Pittsfield Homes with Draperies Interior Features

Welcome to Pittsfield, Vermont—a hidden gem nestled in the heart of Rutland County. This charming town is a perfect blend of rustic beauty and vibrant community spirit. Surrounded by the breathtaking Green Mountains, Pittsfield offers an idyllic setting for nature lovers and outdoor enthusiasts alike. Whether you’re hiking the scenic trails, skiing the nearby slopes, or simply enjoying the serene landscapes, Pittsfield is a sanctuary for those seeking an escape from the hustle and bustle of city life.

Pittsfield is not just about its stunning natural surroundings; it boasts a warm, welcoming community that thrives on togetherness and camaraderie. With a rich history and a strong sense of local pride, residents enjoy a variety of seasonal events and activities that foster a close-knit atmosphere. From farmers' markets to community festivals, there's always something happening in this quaint town.

When it comes to finding your dream home in Pittsfield, you’ll discover a variety of charming properties that reflect the town's character. Many homes feature exquisite interior details, including draperies that enhance the aesthetic appeal and warmth of each space. These thoughtful touches create an inviting atmosphere, perfect for cozy family gatherings or entertaining friends. Imagine waking up to the soft morning light filtering through beautifully draped windows, setting the tone for a peaceful day ahead.

Whether you’re looking for a rustic cabin or a modern family home, Pittsfield’s real estate market offers diverse options that cater to every lifestyle. Embrace the charm of this picturesque town and find your perfect home with us today!

Newest Pittsfield Homes with Draperies Interior Features

$295,900

2 Beds ⋅ 1 Baths ⋅ 5100391 MLS

This charming, remodeled New Englander offers a spacious 1,450+-square-foot layout featuring two upstairs bedrooms, a family room, an oversized first-floor bathroom, and a large kitchen with stainless steel appliances. Located in the heart of historic Pittsfield, New Hampshire, the property blends small-town community charm with excellent access to nearby rivers, local recreation ponds and a waterfall offering peaceful daily walking routes. Jenness Pond & Wild Goose Pond: Local freshwater bodies ideal for quick swimming, kayaking, and fishing trips. Bear Brook State Park: A massive nearby reservation providing extensive hiking, biking, camping, and swimming options. True New England living at it's best.

23 Watson St, Pittsfield

$175,000

1 Beds ⋅ 1 Baths ⋅ 5097271 MLS

Enjoy Vermont living and four-season recreation from this spacious first-floor, one-bedroom condo in the Wintergreen complex. Whether you're looking for a weekend retreat, investment opportunity, or affordable home base near the mountains, this unit offers comfort, convenience, and flexibility. The open-concept floor plan creates a bright and inviting living space, with the kitchen, dining, and living areas all connected for easy everyday living. A cozy woodstove serves as the focal point of the living room, providing warmth after a day of outdoor adventure. Offered fully furnished, this condo is ready to enjoy from day one. Step outside and you'll appreciate the dedicated storage closet for skis, snowboards, and seasonal gear, along with covered firewood storage to keep you stocked for Vermont's cooler months. Residents also enjoy access to on-site laundry facilities for added convenience. Located just minutes from Killington and within easy reach of Pico, this property offers outstanding access to year-round recreation. Spend your days skiing, snowmobiling, hiking, biking, or kayaking, then head to nearby restaurants, shops, and local gathering spots. With no rental restrictions, this property offers excellent flexibility for personal use, short-term rentals, long-term rentals, or a combination of both. Its location, practical amenities, and proximity to some of Vermont's best outdoor recreation make it an excellent option for a mountain getaway, full-time residence, or investment property.

2358 Rte 100, Unit 102, Pittsfield

$619,900

3 Beds ⋅ 1 Baths ⋅ 5094594 MLS

**Your Vermont retreat begins where the ski day ends.** Enjoy everything Killington and Pico have to offer while coming home to the privacy and peace of 1.3 wooded acres in the welcoming town of Pittsfield. Beautifully maintained and thoughtfully expanded, this inviting Vermont log home offers the perfect balance of year round recreation and everyday living. With easy access to hiking, mountain biking, golf, and endless outdoor adventure, it's easy to see why the home was previously enjoyed as a successful ski-season retreat. 3 bedrooms. 1 full bath. Heated oversized two-car garage. Warm wood interiors. Dramatic cathedral ceilings. Open concept living. Wood stove. Standing seam roof. EC Fiber high speed internet. Central vacuum. Generator hookup. Efficiency Vermont insulation improvements. Covered porch mornings. Gatherings on the expansive rear deck beneath the retractable awning. Wildlife at your doorstep. Mature trees. Seasonal mountain views. The full walkout basement spans both sections of the home, offering workshop space, abundant storage, laundry, rough plumbing for a future bath, and two walkout entrances. deal for storing skis, bikes, outdoor gear, hobbies, or future expansion. 15 minutes to Killington. 20 minutes to Pico. 10 minutes to Pittsfield Village. 30 minutes to Woodstock. 35 minutes to Rutland. Whether you're looking for a primary residence, a four-season retreat, or a peaceful Vermont getaway, this home is ready to be enjoyed in every season. To help buyers envision the home through their own personal style, select interior photographs are shown both as currently furnished and virtually staged.

221 Fiddlehead Ln, Pittsfield

$675,000

3 Beds ⋅ 3 Baths ⋅ 5090635 MLS

Open house Saturday 6/27, from 10-12! Meticulously maintained and full of charm, this 3-bedroom home is set on a private 3.9-acre lot. Enter into the spacious kitchen featuring a gas stove, coffee bar, and eat-in dining area overlooking the deck and peaceful backyard. The flexible layout includes a dining room, living room, 3/4 bath, and a private office or optional bedroom on the main level. Upstairs you’ll find a primary suite with an attached bathroom and walk-in closet, along with two additional bedrooms and a full bath. Enjoy the newly renovated deck overlooking the beautifully landscaped yard-complete with perennial gardens, blueberry bushes, apple trees, raised fenced garden beds, a fire pit area, and plenty of open yard space to relax or entertain. Energy efficiency shines with OWNED ground-mounted solar panels that produce enough electricity to run the entire home while maintaining only a minimal connection fee to the power grid. Primary heating is forced hot water with supplemental high-efficiency Jotul wood stove and mini-splits to help cool the house in the summer...and the house is wired for a generator to ensure peace of mind year-round. Additional highlights include a newer roof and a detached oversized 3-car garage with abundant storage space on both the first and second floor. A rare opportunity to enjoy country living with modern efficiency and meticulous care throughout.

207 Webster Mills Rd, Pittsfield

$799,000

4 Beds ⋅ 4 Baths ⋅ 5081561 MLS

Oh the Views! Perfectly sited, this Quintessential 1780 Colonial Farmhouse is framed by lovely landscaping & timeless New England charm. This exceptional homestead includes two separate parcels: 4.5 country acres surrounding the home plus an additional 3.06 acres w/ vintage barn just across the street. Brimming with charm & character, this expansive home has been thoughtfully updated & improved throughout. The 4 season porch serves as an ideal mudroom & a welcoming place to unwind. A recently renovated kitchen features new appliances, cabinetry & quartz countertops, and open seamlessly to a sun-filled family room with informal dining and scenic backyard views. The main level also offers a classic dining room, living room, private office (or potential bedroom), fully bath, second mudroom, and a pantry/canning area leading to the carriage house & bonus room. Upstairs, you'll find a spacious primary suite, a 2nd ensuite bedroom, a 3rd bedroom & bath, and a sunlit office or 4th bedroom. Additional highlights include abundant closet space, a convenient laundry area & charming front & back staircases. Beautiful details shine throughout - moldings, wide pine floors and a blend of informal living spaces across 4,156 sq ft. The carriage house/garage offers ample space for vehicles, a workshop & future expansion. This property has been meticulously maintained w/updated systems. Step outside from the family room onto a charming stone patio overlooking "froggy pond", gardens, red maples, fruit trees & more. The vintage barn, sold "as is" offers incredible potential is sited on the separate parcel. With endless possibilities, farm equestrian property, multigenerational home, ADU, Bed & Breakfast, event venue - this peaceful and picturesque homestead is ideal for living, working and playing.

1310 & 1311 Upper City, Pittsfield

$799,000

6 Beds ⋅ 4 Baths ⋅ 5079354 MLS

Price Adjustment! Endless possibilities await at 79 High Street in Pittsfield, NH, a truly unique legacy property offering exceptional flexibility and opportunity. Ideally situated in the Light Industrial/Commercial District, this remarkable property is currently configured as a three-unit building, accommodating owner-occupied living, a rental apartment, and a professional real estate office. The zoning also permits single-family residential use, making it an ideal investment for a variety of buyers. (Please refer to the attached zoning table for the complete list of permitted uses.) The impressive historic barn is a standout feature and was previously home to a successful antique business, offering incredible potential for storage, workshops, retail, studio space, or countless other ventures. The home underwent an extensive renovation in 2002–2003 and has been meticulously maintained with numerous additional improvements over the past two decades. A detailed list of updates is available in the attached documents. The expansive lot is absolutely beautiful and offers the potential for subdivision, creating even more future value. Whether you’re searching for a multi-generational property, an income-producing investment, a live/work opportunity with outstanding visibility, or a one-of-a-kind single-family home with room to grow, 79 High Street delivers unmatched versatility and endless potential.

79 High St, Pittsfield

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