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$230,000
2 Beds 1 Baths 1027329 MLS
A rare opportunity to own what feels like brand-new construction in an established community. Completely gut renovated from the inside out, this exceptional co-op combines designer finishes, energy-efficient upgrades, and an unbeatable location just moments from the Hudson River. Every inch of this home has been thoughtfully reimagined with a modern yet timeless design, quality craftsmanship, and attention to detail. The open-concept floor plan creates a bright, welcoming atmosphere, centered around a beautifully designed kitchen with warm cream cabinetry, elegant hardware and faucet, and an elevated breakfast bar that seamlessly connects the kitchen and living space—perfect for entertaining or everyday living. Luxury vinyl plank flooring, tasteful lighting, and a soft, modern color palette flow throughout the home, creating a sophisticated yet inviting feel. What truly sets this residence apart is what you don't see. The renovation extended far beyond cosmetic updates, with newer electrical and plumbing systems, plus all-new insulation installed to today's energy-efficient building standards. Combined with a high-efficiency mini-split heating and cooling system, these upgrades provide year-round comfort while helping reduce energy costs. The spacious primary bedroom offers a peaceful retreat, while the second bedroom provides flexibility for guests, a home office. The beautifully renovated bathroom features contemporary finishes and a clean design that complements the rest of the home. Outside, enjoy amenities including a community swimming pool, clubhouse, and grilling area. Even better, the monthly HOA fee includes both property and school taxes, offering exceptional value and predictable monthly ownership costs. Perfectly positioned just around the corner from the scenic Hudson River waterfront, marinas, and walking areas, this home is also conveniently located near shopping, restaurants, and major commuter routes, making it easy to enjoy everything the area has to offer. With every major system already updated, designer finishes throughout, and absolutely nothing left to do, this is a truly turnkey home that stands out from anything else on the market.

164 Rinaldi Boulevard Unit #C, Poughkeepsie

$529,000
5 Beds 3 Baths 1026212 MLS
Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

17 N Clover Street, Poughkeepsie

$300,000
2 Beds 3 Baths 1023604 MLS
Nothing to do but unpack and enjoy this tastefully updated townhome in the highly sought-after Crystal Glen community. Offering 2 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed layout, this home combines modern updates with low-maintenance living in an unbeatable location. Step inside to an inviting living and dining area featuring newer flooring and light fixtures, abundant natural light, and a central space perfect for gathering. Sliding glass doors open to a private patio—an ideal extension of your living space for morning coffee, summer barbecues, or entertaining friends and family. The kitchen offers generous cabinet and counter space, while the conveniently located first-floor laundry room and updated powder room add everyday functionality. Upstairs, you’ll find two oversized bedroom suites, each with its own private full bathroom, offering exceptional comfort and privacy. The primary bedroom offers a walk in closet and the comfort of an electric fireplace for a cozy ambiance. Additional highlights include a one-car attached garage, extra parking in the shared driveway, and the peace of mind that comes with comprehensive HOA services. The association covers the roof and siding, lawn maintenance, snow removal, garbage, water, and sewer, allowing you to spend more time enjoying your home and less time maintaining it. Ideally situated just minutes from shopping, restaurants, hospitals, the Dutchess Rail Trail, and Metro-North, this home offers the perfect blend of convenience, comfort, and carefree living. Whether you’re a first-time buyer, downsizing, or searching for an easy commuter location, this move-in-ready home is one you won’t want to miss.

12 Amber Court, 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

$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

$2,300,000
1020300 MLS
THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.

96 Main Street, Poughkeepsie

$272,000
2 Beds 1 Baths 1019212 MLS
Welcome to this beautifully updated 2-bedroom, 1-bath condominium offering comfortable, low-maintenance living in a desirable community. Step inside to a bright, open-concept living and dining area that's perfect for everyday living and entertaining. The updated eat-in kitchen features, quartz countertops, stainless steel appliances, modern finishes, and ample cabinet space. The spacious primary bedroom features a private vanity area with a sink, an additional closet, and direct access to the bathroom, creating a functional and convenient retreat. The second bedroom is perfect for guests or a home office. Thoughtful updates throughout create a warm, inviting space that's ready for you to move right in. Conveniently located in Poughkeepsie, just minutes from Vassar College, Metro-North Railroad, shopping, hospitals, and restaurants, this home offers the perfect combination of comfort, convenience, and accessibility. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance lifestyle, this move-in-ready condo is one you won't want to miss!

4205 Fox Lane, 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

$700,000
974781 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

52 Academy Street, Poughkeepsie

$700,000
9 Beds 3 Baths 973933 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

50 Academy Street, Poughkeepsie

$1,900,000
974795 MLS
Prime Development Opportunity – 11 Parcel Assemblage in Poughkeepsie Innovation District Exceptional opportunity to acquire a rare 11-parcel assemblage totaling approximately 1.12 acres, strategically located at the intersection of Academy Street, Church Street, and Noxon Street in the heart of the City of Poughkeepsie. Situated within the highly desirable PID-B (Poughkeepsie Innovation District) and MU-5 (Mixed-Use) zoning districts, this property offers outstanding flexibility for a wide range of development possibilities including multi-family residential, mixed-use, retail, office, hospitality, medical, student housing, and more. Zoning allows for high-density development with significant upside potential. PID-B zoning permits up to 9 stories (120 ft) with affordable housing inclusion, while MU-5 allows up to 7 stories (94 ft), making this an ideal site for developers looking to capitalize on the continued growth and revitalization of downtown Poughkeepsie. The property benefits from expansive street frontage and is not located within a historic district, simplifying the development process. Additional advantages include flexible parking options with the potential for Planning Board relief or fee-in-lieu programs, along with immediate proximity to a municipal parking lot offering approximately 210 spaces. Conceptual development studies have already been completed, demonstrating the site’s capacity for a range of residential unit configurations, further supporting its strong investment potential. Located in a prime urban infill area with strong rental demand and ongoing infrastructure investment through the City’s Innovation District initiative, this property presents a unique opportunity for developers and investors to create a high-impact project in one of the Hudson Valley’s fastest-growing markets.

194 Church Street, Poughkeepsie

$189,000
1 Beds 2 Baths 973666 MLS
Maintenace free living is here... Present and offer on this charming spacious 1 bedroom, 1 and a half bathroom Co-Op unit and building. Location! Location! Beautiful hardwood floors through-out. One level unit, Ranch style. A well maintained unit and building. Move in ready! Elevators in Building. HOA fee is monthly due. Heat, Electric and Hot water paid by each owner. Trash rooms provided., Private secure parking lot on premises. Pool with Patios and Life Guard. Laundry rooms on every level of building and Trash rooms on every floor, so you just wak out your door and there is a trash room and laundry room... super convienent. On site Door Man and Concierge in front Lobby. The superintendent lives in building. Club and or meeting room for owners. Full mail room. Pivate back entrance to parking , pool, gardens with benches and tables in garden areas. This is such a Beautiful unique Co-Op building. Close to Trains/Metro North, Minutes to Shopping,schools, and town. Close to Buses, Hospitals, Eateries, Historical venues and all the Hudson Valley has to offer. 90 Min. to NYC. Close to major highways.

160 academy Street Unit #3L, Poughkeepsie

$1,699,000
970337 MLS
214 Main Street Downtown Poughkeepsie Opportunity Zone | Courtyard | Separately Deeded Parking | Value-Add Upside 214 Main is a 7,500+ SF fully renovated four-story commercial building located in the heart of Historic Downtown Poughkeepsie’s central business corridor and positioned within a federally designated Opportunity Zone. This asset offers rare flexibility: an investor can lease at market rates for stabilized yield, reposition for value-add upside, or occupy a flagship headquarters while generating income from additional floors. A Downtown Asset with Rare Amenities Unlike typical downtown inventory, 214 Main includes features that materially enhance both leasing velocity and long-term value: • Private Rear Courtyard A spacious and rare outdoor amenity ideal for tenant gatherings, hospitality activation, wellness programming, creative workspace use, or event-driven concepts. Outdoor space of this scale is a true scarcity asset. • Separately Deeded Adjacent Parking Lot (211 Union Street) Off-street parking for approximately 15 vehicles — a highly sought-after amenity in Downtown Poughkeepsie where dedicated parking is limited. This parcel is independently deeded, creating optionality for future monetization, development, or structured value enhancement. • Rare Outdoor Rooftop A private and rare outdoor amenity with multiple potential uses and a brand new waterproof roof. Building Configuration & Infrastructure Originally renovated in 2012, the property is professionally configured for single-tenant or multi-tenant occupancy. *10 private offices *2 conference rooms* Restrooms on every floor * Multiple storage areas *Separate utilities per level *Intercom system for controlled access *Large cellar-level recreation/training space suitable for classrooms, collaborative workspace, or tenant amenities The structure is handicap accessible and has undergone significant capital improvements, including: *Roof replacement *Updated front windows * Exterior lighting upgrades * Copper plumbing *Annual boiler and fire/alarm system inspections Heating is oil (above-ground tank). The layout supports straightforward floor-by-floor tenancy, enabling flexible lease structuring or phased occupancy. Prime Walkable Location 214 Main Street sits at the intersection of culture, commerce, and commuter flow: *Steps from the Bardavon 1869 Opera House *Near the Mid-Hudson Civic Center *Surrounded by restaurants, bars, retail, and nightlife *Close to government and municipal offices * Minutes to Metro-North (direct access to NYC) *Near Hudson River waterfront redevelopment This positioning supports strong demand from professional offices, medical administrative users, educational operators, nonprofits, creative service firms, and hybrid office concepts seeking urban vibrancy without Manhattan pricing. Opportunity Zone Advantage Located within a federally designated Opportunity Zone, qualified investors may benefit from capital gains tax deferral and potential long-term tax advantages (buyers to consult tax advisors). This designation enhances long-term hold strategies and repositioning opportunities. Investment Strategy & Upside The building will be delivered vacant, allowing for immediate repositioning and lease-up. With multiple floors, separately metered utilities, a private courtyard, and dedicated parking, the property provides: *Clear value-add lease-up potential * Owner-occupant with income strategy * Multi-tenant professional office conversion* Adaptive reuse potential *Long-term redevelopment optionality Downtown Poughkeepsie is undergoing sustained revitalization, and assets offering outdoor space, deeded parking, and walkable proximity to entertainment and transit are limited. 214 Main Street represents a rare combination of scale, flexibility, and embedded amenity value in a growing Hudson Valley market with direct commuter connectivity to New York City.

214 Main 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

$199,999
905956 MLS
Dive into an exceptional opportunity to acquire a turn-key pub in the heart of Dutchess County. This cherished establishment has been a community favorite for 16 illustrious years, building a legacy as the go-to gathering spot. With a history spanning over a decade, it has loyal patrons who consider it their second home. Perfectly priced, this unbeatable offer is tailored for the discerning investor. The current owners are committed to ensuring a smooth transition, being on hand to guide the new owners and ensuring the establishment's legacy continues seamlessly. Enjoy prime leasing terms, including a single net lease with five-year renewal options. Foster stress-free relations with a friendly and accommodating landlord. You can be confident in the establishment's condition as the current owners have been meticulous in its upkeep. The location further benefits from sought-after anchor stores in the vicinity, enhancing its allure and foot traffic. Parking will never be an issue with abundant and convenient spaces available for all your guests. Don't let this unique opportunity pass you by. Contact Ryan today and embark on your next big adventure!

40 Vassar Road Unit #4, Poughkeepsie

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