Homes for Sale near St. Michael Catholic School

• 

  

  

  /46

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  143 Hillwinds Rd, Brattleboro, VT 05301

  Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden

  Christine Lewis Brattleboro Area Realty

  143 Hillwinds Rd, Brattleboro, VT 05301
• 

  

  

  /27

  $495,000

  • 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
• 

  

  

  /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
• 

  

  

  /60

  $795,000

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  104 Juniper Ridge Rd, Brattleboro, VT 05301

  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 & 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

  Kristen Ziter Taylor Brattleboro Area Realty

  104 Juniper Ridge Rd, Brattleboro, VT 05301
• 

  

  

  /9

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  152 Middle Oxbow Rd, Hinsdale, NH 03451

  A great beginning! The hard part has been done! Stripped to the studs and debris removed! New siding, windows and doors, 200 amp service electric hook up, new 40 space panel....existing well, septic and drive all in...use the existing floor plan or now is the time to change it up. If you are a flip it contractor or a buyer with some great skills and tools, this is a great find. There is a high

  Christine Lewis Brattleboro Area Realty

  152 Middle Oxbow Rd, Hinsdale, NH 03451
• 

  

  /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
• 

  

  /51

  $244,900

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  72 Morningside Commons, Brattleboro, VT 05301

  Move up to a designer condo! Impeccable detailing by an IKEA design team raised this unit to a high level of quality. From the marble floor entrance to the architectural ceiling over the dining area to the custom kitchen and bathroom installations to the decorator lighting to the PAX closet wardrobe systems... it all speaks "beautiful". Newer features include a propane boiler and hot water heater

  Sally Fegley BHG Masiello Brattleboro

  72 Morningside Commons, Brattleboro, VT 05301
• 

  

  /17

  $285,000

  • 1 Bed
  • 1 Bath
  • 1,320 Sq Ft

  116 Birge St Unit 2, Brattleboro, VT 05301

  Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors—magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

  Christine Lewis Brattleboro Area Realty

  116 Birge St Unit 2, Brattleboro, VT 05301
• 

  

  /32

  $499,000

  • 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
• 

  

  /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
• 

  

  /12

  $159,500

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  39 Brookside Dr Unit 7, Brattleboro, VT 05301

  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,

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 7, Brattleboro, 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
• 

  

  /23

  $125,000

  • 4 Beds
  • 2 Baths
  • 1,060 Sq Ft

  18 Springbrook St, Hinsdale, NH 03451

  Wow! This 1997 home has been rejuvenated to be a 2026 fab 4 bedroom, 2 bath sweetheart of a home. New, new, new! New architectural shingles, new siding, new windows, new flooring updated baths with shower towers, new kitchen.....move right in. And, 4 bedrooms! Nice level yard with paintings, This is a must see for value and is perfect for someone who needs the extra space for office, crafts or

  Christine Lewis Brattleboro Area Realty

  18 Springbrook St, Hinsdale, NH 03451
• 

  

  /18

  $89,900

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  7 Robbins St, Hinsdale, NH 03451

  Sweet! Affordable! This three-bedroom, one-and-a-half-bath home has a wonderful huge covered porch for entertaining or hanging out in the warm months. A nice open concept floor plan with a lovely peninsula for either baking or entertaining. With the primary at one end and the jack and jill bedrooms at the other, there is privacy for light sleepers, home office or gamers. The home has nice

  Christine Lewis Brattleboro Area Realty

  7 Robbins St, Hinsdale, NH 03451
• 

  

  /25

  $50,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  48 Robbins St, Hinsdale, NH 03451

  CASH ONLY! $50,000 FIRM! AS IS! 14 month home warranty included at closing. Vintage character meets modern charm. 1969 Marlette, above grade finished area 832 sq. ft. Foot Print: 12' x 57' single level, open concept layout giving a slightly elevated view from the kitchen/dining area. Unique built in lighting in the living area adds character to this well maintained and recently updated home.

  Diana Elfreich Keller Williams Realty Metro-Keene

  48 Robbins St, 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
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  /21

  $179,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  40 Brookside Dr Unit 8, Brattleboro, VT 05301

  Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a

  Angela Sherman Brattleboro Area Realty

  40 Brookside Dr Unit 8, Brattleboro, VT 05301
• 

  

  /36

  $269,000

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft

  116 Birge St Unit 3, Brattleboro, VT 05301

  Huge price reduction! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings,

  Liz LaVorgna Brattleboro Area Realty

  116 Birge St Unit 3, Brattleboro, VT 05301
• 

  

  /26

  $550,000

  • 8 Beds
  • 4 Baths
  • 6,466 Sq Ft

  72 Landmark Hill Dr, Brattleboro, VT 05301

  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

  Christine Lewis Brattleboro Area Realty

  72 Landmark Hill Dr, Brattleboro, VT 05301
• 

  

  /16

  $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
• 

  

  /39

  $295,000

  • 4 Beds
  • 1 Bath
  • 1,248 Sq Ft

  552 - 554 Hinesburg Rd, Brattleboro, VT 05301

  Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2

  Steve Schoppmeyer BHG Masiello Brattleboro

  552 - 554 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /34

  $459,900

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  176 High St, Brattleboro, VT 05301

  Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors,

  Matt Waddington Hoffman Real Estate

  176 High 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
• 

  /2

  $95,000

  • 4 Beds
  • 2 Baths
  • 2,108 Sq Ft

  321 Williams St, Brattleboro, VT 05301

  Opportunity to live and invest in upgrades for your new home.

  Susan Bellville Bellville Realty

  321 Williams St, Brattleboro, VT 05301
• 

  

  /35

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,480 Sq Ft

  24 Laurel St, Brattleboro, VT 05301

  This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and

  Kelly Agrillo Southern Vermont Realty Group

  24 Laurel St, Brattleboro, VT 05301
• 

  

  /13

  $269,000

  • Land
  • 3.63 Acres
  • $74,105 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
• 

  

  /13

  $239,000

  • Land
  • 4.28 Acres
  • $55,841 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
• 

  

  /13

  $269,000

  • Land
  • 4.02 Acres
  • $66,915 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
• 

  

  /13

  $269,000

  • Land
  • 3.84 Acres
  • $70,052 per Acre

  Lot 26-1 Plain Rd, Hinsdale, NH 03451

  Explore the possibilities on this 3.84 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 26-1 Plain Rd, 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
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  /8

  $48,000

  • 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
• 

  

  /48

  $314,000

  • 4 Beds
  • 2 Baths
  • 1,425 Sq Ft

  821 Route 9, West Chesterfield, NH 03466

  Great opportunity to take on where the current owner left off updating this home with much to offer. Enter the home through a large mudroom that connects to the garage. The home has an open kitchen, dining and living area with bedroom on the first floor and full bath. There is a wood stove for additional heat. The front covered porch welcomes you into a small entry that also leads to the

  Sandy Cormier Greenwald Realty Group

  821 Route 9, West Chesterfield, NH 03466
• 

  

  /30

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  1089 Marlboro Rd, Brattleboro, VT 05301

  The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /39

  $585,000

  • Land
  • 67.63 Acres
  • $8,650 per Acre

  932 Middle Rd, Dummerston, VT 05301

  Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits atop

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  932 Middle Rd, Dummerston, VT 05301
• 

  /2

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  109 Central St, Brattleboro, VT 05301

  Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
• 

  /2

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  93 Clark St, Brattleboro, VT 05301

  An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only

  Christine Lewis Brattleboro Area Realty

  93 Clark St, Brattleboro, VT 05301
• 

  

  /16

  $259,900

  • Land
  • 29.2 Acres
  • $8,901 per Acre

  1270 Melendy Hill Rd, Guilford, VT 05301

  A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is a

  Christine Lewis Brattleboro Area Realty

  1270 Melendy Hill Rd, Guilford, VT 05301
• 

  

  /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
• 

  

  /48

  $380,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  183 Bear Hill Rd, Dummerston, VT 05301

  Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency. This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

  Kate Barry EXP Realty

  183 Bear Hill Rd, Dummerston, VT 05301

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