5-Bedroom Homes for Sale in Poughkeepsie, NY

Excellent investment opportunity in the City of Poughkeepsie! This legal 2-family offers a spacious 3-bedroom, 1 bath unit upstairs and a 2-bedroom, 1-bath unit on the main level. Both units are separately metered and currently leased, providing immediate income with value-add potential through future updates. Tenants pay their own utilities. Recent updates include a new roof just one year ago!

Michael Cahill HomeSmart Homes & Estates

Marvelous Victorian home on one of Poughkeepsie's finest streets. Both "back in the day" and "up to the minute" today, this location is prime; an historic district of quiet, tree lined streets with many fine homes in the neighborhood, and well located for easy access to all amenities in the city, including restaurants, train and the Hudson riverfront. The stylish, generously sized home retains

Eric Rosenfeld William Raveis-New York LLC

3-unit triplex, Southside Poughkeepsie location! Separate utilities except for electric. 2 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 2 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station, restaurants and schools. Contact for

Gregory Pikor Inspire Realty

Welcome to 10 Lexington Ave, a fantastic two-family home situated on a quiet one-way street in the heart of Poughkeepsie! This versatile property features a spacious 5-bedroom, 2-bath unit and a comfortable renovated 2-bedroom, 1-bath unit, making it an excellent opportunity for investors or owner-occupants looking for additional rental income. Convenience is key—this home is located directly

Jose Cruz Douglas Elliman Real Estate

Impeccably maintained and tastefully updated City of Poughkeepsie two family with separate utilities. Comprised of two spacious 3 bedroom units, this brick charmer will surely impress. Loaded with character and period finishes such as hardwood floors, original doors & trim, plus incorporating updates to kitchens, bathrooms and mechanicals. Enjoy the conveniences of municipal water/sewer plus

Dan Axtmann BHHS Hudson Valley Properties

Calling all investors If you are looking to live in one apartment and rent out the other two apartments ~OR~ rent all three appartments out. This home may be for you. This multi-family has three identical units, each unit is 960sf with two spacious bedrooms, PLUS a large bright office/den with a closet, one bathroom, a large bright open living room with lots of front windows to allow the natural

Ann Scarano Realty Center Hudson Valley

Welcome to 12 Noxon St Poughkeepsie! 1870 Colonial Style Brick Triplex located on a quiet street and corner lot. Building was gutted and completely renovated from roof down in 2009...including roof, gutters, vinyl windows, electric, plumbing and utilities. Building features two 3 bedroom units, one 2 bedroom unit, finished basement storage/office space and separate utility room. Unfinished

Kimberly Cannizzaro Century 21 Alliance Rlty Group

Check out this beautifully crafted home with well-appointed interior finishes offering 5 Bedrooms and 3.5 full Baths. The oversized kitchen island is the perfect centerpiece for entertaining. Just off the kitchen and perfect for those large gatherings is the great room, its massive size offers the perfect setting for relaxation with its cozy linear fireplace and ample natural light and vaulted

Alicia Goldman Christie's Int. Real Estate

Turnkey three-family investment opportunity in the heart of the City of Poughkeepsie! Each unit features three bedrooms and one bathroom, all currently rented with consistent cash flow and a solid NOI of $61,309—with room for upside, as insurance costs can be optimized. The property has been thoughtfully updated: Unit 1 was fully renovated in April 2025 with a brand-new range and fridge; Unit 2

Savannah Miceli Century 21 Alliance Rlty Group

Unlock the potential in this classic two-family home located in the heart of this Arlington neighborhood , just a short walk to shops, restaurants, and Vassar College. Featuring two spacious units, each offering 3 bedrooms, 1 bathroom and separate utilities, this property is perfect for investors, renovators, or owner-occupants looking to customize their space. The first-floor unit offers

Lyra Blumenthal RE/MAX Benchmark Realty Group

Fully rented 3-unit triplex, Southside Poughkeepsie location! Newer Roof. Unit #3 recently renovated. Unit #1... 3 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 1 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station, restaurants

Gregory Pikor Inspire Realty

3-unit triplex, Southside Poughkeepsie location! Separate utilities. Unit #1 and Unit#2 recently renovated. Unit #1... 2 bedroom, 1 bath. Unit #2... 1 bedroom, 1 bath. Unit #3... 4 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station,

Gregory Pikor Inspire Realty

Spacious Backyard and views come with this beautifully crafted home with well-appointed interior finishes offering 5 Bedrooms and 3.5 full Baths. The oversized kitchen island is the perfect centerpiece for entertaining. Just off the kitchen and perfect for those large gatherings is the great room, its massive size offers the perfect setting for relaxation with its cozy linear fireplace and ample

Alicia Goldman Christie's Int. Real Estate

PERFECT CHOICE FOR OWNER OR INVESTOR! GROUND FLOOR APARTMENT IS VACANT, MOVE IN AND COLLECT THE RENT ON THE UPSTAIRS LEASED UNIT.BOTH UNITS FEATURE 3 NICE SIZE BEDROOMS, AN EAT IN KITCHEN, LIVING ROOM AND FULL BATH. SECOND STAIRCASE IN THE BACK GIVES DIRECT ACCESS TO A FENCED IN BACKYARD. AMPLE PARKING IN THE DRIVEWAY PLUS ONE CAR GARAGE. HOUSE HAS FULL WALK-OUT BASEMENT AND A WALK-UP ATTIC.

Hana Kogan Mark One Real Estate

High-Yield 3-Unit Investment Property Near Vassar Brothers Medical Center. *1031 Exchange Buyers - ask about our 13 Door Package deal with this property. Investors, take advantage of this prime multi-family opportunity at 58 Lincoln Avenue, Poughkeepsie, NY 12601. This fully occupied 3-unit property features three spacious 3-bedroom apartments, currently generating $57,000 in gross annual

Curtis Darragh Legacy Land & Homes LLC

BEAUTIFUL, HISTORIC POUGHKEEPSIE BUILDING CURRENTLY BEING UTILIZED AS AN SRO PROVIDING UNIQUE OPPORTUNITY FOR FUTURE INVESTMENT ENHANCEMENT.A rare opportunity to own a SRO in downtown Poughkeepsie, offering 9 units, including 9 bedrooms, 7 full bathrooms, and 2 half bathrooms. The property features a large shared kitchen, formal dining and living rooms, and a management office. Recent

Sammy Vivace The Select Team, LLC

This Circa 1900 Grand Lady, Original Schwartz Brothers Mansion is the epitome of historical and architectural detail. Majestically set on a stately corner lot in the heart of the prime south side Historic District, featuring historical street markers and boasting notable mentions on the Walkway Over The Hudson as well as the Poughkeepsie Library. This fabulous investor opportunity or

Susan Todd BHHS Hudson Valley Properties

Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this charming two-family Colonial, ideally located in the heart of Poughkeepsie. Each unit boasts a spacious floor plan featuring 3 comfortable bedrooms, a bright and airy living room, a well-appointed eat-in kitchen, and a full bath. The property has undergone recent renovations, including the entire first-floor

Barry Malawer Coldwell Banker Realty

Discover the perfect investment opportunity in the heart of Poughkeepsie’s vibrant south side! This recently renovated 3-unit apartment building offers a turnkey experience for both tenants and investors. Each unit is designed for comfort and functionality, featuring contemporary finishes and ample natural light. Ideally located within walking distance to schools, parks, and convenient shopping

Kali Markowski K. Fortuna Realty, Inc.

Centrally located City of Poughkeepsie multi-family featuring two spacious 3 bedroom units. Second floor unit includes renovated kitchen & bathroom, new flooring throughout & new furnace. Separate utilities w/gas furnaces & electric water heaters. Front porches and fenced backyard for outdoor enjoyment. Located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront

Dan Axtmann BHHS Hudson Valley Properties

328 Church St, a fantastic 2-unit property nestled in the heart of the rapidly growing city of Poughkeepsie. This versatile property offers endless potential for investors or owner-occupants seeking to capitalize on the city's booming market. The first unit features a spacious 3-bedroom, 1-bathroom layout, perfect for families or roommates, while the second unit offers a comfortable 2-bedroom,

Jose Cruz Douglas Elliman Real Estate

Nestled in a serene rural neighborhood, this charming property offers the best of country living. The main home exudes warmth and character, featuring a brand new hot air, oil burning furnace, 3 bedrooms, kitchen, dining room, and full bath. Additionally, the cottage on the parcel provides a versatile space for guests, extended family, or rental income. Enjoy tranquil mornings and picturesque

Alan Arnfield Century 21 Alliance Rlty Group