Dutchess, NY Homes

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  /48

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 2,650 Sq Ft

  267 Smith Rd, Pleasant Valley, NY 12569

  This one is for the car enthusiast and hobby farmer. Welcome to this well-maintained two-bedroom raised ranch, featuring numerous updates and exceptional amenities. Enjoy peace of mind with a newer roof, insulated windows and doors, and vinyl siding that enhance energy efficiency and curb appeal. The home is equipped with central air, a new air conditioner and handler, security system, and an

  Melissa Pettinella Century 21 Alliance Realty Grp

  267 Smith Rd, Pleasant Valley, NY 12569
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• 

  

  

  /40

  $7,000 per month

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • House for Rent

  209 Route 343, Millbrook, NY 12545

  A great opportunity to escape to your own private retreat in Millbrook. This property is for rent on an annual basis and offers 3200 sq ft of living space on 10 acres of beautiful land. Featuring 3 bedrooms, 2 full baths, and 1 half bath, this residence provides ample room for comfortable living. The first floor creates an inviting atmosphere for gatherings, with spacious formal and informal

  Susan Whalen George T Whalen Real Estate

  209 Route 343, Millbrook, NY 12545
• 

  $1,817,500 Sold Jul 31, 2025

  • 4,777 Sq Ft
  • $380/SF
  • 19 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1850

  3925 Route 82, Millbrook, NY 12545

  Wake up to birdsong in this spacious and sunny renovated historic Millbrook farmhouse. Situated on over 13 acres in an enchanted setting of old growth trees, a year-round running stream, natural landscaping, moss and stonework, this inviting home is perfect for the weekender or full-time resident. A recent architectural addition seamlessly bridges this home's 19th century pedigree with modern

  E. ELIZABETH PETERS Corcoran Country Living

  3925 Route 82, Millbrook, NY 12545
• 

  Est $395,109 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,275 Sq Ft

  53 Cole Rd, Pleasant Valley, NY 12569

  53 Cole Rd, Pleasant Valley, NY 12569
• 

  

  

  /44

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,024 Sq Ft

  12 Wolf Ln, Pleasant Valley, NY 12569

  Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

  Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
• 

  

  /10

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569

  Immaculate rental opportunity available in Pleasant Valley, NY. Two bedroom apartment is brand new, complete with spectacular eat-in kitchen, with granite countertops, new appliances and cabinetry lighting. New carpets throughout rest of the home, figuring two spacious bedrooms, brand new stunning full bathroom, and plenty of storage. Quiet and serine, but close to shops, schools, parks, and

  Dominick Passafiume Houlihan Lawrence Inc.

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569
• 

  $1,900,000 Sold Jul 30, 2025

  • 5,086 Sq Ft
  • $374/SF
  • 101 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1999

  59 Bangall Rd, Millbrook, NY 12545

  Welcome to Field House, an inviting country home nestled in the midst of 6+ acres in beautiful Millbrook. Remodeled and enlarged in 2017, this captivating home boasts a stunning open and flowing design of dining and living space, perfect for entertaining family and friends. Hosting is easy with an incredible chef's kitchen that flows seamlessly into a sun-filled family room and dining room.

  Susan Whalen George T Whalen Real Estate

  59 Bangall Rd, Millbrook, NY 12545
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  /2

  Est $835,887 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,465 Sq Ft

  288 Shunpike, Clinton Corners, NY 12514

  288 Shunpike, Clinton Corners, NY 12514
• 

  

  /45

  $685,000

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft

  137 Barmore Rd, Lagrangeville, NY 12540

  Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial home, perfectly situated on a picturesque country road. Designed for both comfort and style, this property offers everything you’ve been looking for.The heart of the home is the spacious eat-in kitchen, complete with a center island, gleaming granite countertops, and stainless steel appliances.. The open layout seamlessly

  JENNIFER HOYE BHHS Hudson Valley Properties

  137 Barmore Rd, Lagrangeville, NY 12540
• 

  

  /6

  $1,495 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569

  Available for September 1st move-in! Spacious one bedroom located right in the heart of the Village in Pleasant Valley. Plenty of room for 2-car parking, large yard, conveniently located near the shopping center and local restaurants in walking distance. Great price for this unit!!! Utilities included; heat, hot water, garbage, snow plowing and lawn maintenance. Available Immediately. Well

  Kirk Rotger Millennium Realty Solutions

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569
• 

  $535,000 Sold Jul 25, 2025

  • 1,500 Sq Ft
  • $357/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  65 O' Halloran Cir, Pleasant Valley, NY 12569

  This newly constructed gem sits perched at the top of O'Halloran Circle boasting an over 7.8 acre lot, both private and tranquil with so much possibility. This cottage was over engineered at every step and saw meticulous oversight by the owner/builder during the entire process. No expenses were sparred in making this home as solid as possible with an extra 2" of concrete reinforcement used on

  Andre Aivazians HomeSmart Homes & Estates

  65 O' Halloran Cir, Pleasant Valley, NY 12569
• 

  Est $1,602,583 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  458 Route 343, Millbrook, NY 12545

  458 Route 343, Millbrook, NY 12545
• 

  

  /23

  $699,999

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  2701 Route 82, Lagrangeville, NY 12540

  Endless Possibilities Await on This 6.1-Acre Commercial/Residential Property in LaGrange!A rare and exciting opportunity to own a versatile 6.1-acre property with prime frontage on Route 82 in the heart of LaGrange. This unique offering has been home to a thriving greenhouse and nursery business for over 60 years, and is now ready for its next chapter.The property features a

  Steven Collier BHHS Hudson Valley Properties

  2701 Route 82, Lagrangeville, NY 12540
• 

  

  /18

  $1,550 per month

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft
  • Apartment for Rent

  2582 Route 44 Unit 1, Salt Point, NY 12578

  Located in the highly sought-after town of Millbrook, this fully furnished 1-bedroom apartment offers a clean, comfortable living space with both heating and air conditioning for year-round comfort. Thoughtfully outfitted with everything you need to settle in right away, the unit combines convenience and ease in a peaceful setting. Just a short drive from the village, local shops, and scenic

  Kason Fearon Serhant LLC

  2582 Route 44 Unit 1, Salt Point, NY 12578
• 

  $112,000 Sold Jul 24, 2025

  • 1,000 Sq Ft
  • $112/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  14 Hilltop Ln, Pleasant Valley, NY 12569

  Don't miss this beautifully updated 2-bedroom, 2-bathroom home located in the heart of Pleasant Valley and the highly desirable Arlington School District. With recent upgrades including a new roof, water heater, furnace, flooring, and fully renovated bathrooms, this home offers peace of mind and modern comfort. The underbelly has been spray-foamed for added insulation—ideal for year-round energy

  Ivan Carvalho Exit Realty Connections

  14 Hilltop Ln, Pleasant Valley, NY 12569
• 

  Est $2,113,771 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,890 Sq Ft

  593 Killearn Rd, Millbrook, NY 12545

  593 Killearn Rd, Millbrook, NY 12545
• 

  

  /35

  $1,179,000

  • 3 Beds
  • 2 Baths
  • 2,700 Sq Ft

  129 Clinton Corners Rd, Salt Point, NY 12578

  129 Clinton Corners Road, Salt Point, NYA rare and exceptional offering—this private 18.5-acre estate blends natural beauty, architectural charm, and modern updates, all in a prime location just off the Taconic Parkway for easy commuting.This stunning post-and-beam 4,300 sq ft contemporary home features soaring 25-foot cathedral ceilings, a central stone wood-burning fireplace, and

  Ginalea Healy K. Fortuna Realty, Inc.

  129 Clinton Corners Rd, Salt Point, NY 12578
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  /13

  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 350 Sq Ft
  • Apartment for Rent

  1613 Main St Unit 1, Pleasant Valley, NY 12569

  Spacious one-bedroom located right in the heart of the Village in Pleasant Valley. Plenty of room for 2-car parking, large yard, conveniently located near the shopping center and local restaurants in walking distance. Utilities included: water, garbage, snow plowing, and lawn maintenance. Available Immediately

  Mordchai Stern eRealty Advisors, Inc

  1613 Main St Unit 1, Pleasant Valley, NY 12569
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  /8

  $52,000 Sold Jul 23, 2025

  • Land
  • 0.56 Acre
  • $92,857 per Acre

  • 77 Days On Market

  1443 Route 44, Pleasant Valley, NY 12569

  Build Your Dream Home - BOH Approved Lot in Arlington School DistrictThis rare find offers a .56-acre approved building lot in the highly sought-after Arlington School District. With Board of Health approval already in place for a 3-bedroom single-family residence, and a recent survey completed, this property is primed for immediate action.A spacious 3-bay garage is already on

  Lawrence Gregory Gilcrest Properties

  1443 Route 44, Pleasant Valley, NY 12569
• 

  Est $1,930,869 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  309 Route 343, Millbrook, NY 12545

  309 Route 343, Millbrook, NY 12545
• 

  

  /46

  $795,000

  • 4 Beds
  • 4.5 Baths
  • 3,895 Sq Ft

  17 Washington Ave, Millbrook, NY 12545

  Timeless Elegance for Exceptional Living in this Expansive Home crafted by Italian Stone Masons in 1910, previously known as the Porter House Inn in the Heart of Millbrook Village.This imposing 4,000 sf home lives even larger with a walk-up windowed attic on the third floor and full walk-out basement below, and further still with gracious covered porches on the front of the house and

  Norm Mackay

  17 Washington Ave, Millbrook, NY 12545
• 

  

  /10

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  12 Alden Place Unit 3, Millbrook, NY 12545

  Cozy one bedroom apartment in the charming Village of Millbrook. The apartment is move-in ready! This second floor unit in a multi family home offers a shared entrance in the back. Off-street parking. Convenient village location to walk to the grocery store, shops, parks, public tennis courts, and the library. Enjoy village living!

  Susan Whalen George T Whalen Real Estate

  12 Alden Place Unit 3, Millbrook, NY 12545
• 

  $745,000 Sold Jul 23, 2025

  • 2,686 Sq Ft
  • $277/SF
  • 98 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1968

  16 Shunpike, Clinton Corners, NY 12514

  You will fall in love with this spacious, open layout in this cape style home that is overflowing with natural light and brand new hardwood floors throughout. This home has an outstanding flow and surreal views (that include your pond) and just call for you to relax and unwind. The main level offers an open floor plan with a beautiful kitchen, dining, and living space with sliding glass doors

  Monica Whitney Exit Realty Connections

  16 Shunpike, Clinton Corners, NY 12514
• 

  Est $545,175 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  28 Rodrigo Knolls, Millbrook, NY 12545

  28 Rodrigo Knolls, Millbrook, NY 12545
• 

  

  /50

  $799,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  50 Grist Mill Ln, Pleasant Valley, NY 12569

  Welcome to your dream home in the prestigious Mill Valley Estates, located within the highly-sought-after Arlington Central School District. This stunning colonial, nestled on over 2 private acres, offers an exquisite blend of luxury, comfort, and functionality. As you approach, a picturesque setting the lush landscaping greets you. Step inside to discover a meticulously maintained interior

  Jennifer Lappe Keller Williams Realty

  50 Grist Mill Ln, Pleasant Valley, NY 12569
• 

  

  /28

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 1,480 Sq Ft
  • House for Rent

  358 Verbank Rd, Millbrook, NY 12545

  Charming home located on a scenic country road in Millbrook. The house features a lovely new eat-in kitchen. The interior has been freshly painted and the beautiful hardwood floors have been refinished. The spacious living room room has a wood stove. A stylish, new full bathroom and den/home office complete the first floor. Upstairs, there are two bedrooms and attic space for storage. The front

  Susan Whalen George T Whalen Real Estate

  358 Verbank Rd, Millbrook, NY 12545
• 

  $600,000 Sold Jul 22, 2025

  • 2,678 Sq Ft
  • $224/SF
  • 137 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  106 Stream Ln, Pleasant Valley, NY 12569

  Serene Oasis Just Minutes from Town – Your Dream Home Awaits! Welcome to your very own slice of paradise! Nestled on a sprawling 2.3 acres, this stunning 3400 sqft + living space is a true retreat, boasting everything you need for a life filled with comfort, charm, and endless adventures. Discover a home imbued with character and bright, airy spaces. The open-concept living area features

  Sharon Pehush HomeSmart Homes & Estates

  106 Stream Ln, Pleasant Valley, NY 12569
• 

  Est $1,099,196 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,448 Sq Ft

  97 Valley Farm Rd, Millbrook, NY 12545

  97 Valley Farm Rd, Millbrook, NY 12545
• 

  

  /30

  $637,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,975 Sq Ft

  81 Cooper Dr, Verbank, NY 12585

  Enjoy peaceful living in this warm and inviting, well-maintained colonial nestled in the desirable Brookhollow subdivision — a quiet, established neighborhood in Verbank, just 5 miles from the Taconic State Parkway and located in the Millbrook Central School District.A grand two-story foyer with an elegant curved staircase sets the tone as you enter this classic center hall colonial. The home

  Julio Reyes Reyes & Elsamad R E Group

  81 Cooper Dr, Verbank, NY 12585
• 

  

  /9

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  92 Maple Ave Unit 1, Millbrook, NY 12545

  Newly constructed one bedroom apartment situated in a beautiful and tranquil location in the Village of Millbrook. Open floor plan with light-filled living room and well-appointed kitchen, complete with a dishwasher. A spacious corner bedroom and an inviting bathroom that includes a walk-in shower, soaking tub and heated floors. Central air, a washer/dryer, generous closet space, shared

  Susan Whalen George T Whalen Real Estate

  92 Maple Ave Unit 1, Millbrook, NY 12545
• 

  $508,000 Sold Jul 08, 2025

  • 1,600 Sq Ft
  • $318/SF
  • 41 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2015

  57 Whiteford Dr, Pleasant Valley, NY 12569

  PICTURESQUE RANCH STYLE HOME WITH 3 BEDROOMS, 1.5 BATHS ON AN ACRE OF BEAUTIFULLY LANDSCAPED LAND, COMPLETE WITH A LARGE SHED. ENTER THE HOME THROUGH A CUSTOM MADE DOOR & BE AMAZED AT THE OPEN & LIGHT LARGE LIVING AREA COMPLETE WITH CATHEDRAL CEILINGS & FOUR DORMERS ACTING AS SKYLIGHTS. THE CUSTOM KITCHEN, WITH A 10 FOOT ISLAND, WAS DESIGNED TO PLEASE ANY CHEF & OPENS INTO THE LIVING ROOM &

  SUSAN FEIT BHHS Hudson Valley Properties

  57 Whiteford Dr, Pleasant Valley, NY 12569
• 

  /2

  Est $336,518 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  39 County House Rd, Millbrook, NY 12545

  39 County House Rd, Millbrook, NY 12545
• 

  

  /49

  $749,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  82 Grist Mill Ln, Pleasant Valley, NY 12569

  Travel to the end of a quiet cul-de-sac to find this meticulously maintained colonial loaded with attractive features. Offered by the original owners, this custom build will surely impress. At the heart of the home is a massive kitchen complete w/center island, large pantry & new stainless appliances. Breakfast nook w/scenic view of impeccably landscaped backyard flows seamlessly to inviting

  Dan Axtmann BHHS Hudson Valley Properties

  82 Grist Mill Ln, Pleasant Valley, NY 12569
• 

  

  /28

  $3,900 per month

  • 4 Beds
  • 3 Baths
  • 4,570 Sq Ft
  • House for Rent

  79 Camby Rd, Verbank, NY 12585

  A wonderful Colonial home with pastoral views in Millbrook. This home includes a spacious interior, featuring many original details. Four bedrooms and three full baths, along with a formal dining room, living room, family room, office, and two kitchens. Situated on a working dairy farm with beautiful farmland views. Convenient to Route 82 and just minutes to the village of Millbrook. The tenant

  Susan Whalen George T Whalen Real Estate

  79 Camby Rd, Verbank, NY 12585
• 

  $560,000 Sold Jul 07, 2025

  • 2,200 Sq Ft
  • $255/SF
  • 115 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  60 Obrien Hill Rd, Union Vale, NY 12585

  Welcome to this beautifully designed newly built ranch-style home, offering modern comfort and timeless appeal. This spacious 3-bedroom, 3-full-bathroom home features an inviting open floor plan with high ceilings and gorgeous hardwood flooring throughout. The kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinet space.The energy-efficient

  Gina Tapia Guaman Keller Williams Realty Partner

  60 Obrien Hill Rd, Union Vale, NY 12585
• 

  Est $407,442 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  16 Old Route 82, Millbrook, NY 12545

  16 Old Route 82, Millbrook, NY 12545
• 

  

  /39

  $695,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft

  106 Davis Rd, Salt Point, NY 12578

  Stunning and complete renovation in the heart of Salt Point, minutes to Taconic. Like new construction without the wait in this Old Style Barn brought to modern day Farmhouse. A covered rocking chair blue stone front porch walks you into the home featuring rustic wood flooring throughout, first floor bedroom, office, full bath with custom tile surround shower, recessed lighting, custom kitchen

  Justin LaFalce KW MidHudson

  106 Davis Rd, Salt Point, NY 12578
• 

  

  /37

  $5,500 per month

  • 6 Beds
  • 3.5 Baths
  • 4,398 Sq Ft
  • House for Rent

  20 Welwyn Rd, Millbrook, NY 12545

  Beautiful home in a private 14+ acre setting less than 2 miles to the center of the Village of Millbrook. This gracious Center Hall Colonial boasts country elegance throughout. Inside you will find rooms with wonderful proportions and stunning wood floors. Outside, enjoy a lovely patio, landscaped gardens, and a beautiful yard. Included with this rental is a spacious, detached three bay garage.

  Susan Whalen George T Whalen Real Estate

  20 Welwyn Rd, Millbrook, NY 12545
• 

  $475,000 Sold Jul 03, 2025

  • 1,372 Sq Ft
  • $346/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  25 Hibernia Heights Dr, Salt Point, NY 12578

  Must see home in residential neighborhood. 3 Bedroom, 1.5 Bath Colonial on 1.23 acre level corner lot w/ large private backyard. Updated kitchen features plentiful ceiling high cabinets & pantry. Dining Room w/ access to 3 season enclosed back porch. Living room has fireplace and large windows with newer wand controlled shades. Finished basement features large family room w/ new flooring, laundry

  Christopher Acken BHHS Hudson Valley Properties

  25 Hibernia Heights Dr, Salt Point, NY 12578
• 

  Est $459,863 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  3883 Route 82, Millbrook, NY 12545

  3883 Route 82, Millbrook, NY 12545

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