Dutchess County, NY Homes

/46
$675,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
21 Straub Dr, Pleasant Valley, NY 12569

Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes.The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide

Peter Quartironi

RE/MAX Town & Country

21 Straub Dr, Pleasant Valley, NY 12569
/24
$1,800 Per Month
- 2 Beds
- 1 Bath
- 690 Sq Ft
- Apartment for Rent
25 Fairway Dr Unit 2, Pawling, NY 12564

Rare Village of Pawling 2 bedroom, second floor apartment. Open concept Living Room allows you to use the space to fit your needs. Remodeled kitchen with luxury vinyl flooring, stainless steel appliances, granite counter tops and white shaker cabinets for lots of storage. Beautiful, weathered wood backsplash adds a designer touch. Updated bathroom with tub/shower enclosure, white vanity and

Judith 'Judy' Albert

BHHS Hudson Valley Properties

25 Fairway Dr Unit 2, Pawling, NY 12564
$469,000

Sold Jan 05, 2026

121 Hillside Rd, Poughquag, NY 12570
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1984
Last Sold Summary
- $234/SF
- 88 Days On Market
Current Estimated Value $469,673

Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

121 Hillside Rd, Poughquag, NY 12570

Est $840,522

Not Listed For Sale

222 Cedar Hill Rd, Wappingers Falls, NY 12590
- 4 Beds
- 2.5 Baths
- 2,681 Sq Ft
- Built 1722
222 Cedar Hill Rd, Wappingers Falls, NY 12590

Last Sold Summary
- 35 Days On Market

/45
$349,000

Pending
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
1889 New York 22, Wingdale, NY 12594

Move right into this beautifully maintained 3-bedroom, 2-bath home in Dover, NY featuring cathedral ceilings, an open-concept layout, and comfortable everyday living. Conveniently located along Route 22, the property offers easy access to outdoor recreation, local dining, shopping, and Metro-North commuting options. Nearby attractions and amenities include: Scenic hiking, waterfalls, and nature

Milton Hyatt

KFortuna All Aspects Realty

1889 New York 22, Wingdale, NY 12594
/14
Starting at $2,200 Per Month
- 2 Beds
12 Arbor Hill Dr, Pleasant Valley, NY 12569

Welcome to Arbor Hill Apartments, a peaceful and inviting residential community nestled in the heart of Pleasant Valley, New York. Just 70 miles north of New York City and conveniently located off Route 44 near the Taconic State Parkway, Arbor Hill offers a tranquil living experience with easy access to major roadways, local shopping, and the scenic charm of the Hudson Valley.These

12 Arbor Hill Dr, Pleasant Valley, NY 12569
$675,000

Sold Sep 29, 2025

135 Stowe Dr, Poughquag, NY 12570
- 4 Beds
- 2.5 Baths
- 3,308 Sq Ft
- Built 1988
Last Sold Summary
- 4% Above List Price
- $204/SF
- 24 Days On Market
Current Estimated Value $667,593

Last Listing Agent Crystal De Raffele RE/MAX Town & Country

135 Stowe Dr, Poughquag, NY 12570

/36
Est $1,170,416

Not Listed For Sale

60 Middle Rd, Rhinebeck, NY 12572
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
- Built 1898
60 Middle Rd, Rhinebeck, NY 12572

Last Sold Summary
- 25 Days On Market

/41
$795,000

$30K PRICE DROP
- 3 Beds
- 2 Baths
- 1,166 Sq Ft
1564 Route 292, Holmes, NY 12531

1564 Route 292 offers a rare opportunity to own a true lakefront retreat on Whaley Lake in the heart of the Hudson Valley. Set on an oversized parcel with adjacent open space that will never be built on, the property enjoys an uncommon sense of privacy and breathing room rarely found on the lake. The home underwent a major renovation and expansion in 2007, including the addition of a second-floor

Mark Friedman

McGrath Realty Inc

1564 Route 292, Holmes, NY 12531
/41
$5,000 Per Month
- 4 Beds
- 2 Baths
- 1,677 Sq Ft
- House for Rent
183 Barrytown Rd, Barrytown, NY 12507

Spacious ranch home with an attached studio apartment set on 5 private, beautifully manicured acres directly across from Bard College’s Simon’s Rock / Massena Campus and located in the Red Hook School District. This unique property offers the perfect blend of privacy, flexibility, and Hudson Valley charm with a large in-ground swimming pool, barn, pond, and rolling grounds creating a truly

Margaret Mondello

Margaret Mondello Real Estate

183 Barrytown Rd, Barrytown, NY 12507
$420,000

Sold Sep 30, 2025

83 S Gate Dr, Poughkeepsie, NY 12601
- 3 Beds
- 2.5 Baths
- 1,712 Sq Ft
- Built 1964
Last Sold Summary
- 2% Below List Price
- $245/SF
- 27 Days On Market
Current Estimated Value $425,383

Last Listing Agent Yameil Nunez Serhant LLC

83 S Gate Dr, Poughkeepsie, NY 12601

Not Listed For Sale

3 Fishkill Glen Dr Unit A, Fishkill, NY 12524
- 2 Beds
- 1 Bath
- 980 Sq Ft
- Built 1965
3 Fishkill Glen Dr Unit A, Fishkill, NY 12524

Last Sold Summary
- 62 Days On Market

/40
$2,995,000

$1M PRICE DROP
- 4 Beds
- 4 Baths
- 4,103 Sq Ft
476 Carpenter Hill Rd, Pine Plains, NY 12567

Modern Minimalist Estate on 19 Bucolic Acres in Dutchess County, NY. A rare Hudson Valley offering where bold modern design meets pastoral beauty. Completed in late 2024, this 4,700+ sq ft single-level home sits on 19 acres of flat, fenced farmland along scenic Shekomeko Creek. The residence features a 3,057+/-sq ft main house, 1,046+/- sq ft greenhouse-conservatory, and 1,423 +/-sq ft heated

Rebecca Doh

W. Raveis Lifestyles Realty

476 Carpenter Hill Rd, Pine Plains, NY 12567
/55
Starting at $2,275 Per Month
- 1 - 2 Beds
19 Anthony Dr, Poughkeepsie, NY 12601

A beautiful rental community, conveniently located Poughkeepsie, New York, is perfectly located on the Hudson River. With access to local shops, schools, major train and highway routes to Manhattan and Albany, Country Club Apartments and the surrounding area offer a convenient location with a vibrant community of its own.Our studios; one bedrooms, two bedrooms, and three bedrooms rental

Country Club Apartments

19 Anthony Dr, Poughkeepsie, NY 12601
$130,000

Sold Mar 12, 2026

Lot 748535 Hollow Crest Ln, Millbrook, NY 12545
- Land
- 6.2 Acres
- $20,968 per Acre
Last Sold Summary
- 31% Above List Price
- 19 Days On Market
Last Listing Agent Thomas Santore Coldwell Banker Realty

Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

Est $488,270

Not Listed For Sale

44 Longview Ave, Poughkeepsie, NY 12603
- 4 Beds
- 2 Baths
- 1,960 Sq Ft
- Built 1951
44 Longview Ave, Poughkeepsie, NY 12603

Last Sold Summary
- 28 Days On Market

/2
$585,000

$35K PRICE INCREASE Coming Soon
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
22 Wasson Dr, Poughkeepsie, NY 12603

Nestled just two minutes from Route 9, this charming ranch-style home at 22 Wasson Drive offers the perfect blend of classic appeal and modern convenience. Built in 1955, the 3-bedroom, 2-bathroom residence spans approximately 2,049 square feet and sits on a generous 0.47-acre lot. Step inside to discover a beautifully updated interior featuring tile and hardwood flooring, a cozy fireplace, and a

Omar Harper

Epique Realty

22 Wasson Dr, Poughkeepsie, NY 12603
/44
$30,000 Per Month
- 4 Beds
- 4.5 Baths
- 3,355 Sq Ft
- House for Rent
243 Morton Rd, Rhinebeck, NY 12572

Rhinebeck Luxury Farmhouse Rental Experience timeless elegance and modern comfort at this exceptional four-bedroom solar-powered farmhouse, set on over five private acres adjacent to an historical Hudson River Valley estate and equestrian facility of over 650 acres. Originally constructed in the mid-1800s and thoughtfully modernized over the decades, the home was fully renovated in 2024 to

Joseph Briggs

William Pitt Sothebys Int Rlty

243 Morton Rd, Rhinebeck, NY 12572
$637,500

Sold Dec 31, 2025

175 Old Quaker Hill Rd, Pawling, NY 12564
- 4 Beds
- 5 Baths
- 4,018 Sq Ft
- Built 1952
Last Sold Summary
- 9% Below List Price
- $159/SF
- 114 Days On Market
Current Estimated Value $856,926

Last Listing Agent Tom Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564

/21
Est $586,694

Not Listed For Sale

700 Smithfield Rd, Millerton, NY 12546
- 3 Beds
- 3 Baths
- 1,790 Sq Ft
- Built 1979
700 Smithfield Rd, Millerton, NY 12546

Last Sold Summary
- 287 Days On Market

/34
$420,000

$25K PRICE DROP
- 3 Beds
- 1 Bath
- 1,308 Sq Ft
22 Greenvale Farms Rd, Poughkeepsie, NY 12603

Now offered at a compelling new price, this well-maintained 3-bedroom, 1-bath ranch in Greenvale Farms combines comfortable one-level living with an impressive list of updates. Hardwood floors flow throughout the home, including the recently exposed living room floors. The seller is also completing fresh paint on the ceilings and in the living room, dining room, and hallway. The oversized dining

Heather Bragg

River to Ridge Rlty Associates

22 Greenvale Farms Rd, Poughkeepsie, NY 12603
/55
Starting at $2,800

Total Monthly Price
- 3 Beds
510 Maloney Rd, Poughkeepsie, NY 12603

Welcome to Village Crest Apartments in Poughkeepsie! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from one-, two, or three-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes hot water, heat, sewer, and trash removal. We also

Village Crest Apartments

510 Maloney Rd, Poughkeepsie, NY 12603
/78
$630,000

Sold Jun 30, 2026

43 Heritage Rd, Clinton Corners, NY 12514
- 3 Beds
- 4 Baths
- 3,040 Sq Ft
- Built 1979
Last Sold Summary
- 5% Above List Price
- $207/SF
- 49 Days On Market
Current Estimated Value $603,029

Last Listing Agent Eliana Amodio Amodio Real Estate & Prop

43 Heritage Rd, Clinton Corners, NY 12514

Est $629,500

Not Listed For Sale

390 Hosner Mountain Rd, Stormville, NY 12582
390 Hosner Mountain Rd, Stormville, NY 12582

Last Sold Summary
- 49 Days On Market

/38
$500,000
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
202 Lake Walton Rd, Hopewell Junction, NY 12533

Charming 3 Bedroom 1 Level Ranch set on a beautifully usable 1.4 acre property in the heart of Hopewell Junction. This home offers the perfect blend of comfort, functionality, and outdoor space. The spacious, updated kitchen features stainless steel appliances, including a wine fridge, granite countertops, and modern lighting. It opens to a large dining area with sliding glass doors leading to

Sharon Sheil

Coldwell Banker Realty

202 Lake Walton Rd, Hopewell Junction, NY 12533
/43
$6,300 Per Month
- 3 Beds
- 2.5 Baths
- 3,293 Sq Ft
- House for Rent
45 Evergreen Ave, Poughkeepsie, NY 12601

Welcome to 45 Evergreen Avenue, a stunning Brick Contemporary Colonial that seamlessly blends elegance and comfort! Step into the heart of the home: a gourmet kitchen that overlooks the inviting family room, where vaulted ceilings and a striking marble wood-burning fireplace create a dramatic yet cozy ambiance. Whether you’re hosting gatherings or enjoying quiet evenings, this open-concept space

Omar Harper

Epique Realty

45 Evergreen Ave, Poughkeepsie, NY 12601
$425,000

Sold Apr 09, 2026

2408 Bennington Dr, Fishkill, NY 12524
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 2010
Last Sold Summary
- $355/SF
- 38 Days On Market
Current Estimated Value $430,726

Last Listing Agent Alex Mashkin Keller Williams Realty Partner

2408 Bennington Dr, Fishkill, NY 12524

Est $650,405

Not Listed For Sale

Unlisted Address
- 3 Beds
- 2.5 Baths
- 2,092 Sq Ft
- Built 2016
Unlisted Address

Last Sold Summary
- 77 Days On Market

/19
$519,000

Pending
- 3 Beds
- 2.5 Baths
- 1,960 Sq Ft
19 Scenic Dr, Poughkeepsie, NY 12603

Thoughtfully updated with timeless style, this meticulously maintained 3-bedroom home offers hardwood floors throughout and a bright, open-concept layout. The beautifully designed white kitchen is appointed with granite countertops, stainless steel appliances, a farmhouse sink perfectly positioned beneath a window overlooking the backyard, and modern pendant lighting accenting the extended

Amber Thomas

Compass Greater NY, LLC

19 Scenic Dr, Poughkeepsie, NY 12603
/35
Starting at $1,770 Per Month
- Studio - 2 Beds
35 Violet Ave, Poughkeepsie, NY 12601

Quiet, comfortable living in this newly constructed 55+ apartment community in the town of Poughkeepsie. These studio, one, and two-bedroom apartments and townhomes for rent in Poughkeepsie offer spacious layouts with premium features and finishes. Easily accessible from Route 9, Route 55, and Route 44, these contemporary homes are minutes from the Hudson River, College Hill Golf Course, and the

Violet Estates

35 Violet Ave, Poughkeepsie, NY 12601
$100,000

Sold Jun 03, 2026

23 Clearview Rd, Wingdale, NY 12594
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 1977
Last Sold Summary
- 23% Below List Price
- $69/SF
- 267 Days On Market
Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

23 Clearview Rd, Wingdale, NY 12594

Est $136,000

Not Listed For Sale

160 Academy St Unit 2A, Poughkeepsie, NY 12601
- 1 Bed
- 1 Bath
- 585 Sq Ft
- Built 1972
160 Academy St Unit 2A, Poughkeepsie, NY 12601

Last Sold Summary
- 27 Days On Market

/35
$450,000
- 3 Beds
- 1 Bath
- 1,650 Sq Ft
64 Crestwood Blvd, Poughkeepsie, NY 12603

Welcome Home! This charming and versatile home offers comfortable living with endless possibilities. The first floor features two spacious bedrooms, a full bathroom, a bright living room, a formal dining room, and a functional kitchen perfect for everyday living and entertaining.The second floor provides additional flexible space that can be used as a home office, den, playroom, hobby room,

Yolanda Mendoza

Century 21 Hudson Valley Rlty.

64 Crestwood Blvd, Poughkeepsie, NY 12603
/14
$2,700 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
126 Innis Ave Unit 2-3, Poughkeepsie, NY 12601

Welcome to this beautifully constructed, brand-new 2-bedroom, 1-bath luxury apartment located in the highly sought-after Arlington School District. Be the very first to enjoy this exceptional apartment featuring a modern kitchen with quartz countertops, brand-new cabinetry and an open-concept layout that flows seamlessly into the living area. The beautifully designed bathroom showcases elegant

Michael Dunstan

RE/MAX Town & Country

126 Innis Ave Unit 2-3, Poughkeepsie, NY 12601
$950,000

Sold May 15, 2026

6 Old Town Rd, Beacon, NY 12508
- 4 Beds
- 3.5 Baths
- 4,200 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $226/SF
- 29 Days On Market
Current Estimated Value $953,098

Last Listing Agent Monica Whitney Exit Realty Connections

6 Old Town Rd, Beacon, NY 12508

Not Listed For Sale

1450 Route 376, Wappingers Falls, NY 12590
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 2002
1450 Route 376, Wappingers Falls, NY 12590

Last Sold Summary
- 75 Days On Market

/24
$415,000
- 3 Beds
- 1.5 Baths
- 1,282 Sq Ft
3 Hammond Plaza, Beacon, NY 12508

BRAND NEW-only 2 years young! Move right into this incredibly and thoughtfully designed, low-maintenance townhome in walking distance to Beacon’s MetroNorth station, riverfront parks, and thriving downtown Main Street. This townhouse was completely renovated in 2024 with new electric and plumbing, new windows, a custom 8-foot sliding patio door, solid red oak hardwood floors, and a one-of-a-kind

Lisa Kelly

Exit Realty Connections

3 Hammond Plaza, Beacon, NY 12508
/23
Starting at $2,950

Total Monthly Price
- 1 - 2 Beds
57 W Merritt Blvd, Fishkill, NY 12524

Westgate is located in the heart of Fishkill, NY, a city steeped in history and natural beauty. Residents enjoy a rare balance of serene, Hudson Valley living and all the amenities of a full-service rental community - combining luxury, privacy, and convenience. Featuring a limited collection of 28 spacious 1 and 2 bedroom apartments with elevator access, and additional office spaces available for

Westgate, An Eagle Rock Community

57 W Merritt Blvd, Fishkill, NY 12524
$415,000

Sold Oct 14, 2025

1601 Route 199, Red Hook, NY 12571
- 3 Beds
- 2 Baths
- 1,097 Sq Ft
- Built 1972
Last Sold Summary
- 3% Below List Price
- $378/SF
- 30 Days On Market
Current Estimated Value $441,000

Last Listing Agent Jason Schobert eXp Realty

1601 Route 199, Red Hook, NY 12571

/42
Est $5,475,809

Not Listed For Sale

285 Becker Hill Rd, Red Hook, NY 12571
- 6 Beds
- 4.5 Baths
- 7,482 Sq Ft
- Built 2020
285 Becker Hill Rd, Red Hook, NY 12571

Last Sold Summary
- 36 Days On Market

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