$550,000 $151 per sq.ft. Brandon VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3650  |  Acres: 2.13
Listed on Wednesday Jul 9, 2025
Description: NEW CONSTRUCTION In PROCESS - Introducing a brand-new, 3 Bedroom, two-bathroom, two story home with potential for an apartment in the basement. It's located at the tranquil end of Rydon Acres in Brandon, Vermont. Tucked into a private, wooded lot with a dramatic mountain backdrop, perfect for the mountain climbing enthusiast. This home is being tailor-made for anyone who loves seamless indoor living and outdoor adventure alike. The 3,650 square-foot floor plan features an open-concept kitchen with oversized island, electric range, refrigerator, and dishwasher flowing into dining and living spaces, Three comfortable bedrooms and two full baths, bonus space above the garage. several porches to enjoy outdoor living and more! Enjoy direct Route 7 access schools, skiing, hiking and local amenities are just minutes away and endless rock-climbing possibilities right out your back door. The builder is happy to collaborate on custom finishes or layout tweaks, so you can craft the home of your dreams in one of Vermont's loveliest settings. See Listing Details & 17 images.

Under Contract Brandon VT Home for sale $565,000 $187 per sq.ft.

$565,000 $187 per sq.ft. Brandon VT Home »


Price Change! Reduced by $10,000 down 2% on June 3rd 2026
3 Beds | 3 Baths |   Total Sq. Ft. 3026  |  Acres: 3.9
Listed on Monday Apr 20, 2026
Description: Privately set on 3.9 level acres, this country estate offers space, character, and a beautiful natural setting, with tall pines and trees screening the home from the road and a year round stream below the back lawn. Inside, a spacious foyer opens to a sun filled art studio that could easily serve as a home office. The kitchen feels cozy and inviting, with a true eat in layout, beautiful granite countertops, abundant cabinetry, ample workspace, plus a mini-split for added heat and A/C. A formal dining room with an heirloom quality chandelier adds elegance, while antique Southern Colonial style lighting brings charm throughout the home. The living room is a true showpiece, featuring a slate trimmed fireplace, extensive built-in bookshelves, and a bay window that fills the room with natural light. Upstairs, the center hall staircase leads to an oversized landing, a spacious primary suite with en suite bath and walk-in closet, and two additional bright, generously sized bedrooms. The home includes three bathrooms, one of which also incorporates the washer and dryer for added convenience. Oak hardwood floors, in great condition, run throughout both levels. Downstairs, the solid basement provides excellent workshop space and storage. A two car garage, oversized paved driveway, and well built storage shed add even more practicality, while the ornate front door with fanlight, sidelights, and slate covered steps creates a memorable welcome. See Listing Details & 53 images.

$574,999 $383 per sq.ft. Brandon VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.73
Listed on Sunday Feb 15, 2026
Description: Brand-new systems, lower projected maintenance, energy and heat efficiency, one-level living, modern layout, high-end finishes, and move-in ready. Yes, you read all of that correctly! Perched atop Mount Pleasant, this thoughtfully designed home offers 3 bedrooms and 2 baths. The heart of the home is the large kitchen and living area, highlighted by 9-foot ceilings, stainless steel appliances, quartz countertops, and luxury vinyl plank flooring that flows seamlessly throughout. Sliding glass doors off the kitchen lead directly to the back deck, offering effortless indoor-outdoor flow ideal for grilling and enjoying warm Vermont summer evenings. Completed with 1500 feet of unfinished basement area for your workshops, man cave, in-home gym, or storage! *Agent has personal relationship with seller* See Listing Details & 15 images.

$679,000 $276 per sq.ft. Brandon VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2460  |  Acres: 2.11
Listed on Thursday Jul 2, 2026
Description: Some know it as the Bow House, others call it the Acorn House, but perhaps it's time to call it home. Rich in charm and character, this distinctive residence draws inspiration from the rare New England bow roof tradition, a style rooted in Maritime craftsmanship and celebrated for its graceful curved roofline. Originally influenced by the techniques of shipwrights and carpenters who built wooden boat hulls, the design creates a striking silhouette while maximizing headroom and living space on the second floor. The sweeping ceilings lend an openness that sets this home apart from more conventional New England houses. Thoughtfully updated for modern living, the current owners added a 1st flr primary suite that blends seamlessly with the original architecture, creating a home that's as functional as it is beautiful. Central A/C & heat pumps provides year-round comfort, while a woodstove in the kitchen and a pellet stove in the basement add warmth and inviting ambiance during Vermont's cooler months. Privately tucked away from the road, yet right in the heart of town, the property offers the best of both worlds. The oversized three-car garage provides exceptional space for vehicles, hobbies, or storage, and the dry basement offers even more room for organization. For buyers who appreciate homes with authentic character, thoughtful craftsmanship, and architectural significance, this is a rare opportunity. Equally appealing is its location in the heart of Brandon, one of Vermont's most vibrant villages, where galleries, studios, live performances, locally owned shops, cafés, and community events create a lively arts scene and a welcoming sense of place. Enjoy the convenience of village living while becoming part of a creative community that celebrates both history and culture. Homes with this level of architectural distinction and timeless charm seldom become available. This is more than a place to live,it's an opportunity to own a truly memorable piece of Vermont. See Listing Details & 36 images. Includes a Virtual Tour

$90,000 $87 per sq.ft. Brattleboro VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1030  |  Acres: 0.11
Listed on Tuesday Jul 8, 2025
Description: 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 fully qualified with either proof of funds or a bank rehab loan prequel letter. Pets, so flexibility is needed for showing. See Listing Details & 2 images.

$285,000 $271 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $15,000 down 5% on July 24th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1050  |  Acres: 0.15
Listed on Thursday Jul 2, 2026
Description: 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. See Listing Details & 12 images.

Under Contract Brattleboro VT Home for sale $295,000 $219 per sq.ft.

$295,000 $219 per sq.ft. Brattleboro VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1350  |  Acres: 0.14
Listed on Wednesday Jul 15, 2026
Description: Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday practicality, this home is just minutes from schools, the hospital, restaurants, shopping, and all the conveniences of in-town living. Come experience everything this Oak Grove Avenue gem has to offer. See Listing Details & 27 images.

$299,000 $160 per sq.ft. Brattleboro VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1872  |  Acres: 0.22
Listed on Sunday Jun 14, 2026
Description: Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard--perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in-law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income-producing potential, this well-priced property offers an excellent opportunity. See Listing Details & 37 images.

$299,000 $346 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $20,000 down 7% on July 29th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1140  |  Acres: 0.41
Listed on Monday Jun 22, 2026
Description: ***Open House Sunday 7/19 from 11am-1pm** Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers See Listing Details & 38 images.

Under Contract Brattleboro VT Home for sale $319,000 $245 per sq.ft.

$319,000 $245 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $20,000 down 6% on June 19th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1300  |  Acres: 0.13
Listed on Wednesday May 20, 2026
Description: 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 formal dining room, complemented by a retro-inspired kitchen full of personality. Just off the living room, the enclosed south-facing porch with newer windows may become your favorite place to relax and unwind. Upstairs offers 3 bedrooms, a bright and cheerful bath, and access to an incredible attic space with exciting potential for a studio, yoga room, office, or expanded living area. Outside, the landscaping is a delightful surprise, featuring striking artistic bluestone details and a peaceful water feature that create a private, zen-like setting rarely found in town. This is a wonderful opportunity to own a character-filled home in a neighborhood known for its quality homes, strong sense of community, and convenient access to restaurants, shopping, and local amenities. See Listing Details & 27 images.

$320,000 $278 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $33,900 down 11% on June 29th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1152  |  Acres: 0.23
Listed on Monday Feb 2, 2026
Description: 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 bedrooms and full bath up! The full basement has room for a workshop, storage or game room. Drive and carport are paved for easy maintenance. Huge shed in the back for storage or lawn care tools. Just what you have been waiting for! See Listing Details & 20 images.

$329,000 $257 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1280  |  Acres: 0.15
Listed on Thursday Apr 30, 2026
Description: Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways, easy to show. See Listing Details & 17 images.

Under Contract Brattleboro VT Home for sale $340,000 $267 per sq.ft.

$340,000 $267 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1272  |  Acres: 0.32
Listed on Wednesday May 27, 2026
Description: 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. Complete with two functional bathrooms--including one full bath with a tub/shower combo and a second featuring a retro blue shower stall--this home is ready for its next chapter. Come see all this West Brattleboro gem has to offer at our upcoming open house on Sunday, May 31st from 2:00 PM to 4:00 PM! See Listing Details & 43 images.

$344,900 $223 per sq.ft. Brattleboro VT Home »


Price Change! Reduced by $4,100 down 1% on July 6th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1550  |  Acres: 0.41
Listed on Thursday May 28, 2026
Description: 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 for sale; 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. See Listing Details & 60 images.

New Listing! Brattleboro VT Home for sale $415,000 $323 per sq.ft.

$415,000 $323 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1934  |  Acres: 0.33
Listed on Thursday Jul 30, 2026
Description: Finally! A rare offering in a neighborhood with a waiting list!! And....a rare ranch style for either aging in place or just starting out!! Nice open concept living/dining features a fireplace that has been converted to a wood stove hook up for efficient use. Private primary bath, wood floors, big mud room/ breakfast nook are some of the sweet features to look forward to. Finished basement adds family area and fitness room. Huge yard features a cute raised studio, sunny deck ad is partially fenced. Join us for an Open House Saturday, August 1st from 11 am -1 pm. See Listing Details & 31 images.

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