Dutchess County NY Homes for Sale

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  /2

  $25,000

  • Land
  • 1.1 Acres
  • $22,727 per Acre

  0 Arlene Rd Unit KEY986565, La Grange, NY 12603

  Raw land in a yet to be built development. An opportunity to buy into this and prepare for a future build or sit on the investment. The entry road is not cut in but Access is off of Bushwick Road. All building lots are mapped out and divided on Dutchess County Parcel Access. Phil Bisesto

  

  Philip Bisesto

  HomeSmart Homes & Estates

  0 Arlene Rd Unit KEY986565, La Grange, NY 12603
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  /16

  $200,000

  • 1 Bed
  • 1 Bath
  • 727 Sq Ft

  5 Wildwood Dr Unit 16D, Wappingers Falls, NY 12590

  Be the first to enjoy this beautifully renovated, 1 bedroom, 1-bath second floor condo unit featuring a brand-new kitchen with brand new stainless steel appliances. Additional upgrades include updated lighting fixtures, newly renovated hardwood flooring in the Living room and the bedroom, a new fancy ceiling fan and wall AC unit, and brand new windows. The updated bathroom showcases new tile with

  Neeta Gupta Redfin Real Estate

  5 Wildwood Dr Unit 16D, Wappingers Falls, NY 12590
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  /23

  $430,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  34 Hillview Cir, Poughkeepsie, NY 12603

  Tucked away on a quiet cul-de-sac, this inviting property offers a desirable combination of privacy, convenience, and outdoor enjoyment. Located in the Arlington School District with city water and sewer, the home features an in-ground pool ready for warm-weather relaxation and entertaining. Commuters will appreciate being approximately 5 minutes from the Taconic State Parkway and 10 minutes from

  Donna Gray Redfin Real Estate

  34 Hillview Cir, Poughkeepsie, NY 12603
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  /31

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  31 Old Farms Rd, Poughkeepsie, NY 12603

  Spackenkill Town of Poughkeepsie NY beautifully renovated 4BR/3BA home offering modern updates, quality finishes, and move-in ready convenience. Highly sought-after Spackenkill school district and community of well maintained homes. New driveway, new windows, new bathrooms, new lighting, fresh paint inside and out, and brand-new A/C. Freshly refinished natural oak hardwood flooring throughout,

  David Parides Redfin Real Estate

  31 Old Farms Rd, Poughkeepsie, NY 12603
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  /31

  $997,500

  $153K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,569 Sq Ft

  42 Reserve Way, Lagrangeville, NY 12540

  Set on over 5 private acres in one of Lagrangeville’s most desirable locations, this exceptional Colonial offers space, privacy, and true move-in-ready condition. Featuring over 5,500 sq ft, the home has been meticulously maintained and thoughtfully updated with a clean, modern feel. The renovated kitchen boasts quality finishes, ample cabinetry, and a large center island open to the main living

  Paul Lloyd KW Hudson Valley United

  42 Reserve Way, Lagrangeville, NY 12540
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  /26

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft

  46 Hillis Terrace, Poughkeepsie, NY 12603

  Estate Sale - buried oil tank being removed. Priced for quick sale.

  David Parides Redfin Real Estate

  46 Hillis Terrace, Poughkeepsie, NY 12603
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  /49

  $1,200,000

  • 3 Beds
  • 4 Baths
  • 3,847 Sq Ft

  51 Red Hawk Hollow Rd, Wappingers Falls, NY 12590

  Unique modern updates, custom craftsmanship, and an incredible outdoor setting come together in this one-of-a-kind Colonial-style home located within the Arlington School District. Set back from the road, a long driveway leads to the large front porch and bluestone entryway. Inside, the impressive two-story foyer opens to the formal dining room on the left, featuring custom shelving, and the

  Ana Bermeo Keller Williams Realty Partner

  51 Red Hawk Hollow Rd, Wappingers Falls, NY 12590
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  /29

  $500,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,322 Sq Ft

  388 Cedar Hill Rd, Fishkill, NY 12524

  Tucked back from the road on 0.77 acres, this classic Cape Cod-style offers a generous inside and outdoor setting, with plenty of room to make it your own. A large front deck welcomes you into the generously sized living room featuring hardwood floors, recessed lighting, and plenty of windows that fill the space with sunlight. The living room flows into the formal dining room and opens to the

  Ana Bermeo Keller Williams Realty Partner

  388 Cedar Hill Rd, Fishkill, NY 12524
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  /22

  $170,000

  • Land
  • 1.5 Acres
  • $113,333 per Acre

  10 Westview Dr, Fishkill, NY 12524

  Nestled on Westcott Road just off Route 52, this 1.5-acre wooded parcel offers a rare and exceptional opportunity to build in the heart of Fishkill, New York. Delivering the ideal combination of mature natural privacy and urban convenience, this site is the premier choice for anyone looking to build a custom residential home. It stands as a highly competitive investment in one of the Hudson

  Allen Olmsted Canaan Realty

  10 Westview Dr, Fishkill, NY 12524
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  /84

  $227,000

  • Land
  • 25.05 Acres
  • $9,062 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Perfectly situated in the heart of Dutchess County, this remarkable 25.05 acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located along

  Mitchell Serlin Whitetail Properties Real Estate

  00WP Rossway Rd, Pleasant Valley, NY 12569
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  /8

  $3,495,000

  • Land
  • 234 Acres
  • $14,936 per Acre

  317 Skunks Misery Rd, Millerton, NY 12546

  Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills. Multiple elevated building sites provide the opportunity to create a

  Helen Murray William Pitt Sothebys Int Rlty

  317 Skunks Misery Rd, Millerton, NY 12546
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  /2

  $1,600,000

  $225K PRICE DROP

  • Land
  • 33.2 Acres
  • $48,193 per Acre

  0 Medwyn Ln Unit 27609375, Red Hook, NY 12571

  Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York - an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres

  Jordan Vaccaro Serhant LLC

  0 Medwyn Ln Unit 27609375, Red Hook, NY 12571
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  /24

  $570,000

  $25K PRICE DROP

  • 7 Beds

  109 Shenandoah Rd, Hopewell Junction, NY 12533

  Don't miss this unique multi-unit investment opportunity in a highly desirable location with convenient access to Interstate 84 and the Taconic State Parkway.The property features three separate living spaces, including a spacious four-bedroom main residence occupying the first and second floors, a one-bedroom basement apartment with an additional office, and a detached two-bedroom cottage.

  Anthony Hardisty Sams Realty

  109 Shenandoah Rd, Hopewell Junction, NY 12533
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  /23

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,442 Sq Ft

  667 Traver Rd, Pleasant Valley, NY 12569

  Beautifully maintained two bedroom, two bath, ranch home, situated on an acre in the desirable Arlington School District. Ownership pride shines throughout this well-kept home perfect for first time home buyers or downsizing. The main level of the home features an updated kitchen with new appliances, a dining room with plenty of entertaining space, a cozy living room complete with natural

  Dave Longbard KW MidHudson

  667 Traver Rd, Pleasant Valley, NY 12569
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  /50

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,950 Sq Ft

  66 Reservoir Rd, Pawling, NY 12564

  Experience refined privacy in this light-filled 3-bedroom, 3-bath Hi-Ranch in a peaceful country setting. This property sits on a beautiful and level 3.19 acres in Pawling, NY, framed by evergreen trees and mature landscaping reflecting a gardener's legacy. The interior reflects a loving family’s touch; it is functional and comfortable, with great potential for modern updates. Its standout

  SUSAN WYNNE RE/MAX Town & Country

  66 Reservoir Rd, Pawling, NY 12564
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  /40

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 2,905 Sq Ft

  149 Washington St, Poughkeepsie, NY 12601

  Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers

  Kaitlin Olivera Keller Williams Hudson Valley

  149 Washington St, Poughkeepsie, NY 12601
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  /35

  $1,400,000

  • 3 Beds
  • 8 Baths
  • 10,689 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  /9

  $995,000

  • Land
  • 23.49 Acres
  • $42,358 per Acre

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend

  Oliver Brown Houlihan Lawrence Inc.

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545
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  /35

  $489,000

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 3,072 Sq Ft

  7786 S Main St, Pine Plains, NY 12567

  Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details.Once home to both the town pharmacy and library, this

  Richard Brenner Rich Brenner Realty, LLC

  7786 S Main St, Pine Plains, NY 12567
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  /7

  $615,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  29 Fair Way, Poughkeepsie, NY 12603

  Exceptional setting, timeless style, and meticulous care come together in this beautifully maintained Colonial overlooking the scenic Casperkill Golf Course. Located in the Spackenkill School District, this move-in-ready home makes a memorable first impression with its charming curb appeal, stately front columns, covered porch, professional landscaping, and magnificent perennial gardens that

  Arij Kurzum Houlihan Lawrence Inc.

  29 Fair Way, Poughkeepsie, NY 12603
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  /31

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  24 S Gate Dr, Poughkeepsie, NY 12601

  Welcome to 24 S Gate Drive, an impeccably maintained home that combines modern updates with comfort and convenience. Recent improvements include a new roof, and beautifully renovated bathroom, giving you peace of mind for years to come. Step inside to an inviting open floor plan featuring a spacious living room with a cozy gas fireplace, perfect for relaxing or entertaining. Gleaming hardwood

  Blake Michaud BHHS Hudson Valley Properties

  24 S Gate Dr, Poughkeepsie, NY 12601
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  /20

  $379,900

  46 S Bridge St, Poughkeepsie, NY 12601

  Great opportunity to own a charming brick two-family home in the City of Poughkeepsie. Both units offer sizable layouts with two bedrooms and comfortable living areas, making this an excellent option for investors or owner-occupants looking to offset expenses with rental income. The property generated $31,600 in rental income in 2025. Additional highlights include hardwood floors, basement

  Jillian Pajer Douglas Elliman Real Estate

  46 S Bridge St, Poughkeepsie, NY 12601
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  /32

  $2,950,000

  • 9 Beds
  • 5 Baths

  3412 Route 52, Stormville, NY 12582

  Former Mount Storm Ski area - 88 acres with stunning views & rich history. Once the site of the iconic Mount Storm Ski area. Total of 5 parcels spanning 88 acres offering 180 degree panoramic views from the mountaintop where you can see for miles. The property features a main building the includes three, 3bedroom apartments, studio office and basement. The basement holds a nostalgic piece of

  Christopher Galli Ginnel Real Estate

  3412 Route 52, Stormville, NY 12582
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  /39

  $449,500

  • 4 Beds
  • 2.5 Baths
  • 3,325 Sq Ft

  151 Academy St, Poughkeepsie, NY 12601

  Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece—designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with

  Justin LaFalce KW MidHudson

  151 Academy St, Poughkeepsie, NY 12601
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  /42

  $699,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,426 Sq Ft

  48 Reynolds Rd, Poughquag, NY 12570

  Welcome to The Meadows, one of the area's most sought-after neighborhoods! This exceptional Colonial offers the perfect blend of space, comfort, and versatility, making it an ideal home for both everyday living and entertaining.The main level features a spacious living room, formal dining room, and an eat-in kitchen that flows seamlessly into the inviting family room. An added bonus is

  Jennifer Multari Eleven Real Estate Group Inc.

  48 Reynolds Rd, Poughquag, NY 12570
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  /38

  $85,000

  • 3 Beds
  • 2 Baths
  • 900 Sq Ft

  191 Sylvan Lake Rd Unit 28A, Hopewell Junction, NY 12533

  Oversized 3 bed, 2 bath seasonal home, managed from April-November, makes a great destination for 'snowbirds' or locals looking to find some peace outside of the big city. This spacious home boasts new floors, freshly paint walls, updated kitchen, screened front porch and rear deck overlooking a tranquil yard space. New hot water heater. The owners impeccable care and updating is apparent when

  RYAN SCHWARZ Houlihan Lawrence Inc.

  191 Sylvan Lake Rd Unit 28A, Hopewell Junction, NY 12533
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  /31

  $300,000

  • 2 Beds
  • 2.5 Baths
  • 1,455 Sq Ft

  12 Amber Ct, Poughkeepsie, NY 12603

  Nothing to do but unpack and enjoy this tastefully updated townhome in the highly sought-after Crystal Glen community. Offering 2 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed layout, this home combines modern updates with low-maintenance living in an unbeatable location. Step inside to an inviting living and dining area featuring newer flooring and light fixtures, abundant

  Ryan Arket Compass Greater NY, LLC

  12 Amber Ct, Poughkeepsie, NY 12603
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  /30

  $645,000

  $54K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,724 Sq Ft

  3120 Route 55, Pawling, NY 12564

  Attention Nature Lovers - This property is nestled on 3.37 picturesque, partially wooded acres and the Appalachian Trail literally crosses State Route 55 (at the border of Poughquag and Pawling, NY), putting a stretch of the trail within walking distance, east of the residence (across Rt. 55). This beautifully maintained 3-bedroom, 3.5-bath residence offers an exceptional blend of privacy,

  Erika Johnson Keller Williams Realty Partner

  3120 Route 55, Pawling, NY 12564
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  /2

  $100,000

  • Land
  • 36,154 Sq Ft
  • $120,482 per Acre

  9 Ter Bar Ct, Dover Plains, NY 12522

  Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

  Bliss Voutsinas Hillside Realty & Development

  9 Ter Bar Ct, Dover Plains, NY 12522
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  /14

  $825,000

  • 6 Beds
  • 3 Baths
  • 2,716 Sq Ft

  7316 S Broadway, Red Hook, NY 12571

  Exceptional investment and development opportunity in the heart of the Hudson Valley. Located within the Town of Red Hook's Traditional Neighborhood District Commercial Center, this unique offering consists of two separate parcels totaling 1.8 acres and includes two residential structures.The primary structure is an occupied three-bedroom, one-bath home. The second building offers flexibility

  TRACY DOBER Rouse + Co Real Estate, LLC

  7316 S Broadway, Red Hook, NY 12571
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  /31

  $469,900

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  34 Parkwood Blvd, Poughkeepsie, NY 12603

  Some neighborhoods reveal themselves slowly. You're still in the City of Poughkeepsie, close to dining, shopping, and everyday conveniences, yet this quiet pocket feels worlds apart. It's the kind of street where the lawns are neatly kept, neighbors know one another by name, and an evening walk often includes a few conversations along the way. Tucked within this established neighborhood, 34

  Christina Ahouse Four Seasons Sothebys Intl

  34 Parkwood Blvd, Poughkeepsie, NY 12603
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  /27

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,388 Sq Ft

  4 Benview Rd, Hyde Park, NY 12538

  Opportunity knocks in Hyde Park! This 2-bedroom, 1-bath cottage-style home sits on a manageable lot and offers excellent potential for investors, contractors, or buyers looking to renovate and customize. This home presents a wonderful opportunity to add your own style and updates over time while building equity and creating a space that truly feels like your own.This house is being sold AS IS

  Keeya Murray Howard Hanna Rand Realty

  4 Benview Rd, Hyde Park, NY 12538
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  /45

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,472 Sq Ft

  40 Winter Park Dr, Hopewell Junction, NY 12533

  Welcome to this gorgeous four-bedroom home with a den or optional guest bedroom, ideally situated on 1.72 beautifully landscaped acres in the desirable Taconic Oaks community. The bright, open floor plan features soaring two-story, vaulted, tray, and nine-foot ceilings, complemented by Palladian and transom windows that fill the home with natural light. The main level offers hardwood floors,

  Luis Fernandez eXp Realty

  40 Winter Park Dr, Hopewell Junction, NY 12533
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  /8

  $225,000

  $100K PRICE DROP

  • Land
  • 13.66 Acres
  • $16,471 per Acre

  0 Cold Spring Rd Unit KEY995573, Clinton Corners, NY 12514

  Quietly tucked along a country road in the heart of Milan, this 13.66-acre parcel offers the kind of opportunity that’s increasingly rare in the Hudson Valley. Elevated terrain with rolling hills and rocky outcroppings provides the bones for a private retreat — with potential long-range views achievable with selective clearing. Zoned A5A, the property supports residential, agricultural, and hobby

  Shana Altstaetter Halter Associates Realty Inc

  0 Cold Spring Rd Unit KEY995573, Clinton Corners, NY 12514
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  /49

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,660 Sq Ft

  46 N Parsonage St, Rhinebeck, NY 12572

  A Rare 1900 Stone Gem in the Heart of Rhinebeck VillageStep back in time while enjoying the best of village living in this extraordinary 1,660-square-foot stone home, built in 1900 with a level of integrity and artistry rarely seen today. Steeped in Hudson Valley history, this one-of-a-kind residence offers a flawless blend of historic soul and enduring quality. Unmatched Historic Character &

  Peggy Santamorena Houlihan Lawrence Inc.

  46 N Parsonage St, Rhinebeck, NY 12572
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  /2

  $349,000

  • Land
  • 15.99 Acres
  • $21,826 per Acre

  418 Browns Pond Rd, Staatsburg, NY 12580

  Build your dream home on this gorgeous 15.99-acre lot located in Staatsburg. This beautifully wooded property offers exceptional privacy surrounded by nature. The parcel is uniquely divided by Browns Pond Road, with 12.49 acres on the east side and 3.50 acres on the west. This layout ensures that no other home can be built directly across from your future homesite. The location is ideally

  Diane Crittenden Diane E. Crittenden

  418 Browns Pond Rd, Staatsburg, NY 12580
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  /8

  $245,000

  • Land
  • 4 Acres
  • $61,250 per Acre

  0 Pond Rd Unit 20264703, Milan, NY 12572

  A wonderful private lot on a quiet country road tastefully cleared , stone walls an a rolling topography . 10 Minutes to Red Hook 10 to Rhinebeck and 3 miles to parkway at 199.BOHA is in process and will be delivered at closing .

  Thomas LeGrand LeGrand Real Estate, Inc.

  0 Pond Rd Unit 20264703, Milan, NY 12572
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  /23

  $650,000

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft

  103 W Willow St, Beacon, NY 12508

  Perfectly positioned just moments from the heart of Beacon, 103 West Willow Street pairs timeless charm with thoughtful updates in one of the Hudson Valley's most sought after locations.Designed with connection in mind, the open concept floor plan creates a natural flow between the living, dining, and kitchen spaces, making everyday living and entertaining feel effortless. The beautifully

  Corinna Deigan Compass Greater NY, LLC

  103 W Willow St, Beacon, NY 12508
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  /8

  $180,000

  $40K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  32 Hurlihe St Unit C, Poughkeepsie, NY 12601

  Updated 1-Bedroom Co-op with River Views – City of PoughkeepsieBeautifully updated one-bedroom, one-bath co-op featuring a modern kitchen with stainless steel appliances and new luxury vinyl flooring in the living room. Two ductless units provide efficient heating and cooling. Enjoy partial river views and the convenience of public laundry right outside your door. Excellent location close to

  Don Maher BHHS Hudson Valley Properties

  32 Hurlihe St Unit C, Poughkeepsie, NY 12601
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  /34

  $1,749,000

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

  1 E Main St Unit 402, Beacon, NY 12508

  Some homes are renovated. Others are reimagined. This extraordinary two-bedroom, two-bathroom Tribeca-inspired industrial loft seamlessly blends modern luxury with the timeless character of this brick factory building. Original exposed brick, steel beams, soaring ceilings, and oversized 12’ x 12’ factory windows create a dramatic backdrop, while radiant heated floors, central air, and

  Steven Gray Compass Greater NY, LLC

  1 E Main St Unit 402, Beacon, NY 12508

Showing Results 81 - 120, Page 3 of 18