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$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
$500,000
4 Beds ⋅ 2 Baths ⋅ 1022089 MLS
Turnkey Investment Opportunity! This 2-family home is fully occupied and generating $52,800 annually. It will provide reliable cash flow from day one. Included in the sale is the lot next door (3 Park Place, 131300-6162-71-320192-0000). Leased solar panels were installed in 2022 to keep electricity costs to the bare minimum of $60/month. Separate natural gas meters allow tenants to pay, which saves on the owner's monthly cost. The roof was replaced in 2022 when the panels were installed. Each unit offers 2 bedrooms, 1 bath, large kitchen, dining room, living room, and unit 2 has a den/office that leads to the balcony. With a shared washer and dryer, basement storage, plenty of parking, and a convenient location close to shopping, dining, schools, and major commuter routes, this property is designed for both tenant appeal and long-term value.

1 Park Place, 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
$450,000
6 Beds ⋅ 3 Baths ⋅ 1023576 MLS
Welcome to 17 Coughlin Street, a value-packed three-unit investment property offering immediate rental income and additional upside in the heart of Poughkeepsie. Two of the three apartments have been fully renovated and are currently rented, featuring updated kitchens and bathrooms, new appliances, modern flooring, fresh finishes, and bright, comfortable living spaces. The ground-level unit is under construction and has been thoughtfully set up for the next owner to complete, providing an excellent opportunity to customize the space and further increase the property’s income potential. Major improvements include a new roof, renovated siding, updated electrical and plumbing systems, separate water heaters, and a fire-alarm system. Outside, the property offers valuable off-street parking, a spacious rear area, and a rare three-car garage with excellent potential for parking, storage, or additional rental income. Conveniently located near downtown Poughkeepsie, shopping, restaurants, public transportation, the Metro-North train station, Route 9, Routes 44/55, the Mid-Hudson Bridge, and the Walkway Over the Hudson, this property combines updated living spaces, strong income potential, and a commuter-friendly location. A great opportunity for investors or owner-occupants looking to complete the final unit while collecting income from the two renovated apartments.

17 Conklin Street, 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
$649,000
1021090 MLS
Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

381 Main Street, Poughkeepsie
$279,000
3 Beds ⋅ 1 Baths ⋅ 1015879 MLS
Affordable Single Family Three Possible Four Bedroom Home With Basement, Patio And Off The Street Parking Being Sold As Is. First Floor Offers Kitchen And Bathroom With Ceramic Tiled Floors Plus Two Additional Rooms With Hardwood Floors And An Enclosed Back Porch. Bedrooms Are Locatrd On The Second Floor. Conveniently Close To Amenities Most Cities Have To Offer. Current Residents Are Cooperative With Showings And Will Just Need At Least Prior's Days Notice To Show. Agents, Please See Other Remarks.

338 Mansion Street, Poughkeepsie
$165,000
1 Beds ⋅ 1 Baths ⋅ 1010207 MLS
Experience comfortable living in this beautifully renovated first-floor one-bedroom Hudson Terrace unit! Located in Poughkeepsie's South side, this unit features a spacious entry foyer with double closet, an updated granite and stainless-steel kitchen, spacious living/dining room, and a roomy bedroom with a walk-in closet. There is luxury vinyl flooring throughout, an in-unit washer/dryer, and plenty of closet space! Additional storage unit is also included. Enjoy the charming clubhouse and pool for relaxing or entertaining guests. Conveniently located near a bus stop just steps away and a short walk to Metro-North/Amtrak. Enjoy riverfront and marina dining at Shadows on the Hudson, Poughkeepsie Ice House, and many more! Main Street restaurants and the Bardavan Theatre in your backyard! Close to all the attractions of the Poughkeepsie Hudson Riverfront—truly a maintenance-free, commuter-friendly dream!

150 Rinaldi Boulevard Unit #A, Poughkeepsie
$469,900
3 Beds ⋅ 2 Baths ⋅ 1015997 MLS
Some neighborhoods reveal themselves slowly. You're still in the City of Poughkeepsie, close to dining, shopping, and everyday conveniences, yet this quiet pocket feels worlds apart. It's the kind of street where the lawns are neatly kept, neighbors know one another by name, and an evening walk often includes a few conversations along the way. Tucked within this established neighborhood, 34 Parkwood Blvd is a true Mid-Century Modern, offering the clean lines, vaulted ceilings, intentional living spaces, and warmth that made the era so enduring. Inside, hardwood floors run throughout the home, while a natural stone, wood-burning fireplace anchors the living space and creates the perfect gathering spot on a winter evening. The layout strikes a rare balance, open enough for entertaining yet thoughtfully designed with cozy corners and intimate spaces that make everyday living feel comfortable and connected. Outside, the oversized double lot provides room to breathe. The expansive yard invites everything from backyard games and summer gatherings to quiet afternoons beneath the shade of a magnificent mature maple tree. A fully fenced yard offers additional privacy for pets, gardening, or simply enjoying the outdoors. Practical updates include owned solar panels and upgraded 200 amp electric service, creating exciting possibilities for future energy efficient improvements. The location is equally compelling. Just minutes from Vassar College, Marist College, the Culinary Institute of America, and some of the Hudson Valley's most beloved destinations. Only 2.5 miles away, the iconic Walkway Over the Hudson offers unforgettable views of the Hudson River and has become a gathering place for walkers, runners, cyclists, and anyone looking to slow down and appreciate the beauty of the valley. Combined with easy access to the waterfront, Metro-North, and Amtrak, this location delivers the perfect balance of culture, recreation, and connectivity. A rare opportunity to own a true Mid-Century Modern in a neighborhood where community still feels personal and neighbors take the time to stop and visit for a bit.

34 Parkwood Boulevard, Poughkeepsie
$625,000
4 Beds ⋅ 4 Baths ⋅ 1014664 MLS
Discover a refined new-construction Colonial completed in 2025 with a 2026 Certificate of Occupancy. Thoughtfully designed for comfort, flexibility, and long-term value, this home blends modern craftsmanship with timeless architecture—all just minutes from Metro-North and major commuter routes. this home blends modern comfort, efficient design, and a quiet residential setting just minutes from Metro-North and local transit. This residence delivers 3–4 bedrooms, 3 full bathrooms, and a first-floor half bath, making it ideal for multi-generational living, work-from-home needs, or buyers seeking flexible space. City water and city sewer with natural gas.

43 Fitchett Street, Poughkeepsie
$433,000
3 Beds ⋅ 2 Baths ⋅ 1010296 MLS
FULLY AVAILABLE...Move-in-ready affordable home in Dutchess County featuring 3 bedrooms plus a flexible bonus room, 1.5 bathrooms, and a 2-car garage with automatic openers. The property also includes a paved driveway with off-street parking for 4 cars, a spacious deck for outdoor entertainment, and connections to municipal water, sewer, and natural gas. Located on a quiet street with no thru traffic, it is within walking distance of a park with scenic walking trails. The first floor offers hardwood floors beneath the carpeting, 3 bedrooms, a full bathroom with a tub, and an eat-in kitchen with a window and included appliances. The open-concept living room features a large window for natural light and a wood-burning fireplace, while the bright dining area has sliding doors that open to the deck and overlook the private backyard, ideal for gardening, play, or a pool. The lower level, located above grade next to the garage, includes a half bathroom with a window, a private laundry room, and two large, connected bonus rooms with plenty of windows and natural light that can be used to suit your needs. This private home is just a 5-minute drive from major shopping destinations and offers easy access to key commuter routes, with a choice of two Metro-North stations: Beacon (15 miles away) and Poughkeepsie (4.5 miles away). Located about 90 minutes from New York City, it provides an opportunity to enjoy all that the Hudson Valley has to offer, including beautiful state parks, lakes, history, and a vibrant lifestyle. Why rent when you can own this home for a similar monthly cost? It will not last long.

11 Lynbrook Road, Poughkeepsie
$399,000
1006875 MLS
Investment Opportunity – Package Sale in Poughkeepsie. Rare development and investment opportunity in the City of Poughkeepsie! This package includes 15 Duane Street, 13 Duane Street, and 9 Verrazano Blvd., all of which must be sold together. 13 Duane Street consists of a lot with an existing foundation and detached garage. The property was formerly improved with a three-family, 3 bedrooms each. The garage may offer redevelopment potential, subject to municipal approvals, including the possibility of constructing a multifamily building. 15 Duane Street features a lot with an existing foundation and was formerly a three-family unit, 3 bedrooms each unit. 9 Verrazano Street includes an existing 3-bedroom home with some newer windows already installed, offering added value and a head start on improvements. The driveway access is located on Verrazano Blvd., directly across from the parking lot, providing convenient access to the properties. This unique package presents an excellent opportunity for developers, investors, builders, or end users seeking redevelopment potential, renovation projects, and future income possibilities. Conveniently located near schools, shopping, dining, public transportation, and major commuter routes. All three properties must be sold together. Buyers should perform their own due diligence regarding zoning, permitted uses, development potential, and municipal approvals.

15 Duane Street, Poughkeepsie
$399,000
4 Beds ⋅ 2 Baths ⋅ 1000714 MLS
Two Family Home With Separate Utilities Available For Sale Offering Two Bedroom Apartments. Each Apt Consists Of Kitchen, Living Room, Bedrooms, Bathroom, Range And Refrigerator. The Location Is Enticing, As It Is Close To Educational Facilities, Train Station, Shopping, Restaurants, On Bus Route And More. This is An As Is Sale. This Is An As is Sale. Please See Other Remarks For More Information.

112 Smith Street, Poughkeepsie
$385,000
3 Beds ⋅ 2 Baths ⋅ 1000609 MLS
This charming three-bedroom, two-bathroom home offers spacious living with timeless character and endless potential. Step into the inviting enclosed sunroom entrance, the perfect place to relax and enjoy natural light year-round. Inside, you’ll find the home is freshly painted with refinished hardwood floors and the kitchen featuring beautiful NEW wood cabinetry, NEW gas stove, recess lighting and a doorway onto the rear deck overlooking the property. The living room is open to the formal dining room, and a spacious and impressive entryway that welcomes you home. The home boasts generously sized rooms, hardwood floors throughout, natural gas heat, city water, and city sewer for added convenience. A side entrance provides easy access, while the unfinished walk-up attic offers excellent storage space and includes a window, creating possibilities for future use and storage space. Unfinished basement with utilities and storage space. Outside, enjoy a beautiful flat garden property with ample parking for 4 plus cars, making this home ideal for entertaining, gatherings, or everyday comfort. A wonderful opportunity to own a spacious home with charm, functionality, and room to grow. located close to shopping, restaurants and schools, with a short commute to Metro North trains along with the walkway over the hudson river with its faboulous hiking, biking and walking trails.

100 Innis Avenue, Poughkeepsie
$899,000
999699 MLS
Seeking An Investment Property? Looking To Perhaps Retire....Retire Early And Have Additional Income? For Sale Is This Six Family Building Consisting Of (5) Three Bedroom Apts And (1) Two Bedroom, All With Separate Utilities (Gas & Electric). This Turnkey Property Also Includes Off The Street Parking In The Form Of A Driveway From The Front To The Rear Of The Bldg Opening Up To A Parking Area Plus (8) Garages. The Apartments Are Moderately Priced, As This Income Generated Has Been As Such For Years; With Pro Forma, The Numbers Have The Potential To Go Up. This Is An AS IS SALE Please Read Other Remarks For More Information.

242 Mansion Street, Poughkeepsie
$350,000
6 Beds ⋅ 3 Baths ⋅ 993386 MLS
EXCEPTIONAL investment opportunity in the heart of Poughkeepsie! Endless potential awaits within the newly established Poughkeepsie Innovation District (PID-B), offering exciting redevelopment possibilities. This designation may allow for conversion to a larger apartment building of five stories or more. Ideally positioned along the Main Street corridor, the property may also qualify for available grants, incentives, and redevelopment programs - creating a rare opportunity to maximize long-term value and returns. This three-story with additional garden level potential , multi-family property is rich in character and ready for transformation. Featuring a classic mansard roof and original architectural details, the building offers a total of 7 bedrooms across the three units. Spacious layouts include large living rooms, dining areas, and generously sized bedrooms, with high ceilings, original woodwork, fireplaces, and oversized windows providing a strong foundation for renovation. Upper levels offer additional space ideal for reconfiguration or potential expansion of living areas. The property sits on a deep lot with off-street parking potential and is centrally located near downtown Poughkeepsie, Metro-North, hospitals, restaurants, and the Hudson River waterfront - making it highly attractive for future tenants. This is a full rehab project being sold as-is, perfect for investors looking to maximize rental income or resale value. With the right vision, this property can be restored into a high-performing multi-family asset in a strong and growing rental market. Don’t miss the opportunity to bring this historic property back to life - schedule your showing today!

95 Cannon Street, Poughkeepsie
$425,000
4 Beds ⋅ 2 Baths ⋅ 988938 MLS
Welcome Home, to this meticulously cared-for, move-in ready Cape Cod-style home that offers a serene and comfortable living experience. Home boasts four spacious bedrooms that can double as an office, den, or TV room, complemented by two full bathrooms and a basement, providing versatile living spaces. Noteworthy elements include a dormer providing generous storage, a built-in desk, and large closets. The basement includes areas for a workshop, laundry, and plenty of storage. You’ll also find a cozy three-season porch ideal for hosting guests. The beautifully landscaped yard has been enhanced to ensure privacy and features flowering trees and shrubs, in-ground pool, and an inviting poolside patio perfect for gatherings. This residence is truly special, ideal for anyone looking for a private, park-like setting with a pool and premium landscaping. It offers one-car attached parking and abundant storage. The location is prime, situated less than five minutes from the Taconic State Parkway for easy travel. The Metro North rail station is just 20 minutes away, making commuting straightforward. Nearby amenities include Vassar College, charming shops and restaurants in Arlington, as well as access to Routes 9 and 44. The beautiful Hudson Valley is rich with attractions such as wineries, cafes, and farm-to-table dining options. Outdoor lovers will find endless opportunities for hiking, biking, walking, and water activities, ensuring you have plenty of ways to enjoy nature year-round. Whether you’re searching for a personal residence or a promising investment, this home offers countless possibilities. I invite you to discover the exceptional lifestyle your future in the Hudson Valley can provide. Feel free to contact your realtor if you want further details or to arrange a visit.

31 Kingston Avenue, Poughkeepsie
$409,000
4 Beds ⋅ 2 Baths ⋅ 963314 MLS
Beautiful 1940 Traditional 2 Family in Poughkeepsie. This is a great investment opportunity property, or an great owner occupied home. This well maintained home features the original millwork and hardwood floors throughout. Updated with high efficiency furnaces, newer hot water heaters, electric and more. All this on .22 acres which offers off street parking for 6 cars. .Metro North Poughkeepsie Train Station, restaurants. shopping, public transportation are nearby.

63 Thompson Street, Poughkeepsie
$459,000
2 Beds ⋅ 3 Baths ⋅ 956930 MLS
Exceptional mixed-use investment opportunity in the heart of downtown Poughkeepsie! This well-maintained brick building offers classic character paired with smart, low-maintenance ownership. Situated on a highly visible corner, the property blends residential income with prime commercial potential perfect for investors or owner-operators looking to plant roots in one of the Hudson Valley’s fastest-growing markets. The building is in pristine condition and features two residential units along with a spacious ground-level commercial storefront ready for a new or expanding business. The residential apartments provide steady rental income, while the vacant commercial space opens the door for additional revenue or personal business use. Solid brick construction, efficient systems, and minimal exterior upkeep make this a truly turnkey, low-maintenance asset. Location is everything, and this property delivers. Just minutes from the Metro-North Railroad Poughkeepsie Train Station, commuting to New York City is simple and convenient. Residents and customers alike will love being close to major downtown attractions including the historic Bardavon Opera House, the scenic Walkway Over the Hudson, waterfront dining, breweries, shops, and year-round entertainment. Nearby hotels such as the DoubleTree by Hilton bringing consistent visitor traffic to the area, supporting strong foot flow for local businesses. Downtown Poughkeepsie continues to see revitalization and investment, making this an ideal time to secure a property that offers immediate income, future upside, and long-term stability. Whether you’re expanding your portfolio or launching a new venture, this standout brick building checks every box: location, condition, versatility, and income potential.

292 Mill Street, Poughkeepsie
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