Poughkeepsie City Homes for Sale

Welcome to Poughkeepsie City, New York, a vibrant community nestled in the heart of Dutchess County. Known for its rich history and stunning views along the Hudson River, Poughkeepsie is not only a charming place to live but also boasts an exceptional school district that prioritizes educational excellence.

The Poughkeepsie City School District is committed to fostering a nurturing and inclusive environment for students from diverse backgrounds. With a focus on academic achievement, the district offers a variety of programs designed to inspire and engage learners at all levels. From innovative STEM initiatives to robust arts and athletics programs, students are encouraged to explore their passions and develop their skills. The district’s dedicated educators and staff work tirelessly to create a supportive atmosphere, ensuring that every child has the opportunity to succeed.

For families considering a move to this picturesque city, there are numerous homes for sale that cater to a variety of lifestyles and budgets. Whether you're searching for a cozy single-family home, a charming bungalow, or a modern townhouse, Poughkeepsie has something for everyone. Many properties are conveniently located near schools, parks, and local amenities, making it easy to enjoy the best of what the area has to offer.

Living in Poughkeepsie means more than just finding a house; it’s about becoming part of a thriving community. With its excellent school district and welcoming neighborhoods, you’ll find the perfect place to call home. Explore the available homes for sale today and discover the possibilities that await you in Poughkeepsie City!

Newest Poughkeepsie City Homes for Sale

$450,000

3 Beds ⋅ 3 Baths ⋅ 1007852 MLS

Timeless Mid-Century Modern brick home offering enduring quality and incredible potential. Featuring hardwood floors, classic architectural details, and a spacious walk-up attic with a variety of potential uses, this solid home is ready for its next chapter. While it would benefit from updating, its exceptional location and quality construction present an outstanding investment opportunity in the Hudson Valley at an attractive value. A wonderful opportunity to personalize and restore a well-built home. Conveniently located near shopping, restaurants, parks, and the Poughkeepsie Tennis Club, and approximately a five-minute drive to the Poughkeepsie Metro-North and Amtrak station, this home combines timeless charm with everyday convenience in an established neighborhood.

13 Osborne Road, Poughkeepsie

$650,000

6 Beds ⋅ 2 Baths ⋅ 1030768 MLS

Step into the rich history of this circa 1865 home, located in the City of Poughkeepsie's Historic District. Offering approximately 3,876 square feet across three finished levels, this residence showcases a distinctive Mansard roof, pocket doors, original millwork, bay windows, extensive built-ins, decorative fretwork, and other preserved architectural details that reflect its history and craftsmanship. A grand staircase with ornate woodwork and a built-in hall settle welcomes you upon entry, while hardwood floors, high ceilings, and ornate cast-iron radiators continue throughout much of the home. Spacious rooms provide flexibility for everyday living, entertaining, home office space, or creative pursuits. The kitchen complements the home's period appeal with custom wood cabinetry, built-in hutches, exposed brick, granite countertops, a movable center island, and a bright bay-window dining area. A freestanding wood stove set on a decorative mosaic tile hearth adds warmth and architectural interest. Additional features include a covered front porch, three finished levels, a full unfinished basement, municipal water and sewer, oil heat, and mature landscaping. Conveniently located near Route 9, Metro-North, the Mid-Hudson Bridge, the Poughkeepsie waterfront, restaurants, shopping, parks, Vassar Brothers Medical Center, Marist University, Vassar College, and other Hudson Valley amenities. A rare opportunity to own a substantial historic home in the City of Poughkeepsie's Historic District, offering preserved architectural details, generous living space, and a convenient Hudson Valley location. Don't miss out!

129 Academy Street, Poughkeepsie

$324,900

3 Beds ⋅ 1 Baths ⋅ 1029760 MLS

Welcome to this well-maintained Colonial offering over 1,200 square feet of comfortable living space with 3 bedrooms and 1 full bathroom. Blending classic charm with tasteful updates, this home features a spacious and inviting living room highlighted by a beautiful brick fireplace and abundant natural light. The updated eat-in kitchen features beautiful vaulted ceilings, white cabinetry, stainless steel appliances, ample counter space, and room for dining, creating the perfect space for everyday living and entertaining. A full bathroom is conveniently located on the main level, while the second floor offers three bedrooms, including a generously sized primary bedroom with a walk-in closet. Recent updates and improvements throughout the home provide a move-in ready feel while still maintaining character and warmth. Outside, enjoy a large level backyard with patio space, mature trees, and plenty of room for outdoor gatherings, gardening, or recreation. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this charming home offers both comfort and convenience.

194 Smith Street, Poughkeepsie

$449,500

4 Beds ⋅ 3 Baths ⋅ 1028671 MLS

Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece—designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with Victorian-inspired details. Offering almost 3,400 finished SQFT, 4 bedrooms, 2 full and 1 half baths, three fireplaces, and an additional unfinished third floor and expansive basement, this is a rare opportunity to own one of the Hudson Valley's architectural treasures. From the moment you step through the crystal-lined vestibule, you're welcomed by breathtaking period craftsmanship. A dramatic central foyer showcases a sweeping grand staircase illuminated by an impressive cathedral-height stained-glass window, while original woodwork, intricate moldings, soaring ceilings, hardwood floors, built-in cabinetry, oversized pocket doors, and elegant fireplaces highlight the home's remarkable character throughout. The main level was designed for both grand entertaining and comfortable everyday living. Multiple formal gathering spaces include an elegant living room with a wood-burning stove insert, a gracious formal parlor tucked into the home's iconic rounded tower, an expansive formal dining room, and an inviting wraparound covered porch that seamlessly extends the living space outdoors. The spacious eat-in kitchen, complete with adjoining butler's pantry and separate laundry room, overlooks the peaceful backyard beneath the canopy of a magnificent copper beech tree, providing the perfect opportunity to create a dream chef's kitchen while honoring the home's historic integrity. The second floor offers four generously sized bedrooms, two full bathrooms, and a flexible den or sitting room ideal for a home office, library, or nursery. The primary suite is warmed by a recently relined Rumford fireplace, while the spectacular tower bedroom captures sweeping western views and unforgettable Hudson River sunsets beneath its distinctive domed ceiling and beautifully arched architectural detailing. Above it all, the unfinished third floor presents approximately 1,500 square feet of untapped potential. Featuring soaring cathedral ceilings, abundant natural light, and charming architectural details, this incredible space is ready to become a luxurious primary retreat, artist's loft, guest quarters, home office, or creative studio. The expansive full basement offers an additional level of opportunity with room for workshops, storage, recreation, or future finished space. Outside, the stately wraparound porch, Juliet balconies, mature landscaping, and classic Colonial Revival facade create unforgettable curb appeal while honoring the home's historic pedigree. Situated on a quarter-acre lot in one of Poughkeepsie's most distinguished neighborhoods, the property is just moments from Vassar Brothers Medical Center, the vibrant downtown waterfront, restaurants, shops, Metro-North, and all that the Hudson Valley has to offer from hiking at Mohonk Preserve to weekend escapes in the Catskills. Whether you're an architectural enthusiast, preservationist, or visionary homeowner, 151 Academy Street offers a once-in-a-generation opportunity to restore, personalize, and preserve one of Poughkeepsie's most celebrated historic homes. Offered AS-IS, this remarkable residence is ready for its next chapter, to be restored and for someone who appreciates the craftsmanship, scale, and timeless beauty that simply cannot be replicated. Municipal water, sewer and natural gas! Excellent location, minutes to Route 9, Downtown Poughkeepsie, Walkway over the Hudson, Culinary Institute of America, Marist University, schools, all things shopping and more! Come be a part of History and see all that the Hudson Valley has to offer! *SOME INTERIOR PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE*

151 Academy Street, Poughkeepsie

$599,900

3 Beds ⋅ 3 Baths ⋅ 1028071 MLS

Welcome home to this meticulously maintained Colonial, completely renovated in 2024 and offering the perfect blend of modern style, comfort, and convenience. Step inside to discover a light filled, open floor plan designed for today's lifestyle. The stunning chef's kitchen features KraftMaid cabinetry, beautiful Quartz countertops, abundant workspace, and seamlessly flows into the dining area and spacious living space, perfect for everyday living and entertaining. A sliding glass door opens to a brand-new Trex deck with a retractable awning overlooking the level, fully fenced backyard. Working from home is effortless with the private first-floor office, complete with elegant French doors, providing a quiet and comfortable workspace. Upstairs, the primary suite offers an en-suite bath and generous closet space. Two additional bedrooms with another full bath and an oversized bonus room providing incredible flexibility as a playroom media room, home gym, or even a potential fourth bedroom. Additional features included a second floor laundry attaehed two car garage, generator, and countless updates throughout, making this truly move-in. Ideally located on the sought-after Southside of Poughkeepsie, this exceptional home is just minutes from shopping, restaurants, schools, major commuter routes, and approximately 3.5 miles from the metro-North train station. Furniture is negotiable.

24 Whittier Boulevard, Poughkeepsie

$299,900

4 Beds ⋅ 2 Baths ⋅ 1027461 MLS

STOP RENTING & START OWNING! COMPLETELY TURN-KEY 4-BEDROOM COLONIAL! Why pay a landlord when you can own this spacious, updated 4-bedroom, 1.5-bathroom single-family Colonial for less than the cost of local rent? Boasting 1,600 square feet of vibrant, sun-drenched living space, 20 Grant Street is the definition of "move-in ready." THE LAYOUT YOU WANT: Say goodbye to cramped quarters! The flexible 7-room floor plan features a highly coveted main-level bedroom option—perfect for a home office, guest space, or playroom—plus three additional oversized bedrooms upstairs. INTERIOR HIGHLIGHTS: Enjoy modern, seamless flooring throughout, natural gas cooking, and a floor plan built for everyday living. Out back, a private backyard space and balcony offer the perfect retreat for summer BBQs or morning coffee. Need storage? The partial basement has you covered. ULTRA-CONVENIENT CITY LIVING: Say goodbye to utility headaches. This home features high-efficiency natural gas forced-air heating, city water, city sewer, and low-maintenance on-street parking right at your front door. Located seconds from downtown shopping, hospitals, local parks, and major commuter routes. THE BOTTOM LINE: Whether you are a first-time homebuyer looking for space to grow or a savvy investor hunting for a high-yield, turn-key rental with zero renovations needed—this is the property you’ve been waiting for.A property this clean at this price point will not last. Don't wait—schedule your private tour today!

20 Grant Street, Poughkeepsie

$465,000

4 Beds ⋅ 3 Baths ⋅ 1026339 MLS

Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 3 full bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers detailed finishes you don't often see today including stained glass windows, and craftsman style wood features. As a bonus, a split heating system allows each floor its own comfortable living temperature. Located directly across the street from the community pool, a half mile from major educational institutions, and less than a block from the renowned Walkway Over the Hudson. Imagine yourself sipping sweet tea as you relax on your porch swing after a day at the community pool. The perfect opportunity to own as a home or turnkey rental property. Truly a must see.

149 Washington Street, Poughkeepsie

$799,990

6 Beds ⋅ 4 Baths ⋅ 1023883 MLS

Welcome to Academy House. Built in 1881, this distinguished Victorian residence is set along one of Poughkeepsie’s most admired tree-lined streets within the city’s Historic District. A gracious front porch introduces a home where original craftsmanship has been thoughtfully preserved while modern infrastructure provides the comfort and reliability expected today. The main level unfolds through a welcoming foyer into a collection of light-filled living and entertaining spaces, where generous proportions and beautifully preserved architectural details create a natural sense of flow. The dramatic horseshoe window in the grand living room is elegantly echoed in a remarkable set of pocket doors leading to the family room, a distinctive design feature that showcases the exceptional craftsmanship found throughout the home. A gracefully curved ceiling above the gathering area and the home’s signature curved glass windows further highlight its architectural character. Newly updated kitchen blends historic charm with modern function, featuring quartz countertops, stainless steel appliances, and abundant workspace designed for everyday living and entertaining. Extensive infrastructure improvements provide confidence behind the walls while allowing the home’s original character to remain the focal point. Recent updates include an upgraded electrical system, replacement PVC plumbing throughout, updated main sewer piping, a newer roof, storm windows throughout the home, and a new water heater. Together, these improvements deliver the convenience and efficiency of modern living without compromising the home’s historic integrity. The second level is accessible by both the main staircase and a secondary staircase off the kitchen, offering a layout that reflects the home’s original design while enhancing everyday functionality. Six bedrooms are thoughtfully arranged across the upper floors, including two spacious primary suites with beautifully renovated custom bathrooms. The remaining bedrooms are filled with natural light and enriched by original architectural details that continue the home’s timeless appeal. The finished and insulated third level offers exceptional flexibility, featuring an additional family room, two bedrooms, and a full updated bathroom. Whether used as guest accommodations, a home office, creative studio, or private retreat, this level provides versatile living space while maintaining the home’s historic character. Outside, the fully fenced backyard extends the living experience with space for outdoor dining, gardening, or quiet afternoons in a private setting. A detached two-car garage and newly paved driveway provide everyday convenience while complementing the property’s classic streetscape. Meticulously maintained throughout, Academy House offers the rare opportunity to enjoy the beauty and craftsmanship of a historic Victorian without the extensive restoration projects often associated with homes of this era. Positioned just minutes from Metro-North, Vassar College, Marist University, local hospitals, restaurants, cafés, and the growing cultural and dining destinations of downtown Poughkeepsie, the location offers exceptional convenience while remaining rooted in one of the city’s most architecturally significant neighborhoods. Academy House captures the elegance of 1881 with the infrastructure and functionality expected today, creating a residence where historic craftsmanship and modern living exist in effortless harmony.

112 Academy Street, Poughkeepsie

$319,900

3 Beds ⋅ 2 Baths ⋅ 1024789 MLS

Welcome home to 100 Rinaldi Blvd., this beautifully updated 3BR,1.5 Bath end unit townhome offers the perfect blend of modern luxury and effortless urban living. From the moment you step inside, you will be captivated by the bright, inviting atmosphere and the thoughtful, top-to-bottom updates that make this home completely move-in ready. Only $70 monthly common fees The heart of the home features a gorgeous, brand-new kitchen complete with sparkling countertops and pristine cabinetry, designed to make everything from quick morning coffees to hosting intimate dinner parties an absolute joy. With three nice, sunlit bedrooms and one and a half beautifully refreshed baths, there is plenty of room to comfortable unwind, grow, or design the perfect dedicated work-from-home space. This charming property places Poughkeepsie’s finest lifestyle right at your doorstep with even partial views of the Mid-Hudson Bridge as well as a wonderful private backyard. There is additional storage space with pull down stairs for access to a large attic and also a crawl space beneath the home. You will love the unbeatable convenience of being just minutes away from local shopping, a flourishing culinary scene, and the nearby train station for effortless commuting. It is a rare opportunity to enjoy easy, turn-key townhome living without sacrificing the vibrant Hudson Valley culture you love—schedule your tour today and welcome home!

100 Rinaldi Boulevard, Poughkeepsie

$459,900

3 Beds ⋅ 2 Baths ⋅ 1020961 MLS

South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie

$275,000

4 Beds ⋅ 2 Baths ⋅ 1022653 MLS

Opportunity awaits in this spacious 3-bedroom, 2-bath home that offers the flexibility to live like a 4-bedroom. Ideally located just minutes from Poughkeepsie’s waterfront, Metro-North, restaurants, and local amenities, this property is perfect for buyers looking to build equity. The home needs updating and is being sold as-is, making it a great opportunity for an owner-occupant or investor ready to bring their vision to life.

39 Spruce Street, Poughkeepsie

$349,999

3 Beds ⋅ 2 Baths ⋅ 1021691 MLS

This fully renovated colonial blends modern updates with timeless charm. Move in ready 3-bedroom, 2-bathroom light filled open living space that is cozy and inviting. The beautifully updated kitchen features sleek countertops, contemporary cabinetry, and stainless-steel appliances, a functional space perfect for everyday living and entertaining. Both full bathrooms have been refreshed with clean, modern finishes, and each bedroom provides comfortable space for relaxation. The partial finished attic would make a great space for a primary suite or Rec room. Outside the expansive lot offers endless possibilities-gardens, play area and outdoor entertaining on a new patio installed in 2024. New water and Sewer line completed 2023. Owners will consider a rent to own situation.

146 Smith Street, Poughkeepsie

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