Courtesy: Compass Greater NY, LLC
914-214-8922
Welcome to 136 Bundy Hill Road, a private 1.7-acre retreat surrounded by mature landscaping and peaceful natural beauty. Thoughtfully designed for both relaxation and entertaining, this property offers a wonderful blend of privacy, charm, and inviting outdoor living spaces. Step inside through the charming enclosed front porch, a bright and welcoming space surrounded by windows and offer peaceful views of the surrounding greenery. The porch provides a seamless transition into the home’s inviting living room, offering warm hardwood floors, and an open connection to the kitchen create a comfortable setting for both relaxing and entertaining. The bright, inviting kitchen features crisp white cabinetry, dark hardware, light-toned countertops, stainless steel appliances, and a farmhouse sink overlooking the backyard. A subway tile backsplash, beverage/wine station, built-in dining area and open breakfast bar add both style and functionality, while warm wood accents create a welcoming feel. The spacious bedroom offers an inviting retreat with beautiful natural light and a cozy, rustic character, and serene views through oversized windows and a glass door to the backyard. A striking stone fireplace adds warmth and rustic charm. The home is completed by a full hall bathroom and a second bedroom featuring its own ensuite full bathroom and stairs that lead to an unfinished attic, offering excellent additional storage. Enjoy the best of outdoor living with an enclosed garden perfect for growing your own vegetables, a custom deck/patio ideal for entertaining, and a cozy outdoor fire where you can relax and unwind. Additional highlights include: 2-year-old roof, new oil tank, 1-year-old hot water tank, 6-year-old kitchen appliances, and a 1-car detached garage. Enjoy the perfect balance of privacy and convenience—nearby bike trail and in under 10 minutes you can enjoy the charming Village of Pawling, known for boutique shopping and dining, plus access to the Pawling Metro North Train Station for an easy commute to NYC.
Courtesy: HomeSmart Homes & Estates
914-236-5500
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!
Courtesy: Houlihan Lawrence, Inc.
845-876-4443
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.
Courtesy: RE/MAX Integrity
585-229-4094
Newer updates includes 3 season room with enclosed deck with air conditioning and furnace, This 3 bedroom Ranch with edition is a beautiful place with open Kitchen Living room! There is a place to launch your boat and get on the waiting list for a dock on Honeoye Lake. This unit is Mint!!!! The square feet includes the Florida Room. All the furniture stays!
Courtesy: eXp Realty
888-276-0630
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.
Courtesy: Houlihan Lawrence Inc.
845-279-6800
**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.
Courtesy: Douglas Elliman Real Estate
914-723-6800
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
Courtesy: Epique Realty
646-458-1412
Nestled in the hamlet of Pawling, NY. This rare find in Holmes is a gorgeous Four-SQ. colonial custom & unique property is a must see. Privacy awaits in a pristine area with nearly 5 acres. Once a horse farm, this unique home offers enchanting landscapes that surround the property, patio and waterfall. Inside this colonial farmhouse is a beautiful blend of comfort and unique craftsmanship that is well-loved. Every single detail of the house has been meticulously selected to evoke a perfect blend of elegance and timeless design. The open-concept design connects the great room, featuring custom bookcases and granite fireplace which flows into a stunning chef’s kitchen. This chef designed kitchen encompasses a huge granite workspace which has also developed & recipe tested numerous successful cookbooks. Featuring three spacious bedrooms and a studio/office which can easily be transformed to a 4th. This charming home offers ample space for life, living and entertaining. Opportunity to own a home with this much heart and elegance rarely comes along. Additional Information: Cooling: SEER Rating 14+, Marble Bath, 2 Soaking Tubs, Storage, Heating Fuel :Oil & propane gas fireplace, 2 Car garage (oversized). New Heat system, 10/24, new Miele dishwasher racks, new gas lines for Professional Wolf 8 burner range, new kitchen sink faucet including new plumbing, new baths vanities, new shower fixtures, exterior; new gutter system 10/25, new washer, backed with warranty and much more... 08/26 New Sub-Zero state of the art Cove dishwasher, 2 year warranty. Home warranty, SEPARATE warranty on Lux-Care W&D. Conveniently located to Manhattan & Connecticut. Enjoy activities of the Hudson Valley, historical sites, enjoy over 450 Wineries in NYS, unique shopping and hike the Hudson Valley Trail. SURVEY AVAILABLE. Engineered to accommodate a 4th bedroom.
Courtesy: William Raveis Real Estate
914-273-3074
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.
Courtesy: River to Ridge Rlty Associates
845-206-8756
I’d keep the financing language lender-neutral so buyers understand the opportunity without implying a guaranteed rate. This version also creates urgency around November 1: **LAKEFRONT LIVING—AND A POSSIBLE LOWER INTEREST RATE! Seller is open to providing a concession that qualified buyers may use toward an interest-rate buydown or allowable closing costs. Ask your lender how this could reduce your monthly payment. Available only through November 1—don’t miss this opportunity!** Just over an hour from NYC, this beautifully maintained 3-bedroom, 2.5-bath home offers four-season living directly on private Sunset Lake—and it now features a BRAND-NEW ROOF! Inside, gleaming hardwood floors, elegant crown molding, central air and two fireplaces create a warm and inviting atmosphere. The thoughtfully designed kitchen features concrete countertops, propane cooking and radiant-heated tile floors that continue into the adjoining mudroom—a welcome luxury during Hudson Valley winters. Wake up to peaceful lake views from the screened porch, host barbecues and dinners on the spacious open-air deck, or gather around your private fire pit at the water’s edge. The level backyard offers room to play, complete with a swing set and soccer nets. A pool was previously located beside the home, and electric service remains in place. Ownership includes access to Sunset Lake’s private sandy community beach, waterfront pavilion and community fire pit. Spend summer days swimming, fishing, kayaking and paddleboarding, then enjoy ice skating when winter transforms the lake. The community pavilion may also be reserved for private lakeside celebrations. The property may offer potential for a private dock, subject to all required community and municipal approvals. An invisible fence provides added convenience for pets, while high-speed internet makes working from home easy. The attached two-car garage offers generous storage for vehicles, kayaks, paddleboards and recreational equipment. Runners, walkers and cyclists will love being moments from the nearby rail trail. Located in the Pawling School District and minutes from the Village of Pawling, Metro-North, restaurants, shops, hiking, golf, wineries, breweries, farms and Interstate 84. Whether you’re searching for a full-time residence or a weekend escape, 45 Willow Lake delivers the Hudson Valley lifestyle buyers dream about. **Schedule your private showing before this opportunity ends November 1!** Interest-rate buydown and seller concession are subject to the terms of an accepted offer, lender approval, loan-program requirements and applicable contribution limits. Some photographs have been virtually edited.
Courtesy: eXp Realty
888-276-0630
$174K PRICE IMPROVEMENT!! Welcome to one of the Hudson Valley's most extraordinary hidden treasures—a private island retreat nestled in the heart of Whaley Lake, where every day feels like a vacation and every arrival feels like an escape from the ordinary. Accessible only by boat, this remarkable waterfront residence offers an exceptionally rare opportunity to own a piece of paradise within an exclusive island co-op community where properties seldom become available. From the moment you leave the mainland behind and cruise across the sparkling waters to your own private dock, you'll experience a level of peace, privacy, and seclusion that is nearly impossible to find in today's world. Surrounded by panoramic lake views and embraced by nature, this charming island getaway captures the essence of lakefront living at its finest. Wake each morning to shimmering sunrises dancing across the water, spend your days boating, swimming, fishing, or simply relaxing lakeside, and unwind in the evening as spectacular sunsets paint the sky in brilliant colors reflected across the lake's glassy surface. Inside, the home exudes warmth, comfort, and timeless lake-house charm. Thoughtfully designed for both relaxation and entertaining, the residence features two bedrooms, a spacious sleeping loft, and two beautifully renovated full bathrooms. Comfortable gathering spaces invite friends to create lasting memories, while expansive lake views serve as the backdrop to nearly every moment. Whaley Lake is one of Dutchess County's premier motorboat lakes, offering endless recreational opportunities and year-round natural beauty. Located less than 90 miles from New York City, this unique property provides the perfect weekend sanctuary, summer retreat, or lifestyle investment for those seeking a truly one-of-a-kind waterfront experience. As an added bonus, the home is being offered almost fully furnished, allowing you to begin enjoying island life immediately. Opportunities of this caliber are extraordinarily rare. This isn't simply a home—it's a lifestyle, a retreat, and a legacy property that offers an experience few will ever have the chance to own. Schedule your private showing today and discover why life on Whaley Lake is unlike anywhere else. Seller financing feasible!
Courtesy: McGrath Realty Inc
845-855-5550
1564 Route 292 offers a rare opportunity to own a true lakefront retreat on Whaley Lake in the heart of the Hudson Valley. Set on an oversized parcel with adjacent open space that will never be built on, the property enjoys an uncommon sense of privacy and breathing room rarely found on the lake. The home underwent a major renovation and expansion in 2007, including the addition of a second-floor loft area and full bath, blending rustic lake house charm with modern functionality. A stylish kitchen renovation completed in 2019 adds updated finishes while maintaining the relaxed character of the home. One of the property’s standout features is the walk-out lower level, which opens directly to water level, creating an effortless connection to the lake for kayaking, swimming, entertaining, or simply enjoying the view. The setting feels tucked away and peaceful, yet remains accessible to Pawling, Metro-North, and the surrounding Hudson Valley destinations. Whether you’re looking for a weekend escape from the city or a year-round waterfront home, this is the kind of authentic lake property that rarely becomes available.
Courtesy: World Homes Realty
845-225-2888
Magnificent Spacious Colonial with Rocking Chair Front Porch. Slider off Dining Room over looking Large Deck with Retractable Awning. This is a Impressive 2.21 Level Property. This Beautiful Home is on a Cul-De-Sac. This Rare Find Home with Central Air has a lot to offer. The Primary Bedroom Suite has Full Bathroom and walk in Closet and 2 more Bedrooms over looking the Level Property. Eat In Kitchen, Large Living Room, Family Room and Full Finish Basement is 20 x 20. Garage and a shed and so much more. New Roof, Washer and Dryer n 2024, New Oil Tank and Water Softer in 2026. Near Rte 84. Minutes to R/R.
Courtesy: McGrath Realty Inc
845-855-5550
Step into this charming lakefront cottage and immediately feel at home. The foyer leads to the primary bedroom, featuring a full bath and breathtaking views of Whaley Lake. A second bedroom and a full hallway bath complete the main level. Upstairs, a loft offers another perspective of the serene lake, perfect for reading, relaxing, or watching the sunset. The open-concept kitchen flows into the dining and living areas, where a wood-burning fireplace creates a cozy centerpiece. Sliding doors open to a deck with incredible lake vistas – the ideal spot for morning coffee or evening gatherings. Make your way down to the lake bringing you to your private dock with a shed and a mooring for your boat. Whaley Lake, 257 acres, the largest motorboat lake in Dutchess County, provides endless recreational opportunities: paddleboarding, kayaking, swimming, and water skiing—or simply unwind and take in the beauty of the water.You are a short drive to the quaint town of Pawling, NY, and approximately 70 miles to NYC, easy access to major highways and the Meto North’s Harlem Line to NYC This cottage isn’t just a home; it’s a lifestyle.
Courtesy: Houlihan Lawrence Inc.
845-279-6800
Currently being crafted by skilled local builders and now nearing completion, this distinguished rocking-chair-porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. With construction in its final stages, there is still time for buyers to add select personal touches and make this exceptional new home uniquely their own. Bathed in natural light, the home showcases gleaming hardwood floors, nine-foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting, granite countertops, and a large center island that invites both culinary creativity and effortless gathering. The formal dining room provides an elegant setting for memorable celebrations and intimate dinner parties. Just beyond the kitchen, an expansive, low-maintenance Trex deck extends the living space outdoors, connecting seamlessly to the enclosed side porch and backyard. It’s an ideal retreat for al fresco dining, morning coffee, entertaining, or simply savoring the peaceful beauty of the changing seasons. The family room offers a warm and inviting ambiance centered around the glow of a gas fireplace—perfect for relaxed evenings and cozy gatherings. The finished walkout lower level adds exceptional versatility, featuring laminate flooring, nine-foot ceilings, a full bath, and an energy-efficient mini-split system. Whether envisioned as a private office, fitness studio, media lounge, recreation space, or comfortable accommodations for guests, this flexible area adapts effortlessly to your lifestyle. Upstairs, three well-appointed bedrooms and a full hall bath accompany a serene primary suite designed as a private sanctuary. A walk-in closet and luxurious en-suite bath featuring a standalone soaking tub, large glass-enclosed shower, dual vanities, and separate water closet create a spa-like experience that elevates everyday living. Thoughtful amenities throughout include nine-foot ceilings, hardwood floors, Andersen windows, central air, abundant recessed lighting, foam and batt insulation, a two-car garage, paved driveway, and a handsome bluestone walkway that complements the home’s classic Colonial architecture. The setting offers the luxury of seclusion while remaining just minutes from the charming Village of Pawling, Metro-North, major routes, shopping, restaurants, and the many cultural and natural treasures of the historic Hudson Valley. Whether envisioned as a weekend escape or a year-round haven, this nearly completed new-construction Colonial offers the increasingly rare opportunity to enjoy a beautifully designed home while still having time to influence select finishing touches—creating a home where privacy, elegance, modern comfort, and convenience come together beautifully.
Courtesy: River Realty Services, Inc.
845-564-2800
Town of Pawling! Looking for a great starter home with privacy? This 3 Bedroom, 1 Bath Raised Ranch located on .58 acres at end of a private road is for you! Commuter's Dream! Close to I-84! Open floor plan with hardwood flooring in living room & dining room, large kitchen with plenty of counter & cabinet space. Large family room on lower level with sliding door to yard. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**
Holmes is located in New York. Holmes, New York has a population of 3,132. Holmes is more family-centric than the surrounding county with 45.73% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Holmes, New York is $123,784. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Holmes is 49.5 years.
The average high temperature in July is 80.4 degrees, with an average low temperature in January of 15.1 degrees. The average rainfall is approximately 50.6 inches per year, with 50.8 inches of snow per year.
