Dutchess County NY Homes under $400,000

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  /36

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,896 Sq Ft

  220 Wilbur Blvd, Poughkeepsie, NY 12603

  Located in the Spackenkill School District, this well-maintained Ranch styled home sits on a picturesque half-acre directly across from Spratt Park and McCann Golf Course, offering a comfortable main-level living layout with additional unfinished space below. Hardwood floors anchor a functional, flowing floor plan with three generously sized bedrooms, one and a half baths, and an eat-in kitchen

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 668-4947

  220 Wilbur Blvd, Poughkeepsie, NY 12603
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  /20

  $389,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  24 Linda Place, Fishkill, NY 12524

  Welcome to this charming and cozy ranch-style home offering comfortable one-level living in the heart of Fishkill. Featuring a bright open floor plan filled with natural light, this inviting home blends warmth, functionality, and character.The living area flows effortlessly into the kitchen, creating the perfect space for everyday living and entertaining. A pellet stove adds warmth and

  

  Heather Bragg

  ReAttached

  (845) 447-0800

  24 Linda Place, Fishkill, NY 12524
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  /38

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  1400 Route 44, Pleasant Valley, NY 12569

  Welcome to your peaceful Hudson Valley retreat at 1400 Route 44 in Pleasant Valley, NY! This inviting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm—ideal for first-time buyers, or anyone escaping the city for more space and serenity with it's direct access to the Wappinger Creek. Step inside to discover a bright and spacious single level layout. The open

  

  Milton Hyatt

  KFortuna All Aspects Realty

  (845) 203-8894

  1400 Route 44, Pleasant Valley, NY 12569
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  /18

  $360,000

  • 3 Beds
  • 2 Baths
  • 3,145 Sq Ft

  15 Thompson St, Poughkeepsie, NY 12601

  Opportunity knocks in the heart of Poughkeepsie! This classic single-family home at 15 Thompson Street offers 3 to 4 bedrooms, 1 full bath, and a flexible layout ready for your vision. Whether you're an investor looking for your next project or a buyer eager to customize your dream home, this property presents tremendous potential.The home is being sold "as-is", and lots of updates to the

  

  Anthony J Pryce

  Valley Palms Real Estate Inc

  (845) 493-3141

  15 Thompson St, Poughkeepsie, NY 12601
• 

  

  

  /12

  $325,000

  • Land
  • 5.82 Acres
  • $55,842 per Acre

  2413 Route 44, Salt Point, NY 12578

  Buildable, has annual 15k billboard cashflow with a potential for additional billboards, that won't even be visible from where the proposed house could be built. There is an old well system on the property and has a direct access to Route 44 for a driveway. This property should be positioned as a desirable, spacious residential parcel, with commercial rezoning potential, given that the

  

  Omar Harper

  Epique Realty

  (845) 622-4228

  2413 Route 44, Salt Point, NY 12578
• 

  

  /22

  $365,000

  • 4 Beds
  • 1 Bath
  • 1,144 Sq Ft

  85 Sunset Ave, Poughkeepsie, NY 12601

  This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximity to Marist College. Set on a generous lot, it features a large driveway with ample off-street parking, a deck, and extensive surrounding land—valuable amenities for maximizing tenant demand and long-term value. The flexible bedroom configuration allows for efficient rent-by-room potential, while the outdoor

  

  Peter Raider

  Real Broker NY LLC

  (845) 773-1844

  85 Sunset Ave, Poughkeepsie, NY 12601
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  /16

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1 Corine Dr, Poughkeepsie, NY 12601

  Welcome to 1 Corine Drive, a classic and well-maintained Ranch perfectly situated on a spacious .63-acre corner lot. This 3-bedroom home features beautiful hardwood floors throughout the living areas and bedrooms, creating a warm and inviting atmosphere. The heart of the home is the functional eat-in kitchen, which offers direct access to a rear deck—ideal for outdoor dining and overlooking the

  Christian Avancena Century 21 Alliance Rlty Group

  1 Corine Dr, Poughkeepsie, NY 12601
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  /28

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  27 Tall Tree Ln, Poughkeepsie, NY 12601

  Welcome to this beautifully maintained townhome in the Casperkill Ridge Community! This spacious home offers 3 bedrooms, 2 full bathrooms and a versatile loft-perfect for an office, guest space or additional living area.The main level features a sought-after first floor primary bedroom, providing comfort and convenience. You'll love the open concept living area with stunning hardwood floors,

  Jaime Wollman BHHS Hudson Valley Properties

  27 Tall Tree Ln, Poughkeepsie, NY 12601
• 

  

  /7

  $350,000

  • Land
  • 15.33 Acres
  • $22,831 per Acre

  530 Eder Rd, Stormville, NY 12582

  Great commuter location with close access to I/84, Taconic Parkway, and convenient to Brewster North train station. Located in a very private setting for someone looking for a larger parcel of land and privacy. Natural pond on property. BOHA for a three-bedroom house. It could be reapproved for a larger septic system for four or five bedrooms, due to having excellent percolation. Survey map and

  Kimberly Wickes R. Ferris Real Estate, LLC

  530 Eder Rd, Stormville, NY 12582
• 

  

  /22

  $365,000

  • 5 Beds
  • 3 Baths

  83 Albany St, Poughkeepsie, NY 12601

  A great opportunity to own a solid income property in the heart of Poughkeepsie! This great 2-unit home is centrally located near the Poughkeepsie train station, waterfront, Walkway over the Hudson, and Route 9. The 1st floor unit is a 3 bedroom, 1.5 bath bilevel apartment with laundry hook-ups, front and rear entrances, and a back porch. Upstairs is a lovely 2 bedroom apartment with a front

  Matthew Cave Hudson Property Services, LLC

  83 Albany St, Poughkeepsie, NY 12601
• 

  

  /39

  $345,000

  • 2 Beds
  • 3 Baths
  • 1,298 Sq Ft

  5909 Chelsea Cove N, Hopewell Junction, NY 12533

  Located in the commuter convenient community of Chelsea Cove North in town of Beekman, 1 mile from the Taconic Parkway. This tri-level condo is sure to please! The entry foyer puts you front and center to a kitchen with gorgeous appliances (oven still has the protective coating wrap!) and a full bathroom with washer dryer. Follow your heart toward the double sliding doors leading to your deck off

  SUSAN MARRINAN HomeSmart Homes & Estates

  5909 Chelsea Cove N, Hopewell Junction, NY 12533
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  /17

  $349,900

  • 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
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  /26

  $398,800

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  840 Old State Route 22, Dover Plains, NY 12522

  Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

  Michael Lund Corcoran Country Living

  840 Old State Route 22, Dover Plains, NY 12522
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  /40

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  17 Andover Ln, Poughkeepsie, NY 12601

  Multiple Offers. Welcome to this charming 3 bedroom home in the sought after Hyde Park School District, set on nearly half an acre. Priced to sell, this residence features beautiful hardwood floors, two full baths, and a finished recreational room in the basement—perfect for flex space, a home gym, office, or a home theater. The opportunities are endless. A two car garage provides ample room for

  Ellen Mallet

  17 Andover Ln, Poughkeepsie, NY 12601
• 

  

  /28

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  13 Orlando Dr, Arlington, NY 12603

  Welcome to this beautifully maintained Daytona model home in the highly sought-after community of The Gables in Poughkeepsie. Built just three years ago, this residence is still essentially brand new and is located among the most recently built homes in the neighborhood—offering the best of modern construction alongside a vibrant community lifestyle. From the moment you arrive, the charm is

  Anais O'Connor Compass Greater NY, LLC

  13 Orlando Dr, Arlington, NY 12603
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  /30

  $389,000

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

  103 Vero Dr, Poughkeepsie, NY 12603

  Welcome to 103 Vero Drive in the highly sought after Gables Community. As soon as you walk in you will fall in love with its bright open floor plan and vaulted ceilings . This beautiful move in ready 3 bedroom , 2 bathroom home features a spacious kitchen with breakfast nook, primary bedroom with ensuite bath and walk in closet, and laundry room with access into a one car garage. Improvements

  John Costanzo BHHS Hudson Valley Properties

  103 Vero Dr, Poughkeepsie, NY 12603
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  /34

  $329,000

  • 2 Beds
  • 1 Bath
  • 1,210 Sq Ft

  20 S Gilmore Blvd, Wappingers Falls, NY 12590

  Well-maintained end-unit townhouse in Wappingers Falls on an oversized lot approximately double the size of many others in the neighborhood. Rare attached garage plus private driveway parking. Functional layout featuring first-floor living room, galley kitchen, and office, with 2 bedrooms and 1 full bath on the second level. Hardwood floors throughout and unfinished basement with laundry,

  Connor Nolan Integrity Core Realty

  20 S Gilmore Blvd, Wappingers Falls, NY 12590
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  /28

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,375 Sq Ft

  14 van Wert Place, Hyde Park, NY 12538

  Cape Cod located in the heart of Hyde Park! This 3-bedroom, 1-bath home offers a warm and inviting layout with plenty of natural light throughout. The main level features a comfortable living space, an eat-in kitchen, and convenient access to the backyard—perfect for everyday living or entertaining. Upstairs, you’ll find additional bedroom space ideal for guests, a home office, or flexible living

  Nicholas Torsiello K. Fortuna Realty, Inc.

  14 van Wert Place, Hyde Park, NY 12538
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  /44

  $399,900

  • 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
• 

  

  /21

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  10 Skyline Dr Unit 10, Fishkill, NY 12524

  Impeccably maintained two bedroom, two bathroom first floor condominium located at The Park, a highly desirable Fishkill community. Kitchen w/new dishwasher, abundant cabinetry and ample prep space flows seamlessly to dining area and living room w/sliding glass door leading to patio. Large primary bedroom w/generously sized walk-in closet and ensuite bathroom. Second bedroom and full bath. Recent

  Dan Axtmann BHHS Hudson Valley Properties

  10 Skyline Dr Unit 10, Fishkill, NY 12524
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  /14

  $349,000

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  90 Paggi Terrace, Wappingers Falls, NY 12590

  Updated 2-bedroom, 1-bath townhouse in the Village of Wappinger featuring hardwood floors throughout and a fenced-in backyard. Enjoy plenty of storage with a full walkout basement. Recent updates include newer windows (2024), furnace(2015), water heater (2024), and driveway (2023). Roof was also replaced in 2016 with 50 year shingles, 6" gutters with steel mesh guards. Nothing to do but move in!

  Don Maher BHHS Hudson Valley Properties

  90 Paggi Terrace, Wappingers Falls, NY 12590
• 

  

  /22

  $324,930

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  8 Van Wyck Dr, Poughkeepsie, NY 12601

  One level living at it's finest! With all the updates and maintenance items completed, all you need to do is unpack! Your new home offers a welcoming front porch to enjoy your morning coffee and a flat backyard featuring a patio—perfect for summer barbecues, relaxing evenings, or entertaining guests! Walk right in and you are greeted with an open flowing living room that also overlooks the

  Christopher Acuti RE/MAX Town & Country

  8 Van Wyck Dr, Poughkeepsie, NY 12601
• 

  

  /10

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,681 Sq Ft

  6 Pine Tree Ln, Hyde Park, NY 12538

  This is an incredible opportunity to make this charming home your own! Nestled on a cul-de-sac in Greentree Park, Town of Hyde Park, this home has been a cherished family residence since its construction in 1959. Imagine stepping into the classic design with its hardwood floors and stunning stone fireplaces in both the living room and den. The spacious eat-in kitchen, classic tiled bathroom, and

  Diane Crittenden Diane E. Crittenden

  6 Pine Tree Ln, Hyde Park, NY 12538
• 

  

  /31

  $350,000

  • 2 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  17 Tall Tree Ln, Poughkeepsie, NY 12601

  Welcome to Casperkill Community centrally located near shopping, restaurants, and major highways. Pride of ownership this community was built in 2001 , original owner of 25 years.This beautiful end-unit two level townhome consists of 2 spacious bedrooms, 2.5 bathrooms offering 1476 square feet. The main level features an eat in kitchen which opens up to a bright dining, living space with

  Christine Miller-Klein K. Fortuna Realty, Inc.

  17 Tall Tree Ln, Poughkeepsie, NY 12601
• 

  

  /19

  $300,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  566 Old State Rd E, Wappingers Falls, NY 12590

  Welcome to 566 Old State Road in Wappingers Falls, a comfortable, functionality, and a convenient Hudson Valley location. Nestled on a spacious property, this home provides a welcoming setting with plenty of room to enjoy both indoor and outdoor living. Step inside to a bright and inviting interior featuring sun-filled living spaces designed for everyday comfort and easy entertaining. The layout

  Kerri Stretch Howard Hanna Rand Realty

  566 Old State Rd E, Wappingers Falls, NY 12590
• 

  

  /34

  $345,000

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

  14-16 Glen Hill, Dover Plains, NY 12522

  An affordable multifamily compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two homes for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath home, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is peaceful, private,

  Barry Malawer Coldwell Banker Realty

  14-16 Glen Hill, Dover Plains, NY 12522
• 

  

  /30

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1666 Main St, Pleasant Valley, NY 12569

  Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded

  Kiyoshi Henson RE/MAX Town & Country

  1666 Main St, Pleasant Valley, NY 12569
• 

  

  /18

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  28 Vernon Terrace, Poughkeepsie, NY 12601

  Centrally located duplex with 2 bedroom units. Just minutes from Marist, Culinary, hospitals, Poughkeepsie waterfront, commuter routes & train station. Coin-op laundry on premises. Natural gas for heat, hot water & cooking. Unfinished walkout basement plus large storage shed. Excellent opportunity for an investor or owner occupant.

  Dan Axtmann BHHS Hudson Valley Properties

  28 Vernon Terrace, Poughkeepsie, NY 12601
• 

  

  /22

  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  93 Albany St, Poughkeepsie, NY 12601

  Charming Old-Style Home Just 5 Minutes to the Train – Prime Commuter Location!Looking for a home with character but need to be close to NYC transportation? This delightful property in Poughkeepsie offers timeless charm and unbeatable convenience—just a five-minute walk to the Metro-North train station for an easy commute to New York City.Perfectly situated near the scenic Walkway Over the

  Blair Hamilton Coldwell Banker Realty

  93 Albany St, Poughkeepsie, NY 12601
• 

  

  /22

  $360,000

  • 1 Bed
  • 1.5 Baths
  • 1,004 Sq Ft

  124 Elmcrest Dr, Fishkill, NY 12524

  Tastefully updated and impeccably maintained townhouse is highly desirable Elmcrest community. Attractive layout features open kitchen complete with granite counters, newer stainless appliances, pantry and dining area w/sliding glass door to deck. Massive living room w/cathedral ceiling and exceptional southern exposure is loaded with natural light. Huge bedroom w/large closet and ensuite

  Dan Axtmann BHHS Hudson Valley Properties

  124 Elmcrest Dr, Fishkill, NY 12524
• 

  

  /22

  $364,900

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  401 Commons Way Unit H, Fishkill, NY 12524

  Maintenance-free living awaits at The Commons! This move-in ready 2-bedroom, 2-full bath unit offers a freshly painted, open-concept living, with brand new carpet throughout. Dining area with sliders leading to a private balcony—perfect for relaxing or entertaining. Enjoy the convenience of in-unit laundry, a spacious, primary bedroom with an ensuite bath and walk-in closet, plus an additional

  John Gabriel Jr KW MidHudson

  401 Commons Way Unit H, Fishkill, NY 12524
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  /7

  $400,000

  • Land
  • 33.7 Acres
  • $11,869 per Acre

  Lot 289747 New York 376, Wappingers Falls, NY 12590

  Along the steady flow of New York State Route 376 in Wappingers Falls, the parcel Tax ID 0135689-6358-01-289747-0000, sits within the CC — Community Commercial — zone. Here, the rhythm of the road is not a distraction; it is the opportunity. Route 376 is a connector. It carries residents from neighborhoods to schools, from homes to Route 9, from local errands to daily routines. Visibility matters

  Thomas Santore Coldwell Banker Realty

  Lot 289747 New York 376, Wappingers Falls, NY 12590
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  /7

  $319,000

  • Land
  • 116.76 Acres
  • $2,732 per Acre

  Lot 495857 New York 376, Wappingers Falls, NY 12590

  On a stretch of New York State Route 376 where traffic hums between neighborhoods and quietly waiting for its next chapter. Identified on the tax rolls as 0135689-6358-01-495857-0000, the property lies within the Town of Wappinger and carries the R-3A zoning designation — a classification that tells you immediately this is not ordinary ground. R-3A in the Wappingers Falls area is about space. It

  Thomas Santore Coldwell Banker Realty

  Lot 495857 New York 376, Wappingers Falls, NY 12590
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  /6

  $349,999

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

  163 Old State Route 22, Dover Plains, NY 12522

  Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

  German Nielsen Newman Realty Inc

  163 Old State Route 22, Dover Plains, NY 12522
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  /36

  $385,000

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

  908 Scenic Ln, Poughkeepsie, NY 12603

  This sun-drenched end unit townhouse in the highly sought-after Fox Hill Community seamlessly blends modern updates with spacious living. The property features a harmonious combination of brand-new luxury vinyl plank flooring, hardwood floors, and tile, complemented by the crisp, freshly painted interior that creates a bright and inviting atmosphere. The intuitive layout includes two primary

  Rose Burns Century 21 Alliance Rlty Group

  908 Scenic Ln, Poughkeepsie, NY 12603
• 

  

  /30

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  2738 W Main St, Wappingers Falls, NY 12590

  Step into timeless charm and pride of ownership in this two-story Village home, cherished by the same owner for 67 years. Cared for, clean, and freshly painted throughout. Best of all, the breathtaking views of Wappingers Lake are truly the highlight, offering a daily backdrop of water and nature from multiple rooms. The inviting living room features refinished hardwood floors and a large picture

  Diane Zani BHHS Hudson Valley Properties

  2738 W Main St, Wappingers Falls, NY 12590
• 

  

  /16

  $387,000

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft

  10 Timberline Trail, Pawling, NY 12564

  ~ Welcome to your spacious and cozy tri-level townhome in the desirable Cedar Valley Community. ~This rare end unit provides you with an abundance of light and additional outdoor space. Featuring 2 spacious bedrooms and 2.5 bathrooms, this home boasts an open and versatile layout ideal for everyday living and entertaining. The dining area and bright living room with its cozy fireplace opens

  Giorgio Palmisano Howard Hanna Rand Realty

  10 Timberline Trail, Pawling, NY 12564
• 

  

  /28

  $355,000

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft

  490 Depot Hill Rd, Poughquag, NY 12570

  Opportunity Awaits! - Your Own Private Retreat on 4+ Acres in Beekman! - Needs work, sold as is...Set back on 4 private acres, this 4-bedroom, 2 bath home offers 2,300 sq. ft. living space, surrounded by nature, tucked away from road is a true diamond in the rough just waiting for you to bring your vision to life! Upper-level features spacious living room w/cathedral ceilings,

  Susan Stevens BHHS Hudson Valley Properties

  490 Depot Hill Rd, Poughquag, NY 12570
• 

  

  /22

  $389,000

  • 5 Beds
  • 2 Baths
  • 1,272 Sq Ft

  14 Dover Furnace Rd, Dover Plains, NY 12522

  Charming Five-Bedroom Home for Sale – 14 Dover Furnace Road, Dover Plains Welcome to this cozy five-bedroom, two-bath home featuring a spacious garage and a generously sized yard, perfect for outdoor enjoyment. The property has been thoughtfully updated with new gutters, new siding, central air conditioning, and a new propane boiler. Many repairs and improvements have already been completed,

  James Garcia Coldwell Banker Realty

  14 Dover Furnace Rd, Dover Plains, NY 12522
• 

  

  /7

  $385,000

  • Land
  • 3.83 Acres
  • $100,522 per Acre

  515 Depot Hill Rd, Poughquag, NY 12570

  Discover the perfect canvas for your dream home at 515 Depot Hill Rd, Poughquag, NY 12570. This expansive 3.83-acre vacant parcel of land is perched high on a hill, offering unobstructed views in all directions and is approved by the town for a 3-bedroom, 2-bathroom house. The stunning scenic vistas promise to captivate and inspire, providing a breathtaking backdrop for a home that complements

  Ari Lee Sunbelt Sales & Development

  515 Depot Hill Rd, Poughquag, NY 12570

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