Homes for Sale near St. Michael Catholic 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
• 

  

  

  /37

  $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
• 

  

  

  /27

  $475,000

  $20K PRICE DROP

  • 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

  Open Fri 3PM - 5PM $30K PRICE DROP

  • 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

  $425,000

  Open House 6/06 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  32 Marlboro Ave, Brattleboro, VT 05301

  Timeless Cape character, thoughtful renovations, outdoor living, and rare double lot potential come together at Marlboro Avenue, a standout Brattleboro offering with both charm and opportunity. This four bedroom, two bath gem has been thoughtfully renovated throughout. The flexible layout includes bedrooms and a bath with a spa shower on the first floor, two additional bedrooms and a full bath

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  32 Marlboro Ave, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /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
• 

  

  /32

  $469,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  77 Buttonwood Dr, Brattleboro, VT 05301

  BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

  Dan Normandeau Berkley & Veller Greenwood Country

  77 Buttonwood Dr, Brattleboro, VT 05301
• 

  

  /37

  $639,000

  • 4 Beds
  • 2.5 Baths
  • 2,573 Sq Ft

  11 Strawberry Hill, Brattleboro, VT 05301

  Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed

  Dan Normandeau Berkley & Veller Greenwood Country

  11 Strawberry Hill, Brattleboro, VT 05301
• 

  

  /30

  $529,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466

  To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has other

  Sandy Cormier Greenwald Realty Group

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466
• 

  

  /24

  $535,000

  $15K PRICE DROP

  • 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
• 

  

  /6

  $295,000

  • 4 Beds
  • 2 Baths
  • 1,744 Sq Ft

  48 Pleasant St, Brattleboro, VT 05301

  This handsome two unit home is located on desirable Pleasant Street and includes a large yard with plenty of parking. Each unit is 2 bedrooms, bath, living room and kitchen and they feature softwood flooring, bulls eye molding, replacement windows, decking and a covered front porch. Tenant pays for Electric and Heat and each unit has new Buderus boilers. W&D hookup up and Coin washer and dryer in

  Robert Doyle Berkley & Veller Greenwood Country

  48 Pleasant St, Brattleboro, VT 05301
• 

  /2

  $245,000

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  69 Grove St, Brattleboro, VT 05301

  69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent

  Robert Doyle Berkley & Veller Greenwood Country

  69 Grove St, 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
• 

  

  /23

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  117 Oak Grove Ave, Brattleboro, VT 05301

  Located in one of the area’s most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a

  Liz LaVorgna Brattleboro Area Realty

  117 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /22

  $399,000

  • 9 Beds
  • 4 Baths
  • 3,286 Sq Ft

  19 Canal St, Brattleboro, VT 05301

  Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

  Karen Hoppe Berkley & Veller Greenwood Country

  19 Canal St, Brattleboro, VT 05301
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  /2

  $350,000

  $30K PRICE DROP

  • 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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  /8

  $48,000

  $4K PRICE DROP

  • Land
  • 6.1 Acres
  • $7,869 per Acre

  0 Cooke Rd, Brattleboro, VT 05301

  Amidst rolling VT farmland, sits these 6 acres in West Brattleboro. While there is road frontage on Rte 9, the driveway is off the class 4 section of Cooke Rd. There's about 250 feet of Cooke Rd that you would need to maintain before the town road. The ROW into the land parallels the power lines, which you cannot see when you're on the land. There a nice cleared shelf when you walk in and then

  Victoria Woods Brattleboro Area Realty

  0 Cooke Rd, Brattleboro, VT 05301
• 

  

  /13

  $330,000

  $5K PRICE INCREASE

  • Land
  • 2.01 Acres
  • $164,179 per Acre

  0 Stow Dr Unit 4929741, Chesterfield, NH 03466

  Great level commercial lot with easy access to Route 9 close to Brattleboro and Keene. Many options for its use.

  Sandy Cormier Greenwald Realty Group

  0 Stow Dr Unit 4929741, Chesterfield, NH 03466
• 

  /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
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  /28

  $149,800

  $89K PRICE DROP

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

  Lot 26-3 Plain Rd, Hinsdale, NH 03451

  Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy.Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your vision into reality. Plain Road in Hinsdale is highly convenient for

  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

  $49K PRICE DROP

  • 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
• 

  

  /28

  $369,900

  Open Sat 11AM - 1PM

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  39 Locust St, Brattleboro, VT 05301

  Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog,

  Christine Lewis Brattleboro Area Realty

  39 Locust St, Brattleboro, VT 05301
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  /3

  $125,000

  $50K PRICE DROP

  • 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
• 

  

  /37

  $250,000

  $40K PRICE DROP

  • 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

  $35K PRICE DROP

  • 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
• 

  

  /4

  $125,000

  $15K PRICE DROP

  • Land
  • 1.3 Acres
  • $96,154 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
• 

  

  /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

  $10K PRICE DROP

  • 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
• 

  

  /28

  $325,000

  $25K PRICE INCREASE

  • 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
• 

  

  /24

  $399,000

  • 7 Beds
  • 3 Baths
  • 3,700 Sq Ft

  197 Western Ave, Brattleboro, VT 05301

  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

  Karen Hoppe Berkley & Veller Greenwood Country

  197 Western Ave, Brattleboro, VT 05301
• 

  

  /28

  $127,050

  $142K PRICE DROP

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

  Lot 26-4 Plain Rd, Hinsdale, NH 03451

  Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy. Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your visioninto reality. Plain Road in Hinsdale is highly convenient for outdoor

  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
• 

  

  /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

  $9K PRICE DROP

  • 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

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