302 properties for sale in Jacksonville village, Whitingham town Windham County Vermont

What will the next life be for this iconic property' From popular and innovative hair salon to successful dental practice to a 4 unit family complex. pick your use! Owner occupied business. roomy apartments. small business complex. this multi use property has been renovated in the last few years with nice kitchens and baths. and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

Located in one of Brattleboro's desirable neighborhoods, this inviting 4-bedroom home offers a comfortable layout, great natural light, and convenient access to schools, parks, trails, shopping, and downtown amenities. The bright living room features a large bay window that fills the space with natural sunlight, while the kitchen offers ample cabinet space and overlooks the backyard. With two bedrooms and a full bathroom on the first floor, the layout offers flexibility for a variety of living needs. Outside, enjoy a spacious backyard with room to garden, gather, or simply relax. A warm and welcoming home ready for its next chapter. Open house Saturday, 5/30 from 1-3 and Sunday 5/31 from 11-1

Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. Association fees include heat, water/sewer, landscaping and more

50K Price Improvement! Motivated Seller! Move right in and enjoy this beautifully renovated old-style farmhouse featuring 6 bedrooms, 2 full baths, and a spacious open floor plan. Nearly everything is new, including the interior, septic system, and water well. Set on a picturesque 1.25-acre lot in the Shelburne area of Buckland, the property offers mature apple and plum trees and scenic mountain views. A two-car garage with, a second story, and a workshop area provides plenty of space for storage, hobbies, or projects.This spacious home is ideal for a growing family and is available for immediate occupancy. Easy to show and ready for its new owners

Enjoy the peace and privacy of this pristine log home on 8.1 beautifully landscaped acres, set back on a lovely country road. Thoughtfully updated and meticulously maintained, it blends timeless log home charm with warm rustic-chic style and is ready for you to move in and enjoy. Relax on the inviting front porch overlooking established perennial and vegetable gardens, or follow the path down to Glenn Brook, which meanders through the property. Inside, the custom kitchen with a center island opens to a welcoming living room with a propane stove. A first-floor den offers the perfect home office or guest space, while upstairs you'll find a spacious primary bedroom with generous storage and two additional bedrooms. The finished lower-level family room with a pellet stove adds additional living space. Three mini-splits, standing-seam metal roofs, and an oversized 1+ car, two-story garage complete this exceptional property, offering peaceful country living just minutes from Greenfield

Exceptional investment opportunity! This well maintained six-unit property is in outstanding condition and has seen numerous recent improvements, making it an attractive addition to any investment portfolio. Exterior updates include fresh paint completed last year, newer windows (approximately three years old), a newer rubber membrane roof, buried power, updated electrical, a newer hot water heater, spray foam insulation, and new cellulose insulation in the attic. The building offers six rental units, including three efficiency apartments, (2) two-bedroom units, and (1) one-bedroom unit (please note the bedroom does not have a window). Three units are currently occupied by long-term tenants. The two-bedroom and one-bedroom units each have separate electric service, while the three efficiency units are on the owner's electric meter. Heat and hot water are included for all tenants. The property also offers plenty of off-street parking with a convenient location close to shopping, the hos

Nestled in the sought-after Orchard Street neighborhood, this beautiful townhouse offers bright, sun-filled living spaces and a serene wooded backdrop. The rear deck extends into the backyard, creating the peaceful feeling of living in a private treehouse retreat

Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient 2-car garage, a mudroom with a closet off the garage, a workshop on the basement level, a pantry with spice racks, a palladian window and ceiling fan in one bedroom, and privacy, privacy, privacy. The seller spent a lot of time and money preparing the house; see the list of improvements in the Documents section of this listing. Includes a 1/34 share of common interest in the Wilsons Woods land. Near the middle school and high school, hospital and shopping. Showings begin on Friday 6/5/26

Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders to the back for grilling and a living room with a picture window to the front yard, you can tuck in and enjoy. Half of the lower level is finished and is perfect for a den, at home office or playroom. Plenty of storage in the unfinished portion, so stock up on those items! Please be prequalified before making an appointment to view

Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character and elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has Italian ceramic countertops and butcher block, including a dinette with southern light. With an open concept living/dining arrangement, the living room has lovely radiant wood stove heat. The adjacent dining area is drenched in sunlight. The home affords views of the West River Valley and Green Mountain vistas as far as Hogback Mountain. The first floor offers a fabulous great room, 2 fireplaces, an office, a sun room with hot tub, a laundry room and decks for admiring the sunrises and sunsets. The second floor is exceptional with three expansive primary en suites and two more rooms perfect for st

A rare combination of recreation and convenience in one of Brattleboro's most desirable neighborhoods. This home is designed for living and entertaining! The property sits on 1.6 acres of landscaped grounds with sweeping views of Mt. Wantastiquet showcasing spectacular sunrises and front-row views of Brattleboro's 4th of July fireworks. Tucked beside Living Memorial Park on a quiet cul-de-sac where skiing, tennis, baseball, swimming, playgrounds and year-round recreation are just steps away. Inside, oversized windows fill the home with natural light while viewing the spectacular setting. A welcoming foyer with beveled glass doors and three generous closets opens to the elegant living room with hardwood floors, propane fireplace, and expansive windows. The heart of the home is the stunning kitchen / dining area featuring ash flooring, a massive center island, custom Schrock cabinetry, granite countertops, and large sliding doors opening to the patio w/ firepit overlooking the views. Adj

Spacious and Inviting Home in a Convenient Location! Ideally located just minutes from Brattleboro and I-91, this wonderful home offers the perfect blend of comfort, space, and convenience. The first floor features a bright bedroom with abundant natural light and a handicap-accessible bath complete with a beautiful walk-in tile shower - ideal for single-level living or guests. Enjoy cooking and entertaining in the large eat-in kitchen, featuring generous cabinet and counter space, and direct access to the back deck and yard for outdoor dining or relaxation. The spacious living room offers plenty of room for seating and gathering, while the delightful three-season porch, surrounded by windows, provides a sunny retreat throughout much of the year. Upstairs, you'll find three comfortable bedrooms and a full bath, offering flexibility for family, guests, or a home office. With its versatile layout, natural light, and easy access to area amenities, this move-in ready home is a wonderful opp

Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential

Just a short drive from the slopes of Mount Snow, this beautifully renovated 1800s Vermont farmhouse seamlessly blends historic charm with modern comfort. Situated on 7.5 picturesque acres just beyond the Dover town line in South Newfane, the property offers rolling pasture, classic stone walls, established gardens, and multiple outbuildings, all with easy access to nearby villages, lakes, and year-round recreation. Inside, the chef's kitchen is both stylish and functional, featuring a farmhouse sink, generous walk-in pantry, and a sunlit eat-in area that opens to a screened porch that's perfect for hosting and relaxing. A formal dining room includes a custom Vermont live-edge farm table (conveying with the ), while three inviting living spaces provide flexibility and comfort, including a spacious main living room with a wood-burning fireplace and a separate TV room. The home offers versatile living options with several bonus rooms ideal for home offices or guest accommodations, along

Time to think of the garden! This sweet home has a huge level back yard just right for flowers, veggies and fruit trees. There is still time to get the jump on planting your favorite things! There is a primary suite on the 1st floor including laundry so there is total first floor living if you need/want it. The traditional cape 2 beds and a bath up are private for family or guests. The living room us huge and sports a fireplace at the end (sellers have not used it), the formal dining has great light and can set 6. the kitchen has lovely cherry cabinets and lots and lots of counter top for baking and every day meals. No mud season here! This lovely well cared for home is waiting for a new owner

Excellent opportunity to own a well-maintained and fully occupied 3-unit investment property in the heart of Brattleboro. Located in-town with convenient access to shopping, restaurants, entertainment, and everyday amenities, this property offers strong in-place income with additional upside potential. The building consists of two 2-bedroom units and one spacious 3-bedroom unit and has been consistently rented. Strong income-producing property with attractive investor returns. Tenants pay their own heat and electric, helping to keep operating expenses low and improving overall investment performance. This is a rare opportunity to acquire a stable, income-producing property in one of Southern Vermont's most desirable rental markets

Nestled on 0.9 acres in scenic Leyden, this split-entry home blends comfortable living with space to relax and entertain. Hardwood floors flow throughout the main living areas, where the updated kitchen features granite countertops, a center island, stainless steel appliances, and an open connection to the dining area and living room. A wood stove creates a cozy focal point, while the main level also offers a primary bedroom with en suite bath, second bedroom, and additional full bath. The walkout lower level expands the living space with a large family room warmed by a second wood stove, a third bedroom, half bath, and utility room. Solar panels help offset energy costs and keep utility costs lower year-round. Outside, enjoy summer days by the in-ground pool, unwind in the hot tub, or take in the peaceful surroundings from the deck and patio area. Conveniently located near Greenfield, Brattleboro, and I-91, this is a home you don't want to miss!

Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. There are two furnaces and two oil tanks, one for the first floor, one for the second floor, and a propane wall unit for the third floor

This fun and stylish gem was built and lived in by one family. Now, it is time to pass the torch! A surprise package with the look of a Gambrel but is really a raised ranch, waiting for a finish in the lower level! Cared for lovingly, and ready to move in, you will appreciate the manicured lawn, nice deck on the back, and lower level walk out and garage. The road is dead end, so little traffic. Tucked away in West Brattleboro, you are close to shopping, hospitals, with direct routes north to south on I91 and east to west on RT 9. Bring magic to this home and sweet neighborhood and continue the legacy

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $170.00/month

Nestled next to Brattleboro's favorite public park, this end unit is wrapped in coveted out door space,wrapping from the coffee deck all the way around to the back brick patio It also features a private garage with auto open, and laundry and storage neatly behind, The parking is paved with plenty of room for guests. Inside the ample galley kitchen has everything you need including a large top doing double duty as prep space and an extension of the dining room with stools to sit and sip. Just the right size for entertaining or family time, the living room is bathed in light from the large windows and the slider to the deck. A refuge from every day life, the huge main bedroom has room for a cozy chair, lots of closets and direct access to the bath. So special in it's location, so close to I91 north and south and east/west travel on RT 9, you can easily access health care, shopping, and all the fun things Vermont has to offer. Worth a visit for affordability, location and ease of lifestyl

MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through th

Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This exceptional estate is now ready to welcome its next owners. Designed with sustainability in mind, this eco-friendly property features numerous green initiatives such as locally sourced materials and renewable energy sources. Thoughtful land management practices further enhance the property's environmental stewardship, making it a sanctuary that harmonizes with its natural surroundings. As you ascend the driveway, you pass grain bins, barns, and pastures, remnants of a once-thriving goat farm. Midway up the drive, near the old foundation of the original homesite, you will discover a serene swimmi

Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. Offered at an impressive 10% cap rate, the building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic space that may provide opportunities for additional living area or future expansion, subject to local approvals. Ideally located in Brattleboro, tenants enjoy the convenience of a thriving downtown known for its eclectic shops, restaurants, arts scene, and year-round community events, as well as easy access to Interstate 91 and the outdoor recreation that Southern Vermont is known for. Whether you're seeking stable cash flow or long-term value-add potential, this property delivers both in one of Vermont's most desirable communities. 3D Virtual Tours Availabl

Perfectly situated at the top of the hill on highly desirable Carriage Hill in West Brattleboro, this delightful yellow ranch offers the perfect blend of neighborhood comfort and exceptional curb appeal, accented by a lovely stone pathway and beautiful exterior gardens. Step out back to discover your own private oasis featuring a spacious wooden deck with a gorgeous overhead pergola, custom built-in bench seating, and an attached screened-in porch that looks out over a lush green backyard complete with a handy storage shed. Inside, the home boasts a bright, expansive living room with durable flooring and a mini-split system for efficient year-round comfort. The generous eat-in kitchen features warm wood cabinetry with vibrant turquoise accent shelving, tile flooring, and a large window overlooking the serene backyard. Comfortable bedrooms with unique, colorful accent walls and a dedicated home office or study space under a cheerful blue ceiling provide a highly versatile layout. Comple