Pawling Houses for Sale

Harmony Woods, an enclave of beautiful homes on the outskirts of the Village. This contemporary home has so much living space. Meticulously & continuously maintained by the current owners, there is nothing to be done! The 2 story foyer w/tile floors leads to the sunken LR which has high ceilings, a 2 sided fireplace, large windows & w/w carpet. There is formal DR, 2 powder rooms, then on to the

Gillian Stewart Gillian Stewart Real Estate

*LAKEFRONT retreat on Serene Whaley Lake*Welcome to your dream escape on the tranquil waters of Whaley Lake—a breathtaking lakefront property offering panoramic water views from every room. Whether you're seeking a peaceful year-round home or the ultimate vacation getaway, this exquisite home delivers the perfect blend of comfort, style, and natural beauty.Wake up to golden sunrises from

Amy Gold Keller Williams Realty Partner

This charming fully remodeled, bright, and sunny ranch—featuring 3 bedrooms, 3 full bathrooms, and 2.90 acres of land. Prepare meals in the beautiful new kitchen, complete with custom cabinets, LG appliances, and quartz countertops. Relax in the family room beside the gorgeous stone fireplace. From there, step out onto the lovely wood deck and savor your morning coffee surrounded by

Mary Craig Coldwell Banker Realty

TO BE BUILT Welcome to Brady Brook falls, part of historic Quaker Hills one of Pawling's most distinguished country side. Enter onto freshly paved road and stone wall entrance. This beautiful lot is on 8.44 pastoral acres with amazing views of open sky and grassy meadows. When the days grow longer and temperatures rise or when the days grow shorter and temperatures drop , there is no better

Kathryn McCoach Houlihan Lawrence Inc.

A Stately Cape Cod Estate with exceptional Potential awaits. Set on an expansive, flat parcel of land surrounded by farms, rolling hills, and mountain views, this once grand and elegant residence offers a rare opportunity to restore and reimagine a home of timeless distinction. A property of this caliber, featuring grand proportions, architectural charm, and breathtaking grounds, is a true gem

Tom Consaga RE/MAX Ace Realty

Welcome to your brand new dream home! Nestled on a beautiful and peaceful two and half acres. Be the first to live in this stunning four bedroom, two and a half bath home. Step onto the full length front porch and inside to a light, bright and airy interior boasting a modern open floor plan. Spacious entrance foyer with double coat closets and sleek iron railing with motion sensor lighting on

Douglas Servello Home Sweet Home Properties

Nestled on over two serene acres and backing to a tranquil nature preserve, this beautifully maintained home offers the perfect blend of peace, privacy, and natural beauty. With breathtaking seasonal views of the surrounding woodlands, the setting is ideal for quiet reflection or lively gatherings.Though the tax card shows four-bedrooms, this spacious home lives like a five-bedroom,

Doris Jean William Raveis Real Estate

Tucked away on a quiet cul-de-sac in the sought-after Deerfield Ponds community, 5 Red Tail Court is a beautifully maintained 5-bedroom, 2.5-bathroom Colonial offering space, style, and convenience. With 2,924 sq ft of living space, this home features an inviting floor plan, perfect for both everyday living and entertaining.Step inside to find a sun-filled living room with a cozy

Julius Cooper eXp Realty

Don't miss this opportunity to have your dream home built and custom designed to your finishes. As you step inside, you're greeted by a grand foyer entrance with high ceilings open to the second floor. Discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, quartz countertops, and center island. The oversized open floor plan seamlessly

Tony Zaccardo Coldwell Banker Realty

The next best thing to Lakefront! This sprawling ranch home is a stone’s throw from access to Whaley Lake, with lake rights to all the great amenities: private beach, motorboats allowed, kayaking, fishing, swimming, sunbathing, picnicking, fall leaf watching and winter ice fishing too! With 2 bedrooms plus an Office, Den, Living Room and Family Room – there’s so much potential including one floor

Judy Albert BHHS Hudson Valley Properties

?This charming cottage is within walking distance of the picturesque village of Pawling and on the market for the first time in over 35 years. Lovingly maintained and enhanced by its owner, this home boasts the ease and convenience of one level living. The renovated front porch welcomes you to the house while the beautiful sundrenched addition features heating, hardwood floor, oversized windows,

Stacey Cronin Houlihan Lawrence Inc.

Welcome to 33 Spruce Lane, a charming 2-bedroom, 2.5-bath home located in the sought-after Cedar Valley community in Pawling. This inviting townhome lives like a single-family home and offers the perfect balance of comfort, convenience, and amenities.Step inside to find a bright and open living space designed for easy living. The home features a spacious living room, a functional kitchen with

Edmond Albano Keller Williams NY Realty

Welcome to your forever home, serene retreat and mini estate. Enjoy the 72 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers unique living space, luxury and customize finishes throughout. A true

STACI MACKIN Dixon Smith Realty

Westerly is one of the finest estates on Quaker Hill, located on 23.77 private, level acres, all cleared & landscaped, at the end of a truly local road. The expansive fields & meadows are perfect for a horse farm. The original home was built in 1860, the front addition was built in 1920 by the DeWitt-Wallaces of Readers Digest fame. A sensitive whole house renovation was completed in 1990

Gillian Stewart Gillian Stewart Real Estate

FULLY Available! Welcome home to this historic and charming 3 bedroom, 1 bathroom beauty located above a stunning stream in the heart of Pawling. This beautifully antique home offers a rare blend of historic character and contemporary updates. Walk into the welcoming sunroom with plenty of natural light that opens up to a cozy living room featuring a wood burning fireplace and French doors that

Ronald Green KW MidHudson

Home in the Village of Pawling - Come make this your special home - 3 Bedrooms, 2 Full Baths. Located right in the Village, walk to EVERYTHING! Metro North, Shops, Restaurants, Ice Cream, Boutiques. Upstairs has 3 Bedrooms with a full bath. Main floor has Living Room, Dining Room, nice size kitchen with full Bath. Deck off back to fenced in yard. Bring your vision and make your village

Teddie Leonaggeo McGrath Realty Inc

3 Bed | 2 Bath | Fully Electric | Walkable Village LocationTurnkey, updated, and full of charm—this 3-bedroom, 2-bath home is perfectly situated in the heart of Pawling Village. Whether you're a first-time buyer using FHA or VA financing, a downsizer, or simply seeking a low-maintenance, energy-efficient home, this property offers a flexible layout, thoughtful upgrades, and access to

Brett David Miller K Fortuna Lighthouse Realty

Nestled in between trees and rocks, privacy abounds in this Contemporary Colonial style dwelling with numerous upgrades. A down to the studs remodel in 2016, the home boasts generous open concept living, dining and kitchen areas all with recessed lighting. Kitchen includes butcherblock counter tops and stainless-steel appliances. Entry nook convenient for coats, purses, backpacks and shoes. First

Judy Albert BHHS Hudson Valley Properties

Private Lake House on a Private Lake!Little Whaley Lake, a serene 46-acre spring-fed, motor-free lake with only six homes offers unparalleled tranquility. This lot offers 150 feet of lake frontage and a private dock; ideal for peaceful swimming, fishing, kayaking, and reconnecting with nature. There are only 6 homes on this lake, with no public access, creating a quiet and

Jillian Pajer Douglas Elliman Real Estate

A historic Village Colonial on a quiet street, is a delight to show. Immaculate, well maintained & updated. Downstairs, a formal living room with a gas stove fireplace & bay windows, a formal dining room with built ins for storage, an office with closets & shelves for storage, a foyer, hardwood floors, a stunning eat in chef's kitchen with stone counters, stainless appliances, a big closet &

Gillian Stewart Gillian Stewart Real Estate

Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping

Ryan Arket Compass Greater NY, LLC

Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

Stephen Pener William Pitt Sothebys Int Rlty

New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

Bliss Voutsinas

Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

Brian McGrath McGrath Realty Inc

25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

Harriet Norris Douglas Elliman Real Estate

Wonderful investment opportunity awaits with this spacious home. The inviting library-style living room showcases nicely finished built-ins, while the expansive kitchen with a dining area seamlessly flows into the family room, highlighted by a cozy fireplace. The primary suite includes a private bathroom, ensuring comfort and convenience. A finished walkout lower level expands the living space

Jonathan Gineo Jonathan D. Gineo