Dutchess County NY Homes for Sale

/12
$314,900
- 2 Beds
- 1 Bath
- 1,378 Sq Ft
122 Weil Rd, Wingdale, NY 12594

Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof

Brian Smith River Realty Services, Inc.

122 Weil Rd, Wingdale, NY 12594
/24
$1,200,000

Open Sat 11:30AM - 1:30PM
- 3 Beds
- 3 Baths
- 2,968 Sq Ft
572 Hicks Hill Rd, Stanfordville, NY 12581

Perched high on 5.32 private acres with breathtaking, distant panoramic views of the Taconic Range and Berkshire Mountains, this contemporary home has been completely transformed by a top-to-bottom renovation. Seamlessly blending chic modern upgrades with dramatic architectural bones, this turn-key residence offers utmost privacy on a scenic country lane, yet still provides incredible

Callan Bergmann Compass Greater NY, LLC

572 Hicks Hill Rd, Stanfordville, NY 12581
/37
$429,000

$70K PRICE DROP
- 2 Beds
- 2.5 Baths
- 2,000 Sq Ft
43 Aveonis Ct, Fishkill, NY 12524

A rare opportunity in popular Aveonis 55+ Community. This 3 level townhouse at the end of the cul de sac has just had remodeling done. Beautiful new kitchen cabinets with a marble top, self closing drawers and stainless steel appliances. New dishwasher was just installed. There are gleaming hardwood floors thruout and the entire unit has been freshly painted a neutral color. This home is one of

Joan Sanford BHHS Hudson Valley Properties

43 Aveonis Ct, Fishkill, NY 12524
/26
$249,999

$40K PRICE DROP
- 4 Beds
- 2 Baths
- 1,044 Sq Ft
9 Edgar St, Poughkeepsie, NY 12603

Not everything beautiful looks perfect at first glance... sometimes, it just needs someone who can see beyond the surface.Hii My name is Edgar and I’ve been waiting for someone like you.I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone

Dio Espinal Coste eRealty Advisors, Inc

9 Edgar St, Poughkeepsie, NY 12603
/43
$629,900

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 1,768 Sq Ft
57 Buhleir Rd, Pawling, NY 12564

Super Charming Cape On An Ultra Private 2.92 Acres At The Very End Of The Dead End Street! Close To Everything -- Shopping, Schools, Train Station/Commuting, Restaurants And Still Be Tucked Into Your Own Private Haven. Flexible Floor Plan To Create Rooms For You --- Big Dining Room Off The Kitchen W/ An Eat-In or a Quick Bite At The Island and a Family Room OR Living Room On The Other Side.

Carolyn Ridenour Berkshire Hathaway HS NE Prop.

57 Buhleir Rd, Pawling, NY 12564
/43
$1,295,000
- 4 Beds
- 4.5 Baths
- 3,667 Sq Ft
56 Autumn Chase Dr, Hopewell Junction, NY 12533

Experience refined luxury in this exceptional contemporary residence, ideally situated in the prestigious Four Seasons subdivision of East Fishkill. Thoughtfully designed with both elegance and functionality in mind, this home offers four expansive bedrooms—each with its own beautifully appointed en-suite bath—delivering the ultimate in comfort and privacy. A grand two-story foyer welcomes you

John DiDio Century 21 Alliance Rlty Group

56 Autumn Chase Dr, Hopewell Junction, NY 12533
/25
$630,000

$60K PRICE DROP
- 3 Beds
- 1 Bath
- 1,414 Sq Ft
15 Wildey Rd, Barrytown, NY 12507

1800's Four Square Opportunity! Prime Location Historic Opportunity Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside No-Outlet Hamlet minutes from everything, populated with jaw dropping older period estates. The approach to this property is graced with beautiful scenic pasture views, make a right turn and the home appears like magic immediately enticing you with

Michael Mondello BHHS HUDSON VALLEY PROP-R

15 Wildey Rd, Barrytown, NY 12507
/38
$875,000
- 4 Beds
- 1.5 Baths
- 2,709 Sq Ft
7668 Route 82, Pine Plains, NY 12567

Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office,

Susan Whalen George T Whalen Real Estate

7668 Route 82, Pine Plains, NY 12567
/16
$525,000

$125K PRICE DROP
- Land
- 26.87 Acres
- $19,539 per Acre
79-85 Miller Rd, Rhinebeck, NY 12572

Do not enter cottage. Survey available in Rhinebeck office. Additional Information: SoilType:Unknown,

Harry Hill Houlihan Lawrence Inc.

79-85 Miller Rd, Rhinebeck, NY 12572
/20
$539,000

Open Sun 12PM - 2PM
- 3 Beds
- 1.5 Baths
- 1,700 Sq Ft
15 Amherst Rd, Red Hook, NY 12571

This is your dream fully renovated one-level home in the heart of Red Hook, tucked away in a quiet neighborhood while keeping you close to shops, restaurants, parks and easy access to Taconic State Park.Thoughtfully renovated from top to bottom, this home blends modern comfort, elevated finishes, and effortless one-level living. Step inside to a bright, beautifully finished interior where

Liudmila Lobeeva eXp Realty

15 Amherst Rd, Red Hook, NY 12571
/31
$495,000
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
11 Balding Ave, Poughkeepsie, NY 12601

Charming 1920 Colonial featuring original details throughout. High ceilings & doors, classic woodwork, stained glass windows, ornamental fireplaces and generously sized rooms showcase the charm and craftsmanship of the era. A welcoming foyer features beautiful woodwork and pocket doors opening to the formal living room. The first floor offers convenient laundry area and spacious living area. The

Judy Lancia Houlihan Lawrence Inc.

11 Balding Ave, Poughkeepsie, NY 12601
/43
$399,000

$76K PRICE DROP
- 4 Beds
- 2 Baths
- 1,536 Sq Ft
31 Kingston Ave, Poughkeepsie, NY 12603

Welcome Home, to this meticulously cared-for, move-in ready Cape Cod-style home that offers a serene and comfortable living experience. Home boasts four spacious bedrooms that can double as an office, den, or TV room, complemented by two full bathrooms and a basement, providing versatile living spaces. Noteworthy elements include a dormer providing generous storage, a built-in desk, and large

Kaye Saglibene Houlihan Lawrence Inc.

31 Kingston Ave, Poughkeepsie, NY 12603
/38
$84,999

Open Sat 10AM - 1PM $4K PRICE DROP
- 2 Beds
- 1 Bath
- 860 Sq Ft
191 Sylvan Lake Rd Unit 30, Hopewell Junction, NY 12533

**HOT SALE !!! Seller will pay your maintenance through first quarter of 2027 and will pay buyer's transfer fees to coop if purchased by October 1, 2026. Don't wait, make an offer now and take advantage of this deal!.** Newly renovated 2 bed seasonal home, managed from April-November, makes a great destination for 'snowbirds' or locals looking to find some peace outside of the big city. This open

RYAN SCHWARZ Houlihan Lawrence Inc.

191 Sylvan Lake Rd Unit 30, Hopewell Junction, NY 12533
/36
$650,000
- 4 Beds
- 3.5 Baths
- 3,777 Sq Ft
4 Kilmer Rd, Hyde Park, NY 12538

Oversized custom raised ranch privately situated on beautiful 1.6 acre parcel. Versatile floor plan includes large annex with apartment conducive to in-law suite or guest quarters. Main home includes massive living room/dining room combo complete with fireplace and cathedral ceiling, which flows seamlessly to sunroom w/cathedral ceiling and access to two tiered composite deck. Spacious eat-in

Dan Axtmann BHHS Hudson Valley Properties

4 Kilmer Rd, Hyde Park, NY 12538
/35
$549,000

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 2,297 Sq Ft
12 Chaucer Rd, Staatsburg, NY 12580

Imagine soaking in those breathtaking sunsets and stunning views from your spacious deck—it’s like having a vacation every day in this beautiful Contemporary home in Staatsburg! With soaring cathedral ceilings, gorgeous wide plank wood flooring, and a double-sided stone wood burning fireplace that stretches from floor to ceiling in both the living and dining rooms, this home is truly a treat. As

Diane Crittenden Diane E. Crittenden

12 Chaucer Rd, Staatsburg, NY 12580
/39
$545,000

$55K PRICE DROP
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
50 Cunningham Ln, Poughquag, NY 12570

Sitting beautifully on 1.33 acre of a park-like property in the Town of Beekman you will find 50 Cunningham Lane offering the perfect balance of comfort, style, and functionality. This beautifully maintained home features a bright and expansive kitchen with stainless steel appliances, granite countertops, a bar-stool counter, ample cabinetry, and a stylish backsplash — ideal for cooking, dining,

Beatrice Dorlean-Cornet BHHS Hudson Valley Properties

50 Cunningham Ln, Poughquag, NY 12570
/22
$320,000
- 1 Bed
- 1.5 Baths
- 1,044 Sq Ft
49 Aveonis Ct, Fishkill, NY 12524

Ready for a 55+ community? Well, here's your new home. Nothing to do but pack your bags and move in. The community is well maintained and provides a tranquil, quiet setting, while being close to all the amenities the Hudson Valley has to offer...shopping, gyms, entertainment, dining out, and historical sites a short drive away. Want to stay home? OK, you will be happy here in this beautifully

Donna Tiffany EXIT REALTY CONNECTIONS

49 Aveonis Ct, Fishkill, NY 12524
/60
$1,649,000

$26K PRICE DROP
- 5 Beds
- 4 Baths
- 6,498 Sq Ft
1429 Jackson Corners Rd, Red Hook, NY 12571

A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting--equally suited for elegant entertaining, intimate al

Sharon Farley Corcoran Country Living

1429 Jackson Corners Rd, Red Hook, NY 12571
/41
$900,000
- 4 Beds
- 4.5 Baths
- 4,174 Sq Ft
127 Shagbark Ln, Hopewell Junction, NY 12533

Executive Home on Private 2.49 Acres**Welcome to this stunning home nestled in an exclusive neighborhood. Set on a serene and private 2.49-acre lot, this elegant home offers both luxury and comfort with space for everyone.As you enter the grand two-story foyer, you're greeted by a formal living room and an elegant dining room — perfect for entertaining. The heart of the home is

ANNE-MARIE DUNLAP-VIGORITA Century 21 Alliance Rlty Group

127 Shagbark Ln, Hopewell Junction, NY 12533
/7
$435,000
- 4 Beds
- 2 Baths
- 2,304 Sq Ft
362 Mansion St, Poughkeepsie, NY 12601

Great turnkey opportunity for investors or owner-occupants looking to have a rental income potential! This multi-family property on Mansion Street offers two units with separate utilities to minimize investor overhead expenses. There is a walk up attic with potential for an added unit or additional storage. Enjoy a level, manageable .23 acre yard, off-street parking and a garage for storage. A

Jennifer Apuzzo Stepping Stone Realty

362 Mansion St, Poughkeepsie, NY 12601
/40
$625,000
- 3 Beds
- 2 Baths
- 2,057 Sq Ft
11 Kessler Dr, Hyde Park, NY 12538

Nestled beside the historic estate of Franklin D. Roosevelt in Hyde Park, New York, lies a unique opportunity to own a piece of American history. This private setting offers direct proximity to Springwood, FDR's lifelong home and the site of his Presidential Library and Museum now a National Historic Site making the surrounding area a place of significant historical interest.The property

KEVIN HOWE BHHS Hudson Valley Properties

11 Kessler Dr, Hyde Park, NY 12538
/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

Lot # 5 Smithfield Rd, Millerton, NY 12546
/41
$320,000
- 3 Beds
- 1.5 Baths
- 1,116 Sq Ft
11 Mack Rd, Poughkeepsie, NY 12603

Beautifully maintained wood and stain glass takes you back to an historic time with all the luxurious updates that make you feel as though you are living in the comfort of a brand new home. A nice home at an affordable price with a screened in front porch. Enter the foyer with stained glass and glistening wood features. Wooden French doors with an antique built in in the dining room and wooden

James Young YOUNG & ASSOCIATES REAL ESTATE LLC

11 Mack Rd, Poughkeepsie, NY 12603
/3
$209,900
- 4 Beds
- 1.5 Baths
- 1,544 Sq Ft
28 Fulton Ave, Poughkeepsie, NY 12603

Charming Colonial in a Sought-After LocationBring your vision and a little TLC to this charming 4-bedroom, 1-bath Colonial, ideally situated on a large lot in a highly desirable location. With its inviting character and wonderful potential, this home is ready to be transformed into a warm and welcoming residence. Enjoy close proximity to Vassar College, Metro-North, fine dining, shopping, and

Lynn Fronckowiak K. Fortuna Realty, Inc.

28 Fulton Ave, Poughkeepsie, NY 12603
/2
$399,000

$20K PRICE DROP
- 3 Beds
- 1 Bath
- 1,440 Sq Ft
6 Morehouse Rd, Poughkeepsie, NY 12603

Welcome to 6 Morehouse Road, Poughkeepsie, NY 12603 — a wonderful opportunity to own a home in the highly sought-after Spackenkill School District. This charming property is located in a desirable neighborhood known for its community feel, convenient location, and access to excellent schools. The Spackenkill Union Free School District is recognized for its tradition of academic excellence, strong

Thomas Klug HV Premier Properties Realty

6 Morehouse Rd, Poughkeepsie, NY 12603
/19
$1,150,000
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
Lot 5 A S White Rock Rd, Holmes, NY 12564

Introducing a stunning to-be-built farmhouse by respected local builders known for exceptional craftsmanship, thoughtful design, and quality construction. Perfectly positioned on more than 11 private acres, this custom home blends timeless farmhouse charm with modern comfort, offering a peaceful retreat in one of the Hudson Valley's most desirable settings.Designed with today's lifestyle in

Stacey Cronin Houlihan Lawrence Inc.

Lot 5 A S White Rock Rd, Holmes, NY 12564
/36
$615,000

$80K PRICE DROP
- 4 Beds
- 2 Baths
- 1,920 Sq Ft
3875 Route 82, Millbrook, NY 12545

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway.Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living.Upstairs includes full, eat in kitchen, dining

Valerie Foster K. Fortuna Realty, Inc.

3875 Route 82, Millbrook, NY 12545
/33
$11,500,000
- 5 Beds
- 6.5 Baths
- 6,054 Sq Ft
129 W Meadow Ln, Millbrook, NY 12545

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

Candy Anderson Compass Greater NY, LLC

129 W Meadow Ln, Millbrook, NY 12545
/29
$240,000

$5K PRICE DROP
- 2 Beds
- 1.5 Baths
- 1,050 Sq Ft
135 Sterling St Unit 135, Beacon, NY 12508

Welcome to 135 Sterling Street in Rombout Village, a quiet and serene community just minutes from Beacon’s thriving Main Street, hiking trails, the Hudson River, and the Metro-North train station for easy access to NYC. This sun-filled second-floor end unit offers comfort and convenience with central air conditioning and an inviting layout. The spacious open-concept living and dining area flows

Claire Browne Compass Greater NY, LLC

135 Sterling St Unit 135, Beacon, NY 12508
/15
$1,200,000
- Land
- 124.19 Acres
- $9,663 per Acre
2010 Salt Point Turnpike, Pleasant Valley, NY 12569

Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

David Birch Barns and Farms Realty LLC

2010 Salt Point Turnpike, Pleasant Valley, NY 12569
/30
$275,000
- 5 Beds
- 2 Baths
- 2,100 Sq Ft
14-16 Glen Hill, Dover Plains, NY 12522

Surrounded by nature. An affordable compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two dwellings for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath residence, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is

Barry Malawer Coldwell Banker Realty

14-16 Glen Hill, Dover Plains, NY 12522
/17
$575,000
- Land
- 41.72 Acres
- $13,782 per Acre
513 Rossway Rd, Pleasant Valley, NY 12569

Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being

Nicole Porter Houlihan Lawrence Inc.

513 Rossway Rd, Pleasant Valley, NY 12569
/28
$630,000

$60K PRICE DROP
- 3 Beds
- 1 Bath
- 1,414 Sq Ft
15 Wildey Rd, Red Hook, NY 12571

1800's Four Square Opportunity! Prime Location Historic Opportunity Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside No-Outlet Hamlet minutes from everything, populated with jaw dropping older period estates. The approach to this property is graced with beautiful scenic pasture views, make a right turn and the home appears like magic immediately enticing you with

Michael Mondello BHHS Hudson Valley Properties

15 Wildey Rd, Red Hook, NY 12571
/33
$579,990
- 4 Beds
- 3 Baths
- 2,032 Sq Ft
46 Old Post Rd, Staatsburg, NY 12580

This beautifully renovated Victorian home is located in the sought after Hamlet of Staatsburg. This circa 1890 home has all its original charm along with modern updates. The home features its original hardwood floors throughout. The whole house has been freshly painted inside and out. Gorgeous updated kitchen with granite countertops and center island. All 3 bathrooms have been beautifully

JEFFREY COLTON Jeff S. Colton

46 Old Post Rd, Staatsburg, NY 12580
/2
$475,000
- Land
- 7 Acres
- $67,857 per Acre
8 McGhee Hill Rd, Millerton, NY 12546

This gorgeous 7.9 acre estate lot is at the east end McGhee Hill Road and only minutes from the vibrant village of Millerton. Lot 8 is entirely Board of Health approved and shovel-ready with all improvements, a cut driveway from McGhee Hill Road and stone pillared entrance. Sited just west of Rte 22 on McGhee Rill Road, this lot is surrounded by other large parcels offering privacy and bucolic

Jason Karadus Corcoran Country Living

8 McGhee Hill Rd, Millerton, NY 12546
/17
$599,000

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 2,160 Sq Ft
5 Verplanck Ave, Hopewell Junction, NY 12533

Vacant and Price Reduced for Quick Sale! Owners have relocated to full-time sunshine! Move right into this lovely split-level home, offering 4 bedrooms and 2 full baths. Recent improvements include a newly installed hi-tech camera security system and a newly stained double deck! Pool and hot tub as-is. Small fenced yard area, perfect for pets or gardening! Also available for lease. Book your

Amalie Thomas Amalie Industries, LLC

5 Verplanck Ave, Hopewell Junction, NY 12533
/13
$3,950,000

New Construction
- 4 Beds
- 6 Baths
- 6,000 Sq Ft
42 Hy Vue Terrace, Millerton, NY 12546

Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of

Jason Karadus Corcoran Country Living

42 Hy Vue Terrace, Millerton, NY 12546
/13
$29,999

$5K PRICE INCREASE
- 1 Bath
- 500 Sq Ft
266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533

Fixer upper 1st row from the lake with private lake rights to Sylvan Lake! This seasonal home, managed from April-November, is perfect for those looking for a weekend getaway or for 'Snowbirds' looking for a place to call home in NY. You will not be disappointed with this home. Though this home is in need of updating the proximity to the lake and the unobstructed hilltop views make this home a

RYAN SCHWARZ Houlihan Lawrence Inc.

266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533
/22
$464,900

Open Sat 1:30PM - 3:30PM $10K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,700 Sq Ft
63 Martin Rd, Pleasant Valley, NY 12569

Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for

TINA TOWNSEND BHHS Hudson Valley Properties

63 Martin Rd, Pleasant Valley, NY 12569
/43
$899,000
- 3 Beds
- 2 Baths
- 1,686 Sq Ft
73 Lake Ellis Rd, Wingdale, NY 12594

A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion.Perfect as a full-time residence

Lonnie Lum Coldwell Banker Realty

73 Lake Ellis Rd, Wingdale, NY 12594

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