Multi Family homes for sale & real estate in Dutchess County, NY

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ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Charming 1800s Stone Colonial – Two-Family Residence in Poughkeepsie, Dutchess County. Discover a rare opportunity to own a beautifully maintained Stone Colonial built in the 1800s, offering timeless character paired with modern conveniences. This versatile two-family residence sits on a lovely yard and includes a detached 3-car garage, perfect for added storage or potential hobby space. Each apartment enjoys its own private outdoor area, ideal for relaxing or entertaining. First Floor Apartment: This spacious unit features 2 bedrooms and 1 bathroom, a large living room, and an eat-in kitchen. A new washer/dryer adds everyday convenience. Currently occupied with tenants under lease un

$429,000

3 beds2 baths2,322 sq ft

23 Musselman Dr, Poughkeepsie, NY 12601

0.7 acre lot • 3 garage spots • Built 1870

Listing by Exit Realty Connections

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Now is the time to own a very well maintained 2-family home. The first floor apartment offers a living room, dining room, 3 bedrooms, full bath & updated kitchen w/ a loft area. The second floor offers a living room, eat in kitchen, 3 bedrooms. Updates include roof (<4 yrs old), electric wall heaters, kitchens & baths, insulated basement & vinyl siding (level 1). The driveway allows for 4 car-parking and the level yard is great for gardening, outdoor enjoyment plus a shed to store bikes & outdoor furniture. All units responsible for their own water, sewer & electric. Enjoy everything the Hudson Valley has to offer; only a block away from The Walkway over t

$475,000

6 beds2 baths2,034 sq ft

26 Taylor Ave, Poughkeepsie, NY 12601

9,148 sq ft lot • 4 parking spots • Built 1900

Listing by Century 21 Alliance Rlty Group

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Excellent 3 family investment opportunity with 4 family option in progress . This well maintained house offers 1- 3 bedroom apartment and 2- 2 bedroom apartments. Current CO in place along with updates that include high efficiency natural gas boilers, water heaters , electric service, fireproof entry doors and gutters . Private driveway leads to a large parking area at the rear of the house with an oversized detached garage that is perfect for an owner or additional income. Located across from the Walkway over the Hudson State Historic Park and minutes to the Metro North train station , Marist College , CIA , Vassar Brothers Medical Center, Mid Hudson Regional Hospital , IBM, Vassar College

$685,000

7 beds3 baths2,520 sq ft

12 Parker Ave, Poughkeepsie, NY 12601

Private driveway • Large parking area • 5,227 sq ft lot

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Fantastic 3-Family Opportunity in Holmes, NY! Discover the potential in this unique multifamily property, featuring a single-family home plus an additional 2-family house on one parcel. Whether you're a homeowner looking for a fixer-upper with rental income potential or an investor seeking a high-demand rental property, this is the one you’ve been waiting for. Both homes need repairs and updating, but the property is aggressively priced for a quick sale. Live in one unit and let the other two generate income, or renovate and rent all three for stronger cash flow. The possibilities are endless for the savvy buyer. Opportunities like this don’t last—priced to sell! Schedule

$299,900

5 beds4 baths— sq ft

6 Laurel Dr, Holmes, NY 12531

2 family house • Multifamily property • Single family home

Listing by AI Realty Brokerage LLC

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
CHARMING LEGAL THREE-FAMILY IN PRIME BEACON LOCATION. A unique investment opportunity or owner-occupied property in Beacon. This beautifully renovated legal three-family home offers flexibility, live in one unit and rent out the other two, or lease all three to maximize your return on investment. Each apartment features separate utilities, a dream setup for any buyer seeking a truly turnkey rental property. All apartments are currently leased (the largest apartment is month-to-month), generating a strong gross income of over $69,500 annually. Recent upgrades include a 30 year roof, new siding, gutters, doors, porch, windows plus new insulation and sheetrock throughout. Two apartments includ

$725,000

3 beds3 baths1,630 sq ft

95 Washington Ave, Beacon, NY 12508

Separate utilities • New siding • 30 year roof

Listing by Houlihan Lawrence Inc.

Property at 37 S Bridge St, Poughkeepsie, NY 12601, 3 beds, 3 baths

$595,000

3 beds3 baths2,880 sq ft

37 S Bridge St, Poughkeepsie, NY 12601

Listing by KW MidHudson

Property at 126-128 Washington Ave, Beacon, NY 12508, 6 beds, 3 baths

$630,000

6 beds3 baths2,240 sq ft

126-128 Washington Ave, Beacon, NY 12508

Listing by Howard Hanna Rand Realty

Property at 33 Virginia Ave, Poughkeepsie, NY 12601, 4 beds, 4 baths

$620,000

4 beds4 baths5,055 sq ft

33 Virginia Ave, Poughkeepsie, NY 12601

Listing by Joseph Baratta Company Realty

Property at 32 Old Glenham Rd, Beacon, NY 12508, 5 beds, 3 baths

$935,000

5 beds3 baths5,002 sq ft

32 Old Glenham Rd, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 108 Winnikee Ave, Poughkeepsie, NY 12601, 9 beds, 3 baths

$600,000

9 beds3 baths4,188 sq ft

108 Winnikee Ave, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

Property at 19 Grove St, Beacon, NY 12508, 4 beds, 2 baths

$639,000

4 beds2 baths1,894 sq ft

19 Grove St, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 214 Church St, Poughkeepsie, NY 12601, 4 beds, 3 baths

$399,900

4 beds3 baths2,000 sq ft

214 Church St, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

Property at 4335 Albany Post Rd, Hyde Park, NY 12538, 4 beds, 2 baths

$210,000

4 beds2 baths1,955 sq ft

4335 Albany Post Rd, Hyde Park, NY 12538

Listing by Grist Mill Real Estate

Property at 245 Hicks Hill Rd, Stanfordville, NY 12581, 2 beds

$225,000

2 beds— baths3,444 sq ft

245 Hicks Hill Rd, Stanfordville, NY 12581

Listing by River Realty Services, Inc.

Property at 2574-2576 South Ave, Wappingers Falls, NY 12590, 6 beds, 3 baths

$560,000

6 beds3 baths3,473 sq ft

2574-2576 South Ave, Wappingers Falls, NY 12590

Listing by RE/MAX Town & Country

Property at 6099 Route 82, Stanfordville, NY 12581, 3 beds, 2 baths

$299,900

3 beds2 baths3,841 sq ft

6099 Route 82, Stanfordville, NY 12581

Listing by Mondello Upstate Properties

Property at 60 Lent St, Poughkeepsie, NY 12601, 5 beds, 3 baths

$350,000

5 beds3 baths— sq ft

60 Lent St, Poughkeepsie, NY 12601

Listing by Exit Realty Connections

Property at 50 Parker Ave, Poughkeepsie, NY 12601, 9 beds, 3 baths

$599,000

9 beds3 baths3,900 sq ft

50 Parker Ave, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 2578 South Ave Unit South, Wappingers Falls, NY 12590, 6 beds, 3 baths

$540,000

6 beds3 baths2,994 sq ft

2578 South Ave Unit South, Wappingers Falls, NY 12590

Listing by RE/MAX Town & Country

Property at 52 Parker Ave, Poughkeepsie, NY 12601, 9 beds, 3 baths

$599,000

9 beds3 baths3,900 sq ft

52 Parker Ave, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 322 Old Route 22, Pawling, NY 12564, 4 beds, 2 baths

$619,000

4 beds2 baths1,950 sq ft

322 Old Route 22, Pawling, NY 12564

Listing by BHHS Hudson Valley Properties

Property at 31 Old Route 22, Wassaic, NY 12592, 4 beds

$229,000

4 beds— baths— sq ft

31 Old Route 22, Wassaic, NY 12592

Listing by Compass Greater NY, LLC

Property at 61 Delafield St, Poughkeepsie, NY 12601, 4 beds, 2 baths

$349,900

4 beds2 baths2,659 sq ft

61 Delafield St, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Realty Grp

Property at 2748 W Main St, Wappingers Falls, NY 12590, 6 beds, 4 baths

$689,000

6 beds4 baths3,983 sq ft

2748 W Main St, Wappingers Falls, NY 12590

Listing by Houlihan Lawrence Inc.

Property at 11 Franklin St, Poughkeepsie, NY 12601, 8 beds, 4 baths

$690,000

8 beds4 baths5,520 sq ft

11 Franklin St, Poughkeepsie, NY 12601

Listing by RE/MAX Town & Country

Property at 2647 E Main St, Wappingers Falls, NY 12590, 4 beds, 3 baths

$550,000

4 beds3 baths2,700 sq ft

2647 E Main St, Wappingers Falls, NY 12590

Listing by Keller Williams Realty Partner

Property at 324-326 Church St, Poughkeepsie, NY 12601, 6 beds, 2 baths

$469,000

6 beds2 baths2,708 sq ft

324-326 Church St, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 93 Delafield St, Poughkeepsie, NY 12601, 4 beds, 2 baths

$370,000

4 beds2 baths2,750 sq ft

93 Delafield St, Poughkeepsie, NY 12601

Listing by HomeSmart Homes & Estates

Property at 18 S Clinton St, Poughkeepsie, NY 12601, 7 beds, 3 baths

$600,000

7 beds3 baths2,844 sq ft

18 S Clinton St, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 32 Balding Ave, Poughkeepsie, NY 12601, 4 beds, 2 baths

$410,000

4 beds2 baths2,452 sq ft

32 Balding Ave, Poughkeepsie, NY 12601

Listing by Keller Williams Hudson Valley

Property at 553 Hosner Mountain Rd, Stormville, NY 12582, 3 beds, 2 baths

$875,000

3 beds2 baths6,468 sq ft

553 Hosner Mountain Rd, Stormville, NY 12582

Listing by KW MidHudson

Property at 175 Washington St, Poughkeepsie, NY 12601, 8 beds, 2 baths

$450,000

8 beds2 baths2,460 sq ft

175 Washington St, Poughkeepsie, NY 12601

Listing by KW MidHudson

Property at 25 On The Grn, Verbank, NY 12585, 2 beds

$485,000

2 beds— baths— sq ft

25 On The Grn, Verbank, NY 12585

Listing by Houlihan Lawrence Inc.

Property at 228 Mansion St, Poughkeepsie, NY 12601, 4 beds, 2 baths

$465,000

4 beds2 baths2,200 sq ft

228 Mansion St, Poughkeepsie, NY 12601

Listing by Four Seasons Sothebys Intl

Property at 3406 Route 82, Verbank, NY 12585, 2 beds

$445,000

2 beds— baths— sq ft

3406 Route 82, Verbank, NY 12585

Listing by Houlihan Lawrence Inc.

Property at 750 Route 292, Holmes, NY 12531, 11 beds, 8 baths

$1,400,000

11 beds8 baths— sq ft

750 Route 292, Holmes, NY 12531

Listing by BHHS Hudson Valley Properties

Property at 83-85 Old Post Rd, Staatsburg, NY 12580, 5 beds, 4 baths

$650,000

5 beds4 baths3,384 sq ft

83-85 Old Post Rd, Staatsburg, NY 12580

Listing by Serhant LLC

Property at 12 S Parsonage St, Rhinebeck, NY 12572, 5 beds, 4 baths

$730,000

5 beds4 baths3,444 sq ft

12 S Parsonage St, Rhinebeck, NY 12572

Listing by Century 21 Alliance Realty Grp

Property at 13 Hooker Ave, Poughkeepsie, NY 12601, 2 beds, 2 baths

$309,000

2 beds2 baths— sq ft

13 Hooker Ave, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 21 Lent St, Poughkeepsie, NY 12601, 4 beds, 2 baths

$459,000

4 beds2 baths— sq ft

21 Lent St, Poughkeepsie, NY 12601

Listing by Clarke Realty & Associates LLC

Property at 28 On The Grn, Verbank, NY 12585, 5 beds

$625,000

5 beds— baths— sq ft

28 On The Grn, Verbank, NY 12585

Listing by Houlihan Lawrence Inc.

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Based on information submitted to the MLS GRID as of Fri Dec 05 2025. 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.

Multi Family Homes for Sale in Dutchess County

There are currently 55 multi family homes for sale in Dutchess County at a median listing price of $480K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dutchess County stay on the market for 70 days. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 195 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 98 condos, 1 townhouse, and 63 multi-family units for sale in Dutchess County last month. Find your dream home in Dutchess County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dutchess County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dutchess County. If you're looking to sell your home in the Dutchess County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dutchess County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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