Dutchess County NY Homes under $500,000

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  /10

  $499,900

  • 7 Beds
  • 3 Baths

  24 Jewett Ave, Poughkeepsie, NY 12601

  Attention Investors: Live in one and rent the other two units. This 3 family home offers a great investment opportunity. Good sized 6 bedroom but can be used extra space as bedrooms, so 8 bedrooms units, 3 baths, (3-4 bedrooms and 1 bath in first floor; 2-3 bedrooms and 1 bath in second floor; another 2 bedrooms and 1 bath unit and a walk out basement which serves as a great storage place. Its

  Neeta Gupta Fathom Realty NY LLC

  24 Jewett Ave, Poughkeepsie, NY 12601
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  /28

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  325 Hooker Ave, Poughkeepsie, NY 12603

  Charming 1955 three bedroom, two bath ranch with modern upgrades in Southside Poughkeepsie. Nestled on a picturesque corner lot, this timeless ranch-style home blends vintage charm with thoughtful modern updates. Enjoy a brand-new kitchen featuring new cabinets, stainless steel appliances, and a butcher block countertop—perfect for today’s lifestyle. Recent improvements also include a new boiler,

  Gregory Pikor Inspire Realty

  325 Hooker Ave, Poughkeepsie, NY 12603
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  /34

  $499,900

  • 5 Beds
  • 2 Baths
  • 2,140 Sq Ft

  24 Lori St, Poughkeepsie, NY 12603

  What was once a modest sized ranch has been transformed into 2140 square feet of versatile living space offering five bedrooms; three of which would make great primary bedrooms. Beautiful hardwood floors welcome you into the home. The living room is flooded with natural light streaming in through the west-facing picture window. Enjoy afternoon sun and lovely sunsets. In the colder weather,

  Lori Rheingold

  24 Lori St, Poughkeepsie, NY 12603
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  /50

  $450,000

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

  16 Martin Terrace, Poughkeepsie, NY 12603

  Welcome to this beautifully maintained 3-bedroom, 2-bath home tucked away on a quiet cul-de-sac in Poughkeepsie. Offering comfort, style, and updates throughout, this home is truly move-in ready.Step inside to find gleaming hardwood floors that were recently refinished, and a spacious layout filled with natural light. The home features central air, a newer boiler, and a brand-new roof July

  Mark Snyder eXp Realty

  16 Martin Terrace, Poughkeepsie, NY 12603
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  /26

  $499,000

  • 5 Beds
  • 2 Baths
  • 2,229 Sq Ft

  35 Sheldon Dr, Poughkeepsie, NY 12603

  Nestled on a quiet street in the desirable Arlington School District, this charming 5-bedroom, 2-bathroom Cape Cod offers over 2,200 square feet of thoughtfully designed living space. With classic curb appeal and modern updates throughout, this home perfectly blends character and convenience. Step inside to discover an updated kitchen featuring stylish cabinetry and ample counter space—ideal for

  GERARD SMITH Serhant LLC

  35 Sheldon Dr, Poughkeepsie, NY 12603
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  /33

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  16 Cherry St Unit 1 & 2, Red Hook, NY 12571

  Charming 2-Unit Vintage Home in the Heart of Red Hook VillageThis super sweet vintage 2-unit property is ideally located on a quiet side street in the heart of Red Hook Village, steps from shops, cafes, and the Bard shuttle stop. Consistently rented year after year thanks to its unbeatable location and convenience. Hardwood floors, exposed beams, and abundant natural light, blending vintage

  Margaret Niekrewicz Margaret Mondello Real Estate

  16 Cherry St Unit 1 & 2, Red Hook, NY 12571
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  /18

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,156 Sq Ft

  22 Old Mill Rd, Poughkeepsie, NY 12603

  A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment.

  ANITA CHESTER BHHS Hudson Valley Properties

  22 Old Mill Rd, Poughkeepsie, NY 12603
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  /26

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  14 Schoolhouse Ln, Poughkeepsie, NY 12603

  Charming 3 bedroom, 2 full bath Cape that lives like a 4 in the highly sought-after Spackenkill School District! This well kept home features mature landscaping, living room with cozy wood burning fireplace, spacious eat in kitchen with tons of storage, dedicated office space, first floor primary bedroom, and full bath. Upstairs, you’ll find two generously sized bedrooms along with a second full

  Justin LaFalce KW MidHudson

  14 Schoolhouse Ln, Poughkeepsie, NY 12603
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  /33

  $479,000

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

  319 Sepasco Lake Rd, Rhinebeck, NY 12572

  Located in Sepaco Village, on private roads, is this 2,100 sq. ft. 3-bedroom, 2-bath home.. The home has beautiful hardwood floors throughout and some pine walls and ceilings. On the first floor, there is an office/library, dining room, kitchen, full bath, and living room with a wood stove. Upstairs is a loft area with vaulted ceilings and shandlier, a large master bedroom with a skylight, 2

  HOMER STALEY JR. Staley Real Estate, LLC

  319 Sepasco Lake Rd, Rhinebeck, NY 12572
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  /50

  $445,000

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft

  26 Nicole Ln, Wingdale, NY 12594

  Charming and fully remodeled, this 3-bedroom, 2-bath raised ranch in the desirable Woodwinds subdivision offers modern comfort and timeless appeal. With a fully fenced yard, spacious deck, and detached oversized 2-car garage, this home is move-in ready and designed for easy living. Recent updates include a new roof (2022), new furnace (2024), new water softener system (2023), refreshed central

  Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
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  /26

  $439,900

  • 3 Beds
  • 1.5 Baths
  • 1,655 Sq Ft

  18 Peckham Rd, Poughkeepsie, NY 12603

  Welcome to this 3 bedroom with a den/office and 1.5 bath home located in the Town of Poughkeepsie, Arlington School District. The eat in kitchen features high ceilings with skylights, plenty of counter space and a large pantry. A cozy living room with a pelot stove for those cold nights. Fully fenced in backyard with a nice size deck for entertaining and a shed for extra storage. A detached one

  TINA LOMBARDI Exit Realty Connections

  18 Peckham Rd, Poughkeepsie, NY 12603
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  /35

  $465,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  228 Mansion St, Poughkeepsie, NY 12601

  Step into a prime investment opportunity in the thriving city of Poughkeepsie with this tastefully and completely renovated duplex. Everything brand new. Each of the two apartments boasts 2 spacious bedrooms, providing over 2000 square feet of beautifully designed living space. High ceilings in large rooms create an open and airy atmosphere that is sure to appeal to tenants or a live-in owner

  Heidi Maloney Four Seasons Sotheby's Int'l R

  228 Mansion St, Poughkeepsie, NY 12601
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  /39

  $475,000

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  13 Grand St, Poughkeepsie, NY 12601

  Welcome to 13 Grand Street, a prime investment opportunity in the heart of Poughkeepsie. This property offers the perfect blend of city living and long-term value, located just minutes from the Poughkeepsie Train Station with direct service to New York City. Positioned in a growing neighborhood, this property benefits from close proximity to downtown restaurants, shops, schools, and the scenic

  Justin Phillips United RE Hudson Valley Edge

  13 Grand St, Poughkeepsie, NY 12601
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  /16

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  5 Red Cedar Ln, Millerton, NY 12546

  Discover your dream move-in ready ranch-style home in the scenic Town of North East, NY, featuring one-level living in a light and bright 3-bedroom, 2-bath layout on a spacious 1.25-acre lot in the desirable Indian Lake Estates community. This turnkey home boasts a sprawling eat-in kitchen, sunlit living room, and a private primary suite with ensuite bath, plus two additional bedrooms serviced by

  Arleen Shepley Elyse Harney Real Estate

  5 Red Cedar Ln, Millerton, NY 12546
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  /49

  $410,000

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

  38 Prestwick Ct, Poughkeepsie, NY 12603

  Charming Townhouse in Stone Bridge Community. Welcome to this beautifully updated townhouse in the serene Stone Bridge Community, where comfort and convenience meet! Nestled in a peaceful, quiet neighborhood, this home offers the perfect retreat with abundant natural light and a tranquil atmosphere.As you step inside, you’ll be greeted by an open-concept living and dining area, designed for

  Katherine Sheehan Compass Greater NY, LLC

  38 Prestwick Ct, Poughkeepsie, NY 12603
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  /23

  $449,000

  • 6 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  20 Mcintosh Dr, Poughkeepsie, NY 12603

  A/O 08/26/2025. Show only for backup! Welcome to 20 McIntosh Drive! Centrally located and convenient to everything, this oversized split level home is ready for its' next chapter. Set on a knoll with .58 acres, it commands attention. As you walk into this happy house, you will be enveloped in light. The Living spaces are spacious and bright, with great flow for entertaining and gathering.

  Hilary Van Norstrand BHHS Hudson Valley Properties

  20 Mcintosh Dr, Poughkeepsie, NY 12603
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  /46

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,465 Sq Ft

  54 North Ave, Pleasant Valley, NY 12569

  Nestled in the charming Village of Plesant Valley, this 3 bedroom, 1 Full and 2 Half bath exudes character and timeless appeal. As you step inside, a gentle warmth envelops your feet creating an immediate sense of comfort from the heated tile flooring. Continue to find spacious living areas, perfect for gatherings, showcasing gleaming flooring and natural light. The eat in kitchen retains its

  John DiDio Century 21 Alliance Rlty Group

  54 North Ave, Pleasant Valley, NY 12569
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  /34

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  1978 South Rd, Poughkeepsie, NY 12601

  Welcome to this 1920 Charming colonial home with 3 bedrooms and 1 bathroom within the Wappingers Falls School District. Step inside this home and you will instantly be mesmerized by the well-preserved and character filled historic charm. The first floor has a large enclosed 3 season sunroom that is perfect for morning coffee to or read a good book. The beautiful front foyer gives access to the

  Ronald Green KW MidHudson

  1978 South Rd, Poughkeepsie, NY 12601
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  /43

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,882 Sq Ft

  6 N Mesier Ave, Wappingers Falls, NY 12590

  Multiple offers situation. Highest, final, and best offers are due by 5:00pm Thursday 8/28/2025. Step back in time with this beautifully preserved 1890 Victorian Colonial, lovingly held by the same family since 1901. Nestled in the heart of the Village of Wappingers, directly across from picturesque Mesier Park, this unique home offers character, charm, and an unbeatable location. Inside, you'll

  Arij Kurzum

  6 N Mesier Ave, Wappingers Falls, NY 12590
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  /25

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft

  1215 Route 82, Hopewell Junction, NY 12533

  Opportunity knocks on this newly listed home sitting on an acre of lush lawn and mature trees where you can spot the beautiful birds of the area. This home is located minutes to some of the many desired features that Hopewell Junction has to offer, shopping, restaurants, Red Wing Beach Park , the town Recreation Center, library, and the Rail Trail where one can take advantage of a casual

  DIANE SHUMWAY K. Fortuna Realty, Inc.

  1215 Route 82, Hopewell Junction, NY 12533
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  /32

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 2,529 Sq Ft

  43 Briarcliff Ave, Poughkeepsie, NY 12603

  Lovingly maintained with thoughtful finishes, this beautifully appointed home offers timeless style and exceptional comfort—perfectly aligned with today’s buyers who value turnkey readiness. The inviting living room features a charming bay window framing peaceful, treed views and a cozy fireplace, while rich hardwood floors flow effortlessly through the living room, dining area, bedrooms, and

  diane zani BHHS Hudson Valley Properties

  43 Briarcliff Ave, Poughkeepsie, NY 12603
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  /25

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  8 Poplar St, Poughkeepsie, NY 12601

  This beautiful home has been completely renovated. Everything is brand new. The home is located in a fantastic neighborhood and features the sought after open floor plan. Gorgeous custom kitchen with quartz countertops, center island, and stainless steel appliances. The two new bathrooms are beautiful. Gleaming hardwood floors throughout the first floor. Lots of LED recessed lighting. This home

  JEFFREY COLTON Jeff S. Colton

  8 Poplar St, Poughkeepsie, NY 12601
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  /23

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,264 Sq Ft

  174 Horseshoe Rd, Millbrook, NY 12545

  Welcome to 174 Horseshoe Rd, Millbrook, NY | A great value opportunity.Located just minutes from the heart of Millbrook, this 2,264 sq ft raised ranch on 1.21 acres presents an exciting opportunity for buyers seeking space, functionality, and an opportunity for sweat equity. With a functional layout, hardwood floors, a partially finished basement and a two-car garage, this home is

  Curtis Darragh Legacy Land & Homes LLC

  174 Horseshoe Rd, Millbrook, NY 12545
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  /24

  $465,000

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

  4 Carroll Blvd, Millbrook, NY 12545

  A great opportunity to own one of the few larger condominium units at Bennett Commons in the Village of Millbrook, a beautiful community in the scenic Hudson Valley. You won't find many three bedroom, three and a half bath units so this is sure to please. It's one-level, is move-in ready and offers a very spacious, comfortable interior. In addition to the bedrooms and baths, it includes a stylish

  Susan Whalen George T Whalen Real Estate

  4 Carroll Blvd, Millbrook, NY 12545
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  /37

  $400,000

  • 3 Beds
  • 3 Baths
  • 2,198 Sq Ft

  12 Birch Hill Dr, Poughkeepsie, NY 12603

  Welcome to 12 Birch Hill Dr—a home with incredible potential in one of LaGrange’s most convenient and sought-after settings. Perfectly positioned on a quiet corner lot in a well-kept neighborhood, it offers the rare blend of peaceful living and unbeatable access to everything you need. From here, you’re just minutes to the Metro-North train, major highways, shopping, dining, schools, parks, and

  Alex Mashkin Keller Williams Realty Partner

  12 Birch Hill Dr, Poughkeepsie, NY 12603
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  /32

  $450,000

  • 2 Baths
  • 2,250 Sq Ft

  115 Fulton Ave, Poughkeepsie, NY 12603

  Charming Duplex Near Vassar – Great Investment Opportunity! Don't miss this fantastic opportunity to own a well-located duplex just minutes from Vassar College, Vassar Hospital, local parks, restaurants, schools, and the Poughkeepsie train station. Whether you're an investor or looking to offset your mortgage, this property offers flexibility and income potential. The first-floor unit features

  Rugesh Shah KW MidHudson

  115 Fulton Ave, Poughkeepsie, NY 12603
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  /20

  $409,000

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

  62 Netherwood Plaza, Salt Point, NY 12578

  Welcome to this completely renovated, spacious (yet cozy) cottage on a dead end street ! This is not a manufactured home. The house was built over and around part of the original 1960's mobile home. Living room and working fireplace dates back to 1910, as the property was part of the Vanderbilt estate. One level living with all new appliances, lighting, 3 mini splits, flooring, fresh paint, and

  KARINA POZZA Rich Brenner Realty, LLC

  62 Netherwood Plaza, Salt Point, NY 12578
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  /24

  $439,900

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  244 Overlook Rd, Poughkeepsie, NY 12603

  A/O 08/17/2025, Show for back up only. Sleek and modern, everything you've hoped for and more. Located in the town of Lagrange. This handsome brick ranch is set on 2.2 acres. A total of 4 bedrooms and 2 stunning bathrooms. Gorgeous marble faced fireplace gleams in the natural sunlit living room with refinished hardwoods. Quality through-out. Every corner, every molding placed with expertise.

  Michelle Ayala BHHS Hudson Valley Properties

  244 Overlook Rd, Poughkeepsie, NY 12603
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  /32

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1852 Bruzgul Rd Unit 18, Lagrangeville, NY 12540

  Sited on a beautifully cared for and expansive lot on a quiet country road, this well-built ranch offers quality appointments such as a stone fireplace, granite counters, stainless appliances and hardwood throughout. The lower level is a shop, storage space for owners various"toys" for outdoor enjoement, or can be reimagined as studio, gym or yoga space.Used primarily as second home by its

  Adrienne Volpe Keller Williams Hudson Valley

  1852 Bruzgul Rd Unit 18, Lagrangeville, NY 12540
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  /33

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  14 Booth Blvd, Wappingers Falls, NY 12590

  FULLY AVAILABLE ! Welcome HOME to this beautifully maintained split-level featuring over 1600 sq ft with 3 bedrooms and 2 full bathrooms in Wappingers Falls. The front walkway is lined with well-manicured landscaping and unilock block walls leading to the front entry into the oversized main floor that has an open floor plan with stunning hardwood floors and beaming natural light throughout.

  Ronald Green KW MidHudson

  14 Booth Blvd, Wappingers Falls, NY 12590
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  /38

  $400,000

  • 4 Beds
  • 3 Baths
  • 1,792 Sq Ft

  263 Bog Hollow Rd, Wassaic, NY 12592

  Welcome to this beautifully renovated 4-bedroom, 3-bath Colonial style home nestled on 2.9 private acres in the charming town of Amenia, NY. The open concept living room features a pellet stove and access to the kitchen and 1st floor bathroom. The kitchen hs stainless steel appliances and butcher block counters and cute breakfast nook. The laundry room is on the first floor. Aslo on the main

  Christopher Ferraro RE/MAX Town & Country

  263 Bog Hollow Rd, Wassaic, NY 12592
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  /19

  $429,900

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  148 Bower Rd, Poughkeepsie, NY 12603

  Welcome home to this beautifully updated 3-bedroom, 1-bath ranch offering modern comfort and low-maintenance living. Step inside to find fresh paint and new vinyl plank flooring throughout, complemented by updated appliances and quartz countertops in the kitchen. Brand new mini-split units ensure year-round comfort, while a new breaker box, EV charging outlets, and a new front walkway add

  STEVEN WROBEL JR. Serhant LLC

  148 Bower Rd, Poughkeepsie, NY 12603
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  /36

  $409,000

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

  23 Country View Rd, Millerton, NY 12546

  Nestled in a serene, picturesque neighborhood, this bright and spacious home sits on 1.5 acres with stunning mountain views. The thoughtfully designed interior features an eat-in kitchen with elegant maple cabinetry, perfect for casual dining. The gracious dining room, adorned with upscale hardwood floors, offers scenic vistas that elevate every meal. Relax in the inviting living room, where

  Christopher Lofaro HomeSmart Homes & Estates

  23 Country View Rd, Millerton, NY 12546
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  /12

  $500,000

  • Land
  • 3.00 Acres
  • $166,667 per Acre

  855 New York 376, Hopewell Junction, NY 12533

  East Fishkill-Exceptional investment opportunity with this prime commercial property situated in a high-traffic location on NYS Route 376. This property boasts 333 feet of valuable road frontage, providing excellent visibility and accessibility for any business venture. This property is ideally suited for a variety of commercial purposes, any building with residential apartments above, including

  Nicole Porter

  855 New York 376, Hopewell Junction, NY 12533
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  /41

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  2752 W Main St, Wappingers Falls, NY 12590

  Step into this beautifully restored gem in the Village of Wappingers Falls. Historic charm meets modern upgrades in this thoughtfully renewed home, making it truly turn-key. Brand new hardwood floors flow throughout, while large windows invite in natural light and picturesque Lake Wappingers views. With two full bathrooms, three bedrooms and a serene back patio overlooking the water, it’s a home

  Brooke Lorimer Keller Williams Realty

  2752 W Main St, Wappingers Falls, NY 12590
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  /24

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  6 Cindy Ln, Wappingers Falls, NY 12590

  From the moment you enter the foyer you are going to want to call this property home! Welcome to 6 Cindy Lane, this tastefully renovated 3-bedroom, 1.5-bathroom split-level ranch situated on 0.36 acres in one of Wappingers Falls' most sought-after neighborhoods is looking for a new owner to call this property home. This move-in ready home offers the perfect blend of modern

  Jessica Mojica Eleven Real Estate Group Inc.

  6 Cindy Ln, Wappingers Falls, NY 12590
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  /50

  $424,888

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft

  163 Roosevelt Rd, Hyde Park, NY 12538

  Discover this well-maintained, move-in ready 3 bedroom, 2 bath home tucked away in a quiet Hyde Park neighborhood in the Roosevelt Road area (Haviland Knolls.) Featuring an open floor plan for the living and dining rooms, this home offers a bright and welcoming space for gatherings. The updated kitchen boasts stainless steel appliances and granite countertops, decorative tile backsplash and

  Frances Chiu Realty Center Hudson Valley

  163 Roosevelt Rd, Hyde Park, NY 12538
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  /49

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  32 Meadow Way, Hopewell Junction, NY 12533

  Nestled in the tranquil Wildflower Hills community, this spacious end-unit townhouse offers nearly 2,000 sq ft of living space across three well-appointed levels with an attached garage. The main level features a bright living room with a cozy fireplace, an open dining area, a well-equipped kitchen, a private deck ideal for outdoor relaxation, and a convenient powder room. Upstairs, the primary

  Jo-Ann Campagiorni

  32 Meadow Way, Hopewell Junction, NY 12533
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  /42

  $489,000

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

  5760 Route 82, Clinton Corners, NY 12514

  Discover the potential of tranquil living at 5760 Route 82 in Clinton Corners. This 3-bedroom, 2-full bath raised ranch is set on over 5 private acres with a long driveway offering peace, privacy, and space to grow. This home has been beautifully renovated with all new kitchen appliances, new floors, new deck, updated bathrooms as well as new mini splits coming soon for heating and cooling. The

  Alan Amerman Coldwell Banker Realty

  5760 Route 82, Clinton Corners, NY 12514
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  /50

  $498,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  93 Sylvan Lake Rd, Hopewell Junction, NY 12533

  Peace, Privacy & Park-Like Perfection on 3.2 Acres. Discover comfort, privacy, and serenity in this charming 3-bedroom, 2-bathroom home, perfectly situated on 3.2 acres of beautiful, park-Like property. Tucked far back from the road and surrounded by nature, this inviting property offers the ideal blend of indoor and outdoor living. A welcoming rocking chair front porch leads into a spacious

  Ann Scarano Realty Center Hudson Valley

  93 Sylvan Lake Rd, Hopewell Junction, NY 12533

Showing Results 41 - 80, Page 2 of 4