Some houses have a presence you feel immediately. This one has a little modern-day Brady Bunch energy, nostalgic in all the right ways, but sleeker, more sophisticated, and undeniably cool. Set in one of the established neighborhoods originally developed during Poughkeepsie’s IBM era, the custom brick exterior, strong architectural lines, vaulted interiors, and incredible backyard give this home a personality all its own.
Inside, the scale is immediately apparent. Three bedrooms, two living rooms, a dedicated office, and a finished lower level create a house with room to actually live. The open kitchen connects directly to the most dramatic room in the house, where vaulted, beamed ceilings rise above a generous living space centered around the fireplace. There is something wonderfully retro about the architecture here, but the feeling is anything but dated.
A second living room creates another completely distinct place to gather, while the private office overlooks the grounds and sits comfortably apart from the main living spaces. Two half baths on this level make the layout particularly practical when entertaining. Downstairs, the finished basement is currently used as a gym, adding even more usable space without asking the main floors to do everything.
Upstairs are three bedrooms and two full baths, including an oversized primary suite with its own private balcony overlooking the property. It’s a detail that feels wonderfully unexpected and entirely in keeping with the character of the house.
And then there is the backyard.
Private, mature, and designed for long Hudson Valley summers, the outdoor space centers around a heated inground pool with a new liner. Expansive decking wraps the entertaining areas, with much of it replaced in Ipe, a beautiful hardwood known for its exceptional durability. There is room to swim, lounge, eat outside, have a crowd over, or disappear with a book for the afternoon. Mature landscaping surrounds the property, supported by a full irrigation system, giving the entire backyard a sense of enclosure that is increasingly hard to find.
The current owners have also made meaningful investments in the house, including a brand-new roof, new heat pump, new pool liner, extensive Ipe decking, and a whole-house generator. An attached two-car garage provides additional storage and everyday practicality.
The sale also includes a separately deeded .44-acre parcel, adding another dimension to the property and an additional layer of privacy.
The location makes this an especially interesting Hudson Valley home base. The Culinary Institute of America, Vassar College, the Walkway Over the Hudson, and the Hudson River waterfront are all nearby, along with Poughkeepsie’s Metro-North and Amtrak station for an easy connection to New York City. Rhinebeck, New Paltz, and Beacon are all within easy reach.
PET FRIENDLY, HEAT/ HOT WATER Included … First floor apartment with 2 Bedrooms in a Brick two family house. Large BR w/Beautiful oak laminate floors lead to French doors that open to your living room, spacious Eat-in kitchen, front porch and basement access with fenced backyard. Not having to worry about expensive HEAT and Hot Water bills make this unit a tremendous value at this price ( $200 Mo. Savings !! ) Conveniently Located near Train. Marist and DCC. Tenant pays their Own Electric. Pets will be considered on an individual basis with small added rent if approved.
Charming 1-bedroom apartment for rent in Poughkeepsie, NY, conveniently located near shops and public transportation. Don’t miss out on this cozy living space!
This stunning four-bedroom home blends luxury, comfort, and thoughtful design. The first-floor master suite offers a private retreat, featuring generous space and a spa-like bath—perfect for convenient single-level living. At the heart of the home is an expansive, upscale kitchen with premium finishes, seamlessly flowing into a large great room ideal for both everyday living and entertaining. Floor-to-ceiling windows showcase breathtaking views, filling the space with natural light and creating a truly impressive backdrop. Upstairs, three additional bedrooms provide ample space for family or guests, including a private en suite that offers added comfort and privacy. A two-car garage completes the home, delivering both functionality and storage. With its elegant layout, scenic views, and refined details throughout, this home offers an exceptional living experience designed for modern lifestyles. This home is ready for move in – come visit Stratford Farms to see it and our other homes for sale, and take advantage of our low prices before they are gone
On this quiet street of well-maintained single-family homes, you will find this turn-key two-family residential opportunity that is quite rare in today’s market. From the rocking chair front porch that is perfect for relaxing in the evening, to the expansive side yard ideal for gardening, above ground pool or future creative uses (with municipal approval), and the two-car detached garage with the bonus shed well positioned for additional storage, car enthusiasts, or simply an added income potential, this opportunity offers more than meets the eyes. Before you go inside to explore, take a look at the hidden sitting area up the rear stairs where you can have some roasting marshmallows over a bonfire. It is neatly tucked away to inspire a bit of childhood wonder. You will enjoy peace of mind courtesy of a newly replaced roof along with recently updated on demand Navien heat/hot water system powered by natural gas paid by the landlord. It gets even better. Both units are producing income with great leasing tenants. A refreshed and updated interior is enhanced by luxury vinyl plank flooring, energy efficient windows, stainless steel appliances, and an abundance of natural light for easy and comfortable living. Sold as-is with CO in place. This opportunity is conveniently located within easy access to MTA Metro North, the Poughkeepsie Waterfront, public parks, Marist University, Culinary Institute of America, Dutchess Community Colleges, fine dining and entertainment. Schedule a private tour today. Advanced notice required. Thank you for your cooperation.
Welcome to this charming 3-bedroom, 1.5-bath single-family home located in the heart of Poughkeepsie in the beautiful Hudson Valley. Perfectly situated on a desirable corner lot, this home offers a spacious yard ideal for outdoor enjoyment, along with the added convenience of a 1-car garage and additional storage in a backyard shed.
Step inside to find an updated kitchen featuring modern finishes, perfect for cooking and entertaining. The home also boasts a formal dining room, creating a warm and inviting space for gatherings and everyday meals. On the main level, you’ll find a versatile bonus room that can easily be used as a home office, fitness area, or cozy den to suit your lifestyle needs.
Upstairs, three comfortable bedrooms provide ample living space, along with the added convenience of a laundry area located on the bedroom level—making daily routines easier than ever.
Located close to shopping, dining, parks, and major commuter routes, this home offers both comfort and convenience in a sought-after Hudson Valley location. Don’t miss the opportunity to make this well-appointed rental your next home!
Four Possible Five Bedroom Home For Sale On The Southside Of Poughkeepsie. This Tri-Level Colonial Offers Front And Back Staircases, Three Bathrooms, Formal Living And Dining Rooms , Entry Foyer And More. There Is Alot Space Here, Over 2400 Sq Ft, Presently, Home Is Occupied But Has The Possibility To Be Delivered Vacant If So Desired. . Photos Shown Were Taken When Home Was Vacant. This Is An As Is Sale With Bldg Delivered With Present CO On File. With At Least Prior’s Day Notice, Showings Are 9am to 5pm Monday through Friday; 9am to 3pm on Saturdays. NO Showings On Sundays.
Agents, Please See Other Remarks.
Welcome to 18 Harrison Street, a tastefully updated residence in the City of Poughkeepsie where classic character and modern improvements come together.
The covered front porch welcomes you into a home featuring beautiful woodwork and architectural details throughout, adding warmth and character while complementing the updates made throughout the property. Offering 3 bedrooms and 1.5 bathrooms, the home features a functional layout with well-defined living and dining spaces showcasing bay style windows. The eat-in kitchen provides convenient access to the washer and dryer, and powder room while the dedicated dining area offers additional space for enjoying meals and gatherings. Recent improvements include 200-amp electrical service, newer windows, a newer roof, an updated kitchen with premium range hood, stainless steel appliances and tastefully updated bathrooms. Original character is thoughtfully complemented by modern improvements, creating a home with distinctive architectural details and updated functionality. The property is conveniently located near major commuter routes, the Walkway Over the Hudson, local restaurants, shops, and local amenities.
18 Harrison Street combines classic architectural character with meaningful updates and convenient access to the Hudson Valley. Schedule your showing today.
“Don’t wait for the right opportunity, create it.”
Four Family Multi Unit Building For Sale Consisting Of (3) Two Bedroom Apartments And (1) Studio. Property Hosts A Total Of Six Bedrooms And Six Full Bathrooms With Each Apt Having Its Own Individual Level As Well As Separate Utilities. Added Bonus: Two Apartments Feature Two Full Bathrooms The Convenience Of Being Inner City With Amenities Such As On The Bus Routes, Close To Eateries/Restaurants/Delis, Hair & Nail Salons, Major Highways, Train Station, Riverfront, Educational Facilties, Hospitals And More Could Make This An Ideal Investment. This Is An As Is Sale. Agents, please see other remarks.
AMAZING OWNER OCCUPIER OPPORTUNITY! 300 Hooker Avenue in the Town of Poughkeepsie is a retail storefront/restaurant building located near Vassar College that has been gutted and partially updated for the new owners to put their finishing touches on. The site features municipal water, sewer, natural gas and heavy power, given its past life as a successful pizzeria for many years! Several pieces of restaurant equipment could also be available for purchase, including a pizza oven, commercial hood, lowboy coolers, and storage racks (everything you see in pictures). SELLER FINANCING AVAILABLE!
Immediately available updated first-floor two-bedroom apartment located on the desirable south side of the City of Poughkeepsie area . The thoughtfully designed floor plan includes a spacious living room, an eat-in kitchen, two bedrooms, and a beautiful full bathroom. The beautifully renovated kitchen features gas range, quartz countertops, recessed lighting and stainless-steel appliances. The stylish bathroom offers an oversized tiled shower and the convenience of an in-unit laundry area. New flooring and fresh paint throughout create a bright, modern living space. Enjoy access to a large backyard through a brand-new driveway. The yard is perfect for relaxing and enjoying the outdoors. Conveniently located just minutes from local colleges, Vassar Brothers Hospital, the Poughkeepsie Metro-North train station and Route 9, shopping, dining, and other area attractions. No pets and no smoking permitted. Heat is included in the rent.
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.
For Lease | 37 Academy Street | Downtown Poughkeepsie
1,400 SF Professional Office Space
Starting at $3,000/Month
Position your business in one of Downtown Poughkeepsie’s fastest-growing commercial corridors. This 1,400-square-foot street-level office space offers high ceilings, expansive storefront windows, abundant natural light, and an open floor plan ready to be finished to your specifications.
Located within The Academy mixed-use development, this space is surrounded by thriving restaurants, residential developments, offices, and entertainment venues, creating a vibrant environment for businesses looking to establish a presence in downtown Poughkeepsie.
Property Highlights
1,400 SF street-level commercial space
Starting at $3,000/month
Open floor plan
High ceilings
Floor-to-ceiling storefront windows
Excellent natural light
Immediate availability
Prime Downtown Location
Just steps from:
The Academy Food Hall & Event Space
Hudson & Packard
Good Night Kenny
Market Street dining, retail, and entertainment
Metro-North Poughkeepsie Station
Walkway Over the Hudson and the waterfront
Outstanding Visibility
Benefit from strong daily traffic counts along two of Downtown Poughkeepsie’s busiest corridors:
Church Street: Approximately 15,000–20,000 vehicles per day
Academy Street: Approximately 3,500–6,000 vehicles per day (AADT)
With continued investment and redevelopment throughout downtown, this location provides outstanding visibility and convenient access for clients, employees, and visitors.
Ideal For
Law Firms
Accounting & Tax Professionals
Financial Advisors
Insurance Agencies
Medical & Healthcare Offices
Real Estate Firms
Architects & Engineers
Consulting Firms
Technology Companies
Nonprofit Organizations
Professional Service Businesses
Whether you’re expanding your practice or opening a new office, 37 Academy Street offers a rare opportunity to establish your business in one of the Hudson Valley’s most active and growing downtown districts.
Available Now
1,400 SF | Starting at $3,000/Month
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.
Could your business use more exposure, private parking, and strong signage potential? This 1st-floor professional, retail, or service-use space sits directly across from the Poughkeepsie Metro-North Station and near the Route 9 South ramp, giving your business excellent visibility in a busy downtown location.
Rare downtown advantage: approx. 10 on-site parking spaces for Unit 1. This is a major benefit for clients, staff, and visitors.
Approx. 1,300 usable SF on the 1st floor of a renovated professional building. Layout includes a reception/waiting area, private rooms/offices, sinks in most rooms, private restroom, and good natural light. Ideal for professional office, wellness, salon/spa, nail spa, therapy, studio, retail, or similar service use.
Signage may be possible with landlord and City approval. Rent: $3,000/month NNN. Separate electric meter. Vacant and available now.



