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506 Southview Drive, Poughkeepsie
$495,000
2 Beds ⋅ 3 Baths ⋅ 1001356 MLS
Welcome to 506 Southview Drive, an exceptional opportunity to enjoy luxury townhouse living in one of Poughkeepsie’s most sought-after communities. Perfectly situated in the heart of the Hudson Valley, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities surrounded by some of the region’s most desirable attractions. Residents enjoy a lifestyle defined by ease and elegance, with access to a beautifully appointed clubhouse, a fully equipped fitness center, and a heated in-ground pool perfect for relaxing on warm summer days or socializing with neighbors in a private community setting. Professionally landscaped grounds and maintenance-free living allow you to spend more time enjoying everything the Hudson Valley has to offer. Located just minutes from the vibrant Poughkeepsie waterfront, this home offers convenient access to the Walkway Over the Hudson, scenic parks, marinas, hiking and biking trails, wineries, breweries, and countless outdoor recreational opportunities. Enjoy nearby fine dining, waterfront restaurants, charming cafés, boutique shopping, and entertainment venues that make the Hudson Valley one of New York’s most desirable destinations. Commuters will appreciate the close proximity to Metro-North and Amtrak rail service, Route 9, and the Taconic State Parkway, providing easy access to New York City and surrounding areas. The location is also convenient to Vassar College, Marist College, the Culinary Institute of America, local hospitals, shopping centers, and historic Hudson Valley estates and attractions. Inside, 506 Southview Drive offers bright and inviting living spaces designed for both everyday comfort and effortless entertaining. Whether you are seeking a full-time residence or the perfect weekend retreat, this exceptional townhouse community delivers a sophisticated lifestyle with outstanding amenities, scenic surroundings, and unmatched convenience in the heart of the Hudson Valley.

506 Southview Drive, Poughkeepsie

2 Merry Hill Road, Poughkeepsie
$509,000
4 Beds ⋅ 2 Baths ⋅ 1003528 MLS
Step into the charm of this 1952 Cape Cod home with distinctive mid-century flair, ideally located just minutes from the Taconic State Parkway and nearby rail trail access. Set on a picturesque acre, this unique 4-bedroom property features a detached oversized two-car garage and an inviting in-ground pool perfect for summer enjoyment. The first floor offers a spacious, sun-filled living room with hardwood floors and a wood-burning fireplace, creating a warm and welcoming atmosphere. Two bedrooms and a full bath provide convenient main-level living. The original kitchen, complete with built-in bookshelves, offers the perfect opportunity for a stylish home office or creative flex space. A step-down kitchen with vaulted ceilings opens to an additional living area with direct access to the deck and backyard, ideal for entertaining or relaxing. Upstairs, you’ll find two additional bedrooms, a full bath, and a central gathering room perfect for a family room, playroom, or home office. The basement provides walkout access to the backyard and detached garage. Outside, the in-ground pool with sundeck creates the perfect setting for enjoying long summer days. Make this one-of-a-kind home your own.

2 Merry Hill Road, Poughkeepsie

33 Manitou Avenue, Poughkeepsie
$449,999
6 Beds ⋅ 2 Baths ⋅ 1001284 MLS
Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of this property is the potential FHA assumable loan opportunity, which may allow a qualified buyer to assume the seller’s existing lower interest rate and financing terms, creating substantial long term savings in today’s higher rate environment. Even if the current FHA loan is not assumable for a buyer, the property was previously approved through FHA financing when purchased, offering added confidence and appeal for future FHA buyers. Perfect for an owner occupant looking to offset monthly expenses by living in one unit while collecting rental income from the second, or for an investor seeking immediate income production and long term appreciation potential. Conveniently located near Metro North train stations, Route 9, Interstate 84, shopping centers, restaurants, hospitals, colleges, waterfront attractions, parks, and the vibrant Hudson Valley dining and entertainment scene. Ideal commuter location with easy access to New York City, Westchester, Connecticut, and surrounding Hudson Valley communities. Whether you are looking to expand your investment portfolio, secure a strong income producing asset, or begin building generational wealth through owner occupied real estate, this property offers flexibility, value, location, and exceptional long term upside.

33 Manitou Avenue, Poughkeepsie

208 S Grand Avenue, Poughkeepsie
$379,000
3 Beds ⋅ 2 Baths ⋅ 998179 MLS
Step into timeless charm with this 3 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to every room. Original features—including vintage hardware, and thoughtfully preserved architectural touches—celebrate the home’s heritage while offering a distinctive sense of style you simply can’t replicate. Natural light fills the cozy yet spacious living areas, highlighting the home’s character and creating an inviting atmosphere perfect for both everyday living and entertaining. The traditional layout offers comfortable bedrooms tucked beneath charming rooflines, along with welcoming common spaces designed for gathering. This Cape Cod is more than a home—it’s a rare opportunity to own a piece of enduring design, where solid construction and original details come together in perfect harmony.

208 S Grand Avenue, Poughkeepsie

100 Innis Avenue, Poughkeepsie
$355,000
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 & walking trails.

100 Innis Avenue, Poughkeepsie

29 Hillview Drive, Poughkeepsie
$598,900
4 Beds ⋅ 3 Baths ⋅ 000018 MLS
Welcome to your future home, designed for year-round gathering and endless fun! Resting peacefully on .59 acre in a well-established neighborhood and yet conveniently located you will find this well-maintained 4 beds, 2.5 bath colonial brimming with classic charms and character such as sun-kissed hardwood floors, brick facade, wood burning fireplace perfect for cozying up to on a cold winter night. Yet there is more to explore. Open the front door you are greeted by a well-proportioned family room accented by its bay window for ample natural light. It flows seamlessly into the dining room found adjacent to a well-appointed kitchen. Kitchen features stainless steel appliances, load of cabinetry, granite countertop, classic tile flooring for easy maintenance, and a generous island that is perfect for those early weekend morning breakfast chats. Propane powered range is ideal for making your favorite recipe. Not to be missed is the bright and roomy 336 square feet sunroom which opens into the living room perfectly situated for gathering and entertaining year-round (virtually re-imagined). The two-car attached garage round out the first floor. Upstairs you will enjoy the comfort of central air, generous primary bedroom with an ensuite, three additional well-proportioned bedrooms, a full bath. Enjoy peace of mind courtesy of municipal water and sewer, multiple zone-heating system, 200 Amp electric, along with various updates including a new roof with solar panels installed in 2022. This summer why not invite friends and loved ones to gather at your pool for amazing summertime fun for everyone. Pool comes with a newer liner, pump, and filter. The main driveway has been recently sealed, and the guest driveway is perfect for overnight guests. Before you go, don’t forget to take a look at the walkout basement. Minutes to Taconic State Parkway, Vassar Brothers Medical Centre, Vassar College, Metro North Train Station, shopping, dining and entertainment. Schedule a private tour today!

29 Hillview Drive, Poughkeepsie

8 Fox Terrace, Poughkeepsie
$699,000
7 Beds ⋅ 3 Baths ⋅ 996158 MLS
Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this charming three-family Colonial, ideally located in the heart of Poughkeepsie. Each unit boasts a spacious floor plan, a bright and airy living room, a well-appointed eat-in kitchen, and a full bath. The property has undergone complete renovation for a long term investment, including the exterior, utility systems, and each complete unit. All units have separate utilities, with the landlord covering only common area lighting and water, while tenants are responsible for their individual electric (heating, cooking, and hot water), and other utility costs. Centrally located with convenient access to local amenities, schools, and transportation. Coin Operated Laundry, Security Lighting, and Exterior Camera System in place. Fully leased.

8 Fox Terrace, Poughkeepsie

22 Oriole Drive, Poughkeepsie
$469,900
3 Beds ⋅ 2 Baths ⋅ 995740 MLS
Beautifully renovated split-level home offering an open concept layout filled with natural light. Features a stunning updated kitchen with island , quartz countertops, brand-new stainless steel appliances, back splash and modern finishes throughout. Spackenkill School District. This move in ready home offers hardwood and laminate flooring, central air, natural gas heating, public water, and sewer. The dining room opens directly to the oversized deck overlooking the above ground pool with new liner, creating the perfect outdoor lifestyle for summer enjoyment. The lower level offers a good size family room with half bathroom perfect for gathering or relaxing. Recent upgrades include a New gas furnace, New AC condenser, New gas water heater, LED recessed lighting throughout, Freshly Painted Interior , redone hardwood floors and a spacious new deck perfect for entertaining. Great Commuter Location! Very Close to Shopping centers, Poughkeepsie Galleria, Parks, Restaurants, Vassar and Marist College and Route 9. Minutes to Metro North Railroad and Amtrak station, Hudson Valley Rail Trail, The Culinary Institute of America, the Dutchess community College and more amenities that this beautiful community has to offer.

22 Oriole Drive, Poughkeepsie

95 Cannon Street, Poughkeepsie
$275,000
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

144 Cream Street, Poughkeepsie
$359,900
3 Beds ⋅ 1 Baths ⋅ 991169 MLS
Welcome to 144 Cream Street, a charming Cape Cod-style home nestled in the heart of the Hudson Valley. Built in 1951, this inviting single-family residence offers approximately 1,200 square feet of comfortable living space with 3 bedrooms and 1 full bath, all set on a generous 0.60-acre lot. From the moment you arrive, the home’s warmth and character are evident. Recent improvements, including a newly replaced side porch, enhance both curb appeal and everyday enjoyment—creating the perfect spot for morning coffee or relaxing evenings. Inside, the home features a practical layout with classic charm, an attached garage, and the timeless appeal of a well-built mid-century design. This property is especially well-suited for first-time homebuyers or those looking to make the move into the Hudson Valley lifestyle. The manageable size, expansive yard, and approachable layout provide an excellent opportunity to personalize and grow into the home over time. Ideally located in the Town of Poughkeepsie, the home offers convenient access to a wide array of local amenities. Just minutes away, the Metro-North Railroad Hudson Line at the Poughkeepsie Station provides a direct and scenic commute to New York City, making it an excellent option for commuters or weekend travelers. Residents can also enjoy nearby Hudson Valley attractions such as the Walkway Over the Hudson, one of the longest pedestrian bridges in the world, along with rail trails, parks, waterfront dining, wineries, and farm-to-table restaurants that define the region’s lifestyle. With its combination of location, charm, and recent updates, 144 Cream Street presents a wonderful opportunity to own a home in one of the Hudson Valley’s most desirable and accessible areas—perfect for those starting their homeownership journey or seeking a peaceful retreat within reach of the city.

144 Cream Street, Poughkeepsie

50 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

9 Edgar Street, Poughkeepsie
$249,999
4 Beds ⋅ 2 Baths ⋅ 979219 MLS
Not everything beautiful looks perfect at first glance… sometimes, it just needs someone who can see beyond the surface. Hii My name is Edgar and I’ve been waiting for someone like you. I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone with vision to bring me back to life. I have spaces that once held laughter, memories, and warmth—and I’m ready to feel that again. My partially finished basement adds even more possibilities, whether you imagine extra living space, a home office, or a creative retreat. And it’s not just me—you’ll love where I’m located. I’m close to parks, shops, and a variety of public amenities, making everyday life convenient and enjoyable. Yes, I need some love… but in return, I can become something truly special. A beautiful home, an incredible investment, or both. With the right touch, I can shine brighter than ever. If you’re looking for a place where your ideas can come to life, I might just be the one you’ve been searching for. So, if you’re ready to bring your vision to life and turn potential into reality… I’m ready to welcome you home. Let’s make it happen. LET'S HOME....

9 Edgar Street, Poughkeepsie

42 Manitou Avenue, Poughkeepsie
$399,000
4 Beds ⋅ 2 Baths ⋅ 973888 MLS
South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two car garage plus large driveway for ample parking. Unfinished basement and walk-up attic for storage. Enjoy the convenience of natural gas for heating, hot water & cooking. Central location with easy access to shopping, restaurants, schools, hospitals, trains and commuter routes. Ideal for investor or owner occupant.

42 Manitou Avenue, Poughkeepsie

160 academy Street Unit #7h, 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

30 Dartmouth 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

7 Ferris Lane, Poughkeepsie
$825,000
5 Beds ⋅ 4 Baths ⋅ 918376 MLS
Situated on Poughkeepsie's prestigious south side, find this rare opportunity of a single family home w/supplemental office space zoned for home occupation. Incredibly unique mid century modern features attractive open floor plan ideal for entertaining. Huge center island kitchen w/custom maple & cherry cabinetry, granite counters & stainless appliances. Kitchen flows seamlessly to family room and first floor office. Massive dining room/living room combo featuring wood burning fireplace & wall of glass incorporating sliding doors to rear patio. Second floor includes master bedroom w/custom closet & updated ensuite bathroom. Four additional bedrooms all with access to expansive balcony overlooking backyard. Loaded with attractive finishes such as brick floors, hardwood floors, recessed lighting and fresh paint throughout. Lower level professional office space includes reception area, restroom and several examination rooms or offices. Ideal for attorney, accountant, spa, music production or artist studio. Fully fenced & private backyard with storage shed & 2 patios. Enjoy the conveniences of municipal water, sewer & natural gas for heat, hot water & cooking. Situated on a double lot and centrally located just minutes from colleges, hospitals, Vassar Farm Ecological preserve, Poughkeepsie waterfront & train station. A truly unique opportunity not to be missed.

7 Ferris Lane, Poughkeepsie

22 Old Mill Road, Poughkeepsie
$449,900
4 Beds ⋅ 3 Baths ⋅ 904495 MLS
A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price reflects that it does need work, and is being sold "as-is". Cash preferred. Great find for the investor, handy homebuyer etc. Almost level, park-like property. Separate cabana (no pool includedJacuzzi does not stay ) detached garage. Upstairs is electric heat and no central air conditioning. The reminiscents of beautiful gardens surrounded by rhododendrons and some older perennials are peeping through the overgrowth. This home has so much potential, almost level property, High above the waterway with seasonal water views and the sound of the flowing creek from the deck! Private yet close to stores, restaurants, sports, hospitals, transportation, Walkway over the Hudson, etc! Great location near Vassar Rd and Rte 376. Large unfinished basement. Audio in use. Old Mill is a town road and the town plows. SQ ft, taxes, year built approximate.

22 Old Mill Road, Poughkeepsie

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