Holmes, NY Homes for Sale

• 

  

  

  /40

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  89 Deer Pond Rd, Verbank, NY 12585

  Privately situated on 4 acres and at the end of a quiet cul-de-sac, find this custom contemporary. Complete with stocked pond, inground pool & massive three bay barn, this unique property will surely impress. Attractive floor plan features kitchen w/sunroom annex overlooking the expansive backyard. Living room w/fireplace flows seamlessly to secondary sunroom & family room w/bar. Huge first floor

  Dan Axtmann BHHS Hudson Valley Properties

  89 Deer Pond Rd, Verbank, NY 12585
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /46

  $450,000

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

  54 North Ave, Pleasant Valley, NY 12569

  Nestled in the charming Village of Plesant Valley, this 3 bedroom, 1 Full and 2 Half bath exudes character and timeless appeal. As you step inside, a gentle warmth envelops your feet creating an immediate sense of comfort from the heated tile flooring. Continue to find spacious living areas, perfect for gatherings, showcasing gleaming flooring and natural light. The eat in kitchen retains its

  John DiDio Century 21 Alliance Rlty Group

  54 North Ave, Pleasant Valley, NY 12569
• 

  

  

  /12

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  11 Demelis Dr, Pleasant Valley, NY 12569

  This charming Cape Cod style home features classic New England architecture with traditional design elements. The property offers comfortable living spaces and timeless appeal for discerning residents. This three-bedroom, one-bathroom home presents excellent investment opportunities for those seeking to build equity through strategic improvements. The property's solid foundation provides a

  Brian Smith River Realty Services, Inc.

  11 Demelis Dr, Pleasant Valley, NY 12569
• 

  

  

  /32

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  27 Woodland Dr, Salt Point, NY 12578

  Enjoy this Sunlit Salt Point retreat with pool and custom charm! Welcome to this dream escape in the heart of Salt Point! this beautifully crafted 3-bedroom, 2.5 bath home offers the perfect blend of natural beauty and thoughtful design. Nestled on a peaceful property the home features a heated inground pool, ideal for summer relaxation, and a blue stone driveway that adds timeless charm from

  Lauren Vonderau Inspire Realty

  27 Woodland Dr, Salt Point, NY 12578
• 

  

  

  /23

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  L510455 Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY LLC

  L510455 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /18

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569
• 

  

  /23

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  Tbd Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC d/b/a

  Tbd Creek Rd, Pleasant Valley, NY 12569
• 

  

  /47

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 2,992 Sq Ft

  1675 Main St, Pleasant Valley, NY 12569

  Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

  Christopher Ferraro RE/MAX Town & Country

  1675 Main St, Pleasant Valley, NY 12569
• 

  

  /10

  $575,000

  • Land
  • 11.03 Acres
  • $52,131 per Acre

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540

  Located just one mile from Sky Acres Airport and approximately 15 minutes from the village of Millbrook, this beautiful and mostly cleared 11-acre parcel in Lagrangeville offers the perfect balance of accessibility and privacy. Positioned at a high point with sweeping views of the Hudson Valley and Catskill Mountains, the property includes the base of a private driveway already in place, complete

  Joseph Sala McGrath Realty Inc

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540
• 

  

  /25

  $315,000

  • 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
• 

  

  /8

  $299,500

  • 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
• 

  

  /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
• 

  

  /45

  $469,000

  • 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 bedroom, 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,

  Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $1,525,000

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

  101 Drake Rd, Pleasant Valley, NY 12569

  CONVERTED BARNS WITH POOL. Located on one of the prettiest country roads in all of Dutchess County, this charming & historic getaway offers fun, lofty & creative spaces to gather, entertain and relax in the countryside, while conveniently located to Millbrook Village & 90 minutes to Midtown. This 19th century converted barn was beautifully preserved and showcases the exposed beams, wide board

  PAULA REDMOND Corcoran Country Living

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /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
• 

  

  /46

  $1,495,000

  • 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
• 

  

  /8

  $375,000

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

  519 Woodstock Rd, Millbrook, NY 12545

  Rolling Hills Farm - 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

  OLIVER BROWN Houlihan Lawrence Inc.

  519 Woodstock Rd, Millbrook, NY 12545
• 

  

  /9

  $1,050,000

  • Land
  • 28.43 Acres
  • $36,933 per Acre

  521 Woodstock Rd, Millbrook, NY 12545

  Quiet Meadow South – 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.

  521 Woodstock Rd, Millbrook, NY 12545
• 

  

  /9

  $995,000

  • Land
  • 23.49 Acres
  • $42,358 per Acre

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth 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

  OLIVER BROWN Houlihan Lawrence Inc.

  Parcel 1 - TBD Woodstock Rd, 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
• 

  

  /32

  $1,750,000

  • 5 Beds
  • 4 Baths
  • 4,410 Sq Ft

  645 Tyrrel Rd, Millbrook, NY 12545

  This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

  HEATHER CRONER William Pitt Sothebys Int Rlty

  645 Tyrrel Rd, Millbrook, NY 12545
• 

  

  /50

  $2,995,000

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /19

  $519,999

  • 5 Beds
  • 4 Baths

  185 Creek Rd, Pleasant Valley, NY 12569

  Welcome to your own private retreat! This two-family home offers a peaceful, park-like setting with a creek right in your backyard—perfect for fishing or simply unwinding by the water. The home is set back from the road, offering privacy and serenity, with stairs leading down to the creek and multiple decks for relaxing or entertaining.Inside, you'll find an open floor plan that features

  Anthony Melella Vision Alliance Realty Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /33

  $429,900

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  6 Swain Dr, Pleasant Valley, NY 12569

  Welcome to 6 Swain Drive, a charming Cape Cod-style home nestled in the heart of Pleasant Valley, NY. This delightful residence offers 3 bedrooms and 1.5 bathrooms across 1,680 square feet of comfortable living spaceAs you step inside, you're greeted by a sunlit living room featuring a beautiful bay window that bathes the space in natural light. Adjacent to the living room is a cozy family

  Thomas Klug HV Premier Properties Realty

  6 Swain Dr, Pleasant Valley, NY 12569
• 

  

  /50

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  37 Patricia Dr, Pleasant Valley, NY 12569

  Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

  Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  

  /40

  $1,815,000

  380 Freedom Rd, Pleasant Valley, NY 12569

  PRICE REDUCED!! The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has not had any in organic

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  380 Freedom Rd, Pleasant Valley, NY 12569
• 

  

  /11

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  477 Canoe Hill Rd, Millbrook, NY 12545

  Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

  HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, Millbrook, NY 12545
• 

  

  /31

  $65,000,000

  • 10 Beds
  • 8 Baths
  • 14,706 Sq Ft

  45 Hitchcock Ln, Millbrook, NY 12545

  The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
• 

  /2

  $485,000

  25 On the Green, Verbank, NY 12585

  Turnkey 3-Family Income Property in Verbank, 3 miles from the village of Millbrook.This is the perfect opportunity for an investor or an owner-occupant looking to build their real estate envelope. This well-maintained two-family home provides a consistent, steady rental income to help offset mortgage costs and build long-term wealth. Located in a desirable area walkable to the local park and

  Diana Lenz Houlihan Lawrence Inc.

  25 On the Green, Verbank, NY 12585
• 

  /2

  $139,000

  • Land
  • 2.05 Acres
  • $67,805 per Acre

  35 Patricia Dr, Pleasant Valley, NY 12569

  Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

  Jake Garay Serhant LLC

  35 Patricia Dr, Pleasant Valley, NY 12569
• 

  /2

  $180,000

  • Land
  • 5.73 Acres
  • $31,414 per Acre

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545

  Wooded parcel tucked behind existing home, 121 Valley Farm Road, which is also for sale.

  THERESA GILL Legacy Land & Homes LLC

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545
• 

  /2

  $350,000

  • Land
  • 12 Acres
  • $29,167 per Acre

  0 Deer Pond Rd Unit KEY845542, 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 fill is required]. Create your own country estate. Make an inspection visit today!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Deer Pond Rd Unit KEY845542, Union Vale, NY 12585
• 

  /2

  $80,000

  • Land
  • 3.58 Acres
  • $22,346 per Acre

  235 Pine Hill Rd, Pleasant Valley, NY 12569

  THIS BEAUTIFUL PROPERTY IN PLEASANT VALLEY NEW YORK OFFERS THE PERFECT OPPORTUNITY TO OWN NEAR THE SCENIC HUDSON RIVER VALLEY. LOCATED CLOSE TO POUGHKEEPSIE, THIS LAND PROVIDES EASY ACCESS TO OUTDOOR ACTIVITIES. A CHARMING COMMUNITY WITH A RICH HISTORY AND FRIENDLY ATMOSPHERE OFFERING A SERENE LIFESTYLE WHILE BEING APPROXIMATELY 2 HOUR DRIVE TO NEW YORK CITY.

  ALISON NIXON eXp Realty

  235 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  

  /15

  $287,100

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  15 Barbara Ln, Pleasant Valley, NY 12569

  A New Chapter Awaits in Pleasant Valley!Welcome to this charming 3-bedroom, 1-bathroom split-level home, perfectly situated on a beautiful half-acre lot in Pleasant Valley, NY. This 1250 sq ft residence offers a fantastic opportunity for those seeking to create their dream home in Dutchess County.Step inside and discover the potential. The main living area provides a comfortable space for

  Joe Kuhl River Realty Services, Inc.

  15 Barbara Ln, Pleasant Valley, NY 12569

Showing Results 41 - 76, Page 2 of 2