Dutchess County, NY Homes

/50
$949,900
- 4 Beds
- 4 Baths
- 4,101 Sq Ft
2 Holly Crescent, Hopewell Junction, NY 12533

Where luxury and comfort blend seamlessly in this stunning brick front home with a recessed entry, arched windows w/ keystone accents and privately sited on 0.62 acres of landscaped property along with a creek running through the back. The thoughtfully designed spaces featuring timeless elegance and modern conveniences. A rare offering of 4 bedrooms plus a den/office and bonus room, this stunner

Amber Thomas

Compass Greater NY, LLC

(329) 210-2239

2 Holly Crescent, Hopewell Junction, NY 12533
/12
$2,000 per month
- 3 Beds
- 1 Bath
- 1,250 Sq Ft
- Apartment for Rent
37 Roosevelt Ave Unit 1, Poughkeepsie, NY 12601

Three Bedroom, FIrst Floor Apt Close To The Amenities Cities Have To Offer...Major Routes, Train Station, On Bus Route, Close To Shopping, Etc. Displaying A Combination Of Hardwood/Ceramic Tiled Floors, Newer Windows And It's Own Individual, Separte Entrance,This Spacious Apt May Be What You Have Been Searching For. Future Residents Will Pay Their Own Utilities And A Complete Rental Application

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 583-1581

37 Roosevelt Ave Unit 1, Poughkeepsie, NY 12601
$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 $471,789

Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

121 Hillside Rd, Poughquag, NY 12570

Not Listed For Sale

16 Scarborough Ln Unit C, Wappingers Falls, NY 12590
- 2 Beds
- 1 Bath
- 1,030 Sq Ft
- Built 1973
16 Scarborough Ln Unit C, Wappingers Falls, NY 12590

Last Sold Summary
- $214/SF
- 0 Days On Market
- Last Sold Price $220,000
- Apr 16, 2025
Last Listing Agent MARIA FUERTES K. Fortuna Realty, Inc.

/34
$549,000 Pending
- 3 Beds
- 2.5 Baths
- 3,148 Sq Ft
40 Ireland Dr, Poughkeepsie, NY 12603

Welcome to this classic three bedroom, two and a half bath Dutch Colonial offering timeless curb appeal with its signature gambrel roof and charming dormer windows. Ideally situated on a quiet cul-de-sac in the Arlington Central School District, this beautifully maintained home offers many custom features including three wood burning fireplaces and two staircases leading to the second floor,

Michael Dunstan

RE/MAX Town & Country

(845) 415-7166

40 Ireland Dr, Poughkeepsie, NY 12603
/9
$950 per month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Apartment for Rent
1256 North Ave Unit 7, Beacon, NY 12508

1-bedroom rental in Beacon offering simple, comfortable living.Shared kitchen and shared bathrooms.All utilities included for easy budgeting.Conveniently located near shops, restaurants, major highways, and Metro-North—ideal for commuters.

Ammar Iqbal

eXp Realty

(845) 250-3849

1256 North Ave Unit 7, Beacon, NY 12508
$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 $677,284

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

135 Stowe Dr, Poughquag, NY 12570

/84
Est $1,227,227 Not Listed For Sale

33 Broadway, Tivoli, NY 12583
- 4 Beds
- 4 Baths
- 3,300 Sq Ft
- Built 1970
33 Broadway, Tivoli, NY 12583

Last Sold Summary
- 35% Below List Price
- $570/SF
- 154 Days On Market
- Last Sold Price $1,880,000
- Apr 18, 2025
Last Listing Agent Shaina Marron Houlihan Lawrence Inc.

/25
$469,000
- 4 Beds
- 2.5 Baths
- 1,608 Sq Ft
120 South Rd, Holmes, NY 12531

Welcome to 120 South Rd/40 Great Bear Rd, a charming home at the end of a quiet cul-de-sac, offering peace, privacy, and a stunning lake view from the deck. Set on just under 3 acres, this property features a spacious front yard shaded by mature trees, perfect for outdoor gatherings, gardening, or simply relaxing in your own private oasis. Enjoy the comfort and efficiency of new windows

Omar Harper

Epique Realty

(845) 552-1998

120 South Rd, Holmes, NY 12531
/9
$950 per month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Apartment for Rent
1256 North Ave Unit 15, Beacon, NY 12508

1-bedroom rental in Beacon offering simple, comfortable living.Shared kitchen and shared bathrooms.All utilities included for easy budgeting.Conveniently located near shops, restaurants, major highways, and Metro-North—ideal for commuters.

Ammar Iqbal

eXp Realty

(845) 445-6622

1256 North Ave Unit 15, Beacon, NY 12508
$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 $428,452

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
- $219/SF
- 62 Days On Market
- Last Sold Price $215,000
- Jan 29, 2024
Last Listing Agent Ivan Carvalho Exit Realty Connections

/26
$475,000
- 4 Beds
- 2 Baths
- 2,634 Sq Ft
41 Beilke Rd, Millerton, NY 12546

Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a

Omar Harper

Epique Realty

(518) 760-0679

41 Beilke Rd, Millerton, NY 12546
/9
$950 per month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Apartment for Rent
1256 North Ave Unit 1, Beacon, NY 12508

1-bedroom rental in Beacon offering simple, comfortable living.Shared kitchen and shared bathrooms.All utilities included for easy budgeting.Conveniently located near shops, restaurants, major highways, and Metro-North—ideal for commuters.

Ammar Iqbal

eXp Realty

(845) 289-7558

1256 North Ave Unit 1, Beacon, NY 12508
$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 $467,281 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
- 6% Above List Price
- $224/SF
- 28 Days On Market
- Last Sold Price $439,900
- Oct 12, 2023
Last Listing Agent Virginia Corbett eXp Realty

/44
$799,900
- 4 Beds
- 2.5 Baths
- 3,455 Sq Ft
99 Country Club Rd, Hopewell Junction, NY 12533

Welcome to your stunning dream home in The Legends! This spectacular 4 bedroom, 2.5 bath Colonial offers the perfect blend of elegance, comfort, and entertainment-ready living. The first floor showcases a mix of beautiful hardwood floors and new carpeting throughout, with an open floor plan ideal for everyday living and hosting guests. Enjoy the main living room with a gas fireplace, a formal

Carol Mahoney

Real Broker NY LLC

(329) 201-2104

99 Country Club Rd, Hopewell Junction, NY 12533
/6
$2,200 per month
- 2 Beds
- 1 Bath
- 911 Sq Ft
- Condo for Rent
1668 Route 9 Unit 5M, Wappingers Falls, NY 12590

This charming rental residence offers a perfect blend of comfort and convenience, nestled in a vibrant community that provides everything you need right at your doorstep. This unit is part of a well-maintained residential complex that offers a peaceful retreat while still being close to the action. Located along Route 9, this residence offers easy access to a variety of shopping, dining, and

Omar Harper

Epique Realty

(329) 213-1848

1668 Route 9 Unit 5M, Wappingers Falls, NY 12590
$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 $837,347

Last Listing Agent Tom Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564

/21
Est $502,091 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
- 2% Below List Price
- $285/SF
- 287 Days On Market
- Last Sold Price $510,000
- Mar 17, 2025
Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

/49
$575,000 Pending
- 3 Beds
- 2 Baths
- 1,988 Sq Ft
100 Watch Hill Dr, Fishkill, NY 12524

100 Watch Hill Drive isn’t just a house it’s a lifestyle upgrade. Set in a picturesque neighborhood just minutes from the Village of Fishkill, this move-in-ready home offers the space to grow into. A bright living room welcomes you in, while a separate, oversized family room creates the perfect hangout zone, media space, or future guest suite. Need a fourth bedroom or dedicated offices? The

Michael Kahns

Compass Greater NY, LLC

(845) 957-9139

100 Watch Hill Dr, Fishkill, NY 12524
/20
$1,500 per month
- 1 Bed
- 1 Bath
- 350 Sq Ft
- Apartment for Rent
300 Old Route 55 Unit 5, Poughquag, NY 12570

New! New! New! Completely updated and refreshed 2nd floor, one bedroom apartment. New paint, new luxury vinyl flooring and carpet throughout the unit. Enter the light and bright Living Room with built in shelves for books, nicknacks or extra storage. Brand new Kitchen with white Shaker cabinets, granite counter and new appliances – you can be the first to cook on the new stove. You’ll have room

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 622-4534

300 Old Route 55 Unit 5, Poughquag, NY 12570
$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 $425,728

Last Listing Agent Alex Mashkin Keller Williams Realty Partner

2408 Bennington Dr, Fishkill, NY 12524

Est $560,500 Not Listed For Sale

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

Last Sold Summary
- 1,146% Above List Price
- 49 Days On Market
- Last Sold Price $45,001
- Feb 04, 2025
Last Listing Agent Tara Varghese Fab Real Estate LLC

/47
$599,900
- 3 Beds
- 2.5 Baths
- 3,126 Sq Ft
33 Pritchard Ct, Fishkill, NY 12524

Welcome to the highly sought-after Fishkill Woods community—where comfort meets convenience and lifestyle matters. This beautifully maintained 3-bedroom, 2.5-bath townhome offers an open, airy layout designed for both everyday living and effortless entertaining. Step into a spacious living room with a cozy gas fireplace and direct access to your private deck—perfect for enjoying breathtaking

Kathy White

Exit Realty Connections

(845) 497-6951

33 Pritchard Ct, Fishkill, NY 12524
/40
$3,000 per month
- 2 Beds
- 2.5 Baths
- 1,413 Sq Ft
- House for Rent
3 Evergreen Way, Pawling, NY 12564

Move right into this beautifully maintained 2-bedroom, 2.5-bathroom townhouse located in the desirable Cedar Valley community. Upon entry, you’re welcomed by a bright, tiled foyer that sets the tone for the home’s inviting layout. To the right, an airy eat-in kitchen features granite countertops, a pantry closet, and a convenient pass-through window to the dining area—perfect for both everyday

Shannon Tully

McGrath Realty Inc

(845) 524-8078

3 Evergreen Way, Pawling, NY 12564
$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 $437,000

Last Listing Agent Jason Schobert eXp Realty

1601 Route 199, Red Hook, NY 12571

Est $752,426 Not Listed For Sale

24 Spruce Ln, Poughkeepsie, NY 12603
- 4 Beds
- 2.5 Baths
- 3,600 Sq Ft
- Built 2019
24 Spruce Ln, Poughkeepsie, NY 12603

Last Sold Summary
- 18% Above List Price
- $176/SF
- 40 Days On Market
- Last Sold Price $635,000
- Jun 14, 2023
Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

/49
$899,000 Pending
- 3 Beds
- 3.5 Baths
- 5,706 Sq Ft
5 Madonna Dr, Lagrangeville, NY 12540

Experience the pinnacle of refined living in this one-of-a-kind sanctuary, where architectural brilliance meets the enduring aesthetics of carefully selected premium finishes by Restoration Hardware. While officially a 3-bedroom, this sprawling estate lives comfortably like a 5-bedroom, with 4 of the rooms on the second level AND a private in-law suite or separate guest quarters in the finished

Lisa Kelly

Exit Realty Connections

(329) 201-1799

5 Madonna Dr, Lagrangeville, NY 12540
/24
$3,500 per month
- 4 Beds
- 2 Baths
- 1,804 Sq Ft
- House for Rent
49 Clover Hill Dr, Poughkeepsie, NY 12603

?Opportunity to rent this updated 4 Bedroom, 2 Bath Ranch sited on .57 acres. Bright, inviting, and thoughtfully designed, this open-concept living space seamlessly blends comfort and style. The sunlit living room centers around a charming gas fireplace with a wood mantel and tile surround, creating a cozy focal point, while expansive seating makes it perfect for gathering and entertaining. Warm

Amber Thomas

Compass Greater NY, LLC

(845) 379-3249

49 Clover Hill Dr, Poughkeepsie, NY 12603
$135,000 Sold Sep 10, 2025

160 Academy St Unit 9L, Poughkeepsie, NY 12601
- 1 Bed
- 1.5 Baths
- 900 Sq Ft
- Built 1975
Last Sold Summary
- 55% Below List Price
- $150/SF
- 336 Days On Market
Current Estimated Value $135,000

Last Listing Agent Kathy Shumway Win Morrison Realty

160 Academy St Unit 9L, Poughkeepsie, NY 12601

Est $612,876 Not Listed For Sale

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

Last Sold Summary
- 4% Above List Price
- $281/SF
- 77 Days On Market
- Last Sold Price $587,500
- Dec 13, 2024
Last Listing Agent KATHERINE (KIT) COLBOURN WRYE BHHS Hudson Valley Properties

/28
$425,000
- 3 Beds
- 1 Bath
- 1,128 Sq Ft
11 Toomey Dr, Poughkeepsie, NY 12603

Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park. Step inside to find bright living spaces ready for your personal touch, with ample natural light and comfortable

Alicia Goldman

Christie's Int. Real Estate

(845) 379-3619

11 Toomey Dr, Poughkeepsie, NY 12603
/13
$2,100 per month
- 1 Bath
- 700 Sq Ft
- House for Rent
273 South Rd, Holmes, NY 12531

Spacious Studio on Private LandEnjoy peaceful country living in this spacious studio apartment sharing the same property as the main house. Set on a large, private lot with a expansive backyard, this unit offers plenty of privacy and space to relax outdoors.Features Include:• Large kitchen with dishwasher• Brand new, high-efficiency mini-split system for heating and central air

Milton Hyatt

KFortuna All Aspects Realty

(845) 579-3916

273 South Rd, Holmes, NY 12531
$475,000 Sold Feb 11, 2026

185 Creek Rd, Pleasant Valley, NY 12569
- 5 Beds
- 4 Baths
- 3,360 Sq Ft
- Built 1930
Last Sold Summary
- 14% Below List Price
- $141/SF
- 217 Days On Market
Current Estimated Value $524,330

Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

185 Creek Rd, Pleasant Valley, NY 12569

Est $129,000 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
- 28% Above List Price
- $173/SF
- 27 Days On Market
- Last Sold Price $101,000
- Nov 16, 2023
Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

/49
$695,000 Pending
- 4 Beds
- 3 Baths
- 2,886 Sq Ft
12 Kensington Ln, Poughkeepsie, NY 12603

Step into something that feels like a fresh start—without the wait. This nearly-new home in Stratford Farms brings clean design, thoughtful upgrades, and a layout that just works. The kitchen sets the tone with a sharp, modern edge—anchored by a standout island and finishes that feel anything but standard. It opens seamlessly into the main living space, where a fireplace adds just enough warmth

Michael Kahns

Compass Greater NY, LLC

(845) 413-2436

12 Kensington Ln, Poughkeepsie, NY 12603
/40
$12,000 per month
- 3 Beds
- 3.5 Baths
- 3,273 Sq Ft
- House for Rent
74 Hilltop Rd, Rhinebeck, NY 12572

Welcome to 1000 Oaks, a distinctive Rhinebeck country retreat.Set on 6.8 acres, this summer rental offers a 3,200+ square-foot main house and a heated 14' x 26' gunite pool, all surrounded by the quiet beauty of the Hudson Valley landscape.Like many exceptional homes shaped by a clear point of view, 1000 Oaks reflects the spirit of wabi-sabi, the time-honored Japanese philosophy that

Feng Liu-Winham

Coldwell Banker Village Green

(845) 773-1958

74 Hilltop Rd, Rhinebeck, NY 12572
$140,000 Sold Jul 22, 2025

26 Cooper Rd Unit 103, Poughkeepsie, NY 12603
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1973
Last Sold Summary
- 8% Above List Price
- $117/SF
- 25 Days On Market
Current Estimated Value $135,000

Last Listing Agent Angel Ayala BHHS Hudson Valley Properties

26 Cooper Rd Unit 103, Poughkeepsie, NY 12603

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
- $138/SF
- 75 Days On Market
- Last Sold Price $180,000
- Jul 27, 2023
Last Listing Agent CAROL LYNNE PENTA K. Fortuna Realty, Inc.

Showing Results 1 - 40, Page 1 of 18

New York Dutchess County

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