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$144,900
2 Beds 2 Baths 971637 MLS
DEAL FELL THROUGH on this.Top-Floor in Highview Estates – One of the Largest Layouts in the Complex! Welcome to this bright and spacious 2-bedroom, 1.5-bath garden-style co-op located in the Town of Poughkeepsie within the Arlington School District. This desirable unit offers a generous living room, two comfortable bedrooms including a primary bedroom with a private half bath. Recent 2025 improvements include new bathroom , updated stainless appliances. The monthly HOA includes taxes, water, sewer, trash removal, lawn care, snow removal, insurance, and management. 2026 Projects for updating the exterior is forthcoming. Owner-occupied community featuring assigned parking, visitor parking, shared laundry, and a small park with fenced playground. Convenient to Vassar College, the Arlington business district, Metro-North, bus routes, restaurants, shops, and local farmers markets. Board approval required. Pets allowed with restrictions.

26 Cooper Road Unit #811, 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

$650,000
965593 MLS
Own a piece of history with this unique property, formerly home to Governor Clinton Public School #8 and later repurposed as a foundry. Nearly gutted to the beams, this expansive 15,000+ square-foot building offers a rare blank canvas for visionary investors or developers. Zoned R3A (medium density residential), the site holds the potential for over 12 apartments or other creative residential projects. Situated on a spacious 75’ x 200’ x 118’ lot, there’s ample room for multiple parking spaces. Whether you’re looking to restore, redevelop, or reimagine, this historic property offers endless possibilities in a prime location. Don’t miss this extraordinary opportunity to breathe new life into a landmark with untapped potential! PLANS AVAILABLE UPON REQUEST

148 Cannon Street, Poughkeepsie

$179,900
2 Beds 1 Baths 963465 MLS
Welcome to this beautifully maintained 2-bedroom co-op at 160 Academy Street, ideally located in the heart of Poughkeepsie. Filled with natural light and offering a comfortable, functional layout, this inviting home combines convenience, value, and scenic surroundings. The spacious living area flows seamlessly into a dedicated dining space, creating an ideal setting for both everyday living and entertaining. Both bedrooms offer generous space and flexibility for restful retreats, a home office, or a workout area. Enjoy sweeping views of the mountains, Hudson River, and the Mid-Hudson Bridge right from your windows—providing a peaceful backdrop for morning coffee or evening relaxation. This smoke-free building offers owner-occupancy only, helping maintain a quiet and welcoming residential atmosphere. The HOA provides exceptional value by covering heat, hot water, property taxes, trash removal, ground maintenance, snow removal, elevator, off-street parking, and a 24/7 secure entry system. Residents also enjoy access to an in-ground pool and community room, adding both convenience and lifestyle appeal. Please note that there is currently an additional temporary assessment of $209.95 through October 2027. Conveniently located near shopping, restaurants, hospitals, colleges, and public transportation, this home offers easy access to everything the Hudson Valley has to offer. Whether you’re downsizing, purchasing your first home, or simply looking for low-maintenance living with beautiful views, this co-op is a wonderful opportunity to make homeownership both comfortable and affordable

160 academy Street Unit #7h, Poughkeepsie

$107,500
1 Beds 1 Baths 962198 MLS
Welcome to High View Estates! This spacious 1-bedroom, 1-bath end-unit co-op offers approximately 900 square feet of comfortable living with beautiful wood floors and natural light pouring in throughout. Step inside to a bright and inviting layout featuring an eat-in kitchen with stainless steel appliances, plus a dining area conveniently located just off the kitchen—perfect for everyday meals or entertaining. The large living room provides plenty of space to relax and unwind. The generously sized bedroom includes ample closet storage, creating a true retreat at the end of the day. Enjoy all the community amenities High View Estates has to offer, including a playground and pool. Ideally located close to major highways, shopping, dining, and more—this home combines comfort, convenience, and lifestyle all in one. Don’t miss this wonderful opportunity! HOAs include water, sewer, trash, taxes, common area maintenance, snow removal and use of the pool and playground.

26 Cooper Road Unit #411, Poughkeepsie

$160,000
960545 MLS
SELLERS FINANCING AVAILABLE/ NEW BUSINESS WELCOME Elevate your culinary vision in a space that has served as a beloved Poughkeepsie staple for decades. Low monthly rent.This 980-square-foot unit, located at 11 Marist Drive, Unit 1, offers a rare combination of historical charm and modern earning potential, perfect for a deli, restaurant, or boutique groceries.This beautiful location has been catering to so many over the last several decades and has remained a comfort food spot where you feel welcomed as soon as you walk in. Across the street from Marist College, surrounded by several others to include Vassar College, Dutchess Community College and even a few Vocational schools, Mid Hudson Walk Over the Bridge, Hudson River and Hospitals! With over 40,000 CARS passing your venue a day, it's sure to keeping your establishment very busy. It's home to so many locals and walking distance from the college, hospital, and many more! there's not enough space to list them all, Your earning potential is limitless. surrounded by beautiful landscaping and wineries, museums and new build! Come and make it your very own dream come true!!! Seller financing available.

11 Marist Drive Unit #1, Poughkeepsie

$74,900
960221 MLS
A rare opportunity in one of LaGrange’s most established and desirable residential neighborhoods. This 0.66-acre vacant parcel offers the ideal setting to build the home you’ve been envisioning—surrounded by mature homes, quiet streets, and a true sense of community. The property provides a generous building envelope with room for a comfortable layout, outdoor living space, and the privacy that comes with a larger lot. Public road access and the neighborhood setting make this an easy choice for anyone looking to create a custom residence without giving up convenience. Located just minutes from local schools, parks, shopping, and commuter routes, this parcel blends peaceful suburban living with everyday practicality. Whether you’re a homeowner ready to build or a builder seeking your next project, this land delivers location, potential, and long-term value. Opportunities like this don’t come up often in LaGrange—secure your spot in a well-established neighborhood and bring your vision to life.

Hillcrest Drive, Poughkeepsie

$850,000
4 Beds 3 Baths 895275 MLS
The Grand Essex is a beautifully designed four-bedroom home that blends elegance, comfort, and breathtaking scenery. At the heart of the home is an expansive, well-appointed kitchen that flows seamlessly into an impressive great room, where large windows frame stunning views of the valley—perfect for both everyday living and entertaining. The second floor is thoughtfully laid out and features four generously sized bedrooms, including a luxurious primary suite boasting an impressive walk-in closet and an elegant master bath designed for relaxation. A convenient second-floor laundry room adds to the home’s functional design, making daily living effortless. The Grand Essex truly offers refined living with exceptional style and comfort throughout.

30 Dartmouth Drive, 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

$470,000
955085 MLS
Renovated 3,300+ sq. ft. of Commercial space. Currently used as a non-conforming use business. This successful high-end upholstery shop is moving to a hotter climate. Opportunity is knocking for the inspired. The minute you walk in, you can see all the improvements. 15-foot ceiling, well-insulated, 2 heating systems, full bath and a half, 2 -12-foot overhead doors, separate woodworking room, main area set up for the upholstery work, back room is an open space with a half bath, some mechanicals, overhead doors are located in front and back for easy access to all parts of the building, private office. There is also a loft area for storage. Fully fenced, security cameras, monitored service on contract, and the property is hooked up to the fire department. All co's in place. This is Zoned RNC. Zoning said most likely something similar to the current non-conforming use would work. Taxes are reasonable, the location is close to the Business District and the Waterfront. Take a look inside to see the possibilities. Read below: permitted and special permitted use Permitted use: Construction 1 to 4 units, short-term rentals, residence, townhome, Park or recreation facility, place of worship, public or community facility, community garden, day care center, home, greenhouse, keeping of household pets. Special permit: Cluster development. Professional offices in residences, cemeteries, golf, tennis, or swimming clubs; public, private, or parochial schools; and pre-schools.

1 Cottage Street, Poughkeepsie

$1,900,000
946287 MLS
36 Cottage is an owner-occupied 3-story Class A Office/Industrial elevator building located within minutes of US-9/44/55 and Mid-Hudson Bridge. This updated commercial building features a ground-floor warehouse and two stories of office space. Purchased and completely overhauled in early 2000s, this property is ideal for contractors and service businesses looking for office/training/admin operations space separated from their warehouse operations. Owner financing available. Delivered vacant in 30-60 days. • Minutes to US-9/44/55 and Mid-Hudson Bridge • Class A commercial building with professional office and warehouse functionality • Updated security system with keypad entry and key fob access • Clean, well-maintained interior suitable for immediate use • Previously owner-occupied and operated as a commercial cleaning business for many years • Ideal for contractors, trades, service businesses • Flexible layout allowing separation of office and operational space • Property may be purchased individually or as part of a package with Package available with 97 N. Clinton Street (9,000SF warehouse) and 101 (99) N. Clinton Street (2-family dwelling or expansion land)

36 Cottage Street, Poughkeepsie

$1,290,000
945229 MLS
Property Overview: Mixed-Use Building in Poughkeepsie Prime Location: Main Street, Heart of city of Poughkeepsie's Downtown Business District, a block to Civic Center, Hotel, Bardavon, Restaurants and Bars. Total Size: Approximately 15,000 sq. ft. Building Features: - 5 Levels of Rental Space: Offering a diverse mix of commercial and residential units. - Main Street Entrance: Convenient access for businesses and customers. - Rear Exit: Leads to shared public parking, enhancing accessibility. Parking: Public parking lot shared with local bars, restaurants, office spaces. Commercial Units: 1. Bar/Cafe/Restaurant: 5,000 sq. ft. split across two levels (2,500 sq. ft. each). 2. Office/Shop: 800 sq. ft. with Roof-top access, possible residential conversion. Residential Units: - 3 separate units consisting of: - Studio - 1-Bedroom Apartment - 3-Bedroom Apartment Additional Information: - Restaurant/Bar; under New Management; in preparation to open. - All units occupied. Advance notice is required for tenant showings (48 hours). - Interested buyers are required to provide proof of funds to schedule a tour of the property. - Appointments must be arranged through ShowingTime, must be accompanied. - Please call for more information or to schedule a visit. This property represents a unique opportunity for investors seeking a mixed-use building in a lively urban area with strong foot traffic and nearby amenities.

302-304 Main Street, Poughkeepsie

$139,000
924931 MLS
8.3 Acres of Private Poughkeepsie Land: Build Your Hudson Valley Dream Discover the perfect blend of rural tranquility and urban convenience with this unique offering of 8.3 acres on Maloney Road. Sold together as one expansive lot (split into 5.4 acres and 2.9 acres), this parcel provides unparalleled privacy and elbow room for a custom, luxury estate or a secluded, multi-generational compound. The land's generous size allows for creative placement of a home, pool, and accessory buildings, setting the stage for an exclusive lifestyle development. Location & Conveniences Premium Dutchess Location: Imagine designing your dream home nestled on acres of land, yet being minutes from Poughkeepsie’s best amenities. This is the ideal spot for escaping the crowds without sacrificing accessibility. Lifestyle & Culture: Enjoy quick drives to the stunning Walkway Over the Hudson State Historic Park and the culinary scene of the Poughkeepsie Waterfront. The nearby Vassar Farm and Ecological Preserve offers miles of trails and nature just minutes from your front door. Immediate Access: Located close to Route 9, this property ensures quick travel to major shopping centers, corporate parks, and easy linkage to both the Taconic Parkway and the Metro-North commuter rail lines for those commuting to Westchester or NYC. Secure your private corner of the Hudson Valley today. This property offers the size and prime location to turn your custom home vision into reality.

Maloney Rd, Poughkeepsie

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.