Dutchess County NY Homes for Sale with Basement

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  /15

  $3,000,000

  • 3 Beds
  • 3.5 Baths
  • 4,260 Sq Ft

  36 Blue Grass Ln, Beacon, NY 12508

  A Rare Hudson Valley Retreat — 51 Private Acres Overlooking the Hudson River and beyond.Opportunities like this are truly once in a lifetime. Perched high above the vibrant City of Beacon, this three-level contemporary home commands 51 acres of pristine land, directly bordering hundreds more acres of protected New York State wilderness. With sweeping Hudson River views, complete privacy, and

  Gabriel Greenberg Compass Greater NY, LLC

  36 Blue Grass Ln, Beacon, NY 12508
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  /46

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  508 Woodstock Rd, Millbrook, NY 12545

  On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

  OLIVER BROWN Houlihan Lawrence Inc.

  508 Woodstock Rd, Millbrook, NY 12545
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  /3

  $649,000

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

  149 Johnson Rd, Wingdale, NY 12594

  New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

  Bliss Voutsinas Hillside Realty & Development

  149 Johnson Rd, Wingdale, NY 12594
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  /41

  $849,500

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  49 N Chestnut St, Beacon, NY 12508

  BACK on the Market! Incredible Location! This 1900s Colonial-style farmhouse in Beacon offers a truly rare opportunity to own a historic home with extraordinary grounds. Nestled on an almost double, city lot—a rare find so close to Main St—this property provides expansive space perfect for gardening, outdoor activities, or future development. The mature tiered gardens, shade trees, and lush

  Crystal De Raffele RE/MAX Town & Country

  49 N Chestnut St, Beacon, NY 12508
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  /11

  $175,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  14 SE Mountain Rd, Wingdale, NY 12594

  RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

  Crystal Jones Voro LLC

  14 SE Mountain Rd, Wingdale, NY 12594
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  /39

  $659,000

  • 3 Beds
  • 2.5 Baths
  • 2,583 Sq Ft

  417 Vassar Place, Fishkill, NY 12524

  meticulously maintained, 3 Bedroom, 2.5 Bath, Colonial Condo in the prestigious Toll Bros Van Wyck Glen Community. Country Club-like Maintenance Free Living. First Level entry leads to Sitting Room, Dining room, walk around Kitchen w/Granite Tops, Stainless Steel Appliances, Natural Gas Cooking, Breakfast Area, Large Family Rm w Gas Fireplace, Private Office/Den, Half Bath, Laundry Room w/Washer

  Lisa Walden BHHS Hudson Valley Properties

  417 Vassar Place, Fishkill, NY 12524
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  /33

  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,054 Sq Ft

  129 W Meadow Ln, Millbrook, NY 12545

  Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

  Candy Anderson Compass Greater NY, LLC

  129 W Meadow Ln, Millbrook, NY 12545
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  /7

  $485,000

  • 4 Beds
  • 2 Baths

  9 Lawrence Rd, Poughkeepsie, NY 12601

  Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007. Each unit has gleaming hardwood floors in living room and dinning room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street parking,

  Tijuana Vann Century 21 Alliance Rlty Group

  9 Lawrence Rd, Poughkeepsie, NY 12601
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  /47

  $765,000

  • 3 Beds
  • 3 Baths
  • 1,777 Sq Ft

  16 Trinity Place, Rhinebeck, NY 12572

  This home offers a unique opportunity to enjoy the best of village living. Whether you're seeking a place to host memorable gatherings or a stroll into town to enjoy shops restaurants or just simply a comfortable and stylish space to call home, this Rhinebeck gem is sure to impress. Rhinebeck Buckley middle school and high school are only one block away, New stainless steel Samsung kitchen

  Karen Vetere Vetere, Karen Real Estate

  16 Trinity Place, Rhinebeck, NY 12572
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  /31

  $999,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  13 Henry St Unit 1, Beacon, NY 12508

  Welcome home to Beacon’s newest 4 custom built Townhome community. These 4 homes offer 3 Bedrooms & 2 1/2 Baths. Located just 1 block off Main St where there is so much happening with amazing Mountain views, great places to dine & just minutes to the Metro North Station, 1.3 mi & Major Highways. Step into your 1st floor from your front door or attached 1 car garage to find your kitchen & dining

  Michele Rios BHHS Hudson Valley Properties

  13 Henry St Unit 1, Beacon, NY 12508
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  /15

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  120 Harmony Rd, Pawling, NY 12564

  New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

  Bliss Voutsinas Hillside Realty & Development

  120 Harmony Rd, Pawling, NY 12564
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  /37

  $11,250,000

  • 5 Beds
  • 7.5 Baths
  • 14,800 Sq Ft

  46 Ledgerock Ln, Hyde Park, NY 12538

  Ledgerock, the riverfront masterpiece by modern architect Lee Ledbetter is back on the market after undergoing significant infrastructure improvements. This one-of-a-kind estate offers the finest Hudson River and Catskill Mountain views on the market today and is set on 5 private acres. Constructed from the finest materials available, this gorgeous fossilized French limestone & glass compound

  Jason Karadus Corcoran Country Living

  46 Ledgerock Ln, Hyde Park, NY 12538
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  /38

  $1,995,000

  • 4 Beds
  • 7 Baths
  • 12,000 Sq Ft

  55 Daley Rd, Poughkeepsie, NY 12603

  You can feel you belong as you drive down the tree lined drive. On this farm you can create experiences that family friends and guests will cherish. This farm embodies peaceful luxury suitable for full time or holiday use. Explore the possibilities of developing a working farm with live stock or agriculture, venue use as well. The grounds include stamped plans the foundation is in for a 12,000

  Claudine Colletti Giner Real Estate Inc.

  55 Daley Rd, Poughkeepsie, NY 12603
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  /11

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  477 Canoe Hill Rd, Millbrook, NY 12545

  Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

  HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, Millbrook, NY 12545
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  /36

  $5,500,000

  • 7 Beds
  • 5 Baths
  • 6,019 Sq Ft

  20 Smithfield Way, Amenia, NY 12501

  Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
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  /14

  $2,495,000

  • 3 Beds
  • 1.5 Baths
  • 2,770 Sq Ft

  40 Lakeside Dr, Rhinebeck, NY 12572

  (To Be Built) Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with

  DOUG MAXWELL Upstate Modernist

  40 Lakeside Dr, Rhinebeck, NY 12572
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  /31

  $65,000,000

  • 10 Beds
  • 8 Baths
  • 14,706 Sq Ft

  45 Hitchcock Ln, Millbrook, NY 12545

  The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
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  /2

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  49 Lane Gate Rd, Wappingers Falls, NY 12590

  Tow lots together, 36.5 Acres. Newly remodeled 4 bedroom colonial on a cul-de-sac. (more photos are coming soon). Beautiful 4 Bedrooms, 2.5 Bathroom Colonial with hardwood and tiled floors throughout the home,in Executive Neighborhood. House Set On 2.99 Acres; Lots of yard space for entertaining. First floor brings a formal dining and living rooms, an office, and a fully finished walk out

  Feng Chang Acer Realty Inc

  49 Lane Gate Rd, Wappingers Falls, NY 12590
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  /2

  $775,000

  • 3 Beds
  • 1 Bath
  • 2,259 Sq Ft

  2277 Route 52, Hopewell Junction, NY 12533

  Beautiful almost 5 acres with many possibilities. Possible commercial use. Includes a 3 bedroom home built in the 1800 on the property.

  Graziano Tassone Tassone Realty Corp.

  2277 Route 52, Hopewell Junction, NY 12533
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  /37

  $2,395,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,065 Sq Ft

  11 Crimson Hill, Rhinebeck, NY 12572

  A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room

  Annabel Taylor Four Seasons Sotheby's Int.

  11 Crimson Hill, Rhinebeck, NY 12572
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  /4

  $589,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  136 N River Dr, Beacon, NY 12508

  Coming Soon .... along with many photos next week! Ideal for the discerning buyer seeking the spacious feel of a single-family home paired with the ease and minimal maintenance of HOA/community "care-free" living. This immaculately maintained and updated townhouse-condominium, located at 136 N. River Drive, The Preserve on the Hudson, in Beacon, NY, could check all your boxes. Remarkably,

  Melinda Lanoff Keller Williams NY Realty

  136 N River Dr, Beacon, NY 12508
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  /25

  $460,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,054 Sq Ft

  5 Country View Rd, Millerton, NY 12546

  Set on a level,open corner lot with sweeping country views,just outside the Village of Millerton, 5 Country View Rd offers over an acre of sun-filled serenity and move-in-ready comfort. Built in 2004, this bright and airy home reflects true pride of ownership. The main level showcases beautiful hardwood floors and an easy, flowing layout featuring a sunlit living room that opens to the dining

  Margaret Rynn DUTCHESS COUNTRY REALTY INC. M

  5 Country View Rd, Millerton, NY 12546
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  /45

  $599,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 2,212 Sq Ft

  2146 Route 55, Lagrangeville, NY 12540

  Tucked away up a 1200 foot long driveway, you'll find a 3-4 bedroom colonial, located within the Arlington school district. As you enter, you have a large mudroom/entry for all you winter coats, boots and shoes. This home features hardwood floors throughout and an open concept living area. Dining area with pellet stove to help with those chilly nights. Office/den located on 1st floor. Upstairs

  Kim Conklin KW MidHudson

  2146 Route 55, Lagrangeville, NY 12540
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  /23

  $665,000 Coming Soon

  • 9 Beds
  • 4 Baths
  • 3,952 Sq Ft

  276 Old Route 22, Wassaic, NY 12592

  Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every

  Stacey Cronin Houlihan Lawrence Inc.

  276 Old Route 22, Wassaic, NY 12592
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  /27

  $995,000 Coming Soon

  • 8 Beds
  • 4 Baths
  • 3,478 Sq Ft

  762 Old Route 22, Amenia, NY 12501

  Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed

  Stacey Cronin Houlihan Lawrence Inc.

  762 Old Route 22, Amenia, NY 12501
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  /46

  $1,285,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,949 Sq Ft

  87 Kaye Rd, Millerton, NY 12546

  Tucked away at the end of a quiet country road, this rustic mountain house offers sweeping views of rolling farmland and distant mountains. With its rustic charm and private storybook setting on 13.73 acres, the home feels like a peaceful escape from another time—surrounded by nature yet conveniently located just minutes from the charming Village of Millerton. The inviting cabin features a

  PAULA REDMOND Corcoran Country Living

  87 Kaye Rd, Millerton, NY 12546
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  /4

  $239,000 Open House 4/12

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1668 Route 9 Unit 1F, Wappingers Falls, NY 12590

  Step into a lifestyle of ease in this beautifully renovated 3 bedroom, 2 full bath condo where every detail has been handled for you. From the moment you walk through the brand-new screened front door, you are greeted by fresh paint and stunning new flooring that flows throughout the home.The heart of the home features a bright kitchen boasting brand-new countertops, a new stove and

  Gina Bonato Keller Williams Realty Partner

  1668 Route 9 Unit 1F, Wappingers Falls, NY 12590
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  /2

  $709,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,376 Sq Ft

  30 Huckleberry Ln, Hopewell Junction, NY 12533

  Welcome to this beautifully maintained custom-built raised ranch. This 3-bedroom, 3 full bath home is located in the highly desirable Covered Bridge Farm community in East Fishkill. Filled with natural light and thoughtfully designed for both everyday living and entertaining, this home offers comfort, space, and versatility.Upon entering, you’re welcomed into the main living room featuring a

  Julie Cirrito BHHS Hudson Valley Properties

  30 Huckleberry Ln, Hopewell Junction, NY 12533
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  /23

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,952 Sq Ft

  30 Garfield Place, Poughkeepsie, NY 12601

  Opportunity awaits with this spacious 4 bedroom, 3 bath Southside Poughkeepsie home in a sought-after neighborhood. Offering a 2-car garage and a nice yard. Property in need of TLC. This property is a Short Sale being sold AS-IS.

  Amanda Wilcox eXp Realty

  30 Garfield Place, Poughkeepsie, NY 12601
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  /32

  $199,900

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  68 Bushwick Rd, Poughkeepsie, NY 12603

  Opportunity is knocking! We know that good things come to those who wait...But only what's left over from those who got there first.Single family home in the Town of Lagrange now available! This lovely 2 bedroom / 1 bath is just waiting for your new ideas. This home is set on over an acre of land that features pond views. It's just Ideal for outdoor enjoyment and relaxing with family and

  Ted Weinstein Rising Realty NY LLC

  68 Bushwick Rd, Poughkeepsie, NY 12603
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  /13

  $145,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  160 Academy St Unit 9G, Poughkeepsie, NY 12601

  Run don't walk to this remodeled 1 bedroom, 1 bath unit on an upper floor with absolutely amazing views of the Hudson River Valley and FD Roosevelt Bridge. Enjoy the fireworks from your deck. The unit features parking both indoor and underground as well as an inground pool. This is a FannieMae Homepath Property.

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  160 Academy St Unit 9G, Poughkeepsie, NY 12601
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  /15

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 1,735 Sq Ft

  158 Schlueter Dr, Hopewell Junction, NY 12533

  4 bedroom ranch on almost 3 level acres and tucked away with relative privacy. Stone fireplace in living room, some hardwood floors, Partial basement with workshop. Great commuter location and close to shopping and schools.

  James Bergstraser RE/MAX Classic Realty

  158 Schlueter Dr, Hopewell Junction, NY 12533
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  $525,000

  • 5 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  6 Reggie Dr, Wappingers Falls, NY 12590

  Spacious 5-bedroom, 2-bath single-family home offering 2,256 sq ft of living space on .39 acres in a desirable Wappingers Falls location. This home offers great potential and is ready for your personal touch and imagination.The layout includes a possible all-season room, granite countertops, a finished basement with a fireplace, additional living space, and a bedroom, providing flexibility

  Angela Chenery Century 21 Alliance Rlty Group

  6 Reggie Dr, Wappingers Falls, NY 12590
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  /16

  $380,000

  • 4 Beds
  • 1.5 Baths
  • 1,525 Sq Ft

  10 Lori St, Poughkeepsie, NY 12603

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

  Ernie Acampora River Realty Services, Inc.

  10 Lori St, Poughkeepsie, NY 12603
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  /15

  $179,900

  • 4 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  9 Morton Place, Amenia, NY 12501

  4 Bedroom, 1.5 Bathroom Colonial in T/Amenia! Close to shopping, schools and amenities. Needs work. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only and must accompany proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Brian Smith River Realty Services, Inc.

  9 Morton Place, Amenia, NY 12501
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  /44

  $299,900

  • 5 Beds
  • 4 Baths
  • 2,790 Sq Ft

  6 Laurel Dr, Holmes, NY 12531

  Fantastic 3-Family Opportunity in Holmes, NY!Discover the potential in this unique multifamily property, featuring a single-family home plus an additional 2-family house on one parcel. Whether you're a homeowner looking for a fixer-upper with rental income potential or an investor seeking a high-demand rental property, this is the one you’ve been waiting for. Both homes need repairs and

  Arafat Ibrahim AI Realty Brokerage LLC

  6 Laurel Dr, Holmes, NY 12531
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  /27

  $174,800

  • 3,444 Sq Ft

  245 Hicks Hill Rd, Stanfordville, NY 12581

  Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Ernie Acampora River Realty Services, Inc.

  245 Hicks Hill Rd, Stanfordville, NY 12581
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  /23

  $388,500

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  11 Park Ln, Holmes, NY 12531

  Town of Pawling! Looking for a great starter home with privacy? This 3 Bedroom, 1 Bath Raised Ranch located on .58 acres at end of a private road is for you! Commuter's Dream! Close to I-84! Open floor plan with hardwood flooring in living room & dining room, large kitchen with plenty of counter & cabinet space. Large family room on lower level with sliding door to yard. Sold as-is. Buyer to pay

  Ernie Acampora River Realty Services, Inc.

  11 Park Ln, Holmes, NY 12531
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  /29

  $705,000

  • 4 Beds
  • 3 Baths
  • 3,888 Sq Ft

  12 Rebecca Dr, Pawling, NY 12564

  Surrounded by the natural beauty of the Hudson Valley region, this Multi-Family home benefits from a private environment that outdoor enthusiasts will find irresistible. This property's location offers convenient access to the Lakeside Park Disc Golf Course, the nearby Appalachian Trail which provides endless hiking opportunities for nature lovers and the Metro-North Railroad being about a 5

  Kevin Sanabria eRealty Advisors, Inc

  12 Rebecca Dr, Pawling, NY 12564
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  /20

  $429,999

  • 4 Beds
  • 2 Baths
  • 3,324 Sq Ft

  2408 Route 9d, Wappingers Falls, NY 12590

  Circa 1800 Colonial home with updates that need to be finished. In need of love and attention but what a find all on one acre! It has four spacious bedrooms with wide plank flooring, walk in closets, two staircases, and the wonder of many original features. There are new windows and the kitchen was remodeled. It's like stepping back in time - come see this beauty! All offers subject to third

  Kimberlee Markarian BHHS Hudson Valley Properties

  2408 Route 9d, Wappingers Falls, NY 12590

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