Dutchess County, NY Homes

/39
$600,000 Pending
- 3 Beds
- 2.5 Baths
- 2,722 Sq Ft
5 Chestnut Ridge Rd, Poughkeepsie, NY 12603

Welcome to this stunning contemporary home located in the sought-after Woodbridge Estates Subdivision, within the Arlington Central School District. This beautifully designed 3-bedroom, 2.5-bath home also features a spacious first-floor office with the potential to be used as an additional bedroom.Upon entry, you’ll be immediately impressed by the soaring cathedral ceilings and skylights that

Michael Dunstan

RE/MAX Town & Country

(845) 957-8755

5 Chestnut Ridge Rd, 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

(845) 851-0904

243 Morton Rd, Rhinebeck, NY 12572
$732,000 Sold Oct 09, 2025

546 Hicks Hill Rd, Stanfordville, NY 12581
- 3 Beds
- 2.5 Baths
- 2,971 Sq Ft
- Built 2003
Last Sold Summary
- $246/SF
- 33 Days On Market
Current Estimated Value $714,000

Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

546 Hicks Hill Rd, Stanfordville, NY 12581

/5
Not Listed For Sale

0 State Line Rd Unit 153175, Millerton, NY 12546
0 State Line Rd Unit 153175, Millerton, NY 12546

Last Sold Summary
- 165 Days On Market
Last Sold Price $150,000

Last Listing Agent Arleen Shepley Elyse Harney Real Estate

/28
$400,000 Pending
- 3 Beds
- 1.5 Baths
- 1,442 Sq Ft
6 Liss Rd, Wappingers Falls, NY 12590

Experience the best of Wappingers Falls living at 6 Liss Rd, NY 12590! This beautifully maintained home boasts a prime location just off Route 9, offering unbeatable convenience for commuters and explorers alike. You’re only minutes from the Metro-North station, Mid Hudson Bridge, and I-84—making travel to Poughkeepsie, Beacon, or NYC a breeze. Step inside to an inviting open floor plan, where

Omar Harper

Epique Realty

(329) 216-9536

6 Liss Rd, Wappingers Falls, NY 12590
/19
$1,800 per month
- 2 Beds
- 1 Bath
- 625 Sq Ft
- Apartment for Rent
61 S Hamilton St, Poughkeepsie, NY 12601

Updated Second Floor Two Bedroom Apartment In Non Smoking Building. Here Your Neighbors Are Either Above Or Below You, As You Are Uniquely The Only Apt On That Level, In That Portion Of The Building. Here You Will Find A Decorative Fireplace In The Largest Bedroom With Plenty Of Space, A Combination Of Hardwood And Engineered Wood Flooring Plus Ample Closets. This Brick Building Sets On A Corner

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 668-6971

61 S Hamilton St, Poughkeepsie, NY 12601
$420,000 Sold Feb 03, 2026

35 Bayberry Cir, Fishkill, NY 12524
- 2 Beds
- 1.5 Baths
- 1,502 Sq Ft
- Built 1983
Last Sold Summary
- 2% Below List Price
- $280/SF
- 144 Days On Market
Current Estimated Value $422,682

Last Listing Agent Philip Bisesto HomeSmart Homes & Estates

35 Bayberry Cir, Fishkill, NY 12524

/43
Est $716,269 Not Listed For Sale

65 Bushwick Rd, Poughkeepsie, NY 12603
- 4 Beds
- 2 Baths
- 2,812 Sq Ft
- Built 1864
65 Bushwick Rd, Poughkeepsie, NY 12603

Last Sold Summary
- 5% Above List Price
- $242/SF
- 42 Days On Market
Last Sold Price $680,000

Last Listing Agent Jill Rose Houlihan Lawrence, Inc.

/40
$475,000
- 3 Beds
- 1.5 Baths
- 1,808 Sq Ft
7 Magnolia Dr, Wappingers Falls, NY 12590

Discover the charm and potential of this classic raised ranch at 7 Magnolia Drive in Wappingers Falls! Built in 1974 and nestled on nearly half an acre of level, tree-lined land, this 3-bedroom, 2.5-bath home spans approximately 1,816 sq ft of living space. The upper level features hardwood floors, bay windows, and a bright, open layout, while the lower level offers a finished family room with

Omar Harper

Epique Realty

(329) 208-2318

7 Magnolia Dr, Wappingers Falls, NY 12590
/20
$1,500 per month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Apartment for Rent
65 S Hamilton St, Poughkeepsie, NY 12601

Third Floor, Cozy One Bedroom Apt Available, Updated With New Engineered Wood Flooring And Freshly Painted In This Non-Smoking Bldg. Future Residents Will Pay Their Own Utilities (Gas & Electric) In This Solid Brick Bldg. Off The Street Parking Is Offered With This Rental Unit, In The Rear Of The Bldg. If You Are Looking For The Convenience Of Being Close To The Amenities Most Cities Have To

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 630-1209

65 S Hamilton St, Poughkeepsie, NY 12601
$430,000 Sold Feb 26, 2026

19 Hawk Ln, Poughkeepsie, NY 12601
- 3 Beds
- 3 Baths
- 1,872 Sq Ft
- Built 1991
Last Sold Summary
- 9% Below List Price
- $230/SF
- 77 Days On Market
Current Estimated Value $448,696

Last Listing Agent Omar Harper Epique Realty

19 Hawk Ln, Poughkeepsie, NY 12601

Est $757,039 Not Listed For Sale

69 Grinnell St, Rhinebeck, NY 12572
- 3 Beds
- 1.5 Baths
- 1,571 Sq Ft
- Built 1940
69 Grinnell St, Rhinebeck, NY 12572

Last Sold Summary
- 8% Above List Price
- $446/SF
- 133 Days On Market
Last Sold Price $700,000

Last Listing Agent ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

/23
$799,000
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
26 Rodina Dr, Pawling, NY 12564

Be the first to live in this stunning four bedroom, two and a half bath home nestled on a beautiful two and a half acre lot. This home is located on the border of Putnam and Duchess counties. Step onto the full length front porch and inside to a light, bright and airy interior boasting a modern open floor plan. Spacious entrance foyer with double coat closets and sleek iron railing staircase with

Douglas Servello

Home Sweet Home Properties

(845) 599-8285

26 Rodina Dr, Pawling, NY 12564
/17
$1,850 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
8 Morgan Ave Unit 4, Poughkeepsie, NY 12601

Newly Renovated 2-Bedroom Apartment for Rent. Experience modern comfort and convenience in this beautifully renovated two-bedroom, one-bathroom apartment. Enjoy a stylish kitchen featuring sleek cabinetry, stainless steel appliances, and quartz countertops. The home is finished with durable vinyl plank flooring throughout, offering both elegance and easy maintenance.Ideally located near

YOLANDA MENDOZA

Century 21 Hudson Valley Rlty.

(845) 581-7946

8 Morgan Ave Unit 4, Poughkeepsie, NY 12601
$532,700 Sold Jan 20, 2026

295 E Main St, Beacon, NY 12508
- 3 Beds
- 1 Bath
- 2,032 Sq Ft
- Built 1922
Last Sold Summary
- 1% Above List Price
- $262/SF
- 39 Days On Market
Current Estimated Value $534,163

Last Listing Agent Jennifer Velez Joncar Realty Inc

295 E Main St, Beacon, NY 12508

Not Listed For Sale

1 Apple Tree Dr, Rhinebeck, NY 12572
- 3 Beds
- 2 Baths
- 2,072 Sq Ft
- Built 1960
1 Apple Tree Dr, Rhinebeck, NY 12572

Last Sold Summary
- $205/SF
- 33 Days On Market
Last Sold Price $425,000

Last Listing Agent Karen Volino Houlihan Lawrence Inc.

/50
$3,495,000
- 4 Beds
- 4 Baths
- 4,103 Sq Ft
476 Carpenter Hill Rd, Pine Plains, NY 12567

Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

Rebecca Doh

William Raveis Lifestyles Rlty

(518) 594-8655

476 Carpenter Hill Rd, Pine Plains, NY 12567
/11
$1,850 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
8 Morgan Ave Unit 1, Poughkeepsie, NY 12601

Newly Renovated 2-Bedroom Apartment for Rent. Experience modern comfort and convenience in this beautifully renovated two-bedroom, one-bathroom apartment. Enjoy a stylish kitchen featuring sleek cabinetry, stainless steel appliances, and quartz countertops. The home is finished with durable vinyl plank flooring throughout, offering both elegance and easy maintenance.Ideally located near

YOLANDA MENDOZA

Century 21 Hudson Valley Rlty.

(845) 576-1412

8 Morgan Ave Unit 1, Poughkeepsie, NY 12601
$240,000 Sold Dec 12, 2025

2404 Cherry Hill Dr, Poughkeepsie, NY 12603
- 2 Beds
- 1.5 Baths
- 1,245 Sq Ft
- Built 1984
Last Sold Summary
- 7% Above List Price
- $193/SF
- 32 Days On Market
Last Listing Agent Omar Harper Epique Realty

2404 Cherry Hill Dr, Poughkeepsie, NY 12603

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

Last Listing Agent Ivan Carvalho Exit Realty Connections

/46
$584,500 Pending
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
89 Birch Dr, Pleasant Valley, NY 12569

Accepted offer but still showing This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room. With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office. The heart of

Philip Bisesto

HomeSmart Homes & Estates

(845) 681-2247

89 Birch Dr, Pleasant Valley, NY 12569
/12
$2,200 per month
- 3 Beds
- 1 Bath
- 864 Sq Ft
- Apartment for Rent
151 Cannon St Unit 3, Poughkeepsie, NY 12601

Beautifully Remolded, Freshly Painted, 3 Bedroom Apartment, Updated kitchen with stainless appliances & renovated tile bathroom. Centrally located just minutes from Hospital, Colleges, Public Transportation, Metro Train, Route 9, Mid Hudson Bridge. No Smoking.

YOLANDA MENDOZA

Century 21 Hudson Valley Rlty.

(845) 448-2306

151 Cannon St Unit 3, Poughkeepsie, NY 12601
$575,000 Sold Dec 22, 2025

7 Glen Ct, Pawling, NY 12564
- 3 Beds
- 2.5 Baths
- 2,318 Sq Ft
- Built 1997
Last Sold Summary
- 3% Below List Price
- $248/SF
- 136 Days On Market
Current Estimated Value $571,983

Last Listing Agent Colleen McGrath McGrath Realty Inc

7 Glen Ct, Pawling, NY 12564

Est $472,381 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
- 7% Above List Price
- $224/SF
- 28 Days On Market
Last Sold Price $439,900

Last Listing Agent Virginia Corbett eXp Realty

/28
$537,500
- 3 Beds
- 3.5 Baths
- 2,106 Sq Ft
101 Bundy Hill Rd, Holmes, NY 12531

Nestled in between trees and rocks, privacy abounds in this Contemporary Colonial style dwelling with numerous upgrades. A down to the studs remodel in 2016, the home boasts generous open concept living, dining and kitchen areas all with recessed lighting. Kitchen includes butcherblock counter tops and stainless-steel appliances. Entry nook convenient for coats, purses, backpacks and shoes. First

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 299-9362

101 Bundy Hill Rd, Holmes, NY 12531
/2
$1,800 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Apartment for Rent
460 Sinpatch Rd Unit 1, Wassaic, NY 12592

2-bedroom + den first floor apartment on a 100+ acre farm. Pets negotiable.

Luis Diaz

Century 21 Alliance Realty Grp

(845) 579-3907

460 Sinpatch Rd Unit 1, Wassaic, NY 12592
$256,000 Sold Oct 03, 2025

3465 Route 22, Dover Plains, NY 12522
- 2 Beds
- 2 Baths
- 1,836 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $139/SF
- 52 Days On Market
Current Estimated Value $266,252

Last Listing Agent Omar Harper Epique Realty

3465 Route 22, Dover Plains, NY 12522

Est $345,000 Not Listed For Sale

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

Last Sold Summary
- 667% Above List Price
- 49 Days On Market
Last Sold Price $45,001

Last Listing Agent Tara Varghese Fab Real Estate LLC

/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
/18
$1,950 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
1701 Cherry Hill Dr, Poughkeepsie, NY 12603

Welcome to 1701 Cherry Hill Drive, an exceptional end-unit rental property located in the vibrant city of Poughkeepsie! One of the standout features of this rental is that heat and hot water are included in the rent, providing you with added convenience and peace of mind. Located just minutes away from local amenities, offers easy access to shopping, dining, and entertainment options. Nearby

Omar Harper

Epique Realty

(845) 681-6098

1701 Cherry Hill Dr, Poughkeepsie, NY 12603
$485,000 Sold Jan 07, 2026

93 Kent St, Beacon, NY 12508
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
- Built 1910
Last Sold Summary
- 8% Above List Price
- $459/SF
- 22 Days On Market
Current Estimated Value $468,390

Last Listing Agent Jennifer Velez Joncar Realty Inc

93 Kent St, Beacon, NY 12508

Est $741,864 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
- 17% Above List Price
- $176/SF
- 40 Days On Market
Last Sold Price $635,000

Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

/23
$419,000 Pending
- 3 Beds
- 2 Baths
- 1,523 Sq Ft
105 S Nellie Hill Rd, Dover Plains, NY 12522

The seller's family has moved abroad. They are very motivated. See new Price! Circa 1952 - A delightful home that has been totally transformed into a casually elegant masterpiece.The roof was replaced in 2012. The siding was replaced in 2022. The interior of the home was totally redone in 2024.The floors are exquisite, the tiled baths are luxurious, the kitchen is a dream (quartz counter

Larry Havens

Havens Real Estate

(845) 478-1624

105 S Nellie Hill Rd, Dover Plains, NY 12522
/15
$2,400 per month
- 2 Beds
- 1 Bath
- 1,030 Sq Ft
- Townhouse for Rent
32 Scarborough Ln Unit D, Wappingers Falls, NY 12590

Welcome to 32 Scarborough Lane! This charming second-floor end unit rental condo offers 2 bedrooms, 1 bathroom, and an open-concept living space filled with natural light. Enjoy modern amenities including a sleek kitchen, a spacious master suite, and a private balcony perfect for relaxing. Relish community perks like a pool, clubhouse, and tennis courts. Conveniently located near Hudson Valley

Omar Harper

Epique Realty

(329) 223-6848

32 Scarborough Ln Unit D, Wappingers Falls, NY 12590
$170,000 Sold Mar 24, 2025

64 Sixth Dr, Hyde Park, NY 12538
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1995
Last Sold Summary
- 1% Below List Price
- $142/SF
- 24 Days On Market
Last Listing Agent Isabel Alves RE/MAX Town & Country

64 Sixth Dr, Hyde Park, NY 12538

Est $611,107 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

Last Listing Agent KATHERINE (KIT) COLBOURN WRYE 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
/7
$1,850 per month
- 1 Bed
- 1 Bath
- 585 Sq Ft
- Apartment for Rent
504 Route 9d Unit C, Beacon, NY 12508

Super cute & clean one bedroom apartment for rent. Large living room with space for home office, bright eat-in kitchen with gas stove and built-in microwave, spacious bedroom with double closet. Private parking and yard, laundry on site. Most utilities included, tenant pays only electric and internet. Quiet, country setting only 7 minutes from train and Main Street. Available now.

Jennifer Velez

Joncar Realty Inc

(845) 470-4840

504 Route 9d Unit C, Beacon, NY 12508
$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 $466,604

Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

121 Hillside Rd, Poughquag, NY 12570

Est $188,000 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
- 86% Above List Price
- $173/SF
- 27 Days On Market
Last Sold Price $101,000

Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

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