Pawling Homes with Baseboard Heating

Welcome to Pawling, NY – a charming community nestled in the heart of Dutchess County, where picturesque landscapes meet a vibrant, family-friendly atmosphere. Known for its excellent school district, Pawling is a place where education is a top priority, making it an ideal choice for families looking to settle down. The Pawling Central School District is acclaimed for its commitment to academic excellence, offering a range of programs designed to nurture students' talents and prepare them for future success. With dedicated teachers and a supportive environment, students here thrive both academically and socially.

When it comes to housing, Pawling boasts a variety of homes that cater to diverse preferences and lifestyles. One notable feature of many residences in the area is baseboard heating, which provides efficient and comfortable warmth during the chilly New York winters. This heating system ensures that your home remains a cozy retreat, allowing you to relax and enjoy the beauty of the changing seasons from the comfort of your living room.

In addition to its excellent schools and comfortable homes, Pawling offers a wealth of recreational opportunities. From scenic parks to charming local shops and restaurants, there’s always something to explore and enjoy. Whether you’re hiking the trails of the nearby Appalachian Mountains or savoring a meal at a local café, life in Pawling is rich with experience.

If you’re considering making Pawling your home, you’ll find a welcoming community that values education, comfort, and a vibrant lifestyle. Discover the perfect home with baseboard heating and immerse yourself in all that this delightful town has to offer!

Newest Pawling Homes with Baseboard Heating

$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

$365,000

3 Beds ⋅ 3 Baths ⋅ 1026446 MLS

Spacious and affordable. This expansive ranch style home sits on an approximately 3 acres that feature beautiful mountain views from the back of the home. Due to the layout of the home the possibilities are nearly endless. It currently sits as a 3 bedroom and 3 bath home but with proper approvals additional bedrooms are possible. The are two garages on the property. The garage next to the house can fit 2 cars and a second garage behind the house can accommodate 1 car or yard equipment, etc. The price of this home reflects the need for some sweat equity in the form of a deep clean and interior paint job. With a bit of effort this home will sparkle. As an added bonus, there are approximately 97 acres held by the same owner that are contiguous to the parcel on which the house sits. That acreage can be rolled into a package deal or it will be sold off separately. Multiple offers received. Please submit highest and best offers by noon on Thursday 7/23/26

357 W Dover Road, Pawling

$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

$629,900

3 Beds ⋅ 2 Baths ⋅ 992269 MLS

Super Charming Cape On An Ultra Private 2.92 Acres At The Very End Of The Dead End Street! Close To Everything -- Shopping, Schools, Train Station/Commuting, Restaurants And Still Be Tucked Into Your Own Private Haven. Flexible Floor Plan To Create Rooms For You --- Big Dining Room Off The Kitchen W/ An Eat-In or a Quick Bite At The Island and a Family Room OR Living Room On The Other Side. Current Owners Created His & Hers Living Rooms. Have You Always Wanted A Media Or Game Room? The Finished Basement Is Ready For Your Ideas Without Having To Start With Unfinished Space. Very Flexible Space! Both Bedrooms In The Upper Level Are Very Large and The House Has Room To Grow As Your Spatial Needs Grows -- Bedroom On The Left Has 2 Very Deep Areas Currently Unfinished But Being Used As 2 Walk-In Closets. However, When It's Time To Grow Could Be Turned Into A Large Primary Suite With A Bath & A Large Walk-In Closet. Summers Are The Best While Enjoying The South Facing Deck Off The Kitchen That Leads To The In-Ground Pool In The Backyard. Excited To Host Summer BBQs & Pool Parties? You Could Pack + or -- 50 Cars In This Driveway Including The 2 Pave Cut-Outs Perfect For Turning Around, Parking Teenager Vehicles, Employee Vehicles As They Meet For Work, A Camper / RV, OR For Those Fantastic Summer Parties! To The Left Of The House Is Included In The <3 Acres & Its 1 Acre Of Land That Is Part Of The Privacy. It Could Be Turned Into An Additional Detached Garages, Cute Cottage To Rent Full or Part Time (Abnb) or House an In-Law, A Garden With A Garden Potting Shed, A Work Shop, Or Whatever Your Vision Can Imagine. Cozy Up To The Fire In The Winter OR The Summer's Sun & Moon's Reflection From The Salt Water Pool As You Enjoy Your Morning Coffee & Your Evening's Glass Of Wine. Come! Relax, Unwind, & Enjoy Life!

57 Buhleir Road, Pawling

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