Pawling Homes with Parking Amenities

Pawling Homes with Parking Amenities

Welcome to Pawling, NY—a charming town nestled in the heart of Dutchess County, where community spirit and quality education come together to create a vibrant living experience. Pawling is known for its exceptional school district, which is dedicated to fostering a nurturing environment for students of all ages. The Pawling Central School District is committed to academic excellence, offering a well-rounded curriculum that includes advanced placement courses, arts, and extracurricular activities, ensuring that every child has the opportunity to thrive. With small class sizes and a focus on personalized learning, students receive the attention they deserve, preparing them for future success.

In addition to its top-notch educational offerings, Pawling boasts an array of beautiful homes equipped with convenient parking amenities. Whether you’re looking for a cozy cottage or a spacious family home, you’ll find properties that cater to your needs, complete with ample parking options. Imagine returning home after a long day to a welcoming space where you can unwind, knowing that your vehicle is securely parked just steps away.

Pawling’s picturesque landscapes and community-oriented atmosphere make it an ideal place for families, professionals, and retirees alike. With easy access to local parks, shops, and dining, you’ll find everything you need within reach. Explore the charm of Pawling and discover why it’s not just a place to live, but a place to call home. Come and experience the perfect blend of quality education and comfortable living in this delightful town!

Newest Pawling Homes with Parking Amenities

1616 Route 292 Unit #5 Cottage, Holmes
$1,250,000
1 Beds ⋅ 3 Baths ⋅ 1050509 MLS
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.

1616 Route 292 Unit #5 Cottage, Holmes

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