5-Bedroom Homes for Sale in Poughkeepsie, NY

This spacious 5-bedroom, 2.5-bath home is a must-see! This classic colonial home offers loads of original charm and character, with spacious rooms and a open, inviting floor plan. The 1st floor features a welcoming foyer, eat-in kitchen, formal dining room, living room, study, and a half bath. Upstairs, you'll find 5 bedrooms, including a large primary with a full bath and balcony, and an

Matthew Cave Hudson Property Services, LLC

Welcome to this beautifully renovated 3,400 sq. ft. Colonial home in the highly sought-after Spackenkill School District. Offering 5 bedrooms that live like 7 and 3.5 bathrooms, this spacious residence blends timeless charm with modern updates, making it perfect for today’s lifestyle. Step inside to find an open-concept living and dining area that flows seamlessly into a chef’s kitchen, with a

Maria Vele Keller Williams Realty Partner

Historic Elegance in the Heart of PoughkeepsieStep back in time while enjoying generous modern living in thisremarkable 1880 single-family home, nestled within the PoughkeepsieHistoric District. Offering an impressive 3,640 sq/ft of living space, thisstately residence features 5 spacious bedrooms and 3 full bathrooms,ideal for both comfortable family living and elegant

Randy Florke Rural Connection Inc.

A rare investment opportunity in the heart of the Spackenkill School District. This expansive property offers over 4,000 total square feet, including a legal accessory apartment, making it a true income-generating home with pro forma rental potential of $5,000+ per month. Perfect for investors or owner-occupants looking to offset expenses with strong rental income.The centerpiece of the home

DAVID DEBERARDINIS Serhant LLC

Welcome home! Spacious and inviting, this 6 bedroom Colonial offers plenty of room for the whole family. Featuring 1.5 baths with potential to expand to a second full bath, this well-maintained home boasts hardwood floors, large rooms, central air, and a versatile bonus room on the main level. A two-car garage and large screened-in porch add to the appeal, along with a beautiful level backyard

Candice Ryu BHHS Hudson Valley Properties

Welcome to 1 Miron Drive, the kind of home that redefines convenience and comfort in the vibrant heart of Poughkeepsie’s Spackenkill School District.This spacious 5-bedroom, 2.5-bath residence spans approximately 2,688 square feet, offering a layout that’s both thoughtful and effortlessly livable. Forget the usual imbalance of crowding bedrooms and cramped spaces—here, four out of five

Alex Mashkin Keller Williams Realty Partner

This 6 Bedroom Town of Poughkeepsie Cape Cod Style home close to shopping, Routes 44 and 55 set on 1+ acre. Plenty of bedrooms, indoor living space and outdoor living space. The "L" shaped lot features an entry and exit on both Taft Avenue and Friendly Lane.

Philip Messina BHHS Hudson Valley Properties

Investors' Special! Come to this 2 family house and enjoy the benefits of your real estate investing. Full unfinished walk out basement and a full walk-up attic; Off street parking for 3-4 cars; Close to the Walkway over the Hudson, shops, public transportation, metro trains, schools, and hospitals. Present your offers today.

Neeta Gupta Fathom Realty NY LLC

Attention Investors: Live in one and rent the other two units. This 3 family home offers a great investment opportunity. Good sized 6 bedroom but can be used extra space as bedrooms, so 8 bedrooms units, 3 baths, (3-4 bedrooms and 1 bath in first floor; 2-3 bedrooms and 1 bath in second floor; another 2 bedrooms and 1 bath unit and a walk out basement which serves as a great storage place. Its

Neeta Gupta Fathom Realty NY LLC

What was once a modest sized ranch has been transformed into 2140 square feet of versatile living space offering five bedrooms; three of which would make great primary bedrooms. Beautiful hardwood floors welcome you into the home. The living room is flooded with natural light streaming in through the west-facing picture window. Enjoy afternoon sun and lovely sunsets. In the colder weather,

Lori Rheingold

Nestled on a quiet street in the desirable Arlington School District, this charming 5-bedroom, 2-bathroom Cape Cod offers over 2,200 square feet of thoughtfully designed living space. With classic curb appeal and modern updates throughout, this home perfectly blends character and convenience. Step inside to discover an updated kitchen featuring stylish cabinetry and ample counter space—ideal for

GERARD SMITH Serhant LLC

Welcome to 13 Grand Street, a prime investment opportunity in the heart of Poughkeepsie. This property offers the perfect blend of city living and long-term value, located just minutes from the Poughkeepsie Train Station with direct service to New York City. Positioned in a growing neighborhood, this property benefits from close proximity to downtown restaurants, shops, schools, and the scenic

Justin Phillips United RE Hudson Valley Edge

A/O 08/26/2025. Show only for backup! Welcome to 20 McIntosh Drive! Centrally located and convenient to everything, this oversized split level home is ready for its' next chapter. Set on a knoll with .58 acres, it commands attention. As you walk into this happy house, you will be enveloped in light. The Living spaces are spacious and bright, with great flow for entertaining and gathering.

Hilary Van Norstrand BHHS Hudson Valley Properties

Welcome to 77 Academy Street, a stately brick three-unit building located in Poughkeepsie’s historic Academy Street District. This beautifully maintained property features two spacious 3-bedroom apartments and one 2-bedroom unit, each offering a blend of classic charm and modern updates including hardwood floors, decorative fireplaces, and renovated kitchens. Just over a mile from the

Hamar Clarke Clarke Realty & Associates LLC

Welcome to 788 Dutchess Turnpike – a high-visibility property located in the heart of Poughkeepsie with 200 feet of road frontage in a bustling commercial and residential corridor. This versatile property offers outstanding potential for investors and entrepreneurs looking to possibly live and work in one central location. This converted residence is now a Commercial building with town permission

Ann Scarano Realty Center Hudson Valley

Duplex in the heart of Poughkeepsie on a quiet street. Unit 1 renovated in 2018 with stainless steel appliances. Unit 2 is newly renovated with new kitchen cabinets, quartz countertops, new bathroom, vynl flooring and carpet in the bedrooms. Property line goes down the middle of the shared driveway. The backyard could be used as private parking if needed. Unit 1 has direct access to backyard but

Maritza Soto eXp Realty

Hilltop Retreat, built in the Millenium Mansion style, provides an incomparable experience of country living. This gracious residence is approached via a meandering driveway past stone walls and a pond and is secluded within 66 acres of curated lawns w/ majestic trees, a shimmering pond, old growth forest, and year-round Catskill mountain views. Casually formal, w/over 7,000sqft of living space

Eliane Abramoff Four Seasons Sothebys Intl

Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

Jillian Pajer Douglas Elliman Real Estate

Three family home located on a quiet street in the desirable South Side of Poughkeepsie. This home is in good condition and has been nicely maintained throughout the years. Improvements include replacement windows, exterior & interior painting, and new floors in some rooms. Gas boilers, municipal water and sewer. The heating systems and electric meters are fully separated for each unit so the

Mark Snyder eXp Realty

PRIME 2-FAMILY INVESTMENT offers a Epic Opportunity for passive income or leverage into commercial. This 2-Family investment opportunity is sited on a huge double lot just shy of a quarter of an acre on the south side of Poughkeepsie. Perfect for the Owner Investor who lives in one unit while the rental income pays your mortgage. Unique property features that add value include private off street

Latanya Frazier Oxford Property Group USA

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 light ideally located within walking distance to schools, parks, and convenient shopping

Jennifer Martini K. Fortuna Realty, Inc.

Great find! Three family fully rented. Located on the Southside of Poughkeepsie. The set up is 2 Bedrooms and 1 bath on each floor. All apartments have gas stoves and refrigerators; Flooring is mixed with some hardwood and laminate. There is only 1 heating system and 1 electric meter. All apartments have baseboard /radiator hot water heat. Separation can be done with 2 apartments by adding the

Michelle Ayala BHHS Hudson Valley Properties

Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

Jillian Pajer Douglas Elliman Real Estate

Rare opportunity to acquire this legal rooming house on the City of Poughkeepsie's desirable south side. Featuring seven rooms, shared kitchen & three full bathrooms. Natural gas for heating, hot water & cooking. Unfinished basement & walkup attic for abundant storage. Large covered front porch & huge backyard for outdoor enjoyment. Centrally located just minutes from hospitals, colleges, bus

Dan Axtmann BHHS Hudson Valley Properties

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

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

New construction Colonial in the city of Lagrange, and the Arlington School District and close proximity to NYC. This contemporary/Colonial home has charm and elegance, with open concept floorplan. Gourmet kitchen with quartz countertops and ample cabinets space and pantry a chef's dream is just one the many upgrades in this home. Enjoy a bright and sunlit living room, plus the vaulted ceilings

Joseph Brown RE/MAX Real Property Group

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

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

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

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

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

Tastefully updated and well maintained City of Poughkeepsie three family. Featuring two 3 bedroom units and unique 1 bedroom unit w/cathedral ceiling & loft. Apartments featuring recent interior updates plus updated mechanicals including three newer gas boiler & three newer electric water heaters. Separate utilities, off street parking and spacious backyard. Central location with easy access to

Dan Axtmann BHHS Hudson Valley Properties

Welcome to this charming and well-maintained two-family home that perfectly blends comfort, style, and investment potential. Featuring two separate units, each with 3 bedrooms and 1 full bathroom, this property offers incredible space and versatility, ideal for investors, multi-generational living, or anyone looking to live in one unit while generating rental income from the other.Step into

Kerri Stretch Howard Hanna Rand Realty