Dutchess County NY Homes for Sale

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  /49

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,514 Sq Ft

  102 Stream Ln, Pleasant Valley, NY 12569

  This charming colonial-style home, built in 1970s, is nestled in the heart of Pleasant Valley, exuding timeless elegance and classic appeal. Upon entering, you're greeted by a formal dining room, leading to a generous living room, boasting stunning hardwood flooring and a cozy double-sided fireplace, perfect for gatherings. The kitchen retains its vintage charm and seamlessly flows into a

  John DiDio Century 21 Alliance Rlty Group

  102 Stream Ln, Pleasant Valley, NY 12569
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  /41

  $1,880,000

  • 4 Beds
  • 5 Baths
  • 2,700 Sq Ft

  1190 North Ave, Beacon, NY 12508

  The Florence House | Contemporary Victorian EleganceStep into a piece of history with this extraordinary Victorian beauty, gracefully positioned in the heart of Beacon and offered for the first time since 1984. Built circa 1890, this remarkable three-story home has been lovingly owned by only three families throughout its storied existence, creating a rare opportunity to own a true gem.

  Yves Bouzaglo Corcoran Country Living

  1190 North Ave, Beacon, NY 12508
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  /27

  $1,200,000

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

  46 Webster Coon Rd, Red Hook, NY 12571

  In the Upper Red Hook neighborhood that weaves provincial farmland and rural residences into a tight knit community, this listing at the end of a quiet cul de sac has every amenity. Built in 1989 and situated at the end of a very long, private driveway on 7.5 rolling, park like acres, this gothic revival has been updated for modern living and is a 3000 square foot 4 bedroom 2.5 bathroom home

  Parker Meyer Four Seasons Sotheby's Int.

  46 Webster Coon Rd, Red Hook, NY 12571
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  /35

  $850,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,911 Sq Ft

  2829 Route 9g, Rhinebeck, NY 12572

  Escape to your own private retreat in Rhinebeck! Nestled on 8 acres, this charming log cabin combines rustic character with modern updates. The brand-new kitchen features contemporary finishes and seamlessly flows into the open floor plan, perfect for both everyday living and entertainment.Offering 3 bedrooms, 2 full baths, and a spacious loft, the home provides plenty of room to

  Jamie Aisenstat Serhant LLC

  2829 Route 9g, Rhinebeck, NY 12572
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  /29

  $1,950,000

  • 3 Beds
  • 2.5 Baths
  • 4,548 Sq Ft

  3598 Route 82, Millbrook, NY 12545

  Just a mile and a half south of Millbrook Village, along the scenic stretch of Route 82 where farmland unfolds and county views stretch for miles, a tree-lined driveway winds back from the road to reveal a distinguished country estate. Built in the mid-1990s yet styled with timeless character, this Second Empire Victorian home showcases a sweeping wraparound porch, a classic mansard roof, and

  Rachel Hyman-Rouse Rouse + Co Real Estate LLC

  3598 Route 82, Millbrook, NY 12545
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  /24

  $695,000

  • 6 Beds
  • 4 Baths
  • 3,983 Sq Ft

  2748 W Main St, Wappingers Falls, NY 12590

  Great investment opportunity. Mixed-use property with a small clothing store and two three-bedroom apartments. Each unit has three bedrooms and two bathrooms along with a kitchen, living room and dining room. The driveway is large enough for three cars. Close to transportation, stores, restaurants, and more.

  Emilexis Medina Houlihan Lawrence Inc.

  2748 W Main St, Wappingers Falls, NY 12590
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  /50

  $649,900

  • 4 Beds
  • 3 Baths
  • 3,468 Sq Ft

  30 Red Hawk Ln, Poughkeepsie, NY 12601

  This beautiful ranch-style home offers complete serenity and privacy, set back from the road with an elegant entrance framed by brick walls and enhanced with well-placed landscape lighting. Designed by the award-winning Beechtree Landscaping of Poughkeepsie, the grounds are stunning and meticulously maintained.Inside, the home surprises with a wealth of features, including a modern kitchen,

  Anesha Nesbitt eXp Realty

  30 Red Hawk Ln, Poughkeepsie, NY 12601
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  /22

  $539,900

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  334 Regency Dr, Fishkill, NY 12524

  Welcome to the desirable Regency 55+ Community, where comfort and convenience meet. This well-maintained 2-bedroom, 2-bathroom one-level townhome offers an inviting open floor plan with hardwood floors throughout the main living area, and a spacious primary suite with its own en suite bath. A back balcony overlooks the peaceful pond, providing the perfect spot to relax, while a one-car garage

  STEVEN WROBEL JR. Serhant LLC

  334 Regency Dr, Fishkill, NY 12524
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  /38

  $399,000

  • 3 Beds
  • 1 Bath
  • 2,183 Sq Ft

  43 Cardinal Rd, Hyde Park, NY 12538

  A rare Hudson Valley property offering 4.3 acres with a private creek, expansive views of the big sky, and updates that bring peace of mind. Whether you’re seeking a family home, a weekend escape, or an investment with growth potential, this one checks all the boxes. Home Highlights: • Major updates less than 8 years old: roof, septic, insulation, appliances. • Inviting living

  Elara Bigler KFortuna All Aspects Realty

  43 Cardinal Rd, Hyde Park, NY 12538
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  /26

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,702 Sq Ft

  19 Gleason Blvd, Pleasant Valley, NY 12569

  Beautifully renovated ranch in the heart of Pleasant Valley, minutes away from Eastdale Village Town Center. This move-in ready home has it all! Step into the stunning custom chef’s kitchen, complete with oversized cabinetry, brand-new appliances, a stylish backsplash, and gleaming quartz countertops. The centerpiece is a Bertazzoni range from Italy—a true dream for any cook! Enjoy the warmth of

  Dominick DiFilippo Keller Williams Realty Partner

  19 Gleason Blvd, Pleasant Valley, NY 12569
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  /24

  $515,000

  • 5 Beds
  • 2.5 Baths
  • 2,399 Sq Ft

  18 Beechwood Park, Poughkeepsie, NY 12601

  This spacious 5-bedroom, 2.5-bath home is a must-see! This classic colonial home offers loads of original charm and character, with spacious rooms and a open, inviting floor plan. The 1st floor features a welcoming foyer, eat-in kitchen, formal dining room, living room, study, and a half bath. Upstairs, you'll find 5 bedrooms, including a large primary with a full bath and balcony, and an

  Matthew Cave Hudson Property Services, LLC

  18 Beechwood Park, Poughkeepsie, NY 12601
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  /41

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  80 W Long Meadow Dr, Staatsburg, NY 12580

  Welcome home to this lovingly maintained ranch in Staatsburg! Built in 1976 and owned by one family, this home offers 3 bedrooms, 1 bath, and a full finished basement for extra living space—perfect for a playroom, home office, or media room. The bright main level features comfortable living and dining areas, while the one-car attached garage and a custom storage room with built-in shelving add

  MARQUI GARRETT KFortuna All Aspects Realty

  80 W Long Meadow Dr, Staatsburg, NY 12580
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  /35

  $1,750,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 3.5 Baths
  • 2,487 Sq Ft

  19 Melzingah Reservoir Rd, Beacon, NY 12508

  Architectural Elegance Meets Natural Serenity | Award-Winning Design in Beacon, NYNestled in the quiet hills just minutes from downtown Beacon, 19 Melzingah Reservoir Road is a striking modern masterpiece that blends high design with the tranquility of its natural surroundings. This award-winning home, honored with the Hudson Valley Builders Association's "Best Design" award in 2008, is a

  Stephanie Dignan Compass Greater NY, LLC

  19 Melzingah Reservoir Rd, Beacon, NY 12508
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  /49

  $1,120,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 5,400 Sq Ft

  226 Buttonwood Way, Hopewell Junction, NY 12533

  Come experience this must-see, beautifully maintained home in the sought-after Four Corners community! Nestled in the scenic Hudson Valley, this elegant residence offers comfort, space, and timeless appeal—with thoughtful upgrades throughout.Filled with natural sunlight, the open kitchen and dining area feature granite countertops, upgraded custom cabinetry, a large range, and a

  Lucas Hoye BHHS Hudson Valley Properties

  226 Buttonwood Way, Hopewell Junction, NY 12533
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  /38

  $254,900

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  445 Creek Rd, Pleasant Valley, NY 12569

  - This small cottage is situated on a private 1.75 acre lot that includes a variety of flowering plants and trees including a rare, but beautiful Mimosa tree. The back yard leads you to the creek which is an ideal area to relax and enjoy a cup of coffee and a favorite book. This home as it currently sits is ideal for a couple, but there is room for expansion. The town currently has this home

  Susan Budai BROCKTON DAVIS REAL ESTATE CONSULTANTS INC

  445 Creek Rd, Pleasant Valley, NY 12569
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  /28

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft

  96 Daley Rd, Poughkeepsie, NY 12603

  Step inside 96 Daley Road and soak in the abundance of natural light with large east-facing picture windows, which complement the beautiful hardwood floors throughout the open floor plan on the main level. To your left, a spacious living room leading to sliding glass doors that open up to the back patio and the lush, manicured backyard. To your right, the dining room, kitchen, and the first of

  WHITNEY HOSTETTER

  96 Daley Rd, Poughkeepsie, NY 12603
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  /46

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  6 Glenwood Ave, Poughkeepsie, NY 12603

  Built in 2023, this Southside Poughkeepsie home blends modern design with energy efficiency and nearly 1,900 sq ft of finished living space. It offers 3 bedrooms and 2.5 bathrooms, with 1,271 sq ft across the first and second floors featuring an open-concept main level filled with natural light and an oversized sliding glass door to the back porch and fenced yard. Upstairs includes two bedrooms

  Jonathan Minerick HomeCoin.com

  6 Glenwood Ave, Poughkeepsie, NY 12603
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  /41

  $1,895,000

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

  5 Fulton Homestead Rd, Red Hook, NY 12571

  The Fulton Homestead is an iconic property dating back over two centuries and is on the market for the first time in twenty years. With eighty-five acres located high on a panoramic hill this site is delightful and well situated in the northern Dutchess County town of Milan. The Homestead is a classic white rambling farm house surrounded by expansive lawns and is privately set back from the

  James Male HOUSE Hudson Valley Realty

  5 Fulton Homestead Rd, Red Hook, NY 12571
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  /38

  $849,000

  • 4 Beds
  • 2 Baths
  • 2,887 Sq Ft

  51 Mulberry St, Rhinebeck, NY 12572

  Discover an impeccably maintained 4-bedroom, 2-bath residence nestled in the heart of Rhinebeck Village's Historic District.Resting on a generous .41 acre lot, the sun-drenched yard offers a blank canvas for your dreams whether you envision building a sparkling new pool or a lush garden paradise. Already equipped for the green thumb, a large fenced garden awaits, along with a large versatile

  Peggy Santamorena Houlihan Lawrence Inc.

  51 Mulberry St, Rhinebeck, NY 12572
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  /25

  $550,000

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

  303 Bridgeview Dr, Poughkeepsie, NY 12601

  Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

  Daniel Balassone VYLLA Home

  303 Bridgeview Dr, Poughkeepsie, NY 12601
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  /40

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,838 Sq Ft

  31 Lawrence Rd, Hyde Park, NY 12538

  Welcome to 31 Lawrence Road! This charming split-level home is filled with natural light and offers a warm, inviting atmosphere. Features include beautiful hardwood floors, new carpeting in the bedrooms, and a new screen door. The property has been upgraded with modern electric systems, including new circuit breakers, and both the kitchen and bathrooms are equipped with new outlets. Enjoy

  Tamara LaBarbera Howard Hanna Rand Realty

  31 Lawrence Rd, Hyde Park, NY 12538
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  /36

  $425,000

  • 2 Beds
  • 3 Baths
  • 2,140 Sq Ft

  49 Lakeview Dr, Holmes, NY 12531

  The next best thing to Lakefront! This sprawling ranch home is a stone’s throw from access to Whaley Lake, with lake rights to all the great amenities: private beach, motorboats allowed, kayaking, fishing, swimming, sunbathing, picnicking, fall leaf watching and winter ice fishing too! With 2 bedrooms plus an Office, Den, Living Room and Family Room – there’s so much potential including one floor

  Judy Albert BHHS Hudson Valley Properties

  49 Lakeview Dr, Holmes, NY 12531
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  /35

  $875,000

  • 4 Beds
  • 5 Baths
  • 3,911 Sq Ft

  4354-4356 Albany Post Rd, Hyde Park, NY 12538

  Wonderful mixed-use commercial/residential property located in the Historic Village of Hyde Park! The two-story home (1869sf) was built in 1928 and has the charm of yesteryear: appointed with beautiful moldings, gleaming wood floors, arched doorways, a wood mantel/brick fireplace, three bedrooms and a primary suite with a full bath. Updates include kitchen and baths, lighting, furnace, and

  Diane Crittenden Century 21 Alliance Realty Grp

  4354-4356 Albany Post Rd, Hyde Park, NY 12538
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  /41

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft

  15 Fairview Rd, Beacon, NY 12508

  Light and nature define this beautifully updated mid-century home, where every detail has been thoughtfully redesigned to create a seamless connection between indoor living and the outdoors. Oversized French oak plank floors flow throughout the home, adding warmth and character, while vaulted ceilings and expansive glass windows in the kitchen flood the space with natural light and frame serene

  CARLIN FELDER eXp Realty

  15 Fairview Rd, Beacon, NY 12508
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  /46

  $689,000

  • 4 Beds
  • 2.5 Baths
  • 3,112 Sq Ft

  5 Rosell Ct, Lagrangeville, NY 12540

  Charming Colonial retreat in Lagrangeville! This recently updated 4BR/2.5BA beloved home is located on 1.08 acres and has been freshly painted and updated throughout with all new light fixtures, appliances and a backyard paver patio the full length of the home with a pool making it an entertainer's dream come true! Privacy is prioritized and accomplished by the newly added trees that line the new

  Kimberly Colomban Corcoran Country Living

  5 Rosell Ct, Lagrangeville, NY 12540
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  /21

  $195,000

  • 4 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  11 Howard St, Poughkeepsie, NY 12601

  Calling all investors . Single family 2 story 4 bedroom , 1.5 bath home with basement , private level rear yard and off street parking . Currently rented with long term tenant. Great investment with 10 percent cap rate and potential upside. This home is close by the The Culinary Institute of America , Metro North Train Station, Major commuter highways, Vassar College , Marist College , Vassar

  John Costanzo BHHS Hudson Valley Properties

  11 Howard St, Poughkeepsie, NY 12601
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  /49

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 2,400 Sq Ft

  307 Titusville Rd, La Grange, NY 12540

  This home has a nice yard and convenient location. Good for a family residence but also a rare & unique investment opportunity at Noxon Rd & Titusville Rd intersection. High visibility with 30+ car parking lot and accessory apartment. Renovated in 2020, multi-use, zoned General Business with legal (separate and/or interior entrance and ) apartment. Residential is 2 BR / 1 BA. IDEAL for in home

  Diana Lenz Houlihan Lawrence Inc.

  307 Titusville Rd, La Grange, NY 12540
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  /29

  $299,500

  • 2 Beds
  • 1 Bath
  • 935 Sq Ft

  68 Gerald Dr Unit D1, Poughkeepsie, NY 12601

  NEW PRICE! RIGHT ON THE HUDSON RIVER! Welcome to this beautifully updated 2-bedroom, 1-bath condo in sought-after Riverview! Enjoy maintenance-free, one-level living at its finest. Step inside to discover an open-concept, light-filled living space featuring a cozy fireplace, perfect for relaxing or entertaining. The modern kitchen is equipped with sleek stainless steel appliances and offers

  Justin LaFalce KW MidHudson

  68 Gerald Dr Unit D1, Poughkeepsie, NY 12601
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  /50

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 1,723 Sq Ft

  31 Blueberry Ln, Stormville, NY 12582

  Welcome to 31 Blueberry Lane in Stormville, a unique estate offering two homes and a guest studio on over 17 private acres with stunning natural features, including two ponds and an inground pool. The primary residence is a 3-bedroom, 3-bathroom home designed for comfort and entertaining, featuring a large living area with modern windows and exterior doors, an efficient heating and cooling system

  STEVEN WROBEL JR. Serhant LLC

  31 Blueberry Ln, Stormville, NY 12582
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  /34

  $589,900

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  2647 E Main St, Wappingers Falls, NY 12590

  An exceptional opportunity awaits in the heart of the Village of Wappingers—a legal triplex residence blending timeless village charm with modern updates and investment appeal. Perfectly positioned on Main Street, this property places fine dining, cafe's, a library, and boutique shops quite literally at your doorstep. Recently refreshed with a newly renovated kitchen (2025), two of three

  Dominick DiFilippo Keller Williams Realty Partner

  2647 E Main St, Wappingers Falls, NY 12590
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  /33

  $334,999

  • 3 Beds
  • 1 Bath
  • 1,476 Sq Ft

  40 Glen Ave, Dover Plains, NY 12522

  Welcome to 40 Glen Avenue, a lovingly maintained 3 bedroom, 1 bath single family home located on a low-traffic, dead-end road in Dover Plains, NY. Offering 1,476 square feet of comfortable one level living on nearly half an acre, this home blends charm, thoughtful updates, and great potential. Inside, you'll find hardwood floors, an updated bathroom, a large mudroom, and a flexible den currently

  Robert Brestovansky eXp Realty

  40 Glen Ave, Dover Plains, NY 12522
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  /27

  $1,255,000

  • 3 Beds
  • 3 Baths
  • 2,560 Sq Ft

  37 Morehouse Ln, Red Hook, NY 12571

  The Taj is a Hudson Valley Reverse Gabled Farmhouse and tucked away like a secret waiting to be revealed. Evocative of the early 19th century with timeless grace. A winding approach meanders through old-growth trees and stone walls. The drive ends in a roundabout that frames the home’s stately exterior. Greeted with an inviting, long, wide porch supported by six elegant columns. A vast field

  BIllie Woods William Pitt Sothebys Int Rlty

  37 Morehouse Ln, Red Hook, NY 12571
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  /30

  $750,000

  • 3 Beds
  • 3.5 Baths
  • 4,756 Sq Ft

  14 Kari Blvd, Poughkeepsie, NY 12601

  Welcome to 14 Kari Blvd, a classically elegant brick Colonial home that spans over 7,000 finished square feet. Nestled in a serene park-like setting, the property has mountain views and offers ultimate privacy at the end of a quiet cul-de-sac. A grand entrance is provided by a long, meandering driveway, leading you to a residence that showcases quality craftsmanship adorned with millwork,

  Ashley Hamedi Compass Greater NY, LLC

  14 Kari Blvd, Poughkeepsie, NY 12601
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  /40

  $870,000

  • 4 Beds
  • 4.5 Baths
  • 4,174 Sq Ft

  127 Shagbark Ln, Hopewell Junction, NY 12533

  Executive Home on Private 2.49 Acres**Welcome to this stunning home nestled in an exclusive executive neighborhood. Set on a serene and private 2.49-acre lot, this elegant home offers both luxury and comfort with space for everyone.As you enter the grand two-story foyer, you're greeted by a formal living room and an elegant dining room — perfect for entertaining. The heart of the

  ANNE-MARIE DUNLAP-VIGORITA Century 21 Alliance Rlty Group

  127 Shagbark Ln, Hopewell Junction, NY 12533
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  /37

  $685,000

  • 5 Beds
  • 3.5 Baths
  • 3,408 Sq Ft

  25 Robin Rd, Poughkeepsie, NY 12601

  Welcome to this beautifully renovated 3,400 sq. ft. Colonial home in the highly sought-after Spackenkill School District. Offering 5 bedrooms that live like 7 and 3.5 bathrooms, this spacious residence blends timeless charm with modern updates, making it perfect for today’s lifestyle. Step inside to find an open-concept living and dining area that flows seamlessly into a chef’s kitchen, with a

  Maria Vele Keller Williams Realty Partner

  25 Robin Rd, Poughkeepsie, NY 12601
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  /41

  $464,800

  • 3 Beds
  • 1.5 Baths
  • 1,603 Sq Ft

  23 Buttermilk Dr, Poughkeepsie, NY 12601

  GREAT VALUE!!! GREAT LOCATION!!! GREAT NEIGHBORHOOD!!! Situated on over half acre of a beautifully landscaped property this very well-maintained move-in condition 3 bedrooms 2 baths with lots of updates throughout including hardwood floors, updated baths, kitchen with stainless steel appliances, tiled back splash. Beautiful and bright family room with a den/potential guest room. Enjoy late

  Edwin Dalley Realty Center Hudson Valley

  23 Buttermilk Dr, Poughkeepsie, NY 12601
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  /34

  $699,000

  • 4 Beds
  • 5 Baths
  • 4,199 Sq Ft

  29 Cunningham Ln, Pawling, NY 12564

  Harmony Woods, an enclave of beautiful homes on the outskirts of the Village. This contemporary home has so much living space. Meticulously & continuously maintained by the current owners, there is nothing to be done! The 2 story foyer w/tile floors leads to the sunken LR which has high ceilings, a 2 sided fireplace, large windows & w/w carpet. There is formal DR, 2 powder rooms, then on to the

  Gillian Stewart Gillian Stewart Real Estate

  29 Cunningham Ln, Pawling, NY 12564
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  /36

  $359,999

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

  33 Spruce St, Pawling, NY 12564

  Welcome to 33 Spruce Lane, a charming 2-bedroom, 2.5-bath home located in the sought-after Cedar Valley community in Pawling. This inviting townhome lives like a single-family home and offers the perfect balance of comfort, convenience, and amenities.Step inside to find a bright and open living space designed for easy living. The home features a spacious living room, a functional kitchen with

  Edmond Albano Keller Williams NY Realty

  33 Spruce St, Pawling, NY 12564
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  /14

  $175,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  9 White Gate Rd Unit J, Wappingers Falls, NY 12590

  Welcome to this 1st Floor condo! This 1 bedroom, 1 bath condo offers a spacious, open living/dining room combination with a working kitchen (newer dishwasher & refrigerator) An updated vinyl floor in large bedroom with a balcony , updated bathroom. Ample parking in the well maintained White Gate Community. This is a pet friendly community with amenities such as an inground pool,

  Nancy Martinelli Century 21 Alliance Rlty Group

  9 White Gate Rd Unit J, Wappingers Falls, NY 12590
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  /46

  $879,900

  • 3 Beds
  • 3.5 Baths
  • 2,741 Sq Ft

  1436 New York 52, Fishkill, NY 12524

  Welcome to this beautifully updated Dutch Colonial offering both comfortable living and incredible flexibility. With over 4,000 square feet of living, storage and home business space, 3 levels including full basement, this home features 3 bedrooms, 3.5 bathrooms, hardwood flooring throughout, and a cozy fireplace that enhances the warm and inviting feel. The updated kitchen includes modern

  Debra Allan BHHS Hudson Valley Properties

  1436 New York 52, Fishkill, NY 12524

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