

    1 Four Winds Dr, Poughkeepsie, NY 12603

    Recent transaction fell through which opens a new opportunity for you to own this turn-key home in the Arlington School District! This beautifully updated and meticulously maintained home is situated in one of the most desirable neighborhoods. The three full bathrooms are newly renovated and feature contemporary finishes and quality tile work. Enjoy the granite and custom woodwork throughout the

    Shaun Manning RE/MAX Prestige Properties

    1 Four Winds Dr, Poughkeepsie, NY 12603
  • /36

    $699,000

    Open Sun 12PM - 2:30PM $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,483 Sq Ft

    76 Rockledge Dr, Pleasant Valley, NY 12569

    A rare and very desirable combination of excellent location, community, privacy and classic styling. Set on 1.3 acres on a quiet, no-outlet subdivision of approximately 30 homes, this spacious and well maintained home is being offered by the original owners. The location is superb. The Taconic Parkway, high school, middle school, primary school, town library, grocery store and more are all within

    Dan Axtmann BHHS Hudson Valley Properties

    76 Rockledge Dr, Pleasant Valley, NY 12569
  • /25

    $459,000

    $91K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    303 Bridgeview Dr, Poughkeepsie, NY 12601

    Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

    Daniel Balassone VYLLA Home

    303 Bridgeview Dr, Poughkeepsie, NY 12601
  • /2

    $499,000

    • Land
    • 2.1 Acres
    • $237,619 per Acre

    0 Freedom Plains Rd Unit KEYH6306348, La Grange, NY 12603

    2+ COMMERCIAL ACRES ON ROUTE 55 IN TOWN OF LAGRANGE. CLOSE TO TSP, CITY OF POUGHKEEPSIE. MANY POSSIBILITIES.

    Graziano Tassone Tassone Realty Corp.

    0 Freedom Plains Rd Unit KEYH6306348, La Grange, NY 12603
  • /47

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,668 Sq Ft

    13 Hart Dr, Poughkeepsie, NY 12603

    The ultimate "great bones" opportunity! Buy low, then add value and personal style to this large family home with recent system updates and dated cosmetics that are ready for your 21st-century make-over. Update first or move right in and update at your own pace. It’s a fully functional 4BR/2.5Bth home with large rooms totaling 2,668sf over a full basement. The roof is approximately 6 years old,

    Allison Jaffe Key Real Estate Services, LLC

    13 Hart Dr, Poughkeepsie, NY 12603
  • /4

    $700,000

    • 9 Beds
    • 3 Baths
    • 3,828 Sq Ft

    50 Academy St, Poughkeepsie, NY 12601

    Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family

    Ginalea Healy K. Fortuna Realty, Inc.

    50 Academy St, Poughkeepsie, NY 12601
  • /26

    $399,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,572 Sq Ft

    8 Mildred Ave, Poughkeepsie, NY 12603

    Welcome to 8 Mildred Avenue! This well-maintained home offers the perfect blend of character, space, and convenience. Step inside to find bright living areas, hardwood floors, an updated kitchen with stainless steel appliances, and spacious rooms throughout. The formal dining room provides a great space for entertaining, while the large windows fill the home with natural light. Upstairs you'll

    Michael Cahill HomeSmart Homes & Estates

    8 Mildred Ave, Poughkeepsie, NY 12603
  • /50

    $590,000

    $40K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,907 Sq Ft

    14 Victor Ln, Poughkeepsie, NY 12601

    What if your electric bill simply disappeared? Tucked away on 1.2 private acres in the Town of Poughkeepsie, this spacious 2,907-square-foot Colonial offers a rare combination of privacy, energy efficiency, and room to grow. Surrounded by partially wooded scenery, bordering Sunnyside Park, and backed by protected land, this property delivers the peaceful setting many buyers dream about while

    Virginia Corbett eXp Realty

    14 Victor Ln, Poughkeepsie, NY 12601
  • /31

    $500,000

    • Land
    • 97.1 Acres
    • $5,149 per Acre

    TBD Lily Lake Rd, Highland, NY 12528

    A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate. At the heart of the property lies Lily Lake — a serene, private body of water

    John Quinn Quinn Realty Group Inc.

    TBD Lily Lake Rd, Highland, NY 12528
  • /14

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 201, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 201, Highland, NY 12528
  • /17

    $309,000

    $41K PRICE DROP
    • 3 Beds
    • 2 Baths

    10 Charles St, Poughkeepsie, NY 12601

    2 Family within walking distance to Metro North, the Main Street Restaurant District and the waterfront. Solid rental history with very low turnover. This home features separate utilities and a driveway for off street parking. Perfect for the investor or a live in one unit and rent out the other unit type situation.

    Jeffery Dolfinger Century 21 Hudson Valley Rlty.

    10 Charles St, Poughkeepsie, NY 12601
  • /3

    $2,500,000

    • Land
    • 39 Acres
    • $64,103 per Acre

    0 MacGhee Rd Unit KEY964415, Red Oaks Mill, NY 12603

    14.9 Acres with pond zoned RDF ~ Residential Flexible Density ~ ASCHD ~ Alternative Senior Citizen Housing District Overlay. Property had received preliminary approval for 26 residential lots. Also proposed Senior Citizen Overlay for 122 units.

    Robert Vitanza Rand Commercial

    0 MacGhee Rd Unit KEY964415, Red Oaks Mill, NY 12603
  • /22

    $445,000

    7 Gray St, Poughkeepsie, NY 12603

    Welcome to 7 Gray Street - a versatile duplex offering strong income potential and flexible living options in the heart of Poughkeepsie. This well-configured multi-family property features two spacious units, each offering 2 bedrooms, a full kitchen, and comfortable living space designed for everyday functionality. The thoughtful layout makes this property ideal for owner-occupants seeking rental

    Mizan Ayers THE AYERS GROUP LLC

    7 Gray St, Poughkeepsie, NY 12603
  • /29

    $409,000

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    4 Crestwood Blvd, Poughkeepsie, NY 12603

    Welcome to your move-in-ready sanctuary! This impeccably maintained Country Cape Cod offers a lifestyle of effortless comfort, perfectly positioned within the highly rated Arlington School District. Ideal for those looking to settle down or simplify, this home beautifully balances classic charm with modern sophistication.At the heart of the home is a high-end Martha Stewart kitchen,

    Michael Arrick United RE Hudson Valley Edge

    4 Crestwood Blvd, Poughkeepsie, NY 12603
  • /25

    $375,000

    $22K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,661 Sq Ft

    7 River Rd, Highland, NY 12528

    UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, Highland, NY 12528
  • /13

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 206, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 206, Highland, NY 12528
  • /17

    $449,999

    $20K PRICE DROP
    • 6 Beds
    • 2 Baths

    33 Manitou Ave, Poughkeepsie, NY 12603

    Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of

    Anesha Nesbitt eXp Realty

    33 Manitou Ave, Poughkeepsie, NY 12603
  • /5

    $100,000

    $15K PRICE DROP
    • Land
    • 5.1 Acres
    • $19,608 per Acre

    TBD Evy Chestnut Ln, Milton, NY 12547

    5.1 Acres Land for Sale – Milton, NY (Previously BOHA Build your dream home on this beautiful 5.1-acre parcel located in Milton, NY, within the Marlboro School District. Previously BOHA Underground electric available Approved for above-ground septic system Centrally located on a quiet, desirable road — close to local amenities, schools, and commuter routesThere is a stream on the property as

    Angela Chenery Century 21 Alliance Rlty Group

    TBD Evy Chestnut Ln, Milton, NY 12547
  • /30

    $165,000

    $14K PRICE DROP
    • Land
    • 3.02 Acres
    • $54,636 per Acre

    44 Vineyard Ave, Highland, NY 12528

    Gorgeous wooded 3 acre flag lot with view potential to the east and south. Great commuter location minutes from the NYC trains and the NYS Thruway. Driveway has been roughed in for you and the septic approval will need to be redone. Power and cable will be brought in around 350' by the seller. Excellent location for a full time or weekend home. Old stone walls line the southern and western edges.

    Bruce Stalnaker Coldwell Banker Village GreenN

    44 Vineyard Ave, Highland, NY 12528
  • /7

    $199,000

    • Land
    • 11 Acres
    • $18,091 per Acre

    TBD Hawleys Corners Rd, Highland, NY 12528

    11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

    Dawn Passante Coldwell Banker Village Green

    TBD Hawleys Corners Rd, Highland, NY 12528
  • /15

    $370,000

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,525 Sq Ft

    10 Lori St, Poughkeepsie, NY 12603

    3 Level 4 Bedroom 1.5 bath Split Level home on .32 acre lot in Town of Poughkeepsie! Huge Bow Window Illuminates 1st floor with plenty of natural light. Primary bedroom on 1st floor with plenty of closet space & door leading out to rear deck overlooking your private fenced in backyard. 2nd level includes 3 bedrooms & full bath. Lower level with family room & half bath. Conveniently located near

    Ernie Acampora River Realty Services, Inc.

    10 Lori St, Poughkeepsie, NY 12603
  • /14

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 106, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 106, Highland, NY 12528
  • /21

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    4 Tanglewood Ln, Poughkeepsie, NY 12603

    Perfection.......always sought after but rarely found. Sitting on 2 cul-de-sacs in a well-established neighborhood with municipal water and sewer is this bi-level home not to miss. This home, filled with natural light, has all of the high-level upgrades you are looking for. Open Floor Plan with a state-of-the-art kitchen, extensive, beautiful floors, amazing bathrooms and central air. Bio-fuel

    Bonnie Christman BHHS Hudson Valley Properties

    4 Tanglewood Ln, Poughkeepsie, NY 12603
  • /26

    $316,500

    • 3 Beds
    • 2.5 Baths
    • 1,455 Sq Ft

    21 Topaz Run, Poughkeepsie, NY 12603

    Welcome to this three bedroom, 2 1/2 bath townhome in Crystal Glen; a lovely townhome community tucked away amidst lush greenery and beautiful, mature trees, conveniently located in the Town of Poughkeepsie, minutes to the Poughkeepsie Metro-North train station. Each home in the community includes a one car garage. This home is 100% move-in ready, boasting brand new luxury vinyl plank flooring,

    Lori Rheingold

    21 Topaz Run, Poughkeepsie, NY 12603

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