236

Homes for Sale near Oakwood Friends School

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  • /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
  • /25

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,855 Sq Ft

    7 Coachlight Dr, Poughkeepsie, NY 12603

    WELCOME HOME to this meticulously maintained and original owner center hall Colonial in the desirable Coach light Estates. Located in the sought after Arlington School District, this 4-bedroom, 3-bathroom 2800+ Sq ft home features a thoughtfully designed layout that is perfect for everyday living and entertaining. As you enter the open foyer, you immediately notice the great size of this home.

    Ronald Green KW MidHudson

    7 Coachlight Dr, Poughkeepsie, NY 12603
  • /23

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,716 Sq Ft

    33 Homer Place, Poughkeepsie, NY 12603

    Welcome to this beautifully maintained split-level home, located in the highly desirable Greenvale Farms Subdivision. Nestled on just under a half-acre of land within the Arlington Central School District, this charming home features 3 bedrooms, 1 full bathroom and a detached 1-car garage.Step inside to the main level where you will find the formal living room featuring a vaulted ceiling and

    Michael Dunstan RE/MAX Town & Country

    33 Homer Place, Poughkeepsie, NY 12603
  • /16

    $449,000

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

    236 Mansion St, Poughkeepsie, NY 12601

    Impeccably maintained and tastefully updated City of Poughkeepsie two family with separate utilities. Comprised of two spacious 3 bedroom units, this brick charmer will surely impress. Loaded with character and period finishes such as hardwood floors, original doors & trim, plus incorporating updates to kitchens, bathrooms and mechanicals. Enjoy the conveniences of municipal water/sewer plus

    Dan Axtmann BHHS Hudson Valley Properties

    236 Mansion St, Poughkeepsie, NY 12601
  • /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
  • /28

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    6 Coll Hollow Rd, Poughkeepsie, NY 12601

    Updated and move-in ready 3-bedroom single-family attached home. Spacious rooms and upgrades, this home offers both comfort and style. Beautifully renovated kitchen features granite countertops, brand-new stainless-steel appliances and glass door cabinet accents. A thoughtful passthrough connects you to the living room and brings an open feel to this space. The full dining room has patio doors

    diane zani BHHS Hudson Valley Properties

    6 Coll Hollow Rd, Poughkeepsie, NY 12601
  • /19

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    21 Hawk Ln, Poughkeepsie, NY 12601

    Experience the ease of single-level living in this beautifully maintained 3-bedroom, 2-bathroom ranch, nestled in a desirable Hyde Park neighborhood within the Hyde Park Central School District.Step inside to discover an open-concept layout that seamlessly connects the spacious living and dining areas, perfect for both everyday living and entertaining. At the heart of the home is a tastefully

    Michael Dunstan RE/MAX Town & Country

    21 Hawk Ln, Poughkeepsie, NY 12601
  • /40

    $810,000

    • 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

    $897,200

    • 4 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    10 Todd Hill Rd, Poughkeepsie, NY 12603

    Modern Luxury Meets Timeless Elegance. Welcome to your dream home where elegance, innovation, and comfort converge on a grand scale. Discover refined living in this fully furnished, state-of-the-art luxury home nestled on 5.6 private acres in Poughkeepsie, NY. Designed with sophistication, comfort, and sustainability in mind, this smart home offers a lifestyle of ease, elegance, and

    Bradley Nichols eXp Realty

    10 Todd Hill Rd, 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

    $425,000

    • 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
  • /20

    $405,000

    • 2 Beds
    • 1.5 Baths
    • 1,392 Sq Ft

    115 Turnberry Ct, Poughkeepsie, NY 12603

    Welcome to Stonebridge - Where Comfort Meets ConvenienceTucked away in the highly sought-after and peaceful Stonebridge community, this well maintained townhouse-style home offers 2 spacious bedrooms and an array of features sure to impress. Step inside to an open layout flowing seamlessly throughout the main level. The private deck is perfect for relaxing while enjoying tranquil views of the

    Kelly Martin Michael A. Martin

    115 Turnberry Ct, Poughkeepsie, NY 12603
  • /37

    $369,000

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

    412 Crystal Hill Ln, Poughkeepsie, NY 12603

    Well maintained 2 bedroom, 2.5 bathroom townhouse style end unit in desirable Fox Hill. Loaded with natural light, the open floor plan will surely impress. Featuring living room w/hardwood flooring, fireplace and balcony access, dining room plus spacious eat-in kitchen. Primary bedroom w/balcony, 2 closets & ensuite bathroom. Second bedroom w/skylight & ensuite bathroom. Washer & dryer in-unit.

    Dan Axtmann BHHS Hudson Valley Properties

    412 Crystal Hill Ln, Poughkeepsie, NY 12603
  • /5

    $270,000

    • 4 Beds
    • 2 Baths
    • 2,976 Sq Ft

    29 Cottage St, Poughkeepsie, NY 12601

    Calling all investors - If you are looking to live in one apartment and rent out the second apartment ~OR~ rent both appartments out. This 2,976sf brick multi family home may be for you. The home highlights two units EACH with two spacious bedrooms, a large living room, a large dining room, one bathroom and a large eat-in-kitchen with a back doorway to the rear staircase and unfinished basement

    Ann Scarano Realty Center Hudson Valley

    29 Cottage St, Poughkeepsie, NY 12601
  • /22

    $395,000

    • 6 Beds
    • 3 Baths
    • 2,880 Sq Ft

    120 South Ave, Poughkeepsie, NY 12601

    Calling all investors If you are looking to live in one apartment and rent out the other two apartments ~OR~ rent all three appartments out. This home may be for you. This multi-family has three identical units, each unit is 960sf with two spacious bedrooms, PLUS a large bright office/den with a closet, one bathroom, a large bright open living room with lots of front windows to allow the natural

    Ann Scarano Realty Center Hudson Valley

    120 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

    $375,000

    • 2 Beds
    • 1.5 Baths
    • 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
  • /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
  • /8

    $59,900

    • Land
    • 0.56 Acre
    • $106,964 per Acre

    1443 Route 44, Pleasant Valley, NY 12569

    Build Your Dream Home in the Arlington School District!Discover the perfect place to bring your vision to life. This .56-acre parcel is nestled in the heart of the award-winning Arlington School District and offers a rare blend of privacy, convenience, and readiness for construction.Tucked away just off Route 44, the property provides a peaceful setting while still being just minutes from

    Lawrence Gregory Gilcrest Properties

    1443 Route 44, Pleasant Valley, NY 12569
  • /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

    $399,000

    • 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
  • /49

    $700,000

    • 4 Beds
    • 4 Baths
    • 3,122 Sq Ft

    8 Strawberry Ln, Poughkeepsie, NY 12603

    With a custom expansion and wide-open living spaces, this home breaks the mold in all the right ways. Set on a stunning 8.6-acre property that once operated as a strawberry farm, this expanded 4-bedroom, 4-bath home offers space, flexibility, and a lifestyle you won’t find anywhere else in Dutchess County.A thoughtful redesign created a massive primary suite on the lower level, a dramatic great

    Alex Mashkin Keller Williams Realty Partner

    8 Strawberry Ln, Poughkeepsie, NY 12603
  • /31

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,511 Sq Ft

    8 Ludlow Dr, Poughkeepsie, NY 12603

    This one hits way above its weight class. Renovated from the studs up in 2019, this 2-bedroom, 2-bath home offers the kind of quality and attention to detail you rarely find at this price point. Every inch was reimagined—inside and out—all fully updated with a clean, modern feel throughout.The layout is efficient and stylish, and the finished basement adds extra space for relaxing, working, or

    Alex Mashkin Keller Williams Realty Partner

    8 Ludlow Dr, Poughkeepsie, NY 12603
  • /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
  • /45

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    11 Orlando Dr, Arlington, NY 12603

    Nothing to do here but unpack! Enjoy resort style living every day in this light & bright, almost brand new, impeccably kept home. The Gables amenities include pool, clubhouse, firepit, community garden & more. Lot rent includes snow plowing & trash pick up as well. Conveniently located to everything... lots of shopping & dining options, Vassar College, Vassar hospital, Marist University, The

    MICHELLE KENNEALLY BHHS Hudson Valley Properties

    11 Orlando Dr, Arlington, NY 12603
  • /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

    $825,000

    • 4 Beds
    • 2.5 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
  • /34

    $498,000

    • 3 Beds
    • 2 Baths
    • 2,241 Sq Ft

    24 Sunrise Ln, Poughkeepsie, NY 12603

    Welcome to 24 Sunrise Lane, a sophisticated and stylish, bright and open split raised ranch home. The main level features: a spacious foyer and a beautiful modern open plan kitchen with granite countertops, centre island, stainless steel appliances, recess lighting, hardwood floors, central A/C and 9ft ceilings open to the large bright and spacious living room. The dining room has a cozy gas

    Ann Scarano Realty Center Hudson Valley

    24 Sunrise Ln, Poughkeepsie, NY 12603
  • /34

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft

    35 Tamidan Rd, Poughkeepsie, NY 12601

    Charming Cape Cod Home in PoughkeepsieYour Dream Home AwaitsLooking for a great place to call home? Look no further! This stunning 3-bedroom, 2.5-bath Cape Cod home on the south side of Poughkeepsie offers everything you need for comfortable and stylish living.Property Features3 spacious bedrooms, 2.5 baths, Olympia in-ground pool, Fenced-in yard for total privacyFirst FloorThe first floor boasts

    Tijuana Vann Century 21 Alliance Rlty Group

    35 Tamidan Rd, Poughkeepsie, NY 12601
  • /37

    $499,900

    • 4 Beds
    • 3 Baths
    • 2,032 Sq Ft

    176 Cedar Valley Rd, Poughkeepsie, NY 12603

    Set back from the road, buffered by a row of mature trees, sits this handsome, spacious home. A brick paver walkway leads to the bright tiled entry. As you ascend the stairs, light streaming in through the bay window in the living room and the pleasing color palette draw you in. The focal point of the living room is the lovely, brick surround fireplace flanked by custom built-in cabinetry.

    Lori Rheingold

    176 Cedar Valley Rd, Poughkeepsie, NY 12603
  • /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
  • /22

    $350,000

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

    163 N Hamilton St, Poughkeepsie, NY 12601

    Absolutely Beautiful colonial in the city of Poughkeepsie located just minutes to shopping and restaurants. With everything updated in the last 5 years, there is absolutely nothing to do but move right in. Walk inside to a charming first level living room and dining room with hardwood floors throughout. Just passed the massive dining room is a beautifully updated kitchen with tile flooring that

    Jake Rotger eXp Realty

    163 N Hamilton St, Poughkeepsie, NY 12601
  • /44

    $358,000

    • 3 Beds
    • 1.5 Baths
    • 1,592 Sq Ft

    20 Lent St, Poughkeepsie, NY 12601

    Welcome to your beautifully renovated dream home!This charming 3-bedroom, 1.5-bath single-family residence has been thoughtfully updated with modern finishes while maintaining its cozy character. Enjoy a brand-new kitchen with stainless steel appliances, sleek countertops, and custom cabinetry—perfect for everyday living and entertaining. Freshly renovated hardwood flooring flows throughout, with

    Luis Gordillo Schunk Realty Group

    20 Lent St, Poughkeepsie, NY 12601
  • /37

    $469,000 Open Sun 12PM - 2PM

    • 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
  • /20

    $312,000

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

    14 Amber Ct, Poughkeepsie, NY 12603

    Nestled in the quiet and cozy Crystal Glen community, this inviting residence offers both tranquility and convenience, including the nearest rail trail access point merely a half mile away. The open flow main level showcases a standout - the rare and valuable addition of a sunroom that seamlessly extends living space and brings the outdoors in. Enjoy day or night, rain or

    Sandi Park Casa Blanca Real Estate Servic

    14 Amber Ct, Poughkeepsie, NY 12603

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