Dutchess County NY Homes for Sale with Acreage

/7
$145,000
- Land
- 3.45 Acres
- $42,029 per Acre
66 Ryan Rd, Pine Plains, NY 12567

Build your dream home in the heart of Pine Plains, surrounded by nature, history, and vibrant Hudson Valley living, on this exceptional 3.45 Acre elevated homesite, Board of Health approved for a 4-bedroom residence, with sweeping views of majestic Stissing Mountain. This remarkable parcel offers the perfect blend of tranquility, natural beauty, and convenience, presenting a rare opportunity to

Vida Odescalchi Legacy Land & Homes LLC

66 Ryan Rd, Pine Plains, NY 12567
/40
$1,750,000
- 3 Beds
- 4.5 Baths
- 4,384 Sq Ft
90 River Rd, Hyde Park, NY 12538

Welcome Home! Experience sweeping Hudson River views throughout this exceptional home, where breathtaking water vistas offer a truly unique living experience. The expansive great room welcomes you with soaring ceilings, fireplace and a wall of windows framing the picturesque and dynamic river. The chef's kitchen features elite appliances with a six-burner gas range, 2 sinks and a bright dining

Christine Pergolizzi

90 River Rd, Hyde Park, NY 12538
/31
$749,000
- 4 Beds
- 2.5 Baths
- 3,370 Sq Ft
117 Deer Run Rd, Red Hook, NY 12571

Welcome to this elegant four bedroom, two and a half-bath Colonial gracefully set on three beautifully manicured acres in one of Red Hook’s most desirable executive neighborhoods. Thoughtfully designed for both comfort and style, this home offers timeless curb appeal with its charming rocking chair front porch and classic architectural lines.Step inside to a spacious and light-filled layout

Peggy Santamorena Houlihan Lawrence Inc.

117 Deer Run Rd, Red Hook, NY 12571
/33
$669,000
- 1 Bed
- 2.5 Baths
- 3,256 Sq Ft
17 Conover Way, Lagrangeville, NY 12540

Beautiful, custom Post and Beam home with covered front porch is a must see, as is the gorgeous property! *Outdoor amenities include gorgeous, level fenced property, a saltwater pool, gazebo with custom painted ceiling, koi pond, beautiful gardens, stone walls, flowering trees and evergreens. *Inside, hardwood floors, fireplace, whole-house security & fire alarm system, radiant heat. Fantastic,

Lisa Liffland McGrath Realty Inc

17 Conover Way, Lagrangeville, NY 12540
/42
$689,000
- 4 Beds
- 2.5 Baths
- 2,434 Sq Ft
346 Old Hopewell Rd, Wappingers Falls, NY 12590

**TO BE BUILT** The highly sought after Jefferson Model. Custom Colonial style home in the Wappingers School District on 3 acres of property. Highlights of this almost 2500 SQFT, 4 BR 2.5 bath home include 9' first floor ceilings, an expansive, open concept granite kitchen, pantry, breakfast area and family room with a fireplace, formal dining room, den/study, master bedroom with tray ceiling,

John Gabriel Jr KW MidHudson

346 Old Hopewell Rd, Wappingers Falls, NY 12590
/8
$349,900
- Land
- 1.78 Acres
- $196,573 per Acre
1940 State Route 55, Lagrangeville, NY 12540

1.8 ACRES COMMERCIAL BOHA LAND Rt 55 frontage. Extremely busy traffic light location. Centrally located development opportunity. Ready to build! Excellent soil conditions with no fill needed for septic: Bank run & gravel. 431 ft of Route 55 frontage. Currently BOHA until 2028 for 2,000sf commercial personal service business & office building. BOHA can pivot to different size & use development if

Thomas Zengen Thomas Zengen

1940 State Route 55, Lagrangeville, NY 12540
/27
$1,150,000
- 2 Beds
- 1 Bath
- 1,216 Sq Ft
447 Butts Hollow Rd, Dover Plains, NY 12522

It seems to be a human instinct to define utopia as a garden, and this Millbrook property on Butts Hollow Road unequivocally deserves that designation. Not only gardens—which have been lovingly created and curated—but meadows and forest glens, falling water and meandering paths. Regardless of season, there is always something unexpected and lovely to greet you—a rippling sea of red poppies,

Candy Anderson Compass Greater NY, LLC

447 Butts Hollow Rd, Dover Plains, NY 12522
/37
$699,000
- 4 Beds
- 5 Baths
- 4,018 Sq Ft
175 Old Quaker Hill Rd, Pawling, NY 12564

A Stately Cape Cod Estate with Exceptional Potential awaits. Set on an expansive, flat parcel of land surrounded by farms, rolling hills, and mountain views, this once grand and elegant residence offers a rare opportunity to restore and reimagine a home of timeless distinction. A property of this caliber, featuring grand proportions, architectural charm, and breathtaking grounds, is a true gem

Tom Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564
/23
$515,000
- 3 Beds
- 2.5 Baths
- 1,750 Sq Ft
74 Brothers Rd, Beekman, NY 12570

Discover this brand new, light-filled Raised Ranch ideally situated on 2.5 partially wooded acres. Enjoy seamless living with an open-concept main floor featuring beautiful hardwood floors in the kitchen, dining, and living areas, complemented by stainless steel appliances. Sliding glass doors open to a deck, perfect for entertaining. The primary suite boasts a full bath with an oversized walk-in

LUCIANA BENNETT McGrath Realty Inc

74 Brothers Rd, Beekman, NY 12570
/44
$549,000
- 2 Beds
- 1 Bath
- 1,077 Sq Ft
26 Mills Cross Rd, Staatsburg, NY 12580

High above the Hudson Valley, just minutes from Rhinebeck... this beautifully sited cottage offers the kind of peaceful retreat that’s increasingly hard to find. Perched above the road on a generous rise, the home enjoys panoramic, west-facing views of the Catskill Mountains—an ever-changing canvas of sunsets and seasons that you can take in from nearly every room.Recently updated with a keen

Veronique Guccione BHHS Hudson Valley Properties

26 Mills Cross Rd, Staatsburg, NY 12580
/31
$1,550,000
- 3 Beds
- 2.5 Baths
- 2,900 Sq Ft
334 Lake Dr, Rhinebeck, NY 12572

Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls

Brian Woolsey BHHS Hudson Valley Properties

334 Lake Dr, Rhinebeck, NY 12572
/45
$499,000
- 2 Beds
- 2 Baths
- 1,518 Sq Ft
26 Carter Rd, Pleasant Valley, NY 12569

Welcome to 26 Carter Rd, Pleasant Valley! Nestled on 3.5 private acres, this versatile 2-bedroom home lives like a 3, offering a flexible third room perfect for an office, guest space, or hobby area. Enjoy 2 full baths and a stunning, oversized gourmet kitchen featuring quartz countertops—ideal for chefs and entertainers alike. Experience the best of country living with space, privacy, and modern

Shawn Pitcher KFortuna All Aspects Realty

26 Carter Rd, Pleasant Valley, NY 12569
/43
$680,000
- 4 Beds
- 2.5 Baths
- 2,988 Sq Ft
79 Saddle Ridge Dr, Hopewell Junction, NY 12533

Welcome to this pristine 4-bedroom, 2.5-bath Contemporary Colonial, perfectly nestled in the heart of Hopewell Junction with an easy commute to NYC. Set on a lush, manicured, and level property that showcases the beauty of every season, this home offers both charm and convenience. The professionally treated and painted cedar exterior adds timeless curb appeal. A beautifully landscaped walkway

Mish Dutta RE/MAX Town & Country

79 Saddle Ridge Dr, Hopewell Junction, NY 12533
/13
$2,025,000
- 4 Beds
- 3 Baths
- 2,892 Sq Ft
8 Chelsea Rd, Wappingers Falls, NY 12590

Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

Michael Lund Corcoran Country Living

8 Chelsea Rd, Wappingers Falls, NY 12590
/12
$1,600,000
- 3 Beds
- 2.5 Baths
- 2,242 Sq Ft
1 Chelsea Rd, Wappingers Falls, NY 12590

Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

Michael Lund Corcoran Country Living

1 Chelsea Rd, Wappingers Falls, NY 12590
/4
$95,000
- Land
- 3.40 Acres
- $27,941 per Acre
0 New York 82, Pleasant Valley, NY 12569

This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

Debra Allan BHHS Hudson Valley Properties

0 New York 82, Pleasant Valley, NY 12569
/29
$990,000
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
104 S Quaker Ln, Hyde Park, NY 12538

Modern Farmhouse Retreat - Discover this beautifully reimagined 1870 farmhouse, set on over 25 private secluded acres in the heart of the Hudson Valley. Fully renovated in 2025 with modern finishes throughout, this 3-bedroom, 2-bath residence is a rare blend of historic charm and today’s design sensibility—perfect as a second home or peaceful weekend retreat.Tucked away down a long drive,

Curtis Darragh Legacy Land & Homes LLC

104 S Quaker Ln, Hyde Park, NY 12538
/36
$3,500,000
- 5 Beds
- 4.5 Baths
- 4,972 Sq Ft
97 Wing Rd Unit 101, Millbrook, NY 12545

The artistry of Coole Park is in the way it unfolds from the center. Two gracious wings on either side of the original 1888 house create an architectural triptych that conveys elegance and comfort in equal measure. Warm wide board floors, soaring French doors, six working fireplaces, and numerous demi-lune windows create a sense of space and style as well as history. To the right of the entryway,

Candy Anderson Compass Greater NY, LLC

97 Wing Rd Unit 101, Millbrook, NY 12545
/38
$595,000
- 3 Beds
- 2.5 Baths
- 1,300 Sq Ft
22 Beacham Rd, Rhinebeck, NY 12572

Charming and Secluded Home in Highly Sought-After Location - First Time on Market in 36 YearsNestled in a quiet, serene setting just 7-10 minutes from the heart of Rhinebeck, this beautifully maintained one-owner home offers comfort, privacy, and timeless charm. Built in 1988, the property has been lovingly cared for over the decades and is now ready for its next chapter.Charming

Margaret Williams Coldwell Banker Advisor Realty

22 Beacham Rd, Rhinebeck, NY 12572
/42
$699,900
- 4 Beds
- 2 Baths
7 Terra Nova Dr, Hopewell Junction, NY 12533

Welcome to 7 Terra Nova Drive, a unique and versatile property offering the perfect blend of space, privacy, and flexibility. Located on a quiet cul-de-sac just minutes from the heart of Hopewell Junction, this well-maintained home features a 4-bedroom main residence plus a separately accessed 1-bedroom apartment—ideal for extended family, in-laws, or rental income.Main Home Highlights:

Lisa Sgobbo Century 21 Alliance Rlty Group

7 Terra Nova Dr, Hopewell Junction, NY 12533
/50
$2,150,000
- 7 Beds
- 7.5 Baths
- 7,720 Sq Ft
143 Bedell Rd, Poughkeepsie, NY 12603

Hilltop Retreat, built in the Millenium Mansion style, provides an incomparable experience of country living. This gracious residence is approached via a meandering driveway past stone walls and a pond and is secluded within 66 acres of curated lawns w/ majestic trees, a shimmering pond, old growth forest, and year-round Catskill mountain views. Casually formal, w/over 7,000sqft of living space

Eliane Abramoff Four Seasons Sothebys Intl

143 Bedell Rd, Poughkeepsie, NY 12603
/27
$349,000
- 3 Beds
- 1 Bath
- 920 Sq Ft
387 Freedom Rd, Pleasant Valley, NY 12569

Discover the potential at 387 Freedom Road—a 3-bed, 1-bath in the highly sought after Arlington School District. This well maintained home is set back off the road on an acre of land and offers peace, privacy, and charm. A welcoming front porch is the perfect spot to take in the natural surroundings, while enjoying your morning coffee. Inside features include luxury vinyl plank flooring

John Gabriel Jr KW MidHudson

387 Freedom Rd, Pleasant Valley, NY 12569
/19
$795,000
- Land
- 16 Acres
- $49,348 per Acre
355 Wurtemburg Rd, Rhinebeck, NY 12572

Rare opportunity. Discover your own private sanctuary on this extraordinary 16.11-acre parcel in highly coveted Rhinebeck. Just 4 miles from town, country charm awaits. Whether you envision a custom estate home, sustainable farm compound, or luxury retreat, this remarkable property provides the space and flexibility to bring your dreams to life. The lot is set back a long drive and opens into a

Karolina Czekaj Corcoran Country Living

355 Wurtemburg Rd, Rhinebeck, NY 12572
/29
$479,900
- 4 Beds
- 3 Baths
- 2,128 Sq Ft
1501-1505 New York 9g, Hyde Park, NY 12538

Multi-Unit Opportunity on 3.2 Acres – Live, Rent, or Invest. This rare offering features three separate homes on a spacious 3.2-acre lot, making it a smart investment or ideal live and rent setup. The main house is a charming 2-bedroom, 1-bath residence, perfect as an owner’s unit or primary rental. A cozy 1-bedroom, 1-bath cottage adds flexibility for guests or tenants. The third structure is a

STEVEN WROBEL JR. Serhant LLC

1501-1505 New York 9g, Hyde Park, NY 12538
/26
$437,000 Open Sat 12PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,034 Sq Ft
37 Friendly Way, Stormville, NY 12582

This pleasant, three-bedroom ranch sits unassuming on a green and level 1.29 acres in the midst of a peaceful neighborhood perfect for morning or weekend walks amid sycamore and pine, rabbits and goldfinch, and yes, even a proverbial "babbling" brook nearby. It is an easy home to maintain and weathers all climates well. All generations, from urban and rural areas, have enjoyed the placid verdant

David White Owner Entry.com

37 Friendly Way, Stormville, NY 12582
/42
$1,699,000
- 7 Beds
- 7 Baths
- 8,033 Sq Ft
125 Bedell Rd, Poughkeepsie, NY 12603

Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

Jillian Pajer Douglas Elliman Real Estate

125 Bedell Rd, Poughkeepsie, NY 12603
/35
$755,000
- 4 Beds
- 2.5 Baths
- 2,436 Sq Ft
11 Cove Rd, Rhinebeck, NY 12572

Welcome to this spacious and private 4-bedroom, 2.5-bathroom home situated on 2 acres in the Vanderburgh Cove area of Rhinebeck. The main level features a cathedral-ceiling entry, a bright and open living room, a formal dining room, and a cozy sitting area with a woodstove and nature views. The kitchen is designed for the serious cook, with ample prep and storage space.A separate family

Heather Bragg ReAttached

11 Cove Rd, Rhinebeck, NY 12572
/39
$475,000
- 3 Beds
- 1.5 Baths
- 2,042 Sq Ft
147 Lime Ridge Rd, Poughquag, NY 12570

Charming Stone Dutch Colonial on 1.3 Private AcresThis beautifully renovated 3 bedroom 1.5 bath Dutch Colonial blends timeless character with modern updates. Set on 1.3 private, level acres, the home features a new roof, siding, windows, and updated electric. Step inside to find gleaming hardwood floors throughout, a brand-new kitchen, and an updated bathroom that offer both style and

Blake Michaud Serhant LLC

147 Lime Ridge Rd, Poughquag, NY 12570
/21
$1,345,000
- 3 Beds
- 3 Baths
- 2,995 Sq Ft
94 Old Albany Post Rd, Rhinebeck, NY 12572

Welcome to this cheerful, light-filled contemporary home with beautiful Catskill Mountain views and seasonal Hudson River vistas, located less than five minutes from the Village of Rhinebeck. Thoughtfully designed by an architect to capture dramatic western light, golden sunsets flood the soaring, two-story living room, while expansive windows throughout frame lush gardens, majestic trees, and

Julia Crowley Rouse + Co Real Estate, LLC

94 Old Albany Post Rd, Rhinebeck, NY 12572
/12
$1,850,000
- 4 Beds
- 2.5 Baths
- 2,581 Sq Ft
2 Chelsea Rd, Wappingers Falls, NY 12590

Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

Michael Lund Corcoran Country Living

2 Chelsea Rd, Wappingers Falls, NY 12590
/9
$499,000
- Land
- 1.91 Acres
- $261,257 per Acre
Lot 3 Chelsea Rd, Wappingers Fl, NY 12590

Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

Michael Lund Corcoran Country Living

Lot 3 Chelsea Rd, Wappingers Fl, NY 12590
/12
$1,650,000
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
5 Chelsea Rd, Wappingers Falls, NY 12590

Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

Michael Lund Corcoran Country Living

5 Chelsea Rd, Wappingers Falls, NY 12590
/35
$575,000
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
17 Vorndran Dr, Wappingers Falls, NY 12590

Situated at the end of a quiet cul-de-sac, find this impeccably maintained 3 bedroom, 2.5 bath raised ranch. Set on 1.4 acres and surrounded by wooded buffers for privacy, this home offers an incredible backyard oasis for endless summer fun. Attractive floor plan includes kitchen w/breakfast bar & stainless appliances, which flows seamlessly to spacious living room & dining room with access to

Dan Axtmann BHHS Hudson Valley Properties

17 Vorndran Dr, Wappingers Falls, NY 12590
/41
$450,000
- 3 Beds
- 2 Baths
- 1,866 Sq Ft
20 W Clove Mountain Rd, Lagrangeville, NY 12540

Welcome to 20 W Clove Mountain Road, where the dream of homeownership becomes an achievable reality. Set on a stunning 1.3-acre lot in the Arlington School District, this property offers something that’s become incredibly rare: space, privacy, and long-term potential—all at a price that makes sense.The home itself is a classic 3-bedroom, 2-bath raised ranch that’s ready for your vision.

Alex Mashkin Keller Williams Realty Partner

20 W Clove Mountain Rd, Lagrangeville, NY 12540
/34
$698,000
- 3 Beds
- 3 Baths
- 2,596 Sq Ft
354 Sunset Hill Rd E, Fishkill, NY 12524

Don't miss this incredible opportunity to live the vacation lifestyle every day. This unique log cabin offers a seamless blend of rustic charm and modern updates, set on three private acres with stunning mountainside views. The heart of the home is a beautifully updated open kitchen featuring an island, breakfast bar, two pantry closets, and direct access to the expansive full length

Jayne Morelock Howard Hanna Rand Realty

354 Sunset Hill Rd E, Fishkill, NY 12524
/26
$825,000
- Land
- 78 Acres
- $10,523 per Acre
Tbd Cold Spring Rd, Red Hook, NY 12571

Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place ,

Shana Altstaetter Halter Associates Realty

Tbd Cold Spring Rd, Red Hook, NY 12571
/35
$450,000
- 2 Beds
- 2 Baths
- 1,425 Sq Ft
9 Lakeside Dr, Rhinebeck, NY 12572

Charming Cape Cod Cottage with Private Round Lake Access! Nestled on 2 secluded acres, this well-maintained Cape Cod-style cottage offers 1,425 sq ft of inviting living space and exclusive access to pristine Round Lake—a non-motorized lake ideal for swimming, fishing, canoeing, paddle boarding, and kayaking. The main level features a spacious living room, a sunny kitchen with a dinette area, two

Sean Eidle BHHS Hudson Valley Properties

9 Lakeside Dr, Rhinebeck, NY 12572
/30
$585,000
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
35 Wildwood Dr, Poughkeepsie, NY 12603

Welcome to 35 Wildwood Drive, a beautifully maintained ranch-style home all on one level, nestled in one of Poughkeepsie’s most desirable and peaceful neighborhoods. Step into a warm and welcoming living room featuring an elegant floor-to-ceiling stone pellet stove a stunning focal point that not only adds charm but also efficiently heats the entire home during the cooler months, with the oil

Joan St. Aubyn BHHS Hudson Valley Properties

35 Wildwood Dr, Poughkeepsie, NY 12603
/34
$1,187,500
- 4 Beds
- 3.5 Baths
- 4,108 Sq Ft
28 Oak Hill Rd, Amenia, NY 12501

Charming Farmhouse Retreat in Amenia, New YorkAt first glance, this well-maintained farmhouse may seem modest—but step inside and discover a home that truly rewards the discerning look. Boasting an exceptional, flowing floor plan, this residence is filled with natural light from dawn until dusk, creating an inviting and serene atmosphere.The gourmet kitchen is a chef’s delight,

Arleen Shepley Elyse Harney Real Estate

28 Oak Hill Rd, Amenia, NY 12501
/48
$1,575,000
- 4 Beds
- 4 Baths
- 3,311 Sq Ft
1034 Route 292, Holmes, NY 12531

Welcome to This Stunning Center Hall Colonial on Whaley Lake. Tucked back from the road for ultimate privacy, sits this exceptional lakefront home that offers the perfect blend of timeless charm, modern convenience, and breathtaking views of Whaley Lake. As you step into the foyer, you're immediately greeted by elegance and sweeping water views. Designed with both luxury and functionality in

Regan Andrews Houlihan Lawrence Inc.

1034 Route 292, Holmes, NY 12531

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