Dutchess County NY Homes for Sale

/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
/2
$325,000
- Land
- 10.98 Acres
- $29,599 per Acre
0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country estate. Make an inspection visit today!

Robert D Ferris R. Ferris Real Estate, LLC

0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585
/31
$895,000
- 4 Beds
- 3.5 Baths
- 3,136 Sq Ft
35 Appaloosa Ln, Millbrook, NY 12545

Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully

Carey Whalen Compass Greater NY, LLC

35 Appaloosa Ln, Millbrook, NY 12545
/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
/16
$895,000
- Land
- 27.01 Acres
- $33,136 per Acre
108 Westerly Ridge Dr, Amenia, NY 12501

Perched at the very top of Westerly Ridge in Amenia, and surrounded by forever protected land under DLC conservation easement, lies the most exceptional building opportunity. There are panoramic 270-degree views, far and wide down the Oblong Valley to the south, across the Amenia hills to the west, and up into Sharon to the east, offering distant and varied views of the surrounding beauty. Ready

Dan Kessler Compass Greater NY, LLC

108 Westerly Ridge Dr, Amenia, NY 12501
/2
$249,000
- Land
- 0.63 Acre
- $395,238 per Acre
217 Old Hopewell Rd, Wappingers Falls, NY 12590

Ready to build on.63 Acres in the Town of Wappingers/Wappingers Central School District. Great opportunity to build your dream home. Property is BOHA bring your plans or choose from previous build plans. Close to I-84, Metro North and US Route 9 with plenty of shopping and dining options. Making this lot ideal for commuters!

Michael Lund Corcoran Country Living

217 Old Hopewell Rd, Wappingers Falls, NY 12590
/2
$249,000
- Land
- 1.32 Acres
- $188,636 per Acre
0 Creamery Rd, East Fishkill, NY 12533

Ready to build on 1.326 Acres in the Town of East Fishkill/Wappingers Central School District. Great opportunity to build your dream home. Property is BOHA bring your plans or choose from previous build plans. Close to Taconic State Parkway, I-84 and Metro North making this lot ideal for commuters! Owner Financing Available.

Michael Lund Corcoran Country Living

0 Creamery Rd, East Fishkill, NY 12533
/8
$90,000
- Land
- 1 Acre
- $90,000 per Acre
11 White Birch Rd, Hyde Park, NY 12538

Rare opportunity to own a 1-acre buildable lot nestled within an established residential neighborhood in the heart of historic Hyde Park, New York. This prime parcel offers the perfect blend of privacy and community, surrounded by existing homes and ready for your vision. Ideally located just minutes from Marist University, the Culinary Institute of America, and the iconic Walkway Over the

Shari Felder Keller Williams Realty

11 White Birch Rd, Hyde Park, NY 12538
/42
$9,500,000
- 25 Beds
- 25 Baths
- 12,437 Sq Ft
10 Old Route 9, Staatsburg, NY 12580

Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined

Wendy Maitland Atelier WM LLC

10 Old Route 9, Staatsburg, NY 12580
/4
$250,000
- Land
- 3.3 Acres
- $75,758 per Acre
8 Yellow City Rd, Amenia, NY 12501

8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living.well has been drilled

Bill Flood Houlihan Lawrence Inc.

8 Yellow City Rd, Amenia, NY 12501
/42
$769,000
- 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
/16
$380,000
- 4 Beds
- 1.5 Baths
- 1,525 Sq Ft
10 Lori St, Poughkeepsie, NY 12603

3 Level 4 Bedroom 1.5 bath Split Level home on .32 acre lot in Town of Poughkeepsie! Huge Bow Window Illuminates 1st floor with plenty of natural light. Primary bedroom on 1st floor with plenty of closet space & door leading out to rear deck overlooking your private fenced in backyard. 2nd level includes 3 bedrooms & full bath. Lower level with family room & half bath. Conveniently located near

Ernie Acampora River Realty Services, Inc.

10 Lori St, Poughkeepsie, NY 12603
/29
$2,500,000
- 6 Beds
- 6.5 Baths
- 6,625 Sq Ft
3302 Route 55, Pawling, NY 12564

Welcome to your forever home, serene retreat and mini estate. Enjoy the 88 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers expansive living space, luxury and customize finishes throughout. A true

STACI MACKIN Dixon Smith Realty

3302 Route 55, Pawling, NY 12564
/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
/47
$600,000
- 3 Beds
- 2.5 Baths
- 1,696 Sq Ft
4 Irene Ct, Fishkill, NY 12524

In Fishkill, this beautiful split-level home offers 3 spacious bedrooms and 2.5 baths with approximately 1,696 sq. ft. including a finished basement and a charming enclosed porch/sunroom — all situated on 1.01 acres of peaceful property. This four-level home includes two attics, a Fujitsu split heating and cooling system on two levels. Enjoy gleaming hardwood floors in the bedrooms, dining room,

Howard Payson RE/MAX Town & Country

4 Irene Ct, Fishkill, NY 12524
/13
$629,000
- 3 Beds
- 3 Baths
- 2,269 Sq Ft
157 S Quaker Ln, Hyde Park, NY 12538

**TO BE BUILT!!**Not your Father’s Raised Ranch! This proposed brand-new, custom bi-level home at Shale Ridge redefines modern living with over 2,300 sqft of thoughtfully designed space. Set on just over an acre in the heart of Hyde Park, this 3-bedroom, 3-bath residence offers soaring 9’ ceilings throughout with an 11’ ceiling in the kitchen, dining and living room, open floor plan, and quality

Justin LaFalce KW MidHudson

157 S Quaker Ln, Hyde Park, NY 12538
/34
$475,000
- 2 Beds
- 3 Baths
- 2,268 Sq Ft
292 Mill St, Poughkeepsie, NY 12601

Exceptional mixed-use investment opportunity in the heart of downtown Poughkeepsie! This well-maintained brick building offers classic character paired with smart, low-maintenance ownership. Situated on a highly visible corner, the property blends residential income with prime commercial potential perfect for investors or owner-operators looking to plant roots in one of the Hudson Valley’s

Hamar Clarke Clarke Realty & Associates LLC

292 Mill St, Poughkeepsie, NY 12601
/42
$995,000
- 4 Beds
- 2.5 Baths
- 4,998 Sq Ft
59 Wintergreen Place, Hopewell Junction, NY 12533

Stunning 4 bed 3.5 bath home tucked away in a gorgeous residential neighborhood in Hopewell Junction, NY. Sprawling and spacious grand foyer leading into the wonderfully laid out floor plan, perfect for entertaining with your very own gas double sided fireplace. Dining room, Great room, Study, kitchen, 1/2 bath, laundry room & Master suite located on the main floor with a spa like bathroom and

Nicholas Torsiello K. Fortuna Realty, Inc.

59 Wintergreen Place, Hopewell Junction, NY 12533
/26
$577,000
- 4 Beds
- 2.5 Baths
- 1,846 Sq Ft
30 Hudson Dr, Hyde Park, NY 12538

Welcome home to this inviting, move-in-ready gem nestled on a quiet, desirable street in the heart of Hyde Park. From the moment you arrive, you’ll appreciate the peaceful setting, curb appeal, and the feeling that this is a place you can actually settle into. Inside, the home is filled with natural light and offers a smart, comfortable layout designed for both everyday living and easy

Thomas Klug HV Premier Properties Realty

30 Hudson Dr, Hyde Park, NY 12538
/44
$840,000
- 5 Beds
- 2.5 Baths
- 3,424 Sq Ft
30 Old Post Rd N, Red Hook, NY 12571

Welcome home to this beautifully preserved and thoughtfully updated Victorian set behind a wide wrap-around porch and twin bay turrets. Inside, period millwork, diamond-pane windows, and rich hardwoods meet fresh, bright finishes for a timeless yet modern feel. A series of light-filled rooms flow around a dramatic coffered-ceiling salon where French doors and decorative columns create an elegant

Christine Chapman Chapman Realty of the Hudson V

30 Old Post Rd N, Red Hook, NY 12571
/18
$750,000
- 3 Beds
- 1.5 Baths
- 1,307 Sq Ft
41 Trinity Place, Rhinebeck, NY 12572

A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved.This three-bedroom, two-bath home celebrates clean lines, abundant natural light, and a thoughtful connection between spaces. The living room is anchored by a striking stone fireplace, while expansive windows and hardwood floors create an inviting, effortless flow throughout. The

SHERI SCEROLER Four Seasons Sothebys Intl

41 Trinity Place, Rhinebeck, NY 12572
/14
$295,000
- 2 Beds
- 1 Bath
- 1,098 Sq Ft
261 Titusville Rd, Poughkeepsie, NY 12603

This well-maintained 2-bedroom, 1-bath ranch is set along Titusville Road in LaGrange, offering easy one-level living with a functional layout. The home features a bright living area, an efficient kitchen, and comfortably sized bedrooms. A level yard provides space for outdoor enjoyment, gardening, or relaxing weekends at home. Conveniently located near local amenities, parks, and major routes

Nicholas Torsiello K. Fortuna Realty, Inc.

261 Titusville Rd, Poughkeepsie, NY 12603
/37
$775,000
- 2 Beds
- 2 Baths
- 1,900 Sq Ft
70 Camp Dr, Rhinebeck, NY 12572

70 Camp Drive offers a true mini-estate feel in the heart of the Clinton/Rhinebeck area. Ideally located near the Omega Institute, the Taconic State Parkway, and the historic Village of Rhinebeck, the property also includes deeded lake rights, adding even more appeal to this peaceful Hudson Valley retreat. This nearly 2,000-square-foot contractor-owner-maintained home has been meticulously cared

Daniel Staley Staley Real Estate, LLC

70 Camp Dr, Rhinebeck, NY 12572
/33
$8,900,000
- 5 Beds
- 7 Baths
- 5,175 Sq Ft
292 Wood Duck Rd, Amenia, NY 12501

Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground

Graham Klemm GRAHAM T. KLEMM LIC. RE BROKER

292 Wood Duck Rd, Amenia, NY 12501
/3
$995,000
- Land
- 73 Acres
- $13,630 per Acre
0 Beekman Rd Unit KEY941148, Beekman, NY 12533

LOCATION, LOCATION, LOCATION! Highly desirable 72-acre parcel, plus separate parcel (plus or minus 1 mile from subject to an access point on pristine Sylvan Lake. Lake parcel consists of approximately .4 to .5 acre with 69 feet of lake frontage. A major inducement for homeowners in the event of a development of the 72- acre parcel, which is zoned R45 per building site (45,000 square feet per

Robert D Ferris R. Ferris Real Estate, LLC

0 Beekman Rd Unit KEY941148, Beekman, NY 12533
/2
$250,000
- Land
- 1.48 Acres
- $168,691 per Acre
4 N Farm Ln, Wappinger, NY 12590

Incredible potential to build your dream home on this coveted bucolic land abuts Obercreek Organic Farm. Covenants and restrictions apply. Buyer brings in all their utilities- Propane yes or geothermal -possibly, or electric for heat source.(NO gas line available)Septic community system BOH approved already at property line, buyer responsible to connect. Annual Fee approx $800Buyer to

Thalassa Glasson Compass Greater NY, LLC

4 N Farm Ln, Wappinger, NY 12590
/10
$1,250,000
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
12 Shadow Ct, Wappingers Falls, NY 12590

Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are

Michael Lund Corcoran Country Living

12 Shadow Ct, Wappingers Falls, NY 12590
/9
$1,295,000
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
11 Shadow Ct, Wappingers Falls, NY 12590

Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are

Michael Lund Corcoran Country Living

11 Shadow Ct, Wappingers Falls, NY 12590
/7
$985,000
- 4 Beds
- 3.5 Baths
- 2,500 Sq Ft
1 Shadow Ct, Wappingers Falls, NY 12590

Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are

Michael Lund Corcoran Country Living

1 Shadow Ct, Wappingers Falls, NY 12590
/39
$775,000
- 3 Beds
- 3 Baths
- 1,584 Sq Ft
21 Old Town Rd, Beacon, NY 12508

This custom built Log Cabin was built with love for the same family that stills resides. The 3 bedroom & 3 Baths Log Cabin style home is set back from the street & has a wonderful over sized rear paver patio overlooking the sprawling back yard. The floating beams placed throughout the home, solid wood interior doors, a custom built floor to ceiling stone fireplace & custom woodworking throughout

Michele Rios BHHS Hudson Valley Properties

21 Old Town Rd, Beacon, NY 12508
/16
$175,900
- 1 Bed
- 1 Bath
- 800 Sq Ft
81 Sterling St Unit 81, Beacon, NY 12508

Welcome to effortless Beacon living in this lovely garden-level, spacious one-bedroom co-op nestled in the desirable Rombout Village community. This bright ground-floor home offers a generously sized primary bedroom with double closets, a smart and comfortable layout designed for everyday living, with the ease of your own in-unit laundry. Step right outside to your assigned parking space, making

Stephanie Bogdan Corcoran Country Living

81 Sterling St Unit 81, Beacon, NY 12508
/13
$209,000
- Land
- 3.84 Acres
- $54,427 per Acre
0 White Schoolhouse Rd, Rhinebeck, NY 12572

Very desirable and sought after residential lot with extensive road frontage along White Schoolhouse Road. The 3.8 acre lot has Board of Health approval for a two bedroom home. Build your dream home, just 5 minutes to the Village of Rhinebeck, yet privacy and country charm exude at this location. 2 Hours to NYC and 5 minutes to both the Taconic Parkway and Amtrak. Bring your vision and personal

Bryn Bahnatka Dier BHHS Hudson Valley Properties

0 White Schoolhouse Rd, Rhinebeck, NY 12572
/34
$750,000
- Land
- 75.32 Acres
- $9,958 per Acre
545 Grape Hollow Rd, Holmes, NY 12531

Great development site for Single Family Homes. Zoned R-3. A previous tree farm. Two parcels being sold together (72.57 + 2.75) totaling 75.32 acres. Both parcels are zoned R3. A 2,480 SQFT free standing GARAGE with ROLL UP DOORS with a loft is cradled within this forest wonderland! Views, meadows, and privacy but yet close to 84. There is a WELL in place for the garage with running water and

Angela Briante Briante Realty Group, LLC

545 Grape Hollow Rd, Holmes, NY 12531
/33
$495,000
- 2 Beds
- 2 Baths
- 1,088 Sq Ft
17 Townsend Blvd, Pawling, NY 12564

Fall in Love with this Charming Mediterranean Style Garden Home. A Private Oasis Hidden Away and Nestled among a Grove of Mature Trees. Follow meandering paths that lead to Splashes of Color from the Cultivated Perennial Gardens of a Lifetime and a Gentle Woodland Stream. This Home is Sparkling Clean, Freshly Polished, Newly Painted, Move-In Ready and awaits your Arrival. Tucked in at the end of

Martha Woodhouse Howard Hanna Rand Realty

17 Townsend Blvd, Pawling, NY 12564
/33
$469,000
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
164 Bloomer Rd, Lagrangeville, NY 12540

Charming and spacious Cape on a corner lot surrounded by trees with mountain views. Upgraded chef's kitchen, beautifully upgraded baths, gleaming hardwood floors and more. First floor has formal dining room, formal living room, and a family room with cathedral ceiling. Office or optional 4th bedroom on the first floor perfect for working from home or a mother/daughter setup. Upstairs offers 3

LISA WOHLMUTH KW MidHudson

164 Bloomer Rd, Lagrangeville, NY 12540
/11
$795,000
- 5,586 Sq Ft
328 Main St, Poughkeepsie, NY 12601

328 Main Street Poughkeepsie is beautifully restored 4-story mixed-use rowhouse located in Downtown Poughkeepsie, N.Y. The site was rebuilt from top to bottom in 2010/2011, with exterior facade restoration to its original look and interior restoration of hardwood floors with modern amenities like central heating/AC, video security system and kitchen appliances. Building features an occupied

Don Minichino KW MidHudson

328 Main St, Poughkeepsie, NY 12601
/28
$950,000
- 4 Beds
- 3.5 Baths
- 3,434 Sq Ft
128 Old Pawling Rd, Pawling, NY 12564

You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

Juliska Martino Compass Greater NY, LLC

128 Old Pawling Rd, Pawling, NY 12564
/16
$795,000
- 5,814 Sq Ft
330 Main St, Poughkeepsie, NY 12601

330 Main Street Poughkeepsie is beautifully restored 4-story mixed-use rowhouse located in Downtown Poughkeepsie, N.Y. The site was rebuilt from top to bottom in 2010/2011, with exterior facade restoration to its original look and interior restoration of hardwood floors with modern amenities like central heating/AC, video security system and kitchen appliances. Building features a vacant open

Don Minichino KW MidHudson

330 Main St, Poughkeepsie, NY 12601
/50
$4,395,000
- 10 Beds
- 6.5 Baths
- 6,994 Sq Ft
1515-1517 County Road 83, Pine Plains, NY 12567

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white

OLIVER BROWN Houlihan Lawrence Inc.

1515-1517 County Road 83, Pine Plains, NY 12567

Showing Results 441 - 480, Page 12 of 18

New York Dutchess County

How to Buy a Home How to Finance a Home How to Sell a Home

Dutchess County Types of Homes for Sale

Dutchess County Real Estate Listings

More About Living in Dutchess County

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage