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$349,000
4 Beds ⋅ 1 Baths ⋅ 1051578 MLS
Welcome to 44 Glenwood Ave in Poughkeepsie, a recently renovated 4-bedroom home offering a comfortable and functional layout. This property features updated interiors, providing a move-in ready opportunity with modern improvements throughout. This fashionable home offers a spacious living area, well-proportioned bedrooms, and a layout that supports everyday living as well as flexible use of space. Recent renovations enhance both the style and usability of the home, making it a great option for buyers seeking a refreshed property. Conveniently located near local amenities, major roadways, shopping, and dining. Roof is BRAND NEW!

44 Glenwood Avenue, Poughkeepsie
$394,900
3 Beds ⋅ 2 Baths ⋅ 1050828 MLS
JUST LISTED !!! Be the First to see this Move-in Ready Cape Cod home with a flexible layout to fit your needs. Choose a first-floor bedroom and a second bedroom currently serving as a convenient home office/laundry area (2nd set of Hook ups in Basement), and enjoy the large living room with gleaming hardwood floors and a cozy fireplace, which opens to a dining area leading to an updated kitchen with premium quartz countertops, quality cabinets, and stainless steel appliances—making meal prep a joy. Step out the back door to relax or entertain on the new TREX deck overlooking a large, level, privacy-fenced yard. Upstairs, you’ll find a huge bathroom/dressing suite connected to a bright, spacious bedroom with abundant storage. The full, dry basement offers space for a rec room, game tables, and even more storage, with access to another patio area overlooking the fenced backyard. New top-of-the-line Bosch heating and central air systems, along with energy-efficient replacement windows, keep costs low and comfort high. C/O in hand for ALL Upgrades including Electrical Service, Plumbing, Heating, Cooling, Windows and Roof. The current Owner has Spared No Expense to Do Things Right, So if you want a well-maintained home that you can move right into and enjoy with No work needed, this is a Great Choice for you !

6 Wilson Boulevard, Poughkeepsie
$315,000
2 Beds ⋅ 1 Baths ⋅ 1049141 MLS
This lovely 2-bedroom, 1-bath home offers more space than you might expect, with a finished loft area and an all-season room providing additional flexible living space. Inside, you'll find, a bright living room, kitchen and dining area. Home has mini-splits for heating and cooling. Outside, enjoy a small level yard with room to relax, entertain, or garden, plus a storage shed for added convenience. With its flexible layout and additional living spaces, this home is a great opportunity for first-time buyers, downsizers or anyone looking for a home they can make their own. Schedule to see it while it's still available!

18 Underhill Avenue, Poughkeepsie
$289,000
2 Beds ⋅ 2 Baths ⋅ 1048974 MLS
Welcome to 152 N Clinton Street, a beautifully renovated home in the heart of Poughkeepsie offering the perfect blend of modern style, comfort, and convenience. This move-in-ready 2-bedroom, 2 full bathroom home has been thoughtfully updated from top to bottom with contemporary finishes and functional living spaces throughout. Step inside to find a bright open-concept layout featuring brand-new flooring, recessed lighting, fresh paint, and a stunning modern kitchen complete with sleek cabinetry, stainless steel appliances, and stylish countertops. The spacious living area is filled with natural light and centered around a charming decorative fireplace that adds warmth and character to the space. Both full bathrooms have been tastefully redesigned with modern tilework and updated fixtures, while the generously sized bedrooms offer comfort, flexibility, and ample closet space. Additional upgrades include updated mechanicals, and off-street parking with a private driveway. Outside, enjoy a manageable yard space perfect for relaxing, entertaining, or gardening. Conveniently located near downtown Poughkeepsie, the waterfront, restaurants, shopping, colleges, hospitals, and the Metro-North train station, this property is ideal for commuters, first-time buyers, or anyone looking for a low-maintenance home with modern appeal in a prime Hudson Valley location.

152 N Clinton Street, Poughkeepsie
$375,000
3 Beds ⋅ 2 Baths ⋅ 977482 MLS
Welcome home to this charming and beautifully maintained 3 bedroom, 2 bath colonial nestled in Poughkeepsie’s Southside neighborhood. From the moment you arrive, the adorable front porch offers the perfect place to enjoy your morning coffee or unwind at the end of the day. Rich hardwood floors throughout add warmth and timeless character, while thoughtful updates provide comfort for today’s lifestyle The updated kitchen features contemporary appliances and an inviting space for cooking, gathering, and creating everyday memories. A walk-up attic provides abundant storage and flexible space for future possibilities Step outside to enjoy the fully fenced backyard is ideal for relaxing, gardening, entertaining, or simply enjoying the outdoors in your own private setting. Additional highlights include central air, a whole-house humidifier for added year round comfort, and the convenience of off-street parking with a private driveway Conveniently located near shopping, dining, parks, colleges, medical facilities, and Metro-North access, this home combines classic charm with everyday convenience in the heart of the Hudson Valley. Don’t miss the opportunity to make this special property your own. Furniture can be negotiated.

10 Oakwood Boulevard, Poughkeepsie
$350,000
3 Beds ⋅ 2 Baths ⋅ 1042187 MLS
Step inside through the welcoming foyer and discover a comfortable, light-filled living room perfect for relaxing, gathering with loved ones, or enjoying a quiet evening at home. Rich wood trim and classic French doors add character, while the adjoining formal dining room creates a beautiful setting for holiday celebrations, dinner parties, and everyday meals. The bright eat-in kitchen offers abundant cabinetry, plenty of workspace, a dedicated dining area, and convenient access to the backyard, making indoor-outdoor entertaining a breeze. Full updated first floor bathroom finishes the first floor living area. Upstairs you will find two spacious bedrooms, spacious primary bedroom featuring a walk-in closet, and a full updated bathroom. A finished walk-up attic provides even more possibilities and can easily serve as a recreation room, creative studio, work-from-home space, or additional storage. A full unfinished basement offers further storage and utility space. Outside, the home continues to impress with a rear deck overlooking a level, fenced-in backyard, a wonderful setting for summer barbecues, outdoor dining, gardening, play, pets, or simply enjoying the fresh air. A blue stone patio, storage shed, private driveway, and charming picket-fenced front yard complete the property. With municipal water, sewer, natural gas and a convenient location minutes to the Walkway over the Hudson, Marist University, Culinary Institute of America, amazing restaurants, shopping, dining, schools, parks, transportation, and more, come make 25 Taylor your own! PRICED TO SELL!

25 Taylor Avenue, Poughkeepsie
$575,000
6 Beds ⋅ 6 Baths ⋅ 1036859 MLS
Welcome to a truly special piece of Poughkeepsie history. Built in 1877 and set within the Historic District, this striking Victorian residence offers an exceptional opportunity to restore and reimagine a grand historic home while preserving its remarkable architectural character. From the gracious curved staircase and soaring ceilings to original hardwood floors, intricate moldings, pocket and French doors, multiple fireplaces, and a distinctive glass-enclosed cupola, the craftsmanship and scale of this home are rarely found today. With approximately 4,831 square feet, three levels, 8 plus bedrooms (tax indicate 6), 6 baths (3 full 3 half), a spacious kitchen with cherry cabinetry, granite countertops and multiple work areas, plus a butler's pantry, the possibilities are extensive. A full basement, detached garage, private yard, and rooftop garden area with views add even more potential. Recent improvements provide a foundation for the next chapter, while the property's historic details invite thoughtful restoration. Whether envisioned as a magnificent private residence, a thoughtfully restored historic property, or another permitted use subject to municipal approval, 8 Garfield Place is an extraordinary opportunity to bring a landmark-quality home back to its full glory.

8 Garfield Place, Poughkeepsie
$999,999
6 Beds ⋅ 6 Baths ⋅ 998000 MLS
1920s Victorian Splendor with Exceptional Possibilities - Step into the timeless elegance of the 1920s at 104 Hooker Avenue, a distinctive Victorian property offering an impressive combination of historic character with gorgeous period woodwork, space, and future potential on almost one acre. Featuring six bedrooms, six bathrooms, and parking for 10+ vehicles, this extraordinary property provides the scale and flexibility rarely found in the area. Original architectural charm and classic Victorian details create an inviting backdrop for a variety of possibilities, while the generous property and expansive footprint offer room to imagine something truly special. Whether you're looking for an exceptional residence, an investment opportunity, or a property with potential for an alternative use, 104 Hooker Avenue deserves a closer look. Adding to the appeal is the property's potential for subdivision with its large, wooded frontage, subject to municipal review and approvals. There may also be an opportunity for a quiet-use professional or business application, subject to required approvals. With its grand proportions, abundant parking, substantial grounds, and coveted Victorian character, 104 Hooker Avenue presents an exciting opportunity to own a piece of Poughkeepsie's architectural history while exploring its future potential. Bring your vision and unlock the possibilities of this remarkable property. *Note - Some photos have been Virtual Enhanced

104 Hooker Avenue, Poughkeepsie
$375,000
3 Beds ⋅ 2 Baths ⋅ 1027873 MLS
Welcome to 30 Glenwood Avenue, a charming Cape Cod offering comfortable living spaces and a well-maintained, move in ready interior. The home features a functional layout, vinyl flooring, an enclosed front porch, and a rear porch overlooking a spacious, level backyard, perfect for relaxing, entertaining, or enjoying time outdoors. Set on approximately a quarter-acre lot, the property offers plenty of outdoor space along with convenient off-street parking. A full basement provides additional space for storage. Solar panels are owned and will tranfer ownership along with the sale of home. Conveniently located in the City of Poughkeepsie with easy access to local shopping, dining, parks, schools, and major commuter routes. Well cared for and ready for its next owner, 30 Glenwood Avenue is a wonderful place to call home.

30 Glenwood Avenue, Poughkeepsie
$399,999
4 Beds ⋅ 2 Baths ⋅ 1038824 MLS
For those who believe a home should have a story to tell, this character-filled 1925 semi-attached townhouse is something truly special. Behind its exposed brick façade and welcoming front porch, four spacious bedrooms and one-and-a-half baths are surrounded by the craftsmanship and architectural details that make older homes so captivating. Soaring ceilings, hardwood floors, rich natural woodwork, crown moldings, built-in storage, pocket doors, and a fireplace create warmth and personality throughout, while oversized windows fill the formal living and dining rooms with beautiful natural light. At the heart of the home, the original walkthrough pantry remains intact, a charming reminder of another era. The kitchen was thoughtfully remodeled in 2017, pairing restored original woodwork with Carrara marble imported from Italy, updated appliances, and modern finishes, while the bathrooms carry the same Carrara marble detailing and updated vanities. Outside, an unusually expansive city backyard offers space to garden, entertain, or simply escape, complete with a back porch and outdoor brick fireplace. A partially finished lower level provides a comfortable family room, while the full walkable attic offers exceptional storage and the possibility of creating an inspiring studio, workspace, or additional finished space. Updated electrical and a modern heating system with on-demand hot water add everyday convenience without sacrificing the home's century-old character. Just five minutes from downtown Poughkeepsie, with restaurants, coffee shops, shopping, supermarkets, and Metro-North nearby, this is a home for those who appreciate architecture, creativity, and the beauty of something that simply cannot be recreated today.

111 S Hamilton Street, Poughkeepsie
$299,950
3 Beds ⋅ 1 Baths ⋅ 1040492 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
$286,000
3 Beds ⋅ 2 Baths ⋅ 1040444 MLS
Welcome to 173 S. Cherry Street, a charming 3-bedroom, 1.5-bath home ideally situated on the sought-after South Side of Poughkeepsie. Offering approximately 1,464 square feet of living space on a manageable 0.17-acre lot, this property presents an excellent opportunity for buyers seeking comfort, convenience, and the potential to make a home truly their own. The traditional layout provides comfortable living spaces, while the second floor features three generously sized bedrooms offering privacy and flexibility for family, guests, or a home office. A walk-up attic provides valuable storage and exciting potential for future expansion, subject to the appropriate approvals. The property continues to offer versatility with an unfinished basement, providing ample space for a workshop, home gym, hobby area, or additional storage. Outside, the spacious backyard creates a wonderful setting for family gatherings, entertaining, gardening, or simply enjoying your own private outdoor space. Additional features include oil heat and a classic floor plan with plenty of opportunity to add your personal style and vision. Whether you're a first-time buyer, investor, or homeowner looking for a property with room to grow, this home offers a compelling combination of location, space, and potential. Conveniently located just minutes from Route 9, shopping, restaurants, everyday amenities, and the Metro-North train station, this home offers an ideal balance of neighborhood living and commuter convenience. Bring your vision and unlock the possibilities at 173 S. Cherry Street. This South Side Poughkeepsie opportunity is ready for its next chapter — schedule your showing today! Please note: The property is being sold strictly “AS IS.”

173 S Cherry Street, Poughkeepsie
$489,000
2 Beds ⋅ 3 Baths ⋅ 1039925 MLS
Welcome to effortless, resort-style living in one of the most desirable gated communities in the Hudson Valley! Welcome to Hudson Pointe! This beautifully designed townhouse offers spacious, light-filled living across multiple levels, featuring two generously sized bedrooms, two-and-a-half bathrooms, and a versatile open loft—perfect for a home office, den, guest space, or reading retreat. The finished lower-level flex space provides even more room for a family room, media room, playroom, or entertaining area. Enjoy the privacy and security of a gated setting along with exceptional community amenities, including a private in-ground pool with cabana, beautifully appointed clubhouse, and fully equipped fitness center. The location is equally impressive—within walking distance of Vassar Brothers Medical Center and just minutes from Metro-North, shopping, dining, colleges, and everyday conveniences. Explore everything the Hudson Valley has to offer, including the Poughkeepsie waterfront, Walkway Over the Hudson, scenic parks, hiking and biking trails, wineries, breweries, historic destinations, acclaimed restaurants and all that the Hudson Valley has to offer! With generous living space, a flexible layout, maintenance-free convenience, and an outstanding commuter location, this exceptional home combines the comfort of a private residence with the amenities of a year-round retreat. This is more than a townhouse—it’s a lifestyle! Stop clicking and start dialing!

308 Bridgeview Drive, Poughkeepsie
$435,000
2 Beds ⋅ 2 Baths ⋅ 1038744 MLS
Welcome to 69 Montgomery Street, a beautifully maintained circa 1849 Colonial Victorian set in the heart of Poughkeepsie’s historic district, where original character and thoughtful modern updates come together. Step inside to soaring ceilings, gleaming red oak floors, and oversized, sun-filled rooms that immediately showcase the scale and craftsmanship of this historic home. The main level offers a spacious living room that flows naturally into the grand dining room—an inviting setting for everything from quiet dinners to holiday gatherings. The well-appointed kitchen features an induction cooktop and Sub-Zero refrigerator, combining modern function with the home’s timeless surroundings. One of the most special spaces is the screened-in porch, accessible from both the kitchen and dining room. Tucked away from the street and overlooking the private backyard toward Garfield Place, it’s the kind of space made for morning coffee, summer dinners, and slow evenings at home. Upstairs, beautiful wide-plank pine floors continue throughout two generously sized bedrooms and a flexible third room that can easily serve as a home office, den, nursery, or additional bedroom. A full bathroom completes this level. The walk-up attic offers even more possibilities. With impressive ceiling height and generous space, it provides an opportunity to create a dramatic primary suite, studio, or additional living area while preserving the architectural character of the home. The lower level adds another layer of flexibility, featuring a newly renovated full bathroom, separate entrance, and space perfectly suited for guests, a recreation room, home office, or private retreat. Rich in 19th-century character yet thoughtfully updated for modern living, 69 Montgomery Street offers the space, history, and architectural details that simply cannot be replicated today—all within convenient reach of shopping, transportation, universities, medical centers, and everything Poughkeepsie and the Hudson Valley have to offer.

69 Montgomery Street, Poughkeepsie
$495,000
4 Beds ⋅ 2 Baths ⋅ 1038224 MLS
Charming 1920 Colonial featuring original details throughout. High ceilings & doors, classic woodwork, stained glass windows, ornamental fireplaces and generously sized rooms showcase the charm and craftsmanship of the era. A welcoming foyer features beautiful woodwork and pocket doors opening to the formal living room. The first floor offers convenient laundry area and spacious living area. The ornamental fireplaces are non-functioning and add architectural character. Relax on the covered front porch, the deck off the second-floor bedroom or in the semi-private fenced-in backyard. Recent updates include furnace, hot water heater, roof and chimney insulation. A wonderful opportunity to enjoy the character of a classic colonial with inviting outdoor spaces and plenty of room to make the home your own. Please try and look past the clutter. Definitely worth taking a look at this wonderful city home.

11 Balding Avenue, Poughkeepsie
$425,000
4 Beds ⋅ 2 Baths ⋅ 1037125 MLS
Welcome to 170 Hooker Avenue! A charming 1930s Colonial offering tasteful updates preserving the timeless character in the heart of the Southside of Poughkeepsie. Step inside to discover beautiful gleaming hardwood floors throughout, classic architectural details, arched openings, built-in shelving, and a welcoming living room surrounding a wood burning fireplace. The spacious formal dining room is a standout, featuring a striking decorative ceiling and French doors that lead to the enclosed three-season room that is an inviting space surrounded by windows, perfect for relaxing, reading, or enjoying your morning coffee. (not included in the finished sq ft) The kitchen blends classic charm with modern convenience, featuring rich wood cabinetry, granite countertops, newer stainless steel appliances, a tiled backsplash, and generous storage. A convenient half bath and additional flex space complete the main level. Upstairs you'll find four bedrooms and a full bath, including a generously sized primary bedroom. The home also offers a full basement for additional storage and utility space and 1 car garage under. Outside, mature landscaping, a stone retaining wall, and classic Colonial curb appeal create a welcoming first impression. Additional features include a brand new roof with transferable warranty, sleek black gutters, private driveway, municipal water, sewer and access to natural gas on the street. With just over 1,800 square feet of finished living space, plus the three-season room, this home offers a wonderful combination of character, functionality, and opportunity. 170 Hooker Avenue is ready for its next chapter, come experience the warmth and character of this classic Poughkeepsie home. Excellent location, minutes to Route 9, the Walkway over the Hudson, Marist University, Culinary Institute of America, great restaurants, shopping, schools and more! Come see all that the beautiful Hudson Valley has to offer!

170 Hooker Avenue, Poughkeepsie
$795,000
5 Beds ⋅ 4 Baths ⋅ 1037519 MLS
Timeless architecture, exceptional character, and remarkable craftsmanship define this distinctive 4-bedroom, 3.5-bath Tudor Revival, beautifully set on .41 acres among mature trees and established landscaping. From its steeply pitched gables and decorative half-timbering to its expansive covered porch and intricate exterior detailing, this is a home with a presence all its own. Step inside and the character continues with rich hardwood floors, beautiful original millwork, graceful arched openings, oversized windows, and an impressive sweeping staircase. Generously proportioned rooms and abundant natural light create an inviting sense of openness while preserving the warmth and charm that make homes of this era so special. The expansive main living room is a true centerpiece, featuring a grand fireplace, built-in bookcases, and exceptional scale with plenty of room for multiple seating areas and even a grand piano. An adjoining sun-filled room wrapped in windows offers a wonderful connection to the outdoors, while the dedicated library is one of the home's most memorable spaces, lined with floor-to-ceiling bookshelves and complete with a rolling library ladder. Throughout the home, thoughtfully preserved architectural details, multiple fireplaces, large windows, and an abundance of flexible living space provide character at every turn. Four bedrooms and three-and-a-half baths offer plenty of room for everyday living, guests, home offices, and more. Outside offers mature trees, lush lawn, established plantings, stone patios, and brick terraces providing multiple places to relax and entertain. Rich in history, warmth, and architectural interest, this is far more than simply a place to live—it's a home with a story, offering the craftsmanship and character of a bygone era with the space and versatility to be enjoyed for years to come.

83 Hooker Avenue, Poughkeepsie
$599,900
5 Beds ⋅ 4 Baths ⋅ 964091 MLS
Historic Elegance in the Heart of Poughkeepsie Step back in time while enjoying generous modern living in this remarkable 1880 single-family home, nestled within the Poughkeepsie Historic District. Offering an impressive 3,640 sq/ft of living space, this stately residence features 5 spacious bedrooms and 4 bathrooms, ideal for both comfortable family living and elegant entertaining. Rich in character, the home showcases period details throughout— ornate moldings, high ceilings, and original hardwood floors—all reflecting the craftsmanship of a bygone era. Large, light-filled rooms provide flexible spaces for gatherings, home offices, or creative studios. A detached two-car garage with convenient entry from 21 S Bridge St adds practicality and value, while the central location offers walkability to shops, dining, and the vibrant culture that makes Poughkeepsie so beloved. Don’t miss this rare opportunity to own a distinguished piece of Hudson Valley history, blending classic architecture with everyday comfort.

181 Union Street, Poughkeepsie
$460,000
3 Beds ⋅ 2 Baths ⋅ 1035889 MLS
Welcome to 8 Mitchell Avenue, where charm, convenience, and thoughtful updates come together in the heart of Poughkeepsie. Ideally located in a highly walkable area, this home provides easy access to local shops, dining, and everyday conveniences, complemented by municipal water, sewer, and natural gas utilities. Inside, you’ll find a beautifully updated bathroom and kitchen featuring stainless steel appliances including two ovens, seamlessly blending modern functionality with classic style. This home offers three comfortable bedrooms, plus a finished third floor that provides the perfect flexible space ideal for a game room, home office, or entertaining area. Rich natural wood accents and custom built-ins throughout the home create a warm, inviting atmosphere that highlights its true Colonial character. The welcoming front entryway functions as a practical mudroom, while the screened-in porch leads to a second entry that doubles as an additional mudroom and pantry space, perfect for everyday living! While the quaint, tree-lined street offers convenient on-street parking, the property also includes a private garage and driveway located behind the home, giving you the best of both worlds. A perfect blend of charm, space, and location. This is one you won’t want to miss!

8 Mitchell Avenue, Poughkeepsie
$359,000
4 Beds ⋅ 2 Baths ⋅ 1032080 MLS
Welcome to this spacious 4-bedroom, 2-full-bath home offering 2,192 square feet of living space. The open floor plan provides an easy flow between the living areas, while the fireplace adds warmth and character. A first-floor bedroom and full bath offer added flexibility. Step outside to the deck overlooking a spacious backyard with plenty of room for outdoor enjoyment, gardening and entertaining. A full unfinished walk-out basement provides additional storage and possibilities. Conveniently located near shopping, dining, transportation and local amenities.

33 Fitchett Street, Poughkeepsie
$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
$575,000
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, such as plaster ceilings and walls throughout. 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! **Some photos have been virtually staged**

129 Academy 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
$465,000
4 Beds ⋅ 3 Baths ⋅ 1026339 MLS
Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 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
$750,000
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
$299,900
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. Very reasonable common fees only $70 monthly. The updates featured are a new architectural shingle roof with a transferable warranty, brand-new kitchen complete with sparkling new 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 with new carpeting 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 partial views of the Mid-Hudson Bridge, from your private backyard. There is also additional storage space with a pull down stairs for access to a large attic and more possible storage in the crawl space beneath the home. You will love the unbeatable convenience of being just minutes away from local shopping, a flourishing culinary scene, and walking distance to a 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
$445,000
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
$344,999
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
$249,000
2 Beds ⋅ 1 Baths ⋅ 1021054 MLS
This is a cute cottage type house with 2 Bedrooms, 1 bath, dining room, a good size living room and bonus room. It does need TLC but can be livable while fixing it to your taste. There are 3 levels. First floor has access from a large covered porch and front door. From the porch you enter the kitchen and have access to a full Bath, dining room, linving room and bedroom. Also access to the second floor and basement. Second floor has a good size bedroom. Basement has access to the street and consist of laundry room, utility room and bonus room. This a great starter home at a great price. Make it you home!

149 South Avenue, Poughkeepsie
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