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$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. 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

$699,000
4 Beds 3 Baths 991422 MLS
Situated on 2.56 acres overlooking Stump Pond, this contemporary raised ranch offers a tranquil setting while showcasing the peace of mind of completely brand-new construction. The spacious primary suite is thoughtfully positioned on its own side of the home for added privacy and features a walk-in closet and ensuite bath. Two additional bedrooms, a full bath, and open concept kitchen/dining/living complete the main level, with the anchor of it being the oversized kitchen island with quartz countertops. The lower level expands the living space with a large family room, fourth bedroom, and an additional full bath, making it an ideal space for guests or extended family. There's still time to personalize select finishes- hardware, floor stain, and kitchen appliances, to make this home your own. Conveniently located just 0.5 miles from I-84 and less than 10 minutes from both Patterson and Southeast Metro-North stations, this home offers an easy commute while enjoying the beauty of the Hudson Valley. Outdoor enthusiasts will appreciate everything Kent has to offer, including scenic hiking trails, nature preserves, and picturesque lakes, all just moments from your doorstep.

592 Ludingtonville Road, Holmes

$1,150,000
5 Beds 4 Baths 1024239 MLS
Introducing a stunning to-be-built farmhouse by respected local builders known for exceptional craftsmanship, thoughtful design, and quality construction. Perfectly positioned on more than 11 private acres, this custom home blends timeless farmhouse charm with modern comfort, offering a peaceful retreat in one of the Hudson Valley's most desirable settings. Designed with today's lifestyle in mind, the open-concept floor plan is filled with natural light and offers an effortless flow for both everyday living and entertaining. At the heart of the home, the dramatic vaulted family room with a gas fireplace opens to a sun-filled eat-in kitchen featuring a large center island, abundant cabinetry, and direct access to a covered porch—creating the perfect setting for seamless indoor-outdoor living. The thoughtfully designed main-level primary suite is privately situated away from the secondary bedrooms and offers a luxurious escape with a spacious walk-in closet and spa-inspired bath. Two additional bedrooms and a full bath complete the first floor, although the floor plan can easily be customized to create a second primary suite with a sitting area, accommodate multi-generational living, or provide dedicated home office space. The second level expands the home's versatility with plans for a fourth bedroom, full bath, an optional fifth bedroom or office, and a generous bonus room ideal as a media room, fitness studio, recreation room, playroom, or additional living space. The flexibility of the design allows you to tailor the home to your lifestyle. Quality finishes include hardwood flooring, high ceilings, energy-efficient insulation, central air conditioning, a welcoming Trex front porch, and an attached three-car garage. Although privately tucked away, the property is just minutes from the charming Village of Pawling, Metro-North, shopping, restaurants, major commuter routes, and the area's many hiking trails, golf courses, and cultural attractions. Whether you're searching for a full-time residence or a refined country retreat, this exceptional to-be-built home presents a rare opportunity to create a custom residence where privacy, elegance, and convenience come together. Photos include virtual renderings and images of a recently completed similar home and are for illustrative purposes only. Finishes, specifications, and features are subject to change during construction.

Lot 5 S White Rock Road, Holmes

$879,800
3 Beds 3 Baths 1021432 MLS
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. Enchanting landscapes 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... 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.

57 S White Rock Road, Holmes

$650,000
3 Beds 3 Baths 1017740 MLS
**Lakefront Living at Its Finest on Private Sunset Lake* Newly priced at $650,000, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the Hudson Valley has to offer. Inside, you’ll find gleaming hardwood floors, elegant crown molding, two fireplaces, and central air. The thoughtfully designed kitchen features concrete countertops, tile flooring, radiant heat, propane cooking, and an adjoining mudroom with radiant heat—an especially welcome feature during Hudson Valley winters. The screened-in porch is the perfect place to enjoy morning coffee or unwind while overlooking the lake. A spacious open-air deck provides even more room for barbecues, outdoor dining, and entertaining. Gather around your private fire pit or enjoy the community fire pit with neighbors and friends. Sunset Lake residents also enjoy access to a private sandy community beach and pavilion. Spend summer days swimming, fishing, kayaking, or paddleboarding, then enjoy ice skating when winter transforms the lake. The property also offers the potential for a private dock, subject to applicable community and municipal approvals. A invisible fenced yard provides a secure outdoor space for pets, while high-speed internet makes working from home easy. The attached two-car garage offers plenty of room for vehicles, kayaks, paddleboards, and other recreational equipment. Located in the Pawling School District and just minutes from the Village of Pawling, Metro-North, restaurants, cafés, shops, hiking trails, golf courses, wineries, breweries, farms, and Interstate 84. Whether you’re searching for a year-round home or a weekend escape, 45 Willow Lake offers the opportunity to enjoy lakefront living in every season.

45 Willow Lake Drive, Holmes

$3,400,000
1011237 MLS
Exceptional investment and development opportunity offering nearly 100 acres across two contiguous parcels with six existing single-family homes, including two waterfront residences situated on a private 5-acre lake. Owned by the same family since 2001, the property was privately occupied until 2016 and is now fully leased, providing immediate income with significant upside potential. All tenants are currently on month-to-month leases, and rents are believed to be below current market rates. The portfolio includes three 3-bedroom homes, two 5-bedroom homes, and one 6-bedroom home. Current gross rental income is approximately $16,150 per month, with rents remaining largely unchanged for many years. Additional features include shared well water and septic systems, a private dead-end road setting, and substantial undeveloped acreage. The property is currently approved for single-family residential use and presents a rare opportunity for investors, developers, builders, or end users seeking a private compound, income-producing asset, or future development potential. Buyers are encouraged to conduct their own due diligence regarding zoning, subdivision possibilities, and development opportunities.

29-35 Bowen Court, Holmes

$525,000
2 Beds 2 Baths 1011452 MLS
$74K 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. And the ultimate finishing touch? Included in the sale is a stunning 2021 Nautic Star 24-foot boat powered by a 250 HP engine—your gateway to exploring the lake and making every arrival home an unforgettable experience. Private island living. Private dock. Premier lakefront location. Turnkey convenience. Included boat. 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!

1616 Route 292 Unit #Cottage 12, Holmes

$260,000
1012082 MLS
Build Your Dream Estate in the Heart of the Hudson Valley-Lot 5 Set amidst the natural beauty of the Hudson Valley, this exceptional 11+ acre residential parcel offers a rare opportunity to create a private luxury retreat just 75 minutes from New York City. Ideally situated between the village of Pawling and Sherman, CT, the property combines peaceful country living with convenient access to Metro-North, boutique shopping, fine dining, farmers markets, hiking trails, historic attractions, major highways, and everyday conveniences. Recently cleared and approved by the Board of Health for a 5-bedroom residence, this expansive parcel provides an ideal setting for a custom-built home. Level land providing ample space for outdoor living, recreation, gardens, or a pool create endless possibilities for designing a truly exceptional estate. For those seeking a seamless building experience, the current owners—respected local builders known for their quality craftsmanship and attention to detail—are available to assist. They can customize a home tailored to your lifestyle while helping navigate local zoning, permitting, and approval processes. Whether you're ready to break ground today or planning for the future, this premier Hudson Valley property presents a unique opportunity to build the home you've always imagined in a most desirable location.

Lot 5 S White Rock Road, Holmes

$499,000
3 Beds 2 Baths 1006794 MLS
Pure perfection! This beautifully and fully renovated 3-bedroom, 2-full-bath home offers modern luxury and total peace of mind. Step inside to an open, sun-drenched living space featuring high ceilings and gleaming hardwood floors throughout. The stunning kitchen boasts sleek quartz countertops, stainless steel appliances, and a spacious pantry for all your storage needs. Convenience is key with a dedicated laundry room, a linen closet, and additional closet space. Stay comfortable year-round with an efficient heat pump and central air. Outside, enjoy your private back deck overlooking just under an acre of park-like manicured lawn surrounded by a serene, partially wooded backdrop. Complete with a brand-new blacktop driveway offering plenty of parking. This gem offers easy access to I-684, I84, Thunder Ridge Ski Area, bike trails and Metro North. Just minutes from dining and shopping and a short drive to the Village of Pawling A truly turn-key property— Absolutely nothing to do but move right in and enjoy!

358 Route 292, Holmes

$1,350,000
11 Beds 8 Baths 1004618 MLS
Multi-generational housing opportunity with 3 distinctly different homes on one property providing plenty of options. The perfect balance of togetherness and privacy. And investors - you may want to give this property some serious consideration as well. Unit A: Colonial style renovated home. Hardwood floors, crown molding and recessed lighting throughout. Spacious Living Room with abundant light, Formal Dining Room with chair rail accent and beautiful chandelier. Eat in Kitchen with center island, Bosch oven, stainless steel appliances with breakfast nook and bay window. Convenient First floor laundry with 2nd laundry on lower level. Sunroom with tile floor and fireplace. Primary Bedroom Suite with two walk-in closets plus private bonus space could be nursery, craft area or small office. Primary En Suite Bathroom including jetted tub, shower with ceramic tile and double vanity. 2 generous sized bedrooms with ceiling fans and more than ample closet space. Full, walk out basement with kitchenette and 2 rooms to fit your personal lifestyle or In-law Suite. Outdoor living on both upper and lower deck areas with built-in benches for entertaining and enjoying a panoramic view. Unit B: Architecturally inviting 3 bedroom, fully renovated ranch style home. Living Room boasts a cathedral ceiling, hardwood floors, exposed brick & beams and abundant light. Stairway to loft space for kids hideaway, simple storage or use your imagination. Eat in Kitchen with recessed lights. All appliances and Washer/Dryer included. Primary Bedroom Suite with En Suite Bathroom – shower with ceramic tile and built in shelving. 2 additional bedrooms with hardwood floors, ceiling fans and great closet space. Spacious deck with built in bench for relaxing or entertaining. Unit C: Contemporary modular home that is almost brand new. Open concept Living Room and Kitchen with propane heated radiant floors to keep the living space warm and cozy. Gather around the oversized island for meals and conversation. First floor bedroom and full bathroom for often sought after one floor living. Laundry Room on 1st floor with full size washer/dryer. Second floor uses electric heat, hosts 3 bedrooms and den plus another full bathroom with tub/shower and double sinks, 2 good sized linen closets and attic access for additional storage. New boiler and gutters added to home in 2025. All this on a rolling grassy 3.8 acres with large open area and fire pit - consider a pool or other outdoor games and activities. 3 car garage with deck for grilling or congregating with huge loft space for all the additional storage you’ll need. If you have the vision, this is the one!

750 Route 292, Holmes

$2,790,000
4 Beds 4 Baths 1003257 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy access to I-84/684, Metro North, and just 90 minutes from New York City. Rarely does a property of this caliber, combining world-class equestrian facilities and a luxurious home, become available. Whether you’re looking to train, ride, or simply enjoy a peaceful country lifestyle, this estate offers it all.

5 McCarthy Road, Holmes

$795,000
3 Beds 2 Baths 1001208 MLS
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.

1564 Route 292, Holmes

$469,900
4 Beds 2 Baths 997863 MLS
Well maintained raised ranch offering 4 bedrooms and 2 bathrooms. This inviting home features spacious bedrooms, hardwood floors, and a bright living room filled with natural light. The finished lower level provides additional living space and laundry room, perfect for guests, a home office, or recreation. Sliding doors from the dining room lead to a deck overlooking a spacious backyard, ideal for entertaining and outdoor activities. Conveniently located right by the beautiful Whaley Lake, where you can enjoy private beaches, fishing, swimming, kayaking, boating, and motor boats are allowed. Just minutes from the charming Town of Pawling, with easy access to dining, shopping, Metro north train station, Thunder Ridge Ski Area, Trails to Walk, Bike or Hike. A wonderful opportunity to enjoy both comfort and outdoor living!

23 Lakeview Drive, Holmes

$675,000
3 Beds 4 Baths 998176 MLS
Come fall in love with your next home, tucked away at the end of a peaceful cul-de-sac and surrounded by 5.85 private, park-like acres with seasonal views of Dutchess Lake. This expansive, turn-key Cape-style retreat blends timeless charm with modern comfort, featuring beautiful wood floors, classic dormer windows, and an inviting layout designed for both everyday living and effortless entertaining. Prepare meals in your chef’s kitchen complete with a large Sub-Zero refrigerator, Thermador 6-burner gas stove, double wall ovens, granite countertops, and a spacious pantry sure to delight any home cook. Entertaining is a joy, whether indoors or dining outside on the Trex deck overlooking the serene landscape and manicured grounds. Inside, natural light fills the spacious living areas, creating a warm and welcoming atmosphere throughout. The massive semi-finished heated basement with a half bath offers endless possibilities for recreation, hobbies, a home gym, office space, or future expansion — your imagination is the only limit. Additional storage areas, including generous over-the-garage storage and oversized closets, provide exceptional functionality. Enjoy peace of mind year-round with a whole-house Generac generator, ensuring the lights are always on during stormy nights. Everyday convenience continues with a central vacuum system, dedicated laundry room, and tiled bathroom floors. Perfectly located for commuters, this home offers easy access to I-84, the Taconic State Parkway, I-684, and Metro-North, making trips to NYC, White Plains, and Fairfield County a breeze. Offering privacy, space, character, and comfort, this is the home you have been waiting for. Get ready to live the life you’ve always imagined.

79 E Forest Trail, Holmes

$300,000
984774 MLS
Positioned at the intersection of Route 52 and Holmes Road, directly across from Milltown Road, this exceptional offering presents two commercial parcels totaling 4.361 acres, comprised of 3.19 acres and 1.171 acres. With a NYS DOT annual average daily traffic count of 5,415 on Route 52, the property benefits from steady visibility and strong exposure, making it an ideal setting for a wide range of business ventures. Zoned B1, the property allows for an impressive variety of permitted and special uses, offering flexibility for investors, developers, and end users alike. The larger 3.19-acre parcel boasts 567 feet of frontage on Route 52 and 204 feet on Holmes Road and already features a driveway cut on Holmes Road that leads to a cleared central area, providing a valuable head start for future development. The second parcel offers 155 feet of frontage on Route 52 with a depth of 382 feet, further enhancing the overall usability and presence of the site. Both parcels are located within the municipality of East Fishkill and fall under General Business B1 zoning. The list of permitted uses is vast: Art and craft gallery studios, bakery, bank, brewery, drive through retail and service facilities, farming, nursery (not retail) greenhouses, florist, funeral home, general and professional offices, government buildings, kennels (doggy day-care), medical or dental offices, grocery stores, nurseries, outdoor dining, personal services, professional offices, public parking, repair services, restaurants, retail, solar, theaters. See attached schedule of permitted uses for the special uses that are permitted. Under Accessory Uses, with a special use permit, it includes an accessory one-family occupancy apartment (custodial). Depending on your desired use, you may be able to use the existing 3-bedroom BOH approval that is in place. Conveniently located with easy access to I-84 and the Taconic State Parkway, and approximately 9 miles to the Southeast Metro North train station, this offering combines accessibility with opportunity. This is an incredible chance to acquire two commercial lots with such an extensive range of permitted uses in a highly visible and accessible location.

576 Holmes Road, Holmes

$725,000
2 Beds 2 Baths 978111 MLS
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.

1080 Route 292, Holmes

$990,000
4 Beds 4 Baths 964060 MLS
Currently being crafted by skilled local builders, this distinguished rocking chair porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. Once complete, the home will be bathed in natural light, showcasing gleaming hardwood floors, 9 foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting, granite countertops, and a large island that invites both culinary creativity and effortless gathering. The formal dining room provides a lovely setting for memorable celebrations and intimate dinner parties. Just beyond the kitchen, a maintenance free Trex deck extends the living space outdoors, connecting seamlessly to the enclosed side porch and yard. It’s an ideal retreat for al fresco dining, morning coffee, or simply savoring the quiet beauty of the changing seasons. The family room offers a warm, inviting ambiance centered around the soft glow of the gas fireplace—perfect for relaxed evenings and cozy gatherings. The finished walkout basement area adds 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, or place for guests, this space adapts effortlessly to your lifestyle. Upstairs, three well appointed bedrooms and a full bath accompany a serene primary suite designed as a personal sanctuary. A walk in closet, standalone soaking tub, large glass enclosed shower, and dual vanities create a spa like experience that elevates everyday living. Thoughtful amenities throughout the home include nine foot ceilings, hardwood floors, Anderson windows, central air, abundant recessed lighting, foam and batt insulation, a two car garage, paved driveway, and a bluestone walkway enhances the home’s design. The location offers the luxury of seclusion 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. For those seeking a weekend escape or a year round haven, this soon to be completed Colonial presents a rare opportunity to own a beautifully designed home where privacy, elegance, and convenience meet.

194 South Road, Holmes

$750,000
953474 MLS
This exceptional property includes two parcels being sold together (72.57 acres + 2.75 acres) for a total of 75.32 acres. Once a tree farm, the land is truly beautiful—featuring a stunning blend of open meadows, mature trees, scenic views, and incredible privacy, all just minutes from I-84. Nestled within this picturesque setting is a 2,480 SF freestanding garage with roll-up doors, electric, and a well providing running water. The structure also includes a second-floor loft with multiple framed rooms, offering endless potential for future use. Zoning (R3) allows for single-family homes on 3-acre parcels or create a compound with just a few homes. Create a single homestead or estate cradled in the beauty of nature for outdoor enthusiasts! An additional 2.75-acre parcel is included in the sale, enhancing the flexibility and opportunity of this unique property. Private property—do not enter without permission. Electronic surveillance in place.

545 Grape Hollow Road, Holmes

$590,000
H6328560 MLS
Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream estate and consider a hunting/fishing lodge with a group of men to get involved with investing in a members lodge! enjoy the land and tranquility The land has level areas, sloping areas, valley, and a stream, with mountain views atop the property. A stream crosses near Deverly Lane, on its way The hilltop would be a spot for that dreamhouse, views reaching to the Poconos & Catskills. Close to town of Hopewell Junction, Pawling & 10 minutes to the Taconic Parkway and I-84.

489 Grape Hollow Road, Holmes

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.