Dutchess County NY Homes for Sale

/50
$575,000 Open Sun 12PM - 2PM
- 3 Beds
- 3 Baths
- 2,650 Sq Ft
25 Degarmo Rd, Poughkeepsie, NY 12603

Welcome to 25 Degarmo Road, nestled in the charming Arlington community of Poughkeepsie! A move-in ready gem with modern upgrades and unbeatable comfort! This beautifully maintained home features a brand new water heater and energy-saving solar panels, making it as efficient as it is inviting. The roof is only 4 years old, ensuring peace of mind for years to come, while the one-year-old

Omar Harper

Epique Realty

(845) 210-9826

25 Degarmo Rd, Poughkeepsie, NY 12603
/23
$629,000
- 1 Bed
- 1.5 Baths
- 1,000 Sq Ft
Unlisted Address

Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres) Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available

Diana Murphy

HomeSmart Homes & Estates

(329) 201-5922

Unlisted Address
/21
$695,000
- 3 Beds
- 2.5 Baths
- 2,005 Sq Ft
4523 Route 199 Unit 45, Millerton, NY 12546

Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income

Diana Wiemer

Houlihan Lawrence Inc.

(518) 759-6393

4523 Route 199 Unit 45, Millerton, NY 12546
/46
$815,000
- 4 Beds
- 4 Baths
- 2,234 Sq Ft
360 Old State Route 22, Dover Plains, NY 12522

Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 412-9430

360 Old State Route 22, Dover Plains, NY 12522
/20
$389,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
24 Linda Place, Fishkill, NY 12524

Welcome to this charming and cozy ranch-style home offering comfortable one-level living in the heart of Fishkill. Featuring a bright open floor plan filled with natural light, this inviting home blends warmth, functionality, and character.The living area flows effortlessly into the kitchen, creating the perfect space for everyday living and entertaining. A pellet stove adds warmth and

Heather Bragg

ReAttached

(845) 447-0800

24 Linda Place, Fishkill, NY 12524
/45
$409,000
- 2 Beds
- 2 Baths
- 1,225 Sq Ft
919 Saratoga Ln, Fishkill, NY 12524

Chic 2BR / 2BA Condo — Prime Fishkill Location with Mountain Views. Sun-drenched second-floor unit featuring gleaming hardwood floors in the main living areas and cozy carpeted bedrooms. Well-appointed kitchen with stainless steel appliances and abundant cabinets and drawers opens to a spacious living area — ideal for entertaining. In-unit laundry and a private balcony with spectacular mountain

Sharmistha 'Mish' Dutta

RE/MAX Town & Country

(845) 286-4655

919 Saratoga Ln, Fishkill, NY 12524
/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
/47
$1,779,000 Open Sun 12PM - 2PM
- 4 Beds
- 5 Baths
- 5,250 Sq Ft
6 Conifer Ct, Poughkeepsie, NY 12603

Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie’s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams

Omar Harper

Epique Realty

(845) 599-0947

6 Conifer Ct, Poughkeepsie, NY 12603
/44
$890,000
- 4 Beds
- 2.5 Baths
- 3,027 Sq Ft
78 Moore Rd, Hopewell Junction, NY 12533

Welcome to this spectacular home located in the sought after and award winning Four Corners community. As you enter, you are immediately greeted by an impressive two story foyer featuring a beautiful staircase with elegant wrought iron spindles leading to the second floor. The high ceilings and open layout create a bright and welcoming atmosphere throughout this spacious four bedroom, two and a

Michael Dunstan

RE/MAX Town & Country

(329) 218-0373

78 Moore Rd, Hopewell Junction, NY 12533
/36
$650,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
4 Cameli Dr, Wappingers Falls, NY 12590

This will be like purchasing a brand-new home; built in 2020 this home has all the amenities a discriminating buyer is looking for: from the large airy entry with an ENERGY STAR entrance door to hardwoods throughout; open concept, fabulous kitchen with quartz countertops and walk in pantry, first floor bedroom or office and dining/living rooms that are sun drenched from multiple sliding glass

Pamela Burns

Corcoran Legends Realty

(329) 207-0412

4 Cameli Dr, Wappingers Falls, NY 12590
/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
/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
/44
$799,900 Open Sun 12PM - 3PM
- 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
/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
/6
$220,000
- Land
- 0.76 Acre
- $289,474 per Acre
15 Dykeman St, Pawling, NY 12564

Rare opportunity to build in the heart of the Village of Pawling! Cleared and ready for development, this residential lot at 15 Dykeman Street offers municipal water and sewer available at the street — a major advantage for new construction. The property features a defined driveway lined with item four stone, providing immediate access and a head start on site work. Level and open, the lot offers

Joanne Debellis

Debellis Real Estate LLC

(845) 660-6758

15 Dykeman St, Pawling, NY 12564
/28
$530,000
- 3 Beds
- 1.5 Baths
- 1,706 Sq Ft
58 Pine Dr, Pawling, NY 12564

Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property—offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with

Teddie Leonaggeo

McGrath Realty Inc

(845) 299-0848

58 Pine Dr, Pawling, NY 12564
/25
$419,000
- 6 Beds
- 2 Baths
- 3,000 Sq Ft
52 Catharine St, Poughkeepsie, NY 12601

Two Family Home Consisting Of (2) Three Bedroom, One Bath Apartments With Separate Utilities (Gas And Electric.) And Driveway For Parking Convenience. Each Unit Has A Combination Of Ceramic Tiled And Laminate Floors. Updates Include New Electric, New Furnaces, New Plumbing, New Roof And Updated Windows Throughout. There Is A Walkup Attic Plus An Unfinished Basement With Interior And Exterior

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 668-6849

52 Catharine St, Poughkeepsie, NY 12601
/14
$1,900,000
- Land
- 156.51 Acres
- $12,140 per Acre
0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

Larry Havens

Havens Real Estate

(845) 493-3228

0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
/22
$365,000
- 4 Beds
- 1 Bath
- 1,144 Sq Ft
85 Sunset Ave, Poughkeepsie, NY 12601

This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximity to Marist College. Set on a generous lot, it features a large driveway with ample off-street parking, a deck, and extensive surrounding land—valuable amenities for maximizing tenant demand and long-term value. The flexible bedroom configuration allows for efficient rent-by-room potential, while the outdoor

Peter Raider

Real Broker NY LLC

(845) 773-1844

85 Sunset Ave, Poughkeepsie, NY 12601
/17
$4,499,000
- Land
- 190 Acres
- $23,679 per Acre
1196 New York 82, Hopewell Junction, NY 12533

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills, Shawngunks,

Sherret Chase

Four Seasons Sotheby's Int'l R

(329) 217-0467

1196 New York 82, Hopewell Junction, NY 12533
/10
$199,000
- Land
- 0.71 Acre
- $280,282 per Acre
0 Stewart Ave, Beacon, NY 12508

BOHA .71 acre building lot in the Town of Fishkill within the Beacon City School District. Just two miles from Main Street restaurants, theater & galleries, this subdivided parcel is bordered by mature shade trees and enjoys a cozy corner location in a small, friendly neighborhood. Municipal water available. Rare, affordable opportunity to build your perfect home!

Jennifer Velez

Joncar Realty Inc

(845) 251-3279

0 Stewart Ave, Beacon, NY 12508
/9
$129,000
- Land
- 0.78 Acre
- $165,385 per Acre
0 Route 343 Unit KEY896113, Amenia, NY 12501

Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

Larry Havens

Havens Real Estate

(845) 539-1044

0 Route 343 Unit KEY896113, Amenia, NY 12501
/42
$925,000 Open Sun 1PM - 3PM
- 2 Beds
- 2 Baths
- 2,978 Sq Ft
119 Becker Hill Rd, Red Hook, NY 12571

Nestled on 7.3 private acres in Milan, this charming log-style home offers the perfect blend of rustic character and modern comfort, just minutes to the Taconic Parkway and the villages of Red Hook and Rhinebeck.Thoughtfully and lovingly built piece by piece by its original owner, the home has been meticulously maintained and is truly move-in ready. Inside, you’ll find a grand family room

Margaret Mondello

Margaret Mondello Real Estate

(845) 957-8196

119 Becker Hill Rd, Red Hook, NY 12571
/7
$229,000
- Land
- 5 Acres
- $45,800 per Acre
Lot # 5 Smithfield Rd, Millerton, NY 12546

Welcome to Smithfield Road—where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibilities. This peaceful location feels worlds away, yet it's

Larry Havens

Havens Real Estate

(518) 676-7115

Lot # 5 Smithfield Rd, Millerton, NY 12546
/50
$599,000
- 2 Beds
- 2 Baths
- 2,196 Sq Ft
168 Old Route 55, Pawling, NY 12564

Step into the very year our nation was born and own a piece of American history! Originally constructed in 1776, this iconic stone residence later became the "Pawling Toll Gate and Toll House," serving as a vital gateway for travelers, a general store, a post office, and a legendary tavern. It is even whispered that George Washington himself once proved his strength within these walls, winning a

Colleen McGrath

McGrath Realty Inc

(845) 932-0435

168 Old Route 55, Pawling, NY 12564
/23
$499,995
- 4 Beds
- 3 Baths
- 2,048 Sq Ft
16 Baldwin Dr, Wappingers Falls, NY 12590

Welcome to 16 Baldwin Drive—an impeccably maintained and beautifully updated 4-bedroom, 3-full-bath home located in one of Wappingers Falls’ most desirable neighborhoods. This spacious residence offers the perfect blend of comfort, style, and functionality, ideal for today’s modern living. Step inside to an inviting open layout featuring sun-filled living spaces, gleaming floors, and a seamless

Anthony J Pryce

Valley Palms Real Estate Inc

(329) 214-1237

16 Baldwin Dr, Wappingers Falls, NY 12590
/35
$449,000
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
18 Cardinal Dr, Poughkeepsie, NY 12601

Charming ranch-style home offering comfortable one-level living in Poughkeepsie. This 3-bedroom, 2-bath residence features a bright layout, spacious living areas, and a great setup for everyday living and entertaining. A recently finished basement adds impressive 800 sq ft. of additional living space and includes a kitchenette, offering excellent flexibility for recreation, guests, work-from-home

Michael Vasquez

eXp Realty

(845) 516-9612

18 Cardinal Dr, Poughkeepsie, NY 12601
/22
$1,350,000
- Land
- 3.9 Acres
- $346,154 per Acre
178 Charles Colman Blvd, Pawling, NY 12564

Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

Vince Buccieri

Today Realty Corp.

(845) 280-5951

178 Charles Colman Blvd, Pawling, NY 12564
/7
$129,000
- Land
- 0.78 Acre
- $165,385 per Acre
0 Route 343 Unit 20253568, Amenia, NY 12501

Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

Larry Havens

Havens Real Estate

(845) 478-8181

0 Route 343 Unit 20253568, Amenia, NY 12501
/6
$100,000
- Land
- 2.14 Acres
- $46,729 per Acre
24 Beck Rd, Poughkeepsie, NY 12601

2.14-Acre Build-Ready Parcel - Design Your Dream Country Retreat Discover a rare opportunity to own a beautifully situated 2.14-acre parcel in a scenic country setting within the highly sought-after Hyde Park school district. Conveniently located just a short drive from New York City, this property offers the perfect balance of rural tranquility and urban accessibility. Property Highlights:

Michael Carr

eXp Realty

(845) 244-5853

24 Beck Rd, Poughkeepsie, NY 12601
/13
$270,000
- Land
- 12 Acres
- $22,500 per Acre
3 Mountain Edge Ln, North East, NY 12546

Set in a broad, open meadow beneath the beautiful Berkshire foothills, called the Taconics offering a rare blend of privacy and panoramic scenery. The land has matured naturally, dotted with shrubs and trees yet still wonderfully expansive. With State Land at its back and stunning western vistas, the property delivers unforgettable sunrises and sunsets. Situated in the Town of North East, it's

Larry Havens

Havens Real Estate

(518) 619-5373

3 Mountain Edge Ln, North East, NY 12546
/48
$1,175,000
- 5 Beds
- 4 Baths
- 4,248 Sq Ft
64 S Quaker Hill Rd, Pawling, NY 12564

Welcome to Country Living at Its Finest!Nestled on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential for those looking to restore a piece of history. A long, tree-lined driveway leads to this charming 4-bedroom, 4-bath home surrounded by open fields, mature trees, and peaceful country views. The property features a spacious 4-car garage with finished living space with

Shannon Tully

McGrath Realty Inc

(845) 415-7723

64 S Quaker Hill Rd, Pawling, NY 12564
/34
$850,000 Open Sun 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 4,657 Sq Ft
159 Rombout Rd, Poughkeepsie, NY 12603

Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private

Haakim Byrd

HomeSmart Homes & Estates

(845) 280-6179

159 Rombout Rd, Poughkeepsie, NY 12603
/33
$9,750,000
- Land
- 558.35 Acres
- $17,462 per Acre
225 Route 22, Pawling, NY 12564

Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

Shaylene Neumann

Houlihan Lawrence Inc.

(845) 377-2512

225 Route 22, Pawling, NY 12564
/12
$325,000
- Land
- 5.82 Acres
- $55,842 per Acre
2413 Route 44, Salt Point, NY 12578

Unlock a rare opportunity to own a level, buildable 5-acre parcel positioned at one of the most strategic corridors in the area—Route 44 and the Taconic Parkway. Whether you're an end user seeking privacy, an investor looking for upside, or a business owner targeting high-visibility frontage, this property delivers on all fronts. The land features direct access to Route 44, making driveway

Omar Harper

Epique Realty

(845) 622-4228

2413 Route 44, Salt Point, NY 12578
/16
$3,600,000
- Land
- 228.91 Acres
- $15,727 per Acre
317 Skunks Misery Rd, Millerton, NY 12546

Public Remarks: One of the most breathtaking vistas in the region, this 157-acre parcel crowns a private site at 1,250 feet, with commanding views to the Catskills. Offered for the first time in generations, this legacy property is paired with an adjacent 71.5-acre parcel, once a distinguished family farm. The panoramic vista from every knoll enjoys the unspoiled countryside extending to the

Larry Havens

Havens Real Estate

(518) 765-1759

317 Skunks Misery Rd, Millerton, NY 12546
/8
$229,000
- Land
- 5.57 Acres
- $41,113 per Acre
Lot 21 Cox Rd, Pawling, NY 12564

Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook

Shannon Tully

McGrath Realty Inc

(845) 412-9125

Lot 21 Cox Rd, Pawling, NY 12564
/23
$210,000
- 2 Beds
- 1.5 Baths
- 923 Sq Ft
3 Hook Rd Unit 72D, Poughkeepsie, NY 12601

Well Maintained Two Bedroom, Two Bath Condo For Sale With Hyde Park Schools. Here You Are Offered A Spacious Living Room, Kitchen w/Dining, Primary Bedroom w/Bath, Plenty Of Closets And More. There Is No Need To Leave The Bldg For Your Laundry Needs, As There Is Access To A Common Area Laundry Room And Your Own Storage Area On The Lower Level. The Monthly Home Association Fee (HOA) Includes Heat,

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 250-6646

3 Hook Rd Unit 72D, Poughkeepsie, NY 12601
/25
$650,000
- 8 Beds
- 4.5 Baths
- 4,288 Sq Ft
853 Salt Point Turnpike, Poughkeepsie, NY 12601

This Over 4,000 Finished Sq Ft HUD Owned Home, Which Includes Eight Bedrooms, Four Full Bathrooms And One Half Bath, May Very Well Pique Your Interest. Being Listed As An AS IS Sale, There Are A Total Of 15 Rooms Plus A Walk Up Attic, Full....Unfinished Basement, Garage, Parking And Work To Be Done. The Property, Noted As FHA Case# 371-409757, Is In It's Exclusive Period And Being Sold AS IS By

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 498-0814

853 Salt Point Turnpike, Poughkeepsie, NY 12601
/10
$159,000
- Land
- 0.5 Acre
- $318,000 per Acre
0 Sepasco Lake Rd, Rhinebeck, NY 12572

Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the

Feng Liu-Winham

Coldwell Banker Village Green

(845) 385-1110

0 Sepasco Lake Rd, Rhinebeck, NY 12572

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