Holmes Real Estate

Welcome to Holmes, New York – a hidden gem nestled in the heart of Dutchess County. This charming hamlet is the perfect blend of serene countryside living and vibrant community spirit, making it an ideal place for those looking to escape the hustle and bustle of city life while still enjoying convenient access to urban amenities.

Holmes is characterized by its picturesque landscapes, featuring rolling hills, lush greenery, and tranquil lakes that invite residents to embrace the great outdoors. Whether you enjoy hiking, fishing, or simply taking leisurely strolls, the natural beauty of Holmes provides endless opportunities for relaxation and recreation. The nearby Appalachian Trail is a favorite among nature enthusiasts, offering breathtaking views and a chance to connect with nature.

The community in Holmes is tight-knit, with friendly neighbors and a welcoming atmosphere that makes newcomers feel right at home. Local events and seasonal festivals foster a sense of belonging, allowing residents to engage with one another and create lasting memories. The local schools are highly regarded, providing quality education and a supportive environment for families.

For those commuting to nearby cities, Holmes is conveniently located just a short drive away from Poughkeepsie and Fishkill, where you’ll find a plethora of shopping, dining, and entertainment options. With its charming rural setting and proximity to urban conveniences, Holmes offers the best of both worlds.

Whether you’re looking to buy your first home, retire in peace, or invest in a vacation property, Holmes, NY, is a delightful place to call home. Discover the charm of this enchanting hamlet and experience the tranquility and community spirit that make it truly special.

Newest Listings in Holmes

$800,000

3 Beds ⋅ 2 Baths ⋅ 1045275 MLS

Set above Whaley Lake, this beautiful 3 bedroom and 2 bathroom rustic contemporary woodland retreat is ready for its next chapter. There are so many opportunities to be had at this property with almost 7 private acres, lake access, and hiking trails! The possibilities are endless. The large back deck is perfect for entertaining or just simply relaxing. The family room views of the lake provide calm and serenity. The lower level is the perfect space for a movie room or play room. A commuters dream with close proximity to 84 and the MTA train line, you get peace and privacy without being too far from NYC! Original classic features and many recent upgrades like a 6 year old roof and new well pump, this property is ready for you to call it home!

1095 Route 292, Holmes

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 1042775 MLS

Package Deal! 4-BR Turnkey Home situated on 1.85 acres + 13.23 Bonus Acres with Subdivision Potential! Welcome to your private oasis at 18 Arbor Ct, Holmes, NY! This well maintained 4-bedroom, 2.5-bathroom colonial offers 3,490 square feet of living space on 1.85 beautifully landscaped acres. The exceptional first floor boasts a formal living room and dining room, dedicated office, powder room, and a convenient laundry room with direct access to the 2-car garage. At the heart of the home is a spacious eat-in kitchen equipped with a brand-new stovetop and oven, which flows into a magnificent great room anchored by a wood-burning stone fireplace. Sliding glass doors open directly to your backyard resort, featuring a spectacular, professionally maintained in-ground pool upgraded with a liner (2017), heater (2018), and a brand-new filter, pump, and chlorination system (2025). An additional 1,100 square feet of versatile space awaits in the walkout basement, perfect for a recreation room or gym. Designed for year-round efficiency, the residence features a 4-zone central air system with condensers replaced over the last six years, a robust boiler with hot water recirculating tank (2014), well pump (2014), domestic water tank (2015), and a 2015 roof with integrated ice melt cables. The ultimate bonus? Included in the sale is an additional 13.23 acres directly behind the home—offering private trails for exploring and quad riding, alongside town-verified potential to create a separate building lot via a future driveway easement. COMMUTERS: 8 MINUTE DRIVE TO TRAIN TO NYC…

18 Arbor Court, Holmes

$1,999,000

3 Beds ⋅ 3 Baths ⋅ 1041154 MLS

Spectacular 100+ Acre Equestrian Estate | Premier Horse Farm Opportunity Within Approximately 90 Minutes of NYC A truly exceptional 100+ acre equestrian estate offering a rare combination of historic character, modern amenities, exceptional equestrian facilities, and expansive acreage. This remarkable property presents an outstanding opportunity for a private equestrian estate, professional training operation, boarding facility, equestrian center, or other income-producing use, all within approximately 90 minutes of New York City. At the heart of the property is an iconic 1720s cattle barn masterfully transformed into a stunning residence. The beautifully renovated open-concept home features 3 bedrooms and 2.5 baths, dramatic cathedral ceilings accented by rough-sawn chestnut, hand-scraped oak floors, and a custom staircase crafted from chestnut wood harvested on the property. The residence beautifully blends historic character with modern luxury. The expansive kitchen features high-end finishes, a center island, pantry, and wet bar, while three decks overlook the spectacular grounds and surrounding countryside. The equestrian facilities are equally impressive. A custom 13-stall modern barn features 12' x 12' matted stalls, a dedicated wash and grooming stall, approximately 24' x 12' tack room/kitchen/break room, laundry/feed room, and bathroom. The upper level includes a spacious hay loft, fully functioning office, partially finished caretaker's apartment, and large great room, offering tremendous flexibility for equestrian and residential uses. Additional facilities include an 8-stall shed row, four oversized paddocks with Nelson automatic waterers that can be divided into as many as eight individual turnout areas, and a separate barn providing extensive storage for equipment, vehicles, trailers, and farm necessities. Approximately 4–6 wells provide substantial water infrastructure throughout the property. The expansive acreage offers privacy, room for additional improvements, and extensive opportunities for riding, turnout, recreation, and continued development of the equestrian operation. Rare Opportunity to Expand to Nearly 125 Acres An extraordinary opportunity exists for a buyer to acquire this property together with the contiguous equestrian facility at 5 McCarthy Road, Listing #1003257. Purchased together, the two properties would create a nearly 125-acre equestrian compound with an exceptional collection of facilities. The combined properties would offer two residences, two exceptional barns, approximately 31 stalls, an indoor riding arena, an outdoor riding arena with ESI footing, extensive paddocks and turnout, miles of riding trails, and a large pond—creating an exceptional foundation for a professional training and boarding operation, multi-disciplinary equestrian center, horseman's estate, or premier private equestrian compound. The ability to combine two contiguous, established equestrian properties of this caliber is extraordinarily rare. For the serious equestrian buyer, the combined offering provides remarkable scale, infrastructure, and flexibility while maintaining the privacy and character of a spectacular Hudson Valley estate. Whether purchased individually or together with 5 McCarthy Road, this is a once-in-a-generation opportunity to acquire a substantial equestrian property with the acreage, facilities, and infrastructure to support virtually limitless possibilities. Note: The owner would consider selling the home with a few acres without the barn should someone be interested in the home only.

42-45 Blackstone Ridge, Holmes

$319,000

3 Beds ⋅ 2 Baths ⋅ PADE2121878 MLS

Welcome, Holme!!! This one's been rehabbed top to bottom, fresh finishes throughout and completely reimagined inside. Just move in and enjoy it. Step into an open living concept built for how people actually live and entertain, anchored by a stunning kitchen with brand new appliances and a waterfall island that's guaranteed to be the gathering spot. The updated bathroom brings a top-of-the-range finish you don't usually find at this price point. 3 spacious bedrooms give everyone room to breathe, and the finished basement adds even more with its own half bath, perfect for guests, a home office setup, or just extra space to spread out. Tucked into Holmes with easy access to shopping, dining, and the major routes that get you into Philly fast, this is the kind of location that works for everyday life and still keeps the commute short.

329 Holmes Rd, Holmes

$125,000

1039888 MLS

Discover the opportunity to create your dream home on this beautiful 1.83-acre private lot, tucked away at the end of a quiet street. Enjoy the peace and privacy of a secluded setting, along with wonderful views that add to the natural beauty and appeal of this special property. Conveniently located just minutes from I-84 and right off Route 52, commuting and everyday travel are a breeze. The property is being offered as a combination of three lots, providing plenty of space and flexibility for your future plans. Bring your vision and make this private retreat your own! No Board of Health approval.

40-46-52 Joseph Road, Holmes

$399,900

4 Beds ⋅ 3 Baths ⋅ PADE2121910 MLS

Welcome to 2017 Chestnut Street, a beautifully updated 4-bedroom, 2.5-bath single-family home in the Holmes section of Ridley Township. Offering approximately 1,800 square feet of living space, this spacious home has has a bright, modern interior and a comfortable layout designed for everyday living. The main level features generous living and dining spaces, and plenty of natural light throughout. Upstairs, you'll find four well-proportioned bedrooms and updated baths, providing flexibility for bedrooms, home office space or guests. Additional highlights include central air, an attached garage, driveway parking and a manageable outdoor space. Conveniently located near shopping, dining, major roadways and everyday amenities, with access to the Ridley School District. Fresh, spacious and move-in ready, 2017 Chestnut Street is ready to welcome its next owner.

2017 Chestnut St, Holmes

$314,900

4 Beds ⋅ 2 Baths ⋅ PADE2121056 MLS

Looking for an updated home with tons of space in the Ridley School District? 370 Amosland Road has been beautifully renovated throughout! This 4-bedroom, 2-full-bath twin offers a flexible layout with plenty of room to make it your own. The open-concept first floor features new flooring, recessed lighting, fresh paint, and a spacious living and dining area that flows into the completely remodeled kitchen. The kitchen features new cabinetry, countertops, tile backsplash, sink, garbage disposal, updated plumbing, brand-new appliances, and recessed lighting. You'll also find a full bathroom and convenient laundry area on the main level. Upstairs are three generously sized bedrooms, including a spacious primary bedroom with two closets, along with a beautifully renovated full bathroom. The finished third floor adds even more flexibility and can be used as a fourth bedroom, home office, playroom, guest room, or additional living space. Outside, enjoy the enclosed front porch, rear deck, fenced-in backyard, and storage shed. A brand-new HVAC system installed in 2026 adds even more value and peace of mind. With extensive updates, four bedrooms, two full bathrooms, and plenty of living space throughout, this home is ready for its next owner. Come see everything 370 Amosland Road has to offer!

370 Amosland Rd, Holmes

$349,999

3 Beds ⋅ 2 Baths ⋅ PADE2121092 MLS

Welcome to 220 Norwood Avenue, a beautifully maintained single family home offering the ease of one floor living with plenty of additional space to spread out. This move in ready home features three bedrooms, two full bathrooms, abundant natural light, and tasteful updates throughout. The bright living room flows seamlessly into the dining area and kitchen, creating an inviting layout for everyday living. The kitchen offers generous cabinet and counter space, gas cooking, and direct access to the oversized deck, making indoor and outdoor entertaining effortless. From the living room you can access all three first floor bedrooms and a full bathroom. The finished lower level significantly expands the living space and is ready for game days, movie nights, or gatherings with family and friends. Complete with a custom bar, pool table that is included with the home, full bathroom, and laundry area, this level offers endless flexibility. Outside, enjoy the fenced rear yard, oversized composite deck and private driveway. Additional storage is available in the large walk up attic, providing convenient space for seasonal items and more. Clean, updated, and thoughtfully maintained, this home is ready for its next owner to move right in.

220 Norwood Ave, Holmes

$249,000

1 Beds ⋅ 1 Baths ⋅ 1031078 MLS

Attention investors, contractors, and DIYers looking for affordable lake living - this one may be just what you are looking for! Welcome to this charming 1-bedroom, 1-bath cottage-style home in Holmes, offering a unique opportunity to enjoy lake access and views of Whaley Lake. Located directly across the street from the lake, this 733 sq ft home provides lake rights and convenient access to the water, making it an appealing option for buyers looking for a property near Whaley Lake. Built in 1940, the home features a cozy layout with a fireplace, a sunroom, and a patio area to enjoy the outdoor setting. This property offers a chance to bring your vision and updates to a classic cottage. The basement provides potential additional space for future expansion, and the home’s location is the true highlight offering the opportunity to enjoy the Whaley Lake lifestyle from just across the road. While the home will need some renovation, the roof was replaced 2 years ago. Whether you are looking for a weekend getaway, seasonal retreat, or a smaller home with lake access in Dutchess County, this property offers a rare setting in the Pawling community. Conveniently located near local shops, dining, schools, parks, and transportation options, including access to Metro-North rail service in the surrounding area, this home combines a lake setting with accessibility to nearby amenities and commuting routes.

1555 Route 292, Holmes

$1,475,000

4 Beds ⋅ 5 Baths ⋅ 1029458 MLS

**Do not walk or go to the property without an agent**Set privately on more than 22 acres just minutes from the quaint Village of Pawling, this exceptional country estate captures the essence of Hudson Valley living with breathtaking mountain views, extraordinary privacy, and timeless elegance. Designed for both sophisticated entertaining and comfortable everyday living, this exquisite Colonial showcases refined craftsmanship and beautifully appointed living spaces throughout. A dramatic two-story foyer welcomes you with a sweeping staircase, cathedral ceiling, gleaming ceramic tile flooring, and an elegant chandelier. Bathed in natural light, the gracious living room features a tray ceiling, oversized windows, hardwood floors, and a handsome wood-burning fireplace, while the formal dining room offers rich hardwood flooring, expansive windows, and a tray ceiling, creating an elegant setting for intimate dinners and memorable celebrations. The heart of the home is the open-concept kitchen and family room. The eat-in kitchen boasts abundant cabinetry, granite countertops, stainless steel appliances, recessed lighting, hardwood floors, and a large center island, making meal preparation and casual gatherings effortless. The adjoining sunken family room impresses with soaring ceilings, a dramatic floor-to-ceiling brick fireplace, wet bar, oversized windows, and glass doors leading to a freshly painted deck overlooking beautifully landscaped grounds, mature trees, and peaceful vistas. Whether hosting or enjoying a quiet evening at home, this inviting space offers warmth, comfort, and spectacular year-round views. The first-floor primary suite offers a luxurious retreat with a spa-inspired bath featuring a soaking tub, oversized glass-enclosed shower, dual marble vanities, and generous natural light. A private home office, powder room, laundry room, and access to the oversized three-car garage complete the main level. Upstairs, a spacious bonus room provides endless possibilities as a media room, playroom, library, or additional gathering space. Three generously sized bedrooms with hardwood floors and generous closets are served by two full baths, providing comfortable accommodations for all. The walk-out lower level offers exceptional flexibility with a recreation room featuring a full bar, den with walk-in closet, sitting area, exercise space, game room, full bath, and abundant storage—ideal for multigenerational living, extended guests, or an au pair suite. Beyond the beautifully maintained lawn, the property unfolds into acres of rolling countryside where open meadows, mature trees, and sweeping mountain views create an unforgettable backdrop. The expansive acreage offers endless possibilities for a pool, cabana, gardens, equestrian pursuits, or simply preserving the serenity and remarkable natural beauty that surrounds you. Spectacular sunsets paint the western sky, providing a breathtaking finale to each day. Additional amenities include hardwood flooring, recessed lighting, a generator, brick walkway, storage shed, tray ceilings, decorative columns, transom and bow windows, and dramatic floor-to-ceiling windows that beautifully frame the surrounding landscape. Conveniently located just 90 minutes from New York City with easy access to Metro-North, Routes 22, 311, I-684 and I-84, and just minutes from Thunder Ridge Ski Area, the Harlem Valley Rail Trail, golf, parks, shopping, dining, and the charming Village of Pawling. This extraordinary estate offers a rare opportunity to enjoy refined country living where timeless architecture, breathtaking scenery, and exceptional privacy create an unforgettable Hudson Valley retreat. Whether enjoyed as a full-time residence or an exceptional weekend escape, this is a place where luxury, nature, and tranquility exist in perfect harmony.

7 Herd And Tanner Road, Holmes

$749,900

4 Beds ⋅ 4 Baths ⋅ 1029051 MLS

Nestled on 2.01 private acres, this beautifully maintained Colonial offers the perfect blend of timeless elegance, modern comfort, and exceptional convenience, just minutes from the Putnam County border, Interstate 84, and the Metro-North Railroad for an easy commute. Built in 2001, this move-in ready home features four spacious bedrooms, three full bathrooms, and one half bathroom, highlighted by soaring nine-foot and vaulted ceilings, gleaming hardwood and ceramic tile floors, crown moldings, French and pocket doors, recessed lighting, and striking Palladian windows that fill the home with natural light. The heart of the home is a spacious maple kitchen complete with a center island, abundant cabinetry, and a full suite of appliances, opening seamlessly to the home's inviting living and entertaining spaces. The luxurious primary suite offers a vaulted ceiling, a private sitting room, and a spa-inspired bathroom with a whirlpool tub, creating the perfect private retreat. The finished, walk-out lower level is at grade and offers exceptional versatility with a summer kitchen, full ADA-compliant bathroom, spacious den or recreation area, abundant storage and utility space, making it ideal for extended family living, guests, a home office, or flexible multi-generational living. Additional highlights include central air conditioning, a security system, computer networking, an attached two-car garage, and a picturesque setting with a combination of level and gently sloping land that provides privacy and room to enjoy the outdoors. Offering quality craftsmanship, thoughtful design, and an ideal commuter location, this exceptional property delivers the perfect balance of privacy, functionality, and convenience

26 E Forest Trail, Holmes

$679,000

4 Beds ⋅ 3 Baths ⋅ 991422 MLS

NOW COMPLETE AS OF 9/4! Set on 2.56 peaceful acres overlooking Stump Pond, this contemporary raised ranch blends brand-new construction with a serene Hudson Valley setting. Thoughtfully designed for both everyday living and entertaining, the home offers an open, light-filled layout with a spacious primary suite privately positioned on its own side of the home with a walk-in closet and ensuite bath. Two additional bedrooms with double closets, a full bath, and an inviting open-concept kitchen, dining, and living area complete the main level. At the heart of the space is an oversized kitchen island topped with quartz, creating the perfect gathering spot for family and friends. The lower level adds even more flexibility with a generous family room, fourth bedroom, and full bath, ideal for guests, extended family, or a separate living space. Step outside and take in the tranquility from the back deck overlooking the flat, private backyard, or enjoy peaceful pond views from the front-facing windows. The rolling front lawn and belgian block bordered driveway (blacktop to be done post contract signing) add to the home's distinctive curb appeal. Perfectly positioned just 0.5 miles from I-84 and less than 10 minutes to both the Patterson and Southeast Metro-North stations, the location makes commuting easy without sacrificing the beauty and privacy of the Hudson Valley. For those who love the outdoors, Kent offers an abundance of hiking trails, nature preserves, and picturesque lakes, all just minutes from home.

592 Ludingtonville Road, Holmes

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