Dutchess County, NY Homes

• 

  

  

  /25

  $225,000 Pending

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

  2404 Cherry Hill Dr, Poughkeepsie, NY 12603

  Experience modern upgrades and stylish living in the desirable Cherry Hill Condominiums community! Step into a beautifully updated home featuring 2019-installed windows and sliders, a stunning one-year-old granite kitchen, recessed lighting, and Bluetooth connectivity for modern living. Perfectly situated close to shops, hospital, colleges, and everyday amenities, this home offers the ultimate in

  

  Omar Harper

  Epique Realty

  (845) 684-9725

  2404 Cherry Hill Dr, Poughkeepsie, NY 12603
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  /55

  $2,250 per month

  Country Club Apartments

  1 Bed

  19 Anthony Dr, Poughkeepsie, NY 12601

  A beautiful rental community, conveniently located Poughkeepsie, New York, is perfectly located on the Hudson River. With access to local shops, schools, major train and highway routes to Manhattan and Albany, Country Club Apartments and the surrounding area offer a convenient location with a vibrant community of its own.Our studios; one bedrooms, two bedrooms, and three bedrooms rental

  19 Anthony Dr, Poughkeepsie, NY 12601
• 

  $385,226 Sold Nov 25, 2025

  • 1,632 Sq Ft
  • $236/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  11 Congress Ct, Poughkeepsie, NY 12603

  Welcome to 11 Congress Court, a home that blends updates, flexibility, and an enviable location in one of Arlington’s most convenient neighborhoods. Situated on a quiet corner lot within a well-kept HOA community, this residence offers three bedrooms and two full bathrooms, with a layout that makes it especially appealing for those seeking versatility. The design includes a family room, bedroom,

  Alex Mashkin Keller Williams Realty Partner

  11 Congress Ct, Poughkeepsie, NY 12603
• 

  Est $434,021 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  3010 Bennington Dr, Fishkill, NY 12524

  3010 Bennington Dr, Fishkill, NY 12524
• 

  

  

  /31

  $425,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,439 Sq Ft

  148 Chelsea Rd, Wappingers Falls, NY 12590

  Welcome to 148 Chelsea Road, a remarkable property that combines modern efficiency with classic charm. This home is not only a sanctuary but also a smart investment in sustainable living. One of the standout features of this property is the new roof installed in 2017, equipped with leased solar panels at just $145 monthly. Thanks to this eco-friendly addition, you can have practically zero

  

  Omar Harper

  Epique Realty

  (845) 250-0406

  148 Chelsea Rd, Wappingers Falls, NY 12590
• 

  

  /15

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  554 Main St Unit 4, Beacon, NY 12508

  Beautifully Renovated 1 Bedroom / 1 Bathroom ApartmentThis fully updated apartment offers a brand-new kitchen with stainless steel appliances, a modern bathroom, and fresh paint throughout. Residents enjoy on-site laundry access and a stunning waterfall view, adding to the comfort and appeal of the home. All major utilities are included—electric, hot water, heat, cooling, and private trash

  Andi Berisha BHHS Hudson Valley Properties

  554 Main St Unit 4, Beacon, NY 12508
• 

  $231,000 Sold Nov 25, 2025

  • 1,040 Sq Ft
  • $222/SF
  • 204 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  50 Stonykill Rd, Wappingers Falls, NY 12590

  CASH BUYER NEEDED! Due to the unique nature of this special property, a cash buyer will be required. Situated on a level 1/3 acre lot on a quiet residential street, you will find this perfect starter home or downsizing space. This 3 bedroom 1 bathroom ranch style home has a versatile layout. The living room is spacious with a beautiful bay window that floods the room with natural light. The

  Laura Sterling Coldwell Banker Realty

  50 Stonykill Rd, Wappingers Falls, NY 12590
• 

  Est $548,127 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,803 Sq Ft

  640 Regency Dr, Fishkill, NY 12524

  640 Regency Dr, Fishkill, NY 12524
• 

  

  /46

  $584,500 Pending

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  89 Birch Dr, Pleasant Valley, NY 12569

  Accepted offer and showing for back up offers This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room.With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
• 

  

  /56

  $1,950 - $2,200 per month

  Village Crest Apartments

  2 Beds

  510 Maloney Rd, Poughkeepsie, NY 12603

  Get a FREE month off any of our units—limited time Black Friday offer!Welcome to Village Crest Apartments in Poughkeepsie! Tucked into a peaceful suburban neighborhood, our pet-friendly community offers spacious and thoughtfully designed one-, two-, and three-bedroom homes perfect for every lifestyle.Enjoy everyday convenience with onsite laundry, high-speed internet access, and

  510 Maloney Rd, Poughkeepsie, NY 12603
• 

  $1,676,500 Sold Nov 25, 2025

  • 3,000 Sq Ft
  • $559/SF
  • 162 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  258 Fox Run Rd, Salt Point, NY 12578

  Introducing Fox Run; a turn-key designer lakefront 3 bedroom, 4 bath contemporary on over 5 acres of pristine land privately set amongst beautiful homes and established horse farms in Dutchess County. The stunning setting is centrally located under 20 minutes from the villages of Rhinebeck and Millbrook. This 3,000 sq ft home features all new mechanicals, Andersen Architectural windows, solid oak

  BRETT SNIDER Rouse + Co Real Estate LLC

  258 Fox Run Rd, Salt Point, NY 12578
• 

  Est $514,326 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,556 Sq Ft

  636 Regency Dr, Fishkill, NY 12524

  636 Regency Dr, Fishkill, NY 12524
• 

  

  /19

  $299,900 Pending

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

  313 Mansion St, Poughkeepsie, NY 12601

  Offer Accepted! Handicap Accessible Home Offers A Real Bargain With Several Bedrooms, Bathrooms, Detached Two Car Garage, Fenced In Yard On A Corner Lot. The Interior Displays Spacious Rooms, Hardwood Floors (under some carpeting), French Doors And Plenty Room For Even The Extended Family. Updates Include Newer Roof With Solar Panels And Newer Stainless Steel Appliances. Conveniently Located

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 393-9244

  313 Mansion St, Poughkeepsie, NY 12601
• 

  

  /11

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  80 W Dorsey Ln Unit C, Hyde Park, NY 12538

  COZY 1-2 BEDROOM APARTMENT WITH RECENT RENOVATIONS. SOME NEW FLOORING. OCCUPY ONE BEDROOM AND USE THE OTHER FOR AN OFFICE OR SMALL BEDROOM. CONVENIENT LOCATION CLOSE TO MAIN ROADS AND AREA AMENITIES. THE LOCATION IS QUIET WITH SOME YARD SPACE. LAUNDRY IS AVAILABLE ON SITE. SMALL DOG OR CAT CONSIDERED ON AN INDIVIDUAL BASIS. 650 OR HIGHER CREDIT SCORE AND INCOME ROUGHLY 3X RENT. NO SMOKERS.

  Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  80 W Dorsey Ln Unit C, Hyde Park, NY 12538
• 

  $930,000 Sold Nov 25, 2025

  • 2,450 Sq Ft
  • $380/SF
  • 43 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  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 the

  Jonathan Berry Upstate Down

  5 Willow Brook Ridge, Clinton Corners, NY 12514
• 

  Est $507,801 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,450 Sq Ft

  643 Regency Dr, Fishkill, NY 12524

  643 Regency Dr, Fishkill, NY 12524
• 

  

  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  201 Rossway Rd, Pleasant Valley, NY 12569

  201 Rossway Rd, Pleasant Valley, NY — Peaceful Country Living with Perfect Commuter AccessWelcome to 201 Rossway Road, a charming and beautifully cared-for ranch that perfectly blends comfort, convenience, and Hudson Valley tranquility. Nestled on a picturesque piece of property surrounded by nature, this home offers the best of both worlds — a quiet country setting just minutes from the

  

  Heather Bragg

  ReAttached

  (845) 584-7202

  201 Rossway Rd, Pleasant Valley, NY 12569
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  /26

  $1,350 - $2,475 per month

  Kaal Rock Manor Apartments

  Studio - 3 Beds

  50 Rinaldi Blvd, Poughkeepsie, NY 12601

  Atop the promontory they named Kaal (“call”) Rock, Dutch settlers scanned the horizon and shouted messages to sailing ships below. Today, Kaal Rock Manor commands this incomparable view of the Hudson – vistas that are becoming impossible to find at moderate prices. If you dream of the River flowing past your home, listen to this call.The residential complex has a selection of units from

  50 Rinaldi Blvd, Poughkeepsie, NY 12601
• 

  $100,000 Sold Nov 25, 2025

  • 1,288 Sq Ft
  • $78/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  151 Scott Dr, Dover Plains, NY 12522

  Beautiful Home in the Tally Ho Senior Community! Nestled on a premium lot, this charming and spacious home offers comfortable living in the desirable Tally Ho 55+ community. Step into the bright and open living room, dining area, and kitchen, all featuring vaulted ceilings that enhance the sense of space and light. The large kitchen is a chef’s dream, boasting abundant cabinetry and generous

  Blake Michaud Serhant LLC

  151 Scott Dr, Dover Plains, NY 12522
• 

  Est $443,000 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,450 Sq Ft

  623 Regency Dr, Fishkill, NY 12524

  623 Regency Dr, Fishkill, NY 12524
• 

  

  /25

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  120 South Rd, Holmes, NY 12531

  Welcome to 120 South Rd/40 Great Bear Rd, a charming home at the end of a quiet cul-de-sac, offering peace, privacy, and a stunning lake view from the deck. Set on just under 3 acres, this property features a spacious front yard shaded by mature trees, perfect for outdoor gatherings, gardening, or simply relaxing in your own private oasis. Enjoy the comfort and efficiency of new windows

  

  Omar Harper

  Epique Realty

  (845) 552-1998

  120 South Rd, Holmes, NY 12531
• 

  

  /32

  $2,750 per month

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • House for Rent

  60 Livingston St, Rhinebeck, NY 12572

  Located in the heart of Rhinebeck on a historic village street, we find this cape with an interesting design. Light-filled living(family) room, pleasing kitchen, dining room, bedroom, laundry, and full bath on the first floor. The primary suite comprises the second floor with custom designed bedroom, walk-in closet, and full bath. Nice flat backyard with a shed. This house is a short 3 block walk

  SUSAN PACIA-PECKMANN BHHS Hudson Valley Properties

  60 Livingston St, Rhinebeck, NY 12572
• 

  $480,000 Sold Nov 25, 2025

  • 1,962 Sq Ft
  • $245/SF
  • 57 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1965

  12 Skytop Ridge, Rhinebeck, NY 12572

  Nestled on 3.72 acres in Rhinebeck, this Cape Cod home offers timeless charm, comfort, and a deep connection to nature. With two bedrooms plus a den, two full baths, and a flexible layout that lives like a three-bedroom, it’s a home designed for both everyday living and weekend retreats.Step inside and you’ll be greeted by dramatic ceiling heights and warm hardwood floors that set the tone

  Peggy Santamorena Houlihan Lawrence Inc.

  12 Skytop Ridge, Rhinebeck, NY 12572
• 

  Est $440,400 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2410 Bennington Dr, Fishkill, NY 12524

  2410 Bennington Dr, Fishkill, NY 12524
• 

  

  /9

  $299,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  4865 South St, Amenia, NY 12501

  Delightful and more than just a cottage, this beautifully remodeled residence offers comfort and style. Recently used as a rental, the home has been thoughtfully updated: a modern kitchen and bath, upgraded floors throughout, and crown molding that adds a touch of timeless dignity. Perfectly situated in town, you’ll enjoy the convenience of being just 2 miles from the Wassaic Train Station and a

  

  Larry Havens

  Havens Real Estate

  (845) 203-9307

  4865 South St, Amenia, NY 12501
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  /35

  $1,690 - $2,915 per month

  Violet Estates

  Studio - 2 Beds

  35 Violet Ave, Poughkeepsie, NY 12601

  Discover the remarkable comfort, convenience, and flexibility of stress-free living in this newly constructed 55+ luxury apartment community in the town of Poughkeepsie. These studio, one, and two-bedroom apartments and townhomes for rent in Poughkeepsie offer spacious layouts with premium features and finishes. Easily accessible from Route 9, Route 55, and Route 44, these contemporary homes are

  35 Violet Ave, Poughkeepsie, NY 12601
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  /35

  $950,000 Sold Nov 25, 2025

  • 3,980 Sq Ft
  • $239/SF
  • 103 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1850

  235 Knob Hill Rd, Stanfordville, NY 12581

  Nestled on 13 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air and a gourmet

  Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
• 

  Est $495,307 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,543 Sq Ft

  536 Regency Dr, Fishkill, NY 12524

  536 Regency Dr, Fishkill, NY 12524
• 

  

  /46

  $1,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,390 Sq Ft

  43 Meeting House Rd, Pawling, NY 12564

  A Bucolic Retreat in Prestigious Quaker Hill, nestled among grand equestrian estates in the coveted Quaker Hill community of Pawling, this magnificent country retreat artfully blends modern luxury with rustic charm. Set on five serene acres surrounded by rolling meadows, scenic horse farms, and distinguished country homes, 43 Meeting House Lane offers an inspiring escape that celebrates the best

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 373-3547

  43 Meeting House Rd, Pawling, NY 12564
• 

  

  /27

  $2,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,324 Sq Ft
  • Townhouse for Rent

  8 Knightsbridge Unit A, Poughkeepsie, NY 12603

  Experience effortless Hudson Valley living in this beautifully positioned end-unit 2-bedroom, 2.5-bath condo just moments from Vassar College, Vassar Hospital, and MidHudson Regional. This residence offers a bright, airy layout enhanced by the natural light that only an end unit can provide. The main level flows seamlessly with generous living and dining spaces, while upstairs you’ll find two

  Nicholas Karwaski Eleven Real Estate Group Inc.

  8 Knightsbridge Unit A, Poughkeepsie, NY 12603
• 

  $399,000 Sold Nov 25, 2025

  • 2,268 Sq Ft
  • $176/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1945

  4 Knolls Rd, Poughkeepsie, NY 12601

  Welcome to 4 Knolls Road, a charming Cape Cod-style home nestled on a spacious 0.71-acre lot in the heart of Dutchess County. This residence offers 4 bedrooms, 2 full bathrooms, and over 2,200 sq ft of living space with a warm and inviting layout. Step inside to discover sun-filled rooms and a living room that features a cozy fireplace, ideal for relaxing evenings. Two bedrooms and a full bath

  Sandra Genaro Keller Williams Realty Partner

  4 Knolls Rd, Poughkeepsie, NY 12601
• 

  Est $520,547 Not Listed For Sale

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

  541 Regency Dr, Fishkill, NY 12524

  541 Regency Dr, Fishkill, NY 12524
• 

  

  /48

  $630,000

  • 6 Beds
  • 3 Baths
  • 2,240 Sq Ft

  126-128 Washington Ave, Beacon, NY 12508

  Welcome to Washington Ave, a wonderful multi-family home in the vibrant and highly sought-after city of Beacon! This property features two spacious units that are nearly identical, each offering 3 bedrooms and plenty of living space, perfect for comfort, functionality, or investment flexibility. Enjoy a great yard, ideal for relaxing or entertaining, and take advantage of the unbeatable location.

  

  Dana Posner

  Howard Hanna Rand Realty

  (845) 606-0331

  126-128 Washington Ave, Beacon, NY 12508
• 

  

  /23

  $2,870 per month

  Westgate, An Eagle Rock Community

  1 - 2 Beds

  57 W Merritt Blvd, Fishkill, NY 12524

  Westgate is located in the heart of Fishkill, NY, a city steeped in history and natural beauty. Residents enjoy a rare balance of serene, Hudson Valley living and all the amenities of a full-service rental community - combining luxury, privacy, and convenience. Featuring a limited collection of 28 spacious 1 and 2 bedroom apartments with elevator access, and additional office spaces available for

  57 W Merritt Blvd, Fishkill, NY 12524
• 

  $570,000 Sold Nov 25, 2025

  • 2,286 Sq Ft
  • $249/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1991

  3 Hart Dr, Poughkeepsie, NY 12603

  Impeccably maintained 3 bedroom, 3 bathroom split level with attractive and flexible floor plan. Main level includes spacious living room & dining room with deck, both with cathedral ceilings, which flow seamlessly into large eat-in kitchen w/cherry cabinetry & granite counters. Second level features primary bedroom suite with walk-in closet, second closet & ensuite bathroom. Two additional

  Dan Axtmann BHHS Hudson Valley Properties

  3 Hart Dr, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  1668 Route 9 Unit 10F, Wappingers Falls, NY 12590

  1668 Route 9 Unit 10F, Wappingers Falls, NY 12590
• 

  /2

  $8,000

  • Land
  • 0.08 Acre
  • $100,000 per Acre

  0 Stanton Terrace Unit KEY930724, Poughkeepsie, NY 12603

  This is a corner lot located at the intersection of Stanton Terrace and Regency Drive. Please check all zoning setbacks.

  

  Omar Harper

  Epique Realty

  (845) 773-1442

  0 Stanton Terrace Unit KEY930724, Poughkeepsie, NY 12603
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  /34

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 858 Sq Ft
  • Property for Rent

  193 Decker Rd, Stanfordville, NY 12581

  NEWLY RENOVATED 3 Bedroom, 2 full baths Home with front and back decks. Nature’s Lover’s Delight, Serenity Abound! Nestling on a 12 plus acre lot in a quiet country road, this beautiful home boasts open floor plan, all brand new appliances (washer, dryer, propane stove, refrigerator, dishwasher), Luxury vinyl plank (LVP) flooring, Heat pump for heating and cooling (3 units of mini-split), all

  Arlene Campbell BHHS Hudson Valley Properties

  193 Decker Rd, Stanfordville, NY 12581
• 

  $265,000 Sold Nov 24, 2025

  • 1,485 Sq Ft
  • $178/SF
  • 30 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  61 Aveonis Ct, Fishkill, NY 12524

  Spacious Townhouse-Style Condo in 55+ Adult CommunityThis well-maintained condo offers generous space and flexibility, including potential for a mother-daughter setup with bedrooms on both the first and second floors. The first floor is ADA-compliant, thoughtfully adapted for handicapped accessibility, and includes a convenient first-floor laundry room. The large, open kitchen features

  Blake Michaud Serhant LLC

  61 Aveonis Ct, Fishkill, NY 12524
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1668 Route 9 Unit 14E, Wappingers Falls, NY 12590

  1668 Route 9 Unit 14E, Wappingers Falls, NY 12590

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