Dutchess, NY Homes

• 

  Est $926,124 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,408 Sq Ft

  78 Maple Ave, Millbrook, NY 12545

  78 Maple Ave, Millbrook, NY 12545
• 

  

  

  /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
• 

  $1,200,000 Sold Apr 11, 2025

  • 4,438 Sq Ft
  • $270/SF
  • 235 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1939

  670 Waterbury Hill Rd, Lagrangeville, NY 12540

  Beautiful updated architecturally designed farmhouse. Gourmet custom kitchen with custom cabinetry, Sub-Zero and Wolf appliances and a beautiful Copper clad island. Crown molding and hardwood floors through out. Flowing floor plan with three separate wings to afford privacy. Two master bedrooms, both spacious and unique. One has an ensuite bathroom with classic clawfoot tub, the other with area

  Janet Prince BHHS Hudson Valley Properties

  670 Waterbury Hill Rd, Lagrangeville, NY 12540
• 

  Est $653,893 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  11 Alden Place, Millbrook, NY 12545

  11 Alden Place, Millbrook, NY 12545
• 

  

  

  /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
• 

  $675,000 Sold Apr 11, 2025

  • 2,462 Sq Ft
  • $274/SF
  • 66 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  8 Carrington Ct, Salt Point, NY 12578

  Experience the perfect blend of elegance and comfort in this stunning, pristine 4 Bedroom Center Hall Colonial, nestled on a serene two acre lot in the highly sought after Millbrook School District.As you approach the house you will be greeted by a charming front porch that invites you to relax and unwind. Step inside to find a bright and spacious interior with beautiful hard wood floors

  Beth Ainsworth Jefferson Valley Realty

  8 Carrington Ct, Salt Point, NY 12578
• 

  Est $520,842 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,547 Sq Ft

  34 Anson Ave, Millbrook, NY 12545

  34 Anson Ave, Millbrook, NY 12545
• 

  

  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 11,970 Sq Ft

  309 Woodstock Rd, Millbrook, NY 12545

  Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

  Jason Karadus Corcoran Country Living

  309 Woodstock Rd, Millbrook, NY 12545
• 

  $405,000 Sold Apr 11, 2025

  • 2,970 Sq Ft
  • $136/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  25 Tinkertown Rd, Pleasant Valley, NY 12569

  Welcome to your serene retreat at 25 Tinkertown Road, nestled in the picturesque landscapes of Pleasant Valley, NY. This charming countryside property offers the perfect blend of tranquility and convenience, presenting a rare opportunity to embrace a peaceful lifestyle while still being close to modern amenities. Three Bedroom, 2.5 bathroom colonial on 2.4 acres secluded acres! Private, large

  Brian Smith River Realty Services, Inc.

  25 Tinkertown Rd, Pleasant Valley, NY 12569
• 

  /2

  Est $614,045 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  29 North Ave, Millbrook, NY 12545

  29 North Ave, Millbrook, NY 12545
• 

  

  /50

  $5,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  3585 Route 82, Millbrook, NY 12545

  Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

  JORDAN VACCARO Serhant LLC

  3585 Route 82, Millbrook, NY 12545
• 

  $702,500 Sold Apr 10, 2025

  • 4,059 Sq Ft
  • $173/SF
  • 206 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  166 Creek Rd, Pleasant Valley, NY 12569

  Welcome to your cozy retreat in Dutchess County, just under 10 minutes away from the newly built Eastdale Village, offering shops, restaurants, and a playground. Nestled on 1.7 acres of private land, this unique log home features vaulted beamed ceilings and custom windows that fill each room with natural light.This 3-bedroom, 3.5-bathroom home includes an oversized family room with a

  Liudmila Lobeeva eXp Realty

  166 Creek Rd, Pleasant Valley, NY 12569
• 

  Est $618,574 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,189 Sq Ft

  26 Haight Ave, Millbrook, NY 12545

  26 Haight Ave, Millbrook, NY 12545
• 

  

  /37

  $1,525,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

  PAULA REDMOND Corcoran Country Living

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  $412,500 Sold Apr 07, 2025

  • 1,956 Sq Ft
  • $211/SF
  • 190 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  371 Clinton Corners Rd, Clinton Corners, NY 12514

  Four bedroom raised ranch in Millbrook School District. This house is located in Clinton Corners, close to commuter routes and in a location that is convenient for enjoying all that the Hudson Valley has to offer. Minutes to the Village of Millbrook and a short trip to Rhinebeck. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

  Susan Whalen George T Whalen Real Estate

  371 Clinton Corners Rd, Clinton Corners, NY 12514
• 

  Est $550,800 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft

  14 Haight Ave, Millbrook, NY 12545

  14 Haight Ave, Millbrook, NY 12545
• 

  

  /50

  $2,200,000

  • 7 Beds
  • 7 Baths
  • 11,222 Sq Ft

  3893 Route 82, Millbrook, NY 12545

  Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
• 

  $606,031 Sold Apr 04, 2025

  • 2,400 Sq Ft
  • $253/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1949

  2109 Route 44, Pleasant Valley, NY 12569

  Welcome to this charming vintage brick homestead, a true gem set on a mostly private 6.3 acres of picturesque bucolic land. This stunning property showcases many original details that reflect its timeless elegance, including solid hardwood floors, intricate moldings, built-ins, and graceful railings that add character to every room. Home is set well back from road with front stone pillars and a

  Nicole Porter

  2109 Route 44, Pleasant Valley, NY 12569
• 

  Est $580,435 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,300 Sq Ft

  15 Ciferri Dr, Millbrook, NY 12545

  15 Ciferri Dr, Millbrook, NY 12545
• 

  

  /29

  $495,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  23 Johnson Ln, Millbrook, NY 12545

  Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

  KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, Millbrook, NY 12545
• 

  $1,100,000 Sold Apr 04, 2025

  • 4,861 Sq Ft
  • $226/SF
  • 30 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  155 Barmore Rd, Lagrangeville, NY 12540

  Your Private Oasis Awaits. Set on 30 acres of serene countryside, this classic home offers a blend of rural elegance and modern functionality. A spacious, light-filled foyer with a striking floor-to-ceiling glass wall sets a welcoming tone, emphasizing the home’s bright, open design.At the center of the home, a vaulted-ceiling great room features a handsome wood-burning fireplace, seamlessly

  Jill Rose Houlihan Lawrence Inc.

  155 Barmore Rd, Lagrangeville, NY 12540
• 

  Est $604,980 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,390 Sq Ft

  3241 Sharon Turnpike, Millbrook, NY 12545

  3241 Sharon Turnpike, Millbrook, NY 12545
• 

  

  /34

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  41 Mountain Dr, Pleasant Valley, NY 12569

  This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience in a desirable Pleasant Valley neighborhood. Lovingly cared for and truly move-in ready, the home exudes timeless appeal with thoughtful updates throughout. Step into a warm and inviting layout featuring a bright, airy living room and an open dining area that leads directly to a spacious

  JENNIFER HOYE BHHS Hudson Valley Properties

  41 Mountain Dr, Pleasant Valley, NY 12569
• 

  $394,000 Sold Apr 03, 2025

  • 2,042 Sq Ft
  • $193/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  568 Oak Summit Rd, Millbrook, NY 12545

  Welcome to this enchanting log cabin in Millbrook, NY, built in 1989 and nestled on over 3 acres of picturesque land. As you enter, you’re greeted by an inviting open-concept layout that seamlessly connects the kitchen, living room, and dining area—perfect for entertaining or cozy family gatherings. The stunning two-story brick fireplace serves as a focal point, adding warmth and character to the

  Keeana Toliver

  568 Oak Summit Rd, Millbrook, NY 12545
• 

  Est $1,088,226 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,540 Sq Ft

  3440 Route 44, Millbrook, NY 12545

  3440 Route 44, Millbrook, NY 12545
• 

  

  /46

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  508 Woodstock Rd, Millbrook, NY 12545

  On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

  OLIVER BROWN Houlihan Lawrence Inc.

  508 Woodstock Rd, Millbrook, NY 12545
• 

  $430,000 Sold Apr 02, 2025

  • 1,700 Sq Ft
  • $253/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  31 Barbara Ln, Pleasant Valley, NY 12569

  A Beautiful home! Must see to appreciate. This updated home is sure to please. The newer custom kitchen with gorgeous Soapstone countertops, a center island and plenty of cabinet space, is definitely a standout feature, especially for anyone who enjoys cooking or entertaining. The brick wood burning fireplace in the living room adds to a cozy environment. Wood shutter windows add to the charm

  Nicole Porter

  31 Barbara Ln, Pleasant Valley, NY 12569
• 

  Est $575,572 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,774 Sq Ft

  55 Valley Farm Rd, Millbrook, NY 12545

  55 Valley Farm Rd, Millbrook, NY 12545
• 

  

  /8

  $375,000

  • Land
  • 10 Acres
  • $37,166 per Acre

  TBD Stanford Rd, Millbrook, NY 12545

  Set along a scenic road just minutes from Millbrook Village, this 10.09-acre parcel offers open fields, rolling hills, and a rural backdrop. With an approved building envelope and access from Stanford Road, it's an ideal setting for a future home or private retreat. Located in a highly desirable area, this property presents a rare opportunity to build in a sought-after location. Additional

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford Rd, Millbrook, NY 12545
• 

  $540,000 Sold Mar 31, 2025

  • 2,400 Sq Ft
  • $225/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1966

  162 Hibernia Rd, Salt Point, NY 12578

  Discover the perfect blend of modern updates and peaceful country living in this extensively renovated 4-bedroom, 2.5-bath raised ranch, ideally located on a quiet country road. With a spacious and open floor plan, this home is move-in ready and offers the ultimate in comfort and style.The heart of the home is the massive kitchen, featuring sleek granite countertops, stainless steel

  Liudmila Lobeeva eXp Realty

  162 Hibernia Rd, Salt Point, NY 12578
• 

  Est $385,841 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,386 Sq Ft

  22 Alden Terrace, Millbrook, NY 12545

  22 Alden Terrace, Millbrook, NY 12545
• 

  

  /9

  $1,150,000

  • Land
  • 28 Acres
  • $40,450 per Acre

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545

  A rare offering of 28.43 acres of open land at the corner of Stanford Road and Woodstock Road. Bucolic field, a corner pond, and distant views create a stunning backdrop for a future homestead or agricultural endeavor. Located just outside the Village of Millbrook, this scenic parcel offers easy access with the feel of wide-open countryside. Additional land available.

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545
• 

  $442,000 Sold Mar 28, 2025

  • 2,000 Sq Ft
  • $221/SF
  • 191 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  56 Horseshoe Rd, Millbrook, NY 12545

  Attractive colonial situated on 1.4 acre parcel just outside the Village of Millbrook. Spacious floor plan includes eat-in kitchen with corian counters, which flows seamlessly to a formal dining room and living room w/woodburning fireplace. Massive family room w/cathedral ceiling includes wood stove & ductless unit for heat & a/c, creating the perfect venue for entertaining. Huge sunroom

  Dan Axtmann BHHS Hudson Valley Properties

  56 Horseshoe Rd, Millbrook, NY 12545
• 

  Est $416,408 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  21 Alden Terrace, Millbrook, NY 12545

  21 Alden Terrace, Millbrook, NY 12545
• 

  

  /9

  $1,075,000

  • Land
  • 23 Acres
  • $45,764 per Acre

  TBD Parcel 1 Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, this 23.49-acre parcel offers a picturesque setting for your dream retreat. The land features a mix of old wood forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend escape and explore the

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Parcel 1 Woodstock Rd, Millbrook, NY 12545
• 

  $585,000 Sold Mar 12, 2025

  • 2,612 Sq Ft
  • $224/SF
  • 143 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  72 Barkit Kennel Rd, Pleasant Valley, NY 12569

  This rustic contemporary home nestled on 2.87 acres of wooded property that gives you lots of privacy just 5 minutes to the Taconic Parkway and an easy commute to Metro North trains. Step in thru the front door to a living room with 18ft ceilings, a unique brick floor, a garden window, and a pellet stove for heating and doors leading to a side deck. Step up to the dining room that showcases a

  Mariola Jedynasty Belvedere Partners Corp

  72 Barkit Kennel Rd, Pleasant Valley, NY 12569
• 

  Est $374,471 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft

  18 Alden Terrace, Millbrook, NY 12545

  18 Alden Terrace, Millbrook, NY 12545
• 

  

  /5

  $325,000

  • Land
  • 0.28 Acre
  • $1,160,714 per Acre

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545

  Commercial building lot in Village of Millbrook, located on lovely street directly across from the Town Hall. This is a one of a kind offering in the GB zone in the Village. Permitted uses include single family dwelling, two-family dwelling, bed & breakfast, office, retail, along with many uses with a special permit. Village water and sewer. Great investment opportunity!

  George Whalen III George T Whalen Real Estate

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545
• 

  $569,000 Sold Mar 10, 2025

  • 2,479 Sq Ft
  • $230/SF
  • 20 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  15 Smith Rd, Pleasant Valley, NY 12569

  Welcome to this beautiful, oversized raised ranch, perfectly situated on a flat lot spanning over 2 acres within the sought-after Arlington Central School District. This 3-bedroom, 3-bathroom home has been meticulously maintained both inside and out. As you head upstairs to the main level, you’ll immediately notice the open layout. An abundance of natural light and beautiful hardwood floors flow

  Michael Dunstan RE/MAX Town & Country

  15 Smith Rd, Pleasant Valley, NY 12569
• 

  /2

  Est $647,053 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,728 Sq Ft

  100 Church St, Millbrook, NY 12545

  100 Church St, Millbrook, NY 12545

Showing Results 121 - 160, Page 4 of 18