Poughkeepsie Homes with Private Parking features

Welcome to Poughkeepsie, a vibrant city nestled in the heart of Dutchess County, New York. Known for its rich history and stunning natural beauty, Poughkeepsie offers a unique blend of urban convenience and small-town charm. With the majestic Hudson River flowing alongside, residents enjoy breathtaking views and a plethora of outdoor activities, from hiking the scenic trails of the nearby Walkway Over the Hudson to enjoying a leisurely stroll in one of the city's many parks.

Poughkeepsie is not just a picturesque locale; it’s a thriving community with a diverse array of cultural attractions, including the renowned Bardavon 1869 Opera House and the historic Franklin D. Roosevelt Presidential Library and Museum. The city is also home to a vibrant dining scene, featuring everything from cozy cafes to upscale restaurants, ensuring there's something to satisfy every palate.

For those seeking a home in this delightful city, you’ll be pleased to discover that many properties come with the coveted feature of private parking. This is a significant advantage in urban living, providing you with peace of mind and convenience right at your doorstep. Whether you’re commuting to work or heading out for a weekend adventure, having a designated parking space alleviates the stress of city life.

Explore the charm of Poughkeepsie, where history meets modern living, and find your perfect home complete with the comfort of private parking. Experience all that this enchanting city has to offer!

Newest Poughkeepsie Homes with Private Parking features

$329,000

2 Beds ⋅ 1 Baths ⋅ 955108 MLS

Move right into this beautifully maintained 2-bedroom ranch with an office/third bedroom, ideally situated on nearly half an acre in the Hyde Park School District. Thoughtfully updated throughout, the home features brand-new windows, a roof that's just 4 years old, a boiler less than 10 years old, and an oil tank replaced approximately 5 years ago, offering added peace of mind. Inside, you'll find a bright, inviting living room with recessed lighting and new flooring that flows seamlessly into the dining area. The updated kitchen is equipped with modern cabinetry, stainless steel appliances, and plenty of storage, making it both functional and stylish. Two comfortable bedrooms, a separate office perfect for working from home or accommodating guests, and an updated full bath complete the main level. The full basement provides abundant storage. Outside, enjoy a spacious, level backyard ideal for entertaining, gardening, or simply relaxing. An attached one-car garage and private driveway complete the package. Conveniently located near shopping, restaurants, parks, schools, and the Taconic State Parkway, this move-in-ready home offers easy one-level living with valuable updates already in place.

22 W Marshall Drive, 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

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 1024356 MLS

To Be Built | Luxury Custom Home in Arbordale Welcome to Arbordale, one of the Town of Poughkeepsie’s most sought-after enclaves of custom-built homes, where timeless architecture meets modern luxury. This exceptional to-be-built residence offers an ideal blend of elegant design, thoughtful functionality, and high-end craftsmanship in a premier location with the convenience of town water. Designed for today’s lifestyle, the main level is highlighted by a stunning first-floor primary suite featuring a luxurious en suite bath and spacious walk-in closet, creating the perfect private retreat. At the heart of the home is a custom chef’s kitchen that flows seamlessly into the dramatic vaulted great room, anchored by a beautiful gas fireplace—an inviting space for everyday living and entertaining alike. The first floor also offers a formal dining room, a versatile bedroom or private study, and a convenient laundry room. Upstairs, you’ll find two generously sized bedrooms, a full bath, a dedicated study or home office, and a finished bonus room ideal for a gym, media room, playroom, or additional flex space to fit your lifestyle. The exterior showcases a sophisticated blend of elegant stucco and natural stone, creating timeless curb appeal, while the oversized two-car garage provides ample space for vehicles and storage. Perfectly situated just minutes from schools, the Taconic State Parkway, shopping, parks, and some of the Hudson Valley’s finest culinary destinations, this exceptional home combines luxury living with unmatched convenience. Now is the opportunity to personalize finishes and create the custom home you’ve always envisioned in one of the area’s most desirable neighborhoods. Luxury, quality, and location come together beautifully in Arbordale.

26 Gentry Bend, 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

$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

$454,930

5 Beds ⋅ 2 Baths ⋅ 1012357 MLS

Welcome to 361 Church Street, a prime investment opportunity in the heart of Poughkeepsie. This property offers the perfect blend of city living and long term value, located minutes to the Poughkeepsie Train station with direct service to New York city, close proximity to downtown restaurants, shops, schools, breweries, great night life and scenic Hudson River Views. this home offers all the perks of living in a revitalizing urban area. This home is great whether your looking for rental income or living your dream. This home presents a rare chance to invest in Poughkeepsie's expanding market. This home has potential for appreciation and strong returns. Oversized Front porch. Unit 1 offers 3 bedroom, galley kitchen, formal living room, full bath, high ceilings, beautiful wood floors, stained glass window, built-ins, very generous size rooms. The second unit offers 2 bedrooms includes a oversized primary bedroom with his and her closets, den/office, formal dining room, living room, full bath, galley kitchen, high ceilings, beautiful wood moldings includes private porch. Full walk up attic, Full dry basement. Seperate utilites and oil tanks, Updated roof and electric. Private fenced in backyard with lots of parking spaces. Come take a look at this fabulous home with tons of opportunities.. FULLY AVAILABLE BUYER FINANCING FELL THROUGH!!!

361 Church Street, Poughkeepsie

$549,000

4 Beds ⋅ 3 Baths ⋅ 1005766 MLS

Spackenkill Town of Poughkeepsie NY beautifully renovated 4BR/3BA home offering modern updates, quality finishes, and move-in ready convenience. Highly sought-after Spackenkill school district and community of well maintained homes. New driveway, new windows, new bathrooms, new lighting, fresh paint inside and out, and brand-new A/C. Freshly refinished natural oak hardwood flooring throughout, complemented by a cozy fireplace and abundant natural light. Brand new kitchen features stainless steel appliances, marble countertops, and ample cabinet space. The primary suite includes a private full bath. Double sliding closet doors all BRs. A clean dry basement with brand new windows provides flexible use space, laundry area, and additional storage. Outdoor features include expansive upper and lower decks, mature trees, and a spacious backyard with a peaceful, private setting perfect for gatherings and outdoor enjoyment. Property also includes owned security and Wi-Fi systems. Located close to parks, shopping centers, restaurants, entertainment, healthcare services, walking trails, and commuter routes including Route 9, Route 44, Route 55, and the Taconic State Parkway. New extra large roof gutters. Your choice of Private well or Town water.

31 Old Farms Road, 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

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 983257 MLS

**TO-BE-BUILT** Welcome to your dream home in the Town of Poughkeepsie, Spackenkill Schools. Situated in the highly sought after Cider Mill Development, one of the last existing building lots in Spackenkill, this TO-BE-BUILT modern farmhouse offers the perfect blend of timeless charm and today’s most desirable features, thoughtfully designed for both everyday living and effortless entertaining. Featuring almost 3,500 finished SQFT, this stunning home includes 4 bedrooms and 3.5 bathrooms with a bright, open layout throughout. From the moment you arrive, you’ll be drawn to the inviting rocking chair front porch. Step inside to find a sun-drenched interior highlighted by a vaulted great room with a cozy gas fireplace and seamless access to the backyard through sliding glass doors. The heart of the home is the gorgeous modern kitchen, complete with a large center island, spacious pantry, and dining area that flows beautifully into the main living space. Convenience meets luxury with a first-floor primary suite, offering a spacious bedroom, walk-in closet, and spa-like ensuite bath featuring a soaking tub. The laundry room is ideally located just off the primary suite, making everyday living effortless. A dedicated home office on the first floor provides the perfect work-from-home setup, while the attached two-car garage offers easy access for added convenience. Upstairs, you’ll find three additional generously sized bedrooms, each with its own walk-in closet, one princess suite bath, one dual entry bath and play room area This thoughtfully designed home combines modern elegance with farmhouse warmth in a prime location close to shopping, dining, and commuter routes. High efficient dual zoned forced air heat pumps ensuring comfort year round. Municipal water and sewer! **Photos shown are of a similar model built elsewhere with options**

26 Kimlin Court, 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

$5,250,000

976196 MLS

347 Main Street, Poughkeepsie is a multi-tenant office/medical asset on 1.17ac with leasing and development upside in a growing Central Business District. The subject property includes one of three federal bankruptcy courthouses in the Southern District of New York, guaranteed by the United States Government (S&P Credit Rating: AA+). The lease commenced in 2005 and was recently extended for an additional 10 years thru 2034. Though some of the 80+ surface lot parking spaces are dedicated to the court, a large majority of the lot could be developed into an apartment building or hotel with up to 6 stories over the parking lot.

347 Main Street, Poughkeepsie

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.