You are viewing all listings Homes between $250000 and $500000 dollars.
$395,000 $141 per sq.ft. Piermont NH Home »
Price Change! Reduced by $10,000 down 3% on July 29th 2026
4 Beds | 4 Baths | Total Sq. Ft. 2801 | Acres: 0.72
Listed on Thursday Apr 9, 2026
Description: Come be surprised by the light, space and condition of this lovely Piermont Village home. Need an extra apartment? This has it! Need a large home? Perfect! Need office space? Included! So much flexible space to meet your needs. Two large deck/balconies overlook beautiful Eastman Brook. Tons of storage in the double decker garage and walk-out full basement. Many newer upgrades including roof, apartment kitchen and hardwired smoke detectors. Sited on .72+/- surveyed acre lot. Convenient village living and close to I91. Wonderful! See Listing Details & 25 images.
Under Contract
$465,000 $186 per sq.ft. Piermont NH Home »
4 Beds | 3 Baths | Total Sq. Ft. 2506 | Acres: 1.4Listed on Monday Jul 13, 2026
Description: Tucked back on a cul-de-sac located conveniently outside of Piermont Village in Piermont, NH, this New England Cape offers multiple living areas and bedroom options, as well as a below garage and access to multiple exterior living spaces. This property sits on 1.4 acres within the Fox Run cul-de-sac, sitting with a view looking south and exposure on the landscape for gardens or recreation. The driveway enters to the below garage and provides convenient access to the home. The front steps are large and the walkway continues to a back porch connected to the kitchen. The home enters from the front door into a living space adjacent to a 3/4 bathroom with stall shower, a first floor bedroom option as well as a mixed use room at the western side of the home. The kitchen and dining area of the home opens up with a partial cathedral ceiling as well as tall windows providing ample natural light. The bar counter of the kitchen sits adjacent to the cooktop insert, and the kitchen features upgrades such as a wall mounted oven and updated appliances. The upper level of the home has three of the home's bedrooms, two rooms off of the immediate landing, and a suite set separately on the western side of the home with a southern facing balcony. This room has a closet which could be improved upon further, as well as built-in shelving. The laundry for the home is on the first floor adjacent to the kitchen, and also connects to a pantry which proceeds to the basement of the home. The basement is unfinished and provides access to the structure of the home as well as the utilities and offers some dry storage. The below garage could fit two vehicles but is commonly used for storage of tools or equipment. Comfortable living with potential for your vision, located conveniently in Piermont, NH. See Listing Details & 52 images.
Under Contract
$295,900 $202 per sq.ft. Pittsfield NH Home »
2 Beds | 1 Baths | Total Sq. Ft. 1465 | Acres: 0.11Listed on Friday Jul 17, 2026
Description: 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. See Listing Details & 31 images.
$315,000 $226 per sq.ft. Pittsfield NH Home »
3 Beds | 1 Baths | Total Sq. Ft. 1393 | Acres: 0.1Listed on Tuesday Apr 7, 2026
Description: Back on market with no fault to the sellers! Welcome to this charming and affordable 3-bedroom, 1-bath single-family home in the heart of Pittsfield! Priced attractively at $315,000, this home offers a wonderful opportunity to own a property full of character while still leaving room to make it your own. Inside, you'll find a warm and inviting layout with plenty of space to spread out, along with thoughtful updates completed over the years that add comfort and functionality. The home's classic charm shines through, offering a cozy and welcoming atmosphere. Step outside to enjoy the fenced-in backyard--perfect for outdoor gatherings, pets, or simply relaxing in your own private space. Location is key, and this home delivers. Conveniently situated 15 minutes to downtown Concord, and within walking distance to downtown Pittsfield, you'll have easy access to local shops, the grocery store, and several restaurants, making everyday living both simple and enjoyable. Whether you're looking for your first home, downsizing, or seeking a property with great value and potential, this Pittsfield gem is one you won't want to miss! See Listing Details & 31 images.
Under Contract
$379,900 $117 per sq.ft. Pittsfield NH Home »
4 Beds | 2 Baths | Total Sq. Ft. 3252 | Acres: 0.87Listed on Friday Aug 15, 2025
Description: Step back in time with this stately 2 ½ story Colonial home offering over 3,250 SF of living space, set on a generous .87-acre in-town lot. Brimming with historic charm, this 4-bedroom, 1.5-bath residence showcases classic architectural details, including gunstock corners, wide pine flooring, built-in cabinet, mantles, that whisper stories of a bygone era. The traditional layout features spacious rooms with high ceilings, abundant natural light, and timeless craftsmanship throughout. A large kitchen and adjoining formal dining room are perfect canvases for restoration, while the living room and large family room with stone fireplace, provide the ideal setting for gathering and entertaining. Outside, the property boasts an attached barn, offering ample storage, workshop potential, or future creative use. The level lot provides space for gardens, play areas, or outdoor entertaining, all within walking distance to Pittsfield's shops, schools, and parks, and minutes to major highways for easy commuting. While the home requires updates to bring it to its full potential, the solid bones and original character make this a rare opportunity for preservation-minded buyers, renovators, or anyone seeking to restore a piece of New England history. Home is in an Estate and is Sold as is as Seen. Seller makes no warranties/guarantees. Conventional, Cash or Rehab Loan needed. Google directions are incorrect (they will take you to South Main St.). Please use directions I have listed. Agents see non public remarks. See Listing Details & 59 images. Includes a Virtual Tour
$449,000 $217 per sq.ft. Pittsfield VT Home »
Price Change! Reduced by $31,000 down 7% on July 10th 2026
6 Beds | 4 Baths | Total Sq. Ft. 3108 | Acres: 1.3
Listed on Saturday Jun 20, 2026
Description: Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an expansive deck accessed through two sets of sliding glass doors perfect for enjoying summer evenings in the mountains. With a classic 1965 chalet design and a fun 1970s-inspired aesthetic already in place, this property is ready for its next owner to embrace its vintage charm or bring it to the next level with light to moderate updates. Flat driveway that can fit 6 cars comfortably. Whether you're searching for a spacious country retreat, a vacation getaway, or an investment property with strong ski-rental potential, this secluded mountain home offers a rare opportunity to create something special. Enjoy the peace and privacy of a setting where neighbors are out of sight and nature takes center stage. See Listing Details & 47 images.
New Listing!
$474,900 $423 per sq.ft. Pittsfield NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2008 | Acres: 1.21Listed on Monday Jul 27, 2026
Description: Rare opportunity! This well-maintained ranch has been owned by the same family for over 60 years and is located in Pittsfield's Light Industrial/Commercial District. The property offers exceptional flexibility for entrepreneurs, contractors or buyers seeking a live/work opportunity. Whether you are looking for a primary residence with business potential or a property with future commercial possibilities, this property offers you all of that! The first floor features beautiful hardwood floors, large front living room, dining room, 3 season room with root cellar, 3+ bedrooms, 2 baths and an egress to the oversized one stall garage. Great flex space in the lower level with playroom, laundry room, utility room, 3/4 bath and 3 guest rooms or offices. The most AMAZING yard with vegetable and perennial gardens, fruit trees, out building and is partially fenced in. Proudly owned and meticulously cared for, this home is ready for its next chapter. Showings begin immediately so don't wait and a quick close is possible! See Listing Details & 40 images.
Under Contract
$259,500 $158 per sq.ft. Pittsford VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1640 | Acres: 0.38Listed on Tuesday Jun 30, 2026
Description: Classic Vermont charm meets everyday comfort in this inviting Pittsford Village home, where original character, thoughtful updates, and a spacious backyard come together at an exceptional value. A welcoming covered front porch offers the perfect place to enjoy your morning coffee or unwind after a busy day. Step inside to discover original hardwood floors that add warmth and timeless appeal throughout much of the home. The comfortable living room is centered around a cozy wood stove, creating an inviting atmosphere during Vermont's colder months. The eat-in kitchen and formal dining room provide flexibility for both everyday living and entertaining, while a full bath with first-floor laundry adds convenience. Upstairs, three comfortable bedrooms and a second full bath offer space for family, guests, or a home office. The .38-acre lot features a spacious backyard with room for gardening, pets, play, or outdoor gatherings. Replacement windows, low-maintenance vinyl siding, and a standing-seam metal roof provide lasting durability and reduced maintenance. A detached garage and ample driveway parking complete the property. Ideally located in the heart of Pittsford Village, you'll enjoy walking to the Pittsford Recreation Area and Lothrop Elementary School, with local shops and amenities just minutes away. Rutland is only 15 minutes away, and Burlington International Airport is less than 90 minutes from home. Blending character, functionality, and value, this home offers an opportunity that's becoming increasingly difficult to find in today's market. Sale is subject to the sellers securing suitable housing. Relocation options have been identified, and a flexible closing timeline is available. See Listing Details & 28 images.
Under Contract
$262,000 $173 per sq.ft. Pittsford VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1512 | Acres: 1.2Listed on Wednesday Jul 15, 2026
Description: Escape to the beauty of Vermont with this inviting home set on a picturesque country lot at 5190 Whipple Hollow Road. Offering the perfect blend of comfort and peaceful surroundings, this updated move-in-ready property features an open and airy floor plan designed for today's lifestyle. The spacious living areas are filled with natural light, while the updated kitchen flows seamlessly into the dining and living spaces, making entertaining effortless. Step outside to the expansive wrap-around deck overlooking the beautiful yard--ideal for morning coffee and gatherings with family and friends. Recent improvements include a new kitchen, light fixtures, brand-new appliances, updated exterior doors, a new oil tank, and a spacious primary bathroom plus a fully updated second full bath. Whether you're looking for your first home, a peaceful retreat, or a place to enjoy the outdoors, this property offers the charm of country living with the convenience of nearby Rutland, outdoor recreation, skiing, golf, lakes, and year-round Vermont adventures. Don't miss this opportunity to make this wonderful property your next home! See Listing Details & 55 images. Includes a Virtual Tour
$290,000 $164 per sq.ft. Pittsford VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1764 | Acres: 0.73Listed on Wednesday Jul 22, 2026
Description: This private and serene three bedroom, furnished country get-away is located in Pittsford but just minutes to the Chittenden Reservoir and Killington/Pico down hill skiing. The open living room with a dining area greets you at the front door. There is an efficient kitchen with ample counterspace and oak cabinets conveniently located just off the dining area. The first floor has a charming step-down sunroom that provides extra living space for family and friends with a sliding glass door for extra sun light and easy access to the garden. There is a full bathroom and laundry/mudroom area with a door leading to the large covered back porch. From here you can entertain in style or just relax while listening to the babbling brook that passes between the house and back garden paths. The stairway to the second level has a generous landing area with three bedrooms off of it. The primary bedroom has a full bathroom with a dressing room that is currently being used as an office. From here you have the luxury of sitting on the second story partially covered porch with an open balcony for sunbathing in the summer and warmer winter days! There is a yard with a patio and paths with bridges to cross the brook as you make your way to the separate parcel of .27 acres of land behind the house. A peaceful location just minutes to recreation, the Mountain Top Inn and Rutland shopping. See Listing Details & 47 images.
Under Contract
$320,000 $215 per sq.ft. Pittsford VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1488 | Acres: 0.9Listed on Thursday May 14, 2026
Description: Rare opportunity to own this special home that has been in the same family for decades upon decades. Ideal location Pittsford and only minutes from all Rutland City amenities. This lovely picturesque corner lot boats plenty of room for numerous activities and endeavors. Spacious home: Main floor features: luminous heated sunroom with wall to wall glass windows & doors, knotty pine entry & laundry room, full bathroom, spacious kitchen, stainless steel appliances with center island for additional seating as well as a peninsula with dishwasher between kitchen & formal dining room. Living room and formal entry complete the main floor. Upstairs you will find three bedrooms and a 3/4 bathroom, exterior door to an outside staircase as a separate entry or exit from upper level. The yard is simply gorgeous. Fenced in area can be restored to a beautiful & relaxing patio/garden. There is a quintessential covered front porch to take in the scenery... a ramp for easy access leads you to a side deck with awning, ideal for cookouts & conversations. Oversize garage is an uderstatement. This garage features a normal size bay, an oversized bay and goes deep enough to offer yet another bay on the south facing wall of the garage. Extra bonus of large square footage storage upstairs in garage. So many possibilities with this property. See Listing Details & 50 images.
$250,000 Plainfield VT Home »
3 Beds | 0 Baths | Total Sq. Ft. 0 | Acres: 1.5Listed on Friday Jul 10, 2026
Description: Every one of us carries a dream of a place where imagination is free to grow. Sometimes it's the land, sometimes it's the building, and every once in a while, it's both. Tucked along East Hill in Plainfield, this little dream-come-true offers dark night skies scattered with stars, expansive views that stretch the soul, and a rare blend of yesterday's character with today's comforts. A little bit of the past, a little bit of the new, and a whole lot of possibility. The current owners began this dream with love and care, but life carried them in another direction before it could be fully realized. Stand on the hillside, take in the view, breath in the air and, and maybe, just maybe, you'll see it too; the wildflowers swaying in the meadow, the sun warm on your face, the quiet promise of a life built your way. The hard work has been done. What remains are open spaces waiting for your own aesthetic, your own story, your own dream. Come see where it takes you. Professionally rebuilt timber-frame barn using locally sourced lumber from Fontane's sawmill, designed to last 100 years with input from a Yestermorrow architect and local builders. Approx. 1100 sq. ft. living space with master loft, second bedroom/office, and high-ceiling kitchen/dining with Marvin windows, transoms, and panoramic south/west views. Attached 1000 sq. ft. insulated workshop/studio with original barn door entry and new vestibule for additional living space. High-efficiency build (R60 roof, R28 walls, natural materials), polished concrete radiant slab, Pacific Energy wood stove, new metal roof, hemlock sheathing, and 2023 shiplap siding. Original features preserved: pocket door, hand-hewn ladder, exposed framing, hay trolley. New well, electrical, plumbing, water filtration (2023); bathroom plumbed for curbless shower plus antique tub. Lumber and insulation on site ready for the new owner's finishing touches. See Listing Details & 38 images.
Under Contract
$289,000 $235 per sq.ft. Plainfield VT Home »
Waterfront on Pond Bancroft Pond3 Beds | 2 Baths | Total Sq. Ft. 1232 | Acres: 1.5
Listed on Friday May 29, 2026
Description: Set on a beautiful lot with a brook and a smaller pond that feeds into Bancroft Pond, this property offers a peaceful setting that's easy to enjoy year-round. Whether you like birdwatching, gardening, or simply spending time outdoors, there's plenty to appreciate right outside your door. Inside, you'll find an open and comfortable living space where the kitchen, dining area, and living room come together naturally under a vaulted ceiling. The kitchen features a breakfast bar that's perfect for casual meals and everyday conversation. The primary bedroom suite includes a full bath with a separate shower and soaking tub, while two additional bedrooms and a second full bath provide flexibility for guests, hobbies, or working from home. A conveniently located laundry room offers direct access to the side yard. The oversized two-car garage provides valuable storage space, and the propane-fired generator offers added peace of mind during Vermont's changing seasons. With Spruce Mountain trails nearby and easy access to Plainfield Village, Barre, and Montpelier, this home offers the opportunity to enjoy a quieter pace while staying connected to work, shopping, dining, and recreation. See Listing Details & 53 images.
Under Contract
$299,000 $166 per sq.ft. Plainfield VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1799 | Acres: 1.1Listed on Friday Jun 26, 2026
Description: Welcome to this quintessential Vermont farmhouse, located in the heart of Plainfield Village. Boasting a striking historic brick front and a durable standing seam roof, this timeless home seamlessly blends classic character with modern peace of mind, featuring updated windows, electrical and fresh paint throughout. Inside, the versatile and light-filled layout offers three bedrooms, two bathrooms, first floor laundry, and a spacious entry flex-space--ideal for a home office, mudroom, or creative studio. Abundant storage and designated work areas throughout the home ensure room for every hobby and project. The exterior features a detached two-bay garage, a handy shed, and a large yard space optimized for gardening, relaxing, or outdoor entertaining. Enjoy the ultimate convenience of village living with immediate proximity to the local library, restaurants, neighborhood store, community sidewalks, and recreation fields. This turnkey property offers the perfect balance of historic charm and connected community living. See Listing Details & 55 images.
Under Contract
$389,000 $267 per sq.ft. Plainfield VT Home »
Price Change! Reduced by $20,000 down 5% on July 16th 2026
2 Beds | 2 Baths | Total Sq. Ft. 1906 | Acres: 6.85
Listed on Friday May 1, 2026
Description: Special opportunity for a simpler, more peaceful life. No matter what's happening in the world, you're going to be ok in this solid ranch home on 6+ nice acres in Plainfield. The lister card says 2 bedrooms, and you can do with that what you will. First floor has a super convenient mudroom, large dining room and living room, and an eat-in kitchen. There's also a bonus sunroom / office on the first floor, along with two rooms with beds and a full bathroom. The walkout lower level features a kitchenette, another living room, ¾ bathroom, and another room with a closet and an egress window. Flexible layout allows for a wide variety of uses, including single level, first floor living. Lovely deck overlooking the side yard, with distant views. 246 Gray Road has a detached 2 car garage that's in good shape. And, since this was once part of a dairy farm, there's a separate 2 story barn with power (and dairy stanchions, of course). Tons of storage for equipment, or maybe you can find different uses for 2 floors of a solid building. The land is largely open, although there are woods toward the back of the property. Current owners mow the yard area around the home, and brushhog some more just to keep it nice and open. So many opportunities here! Homesteading, low impact living, or just living a good life. Sounds kind of lovely... See Listing Details & 58 images.
