Homes for Sale near Holy Trinity School

• 

  

  

  /49

  $695,000

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  12 Kensington Ln, Poughkeepsie, NY 12603

  Step into something that feels like a fresh start—without the wait. This nearly-new home in Stratford Farms brings clean design, thoughtful upgrades, and a layout that just works. The kitchen sets the tone with a sharp, modern edge—anchored by a standout island and finishes that feel anything but standard. It opens seamlessly into the main living space, where a fireplace adds just enough warmth

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 413-2436

  12 Kensington Ln, Poughkeepsie, NY 12603
• 

  Explore Holy Trinity School

• 

  

  

  /47

  $1,779,000

  • 4 Beds
  • 5 Baths
  • 5,250 Sq Ft

  6 Conifer Ct, Poughkeepsie, NY 12603

  Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie’s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams

  

  Omar Harper

  Epique Realty

  (845) 599-0947

  6 Conifer Ct, Poughkeepsie, NY 12603
• 

  

  

  /36

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,896 Sq Ft

  220 Wilbur Blvd, Poughkeepsie, NY 12603

  Located in the Spackenkill School District, this well-maintained Ranch styled home sits on a picturesque half-acre directly across from Spratt Park and McCann Golf Course, offering a comfortable main-level living layout with additional unfinished space below. Hardwood floors anchor a functional, flowing floor plan with three generously sized bedrooms, one and a half baths, and an eat-in kitchen

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 668-4947

  220 Wilbur Blvd, Poughkeepsie, NY 12603
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  /50

  $575,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  25 Degarmo Rd, Poughkeepsie, NY 12603

  Welcome to 25 Degarmo Road, nestled in the charming Arlington community of Poughkeepsie! A move-in ready gem with modern upgrades and unbeatable comfort! This beautifully maintained home features a brand new water heater and energy-saving solar panels, making it as efficient as it is inviting. The roof is only 4 years old, ensuring peace of mind for years to come, while the one-year-old

  

  Omar Harper

  Epique Realty

  (845) 210-9826

  25 Degarmo Rd, Poughkeepsie, NY 12603
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  /6

  $449,000

  • 4 Beds
  • 1 Bath
  • 1,816 Sq Ft

  3 Allen Place, Poughkeepsie, NY 12601

  Charming Victorian-style single-family home located in the heart of Poughkeepsie. fully Newly renovated home for sale.

  

  Jack Yao

  RealMart Realty LLC

  (845) 684-9520

  3 Allen Place, Poughkeepsie, NY 12601
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  /34

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 4,657 Sq Ft

  159 Rombout Rd, Poughkeepsie, NY 12603

  Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 280-6179

  159 Rombout Rd, Poughkeepsie, NY 12603
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  /25

  $145,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  26 Cooper Rd Unit 811, Poughkeepsie, NY 12603

  Top-Floor in Highview Estates – One of the Largest Layouts in the Complex!Welcome to this bright and spacious 2-bedroom, 1.5-bath garden-style co-op located in the Town of Poughkeepsie within the Arlington School District. This desirable unit offers a generous living room, two comfortable bedrooms including a primary bedroom with a private half bath. Recent 2025 improvements include new

  

  Karen Briscoe-Reed

  KW MidHudson

  (845) 470-6505

  26 Cooper Rd Unit 811, Poughkeepsie, NY 12603
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  /36

  $405,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  1 Lawrence Rd, Poughkeepsie, NY 12601

  Sellers Are Moving On, Packing Up And Offering This Four Bedroom, Two Bath Cape Cod Loaded With Character. Here You Will Find A Combination Of Hardwood And Ceramic Tiled Floors, Wall To Wall/Floor To Ceiling Stone Surround Fireplace, French Doors, Plenty Of Closets, Updated Bathrooms, Laundry Room, Lots Of Parking Space, Enclosed Back Porch And Your Own Private/Personal View Of Fallkill Creek!

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 209-1486

  1 Lawrence Rd, Poughkeepsie, NY 12601
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  /28

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  11 Toomey Dr, Poughkeepsie, NY 12603

  Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park. Step inside to find bright living spaces ready for your personal touch, with ample natural light and comfortable

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 379-3619

  11 Toomey Dr, Poughkeepsie, NY 12603
• 

  

  /22

  $365,000

  • 4 Beds
  • 1 Bath
  • 1,144 Sq Ft

  85 Sunset Ave, Poughkeepsie, NY 12601

  This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximity to Marist College. Set on a generous lot, it features a large driveway with ample off-street parking, a deck, and extensive surrounding land—valuable amenities for maximizing tenant demand and long-term value. The flexible bedroom configuration allows for efficient rent-by-room potential, while the outdoor

  

  Peter Raider

  Real Broker NY LLC

  (845) 773-1844

  85 Sunset Ave, Poughkeepsie, NY 12601
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  /25

  $419,000

  • 6 Beds
  • 2 Baths
  • 3,000 Sq Ft

  52 Catharine St, Poughkeepsie, NY 12601

  Two Family Home Consisting Of (2) Three Bedroom, One Bath Apartments With Separate Utilities (Gas And Electric.) And Driveway For Parking Convenience. Each Unit Has A Combination Of Ceramic Tiled And Laminate Floors. Updates Include New Electric, New Furnaces, New Plumbing, New Roof And Updated Windows Throughout. There Is A Walkup Attic Plus An Unfinished Basement With Interior And Exterior

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 668-6849

  52 Catharine St, Poughkeepsie, NY 12601
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  /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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  /2

  $185,000

  • Land
  • 0.24 Acre
  • $770,833 per Acre

  224 Vineyard Ave, Highland, NY 12528

  Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 713-8132

  224 Vineyard Ave, Highland, NY 12528
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  /18

  $360,000

  • 3 Beds
  • 2 Baths
  • 3,145 Sq Ft

  15 Thompson St, Poughkeepsie, NY 12601

  Opportunity knocks in the heart of Poughkeepsie! This classic single-family home at 15 Thompson Street offers 3 to 4 bedrooms, 1 full bath, and a flexible layout ready for your vision. Whether you're an investor looking for your next project or a buyer eager to customize your dream home, this property presents tremendous potential.The home is being sold "as-is", and lots of updates to the

  

  Anthony J Pryce

  Valley Palms Real Estate Inc

  (845) 493-3141

  15 Thompson St, Poughkeepsie, NY 12601
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  /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 Infrastructure:

  

  Michael Carr

  eXp Realty

  (845) 244-5853

  24 Beck Rd, Poughkeepsie, NY 12601
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  /2

  $699,975

  • 3 Beds
  • 2 Baths

  18 Dorland Ave, Poughkeepsie, NY 12603

  18 Dorland Ave, Poughkeepsie, NY 12603 Arlington School District • 1.65 Acres • RM Zoning A rare Redevelopment Opportunity in one of Dutchess County's most Desirable Residential Corridors. This expansive 1.65‐acre parcel, located in the prestigious Arlington School District, is zoned Residential Multi‐Family (RM) and offers exceptional potential for a boutique multi‐family community or

  

  Anthony J Pryce

  VALLEY PALMS REAL ESTATE INC

  (845) 445-6532

  18 Dorland Ave, Poughkeepsie, NY 12603
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  /2

  $200,000

  • Land
  • 6.2 Acres
  • $32,258 per Acre

  0 Vineyard Ave Unit 20256184, Highland, NY 12528

  Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 584-7833

  0 Vineyard Ave Unit 20256184, Highland, NY 12528
• 

  

  /23

  $210,000

  • 2 Beds
  • 1.5 Baths
  • 923 Sq Ft

  3 Hook Rd Unit 72D, Poughkeepsie, NY 12601

  Well Maintained Two Bedroom, Two Bath Condo For Sale With Hyde Park Schools. Here You Are Offered A Spacious Living Room, Kitchen w/Dining, Primary Bedroom w/Bath, Plenty Of Closets And More. There Is No Need To Leave The Bldg For Your Laundry Needs, As There Is Access To A Common Area Laundry Room And Your Own Storage Area On The Lower Level. The Monthly Home Association Fee (HOA) Includes Heat,

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 250-6646

  3 Hook Rd Unit 72D, Poughkeepsie, NY 12601
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  /35

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  18 Cardinal Dr, Poughkeepsie, NY 12601

  Charming ranch-style home offering comfortable one-level living in Poughkeepsie. This 3-bedroom, 2-bath residence features a bright layout, spacious living areas, and a great setup for everyday living and entertaining. A recently finished basement adds impressive 800 sq ft. of additional living space and includes a kitchenette, offering excellent flexibility for recreation, guests, work-from-home

  

  Michael Vasquez

  eXp Realty

  (845) 516-9612

  18 Cardinal Dr, Poughkeepsie, NY 12601
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  /3

  $469,000 New Construction

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

  224 Vineyard Ave, Highland, NY 12528

  Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near TownThis won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station,

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 581-7956

  224 Vineyard Ave, Highland, NY 12528
• 

  

  /37

  $650,000

  • 4 Beds
  • 6,190 Sq Ft

  1 Mills Place, Milton, NY 12547

  Currently utilized as an agricultural farm camp, this expansive and unconventional property presents an exciting opportunity for a buyer with imagination. The structure features multiple kitchens, bathrooms, and a substantial number of additional rooms, offering remarkable flexibility. Listed in tax records as a two-family residence, the property also offers the potential to be reconfigured as a

  Diane Feilen Property Consultant and Mgnt

  1 Mills Place, Milton, NY 12547
• 

  

  /19

  $90,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  26 Cooper Rd Unit 914, Poughkeepsie, NY 12603

  Located in the peaceful private community of Highview Estates with shopping, hospitals, major highways and restaurants nearby. This second floor unit offers several updates including kitchen cabinets, countertops, appliances and floors. Comes with one assigned parking spot. Many visitor spots available as well. Maintenance fee is approximately 45% tax deductible and includes water, sewer, snow

  Janyce Selkin Howard Hanna Rand Realty

  26 Cooper Rd Unit 914, Poughkeepsie, NY 12603
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  /65

  $1,250,000

  • 3 Beds
  • 3.5 Baths
  • 4,572 Sq Ft

  74 Bellevue Rd, Highland, NY 12528

  Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

  Hollis Dukler Coldwell Banker Village GreenN

  74 Bellevue Rd, Highland, NY 12528
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  /5

  $325,000

  • Land
  • 35 Acres
  • $9,286 per Acre

  0 Willow Tree Rd, Milton, NY 12547

  Discover 35+/- picturesque acres conveniently located in Marlborough, offering the perfect balance of country living and accessibility. Enjoy the quiet charm of the countryside while remaining within easy reach of neighboring towns and the Mid-Hudson Bridge for a simple commute. The property features varied topography, including a scenic knoll that provides sweeping views, making it an ideal

  Allen Olmsted Listing by Canaan Realty

  

  0 Willow Tree Rd, Milton, NY 12547
• 

  

  /19

  $90,000

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  621 Sheafe Rd Unit 61, Poughkeepsie, NY 12601

  This home is a 1976 Dupont with 1152 Sqft of Living Area. This includes the Living Room, Dinning Room, Kitchen, Two Bedrooms and One Full Bath Located in Camelot Village. The inside of this Home is in good shape with just some light cosmetic work. The outside needs a good power washing and some minor repairs. Overall this property needs a little TLC.

  Bertus Pritchard Century 21 Alliance Rlty Group

  621 Sheafe Rd Unit 61, Poughkeepsie, NY 12601
• 

  

  /22

  $365,000

  83 Albany St, Poughkeepsie, NY 12601

  A great opportunity to own a solid income property in the heart of Poughkeepsie! This great 2-unit home is centrally located near the Poughkeepsie train station, waterfront, Walkway over the Hudson, and Route 9. The 1st floor unit is a 3 bedroom, 1.5 bath bilevel apartment with laundry hook-ups, front and rear entrances, and a back porch. Upstairs is a lovely 2 bedroom apartment with a front

  Matthew Cave Hudson Property Services, LLC

  83 Albany St, Poughkeepsie, NY 12601
• 

  

  /13

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  70 Wilbur Blvd, Poughkeepsie, NY 12603

  FREER HOUSE IS A HISTORIC HOME LOCATED AT 70 WILBUR BLVD. POUGHKEEPSIE NEW YORK. IT WAS BUILT ABOUT 1728, BUILT OF COURSED FIELDSTONE. IT IS THE OLDEST EXTANT STRUCTURE IN THE CITY OF POUGHKEEPSIE ACCORDING TO WIKIPEDIA. THIS HOME IS A 3 BEDROOM, 2 FULL BATH.

  Spyros Spyrou RE/MAX Town & Country

  70 Wilbur Blvd, Poughkeepsie, NY 12603
• 

  

  /31

  $450,000

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

  4 Pleasant Ln, Poughkeepsie, NY 12603

  Welcome to this one-of-a-kind farmhouse, completely reimagined and move-in ready, ideally located in the Town of Poughkeepsie within the sought-after Wappingers School District. This stunning 3-bedroom, 2 full bathroom home seamlessly blends modern upgrades with timeless charm. From the moment you arrive, you’re greeted by a picturesque front porch; perfect for rocking chairs, morning coffee, or

  Ronald Green KW MidHudson

  4 Pleasant Ln, Poughkeepsie, NY 12603
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  /3

  $485,000

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft

  11 Grove St, Highland, NY 12528

  Come and enjoy the spaciousness and serenity of this beautiful home! The super large kitchen will make the chef very happy, especially with the family sized island and beautiful granite counters! The kitchen offers "eat in" space, or use the formal dining room just off the kitchen. It has a sliding glass door to the rear patio & yard. The sunny living room and a Full bath complete the 1st floor.

  Kathy Dawson Howard Hanna Rand Realty

  11 Grove St, Highland, NY 12528
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  /17

  $349,900

  • 3 Beds
  • 2 Baths

  10 Charles St, Poughkeepsie, NY 12601

  2 Family within walking distance to Metro North, the Main Street Restaurant District and the waterfront. Solid rental history with very low turnover. This home features separate utilities and a driveway for off street parking. Perfect for the investor or a live in one unit and rent out the other unit type situation.

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  10 Charles St, Poughkeepsie, NY 12601
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  /3

  $68,000

  • Land
  • 2.87 Acres
  • $23,693 per Acre

  0 Frost Hill Rd Unit KEY978887, La Grange, NY 12569

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Frost Hill Rd Unit KEY978887, La Grange, NY 12569
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  /28

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  13 Orlando Dr, Arlington, NY 12603

  Welcome to this beautifully maintained Daytona model home in the highly sought-after community of The Gables in Poughkeepsie. Built just three years ago, this residence is still essentially brand new and is located among the most recently built homes in the neighborhood—offering the best of modern construction alongside a vibrant community lifestyle. From the moment you arrive, the charm is

  Anais O'Connor Compass Greater NY, LLC

  13 Orlando Dr, Arlington, NY 12603
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  /30

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  103 Vero Dr, Poughkeepsie, NY 12603

  Welcome to 103 Vero Drive in the highly sought after Gables Community. As soon as you walk in you will fall in love with its bright open floor plan and vaulted ceilings . This beautiful move in ready 3 bedroom , 2 bathroom home features a spacious kitchen with breakfast nook, primary bedroom with ensuite bath and walk in closet, and laundry room with access into a one car garage. Improvements

  John Costanzo BHHS Hudson Valley Properties

  103 Vero Dr, Poughkeepsie, NY 12603
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  /25

  $524,900

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft

  11 Tree Top Ln, Poughkeepsie, NY 12603

  Welcome to your dream ranch retreat! Nestled on a peaceful cul-de-sac and embraced by mature trees, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of tranquility, style, and modern convenience—all on a single level. Step inside and be greeted by gleaming hardwood floors that stretch across a spacious, open layout designed for effortless living and entertaining. Every

  THOMAS MARTIN Century 21 Alliance Rlty Group

  11 Tree Top Ln, Poughkeepsie, NY 12603
• 

  

  /37

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,583 Sq Ft

  27 Franklin Rd, Hyde Park, NY 12538

  Welcome to 27 Franklin Road in the charming town of Hyde Park, NY—a delightful 3-bedroom, 1-bathroom home offering comfort, convenience, and classic Hudson Valley appeal. Step inside to find a warm and inviting living space filled with natural light, perfect for relaxing or entertaining guests. The layout flows seamlessly into a functional kitchen with ample cabinetry and room for everyday

  Ben Schubert Richmont Realty

  27 Franklin Rd, Hyde Park, NY 12538
• 

  

  /50

  $575,000

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

  42 Thornwood Dr, Poughkeepsie, NY 12603

  Located on one of the South Side’s most desirable, tree-lined streets, this beautifully maintained modern home sits perched on a lovely landscaped property with a level, private rear yard—perfect for gardening, entertaining, or simply enjoying peaceful outdoor living. A stone patio and privacy fencing create an ideal backdrop for gatherings or quiet relaxation. Designed with a true modern

  Nicole Porter

  42 Thornwood Dr, Poughkeepsie, NY 12603
• 

  

  /47

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  10 Horizon Hill Dr, Poughkeepsie, NY 12603

  10 Horizon Hill Drive | Spackenkill SchoolsPicture coming home to a bright, welcoming space where everything flows—from cozy everyday living to effortless entertaining. This 3-bedroom, 2-bath home offers the lifestyle buyers are searching for, with a layout that adapts to your needs—whether it’s working from home, hosting guests, or simply enjoying your own space. Step outside and unwind in

  Kerri Stretch Howard Hanna Rand Realty

  10 Horizon Hill Dr, Poughkeepsie, NY 12603
• 

  

  /24

  $419,000

  • 4 Beds
  • 2 Baths

  42 Manitou Ave, Poughkeepsie, NY 12603

  South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two

  Dan Axtmann BHHS Hudson Valley Properties

  42 Manitou Ave, Poughkeepsie, NY 12603
• 

  

  /26

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  85 Vero Dr, Poughkeepsie, NY 12603

  You will love living in this fabulous residential community in vibrant Poughkeepsie, on a quiet cul-de-sac. This is easy one-story living at its best, with two bedrooms, two bathrooms, a great front porch, large living room and sunroom. This sun-filled home has had many updates in the last few years, including new kitchen appliances, a new heating and cooling system, new luxury vinyl flooring and

  Dorcinda Knauth Weichert, REALTORS The Spiesma

  85 Vero Dr, Poughkeepsie, NY 12603
• 

  

  /42

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,343 Sq Ft

  6 Yates Blvd, Poughkeepsie, NY 12601

  Greetings from 6 Yates Blvd!Set within one of the City of Poughkeepsie’s more refined and well-maintained residential enclaves, this neighborhood is known for its manicured properties, cohesive streetscape, and pride of ownership—offering a quiet, elevated lifestyle with easy access to local amenities and commuter routes. This architecturally designed mid-century Ranch by Paul Canin features

  Kimberly Cannizzaro Century 21 Alliance Rlty Group

  6 Yates Blvd, Poughkeepsie, NY 12601

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