Courtesy: McGrath Realty Inc
845-855-5550
Welcome to Pawling! Ranch-style home offers solid hardwood floors, semi-open floor plan, large Living Rm w/bow window, spacious open Dining Rm, and large Family Rm. The Kitchen overlooks the pretty property and has space for a dining table. The spacious Primary Bedroom offers a walk-in closet and a half bath. The second Bedroom is also spacious, with two good-sized closets. Off the hallway is a full bathroom with tub/shower, and a linen closet. Some of the rooms have ceiling fans. The combined square footage of the house and unfinished basement is 3,046. There is a large workshop area in the basement, a fireplace, plenty of storage space, and a laundry area with a double sink. The house also has an attached two-car Garage. Less than 10 minutes away, you will find Pawling's Metro-North Train Station - Harlem Line. Also, you will discover great restaurants, pubs, eateries of all types, bakeries, nice variety of specialty shops, great book store, antiques, grocery store, medical offices, public library and Pawling's Lakeside Park. Down the road from the house is the Maybrook Bicycle & Walking Trailway!
Courtesy: Houlihan Lawrence Inc.
845-473-9770
Set on just over 2 private acres, this spacious Colonial offers an inviting combination of comfort, classic architectural details and a versatile floor plan designed to accommodate a variety of lifestyles. The home features four generously sized bedrooms, three full baths and one half bath, with nine-foot and vaulted ceilings, hardwood floors, pocket doors and an abundance of natural light throughout. The thoughtfully designed main level offers separate living and family rooms, providing distinct spaces for everyday living and entertaining, while the generously sized dining room is ideal for everything from casual gatherings to special occasions. The kitchen features a center island, ample cabinetry and convenient access to a rear deck overlooking the backyard, perfect for outdoor dining or simply relaxing and enjoying the peaceful surroundings. Upstairs, all four bedrooms are conveniently located on the same level, including a primary suite featuring a vaulted ceiling, an adjoining sitting room that could also serve as a home office, and an en-suite bath complete with a whirlpool tub. Adding to the home's appeal is the finished, walk-out lower level, offering additional space and flexibility. Complete with a second kitchen, full bath, recreation or living area and generous storage, this level provides options for extended family, guests, working from home or multi-generational living. Outdoors, the combination of level and gently sloping land creates a private setting with room to relax, entertain or enjoy the surrounding natural beauty. Conveniently located near Interstate 84, the Taconic State Parkway and Metro-North Railroad, this home offers the opportunity to enjoy a peaceful setting without sacrificing commuter convenience.
Courtesy: Owner Entry.com
617-542-9300
Welcome to this beautifully maintained 3-bedroom, 3-full-bath home offering 2,568 sq. ft. of comfortable living space on over 5 private acres. Combining modern updates with peaceful country living, this move-in-ready home offers the perfect blend of privacy, space, and convenience. The functional layout features inviting living areas, ideal for everyday living and entertaining. The spacious master bedroom includes a large walk-in closet and Jacuzzi tub, while two additional generously sized bedrooms provide flexibility for family and guests. A first-floor room offers an ideal home office. Enjoy the outdoors from the deck, surrounded by mature trees and open space, creating a private retreat. Additional features include a garage and finished basement, perfect for a recreation room or gym. Conveniently located near Metro-North, I-84, I-684, shopping, dining, hiking, biking trails, cross-country skiing, and outdoor recreation.
Courtesy: Epique Realty
646-458-1412
Picturesque 7-Acre Chalet Estate this unique property first time on market in 21 years. Welcome to your ultimate countryside home! In-Ground Pool Direct Rail Trail Access Separate Guest Apartment and Pond. Escape to your own private sanctuary with this stunning 3-bedroom, 2.5-bath chalet set on nearly 7 lush acres of private acreage with pond. Blending rustic warmth with modern luxury, this retreat offers the ultimate lifestyle for nature lovers, entertainers, and those seeking flexible living lifestyle. Property Highlights: • Chalet Architecture & Main Living: Step inside to soaring ceilings, abundant natural light, and classic chalet charm. The open-concept main floor features a spacious living area designed for effortless entertaining and comfortable daily living. Enjoy meals with family & friends in a beautiful dining space with custom coffered ceilings and an open bay window. True warmth with the ceiling to floor, stone faced dual fireplaces, in study & living room. The 3 bedrooms are located on one side and kitchen, laundry and half bath on the other. Living room faces west/southwest, with scenic views of pond and lush surroundings. • 3 Bedrooms / 2.5 Bathrooms: Generously sized bedrooms offer peaceful views of the surrounding grounds, including a relaxing primary suite designed as a cozy retreat. Access to deck 58’x12’ deck facing a beautiful pond. Which this property has close to 2/3 of ownership. • Full Lower-Level Apartment: Complete with its own dedicated entrance, kitchen, living area, full bath, and expansion for future laundry setup—ideal for multi-generational living, long-term guests, and/or potential rental income. • Outdoor Paradise: o Private In-Ground Pool 18'x36': Beat the summer heat in your Saltwater pool, surrounded by expansive patio space for lounging and outdoor dining. o Nearly 7 Acres: Wooded privacy, open yard space, and endless room to roam, garden, or play or canoe on pond. o Direct Trail Access: Step out your back door—the property connects directly to the local Rail Trail system just a short 1/4-mile walk down the trail. Perfect for biking, walking, or cross-country skiing! Whether you're sipping morning coffee while, enjoying the water view and watching wildlife or hosting summer barbecues poolside, this one-of-a-kind property delivers tranquility without sacrificing convenience. Schedule your private tour today to experience this chalet retreat in person!
Courtesy: LITTLE LORRAINE ML
845-625-3300
Tucked away on over an acre, this beautifully updated cedar sided 3 bedroom 2 1/2 bath contemporary split level offers space, style ,and convenience and privacy. Step inside to an open concept living room, dining room and kitchen area with soaring ceilings and skylights. You will find hardwood floors throughout first floor level and a sliding glass door to a back yard balcony overlooking a completely fenced in backyard with a large above ground swimming pool. Master bedroom offers a private updated bathroom suite , with 2 additional bedrooms and a second full updated bathroom for guests. A fully finished lower level offers a large flex space for additional living space. Sliding glass doors add natural light to main living space and opens to a deck. Both levels have a pellet stove for an additional heating source as well as wiring for a generator already established in the garage. There's room for additional parking outside the garage. Showings begin 10/27 - Welcome to your new home!
Courtesy: eRealty Advisors, Inc
914-712-6330
Discover the potential of this charming ranch-style home nestled in a peaceful, secluded setting near Lake Dutchess. Offering rustic cabin appeal and surrounded by nature and wildlife, this property is ideal for a weekend getaway, summer retreat, or year-round residence. Bring your vision and creativity to complete the unfinished renovations and make this home your own! Features include hardwood floors, a stone fireplace, a walk-through kitchen, wainscoting in the dining area, and sliding glass doors leading to the backyard. Enjoy the tranquil surroundings and privacy this property has to offer. Conveniently located approximately 5 minutes from I-84 and 15 minutes from I-684. Property is being sold strictly AS-IS. Seller will make no repairs or improvements. A great opportunity for buyers looking to create their own country retreat!
Courtesy: Briante Realty Group, LLC
845-225-2020
Welcome to this completely renovated from top to bottom Hi-Ranch home, this place is an absolute gem if you love a mix of modern comfort and quiet nature. It features a brand-new roof, siding, windows, and new electrical, meaning zero maintenance for years to come. Inside, hardwood floors and a cozy fireplace are perfect for chilly nights. If you love to cook, the kitchen is fully updated with beautiful granite countertops and sleek stainless steel appliances. The home features two bedrooms, two full baths, and a highly versatile flex space that works perfectly for a home office, gym, or studio. Outside, you get tons of outdoor space surrounded by trees, plus a lake just down the road for swimming, fishing, and kayaking. Parking and storage are a breeze with a 1-car garage and an attached carport that offers excellent potential to expand into a second garage down the road. Great commuter location.
Courtesy: Holly Real Estate
845-225-8000
69 Drew Road Carmel, NY 3 Bedrooms 1.5 Bathrooms Approx. 1,705 Sq. Ft. Two-Car Garage Full of character and surrounded by beauty, 69 Drew Road is a wonderful opportunity to enjoy peaceful Holmes living A Private Woodland Retreat with Timeless Rustic Charm Tucked away in a peaceful, wooded setting, this charming 3-bedroom, 1.5-bath home offers a unique blend of warmth, character, and natural beauty. Surrounded by mature trees and lush landscaping, 69 Drew Road provides a tranquil escape while remaining conveniently located in Carmel. Step inside to discover an inviting living room rich with architectural detail, featuring beautiful wood-paneled walls, a distinctive coffered wood ceiling, hardwood flooring, and a striking floor-to-ceiling stone accent wall with a wood-burning stove. Expansive windows invite natural light and offer picturesque views of the surrounding landscape, creating a cozy atmosphere in every season. The adjoining kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a skylight, while the adjacent dining area provides an intimate setting for everyday meals and gatherings. Three bedrooms offer comfortable accommodations, while a separate recreation room with exposed stonework, a second wood-burning stove, and direct outdoor access provides additional flexibility for entertaining, hobbies, or relaxation. Outside, enjoy your own private retreat, complete with a beautiful natural stone patio, built-in fire pit, pergola, and wooded surroundings. Whether hosting friends around the fire or enjoying a quiet morning outdoors, the property offers a wonderful connection to nature. Additional highlights include a spacious two-car garage, generous storage, hardwood flooring, skylights, and distinctive stone and wood detailing throughout.
Courtesy: McGrath Realty Inc
845-855-5550
A once-in-a-lifetime opportunity to complete a modern architectural home on one of the most extraordinary settings imaginable - a private island on Whaley Lake, accessible only by boat, offering privacy, water views, and recreation just 90 minutes from New York City. Set on a 4 1/2 acre island with 16 individually owned cottages, Whaley Lake is Dutchess County's largest private motorboat lake. The current owner, working with an experienced local builder, has done the hard part. Structural steel supports dramatic 10-foot glass walls, sliding doors and french doors open to yard, permits are secured, the roof is complete, and the exterior is enclosed and weather-protected. NYSEG has approved individual 200-amp electric service for each cottage. What remains is the most exciting part: finishing the interior to your own vision. The island's building rules govern each cottage's ground-floor footprint. This design uses that allowance at 1,075 SF with an additional 617 SF loft and a basement level planned for 500 SF of finished space, both exempt from the footprint limit—for an architect's-plan total of approximately 2,192 SF across three floors, pending final municipal/architect approval. Arrival is by boat, approaching a dramatic, predominantly glass front designed to capture lake views from nearly every angle. Inside, a two-story wall of glass frames Whaley Lake from sunrise to sunset; a centered wood-burning stove aligns with the window mullions, creating the illusion of one unbroken wall of glass. The main level is planned as open-concept living, dining, and kitchen, with a private primary suite opening to its own lake-view balcony. Above, an open loft offers flexible space - guest quarters, studio, office, or library. Below, a walkout level is already plumbed and planned for a family room, bath, and laundry, opening to the waterfront yard and deck. Whaley Lake offers boating, swimming, and fishing in summer, ice skating and hockey in winter, with the Dutchess Rail Trail and Appalachian Trail nearby and the Village of Pawling minutes away. Multiple Metro-North stations and access to Route 22, I-684/I-84, and the Taconic Parkway keep the city within easy reach. Interior finishing requires a contractor equipped to transport materials and crews to the island—a real but solvable requirement, demonstrated by a neighboring cottage completed by an outside builder. The current builder, who already has transport capability in place, is available to continue the work; buyers may also bring in another qualified contractor. Plans and key materials are on-site. A permanent dock is included with the sale. This is an opportunity for a buyer who wants a fully custom, architect-designed island home—with the structural work, permitting, and design already done—at a rare private setting minutes from the city.
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: Houlihan Lawrence Inc.
203-438-0455
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. Note: The owner would consider selling the home with a few acres without the barn should someone be interested in the home only.
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: 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: River to Ridge Rlty Associates
845-206-8756
**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: 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.
