Dutchess County NY 3-Story Homes for Sale

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  $429,000

  • 2 Beds
  • 1.5 Baths
  • 1,502 Sq Ft

  35 Bayberry Cir, Fishkill, NY 12524

  Stunning, Fully Renovated Four-Level Townhome in Round HillWelcome to this beautifully updated townhome in the sought-after Round Hill private community. Three levels of this four-story residence has been thoughtfully renovated for modern comfort and style.The renovated kitchen features LED lighting, granite countertops, brand-new cabinets, and new stainless steel appliances. Both

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 552-9331

  35 Bayberry Cir, Fishkill, NY 12524
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  /36

  $1,449,999

  • 6 Beds
  • 3.5 Baths
  • 3,750 Sq Ft

  9 Belleford Ln, Beacon, NY 12508

  Welcome to 9 Belleford Lane! One of a kind custom built Colonial home nestled between the Hudson River and Mount Beacon. Be amazed by the beautiful sunsets and river views from this stunning home. The sweeping driveway leads to the welcoming mahogany front porch with lovely mountain views, surrounded by Japanese maple, weeping cherry and blue spruce trees. This home boasts a charming foyer, with

  Claire Browne Compass Greater NY, LLC

  9 Belleford Ln, Beacon, NY 12508
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  /29

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,224 Sq Ft

  3515 Bennington Dr, Fishkill, NY 12524

  (BY APPOINTMENT ONLY) A MUST SEE WITH MANY UPGRADES!!!!!! Come and fall in LOVE with the luxurious, maintenance-free lifestyle that is Van Wyck Mews! One of the few units with a full, finished basement. This end-unit Townhome boasts a spacious family media room with extra space for entertaining and relaxing. The unit offers large windows and soaring ceilings that fill the space with natural

  Vivian Bordon Hauseit LLC

  3515 Bennington Dr, Fishkill, NY 12524
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  $1,350,000

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

  32 Ackerman St, Beacon, NY 12508

  Beautifully Renovated Home in Prime Beacon Location. Welcome to this fully renovated 3-bedroom, 3.5-bathroom gem, just blocks from vibrant Main Street in Beacon! This move-in ready home blends classic charm with modern upgrades, featuring a brand-new roof, windows, siding, gutters, newly paved blacktop driveway, updated electrical and plumbing systems, new kitchen and bathrooms with all new

  CHRISTOPHER HARDISTY Sams Realty

  32 Ackerman St, Beacon, NY 12508
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  $1,750,000

  • 3 Beds
  • 2 Baths
  • 2,934 Sq Ft

  2 Olympia Way, Stanfordville, NY 12581

  There are houses that simply shelter you, and then there are houses that hold you; embracing you with memory, comfort, and belonging. Petrichor Cottage, named for the evocative scent of earth after a summer rain, is just such a place.Set on 26 pastoral acres of dappled light and open sky, the property offers both intimacy and expansiveness. At its heart is the three-bedroom, two-bath main

  Ashley Whittaker Spence Compass Greater NY, LLC

  2 Olympia Way, Stanfordville, NY 12581
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  /9

  $624,000

  • 2 Beds
  • 4 Baths
  • 2,489 Sq Ft

  5142 Teaberry Ln Unit 18, Fishkill, NY 12524

  Finished Basement w/ Powder Room Included - Dec 2025 Completion - Complete with top-tier design features in a desirable location, this is the home you've always dreamt of. The enormous kitchen boasts stainless steel appliances, quartz countertops, and ample cabinet space. Secluded on the third floor is the expansive primary bedroom, complete with a walk-in closet and a resort-style bathroom

  Thomas Jacovino Toll Brothers Real Estate Inc.

  5142 Teaberry Ln Unit 18, Fishkill, NY 12524
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  $1,149,000

  • 4 Beds
  • 5.5 Baths
  • 4,250 Sq Ft

  97 Shagbark Ln, Hopewell Junction, NY 12533

  Welcome to 97 Shagbark Lane, a stunning multi-family colonial nestled on 3.02 acres of serene, private land in the heart of Hopewell Junction, Dutchess County. Built in 2005, this expansive 4,250 sqft home offers 4 bedrooms, 5 full bathrooms, and 1 half bath, blending luxurious living, with 900sqft of finished space in the full walkout basement. Step into the grand entry foyer, where a flexible

  Mary Hios Century 21 Hire Realty

  97 Shagbark Ln, Hopewell Junction, NY 12533
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  /49

  $1,650,000

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

  291 Woodmont Rd, Hopewell Junction, NY 12533

  291 Woodmont Road – A Private, Energy-Efficient Retreat in the Heart of Hopewell JunctionThis 4-bedroom, 4-bathroom stunner sits on a serene and secure lot in one of the most desirable pockets of Dutchess County. From the moment you arrive at the gated entrance, you’ll know this isn’t your average property — it’s a lifestyle upgrade.Inside, you'll find a spacious and sunlit layout

  Thomas Klug HV Premier Properties Realty

  291 Woodmont Rd, Hopewell Junction, NY 12533
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  /50

  $999,999

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

  6 Old Town Rd, Beacon, NY 12508

  Attention to detail is an understatement when it comes to this 4200 square foot, meticulously maintained extended one family Colonial style home. The main part of this beauty has 3 bedrooms, 2.5 baths with an office and the lower section has an extended one bedroom with living room, bath, kitchen and walk out for separate entrance. Enjoy the peace and serenity of the creek across the street

  Monica Whitney Exit Realty Connections

  6 Old Town Rd, Beacon, NY 12508
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  /49

  $1,599,999

  • 4 Beds
  • 5.5 Baths
  • 5,310 Sq Ft

  28 Viola Ct, Wappingers Falls, NY 12590

  Discover the epitome of elegance in this timeless four-bedroom, six-bathroom estate, just over one hour from NYC via the George Washington Bridge. Nestled in the breathtaking Hudson Valley, this luxurious retreat captivates both NYC clients and locals alike, offering an unrivaled blend of sophistication and resort-style living.Arrive via the concrete diamond-stamped driveway and walkway,

  Michael Rostanzo Tactical Realty LLC

  28 Viola Ct, Wappingers Falls, NY 12590
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  /47

  $1,250,000

  • 4 Beds
  • 6 Baths
  • 3,012 Sq Ft

  16 Anderson Rd, Pawling, NY 12564

  Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping

  Ryan Arket Compass Greater NY, LLC

  16 Anderson Rd, Pawling, NY 12564
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  /4

  $547,000

  • 2 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  5132 Teaberry Ln Unit 22, Fishkill, NY 12524

  Winter 2026 Completion - Beginning with its charming two-story foyer, the Cunnington Manor offers an inviting open plan that boasts an expansive living level, complete with a spacious great room and dining room. Adjacent to an attractive outdoor patio, the expertly designed kitchen overlooks a bright casual dining area and features wraparound counter and cabinet space, a central island with a

  Thomas Jacovino Toll Brothers Real Estate Inc.

  5132 Teaberry Ln Unit 22, Fishkill, NY 12524
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  /9

  $1,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  51 Estate Dr, Pawling, NY 12564

  Don't miss this opportunity to have your dream home built and custom designed to your finishes. As you step inside, you're greeted by a grand foyer entrance with high ceilings open to the second floor. Discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, quartz countertops, and center island. The oversized open floor plan seamlessly

  Tony Zaccardo Coldwell Banker Realty

  51 Estate Dr, Pawling, NY 12564
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  $549,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  5130 Teaberry Ln, Fishkill, NY 12524

  The Colgate's main living level offers views of the beautiful great room and dining room from its airy two-story foyer. The well-designed kitchen is central to a casual dining area with rear yard access and is complete with a large center island with breakfast bar, wraparound counter and cabinet space, and an ample pantry. On the bedroom level, the lovely primary bedroom suite is enhanced by a

  

  Toll Brothers, Inc.

  Builder

  5130 Teaberry Ln, Fishkill, NY 12524
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  $549,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  5140 Teaberry Ln, Fishkill, NY 12524

  The Colgate's main living level offers views of the beautiful great room and dining room from its airy two-story foyer. The well-designed kitchen is central to a casual dining area with rear yard access and is complete with a large center island with breakfast bar, wraparound counter and cabinet space, and an ample pantry. On the bedroom level, the lovely primary bedroom suite is enhanced by a

  

  Toll Brothers, Inc.

  Builder

  5140 Teaberry Ln, Fishkill, NY 12524
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  $561,995 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  Colgate Plan at The Townhomes at Van Wyck Mews, Fishkill, NY 12524

  The Colgate's main living level offers views of the beautiful great room and dining room from its airy two-story foyer. The well-designed kitchen is central to a casual dining area with rear yard access and is complete with a large center island with breakfast bar, wraparound counter and cabinet space, and an ample pantry. On the bedroom level, the lovely primary bedroom suite is enhanced by a

  

  Toll Brothers, Inc.

  Builder

  3503 Bennington Dr Unit 36358718, Fishkill, NY 12524
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  $552,995 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  Cunnington Plan at The Townhomes at Van Wyck Mews, Fishkill, NY 12524

  The Cunnington's dramatic two-story foyer and stairs flow up to the spacious living level, with views to the great room, dining room, and casual dining area with rear yard access. The well-designed kitchen is defined by a large center island with breakfast bar, wraparound counter and cabinet space, and an ample pantry. Secluded on the bedroom level, the impressive primary bedroom suite is

  

  Toll Brothers, Inc.

  Builder

  3503 Bennington Dr Unit 36358720, Fishkill, NY 12524
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  $1,120,000 Coming Soon

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

  226 Buttonwood Way, Hopewell Junction, NY 12533

  Come experience a must see, beautifully maintained home in the sought after Four Corners Community. Located in the scenic Hudson Valley, take this opportunity to live in an elegant and special home. Full of sunlight, you don't want to miss out an open kitchen/dining area with granite countertops, large range, and custom-sized fridge. The high ceilings will leave you eager to go upstairs, where

  Lucas Hoye BHHS Hudson Valley Properties

  226 Buttonwood Way, Hopewell Junction, NY 12533
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  /40

  $900,000

  • 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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  /34

  $299,500

  • 1 Bed
  • 0.5 Baths
  • 2,486 Sq Ft

  9 Liberty St, Wappingers Falls, NY 12590

  You do not want to miss this rare opportunity to convert this charming church into the home of your dreams! This mid 1800s Gothic Revival style church is nestled in the historic hamlet of Chelsea, located in Wappingers - a stone's throw to the Hudson River. As you walk in the beautiful double doors, you will notice the natural light beaming through the original stained glass windows along with

  Ronald Green KW MidHudson

  9 Liberty St, Wappingers Falls, NY 12590
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  $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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  /45

  $890,000

  • 5 Beds
  • 3.5 Baths
  • 4,375 Sq Ft

  14 Chestnut St, Hopewell Junction, NY 12533

  Nestled in sought-after Four Corners this stately brick-face Colonial blends comfort, style and convenience. Boasting five bedrooms and three full baths on a premium, level lot. The Grand two story entry flows into a Great room with vaulted ceilings, gas fireplace and a wall of windows. The gourmet Kitchen with large center island is well equipped. The elegant Living room and dining room feature

  Kathy Kane Coldwell Banker Realty

  14 Chestnut St, Hopewell Junction, NY 12533
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  $2,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,094 Sq Ft

  3302 Route 55, Pawling, NY 12564

  Welcome to your forever home, serene retreat and mini estate. Enjoy the 72 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers unique living space, luxury and customize finishes throughout. A true

  STACI MACKIN Dixon Smith Realty

  3302 Route 55, Pawling, NY 12564
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  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  88 S Hamilton St, Poughkeepsie, NY 12601

  Step into timeless charm with this beautifully maintained 3-bedroom, 1.5 bath single family home in the heart of the Southside of Poughkeepsie. Built in 1850, this historic gem offers approximately 1500 sq feet of character and comfort, including stunning original wide-board hardwood floors that speak to its rich heritage. Inside, you'll find sunlit living spaces and a warm, inviting layout that

  Anne Negrin

  88 S Hamilton St, Poughkeepsie, NY 12601
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  /40

  $825,000

  • 4 Beds
  • 4.5 Baths
  • 2,234 Sq Ft

  360 Old State Route 22, Dover Plains, NY 12522

  A rare offering in today’s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive

  Judy Albert BHHS Hudson Valley Properties

  360 Old State Route 22, Dover Plains, NY 12522
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  $589,000

  • 4 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  84 Palmer Cir, Poughquag, NY 12570

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial nestled in the heart of the Hudson Valley. Built in 1984 and thoughtfully updated, this residence blends classic charm with modern comforts. Ideally located just 10 minutes from the Taconic State Parkway and Pawling Train Station (with direct service to Manhattan), you’ll also enjoy close proximity to local shops and the

  Michael Martell eXp Realty

  84 Palmer Cir, Poughquag, NY 12570
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  $650,000

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

  11 Seaman Rd, Poughkeepsie, NY 12601

  Step into this charming 1930 Tudor-style home in the heart of Poughkeepsie, where timeless character meets generous living space. A bluestone front patio welcomes you into a grand entry foyer, leading to a formal living room, cozy den, oversized dining room, half bath, and an eat-in kitchen. Just off the kitchen, an expansive deck overlooks the private, beautifully landscaped corner

  Eliana Amodio Amodio Real Estate & Prop

  11 Seaman Rd, Poughkeepsie, NY 12601
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  $899,000

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  5 Willow Brook Ridge, Clinton Corners, NY 12514

  Set down a long private drive, this classic cape cod style home offers exceptional privacy on a 5 acre wooded lot within a beautiful residential pocket just 15 minutes from Rhinebeck Village. A true retreat, the property offers multiple outdoor areas of enjoyment including a large heated, gunite pool, rear deck, front porch, and expansive lawn.Wide plank pine wood floors flow throughout

  Jonathan Berry Upstate Down

  5 Willow Brook Ridge, Clinton Corners, NY 12514
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  $395,000

  • 2 Beds
  • 2.5 Baths
  • 1,470 Sq Ft

  908 Scenic Ln, Poughkeepsie, NY 12603

  Well maintained 2-bedroom, 2.5 bathroom townhouse style end unit in the desirable Fox Hill community. The unit is loaded with natural light and has an open floor plan that is impressive. The first floor has an eat-in kitchen, dining room and living room with a fireplace and walk out patio/deck. The second floor has the primary ensuite bedroom with his and her closets and a private balcony.

  Rose Burns Century 21 Alliance Rlty Group

  908 Scenic Ln, Poughkeepsie, NY 12603
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  $525,000

  • 3 Beds
  • 4 Baths
  • 2,289 Sq Ft

  1047 Dutcher Dr, Fishkill, NY 12524

  Welcome to this spacious and beautifully maintained tri-level townhouse in the highly sought-after Van Wyck Meadows. This inviting home offers a comfortable and open layout starting with a main level entry foyer that flows into a bright living room with gas fireplace, an elegant dining area with sliding glass doors to a private expanded patio and yard, and a custom kitchen featuring granite

  Maria Campanelli BHHS River Towns Real Estate

  1047 Dutcher Dr, Fishkill, NY 12524
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  $879,000

  • 3 Beds
  • 2.5 Baths
  • 3,218 Sq Ft

  114 Hudson Pointe Dr, Poughkeepsie, NY 12601

  Experience luxury riverfront living in this premier end-unit townhome at Hudson Pointe—one of the Hudson River’s most sought-after gated communities. Perfectly positioned for both northern and southern panoramic views, this rare offering showcases breathtaking sights of the river and surrounding mountains from every level.Designed for both elegance and comfort the spacious 4-level floor plan

  MICHAEL STRUTT BHHS Hudson Valley Properties

  114 Hudson Pointe Dr, Poughkeepsie, NY 12601
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  /34

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,842 Sq Ft

  25 Walnut Ct, Fishkill, NY 12524

  Best value in desirable Round Hill community is priced to sell!! This spacious end-unit is tucked away on a quiet cul-de-sac and backs to the woods for privacy. Many updates include granite kitchen with Rosewood Brazillian flooring & tile backsplash, two recent splits for heat and central air, updated furnace and windows, central vac, impressive trex deck with decorative iron railings, and

  Susan Todd BHHS Hudson Valley Properties

  25 Walnut Ct, Fishkill, NY 12524
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  /50

  $498,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  93 Sylvan Lake Rd, Hopewell Junction, NY 12533

  Peace, Privacy & Park-Like Perfection on 3.2 Acres. Discover comfort, privacy, and serenity in this charming 3-bedroom, 2-bathroom home, perfectly situated on 3.2 acres of beautiful, park-Like property. Tucked far back from the road and surrounded by nature, this inviting property offers the ideal blend of indoor and outdoor living. A welcoming rocking chair front porch leads into a spacious

  Ann Scarano Realty Center Hudson Valley

  93 Sylvan Lake Rd, Hopewell Junction, NY 12533
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  $795,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  216 Starbarrack Rd, Red Hook, NY 12571

  Here is the perfect property for relaxation! You will feel so far away yet will be only 90 miles north of NYC. Privacy abounds at this custom Post & Beam Colonial. Situated upon a hilltop with 3.43 acres, there is a wonderful blend of woods in the front and a serene, landscaped meadow in the back. The rear deck is the spot for enjoying all the nature that surrounds you.Featured are 3

  Elizabeth Barrett Dachs Chris Barrett Realty

  216 Starbarrack Rd, Red Hook, NY 12571
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  /40

  $699,900

  • 5 Beds
  • 3.5 Baths
  • 3,640 Sq Ft

  181 Union St, Poughkeepsie, NY 12601

  Historic Elegance in the Heart of PoughkeepsieStep back in time while enjoying generous modern living in thisremarkable 1880 single-family home, nestled within the PoughkeepsieHistoric District. Offering an impressive 3,640 sq/ft of living space, thisstately residence features 5 spacious bedrooms and 3 full bathrooms,ideal for both comfortable family living and elegant

  Randy Florke Rural Connection Inc.

  181 Union St, Poughkeepsie, NY 12601
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  /40

  $749,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  23 Briarpatch Ln, Clinton Corners, NY 12514

  Down a long private drive, tucked into the trees and lying perfectly on your five acre retreat is the Briarpatch home. Original builders, this cape cod is a dream. Welcoming you home is a covered front porch, perfect for sitting on your porch swing and listening to the birds while you sip your coffee in the sweet Hudson valley air. Your living room greets you when you walk in with wood stove and

  Chelsea Pollard-Seiler Mondello Upstate Properties

  23 Briarpatch Ln, Clinton Corners, NY 12514
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  /17

  $350,000

  • 2 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  39 Aveonis Ct, Fishkill, NY 12524

  Accepted offer. Welcome Home! This lovely townhome offers gleaming hardwood floors throughout. The open plan living displays an eye-catching kitchen with gas cooking and beautiful granite counters and cabinetry. The primary bedroom suite offers an attractive ensuite bathroom and a huge walk-in closet. Even the second bedroom has its own ensuite bathroom. Everyday living is easy thanks to a chair

  Christine Pergolizzi

  39 Aveonis Ct, Fishkill, NY 12524
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  /33

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 3,013 Sq Ft

  18 Pritchard Ct, Fishkill, NY 12524

  This is a rare opportunity to live in one of the most pristine Toll Brothers Communities in the Hudson Valley. Located in Fishkill Woods, just two minutes from Interstate-84 and close to Metro North, this townhome offers the ultimate in convenience and, yet, provides an idyllic, oasis from the chaos of daily life. Its exceptional end-unit location, adjacent to the development's Clubhouse, means

  Jeanine Agnolet Howard Hanna Rand Realty

  18 Pritchard Ct, Fishkill, NY 12524
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  /50

  $660,000

  • 3 Beds
  • 3.5 Baths
  • 3,921 Sq Ft

  2509 Sylvan Loop, Wappingers Falls, NY 12590

  Experience luxurious living in a 3-bedroom, 3.5-bath townhome offering timeless elegance and year-round Hudson River views. This sophisticated residence features gleaming hardwood floors, a cozy gas fireplace, and a gourmet kitchen with granite countertops and a sunlit eat-in area—ideal for both everyday living and entertaining. The expansive primary suite offers a peaceful retreat with a large

  Christopher Ferraro RE/MAX Town & Country

  2509 Sylvan Loop, Wappingers Falls, NY 12590
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  /31

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  334 Lake Dr, Rhinebeck, NY 12572

  Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls

  Brian Woolsey BHHS Hudson Valley Properties

  334 Lake Dr, Rhinebeck, NY 12572

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