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:
Four-Unit Apartment Property | Millerton, NY Unique investment opportunity in the heart of Millerton. This four-unit apartment property features three units in a two-story row-style building plus a separate two-story home, all situated on a single parcel. Each apartment offers two bedrooms located on the second level with stair access. The three row-style units feature open-concept first floors with well-appointed kitchens, stainless steel appliances, full bathrooms on the main level, and the convenience of in-unit washers and dryers. Each unit also includes a small private outdoor area, ideal for grilling or pets. These units have been recently renovated with new flooring, tile, fixtures,

$758,000

8 beds5 baths5,425 sq ft

26-32 S Center St, Millerton, NY 12546

Spacious deck • Private outdoor area • Recently renovated

Listing by Elyse Harney Real Estate

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
An affordable multifamily compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two homes for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath home, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is peaceful, private, and surrounded by nature. Enjoy the best of both worlds: tranquil rural living with convenient access to Route 22 and the Metro-North train station just 2 miles away. Both homes offer full, unfinished basements providing excellent storage or future potential. The properties share a common wel

$389,000

5 beds2 baths2,100 sq ft

14-16 Glen Hl, Dover Plains, NY 12522

Surrounded by nature • Picturesque parcel • Solid condition

Listing by Coldwell Banker Realty

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Unusual find - Charming Tudor style brick 2 family in residential neighborhood. Discover an excellent opportunity offering classic character, strong bones and plenty of room to personalize. Perfect for investors, owner-occupants or anyone looking to bring their vision to one of the Hudson Valley's most sought after areas. Original character includes fireplace, hardwood floors, original hardware and unique layout. First floor features a bedroom with full bath, living room, dining room, kitchen, sunroom which opens to deck overlooking yard. Second floor features 2 bedrooms, walk in attic/closet space with window, full bath and butler's pantry. Lower level one bedroom apartment features open f

$599,000

4 beds3 baths1,926 sq ft

67 Dutchess Ter, Beacon, NY 12508

Open floor plan • Tudor style brick • Original character

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Multi Family Home for sale in Dutchess County, NY:
Discover an incredible investment opportunity in highly desirable Dover Plains! This multi-family property sits on a beautiful, private lot just shy of an acre, offering endless potential for expansion, added income, or future development. Surrounded by a serene landscape and located in a prime location, this property appeals to both investors and end-users alike. Whether you’re looking to generate steady rental income or create a long-term portfolio piece, this rare find in Dover Plains is the perfect opportunity. Don’t miss out on this exceptional property in a truly unbeatable setting!

$319,999

5 beds3 baths— sq ft

703 Butts Hollow Rd, Dover Plains, NY 12522

Private lot • Prime location • Steady rental income

Listing by Newman Realty Inc

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 baths2,790 sq ft

6 Laurel Dr, Holmes, NY 12531

2 family house • Multifamily property • Single family home

Listing by AI Realty Brokerage LLC

Property at 29 Delano St, Poughkeepsie, NY 12601, 5 beds, 2 baths

$449,900

5 beds2 baths— sq ft

29 Delano St, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 13 Hammersley Ave, Poughkeepsie, NY 12601, 8 beds, 3 baths

$445,000

8 beds3 baths3,360 sq ft

13 Hammersley Ave, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Rlty Group

Property at 317 Mansion St, Poughkeepsie, NY 12601, 2 beds

$324,000

2 beds— baths1,920 sq ft

317 Mansion St, Poughkeepsie, NY 12601

Listing by eXp Realty

Property at 26 Taylor Ave, Poughkeepsie, NY 12601, 6 beds, 2 baths

$475,000

6 beds2 baths2,034 sq ft

26 Taylor Ave, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Rlty Group

Property at 2327 Salt Point Tpke, Clinton Corners, NY 12514, 7 beds, 5 baths

$845,000

7 beds5 baths5,714 sq ft

2327 Salt Point Tpke, Clinton Corners, NY 12514

Listing by Houlihan Lawrence Inc.

Property at 3412 Route 52, Stormville, NY 12582, 9 beds, 5 baths

$2,950,000

9 beds5 baths— sq ft

3412 Route 52, Stormville, NY 12582

Listing by Ginnel Real Estate

Property at 12 Parker Ave, Poughkeepsie, NY 12601, 7 beds, 3 baths

$685,000

7 beds3 baths2,520 sq ft

12 Parker Ave, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

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

$329,000

5 beds3 baths— sq ft

60 Lent St, Poughkeepsie, NY 12601

Listing by Exit Realty Connections

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

$213,750

2 beds— baths3,444 sq ft

245 Hicks Hill Rd, Stanfordville, NY 12581

Listing by River Realty Services, Inc.

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

$397,000

4 beds3 baths2,000 sq ft

214 Church St, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

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

$174,900

4 beds2 baths1,955 sq ft

4335 Albany Post Road Rd, Hyde Park, NY 12538

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 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 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 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 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 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 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 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 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 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 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 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 47 Main St, Wappingers Falls, NY 12590, 5 beds, 3 baths

$650,000

5 beds3 baths2,808 sq ft

47 Main St, Wappingers Falls, NY 12590

Listing by Staley Real Estate, LLC

Property at 77 Carroll St, Poughkeepsie, NY 12601, 10 beds, 3 baths

$460,000

10 beds3 baths3,052 sq ft

77 Carroll St, Poughkeepsie, NY 12601

Listing by eXp Realty

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 25 Carroll St #25, Poughkeepsie, NY 12601, 2 beds, 3 baths

$499,000

2 beds3 baths2,100 sq ft

25 Carroll St #25, Poughkeepsie, NY 12601

Listing by Dixon Smith Realty

Property at 27 Hooker Ave, Poughkeepsie, NY 12601, 6 beds, 3 baths

$610,000

6 beds3 baths— sq ft

27 Hooker Ave, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 58 Lincoln Ave, Poughkeepsie, NY 12601, 9 beds, 3 baths

$525,000

9 beds3 baths3,576 sq ft

58 Lincoln Ave, Poughkeepsie, NY 12601

Listing by Legacy Land & Homes LLC

Property at 400 Round Lake Rd, Rhinebeck, NY 12572, 2 beds, 2 baths

$1,500,000

2 beds2 baths— sq ft

400 Round Lake Rd, Rhinebeck, NY 12572

Listing by BHHS Hudson Valley Properties

Property at 2-4 Hunns Lake Rd, Stanfordville, NY 12581, 7 beds, 5 baths

$699,000

7 beds5 baths4,353 sq ft

2-4 Hunns Lake Rd, Stanfordville, NY 12581

Listing by Compass Greater NY, LLC

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Based on information submitted to the MLS GRID as of Tue Dec 23 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 46 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, 200 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 88 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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