Holmes, NY Homes for Sale

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  /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 overlooking

  Norm Mackay

  17 Washington Ave, Millbrook, NY 12545
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  /31

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1666 Main St, Pleasant Valley, NY 12569

  Welcome to 1666 Main Street, a fully renovated Arts & Crafts-style home in the heart of Pleasant Valley. Blending timeless charm with modern upgrades, this spacious 3–4 bedroom, 2-bath home offers over 2,000 square feet of finished living space on a low-maintenance .20-acre lot in the Arlington School District—with low taxes to match.Inside, you’ll find beautifully refinished 100+ year-old Maple

  Kiyoshi Henson RE/MAX Town & Country

  1666 Main St, Pleasant Valley, NY 12569
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  /13

  $444,950

  • 3 Beds
  • 1 Bath
  • 1,388 Sq Ft

  103 Hibernia Heights Dr, Salt Point, NY 12578

  **“Seller-Paid Rate Buydown – Save Thousands!**Your Dream Home Just Got More Affordable – Ask About Our 2/1 Buydown!******Lower Rate. Lower Payment. Limited Time!This beautifully remodeled 3-bedroom ranch-style home is perfectly set on 3.47 peaceful acres in the charming town of Salt Point, NY, within the highly sought-after Millbrook School District. Designed for easy, single-level living,

  Thomas Hennerty

  103 Hibernia Heights Dr, Salt Point, NY 12578
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  /23

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  225 N Smith Rd, Lagrangeville, NY 12540

  Imagine owning your own private retreat, just a scenic drive from the hustle and bustle of New York City. This charming 3-bedroom, 2-bath home, with an office that can be used a guest room or den. Nestled on a sprawling 6.5 acres in the town of Union Vale, this home offers the perfect blend of tranquility and convenience. Many updates Include: New Well Pump (2024), New Furnace (2025), Upgraded

  Daniel Schweitzer Helen Schweitzer Realty, LLC

  225 N Smith Rd, Lagrangeville, NY 12540
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  /50

  $3,675,000

  • 3 Beds
  • 7 Baths
  • 4,592 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timberstock 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. The bespoke stone and wood home boasts 4,592 square feet of living space sited at the highest elevation point on the property, casting views to the Catskills

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
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  /26

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  179 Horseshoe Rd, Millbrook, NY 12545

  ** PRICE REDUCED ** THIS RAISED RANCH STYLE HOME IS NESTLED ON A LEVEL 1.5 ACRE PROPERTY IN THE 'MILLBROOK HEIGHTS' NEIGHBORHOOD. ENTRY INTO THE FOYER, AND UP ONTO LEVEL ONE: A BRIGHT & AIRY LIVING ROOM WITH OAK HARDWOOD FLOORING. THE DINNING AREA HAS AMPLE ROOM, GOOD WALL SPACE, AND A SLIDING GLASS DOOR ACCESS TO THE REAR DECK. THE EAT-IN-KITCHEN HAS GOOD CABINET STORAGE, CAN SEAT FOUR

  Greg Kane Kane & Associates

  179 Horseshoe Rd, Millbrook, NY 12545
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  /19

  $549,999

  • 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 eat-in

  Anthony Melella Vision Alliance Realty Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
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  /44

  $695,000

  • 4 Beds
  • 3 Baths
  • 2,104 Sq Ft

  452 Hibernia Rd, Salt Point, NY 12578

  This charming country house in scenic Dutchess County will be a great place to call home! It has been beautifully maintained, tastefully updated and features plenty of comfortable living spaces. The inviting interior boasts a delightful kitchen, a lovely dining room, a spacious family room with woodstove, a cozy den, four bedrooms, and three full bathrooms. The wood floors and wall moldings

  Susan Whalen George T Whalen Real Estate

  452 Hibernia Rd, Salt Point, NY 12578
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  /20

  $415,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  3889 Route 82, Millbrook, NY 12545

  Welcome to this beautiful brick ranch, ideally situated on a level one-acre lot just outside the charming Village of Millbrook.This well-maintained 3-bedroom, 2-bath home offers easy, one-level living with hardwood floors throughout, a cozy living room with a wood-burning fireplace, and an enclosed porch perfect for relaxing or entertaining. The spacious eat-in kitchen flows nicely and

  Ginalea Healy K. Fortuna Realty, Inc.

  3889 Route 82, Millbrook, NY 12545
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  /33

  $449,900

  • 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
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  /46

  $2,225,000

  • 3 Beds
  • 2.5 Baths
  • 4,548 Sq Ft

  3598 Route 82, Millbrook, NY 12545

  Have you ever thought about what it would be like to live in a painting? This architecturally distinctive home built with love and craftsmanship in 1994 will appeal to all of your senses. It sits on 5.43 acres at the end of a long tree-lined driveway surrounded by working farmland providing picturesque views in all directions in all seasons. The home spans three floors of 4,548 finished square

  PAULA REDMOND Corcoran Country Living

  3598 Route 82, Millbrook, NY 12545
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  /50

  $1,275,000

  • 5 Beds
  • 3.5 Baths
  • 5,370 Sq Ft

  11 Ridgeview Ln, Pleasant Valley, NY 12569

  Welcome to 11 Ridgeview. Nestled on over 7 private acres in a quiet cul-de-sac, this stunning 5-bedroom, 3.5-bathroom LaGrange home offers elegance, space, and exceptional craftsmanship. A long, gated driveway leads to this custom-built brick estate featuring a grand curved staircase, vaulted ceilings, and gleaming hardwood floors with intricate inlays. The entrance and kitchen area showcase

  Howard Payson RE/MAX Town & Country

  11 Ridgeview Ln, Pleasant Valley, NY 12569
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  /50

  $1,199,000

  • 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
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  /46

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  27 Gallagher Dr, Pleasant Valley, NY 12569

  Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly $200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range

  Alexandria Mickle Houlihan Lawrence Inc.

  27 Gallagher Dr, Pleasant Valley, NY 12569
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  /31

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  52 Eleanor Dr, Salt Point, NY 12578

  Charming Colonial Home on Over 3 Acres. Nestled on a serene cul-de-sac, this beautiful Colonial-style home offers the perfect blend of comfort and modern updates. Boasting 3 spacious bedrooms and 2.5 bathrooms, including a primary suite with its own private bath, this home is designed for both relaxation and functionality. The kitchen has been tastefully renovated, making it a dream for home

  STEVEN WROBEL JR. Serhant LLC

  52 Eleanor Dr, Salt Point, NY 12578
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  /31

  $2,250,000

  • 5 Beds
  • 3.5 Baths
  • 4,696 Sq Ft

  98 Verbank Rd, Millbrook, NY 12545

  Sunset Hill Farm, a classic antique farmhouse built in 1860, is a stunning piece of Hudson Valley history. This well-proportioned home features spacious rooms with original details, high ceilings, and wide board floors throughout. Once a 300-acre dairy farm, the current six-acre property retains its rural charm with a large silo, four silo bases, and two barns. Since 2015, the current owners have

  OLIVER BROWN Houlihan Lawrence Inc.

  98 Verbank Rd, Millbrook, NY 12545
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  /47

  $2,995,000

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft

  20 Orchard Hill Dr, Millbrook, NY 12545

  Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Orchard Hill Dr, Millbrook, NY 12545
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  /31

  $400,000

  • Land
  • 63 Acres
  • $6,362 per Acre

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569

  Beautiful 63 acre parcel located on quiet country road. Incredible Catskill Mountain views from center ridge of parcel, creating several attractive homesites. Loaded with impressive features such as an established pond site on the north west corner, meandering streams and stonewalls. Conducive to a multitude of uses and situated amongst large undeveloped parcels and neighboring farmland. Perfect

  Dan Axtmann BHHS Hudson Valley Properties

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569
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  /36

  $3,900,000

  • 6 Beds
  • 7.5 Baths
  • 7,460 Sq Ft

  259 Woodstock Rd, Millbrook, NY 12545

  Peace and tranquility await at this sprawling country retreat. A stream meanders through the 15.37 acre property forming two waterfalls and flows into a deep water pond creating a beautiful lush landscape viewed from many vantage points. This amazing and expansive 7,460 square foot home is comprised of three 18th century structures that were dismantled and brought together. At the center of the

  PAULA REDMOND Corcoran Country Living

  259 Woodstock Rd, Millbrook, NY 12545
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  /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
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  /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
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  /5

  $129,000

  • Land
  • 1.30 Acres
  • $99,231 per Acre

  0 Route 82 Unit KEYH6286554, Union Vale, NY 12585

  Beautiful commercial property, lightly wooded, good frontage.

  Graziano Tassone Tassone Realty Corp.

  0 Route 82 Unit KEYH6286554, Union Vale, NY 12585
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  /4

  $79,000

  • Land
  • 1.18 Acres
  • $66,949 per Acre

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569

  Beautiful lot, almost 2 wooded acres, board of health approved, in town of Pleasant Valley. Close to village, TSP, 15 mins to Poughkeepsie and train station.

  Graziano Tassone Tassone Realty Corp.

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569
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  /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
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  /2

  $90,000

  • Land
  • 3.58 Acres
  • $25,140 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
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  /2

  $40,000

  • Land
  • 0.38 Acre
  • $105,263 per Acre

  1912 Salt Point Turnpike, Salt Point, NY 12578

  Welcome to a unique commercial opportunity in the heart of Salt Point, NY! This versatile property offers the perfect location for your business dreams to flourish. Whether you're looking to open a boutique shop, café, or creative studio, this charming space offers endless potential. Situated in the quaint hamlet of Salt Point, this property enjoys visibility and accessibility, with

  Robert Villone RE/MAX Classic Realty

  1912 Salt Point Turnpike, Salt Point, NY 12578

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