Dutchess County NY Homes for Sale

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  /17

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,228 Sq Ft

  14 Princeton St, Red Hook, NY 12571

  2026 has arrived and just in time for this sweet one level ranch, in one of the best neighborhoods in Red Hook. Beautifully renovated, this charming home welcomes you in with vaulted beamed ceilings and a massive bay window wall flooding the home with light. Flows into the open and cozy eat in Kitchen with loads of storage, artfully crafted for making meals together. Large Den off the Kitchen

  Chelsea Pollard-Seiler Mondello Upstate Properties

  14 Princeton St, Red Hook, NY 12571
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  /9

  $250,000

  • Land
  • 1 Acres
  • $249,004 per Acre

  1 Maizeland Rd, Red Hook, NY 12571

  Fabulous amenities make RED HOOK VILLAGE a wonderful place to build your new home! Maizeland Road is a superior & special location. Back from traffic and noise on a hidden away village street, here is country living with serenity, quiet, & conveniences. Park your car because the fabulous RECREATION PARK with a pool, ball fields, basketball & tennis courts, & a playground is around the corner.

  Paul Hallenbeck BHHS Hudson Valley Properties

  1 Maizeland Rd, Red Hook, NY 12571
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  /10

  $259,900

  • Land
  • 1.07 Acres
  • $243,352 per Acre

  1 Maizeland Rd, Red Hook, NY 12571

  Fabulous amenities make RED HOOK VILLAGE a wonderful place to build your new home! Maizeland Road is a superior & special location. Back from traffic and noise on a hidden away village street, here is country living with serenity, quiet, & conveniences. Park your car because the fabulous RECREATION PARK with a pool, ball fields, basketball & tennis courts, & a playground is around the corner.

  Paul Hallenbeck BHHS Hudson Valley Properties

  1 Maizeland Rd, Red Hook, NY 12571
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  /13

  $590,000 New Construction

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

  9 Stonewall Cir, Poughkeepsie, NY 12603

  Gorgeous Hudson Valley Property set in the desirable Arlington School District. 10 min drive to the Metro North Train. Fully upgraded kitchen. Huge Master bedroom with wonderful Master Bath. Mins from shopping and all the great eateries. This home is brand new and built in 2021 and only lived in once a month.

  Daniel Sangemino TESLA REALTY GROUP LLC

  9 Stonewall Cir, Poughkeepsie, NY 12603
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  /50

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,286 Sq Ft

  14 Moss Hill Rd, Holmes, NY 12531

  Discover your own peaceful retreat on 4 pristine acres nestled in the tranquil hamlet of Holmes, New York, a serene pocket of Dutchess County just about 67 miles north of New York City—a scenic drive that offers the perfect balance of accessibility and escape. This charming Cape Cod-style single-family home spans approximately 2,286 square feet and features three spacious bedrooms and three full

  Savannah Miceli Century 21 Alliance Rlty Group

  14 Moss Hill Rd, Holmes, NY 12531
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  /41

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  45 Baker Rd, Hopewell Junction, NY 12533

  Welcome to 45 Baker Road — a private retreat nestled on over 3 scenic acres in the heart of Hopewell Junction. This ranch-style home blends peaceful country living with everyday convenience, set within the Arlington School District and just minutes from major parkway exits, local trails, and nature preserves. Inside, you’ll find a comfortable and practical layout featuring 3 spacious bedrooms and

  Brent VanAken Real Broker NY LLC

  45 Baker Rd, Hopewell Junction, NY 12533
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  /30

  $635,000

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  28 Howland Ave, Beacon, NY 12508

  Such a wonderful Mountain retreat situated near the foot of Mt Beacon. The perfect place to start to write your story or where you settle in. Steps to the best hiking around. Walk up your stone walkway to this 2 bedroom, 1 Bath home with an additional room perfect for a home office, TV room and guest suite. The kitchen has the best views of sunsets daily or sit out on your covered front porch &

  Michele Rios BHHS Hudson Valley Properties

  28 Howland Ave, Beacon, NY 12508
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  /16

  $3,600,000

  • Land
  • 228.91 Acres
  • $15,727 per Acre

  317 Skunks Misery Rd, Millerton, NY 12546

  Public Remarks: One of the most breathtaking vistas in the region, this 157-acre parcel crowns a private site at 1,250 feet, with commanding views to the Catskills. Offered for the first time in generations, this legacy property is paired with an adjacent 71.5-acre parcel, once a distinguished family farm. The panoramic vista from every knoll enjoys the unspoiled countryside extending to the

  

  Larry Havens

  Havens Real Estate

  (518) 765-1759

  317 Skunks Misery Rd, Millerton, NY 12546
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  /34

  $485,000

  • 4 Beds
  • 3 Baths
  • 2,517 Sq Ft

  3 Pond Rd, Poughkeepsie, NY 12601

  This charming, recently updated home is ideally situated on a quiet dead-end street, offering a serene escape without sacrificing convenience. The location provides easy access to local amenities and transportation options. Step inside to discover a freshly revitalized interior featuring new flooring and paint throughout, creating a bright and welcoming atmosphere. The spacious living area is

  Samantha McCrory Exit Realty Connections

  3 Pond Rd, Poughkeepsie, NY 12601
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  /34

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,362 Sq Ft

  201 Linden Ave, Red Hook, NY 12571

  Once in a generation does a home like this come available. Meticulously cared for by the previous family; this Red Hook gem features a fabulous floor plan. One level easy living and a full finished basement with room for so much expansion. Walk in through the breezeway with blue stone floors and walls of windows, perfect for a grand entry way or lounge area to have a sunlight morning cup of

  Chelsea Pollard-Seiler Mondello Upstate Properties

  201 Linden Ave, Red Hook, NY 12571
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  /28

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,173 Sq Ft

  276 Old Hopewell Rd, Wappingers Falls, NY 12590

  Welcome to one level living in this well-maintained charming ranch on 1.7 acres. 3 bedroom 1 bath functional ranch offers comfortable and cozy living with a fireplace in the living room, dining room, hardwood floors. Central air, large clean basement for storage and laundry. Back yard is level ideal for entertaining, gardening and pets. Enclosed heated breezeway with front and rear access sliding

  Nancy Rosaler BHHS Hudson Valley Properties

  276 Old Hopewell Rd, Wappingers Falls, NY 12590
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  /28

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  92 Academy St, Poughkeepsie, NY 12601

  In The Historic District, Bordering On The Southside, Is This Freshly Painted And Updated Four Bedroom, Two Bath Home Available For Immediate Occupancy. This As Is Bi-Level Offers An Open Floor Plan Lower Level With Bedroom And Bath. Second Landing Allows Three Additional Bedrooms, Bathroom And A Bonus Room For A Possible Walk In Closet, Office......Your Choice. The Convenience Of Being Close To

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 690-4502

  92 Academy St, Poughkeepsie, NY 12601
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  /50

  $559,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,132 Sq Ft

  52 All Angels Hill Rd, Wappingers Falls, NY 12590

  Enjoy a true modern retreat and country tranquility in the heart of Wappingers Falls. This fully renovated home truly has it all. Everything you see, is brand new. Featuring wall to wall windows, rich hardwood floors throughout, designer tile, high end appliances, custom vanities, and more! The main level offers a generous living area with a primary suite and 2 additional bedrooms. Lower level

  Giancarlo Pecora eXp Realty

  52 All Angels Hill Rd, Wappingers Falls, NY 12590
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  /11

  $325,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  101 N Clinton St, Poughkeepsie, NY 12601

  Two - family home in the City of Poughkeepsie producing $2500/month in rental income (master lease for entire home; tenant resides in ground floor and sublets second floor). This basic duplex features separate units and a functional layout. - Conveniently located downtown, near public transportation and major highways.- Suitable for owner-occupant or investor.

  Don Minichino KW MidHudson

  101 N Clinton St, Poughkeepsie, NY 12601
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  /23

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  22 Wendover Dr, Poughkeepsie, NY 12601

  Charming Cape nestled on a quiet cul-de-sac. The sun-filled living room with fireplace flows seamlessly into the dining room, featuring a bay window overlooking the level backyard. The kitchen opens to the dining room, making it ideal for entertaining. The main level offers a bedroom, den/guest room, and a beautifully updated full bath.Upstairs, you’ll find a spacious primary bedroom with a

  EILEEN FESKO BHHS Hudson Valley Properties

  22 Wendover Dr, Poughkeepsie, NY 12601
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  /5

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  72 Martin Rd, Pleasant Valley, NY 12569

  Beautifully maintained home, with a spacious primary bedroom with a Jack and Jill bathroom which leads the hallways of the other 2 well sized bedrooms. The house is filled with natural sunlight and new flooring. A lovely enclosed sunroom overseeing a well maintained back yard. A spacious lower level area that can be used as a guest room or kids play area. Laundry room and utility area with

  Victor Eleutice VIP Realty Home Inc.

  72 Martin Rd, Pleasant Valley, NY 12569
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  /46

  $39,000,000

  • 9 Beds
  • 15 Baths
  • 55,000 Sq Ft

  104 N Garden Dr, Pawling, NY 12564

  Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same owner has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it

  Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  104 N Garden Dr, Pawling, NY 12564
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  /50

  $589,000

  • 5 Beds
  • 3 Baths
  • 3,597 Sq Ft

  13 Edna Dr, Hyde Park, NY 12538

  Wow!!! This house is huge and waiting for new owners to love it. This house is not a drive by, you need to see the inside to appreciate it. The primary living room is large 12x24 with carpet and and 3 windows to bring in the sunshine, the fireplace is propane and warms the house nicely on a cold winter evening. The eat in kitchen is large and a great place to hangout with friends when you are

  Nancy Young BHHS Hudson Valley Properties

  13 Edna Dr, Hyde Park, NY 12538
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  /25

  $355,000

  • 1 Bed
  • 1.5 Baths
  • 944 Sq Ft

  118 Elmcrest Dr, Fishkill, NY 12524

  An attractive and well-maintained townhome located in the highly sought-after Elmcrest Community. This home features an open kitchen, a spacious living room, and a loft-style primary bedroom suite complete with a fully renovated private bath, featuring brand new jacuzzi tub. Recent updates include new Lifeproof flooring, custom window treatments, and an extended back deck with stairs - one of the

  Ryan Arket Compass Greater NY, LLC

  118 Elmcrest Dr, Fishkill, NY 12524
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  /13

  $29,999

  • 1 Bath
  • 500 Sq Ft

  266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533

  Fixer upper 1st row from the lake with private lake rights to Sylvan Lake! This seasonal home, managed from April-November, is perfect for those looking for a weekend getaway or for 'Snowbirds' looking for a place to call home in NY. You will not be disappointed with this home. Though this home is in need of updating the proximity to the lake and the unobstructed hilltop views make this home a

  RYAN SCHWARZ

  266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533
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  /40

  $679,900

  • 2 Beds
  • 3.5 Baths
  • 2,912 Sq Ft

  11 Appleblossom Ln, Hopewell Junction, NY 12533

  Welcome to 11 Apple Blossom Lane, a mindfully redesigned farmhouse-style home set on a level .85-acre lot. Fully remodeled from top to bottom, this home blends modern craftsmanship with timeless colonial charm. Enjoy the expansive front porch, sun-filled interiors, a gourmet kitchen, wood-burning fireplace, two spacious primary suites—one on each level plus two more rooms that could be an office

  Kimberly Cannizzaro Century 21 Alliance Rlty Group

  11 Appleblossom Ln, Hopewell Junction, NY 12533
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  /36

  $520,000

  • 3 Beds
  • 2 Baths
  • 1,631 Sq Ft

  145 Mountain View Dr, Holmes, NY 12531

  Begin the New Year in a charming home featuring 3 spacious bedrooms, 2 full baths nestled on a picturesque 1.19 acre wooded lot. Property is a short walk from Whaley Lake, which is adjacent to Empire State Trail and the MTA-owned Maybrook Rail Trail. Located at the end of a cul-de-sac with stunning seasonal lake views, this home offers a serene retreat. There is a Marina on the lake and you can

  Carol D'Amato Regency Real Estate

  145 Mountain View Dr, Holmes, NY 12531
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  /11

  $125,000

  • Land
  • 0.31 Acre
  • $403,226 per Acre

  3 Pine Dr, Pawling, NY 12564

  This property offers endless possibilities, whether for development, investment, or creating a personalized mobile home environment. Key features include: Expansive Lot: 13,500 sq ft for development, investment, or personal use.Prime Location: Close to town with shops, dining, and community events.Transportation Access: Near major routes and public transit (Dover Plains Metro North

  Brandon Doswell-Stephens Silverside Realty LLC

  3 Pine Dr, Pawling, NY 12564
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  /19

  $394,900

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft

  3 Glade Rd, Poughkeepsie, NY 12601

  Welcome to this 4 bedroom 2 bathroom ranch in the Town of Hyde Park. The home features a new roof, new paint and flooring throughout. This home while in Hyde Park is closer Pleasant Valley or Arlington as it sits right off Salt Point Turnpike making it a commuters dream. Hyde Park offers open space like no other municipality in Dutchess County with public access to the Hudson River, FDR Estate,

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  3 Glade Rd, Poughkeepsie, NY 12601
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  /47

  $329,000

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

  21 Harvey St, Hyde Park, NY 12538

  Use showing time to schedule appointments. Please turn lights and lock all doors. Property does have cameras.

  Kim Conklin KW MidHudson

  21 Harvey St, Hyde Park, NY 12538
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  /19

  $180,700

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  70 Aveonis Ct, Fishkill, NY 12524

  Discover the only affordable housing condominium in a desirable 55+ community in Fishkill! Income limits through the town apply. Nestled within the beautifully maintained Aveonis complex, this charming home offers an ideal combination of comfort and convenience. Residents enjoy access to a clubhouse, walking paths, garden areas, and meticulous grounds keeping. This well-loved home is filled with

  Gregory Pikor Inspire Realty

  70 Aveonis Ct, Fishkill, NY 12524
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  /2

  $75,000

  • Land
  • 1.2 Acres
  • $62,500 per Acre

  534 Violet Ave, Hyde Park, NY 12538

  Embrace the convenience this prime 1.2 acre lot has to offer. Located just moments away from thriving shopping centers, a variety of dining choices, excellent health care facilities and local schools including Marist College, The Culinary Institute Of America and DCC. This central location not only enhances your daily life with effortless access to essential amenities but also fosters a vibrant

  MATTHEW DOHERTY McNiff Real Estate LTD

  534 Violet Ave, Hyde Park, NY 12538
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  /35

  $565,000

  • 3 Beds
  • 3 Baths
  • 2,225 Sq Ft

  10 Helin Rd, Hopewell Junction, NY 12533

  This charming home sits on nearly an acre of level property and offers 2,225 sq ft of comfortable living space. With 3 bedrooms and 3 full bathrooms, it’s ready to warmly welcome its new owners.The main level features a spacious living room, with the dining room just across the way. An updated kitchen with granite counter tops and stainless-steel appliances and has a walkout which provides

  Denise Moccio Coldwell Banker Realty

  10 Helin Rd, Hopewell Junction, NY 12533
• 

  

  /11

  $499,888

  • Land
  • 3.74 Acres
  • $133,660 per Acre

  0 All Angels Hill Rd Unit R1655379, Wappingers Fl, NY 12590

  Ready to build on 3.74 acres. Close to Metro North, I-84, and Taconic State Parkway ...scenic views, privacy, great place to build your dream house. Please see the attached survey and the accompanying photos. These are two lots being sold together, a 1.99-acre lot and a 1.79-acre lot.

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  0 All Angels Hill Rd Unit R1655379, Wappingers Fl, NY 12590
• 

  

  /23

  $489,900

  • 4 Beds
  • 2 Baths
  • 1,766 Sq Ft

  83 Marple Road Extension, Poughkeepsie, NY 12603

  ''MOVE IN READY'' This home was totally remodeled from the foundation up in 2023. Open concept main area. Beautiful hardwood floors throughout on first floor. Quartz counter tops, stainless steel appliances, recess lighting and much more.On the main level you will find 3 spacious bedrooms and beautiful full bathroom and open concept kitchen/dining/living room. Downstairs in the finished

  Tracy Galvin Mid Hudson Valley Realty Corp.

  83 Marple Road Extension, Poughkeepsie, NY 12603
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  /7

  $799,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,175 Sq Ft

  3505 Bennington Dr Unit 74, Fishkill, NY 12524

  MODEL HOME FOR SALE- CORNER UNIT- SPRING 2026A soaring two-story foyer with inviting stairs leads to the Caufield’s open, light-filled living level, showcasing a spacious great room, dining room, and casual dining area with desirable rear yard access. The well-appointed kitchen features a generous center island with breakfast bar, wraparound quartz countertops that continues seamlessly into

  Thomas Jacovino Toll Brothers Real Estate Inc.

  3505 Bennington Dr Unit 74, Fishkill, NY 12524
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  /2

  $131,700

  • Land
  • 0.83 Acre
  • $158,675 per Acre

  121 Cooper Rd, Fishkill, NY 12524

  Large 36,155 square feet vacant lot in rural area 3 miles east of Hudson River, north of downtown Fishkill and south of Wappingers Falls. All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. This property is sold As-Is. This is a REO auction property. Current list price: $131,700.

  Jamarr Zellner REALHome Services & Solutions

  121 Cooper Rd, Fishkill, NY 12524
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  /18

  $1,150,000

  • 3 Beds
  • 3.5 Baths
  • 3,960 Sq Ft

  3 Lisa Ct, Red Hook, NY 12571

  This secluded house in desirable Red Hook is the perfect country getaway or year-round residence. Designed with a generous multi-generational layout, and located at the end of a quiet wooded cul de sac, the brick structure was solidly constructed in 1989. Perfectly sited on a 3.1 acre hillside and surrounded by tranquil woodland views, the 5,000 square foot home features 3 bedrooms and 3.5

  Owen Davidson Brown Harris Stevens HV LLC

  3 Lisa Ct, Red Hook, NY 12571
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  /6

  $954,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  66 County House Rd, Millbrook, NY 12545

  Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen with huge

  Brian Mossey BHHS Hudson Valley Properties

  66 County House Rd, Millbrook, NY 12545
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  /37

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  1907 Magnolia Walk, Poughkeepsie, NY 12603

  Well-maintained 3-bedroom, 2.5-bath townhouse style condo located in the desirable Fox Hill community. This unit underwent a comprehensive renovation seven years ago, including a new kitchen, baths, flooring and appliances. Recent updates include a newly renovated half bath, fresh paint, and new carpeting throughout the second floor. The open-concept living and dining area is ideal for

  Sally Sprogis Four Seasons Sothebys Intl

  1907 Magnolia Walk, Poughkeepsie, NY 12603
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  /34

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft

  19 Maryland Ave, Poughkeepsie, NY 12603

  Nestled in the charming Southside neighborhood of Poughkeepsie, this 4 bedroom 2 full bath raised ranch is an absolute must-see! Boasting a kitchen, full bathroom and living room on each level the layout effortlessly lends itself to welcoming extended family and friends, while the fully fenced-in backyard provides a great setting for barbecues, playdates and pets! The upstairs has a beautiful

  Nicole Magro eXp Realty

  19 Maryland Ave, Poughkeepsie, NY 12603
• 

  

  /34

  $389,000

  • 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
• 

  

  /32

  $758,000

  • 8 Beds
  • 5 Baths
  • 5,425 Sq Ft

  26-32 S Center St, Millerton, NY 12546

  Four-Unit Apartment Property | Millerton, NY Unique investment opportunity in the heart of Millerton. This four-unit apartment property features three units in a two-story row-style building plus a separate two-story home, all situated on a single parcel. Each apartment offers two bedrooms located on the second level with stair access. The three row-style units feature open-concept first floors

  Jonathan Scarinzi Elyse Harney Real Estate

  26-32 S Center St, Millerton, NY 12546
• 

  

  /6

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,706 Sq Ft

  3 Bear Hollow Ln, Hyde Park, NY 12538

  *Use 120 Haviland Road in maps, actual address will NOT work in maps.* **UNDER CONSTRUCTION** Welcome to The Woodlands at Hyde Park, an enclave of 20 elite homes, built by a local, well known custom home builder. All lots offer a private and bucolic setting ranging from 1 to 5+ acres. Lot 3 features the Payton Model. A Modern Farmhouse situated on over an acre of privacy, primary first floor en

  Justin LaFalce KW MidHudson

  3 Bear Hollow Ln, Hyde Park, NY 12538
• 

  

  /8

  $154,900

  • Land
  • 2.38 Acres
  • $65,084 per Acre

  17 Crow Hill Ln, Rhinebeck, NY 12572

  Last remaining available wooded home site in upscale RHINEBECK estates located on the fringe of Rhinebeck Village. Kingston-Rhinecliff Bridge, Bard College, Red Hook & Hudson all within easy reach. 20 minutes to Metro North or if you prefer a super convenient short hop to Rhinecliff's Amtrack station. Shovel ready; current health dept. approval in place w/existing driveway. Tired of being

  Leigh Bahnatka BHHS Hudson Valley Properties

  17 Crow Hill Ln, Rhinebeck, NY 12572

Showing Results 81 - 120, Page 3 of 18