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$360,000
2 Beds ⋅ 3 Baths ⋅ 1028659 MLS
This immaculate, 1,413 SF 2 bedroom, 2 1/2 bath townhome sits in the highly sought-after Cedar Valley development, less than a mile from the charming Village of Pawling. Residents here enjoy a wonderful array of amenities, including a clubhouse, inground pool, and four brand-new pickleball courts, all within a community that perfectly balances privacy and convenience. Step inside to a welcoming entry with a vaulted ceiling that sets a spacious tone. The main level flows effortlessly into an expansive open-concept living and dining area—one massive, light-filled room anchored by French doors that open to a stone patio. Beyond the patio, mature woods create a serene, natural backdrop that feels worlds away from everyday hustle. The country kitchen is warm and functional, featuring updated appliances, generous cabinetry and counter space, a convenient pantry, and a pass-through window to the dining area. A double window bathes the space in sunlight, offering the perfect spot for a breakfast table. A powder room and mechanical closet complete the thoughtfully laid out first floor. Upstairs, the primary bedroom suite provides a peaceful retreat with a large walk-in closet and an attached bath boasting a walk-in shower and linen closet. The nicely sized second bedroom offers its own attached full bath with a fitted tub. Between the two bedrooms, the washer and dryer are tucked away for everyday convenience, while pull-down attic stairs provide excellent additional storage. The home also includes two unassigned parking spots with parking available in front of the complex. Located less than a mile from the heart of the Village of Pawling, this residence puts boutique shops, fine dining, casual eateries, pubs, and the seasonal farmers market right at your fingertips. Outdoor enthusiasts will love easy access to Lakeside Park, Pawling’s town park, the Appalachian Trail, and the Dutchess Rail Trail via the newly completed connector. Golf lovers will appreciate Dutcher Golf Course just across the road. Best of all, the Pawling Metro-North station is only a little over a mile away, offering a convenient 90-minute commute to NYC. This townhome truly delivers the ideal blend of modern comfort, community amenities, and an unbeatable Hudson Valley lifestyle.

16 Evergreen Way, Pawling
$575,000
3 Beds ⋅ 2 Baths ⋅ 1022255 MLS
Welcome to 17 Spring Street, a beautifully maintained 1890 Victorian in the heart of the Village of Pawling. Rich in character and timeless charm, this inviting home features hardwood floors, crown molding, and a classic rocking chair front porch. The bright Living Room opens to an elegant Dining Room with bow windows, hardwood floors, chair rail, and a chandelier, creating the perfect setting for gatherings. Just off the Dining Room is a spacious Laundry Room with custom built-ins, abundant storage, and a full bath with a walk-in shower. The generously sized Kitchen offers plenty of workspace, a corner breakfast bar, and access to a mudroom/enclosed porch leading to a private rear patio.Upstairs, you'll find three bright bedrooms with hardwood floors, including a spacious primary bedroom with a walk-in closet. A beautifully appointed hall bath features a classic claw-foot tub and a separate walk-in shower. Additional highlights include a one-car garage, storage shed, and a private backyard. Ideally located within walking distance to the Pawling Village shops and restaurants, Metro-North, parks, and more, this charming Victorian offers the perfect blend of historic character and everyday convenience.

17 Spring Street, Pawling
$619,900
3 Beds ⋅ 3 Baths ⋅ 1024161 MLS
TO BE BUILT – Build your dream home in the charming Village of Pawling! Ideally located just minutes from downtown Pawling, you'll enjoy convenient access to local shops, restaurants, schools, parks, and the Metro-North train station, making commuting and everyday living a breeze. The homesite is serviced by municipal water and sewer, offering added convenience and peace of mind. Pricing and listing details, such as square footage, bedroom count, etc., is based on LMD’s Bennet model. Looking for something different? Buyers have the opportunity to select from several of our available floor plans and personalize their home with structural options and designer interior finishes to create a space that fits their lifestyle. Whether you're looking for additional living space, a first-floor owner's suite, a gourmet kitchen, or upgraded finishes throughout, our team will guide you through the customization process. Don't miss this opportunity to build a brand-new home in one of Dutchess County's most desirable communities!

Prospect Street, Pawling
$600,000
4 Beds ⋅ 3 Baths ⋅ 945476 MLS
Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel appliances, spacious living areas, a cozy fireplace, and oversized bedrooms. Need space? This home delivers. The home continues to impress with a large unfinished basement offering endless potential for additional living space. Located just minutes from the charming town of Pawling, Metro-North, parks, schools, restaurants and shops, convenient commute to NYC while enjoying suburban tranquility. Don't miss this exceptional opportunity.

5 Red Tail Court, Pawling
$2,250,000
1005925 MLS
Exceptional opportunity to own one of the most versatile and prestigious office properties in the Pawling market. Located at 515, 517 & 527 Route 22, this premier office campus offers over 11,000 SF of professional space on nearly 2 acres in a highly visible Route 22 location. Designed for flexibility and growth, the property features three levels with entrances and exits on all four sides, allowing for multiple occupancy configurations, private business operations, or a combination of owner-user and income-producing tenancy. The building offers an impressive mix of executive offices, conference rooms, kitchens, private and shared restrooms, reception areas, and multiple storage spaces above and below grade. High-end finishes, exceptional natural light, and thoughtful floor plans create an ideal environment for professional, medical, corporate, educational, creative, or administrative users. Separate utility services and multiple access points support easy subdivision and independent operation of various sections of the property. Well suited for an owner-user seeking to occupy a significant portion while generating income from additional tenants, the property also presents an outstanding investment opportunity with the ability to create multiple revenue streams. Ample parking, exterior yard areas, expansion potential, and excellent traffic exposure further enhance its appeal. Conveniently located within walking distance of shopping, restaurants, schools, and Metro-North rail service, this landmark property offers the rare combination of immediate functionality, future expansion potential, and long-term investment value. One of the most adaptable and expandable office campuses available in the Pawling submarket. Call for pricing, floor plans, and occupancy details.

527 Route 22, Pawling
$125,000
991495 MLS
.73 acre lot is located in the Village of Pawling! *Board of Health Approval is NOT required because the house can be hooked up to municipal water and sewer! Variance with fees is required to build. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants/pubs, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as well. You will love 200+ acre Lakeside Park! 36-acre Green Mountain Lake has a beautiful sand beach, playground, picnic area and walking trails. Nearby Dutcher Golf Course is a 9-hole beauty, the oldest public course in America! Hikers will enjoy the Appalachian Trail and Pawling Nature Reserve trails. Also nearby are Darryl's House Live Music Club & Restaurant, and Thunder Ridge Ski Area. Build your new home on this parcel! AO

Walnut Street, Pawling
$1,350,000
H6329957 MLS
Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery. This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial accessibility Don't miss this Rare Opportunity to Invest In this Tranquil Vibrant Business A Must See!

178 Charles Colman Boulevard, Pawling

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.