259

Homes for Sale near Holy Trinity School

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  • /17

    $490,000

    • 6 Beds
    • 3 Baths

    39 Delafield St, Poughkeepsie, NY 12601

    3-unit triplex, Southside Poughkeepsie location! Separate utilities except for electric. 2 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 2 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station, restaurants and schools. Contact for

    Gregory Pikor Inspire Realty

    39 Delafield St, Poughkeepsie, NY 12601
  • /33

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    44 Brookland Farms Rd, Poughkeepsie, NY 12601

    PRICE REDUCED! Gorgeous 4br colonial in Country Club Estates in the Town of Poughkeepsie. This beautiful home boasts formal living room and dining room, large eat in kitchen, and an entertainment room with cathedral ceilings, skylights, and gas fireplace. The enclosed porch is the perfect indoor/outdoor living space. Primary bedroom en suite with private half acre yard. Close to malls, metro

    Lance Pahucki RE/MAX Town & Country

    44 Brookland Farms Rd, Poughkeepsie, NY 12601
  • /32

    $309,900

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    35 Fallkill Ave, Poughkeepsie, NY 12601

    2 bedroom colonial within minutes from all, including Dutchess Community College, Marist, Shopping, Historical sites, Walk over the Hudson, etc. This property offers numerous recent upgrades and improvements ensuring comfort, functionality and long-term value. Updates include: Electric 220 and breaker box with enhanced electrical capacity, electric hot water heater, electric baseboard heat for

    Joan Sanford BHHS Hudson Valley Properties

    35 Fallkill Ave, Poughkeepsie, NY 12601
  • /42

    $545,000

    • 4 Beds
    • 2.5 Baths
    • 2,702 Sq Ft

    18 Lockhart Ln, Highland, NY 12528

    Huge and handsome Colonial boasts an expansive rocking chair front porch overlooking spectacular gardens, paver patio & walkways and delightfully lush landscape. Impress your guests with a double door entry to a grand foyer showcasing a bright, spacious floor plan with tremendous room sizes and plenty of space for entertaining or large or extended family. Beautiful Granite Chef's kitchen

    Susan Todd BHHS Hudson Valley Properties

    18 Lockhart Ln, Highland, NY 12528
  • /19

    $300,000

    • 4 Beds
    • 1 Bath
    • 1,452 Sq Ft

    6 Fox Terrace, Poughkeepsie, NY 12603

    Welcome to 6 Fox Terrace, a charming 4-bedroom, 1-bathroom single-family home nestled in the heart of Poughkeepsie, NY. Built in 1910, this 1,452 sq ft residence effortlessly blends historic character with modern potential. Step inside to a warm and inviting atmosphere, ideal for creating lasting memories. The spacious living areas offer ample room for both relaxation and entertaining, while the

    Kerri Stretch Howard Hanna Rand Realty

    6 Fox Terrace, Poughkeepsie, NY 12603
  • /16

    $100,000

    • Land
    • 5 Acres
    • $18,797 per Acre

    0 Harley Tucker Hill, Haviland, NY 12601

    This breathtaking BOH approved parcel is one of the highest points in Dutchess County. Land is currently being used as a sugar shack (shack and contents do not convey. Shack only may be negotiable). Close to Greenfields and Peach Hill Parks, Eleanor Roosevelt National Historic Site, Hyde Park Soccer Stadium, Richard L. Skimin Memorial Baseball Fields, gas stations and eateries. Please stay on

    Kathleen Rafferty RE/MAX Benchmark Realty Group

    0 Harley Tucker Hill, Haviland, NY 12601
  • /18

    $99,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    179 Van Wagner Rd Unit 61, Poughkeepsie, NY 12603

    Charming 2 Bed, 1 Bath Single Wide Mobile Home in Manor Hill Mobile Home Park – Spacious Lot with Two Porches!Welcome to your next home in the peaceful and well-maintained Manor Hill Mobile Home Park! This 2-bedroom, 1-bath mobile home offers comfort, convenience, and charm on a nicely sized lot—perfect for those seeking a relaxed lifestyle in a friendly community.Step inside to a cozy yet

    BRIDGET CAPAWANA Exit Realty Connections

    179 Van Wagner Rd Unit 61, Poughkeepsie, NY 12603
  • /21

    $359,900

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    10 van Wyck Dr, Poughkeepsie, NY 12601

    Charming Ranch-Style Home in Prime Poughkeepsie LocationDiscover this inviting 3-bedroom, 1-bathroom ranch-style home, bright comfortable living space on the inside and lovely open yard space outside. Residence features recent upgrades, including new siding and windows, both backed by a transferable lifetime warranty.The home boasts a generous-sized addition that includes a family room and

    Britney Maddock K. Fortuna Realty, Inc.

    10 van Wyck Dr, Poughkeepsie, NY 12601
  • /25

    $167,000

    • 1 Bed
    • 1 Bath
    • 925 Sq Ft

    1115 Cherry Hill Dr, Poughkeepsie, NY 12603

    This beautifully maintained unit offers a comfortable and contemporary living space with baseboard heating and window AC units. The dining area features a versatile Murphy bed, which the owner is including in the sale, making it perfect for accommodating guests. The spacious living room opens to a private terrace through a large sliding door, inviting plenty of natural light. The bedroom, updated

    Hector Algarin Opulence Realty Group

    1115 Cherry Hill Dr, Poughkeepsie, NY 12603
  • /35

    $548,000

    • 5 Beds
    • 5 Baths
    • 2,382 Sq Ft

    20-22 Milton Ave, Highland, NY 12528

    Move-in ready and close to all the best amenities: This spacious two-unit Victorian in the heart of the village of Highland is just steps from popular restaurants and shops, and only minutes by car or bicycle to the Walkway Over the Hudson, New Paltz, and NYC-bound Metro-North service at Poughkeepsie. The first-floor unit features 2 bedrooms, 1 bath, a private deck, and 2 separate entrances,

    Hayes Clement Compass Greater New York, LLC

    20-22 Milton Ave, Highland, NY 12528
  • /11

    $255,000

    • 3 Beds
    • 1.5 Baths
    • 1,666 Sq Ft

    102 E Cedar St, Poughkeepsie, NY 12601

    Investors, take note! This is a prime opportunity to jump into a full renovation-no demo cleanup needed, it's already been cleared for you. With preliminary floor plan in place, this property is a blank canvas ready for your next big project. Excellent area, close to Marist and Dutchess, the Culinary Institute and much more.

    Angela Paul Century 21 Alliance Rlty Group

    102 E Cedar St, Poughkeepsie, NY 12601
  • /9

    $105,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    37 Bircher Ave Unit 4, Poughkeepsie, NY 12601

    This updated 2-bedroom mobile home located in the quiet Valley Forge Community in Hyde Park is in turn-key condition. Only 4 miles from Poughkeepsie, this family neighborhood provides a quiet setting with easy highway access and buses/trains close by for commuters. Close to shopping, restaurants, hospitals and schools. State parks and historic sites provide lots of options for your free time.

    Darice Joerman Garden Homes Management

    37 Bircher Ave Unit 4, Poughkeepsie, NY 12601
  • /49

    $559,900

    • 3 Beds
    • 2.5 Baths
    • 2,681 Sq Ft

    9 Lisa Dr, Highland, NY 12528

    Charming and Spacious Raised Ranch in Prime Highland Location!Nestled on a picturesque one-acre lot at the beginning of a tranquil cul-de-sac in desirable Highland, New York, this extremely well-maintained raised Ranch offers an exceptional opportunity for comfortable and stylish living. Situated in a very highly thought of school district, this home boasts 2,681 square feet of thoughtfully

    Salvatore Trapani Summerset Realty

    9 Lisa Dr, Highland, NY 12528
  • /27

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,706 Sq Ft

    17 Thornwood Dr, Poughkeepsie, NY 12603

    This beautifully and recently updated mid-century ranch blends timeless design with modern amenities, offering the perfect balance of comfort and style. Set on a tree-lined lot, the home is a true retreat, complete with a sparkling in-ground pool and secluded outdoor spaces ideal for entertaining or relaxing in peace.Inside, clean lines, large windows, and living spaces that flow perfectly define

    Nicholas Bucci K. Fortuna Realty, Inc.

    17 Thornwood Dr, Poughkeepsie, NY 12603
  • /18

    $380,000

    • 7 Beds
    • 3 Baths

    10 Lexington Ave, Poughkeepsie, NY 12601

    Welcome to 10 Lexington Ave, a fantastic two-family home situated on a quiet one-way street in the heart of Poughkeepsie! This versatile property features a spacious 5-bedroom, 2-bath unit and a comfortable renovated 2-bedroom, 1-bath unit, making it an excellent opportunity for investors or owner-occupants looking for additional rental income. Convenience is key—this home is located directly

    Jose Cruz Douglas Elliman Real Estate

    10 Lexington Ave, Poughkeepsie, NY 12601
  • /40

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    21 Overlook Rd, Poughkeepsie, NY 12603

    Look no further, this is a truly charming home built in 1812, seamlessly blending historic character with modern conveniences. This beautifully maintained property features an expansive lawn, vibrant flower gardens, and a welcoming new covered porch perfect for relaxing afternoons. Inside, you’ll find plenty of daylight streaming through the many windows, highlighting the warmth and elegance of

    Robyn Tricinelli Century 21 Alliance Realty Grp

    21 Overlook Rd, Poughkeepsie, NY 12603
  • /19

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    29 Oakes Rd, Highland, NY 12528

    An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks. the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, this unique offering includes five individual parcels, presenting a blend of natural beauty, development potential, and historic charm. At the heart of the property is a c.1840s two

    Anthony DeGelormo Century 21 Alliance Rlty Group

    29 Oakes Rd, Highland, NY 12528
  • /22

    $235,000

    • 4 Beds
    • 1 Bath
    • 1,280 Sq Ft

    10 Grant St, Poughkeepsie, NY 12601

    Welcome to this charming two-story home nestled in the heart of Poughkeepsie's historic College Hill neighborhood. This 4-bedroom, 1-bathroom residence offers 1,280 square feet of comfortable living space, perfect for owner-occupied buyers or investors seeking a promising opportunity. The home features a classic layout with ample natural light, providing a warm and inviting atmosphere. The

    Michael Cahill HomeSmart Homes & Estates

    10 Grant St, Poughkeepsie, NY 12601
  • /40

    $789,000

    • 4 Beds
    • 4 Baths
    • 3,500 Sq Ft

    9 Ridgeline Dr, Poughkeepsie, NY 12603

    Luxury living at its finest. Quality craftsmanship in this 4 bedroom, 3.5 bath custom colonial, located in highly desirable Hills at Lagrange. Gourmet kitchen w/center island, granite counters, stainless appliances and breakfast nook flows seamlessly to sunken family room w/fireplace. Formal living room/dining room combo creates the ideal layout for entertaining. Conveniently located first floor

    Dan Axtmann BHHS Hudson Valley Properties

    9 Ridgeline Dr, Poughkeepsie, NY 12603
  • /50

    $585,000

    • 4 Beds
    • 2 Baths
    • 2,230 Sq Ft

    163 Smith Rd, Poughkeepsie, NY 12603

    Welcome to 163 Smith Road – an immaculately maintained home located in the Town of Lagrange, within the highly sought-after Arlington Central School District. Featuring 4 bedrooms and 2 beautifully updated full baths, this home is set privately at the end of a long driveway offering peace, seclusion, and a true retreat feel - all while being just minutes from everyday conveniences. Inside,

    Jennifer Amicucci

    163 Smith Rd, Poughkeepsie, NY 12603
  • /40

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,672 Sq Ft

    125 South Ave, Poughkeepsie, NY 12601

    Welcome to this well-maintained 2-family townhome style, side by side offering exceptional space, comfort, and convenience. Each unit features 2 generously sized bedrooms and 1 full bath, with a bright and airy layout perfect for modern living. Enjoy the convenience of separate utilities and private laundry setups, ensuring maximum privacy and flexibility for owners and tenants alike. The home is

    CHRISTOPHER HARDISTY Sams Realty

    125 South Ave, Poughkeepsie, NY 12601
  • /48

    $985,000

    • 4 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    79 Victor Dr, Poughkeepsie, NY 12603

    This stunning residence lives like a 6-bedroom masterpiece, featuring 4.5 completely renovated bathrooms and expansive living spaces spanning an impressive 4,200 square feet, designed for both grand entertaining and relaxed everyday elegance. A spectacular estate home nestled in one of the area's most prestigious neighborhoods- the upscale Vista Ridge community, where luxury, privacy, and

    Justin Pieragostini Coldwell Banker Realty

    79 Victor Dr, Poughkeepsie, NY 12603
  • /26

    $365,000

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    16 Nied Dr, Pleasant Valley, NY 12569

    Welcome to this charming one level cape cod style home nestled in the heart of Pleasant Valley in the desirable Arlington School District. This property features hardwood floors throughout, an updated kitchen with stainless steel appliances and granite countertops, spacious living room that boasts a cozy fireplace that creates a warm and inviting atmosphere ready to entertain. The large dining

    ABBY JOSIAH KW MidHudson

    16 Nied Dr, Pleasant Valley, NY 12569
  • /14

    $99,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    621 Sheafe Rd Unit 123, Poughkeepsie, NY 12601

    Great opportunity to own this 3 bedroom 1 bath manufactured home in Camelot Village! Conveniently located near local shopping, restaurants, schools, Metro North and so much more! Spacious open floor plan with living room, kitchen and dining area. Three bedrooms and one full bath, with an extra office or room for storage. An outdoor patio in the back for offers privacy. A nice deck entrance

    CAROL LYNNE PENTA K. Fortuna Realty, Inc.

    621 Sheafe Rd Unit 123, Poughkeepsie, NY 12601
  • /6

    $30,000

    • Land
    • 0.07 Acre
    • $428,571 per Acre

    202 N Hamilton St, Poughkeepsie, NY 12601

    Building lot in the city of Poughkeepsie ready to be built on. A house was taken down on the lot. A two-family house is permitted. This is in the Walkway-Gateway District zoning.

    Patricia Hogan BHHS Hudson Valley Properties

    202 N Hamilton St, Poughkeepsie, NY 12601
  • /34

    $935,000

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft

    47 Dartmouth Dr, Poughkeepsie, NY 12603

    Check out this beautifully crafted home with well-appointed interior finishes offering 5 Bedrooms and 3.5 full Baths. The oversized kitchen island is the perfect centerpiece for entertaining. Just off the kitchen and perfect for those large gatherings is the great room, its massive size offers the perfect setting for relaxation with its cozy linear fireplace and ample natural light and vaulted

    Alicia Goldman Christie's Int. Real Estate

    47 Dartmouth Dr, Poughkeepsie, NY 12603
  • /13

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    10 Fox Terrace, Poughkeepsie, NY 12603

    Excellent investment! Investors take note! Legal 2 Family home. Live in and other unit pays your taxes or mortgage. This 2 family has been totally renovated interior and exterior. Large covered front porch and railings. Appliances all new. Update and new Windows. Spacious floor plan through out each unit. Beautiful new flooring. Off street parking, tandem style driveway and on street parking.

    Lynn Simmons Dixon Smith Realty

    10 Fox Terrace, Poughkeepsie, NY 12603
  • /30

    $397,000

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft

    1 Jefferson Rd, Poughkeepsie, NY 12603

    Welcome to this charming split-level home nestled in the heart of the Town of LaGrange! Featuring 3 bedrooms and 1 full bath, this well-maintained home offers a finished basement—perfect for a family room, home office, or gym. The kitchen boasts an island set next to a formal dining room, ideal for everyday living and entertaining. Set on a spacious fenced corner lot, the property offers plenty

    JOANN KRIEGER K. Fortuna Realty, Inc.

    1 Jefferson Rd, Poughkeepsie, NY 12603
  • /47

    $699,000

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

    18 Millbank Rd, Poughkeepsie, NY 12603

    Welcome to 18 Millbank Road. This beautifully designed four-sided brick home offers the perfect blend of style, comfort, and functionality—all with the convenience of one-level living. The spacious open floor plan creates a seamless flow between living areas, ideal for both everyday living and entertaining. At the heart of the home, the living room features a dramatic floor-to-ceiling travertine

    Jo-Ann Campagiorni

    18 Millbank Rd, Poughkeepsie, NY 12603
  • /22

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft

    46 High Acres Dr, Poughkeepsie, NY 12603

    Opportunity knocks! This lovely 3 bed 1 bath split-level home is ideally located in Scenic Hills, one of the areas most convenient and centrally located neighborhoods, just minutes from many local amenities. The home features a functional layout with hardwood floors throughout, a bright living room with fireplace and bay windows, a kitchen leading to back yard, and an addition built off the side

    Ryan Arket Compass Greater NY, LLC

    46 High Acres Dr, Poughkeepsie, NY 12603
  • /35

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,172 Sq Ft

    224 Manchester Rd, Poughkeepsie, NY 12603

    Welcome to your next chapter in the heart of the Town of Poughkeepsie. Conveniently tucked into the sought-after Arlington School District, this lovingly updated 4-bedroom Cape sits gracefully on a beautifully landscaped corner lot. Framed by a blooming magnolia tree that warmly welcomes you home each season, and a newly poured walkway -- you will fall in love before you even step inside. Upon

    Virginia Corbett eXp Realty

    224 Manchester Rd, Poughkeepsie, NY 12603
  • /33

    $464,900

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

    6 Smith Terrace, Highland, NY 12528

    Discover the perfect blend of modern style, flexible living, and serene surroundings in this beautifully updated ranch-style home, ideally located in the scenic town of Highland. Offering 1,728 sq ft of thoughtfully designed space, this 4-bedroom, 3-bathroom gem includes a fully legal 1-bedroom accessory apartment—making it as functional as it is stunning.From the moment you arrive, you’ll be

    Virginia Corbett eXp Realty

    6 Smith Terrace, Highland, NY 12528
  • /27

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,606 Sq Ft

    1 Kennedy Rd, Poughkeepsie, NY 12601

    Tastefully updated 4 bedroom, 2 bathroom cape cod perfectly sited on large corner lot. Chef's delight kitchen features six burner gas range, soapstone counters, stainless appliances and abundant cabinetry. Formal dining room flows seamlessly to living room with stone fireplace and charming built-ins. Attractive floor plan features two first floor bedrooms and full bathroom plus two second floor

    Dan Axtmann BHHS Hudson Valley Properties

    1 Kennedy Rd, Poughkeepsie, NY 12601
  • /17

    $329,000

    • 3 Beds
    • 2.5 Baths
    • 1,121 Sq Ft

    37 Maple Ave, Highland, NY 12528

    Freshly redone, Colonial style house 1,000 feet to the Hudson & Highland Landing Park. The open floor plan downstairs gives that airy fresh touch. Beautiful all new kitchen and appliances. Lots of windows. Upstairs, 3 spacious bedrooms and 2 full bathrooms. Make this opportunity your home and enjoy the beauties of the Hudson and this sweet contemporary home.

    Meyer Stoessel Keller Williams Hudson Valley

    37 Maple Ave, Highland, NY 12528
  • /43

    $250,000

    • 4 Beds
    • 2.5 Baths
    • 2,488 Sq Ft

    56 Hooker Ave, Poughkeepsie, NY 12601

    Welcome to 56 Hooker Ave, where history meets opportunity in this grand 1910 home. Just a block from the historic district on a serene, tree-lined street of stately residences, this property offers an incredible canvas for your dream home. With floor plans totaling 3,566 sq. ft., including the 3rd level, this expansive house offers endless possibilities across multiple levels, perfect for

    Vlora Sejdi HomeSmart Homes & Estates

    56 Hooker Ave, Poughkeepsie, NY 12601
  • /27

    $849,000

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

    45 Manor Dr W, Poughkeepsie, NY 12603

    New construction Colonial in the city of Lagrange, and the Arlington School District and close proximity to NYC. This contemporary/Colonial home has charm and elegance, with open concept floorplan. Gourmet kitchen with quartz countertops and ample cabinets space and pantry a chef's dream is just one the many upgrades in this home. Enjoy a bright and sunlit living room, plus the vaulted ceilings

    Joseph Brown RE/MAX Real Property Group

    45 Manor Dr W, Poughkeepsie, NY 12603
  • /22

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    460 Vineyard Ave, Highland, NY 12528

    This property in Highland is a charming two-story home that offers a blend of comfort and modern amenities. This spacious residence features a dedicated office space, perfect for remote work or study. The kitchen has been newly renovated, boasting beautiful granite countertops and elegant wood cabinetry, making it both functional and stylish. For those who appreciate organization, a large pantry

    Dawn Passante Coldwell Banker Village Green

    460 Vineyard Ave, Highland, NY 12528
  • /9

    $700,000

    • 9 Beds
    • 3 Baths

    108 Winnikee Ave, Poughkeepsie, NY 12601

    Turnkey three-family investment opportunity in the heart of the City of Poughkeepsie! Each unit features three bedrooms and one bathroom, all currently rented with consistent cash flow and a solid NOI of $61,309—with room for upside, as insurance costs can be optimized. The property has been thoughtfully updated: Unit 1 was fully renovated in April 2025 with a brand-new range and fridge; Unit 2

    Savannah Miceli Century 21 Alliance Rlty Group

    108 Winnikee Ave, Poughkeepsie, NY 12601
  • /8

    $215,000

    • Land
    • 6 Acres
    • $35,833 per Acre

    0 Smith Rd Unit KEY849857, La Grange, NY 12603

    With 335 feet of road frontage and Board of Health Approval (BOHA) already in place for a 3–4 bedroom single-family home, much of the heavy lifting has already been done. And, there’s also potential to subdivide the land and build a second home, which opens up more possibilities.Here’s your chance to grab a beautiful 6-acre parcel in the heart of LaGrange, NY. Whether you’re dreaming of

    Yves Bouzaglo Corcoran Country Living

    0 Smith Rd Unit KEY849857, La Grange, NY 12603
  • /37

    $469,000

    • 2 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    217 Aspen Terrace, Poughkeepsie, NY 12601

    Picturesque Springside, is the perfect canvas for this highly desirable 2 Br.,2.5 Bath Townhouse with additional Loft Space. Enter through the light infused Foyer.to the inviting Living Room, featuring the stone wraparound double sided gas fireplace, serving the Formal Dining Rm as well. Newer Stainless Steel Appliances and plentiful cabinets highlight the stylish Kitchen, with access to the

    Patricia Betterton Howard Hanna Rand Realty

    217 Aspen Terrace, Poughkeepsie, NY 12601

Showing Results 121 - 160, Page 4 of 7

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