Dutchess County NY Homes for Sale with Acreage

/29
$2,425,000
- 5 Beds
- 3.5 Baths
- 7,524 Sq Ft
12 Monell Place, Beacon, NY 12508

Historic Charm Meets Modern Luxury. Welcome to this brick home known as Eustatia (Greek for "good place to stay") which is a rare example of a Victorian Gothic-style cottage that has survived in Beacon, situated on Monell Place in the northwest corner of the city. It was constructed in 1867 according to Frederick Clarke Withers' plans for his friend John Monell, a state judge in New York (who is

Neeta Gupta

Fathom Realty NY LLC

(845) 498-1909

12 Monell Place, Beacon, NY 12508
/29
$575,000
- 2 Beds
- 2.5 Baths
- 1,820 Sq Ft
36 Byrds Hill Rd, Pawling, NY 12564

Set on a quiet, scenic road in the prestigious Quaker Hill area, this home offers the perfect blend of seclusion and accessibility. You're only 3 miles from the serene waters of Quaker Lake, 2 miles from the Connecticut border, and just 20 minutes from charming CT towns like Sherman, New Milford, and Kent. From the outside, it’s a barn-like farmhouse surrounded by rolling green acreage and space

Colleen McGrath

McGrath Realty Inc

(845) 630-1049

36 Byrds Hill Rd, Pawling, NY 12564
/46
$599,500
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
89 Birch Dr, Pleasant Valley, NY 12569

Welcome Home!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
/24
$225,000
- 2 Beds
- 1 Bath
- 1,396 Sq Ft
79 Powder House Rd, Amenia, NY 12501

Accepted Offer Step back in time to the 1860s with this charming, well-preserved home, lovingly cared for by the current owners for the past 39 years. Key updates include a durable metal roof and a new furnace, both installed in 2018, and a recently added hot water heater from 2022.The original two-story structure boasts spacious rooms, and a thoughtfully designed living room addition

Larry Havens

Havens Real Estate

(845) 482-0516

79 Powder House Rd, Amenia, NY 12501
/50
$729,000
- 3 Beds
- 2.5 Baths
- 2,971 Sq Ft
546 Hicks Hill Rd, Stanfordville, NY 12581

Beautiful Colonial lives like a 4-bedroom featuring a covered porch with wooden rocking bench. Enjoy the beauty of over 5 acres of nature. Long driveway leads to 2 car garage set back off the road. Privacy with convenience and a short ride to the Taconic State Parkway. Inside, enjoy the fantastic layout of a perfectly designed colonial with maximum space and superior design including a spacious

Joseph Iannibelli

Keller Williams NY Realty

(845) 444-3630

546 Hicks Hill Rd, Stanfordville, NY 12581
/50
$3,995,000
- 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
/9
$100,000
- Land
- 2.14 Acres
- $46,729 per Acre
24 Beck Rd, Poughkeepsie, NY 12601

Build Your Dream Home in the Heart of Hudson Valley – Close to NYC!Discover this exceptional 2.14-acre parcel located in a peaceful country setting within the highly sought-after Hyde Park school district. Just a short drive from New York City, this property offers the perfect opportunity to create your personal sanctuary amid scenic countryside.Key Features:Approved

Michael Carr

eXp Realty

(845) 366-2877

24 Beck Rd, Poughkeepsie, NY 12601
/50
$925,000
- 3 Beds
- 2 Baths
- 2,286 Sq Ft
11 Larchmont Dr, Hopewell Junction, NY 12533

Private country retreat with panoramic mountain views on a 5.0 acre lot which includes 4.01 deeded acres and 1.0 acres pursuant to a 99-year lease for a total of 5.0 acres under the owner’s possession. Impeccably maintained contemporary split-level home with sweeping mountain views, fenced pastures, a tranquil stream, and a 24x36 horse barn with electric and water—ideal for equestrian use,

Shaylene Neumann

Houlihan Lawrence Inc.

(845) 456-8329

11 Larchmont Dr, Hopewell Junction, NY 12533
/24
$3,600,000
- Land
- 229 Acres
- $15,727 per Acre
0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties

Larry Havens

Havens Real Estate

(518) 676-2868

0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546
/11
$169,000
- Land
- 6 Acres
- $26,656 per Acre
Lot 4 Westerly Ridge Dr, Amenia, NY 12501

A coveted location near the CT border. This open and rolling 6.34 acres offers bright skies by day and clear dark skies at night that are ideal for stargazing. The firefly spectacle is about to commence at the end of June. This wildlife habitat welcomes your new home that will enjoy the benefits of a brief driveway, nearby utilities, (cost saving) stunning vistas, some wetlands and meadow that

Larry Havens

Havens Real Estate

(845) 593-8511

Lot 4 Westerly Ridge Dr, Amenia, NY 12501
/14
$189,000
- Land
- 8 Acres
- $23,894 per Acre
2 Westerly Ridge Dr, Amenia, NY 12501

Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating.There is a well already installed and the BOHA that is in the process of being renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values

Larry Havens

Havens Real Estate

(845) 957-7485

2 Westerly Ridge Dr, Amenia, NY 12501
/48
$785,000
- 4 Beds
- 3 Baths
- 3,360 Sq Ft
94 S Quaker Hill Rd, Pawling, NY 12564

Welcome to Sunset View! Nestled on 3.24 acres of picturesque private land, this sprawling 4-bedroom split-level home offers a perfect blend of spacious living and expansive outdoor amenities including a 20 x 50 salt water inground pool. As you approach along the freshly paved driveway, you'll be welcomed into your very own private oasis. Upon entering through the front door, you’ll step into a

Shannon Tully

McGrath Realty Inc

(845) 622-7595

94 S Quaker Hill Rd, Pawling, NY 12564
/42
$599,000
- 4 Beds
- 4.5 Baths
- 2,361 Sq Ft
126 Old Route 55, Pawling, NY 12564

FULLY AVAIIABLE This house is owned by a church and in New York a sale has to be approved by the Attorney Generals office which can take up to six months. This can work to your benefit depending on your own timeline. This can also be set up a s a short term rental as well while waiting for the approvals WITH PORTION OF RENT GOING TOWARDS THE COST OF THE SALE. . This charming,

Philip Bisesto

HomeSmart Homes & Estates

(845) 576-1665

126 Old Route 55, Pawling, NY 12564
/4
$145,000
- Land
- 5 Acres
- $28,884 per Acre
0 Mount Ross Rd, Pine Plains, NY 12567

Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

Larry Havens

Havens Real Estate

(518) 672-6676

0 Mount Ross Rd, Pine Plains, NY 12567
/24
$588,900
- Land
- 64 Acres
- $9,216 per Acre
489 Grape Hollow Rd, East Fishkill, NY 12531

Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream

Philip Bisesto

HomeSmart Homes & Estates

(845) 683-5349

489 Grape Hollow Rd, East Fishkill, NY 12531
/26
$2,513,600
- Land
- 206 Acres
- $12,194 per Acre
0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501

An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings.

Larry Havens

Havens Real Estate

(845) 460-1037

0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
/14
$2,034,630
- Land
- 157 Acres
- $13,000 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
/15
$479,000
- Land
- 50 Acres
- $9,651 per Acre
0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501

Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a

Larry Havens

Havens Real Estate

(845) 470-5991

0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
/33
$9,750,000
- Land
- 558 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
/16
$349,925
- 4 Beds
- 3 Baths
- 3,697 Sq Ft
45 Riverdale Dr, Wingdale, NY 12594

SHORT SALE! SALE SUBJECT TO BANK APPROVAL! THIS IS THE PERFECT HOME FOR THE EXTENDED FAMILY. 4+ BEDROOMS 3 FULL BATHS FULLY FINISHED BASEMENT. A TOTAL OF 3 CAR GARAGE, NICELY LANDSCAPED AND WITHIN CLOSE PROXIMITY TO ALL AMENITIES. BACKYARD SLOPES DOWN TO THE TEN MILE RIVER, GREAT CUL DE SAC LOCATION AND MORE. WELL KEPT. Additional Information: ParkingFeatures:1 Car Attached,2 Car Detached.

Patricia Cannizzaro

Century 21 Alliance Rlty Group

(845) 335-3774

45 Riverdale Dr, Wingdale, NY 12594
/34
$629,000 Open Sun 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 2,120 Sq Ft
35 Rowe Rd, Red Hook, NY 12571

Set on 2.2 scenic acres, this spacious Raised Ranch offers a perfect blend of comfort and versatility. The main level features a primary bedroom with en-suite bathroom, two additional bedrooms, and a full hall bathroom. The living room with woodburning stove flows into the dining area with sliders to the deck—ideal for indoor-outdoor entertaining. The kitchen includes a center island and plenty

Rita Longo

Howard Hanna Rand Realty

(845) 385-1249

35 Rowe Rd, Red Hook, NY 12571
/37
$574,000
- 3 Beds
- 2 Baths
- 2,184 Sq Ft
612 Salt Point Turnpike, Poughkeepsie, NY 12601

Welcome to your private wooded oasis! This stunning contemporary home offers 3 spacious bedrooms plus a den that can serve as a 4th bedroom, with convenient first-floor living throughout. The primary suite is a true retreat, featuring a walk-in closet, dressing area, and spa-like bath with a jacuzzi tub and separate shower. Natural light pours in through windows galore and skylights, bringing the

Karen Briscoe-Reed

KW MidHudson

(845) 251-3663

612 Salt Point Turnpike, Poughkeepsie, NY 12601
/15
$215,000
- Land
- 9 Acres
- $23,395 per Acre
0 Kent Rd Unit 20252538, Amenia, NY 12592

Welcome to 9.19 acres of rolling meadow, offering breathtaking vistas of the Eastern Dutchess County countryside. Tucked away from the road, this peaceful and private setting provides the perfect canvas for your dream home.Whether you're envisioning a simple retreat, a working farm, or a lush garden oasis, this land supports a wide range of possibilities.Enjoy easy access to Metro-North,

Larry Havens

Havens Real Estate

(845) 442-1853

0 Kent Rd Unit 20252538, Amenia, NY 12592
/11
$215,000
- Land
- 9 Acres
- $23,395 per Acre
0 Kent Rd Unit KEY882325, Amenia, NY 12592

9.19 versatile acres with remarkable vistas of the gorgeous Eastern Dutchess County countryside. At the moment you will have the ability to select a site for your dream home on this open rolling open meadow. Offering privacy and set well off the road the ideal homesite welcomes your vision and ingenuity.This parcel is currently being used as a hayfield; however, your horticultural and

Larry Havens

Havens Real Estate

(845) 439-2876

0 Kent Rd Unit KEY882325, Amenia, NY 12592
/7
$229,000
- Land
- 5.00 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 possibility. This peaceful location feels worlds away, yet it's just

Larry Havens

Havens Real Estate

(518) 656-0343

Lot # 5 Smithfield Rd, Millerton, NY 12546
/10
$229,000
- Land
- 5.00 Acres
- $45,800 per Acre
0 Smithfield Rd Unit KEY879008, North East, NY 12546

An exceptional location! This Smithfield Road setting is a combination of open meadow, with extraordinary vistas of the splendid pastoral countryside, light woodland and a patch that is overgrown. The potential increases enormously with a careful thinning of the excessive weeds etc. With 5 acres that is BOHA your dream home is much closer to a reality. This place is heaven on

Larry Havens

Havens Real Estate

(518) 594-8105

0 Smithfield Rd Unit KEY879008, North East, NY 12546
/8
$225,000
- Land
- 24 Acres
- $9,418 per Acre
710 Smithfield Rd, Millerton, NY 12546

Expansive 23.89 Parcel in Millerton, NY! Prime Location with Endless Potential. Discover a rare opportunity to own 23.89 acres of raw, wooded land nestled in the scenic hills of Millerton, NY. This private and peaceful property offers a true escape with a mix of mature trees, rolling terrain, and the potential for a long-range view from the upper elevations. Perfect for building your dream home,

Rebecca Doh

W. Raveis Lifestyles Realty

(518) 667-9706

710 Smithfield Rd, Millerton, NY 12546
/30
$500,000
- 3 Beds
- 2.5 Baths
- 2,074 Sq Ft
86 Overhill Rd, Stormville, NY 12582

86 Overhill Road is a bi-level home located in the Shaker Heights neighborhood of Stormville. The residence, set on a one-acre lot, features a circular driveway, a well-maintained exterior, and a private rear yard with a large welcoming deck. Inside, the home offers an open floor plan with three bedrooms and 2.1 bathrooms. The primary suite stands out as a unique feature of the house. The lower

Kathie Deyoung BHHS Hudson Valley Properties

86 Overhill Rd, Stormville, NY 12582
/36
$475,000
- 3 Beds
- 1.5 Baths
- 1,747 Sq Ft
41 White Oaks Rd, Hyde Park, NY 12538

A Modern Take on a Classic Favorite. This stunning Contemporary Cape Cod-style home seamlessly blends timeless charm with modern updates. Offering 3 bedrooms and 1.5 baths, the home features a bright, open floor plan with soaring ceilings and abundant natural light. Recent upgrades include a renovated kitchen with newer appliances, updated flooring and lighting, refreshed bathrooms, a brand-new

Angela Ingham BHHS Hudson Valley Properties

41 White Oaks Rd, Hyde Park, NY 12538
/26
$485,000 Open Sun 1PM - 3PM
- 3 Beds
- 3 Baths
- 1,808 Sq Ft
81 Ritter Rd, Stormville, NY 12582

Located in the desirable Bunker Hill Estates neighborhood in Stormville near a cul-de-sac, 81 Ritter Road presents a well-maintained, updated bi-level home. This residence features three bedrooms and three bathrooms and boasts an open floor plan, a sought-after design element. The main level is enhanced by hardwood floors, contributing to the home's appeal. The lower level provides additional

Kathie Deyoung BHHS Hudson Valley Properties

81 Ritter Rd, Stormville, NY 12582
/42
$550,000
- 4 Beds
- 2.5 Baths
- 3,396 Sq Ft
194 Overlook Rd, Poughkeepsie, NY 12603

Welcome to this spacious 4-bedroom, 2.5-bathroom home nestled on 1.73 acres in the Town of Lagrange. The main level offers both a formal living room and a cozy family room with a gas fireplace, perfect for gatherings and relaxation. The kitchen features beautiful granite countertops, ideal for everyday cooking or entertaining. The primary bedroom includes a walk-in closet and a newly renovated

MARIA FUERTES Redfin Real Estate

194 Overlook Rd, Poughkeepsie, NY 12603
/28
$2,350,000 New Construction
- 4 Beds
- 3.5 Baths
- 5,272 Sq Ft
336 S River Rd, Wappingers Falls, NY 12590

Welcome to River Road - where sweeping Hudson River views meet timeless Hamptons-inspired elegance. Completed in 2023, this impeccable new construction sits on over two private acres in the charming, hidden gem riverside hamlet of Chelsea, New York. Designed and built by a renowned luxury builder, every inch of this custom estate reflects superior craftsmanship and thoughtful design. Inside,

Davina Thomasula Four Seasons Sotheby's Int'l-K

336 S River Rd, Wappingers Falls, NY 12590
/14
$285,000
- Land
- 9 Acres
- $32,872 per Acre
3362 New York 199, Pine Plains, NY 12567

Here is an opportunity for you to build your dream home.8.67 acres of land in Pine Plain in Dutchess County, New York is for sale. This exceptional property is situated behind a 70-foot road frontage on Route 199.Key Features:Location: Pine Plains in Dutchess County, New YorkLand Size: 8.67 acresAccess: 70 feet of road frontage on Route 199Amenities: Cleared

Community Lands

3362 New York 199, Pine Plains, NY 12567
/32
$247,000
- Land
- 25 Acres
- $9,860 per Acre
00WP Rossway Rd, Pleasant Valley, NY 12569

Welcome to your idyllic escape in the beautiful Hudson Valley town of Pleasant Valley, NY! This exceptional piece of property is a hidden gem, offering unmatched privacy and an abundance of natural beauty. Spanning acres of mixed hardwood and softwood species, the land is a harmonious blend of lush greenery and scenic vistas, providing the perfect backdrop for your dream project. Whether

Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

00WP Rossway Rd, Pleasant Valley, NY 12569
/37
$1,550,000
- 6 Beds
- 6.5 Baths
- 5,040 Sq Ft
439 Lake Dr, Rhinebeck, NY 12572

Opportunity knocks. Own a profitable, fully licensed, Inn in Rhinebeck, New York. Live there and let the hospitality income cover your expenses. Welcome to The Harlow House a turn key Inn and Airbnb business. Located at the end of a long tree lined driveway the 5040 square foot home includes 6 individual renovated suites and 6.5 fully renovated bathrooms, all with rain shower heads,

PATRICIA JONES Upstate Down

439 Lake Dr, Rhinebeck, NY 12572
/44
$1,300,000
- 5 Beds
- 3.5 Baths
- 4,841 Sq Ft
498 Rossway Rd, Pleasant Valley, NY 12569

Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

Arlene Campbell BHHS Hudson Valley Properties

498 Rossway Rd, Pleasant Valley, NY 12569
/34
$990,000
- 4 Beds
- 4 Baths
- 3,506 Sq Ft
121 Valley Farm Rd, Millbrook, NY 12545

This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

THERESA GILL Legacy Land & Homes LLC

121 Valley Farm Rd, Millbrook, NY 12545
/34
$849,900 Open Sun 1PM - 3PM
- 4 Beds
- 4 Baths
- 4,216 Sq Ft
42 Amandas Way, Lagrangeville, NY 12540

Welcome to this beautifully crafted four-bedroom, four-bathroom Modern Victorian, ideally located on a tranquil cul-de-sac in one of LaGrange’s most desirable neighborhoods. This home offers a blend of classic style and modern comfort, beginning with a wrap-around porch that adds character and curb appeal. Inside, a two-story foyer leads to well-appointed living and dining rooms with hardwood

Verna Dawson RE/MAX Ace Realty

42 Amandas Way, Lagrangeville, NY 12540
/42
$795,000
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
216 Starbarrack Rd, Red Hook, NY 12571

Privacy abounds at this custom-built post & beam Colonial. Situated upon a hilltop with 3+ acres, there is a wonderful blend of woods in the front and a serene, landscaped meadow in the back. The rear deck is the perfect spot for enjoying the wildlife & the lovely views. Featured are 3 bedrooms, 2.5 baths, a fireplace w woodstove, a perfect window seating area, and amazing post & beam

Elizabeth Barrett Dachs Chris Barrett Realty

216 Starbarrack Rd, Red Hook, NY 12571
/42
$900,000
- 4 Beds
- 2.5 Baths
- 3,500 Sq Ft
98 Mill Rd, Red Hook, NY 12571

Live in resort-style luxury year-round in this exceptional 3,500 sq ft waterfront residence tucked away on 1.2 private acres in the heart of Red Hook, NY. Designed for comfort, elegance, and versatility, this lives-like-5-bedroom (legal 4), 3.5-bath home feels like your own private retreat. With direct access to the serene Mill Road Pond, you'll enjoy kayaking, paddle boarding, birdwatching, or

Christopher Ferraro RE/MAX Town & Country

98 Mill Rd, Red Hook, NY 12571

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