Roxbury Homes for Sale

Welcome to Roxbury, a vibrant neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and diverse culture, Roxbury offers a unique blend of urban living and community charm. With its tree-lined streets, historic brownstones, and modern developments, this area is a tapestry of old and new, attracting families, professionals, and artists alike. Residents enjoy easy access to public transportation, making commuting to downtown Boston a breeze, while local parks and recreational facilities provide ample opportunities for outdoor activities.

Roxbury is not just a place to live; it’s a community where neighbors become friends. The area boasts an array of local eateries, cafes, and shops that showcase the region’s culinary diversity and entrepreneurial spirit. From cozy diners to trendy boutiques, there’s always something new to discover. Additionally, Roxbury is home to several cultural landmarks and institutions that celebrate its rich heritage, making it a vibrant hub for art and education.

If you’re considering making Roxbury your home, you’re in luck! The current homes for sale in this dynamic neighborhood offer a fantastic opportunity to become part of this welcoming community. From charming single-family homes with character to modern condos featuring the latest amenities, there’s something for everyone. Many properties boast spacious layouts, updated kitchens, and beautiful outdoor spaces, perfect for enjoying the New England seasons. Whether you’re a first-time buyer or looking to invest, Roxbury’s real estate market is brimming with potential. Discover your dream home in Roxbury today and experience all that this remarkable neighborhood has to offer!

Newest Roxbury Homes for Sale

$996,000

3 Beds ⋅ 3 Baths ⋅ 5110742 MLS

Perfectly positioned for year-round recreation, you'll enjoy hiking, biking, fishing & nearby swimming holes in summer, with Sugarbush just 15+ minutes away and Mad River Glen, Stowe, the Middlebury Snow Bowl & Killington within easy reach. More than a home, this is a carefully curated Vermont sanctuary where woods & gardens invite you to relax, recharge, and experience the very best of Vermont living. Tucked away on 11+ wooded acres in Roxbury and mid-way between I-89 Exits 4 or 5 & Sugarbush, this extraordinary retreat is where craftsmanship, nature, and thoughtful design come together in perfect harmony. The property is packed with functional & luxury appointments lovingly created by its owners these past 20+ years as built by local craftsmen at Ritzer & Associates. Both the home & barn showcase custom maple cabinetry, premium appliances, beautifully finished baths, timeless materials & more throughout. Built in 2005 as a vacation home, the welcoming kitchen opens to a cozy living room anchored by a beautiful stone hearth and wood insert. A main-level bedroom and ¾ bath provide comfortable guest accommodations, while the spectacular screened porch with a stone fireplace grill is destined to become your favorite gathering place. The loft-style primary suite offers a peaceful escape & the dry snug basement is partially finished. The home is complemented by a 2-vehicle barn added in 2015 with a later finished ADU above, beautifully designed gardens, a charming garden shed, a custom chicken coop, a 3-bay equipment shed and inviting woodlands. A 20kW Kohler propane generator with a grid tied 40 panel solar array & 2 Tesla Powerwall 3’s provide electrical resiliency & savings. A Level 2 car charger’s onsite & TDS fiber is available. From the moment you turn off Town maintained West Hill Road, you'll know you've arrived somewhere special as every inch of this retreat reflects a passion for intentionally weaving exceptional quality into a peaceful Vermont lifestyle.

1369 W Hill Rd, Roxbury

$415,000

3 Beds ⋅ 2 Baths ⋅ 5110565 MLS

This is a spacious 3-bedroom 2 bath ranch on 5.79 acres with complete privacy. Livingroom and dining room provide plenty of space for gatherings and the kitchen is large enough to accommodate your table. The bedrooms are spacious with plenty of closet space. The screen porch and deck overlook the backyard with a view to the woods. There is a one car attached garage and brand new oversized two car garage with a room for a workshop in the back as well as a huge space above waiting for your imagination. Storage? Game room? Or perhaps future living space. Hop on the trails right outside your door and enjoy a quiet hike on the abandoned railroad bed. This is a great location, with easy access to Keene with all amenities and services you and your family need and it’s a quiet and peaceful setting that will rejuvenate you.

245 Branch Rd, Roxbury

$699,000

3 Beds ⋅ 2 Baths ⋅ 5110475 MLS

Some Vermont properties just hit differently. Set on 87 private acres with southern exposure, mountain views, rolling meadow, streams, woods, and direct access to outdoor adventure, this Roxbury cottage is equal parts peaceful retreat and practical escape. Tucked off a town-maintained dead-end road, the setting feels wonderfully removed, yet Warren, Waitsfield, skiing, dining, and the Mad River Valley are all within easy reach. Spend slow mornings on the wraparound porch, afternoons exploring trails, and evenings watching the light move across the mountains. Inside, the home is warm, simple, and full of character, with 2 bedrooms, 1 bath, a loft, a charming country kitchen, Andersen windows, Hardie Plank siding, a standing seam roof, updated plumbing, and high-speed internet. Water supplied by it's own natural spring fed water. The lower level has been converted into additional living space with its own bedroom, bath, kitchen, and laundry, offering flexibility for guests. With direct access to hiking, VAST snowmobile trails, quad trails, and 87 acres to roam, this is a rare Vermont real estate opportunity for anyone seeking privacy, beauty, recreation, and room to breathe. Full-time residence, weekend retreat, homestead, or vacation rental potential, this one has the kind of setting people search for and almost never find.

121 Fisher Rd, Roxbury

$725,000

3 Beds ⋅ 2 Baths ⋅ 5106759 MLS

Set on 44.8 acres of quintessential Vermont landscape and within easy reach of Sugarbush Resort, 1641 West Hill Road offers a rare combination of acreage, privacy, and year-round recreation. Whether you are drawn to skiing, hiking, hunting, snowshoeing, gardening, or simply having room to explore, this property delivers the space and freedom of a true Vermont retreat. The approximately 2,772-square-foot log home blends rustic character with flexible everyday living. A hand-built stone fireplace anchors the main living area, complemented by natural wood tones, generous gathering spaces, and views of the surrounding landscape. The main level offers a spacious kitchen and dining area, comfortable living space, a bedroom, and a bath. Upstairs are additional bedrooms, another bath, and a small landing or loft area ideal for a reading nook, office, or sitting space. The partially finished basement adds versatility for a home gym, game room, hobby space, media room, workshop, or additional relaxation area. Outside, the nearly 45 acres are the defining feature, offering room to create trails, keep animals, enjoy the woods, or simply preserve the privacy and natural setting. A detached barn provides useful space for equipment, storage, recreational gear, or projects, while the attached garage adds year-round convenience. Privately situated yet within reach of Sugarbush, Norwich University, I-89, and Central Vermont amenities, this is an opportunity to own a substantial piece of Vermont with the land, character, and flexibility to make it your own.

1641 W Hill Rd, Roxbury

$315,000

3 Beds ⋅ 2 Baths ⋅ 5101779 MLS

Welcome to this charming three-bedroom, one-and-a-half-bath home nestled on 2.57 picturesque acres in the heart of Roxbury, Vermont. Offering the perfect blend of country charm and everyday comfort, this property provides a peaceful setting with plenty of room to enjoy the outdoors. A welcoming covered porch leads into a functional layout featuring an open kitchen and dining area, ideal for gathering with family and friends. The spacious living room is filled with natural light and offers easy access to the backyard, while the first-floor primary bedroom adds convenience and flexibility. Upstairs, you'll find two additional bedrooms and a full bath, providing ample space for family, guests, or a home office. Outside, the beautifully landscaped grounds offer room for gardens, recreation, or simply relaxing while taking in the quiet Vermont surroundings. Located just minutes from Northfield and an easy drive to Montpelier, Sugarbush Resort, Mad River Glen, hiking trails, and VAST trail access, this home is perfectly situated for year-round outdoor enthusiasts. Whether you're looking for a full-time residence or a peaceful Vermont getaway, 711 Northfield Road offers country living with convenient access to everything Central Vermont has to offer.

711 Northfield Rd, Roxbury

$399,900

6 Beds ⋅ 3 Baths ⋅ 5097966 MLS

Competitively priced and packed with potential, this rare 24-acre off-grid Vermont property offers the perfect blend of privacy, space, character, and versatility. The main home features a spacious layout with a dramatic great room centered around a brick hearth and wood stove, an open kitchen, updated bathrooms, a generous primary suite, and multiple additional bedrooms. A detached gambrel-style barn adds exceptional value with an oversized two-car garage/workshop and a beautifully finished upper-level living space complete with a full kitchen, open living area, and private deck overlooking the surrounding woods. Designed for independent living, the property operates off-grid and includes approximately $80,000 in newly installed solar panels and $30,000 worth of wood stoves, providing exceptional energy efficiency and reliable year-round comfort. Whether you're looking for a private retreat, space for an extended household, or room for hobbies and recreation, this is a property that stands apart. It won't last!!

1081 Beaver Meadow Rd, Roxbury

$139,900

5079438 MLS

ATTENTION Nature Enthusiasts! Unfinished log dwelling with wood frame addition on an especially pleasant square-ish shaped, surveyed 18.06 acre lightly-wooded rural parcel the fronts on a town-maintained road at the far end of Winch Hill (Rural mail delivery thru Northfield PO, and Roxbury town plow's turnaround is only 100'+/- before driveway, so very short Class 4 road to maintain). Sizeable covered porch (12'4x24'6+13'9x19'3). Somewhat level spread of land in the vicinity of the structure. Washington Electric Power pole across road. No water service to, nor sewage disposal system in place. Well-aged Elm wood stove has provided heat, included "as is; no warranty". Roughly half of the parcel is part of a Conservation Easement, a copy of which is attached to this listing, along with the land use permit and deeds. House is being offered in "as is" condition with remaining building materials included in the sale. Take special care during showings and please let your REALTOR know when you'd like to take a look so they can accompany you.

397 Winch Hill Ext, Roxbury

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