Pleasant Valley, NY Homes

• 

  

  

  /47

  $599,500

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

  89 Birch Dr, Pleasant Valley, NY 12569

  Welcome Home!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 a home office.The heart of the home is the

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
• 

  

  

  /15

  $2,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft
  • Condo for Rent

  1608 Cherry Hill Dr, Poughkeepsie, NY 12603

  If you are looking for a rental that is located in a quiet, sort after Complex close to shopping, dining and Local Attractions- Here It Is!! This 2nd Floor unit includes; Heat, Hot Water, Trash, and has no Outside Maintenance. This 1270sf - 2 Bedroom, 1.5 Bath is waiting for you! Primary Bedroom is oversized with a half bath and large closet space! A great Galley Kitchen opens up to a nice size

  

  Karyn Hudgens-Gorman

  Weichert Realtors

  (845) 472-3862

  1608 Cherry Hill Dr, Poughkeepsie, NY 12603
• 

  $30,000 Sold Jul 29, 2025

  • 896 Sq Ft
  • $33/SF
  • 423 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2007

  26 Jennifer Ct, Poughkeepsie, NY 12601

  Contingent on approval from the park. This is a single-wide, 2-bedroom, 1.5-bath manufactured home located on two lots, a short walk from Haviland Middle School. It is sold as-is.

  John Hutchinson K. Fortuna Realty, Inc.

  26 Jennifer Ct, Poughkeepsie, NY 12601
• 

  Est $476,389 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  44 Longview Ave, Poughkeepsie, NY 12603

  44 Longview Ave, Poughkeepsie, NY 12603
• 

  

  

  /22

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  166 Hibernia Rd, Salt Point, NY 12578

  Nestled In The Hamlet Of Salt Point NY, In The Town Of Pleasant Valley Is This Remodeled Home Offering Four Bedrooms And Two Baths. The Front Exterior Has Dual Entry Access To Various Locations Within The Home Which Displays A Combination Of Engineered Wood And Ceramic Tiled Floors. Each Room Has Been Thoughtfully Updated. Here You Will Find The Kitchen With State Of The Arts Stainless Steel

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 599-8106

  166 Hibernia Rd, Salt Point, NY 12578
• 

  

  /12

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  40 Haviland Rd, Poughkeepsie, NY 12601

  HYDE PARK, FIRST FLOOR TWO BEDROOM APARTMENT WITH HEAT & HOT WATER INCLUDED. FULL RENTAL APPLICATION NEEDED FOR CONSIDERATION. AVAILABLE IMMEDIATELY! CONTACT YOUR AGENT OF CHOICE TO SEE THIS APT***ANOTHER FIRST AND SECOND FLOOR APT ALSO AVAILABLE***

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 335-8975

  40 Haviland Rd, Poughkeepsie, NY 12601
• 

  $531,000 Sold Jul 28, 2025

  • 1,961 Sq Ft
  • $271/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1939

  82 E Cedar St, Poughkeepsie, NY 12601

  This storybook home is nothing short of perfection. Entertaining guests is a pleasure with various spaces for everyone to enjoy. Less than 1% of homeowners are this obsessive about the care and maintenance of their homes, and their attention is to your benefit. Having lived here 25 years, these owners never stopped making improvements and are now ready for life in the sun and warmer

  Adrienne Volpe Keller Williams Hudson Valley

  82 E Cedar St, Poughkeepsie, NY 12601
• 

  Est $734,519 Not Listed For Sale

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

  24 Spruce Ln, Poughkeepsie, NY 12603

  24 Spruce Ln, Poughkeepsie, NY 12603
• 

  

  /9

  $100,000

  • Land
  • 2.14 Acres
  • $46,729 per Acre

  24 Beck Rd, Poughkeepsie, NY 12601

  Build Your Dream Home in the Heart of Hudson Valley – Close to NYC!Discover this exceptional 2.14-acre parcel located in a peaceful country setting within the highly sought-after Hyde Park school district. Just a short drive from New York City, this property offers the perfect opportunity to create your personal sanctuary amid scenic countryside.Key Features:Approved

  

  Michael Carr

  eXp Realty

  (845) 366-2877

  24 Beck Rd, Poughkeepsie, NY 12601
• 

  

  /20

  $1,650 - $2,000 per month

  Violet Estates Active Adult 55+ Community

  Studio-1 Bed

  35 Violet Ave, Poughkeepsie, NY 12601

  Violet Estates, located in Poughkeepsie, NY, is a newly developed apartment community for active adults aged 55 and over! Each apartment or private entry townhome reveals an open-concept floor-plan featuring a cozy breakfast bar, granite countertops, brushed nickel fixtures, stainless steel appliances, an in-home washer and dryer, spacious bedrooms, premium wood-like flooring throughout, and a

  35 Violet Ave, Poughkeepsie, NY 12601
• 

  $535,000 Sold Jul 25, 2025

  • 1,500 Sq Ft
  • $357/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  65 O' Halloran Cir, Pleasant Valley, NY 12569

  This newly constructed gem sits perched at the top of O'Halloran Circle boasting an over 7.8 acre lot, both private and tranquil with so much possibility. This cottage was over engineered at every step and saw meticulous oversight by the owner/builder during the entire process. No expenses were sparred in making this home as solid as possible with an extra 2" of concrete reinforcement used on

  Andre Aivazians HomeSmart Homes & Estates

  65 O' Halloran Cir, Pleasant Valley, NY 12569
• 

  Est $379,189 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  19 Halley Ct, Poughkeepsie, NY 12601

  19 Halley Ct, Poughkeepsie, NY 12601
• 

  

  /39

  $410,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  23 Hawkins St, Poughkeepsie, NY 12601

  Desirable & Conveniently nestled in Inwood Estates, this charming 3-bedroom, 2.5 bath home awaits its new owner. Boasting fresh updates and a thoughtfully designed layout, this residence, well cared home offers the perfect blend of modern convenience and timeless charm. As you step inside, you'll immediately feel at home in the warm spacious and inviting living spaces. Nice sized rooms, primary

  

  YOLANDA MENDOZA

  Century 21 Hudson Valley Rlty.

  (845) 385-2778

  23 Hawkins St, Poughkeepsie, NY 12601
• 

  /2

  $1,495 per month

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

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569

  Available for September 1st move-in! Spacious one bedroom located right in the heart of the Village in Pleasant Valley. Plenty of room for 2-car parking, large yard, conveniently located near the shopping center and local restaurants in walking distance. Great price for this unit!!! Utilities included; heat, hot water, garbage, snow plowing and lawn maintenance. Available Immediately. Well

  Kirk Rotger Millennium Realty Solutions

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569
• 

  $112,000 Sold Jul 24, 2025

  • 1,000 Sq Ft
  • $112/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  14 Hilltop Ln, Pleasant Valley, NY 12569

  Don't miss this beautifully updated 2-bedroom, 2-bathroom home located in the heart of Pleasant Valley and the highly desirable Arlington School District. With recent upgrades including a new roof, water heater, furnace, flooring, and fully renovated bathrooms, this home offers peace of mind and modern comfort. The underbelly has been spray-foamed for added insulation—ideal for year-round energy

  Ivan Carvalho Exit Realty Connections

  14 Hilltop Ln, Pleasant Valley, NY 12569
• 

  Est $921,373 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,355 Sq Ft

  103 Ridgeline Dr, Poughkeepsie, NY 12603

  103 Ridgeline Dr, Poughkeepsie, NY 12603
• 

  

  /7

  $24,925 Pending

  • Land
  • 0.65 Acre
  • $38,346 per Acre

  78 Tamarack Hill Dr, Poughkeepsie, NY 12603

  Welcome to 78 Tamarack Hill Drive! Over one half an acre in already developed area where you can build your new home.The lot is both level and has a bit of a slope, close to trains, restaurants, houses of workship.Municipal water is available. Come and take a look.Give us a call for a private tour.

  

  Patricia Cannizzaro

  Century 21 Alliance Rlty Group

  (845) 299-2484

  78 Tamarack Hill Dr, Poughkeepsie, NY 12603
• 

  

  /36

  $1,895 - $2,995 per month

  Royal Pointe

  1-3 Beds

  161 Clubhouse Dr, Poughkeepsie, NY 12603

  Royal Pointe is under new ownership! Stop in and tour our gated community, offering well-appointed 1, 2 & 3 bedroom layouts. Enjoy an intense workout in the fitness center, a round of billiards with friends in the game room, or get things done in our business center. We are pet friendly, offering 2 sizable dog parks for your four-legged family members.Royal Pointe is surrounded by

  161 Clubhouse Dr, Poughkeepsie, NY 12603
• 

  

  /8

  $52,000 Sold Jul 23, 2025

  • Land
  • 0.56 Acre
  • $92,857 per Acre

  • 77 Days On Market

  1443 Route 44, Pleasant Valley, NY 12569

  Build Your Dream Home - BOH Approved Lot in Arlington School DistrictThis rare find offers a .56-acre approved building lot in the highly sought-after Arlington School District. With Board of Health approval already in place for a 3-bedroom single-family residence, and a recent survey completed, this property is primed for immediate action.A spacious 3-bay garage is already on

  Lawrence Gregory Gilcrest Properties

  1443 Route 44, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  28 Vero Dr, Poughkeepsie, NY 12603

  28 Vero Dr, Poughkeepsie, NY 12603
• 

  

  /30

  $369,000

  • 2 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  125 Pinebrook Dr, Hyde Park, NY 12538

  Welcome home to Pine Brook Estate townhouses in Hyde Park, NY. This 1700sqft townhouse is the 2nd in from the end and features many updates. Enjoy an open floor plan on the main level with the living room, dining room and kitchen having natures view from the windows. Step outside from the dining room onto a nice sized deck to entertain on and step down onto the lush level lawn, all backed by the

  Kimberly Cannizzaro Century 21 Alliance Rlty Group

  125 Pinebrook Dr, Hyde Park, NY 12538
• 

  

  /32

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • House for Rent

  4 Glen Ct, Poughkeepsie, NY 12603

  Urban Edge Meets Suburban Serenity: Your High-Tech Haven Awaits. Contemporary renovated 3-bedroom, 2-bathroom smart home offers the perfect blend of luxury, technology, and convenience. Designed for modern living, it includes a versatile bonus room that can serve as a fourth bedroom, home office, or den. Located within the Arlington School District, this home is ideal for those seeking both

  SANDRA MAHON BHHS Hudson Valley Properties

  4 Glen Ct, Poughkeepsie, NY 12603
• 

  $350,000 Sold Jul 22, 2025

  • 972 Sq Ft
  • $360/SF
  • 25 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  165 Haviland Rd, Poughkeepsie, NY 12601

  A/0 5/19 no more showings. Discover peaceful country living in this beautifully maintained 3-bedroom ranch home. Featuring gleaming hardwood floors throughout, this inviting home boasts an eat-in kitchen complete with brand-new cabinets and stainless steel appliances — perfect for home-cooked meals and family gatherings. Living room with Fireplace, basement with woodstove (which could be used to

  Blake Michaud Serhant LLC

  165 Haviland Rd, Poughkeepsie, NY 12601
• 

  Est $604,346 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,348 Sq Ft

  664 Plass Rd, Pleasant Valley, NY 12569

  664 Plass Rd, Pleasant Valley, NY 12569
• 

  

  /42

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 3,396 Sq Ft

  194 Overlook Rd, Poughkeepsie, NY 12603

  Welcome to this spacious 4-bedroom, 2.5-bathroom home nestled on 1.73 acres in the Town of Lagrange. The main level offers both a formal living room and a cozy family room with a gas fireplace, perfect for gatherings and relaxation. The kitchen features beautiful granite countertops, ideal for everyday cooking or entertaining. The primary bedroom includes a walk-in closet and a newly renovated

  MARIA FUERTES Redfin Real Estate

  194 Overlook Rd, Poughkeepsie, NY 12603
• 

  

  /20

  $2,200 - $2,325 per month

  Creek Road Flats

  1 Bed

  86 Creek Rd, Poughkeepsie, NY 12601

  Explore the latest in modern living at our newly constructed three-story community. Offering brand-new appliances and EV chargers in every residence, convenience is at the forefront of our design. Situated near the picturesque Dutchess Rail Trail, outdoor enthusiasts will delight in easy access to nature's beauty.Our focus remains on providing residents with private, comfortable living spaces

  86 Creek Rd, Poughkeepsie, NY 12601
• 

  $140,000 Sold Jul 22, 2025

  • 1,200 Sq Ft
  • $117/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1973

  26 Cooper Rd Unit 103, Poughkeepsie, NY 12603

  Highview Estates is a community worth looking at. In 2025, the owner's improvements - Installed new bathroom flooring in both baths, new vanity, new heating system, and AC condenser, crown molding, and updated stainless steel refrigerator, recessed lighting, and new outlets. Just to note, the top-floor units are the largest units. This is an end unit, so you have the benefit of windows in both

  Angel Ayala BHHS Hudson Valley Properties

  26 Cooper Rd Unit 103, Poughkeepsie, NY 12603
• 

  Est $650,053 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,662 Sq Ft

  15 Jamil Ct, Poughkeepsie, NY 12603

  15 Jamil Ct, Poughkeepsie, NY 12603
• 

  

  /35

  $579,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft

  135 Ray Blvd, Poughkeepsie, NY 12603

  Charming colonial located in a well-maintained subdivision in the Town of Poughkeepsie. This spacious home features four bedrooms and three full bathrooms, including one bedroom and a full bath conveniently located on the main level. Enjoy an open floor plan with a chef’s kitchen showcasing granite countertops, ample pantry space, a dining area, and a living room with a cozy gas fireplace.

  Donna Gray Redfin Real Estate

  135 Ray Blvd, Poughkeepsie, NY 12603
• 

  

  /18

  $1,550 per month

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

  2582 Route 44 Unit 1, Salt Point, NY 12578

  Located in the highly sought-after town of Millbrook, this fully furnished 1-bedroom apartment offers a clean, comfortable living space with both heating and air conditioning for year-round comfort. Thoughtfully outfitted with everything you need to settle in right away, the unit combines convenience and ease in a peaceful setting. Just a short drive from the village, local shops, and scenic

  Kason Fearon Serhant LLC

  2582 Route 44 Unit 1, Salt Point, NY 12578
• 

  $406,000 Sold Jul 22, 2025

  • 1,480 Sq Ft
  • $274/SF
  • 53 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1966

  13 Short Hill Dr, Poughkeepsie, NY 12603

  Don't wait! This solid 3 bedroom 1.5 bath ranch with an office area is ready for you to call home. Hardwood floors are under the recently professional cleaned carpets. The Living room has a meticulously maintained and serviced wood burning fireplace and a large picture window to allow abundant natural light. This home has a nice size kitchen open to the Dining room and a full walkout, ready to

  Laura Lacertosa Century 21 Alliance Rlty Group

  13 Short Hill Dr, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3 Vista Ln, Poughkeepsie, NY 12603

  3 Vista Ln, Poughkeepsie, NY 12603
• 

  

  /24

  $739,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  65 Old Field Rd, Arlington, NY 12603

  To Be Built: The primary feature of this charming 3 bedroom 2.5 bath Monroe model home is the first floor master bedroom suite complete with tray ceiling, walk in closet, and gorgeous private bath. Additional highlights include an inviting front porch, granite kitchen with breakfast nook, 2-story family room with fireplace, first floor laundry, and an unfinished bonus room over the garage. Two

  John Gabriel Jr KW MidHudson

  65 Old Field Rd, Arlington, NY 12603
• 

  

  /35

  $1,805 - $2,195 per month

  Ridgefield Apartments

  1-2 Beds

  6 Jackman Dr, Poughkeepsie, NY 12603

  Spacious upper level 2 bedroom with balcony. This apartment offers hard wood flooring throughout, built in A/C units, large walk in closets and comes fully equipped with appliances. All of our apartments include Heat and Hot water, with resident access to our Outdoor Pool, Cardio Theater, Laundry rooms and free 2 car parking. Don't sleep on this place.. sleep in it! Contact our Leasing office at

  6 Jackman Dr, Poughkeepsie, NY 12603
• 

  $307,500 Sold Jul 22, 2025

  • 1,100 Sq Ft
  • $280/SF
  • 65 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  14 Henmond Blvd, Poughkeepsie, NY 12603

  Adorable little house in very convenient and expandable potential, House is ready for new owners. Expansion is possible. Cottage like appearance with a mix of stone and wooden accents, sweet front porch. Very level beautiful back yard with shed. Bring your dreams to put your own stamp on this house.

  Jason Lysack K. Fortuna Realty, Inc.

  14 Henmond Blvd, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  3 Gables Blvd, Poughkeepsie, NY 12603

  3 Gables Blvd, Poughkeepsie, NY 12603
• 

  

  /21

  $234,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  408 Cherry Hill Dr, Poughkeepsie, NY 12603

  Welcome to the desirable Cherry Hill Condominium community. This upper-level unit is ready for your personal touch. The home features a welcoming foyer, a spacious living room, a dedicated dining area, and a galley-style kitchen. The comfortable primary bedroom includes a private half bathroom, while the second bedroom is served by a full hallway bathroom. Sliding glass doors add natural light

  Donna Gray Redfin Real Estate

  408 Cherry Hill Dr, Poughkeepsie, NY 12603
• 

  

  /9

  $2,900 per month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Apartment for Rent

  350 Violet Ave, Poughkeepsie, NY 12601

  Includes a large, free private driveway. No washer & dryer included; laundromat directly across the street on Violet Avenue.

  Kyle Kisslinger eXp Realty

  350 Violet Ave, Poughkeepsie, NY 12601
• 

  $600,000 Sold Jul 22, 2025

  • 2,678 Sq Ft
  • $224/SF
  • 137 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  106 Stream Ln, Pleasant Valley, NY 12569

  Serene Oasis Just Minutes from Town – Your Dream Home Awaits! Welcome to your very own slice of paradise! Nestled on a sprawling 2.3 acres, this stunning 3400 sqft + living space is a true retreat, boasting everything you need for a life filled with comfort, charm, and endless adventures. Discover a home imbued with character and bright, airy spaces. The open-concept living area features

  Sharon Pehush HomeSmart Homes & Estates

  106 Stream Ln, Pleasant Valley, NY 12569
• 

  Est $844,412 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,330 Sq Ft

  198 Ridgeline Dr, Poughkeepsie, NY 12603

  198 Ridgeline Dr, Poughkeepsie, NY 12603

Showing Results 1 - 40, Page 1 of 18