Dutchess County NY Homes under $300,000

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  /19

  $299,900

  • 7 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  313 Mansion St, Poughkeepsie, NY 12601

  Offered Here Is This Several Bedroom, Three Bath Home With Handicap Accessible Ramp And A Two Car Garage w/Remote. There Is A Fenced In Yard On A Corner Parcel Which May Make This The Perfect Home For Those Seeking A Residence For The Large And/Or Extended Family. Here You Are Offered A Newer Roof w/Solar Panels For Light Electeic Bills, Spacious Rooms, Newer Stainless Steel Appliances, French

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 385-1269

  313 Mansion St, Poughkeepsie, NY 12601
• 

  

  

  /24

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  79 Powder House Rd, Amenia, NY 12501

  Step back in time to the 1860s with this charming, well-preserved home, lovingly cared for by the current owners for the past 39 years. Key updates include a durable metal roof and a new furnace, both installed in 2018, and a recently added hot water heater from 2022.The original two-story structure boasts spacious rooms, and a thoughtfully designed living room addition (21x13) was

  

  Larry Havens

  Havens Real Estate

  (845) 482-0516

  79 Powder House Rd, Amenia, NY 12501
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  /32

  $247,000

  • Land
  • 25 Acres
  • $9,860 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Welcome to your idyllic escape in the beautiful Hudson Valley town of Pleasant Valley, NY! This exceptional piece of property is a hidden gem, offering unmatched privacy and an abundance of natural beauty. Spanning acres of mixed hardwood and softwood species, the land is a harmonious blend of lush greenery and scenic vistas, providing the perfect backdrop for your dream project. Whether

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP Rossway Rd, Pleasant Valley, NY 12569
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  /28

  $299,900 Open Sat 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  8 Windsor Ct, Poughkeepsie, NY 12601

  This beautifully maintained townhouse, located in the hidden gem Windsor Court community, is ready to welcome its next owner — and it could be you! Step onto the charming rocking chair front porch, perfect for morning coffee or unwinding in the evening. Inside, you’ll find a bright, spacious living room featuring a gorgeous fireplace — the perfect cozy centerpiece for gatherings or relaxing

  Tyler Deleeuw eXp Realty

  8 Windsor Ct, Poughkeepsie, NY 12601
• 

  

  

  /27

  $289,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  254 S Rapalje Rd, Fishkill, NY 12524

  If you are seeking a peaceful retreat, surrounded by forest and magnificent views of mountains and setting sunsets, this one bedroom cabin with updated bathroom w/all-in-one washer/dryer, lovely kitchen featuring stainless steel appliances including stove, refrigerator, dishwasher, hardwood floors throughout, wood burning fireplace, attached deck on almost 3 acres of hillside land is the perfect

  Lisa Walden BHHS Hudson Valley Properties

  254 S Rapalje Rd, Fishkill, NY 12524
• 

  

  /11

  $283,500

  • 3 Beds
  • 3 Baths
  • 1,946 Sq Ft

  5834 Route 9, Rhinebeck, NY 12572

  Nestled in the heart of Rhinebeck, NY, this charming 1805-built home offers unique historic character. Spanning 1,946 sq ft, the residence features 3 bedrooms and 3 bathrooms, providing ample space for living. Situated on a 2.01-acre lot, the property offers privacy and tons of potential. The home is part of the Rhinebeck Village Historic District, recognized for its preserved 18th- and

  Matthew Cave Hudson Property Services, LLC

  5834 Route 9, Rhinebeck, NY 12572
• 

  

  /43

  $275,000

  • 4 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  56 Hooker Ave, Poughkeepsie, NY 12601

  Welcome to 56 Hooker Ave, where history meets opportunity in this grand 1910 home. Just a block from the historic district on a serene, tree-lined street of stately residences, this property offers an incredible canvas for your dream home. With floor plans totaling 3,566 sq. ft., including the 3rd level, this expansive house offers endless possibilities across multiple levels, perfect for

  Vlora Sejdi HomeSmart Homes & Estates

  56 Hooker Ave, Poughkeepsie, NY 12601
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  /24

  $250,000

  • 1 Bed
  • 1 Bath
  • 835 Sq Ft

  2 Loudon Dr Unit 8, Fishkill, NY 12524

  Welcome to this light-filled and freshly updated 1 bedroom, 1 bath condo in the desirable community of The Park in Fishkill. This second-floor unit has been freshly painted and features brand-new carpet throughout, offering a clean, move-in-ready interior with a neutral color palette. Step into a spacious open-concept living and dining area with a large picture window and sliding glass doors that

  Debra Allan BHHS Hudson Valley Properties

  2 Loudon Dr Unit 8, Fishkill, NY 12524
• 

  

  /23

  $299,000

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  6 Carla Terrace, Pine Plains, NY 12567

  Welcome to 6 Carla Terrace! This 4-bedroom ranch nestled on a quiet tree lined cul-de-sac is well situated on nearly a half-acre level lot featuring a large private driveway for multiple vehicles. The dining area features sliding glass doors to the rear deck. Conveniently located just a short distance to downtown Pine Plains and its great shops, restaurants, schools, and of course, the Stissing

  Theodore Weinstein REO Edge LLC

  6 Carla Terrace, Pine Plains, NY 12567
• 

  

  /13

  $275,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  21 N Gilmore Blvd, Wappingers Falls, NY 12590

  Welcome to this single family home with a spacious 2 story unit with a finished basement. Step inside through your private ground floor entrance to an open layout and inviting living room space. Upstairs you will find 2 spacious bedrooms and an updated full bathroom. Spacious finished basement for additional space. Enjoy the outdoor space with a nice backyard. This home is being offered "As-Is".

  Sherley Santiago Keller Williams Realty NYC Grp

  21 N Gilmore Blvd, Wappingers Falls, NY 12590
• 

  

  /13

  $245,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  15 Carnaby St Unit D, Wappingers Falls, NY 12590

  Spacious 2 bedroom, 1 bath 2nd floor condo located in The Pavillion - come own for the price of renting! Majority of updates in the unit completed: new bath, new flooring throughout, new baseboard heaters, new hot water heater, new fans/light fixtures, new built-in AC in living-room.Cozy electric fireplace in living-room to enjoy winter ambiance indoors and private balcony for cool summer

  Marianna Pulley Joseph Baratta Company Realty

  15 Carnaby St Unit D, Wappingers Falls, NY 12590
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  /21

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,805 Sq Ft

  18 Crumwold Place, Hyde Park, NY 12538

  This is a rare opportunity in todays market to purchase a fixer upper, in a highly sought after location, with the ability to generate immediate equity.Located on one of the most prized steets in the historic village of Hyde Park and within walking distance to everything.Sitting on a perfect large and level lot with an expansive backyard and ingroung pool. Create your ownbackyard

  AARON VIGNOGNA Century 21 Alliance Rlty Group

  18 Crumwold Place, Hyde Park, NY 12538
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  /35

  $289,999

  • 4 Beds
  • 1 Bath
  • 1,048 Sq Ft

  118 Hudson Ave, Poughkeepsie, NY 12601

  One Family's Treasure Since 1966 | Ready for it's Next Chapter!Charming 4-Bed, 1-Bath home lovingly cared for by one family since 1966. Features an enclosed porch, large living room, formal dining, covered back deck, deep backyard and two driveways plus an attached garage. Move-in ready with tons of potential to customize. Prime Poughkeepsie location close to shops, dining, and parks.

  MARQUI GARRETT KFortuna All Aspects Realty

  118 Hudson Ave, Poughkeepsie, NY 12601
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  /20

  $299,500

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  6 de Laval Place, Poughkeepsie, NY 12601

  WELCOME HOME to this "cute as a button" ranch-style house that has been completely updated and is move-in ready! Located in the Town of Poughkeepsie, within the desirable Arlington School District, this home has so many updates, including a new roof, new electrical service, spray foam insulation, central air, and a stunning chef’s kitchen with beautiful cabinets, Quartz countertops, and a

  Ronald Green KW MidHudson

  6 de Laval Place, Poughkeepsie, NY 12601
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  /17

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  6 Amherst St, Red Hook, NY 12571

  Discover the potential of this conveniently located ranch-style home in Red Hook. Featuring 3 bedrooms, 1 bath, and an attached garage, this home is ready for your personal touch. A great opportunity for first-time buyers looking for a starter home or for investors and renovators seeking a project with value-adding potential. Located in a peaceful neighborhood, it’s just a short distance to the

  Jessica Brasseur Houlihan Lawrence Inc.

  6 Amherst St, Red Hook, NY 12571
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  /15

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  2740 South Rd Unit G11, Poughkeepsie, NY 12601

  This spacious 2-bedroom condo, located in the desirable Greenbriar community in the Spackenkill School District, features fresh paint, new carpet, a large eat-in kitchen, and sliding glass doors leading to a private balcony. Enjoy the convenience of community amenities including an in-ground pool. The HOA covers heat, hot water, water/sewer, garbage, snow removal, lawn care, grounds maintenance,

  Bryan Dale eXp Realty

  2740 South Rd Unit G11, Poughkeepsie, NY 12601
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  /23

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,779 Sq Ft

  1 Linden Ln, Hyde Park, NY 12538

  A/O Village Cape Cod, a rock solid home, built with slow grown timber and by craftsmen of that time. This charmer is move in ready with 2 bedrooms on the first floor, Living Room with Firepalce, Dining room , Huge Eat in Kitchen and a Den. The second floor has a large Bedroom and walk in attic storage, use it as is, use some of it or save for future expansion. The choices are several and it

  Brian Woolsey BHHS Hudson Valley Properties

  1 Linden Ln, Hyde Park, NY 12538
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  /4

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  88 Velie Rd, Lagrangeville, NY 12540

  CALLING ALL INVESTORS!!! or BUYERS looking to build their dream home. Versatile 8.4-acre property with endless possibilities and potential for subdivision. This expansive parcel caters to a range of uses. Close to parkway, shops, schools and transportation. Featuring a stream at the back and privacy. The property includes a shed, septic, well, and electrical (not on). Hard work done. Ideal for a

  SUSAN GIGI RESTA Century 21 Alliance Realty Grp

  88 Velie Rd, Lagrangeville, NY 12540
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  /13

  $289,900

  • 4 Beds
  • 2 Baths
  • 1,508 Sq Ft

  168 O Halloran Cir, Pleasant Valley, NY 12569

  This 4-bedroom SF house is located minutes away from the Taconic State PKWY. Close to school, major routes, many great restaurants and shops. This house with brand new driveway and new water line for the house. As you step inside, you will see everything is brand new, new flooring, new kitchen and appliances, brand new patio door goes to tranquil backyard. Living room equipped with a wood burning

  Peter Ge Keystone Realty, USA

  168 O Halloran Cir, Pleasant Valley, NY 12569
• 

  

  /15

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  24 Under Mountain Rd, Wassaic, NY 12592

  **Multiple Offers. Highest and best due in HomePath by 4/3/25 at noon** This beautiful 2 story in Wassaic is a must see! This home has been fully renovated from top to bottom with many great updates including a new roof, new doors, new luxury vinyl plank flooring, fresh paint, 2 new bathrooms, new kitchen, new high efficiency propane boiler, updated septic system, and more! All this nestled on

  Matthew Cave Hudson Property Services, LLC

  24 Under Mountain Rd, Wassaic, NY 12592
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  /21

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft

  34 Kelsey Rd, Poughkeepsie, NY 12601

  Welcome to 34 Kelsey a 3 bedroom 1 bathroom home situated in the Marist University. The neighborhood is peaceful, with tree-lined streets and a suburban feel, while still being close to local amenities like shopping centers, restaurants, and parks.The surrounding area offers a range of dining and entertainment options, as well as outdoor activities, including nearby walking trails and the

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  34 Kelsey Rd, Poughkeepsie, NY 12601
• 

  

  /22

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,037 Sq Ft

  22-28 Ryan Rd, Pine Plains, NY 12567

  Looking for a value opportunity to acquire a piece of property, for a great low price? Looking for two homes for the price of one? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income. Those interested in home ownership will consider this property as well,

  JORGE LUGO BHHS Hudson Valley Properties

  22-28 Ryan Rd, Pine Plains, NY 12567
• 

  

  /19

  $292,500

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  116 Swan Ln, Poughkeepsie, NY 12603

  This charming residence offers a perfect blend of modern comforts and serene surroundings. With spacious living areas, a beautiful landscape, and an ideal location, this property offers a range of amenities that cater to an active lifestyle. Enjoy two well-maintained pools for relaxation and exercise, along with a tennis court and a pickleball court for those who appreciate outdoor sports. The

  Michael Fighera HomeSmart Homes & Estates

  116 Swan Ln, Poughkeepsie, NY 12603
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  /5

  $295,000

  • Land
  • 9 Acres
  • $32,311 per Acre

  4 Stone Wall Path, Red Hook, NY 12571

  One of the few remaining parcels in the 11 lot gated subdivision known as Milan Case Study. This ready-to-build 9 acre BOHA parcel is nestled among majestic old-growth specimen trees, with multiple stone fences crisscrossing the property, and an old farm road offering the perfect country setting for your dream home. Located at the end of a peaceful cul-de-sac with some distant south western views

  Gary DiMauro Four Seasons Sothebys Intl

  4 Stone Wall Path, Red Hook, NY 12571
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  /24

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  1 Carnaby St Unit C, Wappingers Falls, NY 12590

  Welcome to this beautiful and roomy 2nd floor end unit in a great community! This spacious home features a quality sound barrier flooring throughout the main living area. The kitchen offers plenty of cabinets for storage and ample counter space with a great little open space that connects to the dining room. Comfortably relax on the deck with views of the wooded natural landscape. Easy access to

  Jackie Calhoun Coldwell Banker Realty

  1 Carnaby St Unit C, Wappingers Falls, NY 12590
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  /8

  $215,000

  • Land
  • 6 Acres
  • $35,833 per Acre

  0 Smith Rd Unit KEY849857, La Grange, NY 12603

  With 335 feet of road frontage and Board of Health Approval (BOHA) already in place for a 3–4 bedroom single-family home, much of the heavy lifting has already been done. And, there’s also potential to subdivide the land and build a second home, which opens up more possibilities.Here’s your chance to grab a beautiful 6-acre parcel in the heart of LaGrange, NY. Whether you’re dreaming of

  Yves Bouzaglo Corcoran Country Living

  0 Smith Rd Unit KEY849857, La Grange, NY 12603
• 

  

  /13

  $234,500

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft

  2008 Cherry Hill Dr, Poughkeepsie, NY 12603

  Wonderful, stress free living in well maintained Cherry Hill condos. This unit is situated in the very back of the community looking out on wooded land. The home has been totally renovated in the past three years ago. A new full bath with walk in shower was installed, a total refresh and new air conditioning units have been installed. Kitchen is like brand new and so easy to work in. So

  NANCY BIALOSUKNIA BHHS Hudson Valley Properties

  2008 Cherry Hill Dr, Poughkeepsie, NY 12603
• 

  

  /22

  $204,900

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  321 Titusville Rd Unit 93, Poughkeepsie, NY 12603

  Your Effortless Poughkeepsie Lifestyle Awaits at 321 Titusville Road!Imagine a life of ease and convenience in this delightful spacious one-bedroom, one-full-bathroom condominium nestled within a well-maintained and amenity-rich community. Offering a comfortable 840 square feet on the first floor, this ground-level unit provides seamless indoor-outdoor living.Step inside and be

  Steve Moreau Tactical Realty LLC

  321 Titusville Rd Unit 93, Poughkeepsie, NY 12603
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  /16

  $300,000

  • Land
  • 13 Acres
  • $23,256 per Acre

  67 Jackson Rd, Poughkeepsie, NY 12603

  Don’t miss this exceptional 12.9-acre opportunity in the heart of the Hudson Valley. Comprising three contiguous parcels, this level and partially wooded land offers ample road frontage and direct access to the serene Wappinger Creek which is perfect for kayaking, fishing, or simply enjoying the peaceful waterfront setting. Located across from Stanley Still Park and just minutes from Hudson

  Nick Gallagher RE/MAX Town & Country

  67 Jackson Rd, Poughkeepsie, NY 12603
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  /6

  $289,000

  • Land
  • 1.03 Acres
  • $280,583 per Acre

  60 Locust Grove Rd, V. Rhinebeck, NY 12572

  A Rhinebeck village 1.03 acre park like building lot at the end of a quiet cul-de-sac. The front of the land is level and cleared the back of the property is wooded and descend down to Astor Way. In the winter there are distant Catskill mountain views. This property is unique with hook up to municipal water and sewer on the property. There are building area restrictions in place in the front of

  Kimberly Baker BHHS Hudson Valley Properties

  60 Locust Grove Rd, V. Rhinebeck, NY 12572
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  /15

  $234,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  5 Wildwood Dr Unit 12A, Wappingers Falls, NY 12590

  Welcome to Wappingers Falls, a small and vibrant town along the Hudson River. This unit is move in ready with an updated kitchen and gleaming hardwood floors. Nothing to do but bring furniture!

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  5 Wildwood Dr Unit 12A, Wappingers Falls, NY 12590
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  /4

  $300,000

  • Land
  • 0.82 Acre
  • $365,854 per Acre

  5282 Route 44, Amenia, NY 12501

  Great location wonderful investment area build new apt and or commercial building and or mixed use.great traffic location.Close to town and all services close to Silo Ridgetown park etc .

  Bill Flood Houlihan Lawrence Inc.

  5282 Route 44, Amenia, NY 12501
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  /11

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  2740 South Rd Unit D7, Poughkeepsie, NY 12601

  2 bedroom 1.5 bath first floor condo in Breenbriar community, Spackenkill schools, eat in kitchen with SGD's to patio, hardwood & tile floors. Community inground pool. The HOA covers heat, hot water, water/sewer, garbage, snow removal, lawn care, grounds maint., parking, pool access. Close to all amenities including Metro North, shopping plaza, supermarkets, libraries, hospitals, colleges, Hudson

  Anthony Anzalone RE/MAX Classic Realty

  2740 South Rd Unit D7, Poughkeepsie, NY 12601
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  /17

  $200,000

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  10 Dawn Ln, Pleasant Valley, NY 12569

  Stylish & Spacious Living in Pleasant Valley.Welcome to 10 Dawn Lane, where modern comfort meets effortless living. This 3-bedroom, 2-bathroom residence offers an open-concept design with generous living spaces, a well-appointed kitchen, and a serene primary suite—perfect for those who appreciate both style and functionality. Nestled in a well-maintained community, enjoy

  DARREN BARR Serhant LLC

  10 Dawn Ln, Pleasant Valley, NY 12569
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  /32

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  155 Metzger Rd Unit 19, Red Hook, NY 12571

  This immaculate Ranch style manufactured home is 2 years young. Enter the front door from the wonderful front covered Porch and you will marvel at the huge open floor plan with fabulous modern Kitchen with loads of cabinets and a beautiful peninsula with great workspace. The classy plank floors run throughout the home. The Living room holds a full suite of furniture, and the formal Dining Area

  Catherine Mondello MONDELLO UPSTATE PROPERTIES LLC

  155 Metzger Rd Unit 19, Red Hook, NY 12571
• 

  

  /13

  $270,000

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft

  274 Hooker Ave Unit A4, Poughkeepsie, NY 12603

  This charming 2-bedroom, 1.5-bath townhome-style condo is ideally located in the heart of Poughkeepsie, just around the corner from Vassar College. Perfect for those seeking both convenience and comfort, this home offers easy access to local restaurants, shops, and public transportation. With spacious living areas, updated features, and a private setting, it’s a perfect blend of city living and

  Jason Lysack K. Fortuna Realty, Inc.

  274 Hooker Ave Unit A4, Poughkeepsie, NY 12603
• 

  

  /24

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft

  19 Harvey St, Hyde Park, NY 12538

  A/O show for back up Charm awaits you! This 1910 Village of Hyde Park Home needs someone to finish the exterior adding the polish to enhance the Diamond. Large open Living and Dining Rooms and a recently renovated KItchen with Hickory cabinetry and tile floor round out the 1st floor. The second floor has a large sunny Primary Bedroom and 2 nice sized additional bedrooms Plus a remondeled

  Brian Woolsey BHHS Hudson Valley Properties

  19 Harvey St, Hyde Park, NY 12538
• 

  

  /7

  $259,000

  • Land
  • 0.37 Acre
  • $700,000 per Acre

  116 Montgomery St, Rhinebeck, NY 12572

  A rare Rhinebeck village 0.368 acre buildable lot that has a BOHA (Board of Health Approved) approval. The BOHA is for a 2 bedroom home but could be updated to a 3 or 4 bedroom BOHA approval. The driveway is roughed in to the house site. This is a sunny open lot with a front sidewalk that leads into the village center. A short drive to the village center, ND hospital, Bard college, Amtrak, or

  Kimberly Baker BHHS Hudson Valley Properties

  116 Montgomery St, Rhinebeck, NY 12572
• 

  

  /18

  $298,000

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

  2 Loudon Dr Unit 15, Fishkill, NY 12524

  Charming 2-Bedroom Condominium in Fishkill Discover the perfect blend of comfort and convenience in this beautifully maintained 1,071 square foot condominium located on the second story. Upon entry, you are welcomed by a tile floor and a spacious coat closet, leading into a newly painted and carpeted living space that exudes warmth.The heart of the home is the kitchen, designed

  Jonathan Scarinzi Elyse Harney Real Estate

  2 Loudon Dr Unit 15, Fishkill, NY 12524
• 

  

  /23

  $224,950

  • 3 Beds
  • 1.5 Baths
  • 2,640 Sq Ft

  140 Hunns Lake Rd, Stanfordville, NY 12581

  FULLY AVAILABLE ! CALLING ALL INVESTORS! This super cute and full of character farmhouse is nestled in the desirable town of Stanfordville, minutes to Bangall and Millbrook and boasts almost 2 acres of private land, set back from the road with endless possibilities. Upstairs you will find three bedrooms and two baths, plus plenty of storage. First floor is great area for a workshop and tons of

  Ronald Green KW MidHudson

  140 Hunns Lake Rd, Stanfordville, NY 12581

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