Dutchess County, NY Homes

/50
$1,000,000

Pending
- 4 Beds
- 2.5 Baths
- 2,710 Sq Ft
308 Hollow Rd, Staatsburg, NY 12580

This is the kind of property people leave the city for — a fully realized Hudson Valley retreat where privacy, land, and lifestyle come together in a way that feels increasingly hard to find. Set across nearly 7 private acres on two separately deeded parcels, this move-in ready equestrian estate offers the freedom of country living without sacrificing convenience, with quick access to the Taconic

Michael Kahns

Compass Greater NY, LLC

308 Hollow Rd, Staatsburg, NY 12580
/13
$2,200 Per Month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Apartment for Rent
126 Innis Ave Unit 2-2, Poughkeepsie, NY 12601

Welcome to this beautifully constructed, brand-new 1-bedroom plus den/office, 1-bath luxury apartment located in the highly sought-after Arlington School District. Be the very first to enjoy this exceptional home featuring a modern kitchen with quartz countertops, brand-new cabinetry and an open-concept layout. The versatile den provides the perfect space for a home office, guest room, or

Michael Dunstan

RE/MAX Town & Country

126 Innis Ave Unit 2-2, Poughkeepsie, NY 12601
$309,000

Sold Sep 04, 2026

9 Ruby Cir, Poughkeepsie, NY 12603
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
- Built 1986
Last Sold Summary
- 2% Below List Price
- $212/SF
- 20 Days On Market
Current Estimated Value $313,845

Last Listing Agent Michael Dunstan RE/MAX Town & Country

9 Ruby Cir, Poughkeepsie, NY 12603

Est $348,311

Not Listed For Sale

126 Christian Hill Rd Unit 128, Dover Plains, NY 12522
- 2 Beds
- 1.5 Baths
- 1,416 Sq Ft
- Built 1940
126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

Last Sold Summary
- 59 Days On Market
Last Listing Agent Toni Soule Daniel Soule Broker

/33
$480,000
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
408 Field Rd, Red Hook, NY 12571

Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter

Peter Quartironi

RE/MAX Town & Country

408 Field Rd, Red Hook, NY 12571
/57
Starting at $2,500 Per Month
- 1 - 2 Beds
44 Springside Ave, Arlington, NY 12603

At 44 Springside, “Manhattan-Luxury Style Living” meets the ultimate in convenience and peace, right in the vibrant heart of the Arlington business district. With only 28 luxury units, we offer a rare opportunity for residents to enjoy a calm, quiet living experience, just steps from Raymond Avenue and everything you need.Each apartment has been thoughtfully designed to provide superior

44 Springside

44 Springside Ave, Arlington, NY 12603
$462,500

Sold Sep 04, 2026

35 Gobblers Knob Rd, Pawling, NY 12564
- 2 Beds
- 2 Baths
- 2,096 Sq Ft
- Built 1950
Last Sold Summary
- 3% Above List Price
- $221/SF
- 29 Days On Market
Current Estimated Value $455,010

Last Listing Agent Shannon Tully McGrath Realty Inc

35 Gobblers Knob Rd, Pawling, NY 12564

Est $513,774

Not Listed For Sale

68 Albie Rd, Red Hook, NY 12571
- 3 Beds
- 2 Baths
- 1,689 Sq Ft
- Built 1957
68 Albie Rd, Red Hook, NY 12571

Last Sold Summary
- 158 Days On Market
Last Listing Agent Doreen De Carolis Upstate Down

/46
$649,000

$26K PRICE DROP
- 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
/20
$2,000 Per Month
- 3 Beds
- 1 Bath
- 990 Sq Ft
- Apartment for Rent
27 May St, Poughkeepsie, NY 12603

Nice, clean three-bedroom apartment located on the second floor in the City of Poughkeepsie. Centrally located.

JOSE SANTOS

K Fortuna Lighthouse Realty

27 May St, Poughkeepsie, NY 12603
$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 $488,933

Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

121 Hillside Rd, Poughquag, NY 12570

Est $480,890

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
Last Listing Agent Virginia Corbett eXp Realty

/41
$725,000

$100K PRICE DROP
- 3 Beds
- 2 Baths
- 1,628 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

Mark Friedman

McGrath Realty Inc

1564 Route 292, Holmes, NY 12531
/15
Starting at $2,200 Per Month
- 2 - 3 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

14 Arbor Hill Drive

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 $704,697

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

135 Stowe Dr, Poughquag, NY 12570

/21
Est $549,515

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
Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

/40
$585,000
- 3 Beds
- 2.5 Baths
- 2,122 Sq Ft
36 Hillside Ave, Wingdale, NY 12594

Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain.The main level features a spacious kitchen, attractive parquet wood flooring throughout

Jackie Calhoun

Coldwell Banker Realty

36 Hillside Ave, Wingdale, NY 12594
/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
$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 $1,046,378

Not Listed For Sale

22 Caliburn Ct, Wappingers Falls, NY 12590
- 4 Beds
- 3.5 Baths
- 4,143 Sq Ft
- Built 2017
22 Caliburn Ct, Wappingers Falls, NY 12590

Last Sold Summary
- 44 Days On Market
Last Listing Agent TINA TOWNSEND BHHS Hudson Valley Properties

/27
$625,000
- 4 Beds
- 3.5 Baths
- 2,580 Sq Ft
43 Fitchett St, Poughkeepsie, NY 12601

Discover a refined new-construction Colonial completed in 2025 with a 2026 Certificate of Occupancy. Thoughtfully designed for comfort, flexibility, and long-term value, this home blends modern craftsmanship with timeless architecture—all just minutes from Metro-North and major commuter routes. this home blends modern comfort, efficient design, and a quiet residential setting just minutes from

Anthony J Pryce

Valley Palms Real Estate Inc

43 Fitchett St, Poughkeepsie, NY 12601
/55
Starting at $2,275 Per Month
- 1 Bed
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
$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 $438,642

Last Listing Agent Yameil Nunez Serhant LLC

83 S Gate Dr, Poughkeepsie, NY 12601

Est $630,500

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
Last Listing Agent Tara Varghese Fab Real Estate LLC

/29
$585,000

$35K PRICE INCREASE
- 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
/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
$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 $848,339

Last Listing Agent Thomas Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564

Est $615,884

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
Last Listing Agent KATHERINE (KIT) COLBOURN WRYE BHHS Hudson Valley Properties

/28
$405,000

$40K PRICE DROP
- 3 Beds
- 1 Bath
- 1,308 Sq Ft
22 Greenvale Farms Rd, Poughkeepsie, NY 12603

Back on Market after the seller painted the entire inside of the home and put a new kitchen floor in! Come see the newly improved ranch in desired Greenvale Farms Neighborhood! 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. NOTE : Carpets have been removed! You will

Heather Bragg

River to Ridge Rlty Associates

22 Greenvale Farms Rd, Poughkeepsie, NY 12603
/55
Starting at $1,900

Total Monthly Price
- 1 Bed
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
$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 $432,792

Last Listing Agent Alex Mashkin Keller Williams Realty Partner

2408 Bennington Dr, Fishkill, NY 12524

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
Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

/24
$415,000

Pending
- 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
/14
$2,500 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
/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 $599,079

Last Listing Agent Eliana Amodio Amodio Real Estate & Prop

43 Heritage Rd, Clinton Corners, NY 12514

/42
Est $5,498,729

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
Last Listing Agent Solomon Anidjar Upstate Down

/48
$997,000

$203K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,048 Sq Ft
33 Willow Brook Ridge, Clinton Corners, NY 12514

Privately nestled on 6.5 lightly wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for. Located in the Town of Clinton Corners and within the Rhinebeck Central School District, the property offers peaceful, design-forward living surrounded by nature, while remaining just a short distance from the

Margaret Mondello

Margaret Mondello Real Estate

33 Willow Brook Ridge, Clinton Corners, NY 12514
/35
Starting at $1,645 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

Not Listed For Sale

1 Daisy Ln, Staatsburg, NY 12580
1 Daisy Ln, Staatsburg, NY 12580

Last Sold Summary
- 103 Days On Market
Last Listing Agent Marie Mascari eXp Realty

Showing Results 1 - 40, Page 1 of 18

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