Homes for Sale near Oak Grove School

• 

  

  

  /40

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  47 Oak Hill Dr, Dummerston, VT 05301

  Tucked away on a private road, this impeccably maintained 3-bedroom, 2-bathroom home sits on a serene 6-acre lot, offering the perfect blend of privacy and comfort. Set well back from the road, the property provides a peaceful retreat surrounded by nature. Inside, you’ll find a bright and inviting open-concept layout designed for both everyday living and entertaining. The spacious living and

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  47 Oak Hill Dr, Dummerston, VT 05301
• 

  

  

  /35

  $595,000

  • 3 Beds
  • 3 Baths
  • 2,172 Sq Ft

  171 Green Meadow, Brattleboro, VT 05301

  Immaculate! Lovingly reimagined over two decades, this impeccable residence blends thoughtful design with modern sustainability. The heart of the home is a chef’s kitchen with ample counter space and a spacious pantry with an integrated dining area—perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor living

  Thomas Dahlin Berkley & Veller Greenwood Country

  171 Green Meadow, Brattleboro, VT 05301
• 

  

  

  /45

  $397,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  5 Ashley Ave Unit 3, Hinsdale, NH 03451

  Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot.This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby — perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and

  Kim Curry BHG Masiello Keene

  5 Ashley Ave Unit 3, Hinsdale, NH 03451
• 

  

  

  /46

  $625,000

  • 6 Beds
  • 4 Baths
  • 4,100 Sq Ft

  89 Butler Ave, Hinsdale, NH 03451

  Tucked away on a quiet hilltop, this charming home offers the perfect escape with views over the Connecticut river and mountains afar. A 900-foot private driveway welcomes you home with many opportunities any spacious parking. Designed with true first floor living, the main residence offers everyday functionality without compromise. Expansive windows flood the home with natural light. The open

  Katelyn Heaney Greenwald Realty Group

  89 Butler Ave, Hinsdale, NH 03451
• 

  

  

  /27

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,246 Sq Ft

  81 Chapin St, Brattleboro, VT 05301

  Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a

  John Hatton Berkley & Veller Greenwood Country

  81 Chapin St, Brattleboro, VT 05301
• 

  

  /60

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  785 Brattleboro Rd, Hinsdale, NH 03451

  Spacious & 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

  Carol Slocum Keller Williams Realty Metro-Keene

  785 Brattleboro Rd, Hinsdale, NH 03451
• 

  

  /38

  $469,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  6 Ashley Ave Unit 28, Hinsdale, NH 03451

  Enjoy the ease of one-level living in this thoughtfully designed ranch, set in a quiet new home community. The open-concept kitchen and living area create a welcoming space for gathering and everyday living, while the primary suite is tucked away for privacy, featuring a walk-in closet and a 3⁄4 bath. Two additional bedrooms and a guest bath are located on the opposite side of the home, making

  Kim Curry BHG Masiello Keene

  6 Ashley Ave Unit 28, Hinsdale, NH 03451
• 

  

  /49

  $539,900

  • 5 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  231 Chesterfield Rd, Hinsdale, NH 03451

  Welcome to this expansive five-bedroom, three-bath home that seamlessly blends comfort, flexibility, and classic New England charm. Set on a beautiful lot with rolling hills, this property offers the perfect backdrop for those seeking space, privacy, and endless possibilities. Designed for both everyday living and future potential, the property features a barn and a detached two-car garage with

  Megan Manley North New England Real Estate Group

  231 Chesterfield Rd, Hinsdale, NH 03451
• 

  

  /50

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  49 Oles Dr, Guilford, VT 05301

  A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47

  Kristen Ziter Taylor Brattleboro Area Realty

  49 Oles Dr, Guilford, VT 05301
• 

  

  /18

  $417,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,552 Sq Ft

  3 Ashley Ave Unit 2, Hinsdale, NH 03451

  Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully set on a beautiful one-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a nearby full bath, ideal for flexible living arrangements or one-level living. The open-concept kitchen and living area create a bright, inviting space perfect for both everyday living

  Kim Curry BHG Masiello Keene

  3 Ashley Ave Unit 2, Hinsdale, NH 03451
• 

  

  /37

  $394,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,420 Sq Ft

  9 Ashley Ave Unit 5, Hinsdale, NH 03451

  To be built Colonial offering timeless style and comfortable elegance in a peaceful country setting, just minutes from Vermont with easy access to I 91. Ideally located near Pisgah State Park and the nearby rail trail system, this home is perfect for those who enjoy outdoor recreation and scenic surroundings. The thoughtfully designed layout includes three bedrooms and three bathrooms, featuring

  Kim Curry BHG Masiello Keene

  9 Ashley Ave Unit 5, Hinsdale, NH 03451
• 

  

  /24

  $550,000

  • 4,116 Sq Ft

  33 Oak St, Brattleboro, VT 05301

  This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the

  Kate Barry EXP Realty

  33 Oak St, Brattleboro, VT 05301
• 

  

  /35

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  76 Belmont Ave, Brattleboro, VT 05301

  This meticulously maintained Cape-style home in Brattleboro, Vermont offers the perfect blend of classic charm and modern efficiency. Recent high-value improvements include a brand-new roof, upgraded 200 amp electrical service, and a dedicated electric vehicle (EV) charger. The 3 bedrooms plus office space, 2 bathrooms, dining room, and living room provide enough space to suit many options. Enjoy

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  76 Belmont Ave, Brattleboro, VT 05301
• 

  

  /23

  $159,000

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft

  219 High St Unit 3, Brattleboro, VT 05301

  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

  Kristen Ziter Taylor Brattleboro Area Realty

  219 High St Unit 3, Brattleboro, VT 05301
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  /2

  $350,000

  • 2 Beds
  • 1 Bath
  • 3,312 Sq Ft

  573 S Main St, Brattleboro, VT 05301

  Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

  Christine Lewis Brattleboro Area Realty

  573 S Main St, Brattleboro, VT 05301
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  /2

  $370,000

  • 5 Beds
  • 4 Baths
  • 3,002 Sq Ft

  10 Birge St, Brattleboro, VT 05301

  Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

  Christine Lewis Brattleboro Area Realty

  10 Birge St, Brattleboro, VT 05301
• 

  

  /13

  $149,800

  • Land
  • 4.28 Acres
  • $35,000 per Acre

  Lot 26-3 Plain Rd, Hinsdale, NH 03451

  Explore the possibilities on this 4.28 acre parcel that offers privacy, mountain scenery, and unbeatable access to the outdoors. Sitting at roughly 600 feet above sea level and abutting State Forest land, the property places you directly beside expansive protected wilderness with emerging mountain views.The land is currently being cleared, improving access with a common driveway, opening up

  Jessica Samples BHG Masiello Keene

  Lot 26-3 Plain Rd, Hinsdale, NH 03451
• 

  

  /11

  $250,000

  • Land
  • 18 Acres
  • $13,889 per Acre

  0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

  Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

  Christine Lewis Brattleboro Area Realty

  0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
• 

  

  /51

  $899,800

  • 5 Beds
  • 8 Baths
  • 7,430 Sq Ft

  925 Hinesburg Rd, Brattleboro, VT 05301

  Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

  Christine Lewis Brattleboro Area Realty

  925 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /10

  $199,000

  • Land
  • 23.1 Acres
  • $8,615 per Acre

  184 Dupre Dr, Guilford, VT 05301

  Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

  A.J. Bellville Bellville Realty

  184 Dupre Dr, Guilford, VT 05301
• 

  

  /44

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft

  380 S Main St, Brattleboro, VT 05301

  Charming and conveniently located, this inviting home is situated less than one mile from the heart of Brattleboro Village. Offering 3–4 bedrooms, including a first-floor bedroom for added flexibility, the home features a practical mudroom entry and a bright, sun-filled dining porch just off the kitchen. The basement provides a dedicated workshop area, laundry space, and ample additional storage.

  Jessica Citera Cummings & Co

  380 S Main St, Brattleboro, VT 05301
• 

  

  /3

  $125,000

  • Land
  • 1.75 Acres
  • $71,429 per Acre

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

  Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

  Christine Lewis Brattleboro Area Realty

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
• 

  

  /37

  $795,000

  • 4 Beds
  • 4 Baths
  • 3,600 Sq Ft

  5 Hillwinds N, Brattleboro, VT 05301

  Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through

  Robert Doyle Berkley & Veller Greenwood Country

  5 Hillwinds N, Brattleboro, VT 05301
• 

  

  /38

  $280,000

  • 4 Beds
  • 1 Bath
  • 1,521 Sq Ft

  134 Washington St, Brattleboro, VT 05301

  Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you’ll find spacious living areas filled with character,

  Kate Barry EXP Realty

  134 Washington St, Brattleboro, VT 05301
• 

  

  /18

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  164 Chestnut St, Brattleboro, VT 05301

  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

  Christine Lewis Brattleboro Area Realty

  164 Chestnut St, Brattleboro, VT 05301
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  /4

  $132,500

  • Land
  • 1.3 Acres
  • $101,923 per Acre

  00 Creamery Rd, Guilford, VT 05301

  Just in time for Spring building! This incredibly beautiful high meadow is perfect for your new home, be it a get away or primary. Wake up to the views of the local hills and rolling countryside...enjoy gardening, a pool, decks or covered porches ..or just install oversized windows to take advantage while you putter about! Soils tests are done...drive is into the lot...consult GMP for power...Get

  Christine Lewis Brattleboro Area Realty

  00 Creamery Rd, Guilford, VT 05301
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  /10

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  108 Morningside Commons, Brattleboro, VT 05301

  Take a deep breath...enjoy your free time...sit back and wait for the walks to be clear, the lawn mowed and the flowers to bloom...without lifting a finger! Take a dip in the clear waters of the fenced, private pool or have a game of friendly tennis or pickleball! No clean up there either! The best of the best! Top floor, end unit 2nd floor deck for looking down at the world, and windows

  Christine Lewis Brattleboro Area Realty

  108 Morningside Commons, Brattleboro, VT 05301
• 

  /2

  $80,000

  • Land
  • 1.97 Acres
  • $40,609 per Acre

  24 Summit Cir, West Brattleboro, VT 05301

  Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

  Claire Renaud Berkley & Veller Greenwood Country

  24 Summit Cir, West Brattleboro, VT 05301
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  /28

  $325,000

  • 5 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  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

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
• 

  

  /23

  $192,500

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  40 Pine St, Hinsdale, NH 03451

  Easy living! Brand new and squeaky clean! Nice park location facing the woods, with a covered porch and a deck for sun or shade. Primary is set away from the others with its own bath for maximum privacy. Laundry in utility room so you can shut the door and forget it! Huge living room can accommodate lots of friends for movie night! This is a sweet one. Buyers must meet park approval and there are

  Christine Lewis Brattleboro Area Realty

  40 Pine St, Hinsdale, NH 03451
• 

  

  /5

  $380,000

  • 6 Beds
  • 4 Baths
  • 3,264 Sq Ft

  25 Cottage St, Brattleboro, VT 05301

  Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

  Christine Lewis Brattleboro Area Realty

  25 Cottage St, Brattleboro, VT 05301
• 

  

  /13

  $127,050

  • Land
  • 3.63 Acres
  • $35,000 per Acre

  Lot 26-4 Plain Rd, Hinsdale, NH 03451

  Explore the possibilities on this 3.63 acre parcel that offers privacy, mountain scenery, and unbeatable access to the outdoors. Sitting at roughly 600 feet above sea level and abutting State Forest land, the property places you directly beside expansive protected wilderness with emerging mountain views.The land is currently being cleared, improving access with a common driveway, opening up

  Jessica Samples BHG Masiello Keene

  Lot 26-4 Plain Rd, Hinsdale, NH 03451
• 

  

  /15

  $99,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  32 Pine St, Hinsdale, NH 03451

  Well-cared-for mobile home offering comfort and convenience. The spacious primary bedroom features a private 3⁄4 bath and double closets offer great storage. A second bedroom is located on the opposite end of the home just steps from the full bathroom, providing privacy for guests or family. The property is minutes from Super Walmart and other shopping. Conveniently located about 10 minutes from

  Linda Hitchcock BHG Masiello Keene

  32 Pine St, Hinsdale, NH 03451
• 

  

  /16

  $120,000

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  18 Pine St, Hinsdale, NH 03451

  This beautifully maintained mobile home is ready for its new owner. This three-bedroom, one bathroom home, has an open concept Kitchen/Livingroom area great for entertaining. Large primary suite at one end and the two remaining bedrooms are at the other end. This home has the added extra space of a screened in porch where you can enjoy the summer evenings sitting in your favorite chair or its

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  18 Pine St, Hinsdale, NH 03451
• 

  

  /20

  $199,000

  • 2 Beds
  • 1.5 Baths
  • 955 Sq Ft

  10 Morningside Commons, Guilford, VT 05301

  Why rent when you can own this beautifully updated townhouse in a welcoming multi-generational community, ideally located near shops, restaurants public transportation, and all the conveniences you need? The bright open-concept kitchen, dining living area has been thoughtfully renovated with fresh paint, newer cabinets and appliances. First-floor laundry adds everyday ease, featuring a newer

  Kerry Mulverhill

  10 Morningside Commons, Guilford, VT 05301
• 

  

  /10

  $192,500

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  38 Cedar St, Hinsdale, NH 03451

  The best of the best! This brand new, never lived in, home is a delight. It has a large corner lot, a front porch and an open concept living area. Just think of moving right in with no muss or fuss! Be the first to come claim this beauty. Buyers must be park approved, there is a restricted breeds list on dogs, and a credit and background check is required. Easy to show.

  Christine Lewis Brattleboro Area Realty

  38 Cedar St, Hinsdale, NH 03451
• 

  

  /20

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  39 Atwood St, Brattleboro, VT 05301

  First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big

  Christine Lewis Brattleboro Area Realty

  39 Atwood St, Brattleboro, VT 05301
• 

  

  /48

  $294,000

  • 5 Beds
  • 3 Baths
  • 2,360 Sq Ft

  5 Reynolds Dr, Brattleboro, VT 05301

  Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers a rare "move-in ready" opportunity for both savvy investors and owner-occupants. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. With new toilets and stainless/modern

  Kate Barry EXP Realty

  5 Reynolds Dr, Brattleboro, VT 05301
• 

  

  /13

  $140,700

  • Land
  • 4.02 Acres
  • $35,000 per Acre

  Lot 26-2 Plain Rd, Hinsdale, NH 03451

  Explore the possibilities on this 4.02 acre parcel that offers privacy, mountain scenery, and unbeatable access to the outdoors. Sitting at roughly 600 feet above sea level and abutting State Forest land, the property places you directly beside expansive protected wilderness with emerging mountain views.The land is currently being cleared, improving access with a common driveway, opening up

  Jessica Samples BHG Masiello Keene

  Lot 26-2 Plain Rd, Hinsdale, NH 03451
• 

  

  /39

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,163 Sq Ft

  44 Cedar St, Brattleboro, VT 05301

  Welcome to 44 Cedar St! A charming and inviting 3-bedroom home located in a highly desirable neighborhood. This home offers a bright and functional open-concept kitchen with a pantry and plenty of additional storage, flowing seamlessly into the main living space, filled with abundant natural light and a warm, welcoming atmosphere. The living room features a hearth and fireplace with a woodstove

  Desiree Stango Berkley & Veller Greenwood Country

  44 Cedar St, Brattleboro, VT 05301

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