Poughkeepsie City Homes with Private Parking features

Poughkeepsie City Homes with Private Parking features

Welcome to Poughkeepsie City, a vibrant community nestled in the heart of Dutchess County, New York. Known for its rich history and picturesque landscapes, Poughkeepsie offers a unique blend of urban convenience and suburban charm. One of the standout features of this area is its exceptional school district, providing a nurturing environment for students to thrive. The Poughkeepsie City School District is dedicated to fostering academic excellence and personal growth, with a wide range of educational programs and extracurricular activities that cater to diverse interests and talents. Families can take comfort in knowing their children will receive a quality education in a supportive community.

In addition to its educational offerings, Poughkeepsie boasts a variety of homes that cater to modern living. If you're looking for a property that provides the convenience of private parking, you're in luck! Many homes in this area come equipped with private parking spaces, ensuring that you have a secure and accessible place for your vehicles. This feature is particularly appealing in urban settings, where street parking can often be a challenge.

Whether you're a first-time homebuyer or looking to upgrade your living situation, Poughkeepsie City offers a diverse selection of homes that meet your needs. With its excellent school district and the added convenience of private parking, Poughkeepsie is not just a place to live—it's a place to thrive. Discover your dream home in this charming city today!

Newest Poughkeepsie City Homes with Private Parking features

$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

$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

$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

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