Dutchess, NY Homes

• 

  $398,000 Sold May 30, 2025

  • 1,822 Sq Ft
  • $218/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1949

  229 Skidmore Rd, Pleasant Valley, NY 12569

  Discover the perfect blend of modern upgrades and rustic charm at 229 Skidmore Road! This enchanting property has been thoughtfully updated to offer both comfort and sustainability. Step inside to find a cozy living space enhanced by a brand new wood-burning stove, perfect for those chilly Hudson Valley evenings. The home is equipped with a new oil tank, ensuring efficient heating throughout the

  Omar Harper Epique Realty

  229 Skidmore Rd, Pleasant Valley, NY 12569
• 

  Est $586,110 Not Listed For Sale

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

  11 Alden Place, Millbrook, NY 12545

  11 Alden Place, Millbrook, NY 12545
• 

  

  

  /25

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  198 Tinkertown Rd, Salt Point, NY 12578

  Nestled on a .32-acre parcel with an additional adjacent lot of 0.37 acres, this charming ranch-style home at 198 Tinkertown Rd offers a blend of comfort and functionality. The residence features two bedrooms and a single bath, providing an intimate and well-maintained living space. The living room is enhanced by a vaulted ceiling and a handsome stone fireplace, creating a warm and inviting

  JOHN DEREVJANIK BHHS Hudson Valley Properties

  198 Tinkertown Rd, Salt Point, NY 12578
• 

  $1,260,000 Sold May 29, 2025

  • 2,518 Sq Ft
  • $500/SF
  • 36 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2005

  468 Camby Rd, Verbank, NY 12585

  Sunrise Hill is a stunning, hilltop contemporary farmhouse sited on 15 acres offering privacy, and views. It is a turnkey, impeccably designed treasure designed by renowned Hudson Valley architect James Crisp, located on a quiet, picturesque country road in the heart of the Hudson Valley. This house has been thoughtfully designed to provide everything the most discerning buyer could want both

  Janet Myer Houlihan Lawrence Inc.

  468 Camby Rd, Verbank, NY 12585
• 

  Est $463,021 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,547 Sq Ft

  34 Anson Ave, Millbrook, NY 12545

  34 Anson Ave, Millbrook, NY 12545
• 

  

  /8

  $345,800

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft

  1680 Main St, Pleasant Valley, NY 12569

  This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property.

  Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
• 

  $450,000 Sold May 28, 2025

  • 1,524 Sq Ft
  • $295/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  114 Hurley Rd, Salt Point, NY 12578

  Split level home with assumable mortgage at 4.250% rate. Prospective buyers can inquire for further details regarding this favorable financing opportunity. You'll love the open layout, light, and high ceilings with skylights that make the whole place feel bright and spacious. The main floor's layout has an airy vibe and nice flow to the kitchen. There's a cozy all-season room or head out to the

  Veronica Newton Compass Greater NY, LLC

  114 Hurley Rd, Salt Point, NY 12578
• 

  /2

  Est $590,681 Not Listed For Sale

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

  29 North Ave, Millbrook, NY 12545

  29 North Ave, Millbrook, NY 12545
• 

  

  /37

  $3,500,000

  • 8 Beds
  • 4.5 Baths
  • 3,010 Sq Ft

  2039 Salt Point Turnpike, Salt Point, NY 12578

  Welcome to This Hudson Farm – a distinctive 157+ acre estate spanning 2039–2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much—or as little—of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

  Lindsay Rothman Compass Greater NY LLC

  2039 Salt Point Turnpike, Salt Point, NY 12578
• 

  $325,000 Sold May 19, 2025

  • 1,408 Sq Ft
  • $231/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  41 Storybook Ln, Pleasant Valley, NY 12569

  This home is off the beaten path in Pleasant Valley while maintaining accessibility to Route 55 shopping, dining and amenities. It’s located mere minutes from the Taconic State Parkway south, for those needing to commute. Newly remodeled baths, kitchen with new appliances and updated heating/cooling. Facing southeast is an abundance of windows that let in lots of natural light and brings the

  Annmarie Wheeler Real Broker NY LLC

  41 Storybook Ln, Pleasant Valley, NY 12569
• 

  Est $806,161 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,020 Sq Ft

  92 Maple Ave, Millbrook, NY 12545

  92 Maple Ave, Millbrook, NY 12545
• 

  

  /26

  $1,600,000

  • 6 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
• 

  $625,000 Sold May 16, 2025

  • 1,749 Sq Ft
  • $357/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  20 North Ave, Millbrook, NY 12545

  WELCOME HOME AND ENJOY LIVING AT ITS BEST IN THE BEAUTIFUL VILLAGE OF MILLBROOK! THIS IS A LOVELY CONTEMPORARY COLONIAL WHICH IS CONVENIENTLY LOCATED WALKING DISTANCE INTO TOWN TO TAKE ADVANTAGE OF RESTAURANTS, LIBRARY, FARMERS MARKET, TENNIS COURTS AND MORE. THIS HOME HAS A LARGE FAMILY ROOM W/ FIREPLACE, HW FLOORS & VAULTED CEILINGS. OPEN CONCEPT TO KITCHEN WHICH ALSO HAS LAUNDRY SET UP.

  Christine Ryan

  20 North Ave, Millbrook, NY 12545
• 

  Est $598,178 Not Listed For Sale

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

  26 Haight Ave, Millbrook, NY 12545

  26 Haight 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
• 

  $454,900 Sold May 16, 2025

  • 2,496 Sq Ft
  • $182/SF
  • 190 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  41 Horseshoe Rd, Millbrook, NY 12545

  Welcome to 41 Horseshoe Road, a delightful residence located in Millbrook, New York. With approximately 2500 square feet of living space, this home offers a perfect blend of comfort and potential, making it an ideal choice for a full-time residence, weekend getaways, or anyone looking to immerse themselves in the beauty of the Hudson Valley. As you step inside, you’ll immediately feel the warmth

  Ellen 'Ellie' Savoy

  41 Horseshoe Rd, Millbrook, NY 12545
• 

  Est $583,663 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
• 

  

  /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
• 

  $547,500 Sold May 15, 2025

  • 1,859 Sq Ft
  • $295/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  2 Ravine Rd, Pleasant Valley, NY 12569

  Step into this stunning 3-bedroom, 2.5-bathroom A-frame home, where timeless architecture meets modern comfort. Nestled on a serene, park-like property, this home offers a private oasis with lush greenery and plenty of deck space to relax or entertain.This exceptional home was thoughtfully designed and meticulously built by its original owner, who took immense pride in every detail. From the

  Mark Snyder eXp Realty

  2 Ravine Rd, Pleasant Valley, NY 12569
• 

  Est $628,716 Not Listed For Sale

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

  15 Ciferri Dr, Millbrook, NY 12545

  15 Ciferri Dr, 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
• 

  $485,000 Sold May 05, 2025

  • 2,065 Sq Ft
  • $235/SF
  • 50 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  134 Forest Valley Rd, Pleasant Valley, NY 12569

  Wonderfully maintained, large 4 bedroom, 3 full bath raised ranch style home located in Pleasant Valley! You'll love the living spaces in this home, they're perfect for entertaining or just simply enjoying the relaxed feel. Amenities include; updated kitchen complete with stainless steel appliances, solid surface counters, coffee bar, pantry cabinet, beautiful tile backsplash, large peninsula

  Diane Crittenden Century 21 Alliance Realty Grp

  134 Forest Valley Rd, Pleasant Valley, NY 12569
• 

  Est $612,973 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
• 

  

  /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
• 

  $450,000 Sold May 01, 2025

  • 1,664 Sq Ft
  • $270/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  75 Verbank Rd, Millbrook, NY 12545

  Would you like to get away from it all and come to a place where you can live, work and play in arguably one of the most beautiful areas of the Hudson Valley? If so, this charming, classic home, built in 1940, is for you. It is perfectly located, in the middle of some of the area’s most beautiful farmland, and just minutes from the enchanting village of Millbrook. Set on 2 beautiful acres, this

  Ann Stettner Neil Charles Real Estate, LLC

  75 Verbank Rd, Millbrook, NY 12545
• 

  Est $1,069,885 Not Listed For Sale

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

  3440 Route 44, Millbrook, NY 12545

  3440 Route 44, 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
• 

  $894,000 Sold Apr 30, 2025

  • 2,520 Sq Ft
  • $355/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  128 Bangall Rd, Millbrook, NY 12545

  Bangall Road is a beautiful location on the outskirts of the Village of Millbrook. It boasts grand homes on large parcels of land while being close enough to the conveniences of town, yet far enough to find tranquility and privacy in Millbrook’s countryside. The residence is comfortable and inviting and features an attractive floor plan with a lovely mix of room sizes throughout, creating

  Susan Whalen George T Whalen Real Estate

  128 Bangall Rd, Millbrook, NY 12545
• 

  Est $571,147 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
• 

  

  /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
• 

  $415,000 Sold Apr 18, 2025

  • 2,920 Sq Ft
  • $142/SF
  • 144 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  35 Shunpike, Clinton Corners, NY 12514

  Discover a unique opportunity just minutes from the charming village of Millbrook! Bring your vision to this inviting ranch home. Currently set up with the main home as two bedrooms and a full bath and a separate 2 bedroom apartment. The walk up attic brings additional opportunity to expand if that suits your needs. Hardwood floors that flow through out the living room, formal dining area, 2 main

  Karla Rauch BHHS Hudson Valley Properties

  35 Shunpike, Clinton Corners, NY 12514
• 

  Est $364,028 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
• 

  

  /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
• 

  $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 $401,356 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
• 

  

  /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
• 

  $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 $364,771 Not Listed For Sale

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

  18 Alden Terrace, Millbrook, NY 12545

  18 Alden Terrace, 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
• 

  $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

Showing Results 121 - 160, Page 4 of 18