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Homes for Sale in 05255

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  • /40

    $1,295,000

    • 4 Beds
    • 6 Baths
    • 4,272 Sq Ft

    1016 West Rd, Manchester Center, VT 05255

    Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 357-7462

    1016 West Rd, Manchester Center, VT 05255
  • /60

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,975 Sq Ft

    58 Hicks Ln, Manchester Center, VT 05255

    Discover the perfect blend of space, convenience, and lifestyle at this classic Colonial on a rare in-town 0.70-acre lot. Tucked on a quiet dead-end lane in Manchester Center, this 4-bedroom, 3-bath home offers nearly 3,000 SF of finished living space plus flexible bonus areas. The light-filled living and dining rooms feature hardwood floors, crown molding, and a traditional mantel, while the oak

    Nick Sicard EXP Realty

    58 Hicks Ln, Manchester Center, VT 05255
  • /38

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 6,998 Sq Ft

    527 Benson Rd, Manchester Center, VT 05255

    Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

    Story Jenks LandVest, Inc/Woodstock

    527 Benson Rd, Manchester Center, VT 05255
  • /43

    $1,895,000

    • 6 Beds
    • 5.5 Baths
    • 5,178 Sq Ft

    144 Taconic Rd, Manchester, VT 05255

    “The Colonial” – Queen of Taconic AvenueOne of the original summer “cottages” gracing historic Taconic Avenue, The Colonial is a crown jewel of Manchester Village. Painstakingly renovated, this stately home perfectly balances old-world charm with modern sophistication.The heart of the home is a stunning new chef’s kitchen, seamlessly blending timeless design with today’s comforts.

    Tom Deck Josiah Allen Real Estate, Manchester Branch Office

    144 Taconic Rd, Manchester, VT 05255
  • /38

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 4,650 Sq Ft

    81 Windward S, Dorset, VT 05251

    Set on a quiet private road in the heart of Dorset, Vermont, this distinguished four bedroom Colonial blends classic New England architecture with modern comfort. Framed by mountain views and surrounded by natural beauty, the property offers the perfect balance of privacy, charm, and convenience. Inside, you’ll find inviting spaces designed for both everyday living and gracious entertaining.

    Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

    81 Windward S, Dorset, VT 05251
  • /56

    $1,849,000

    • 3 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    139 Prospect St, Manchester, VT 05254

    Set against Equinox Mountain and just minutes from the thriving center of Manchester, this timeless and elegant home has been thoughtfully renovated to honor age-old craftsmanship while embracing modern building science to create a beautiful, healthy, and inviting space. Recent renovations include a comprehensive rebuild and expansion of the upper floor, Marvin windows and patio doors, charming

    Cheyanne Pugliese

    139 Prospect St, Manchester, VT 05254
  • /30

    $1,300,000

    • 11 Beds
    • 9 Baths
    • 9,560 Sq Ft

    3309 3321 Main St, Manchester, VT 05254

    A Rare Opportunity! Introducing a historically significant gem, available for the first time in over 40 years. Set in the picturesque and highly sought after Manchester Village, this timeless estate includes a grand Main House and a charming Carriage House, each situated on its own adjoining 1.27-acre lot, totaling an expansive 2.54 park-like acres. Together, the residences offer 11 bedrooms, 6

    Gregory Cutler Four Seasons Sotheby's Int'l Realty

    3309 3321 Main St, Manchester, VT 05254
  • /27

    $1,200,000

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft

    233 Squires Rd, Manchester Center, VT 05255

    Discover a rare opportunity to live and work amidst the serene beauty of Manchester, Vermont. This fully renovated 2-bedroom, 1-bath contemporary ranch, with leased solar array, is nestled on nearly 19 acres, offering a harmonious blend of modern comfort and entrepreneurial potential.The open-concept design features a spacious kitchen and living area, complemented by energy-efficient

    Mark Triller Real Broker LLC

    233 Squires Rd, Manchester Center, VT 05255
  • /45

    $1,190,000

    • 6 Beds
    • 7 Baths
    • 5,400 Sq Ft

    2001 Depot St, Manchester Center, VT 05255

    LOCATION, LOCATION: 8 minutes from Bromley, 20 minutes to Stratton, yet close to Manchester restaurants, shopping, fishing, Horse Show & golf. Built as a bed & breakfast, this fully furnished and impeccably maintained 6-bedroom, 7-bathroom retreat offers 5,400+ square feet of living space on 2 private acres—perfect for use as a primary residence, vacation getaway, or a return to its B&B roots.

    Steven Bryant TPW Real Estate

    2001 Depot St, Manchester Center, VT 05255
  • /45

    $330,000

    • 2 Beds
    • 1 Bath
    • 769 Sq Ft

    64 Bond St, Manchester Center, VT 05255

    A charming in-town home nestled on a generous .32-acre lot in the heart of Manchester, Vermont. This cozy 2-bedroom, 1-bath single-family home offers the perfect blend of small-town charm and everyday convenience. With 768 square feet of comfortable living space, it's ideal for first-time buyers, downsizers, or those seeking a weekend getaway, or investment in one of Vermont’s most desirable

    David Shehadi Josiah Allen Real Estate, Inc.

    64 Bond St, Manchester Center, VT 05255
  • /33

    $775,000

    • 4 Beds
    • 3 Baths
    • 2,924 Sq Ft

    154 Kestrel Ct, Manchester, VT 05255

    This updated taconic style unit offers room to spread out with formal living room with wood burning fireplace, dining room, and galley style kitchen, three bedrooms, a cozy den complete with wet bar and sliding glass doors to a second deck, and a lower level rec room perfect for recreation or overflow guests. Recent kitchen upgrades include: wood panel cabinets, granite countertops, gas range,

    David Halligan Four Seasons Sotheby's Int'l Realty

    154 Kestrel Ct, Manchester, VT 05255
  • /27

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    4928 Main St Unit 2, Manchester Center, VT 05255

    Fabulous two bedroom two bath condominium converted in 2017 in the heart of Manchester Center. Many fine features: Marvin windows, hardwood flooring, central air conditioning, forced hot air heat, private second floor sundeck, mountain views. This one level second floor unit is accessed by private elevator and offers pretty mountain views through the oversized 9 foot windows. The living room has

    David Halligan Four Seasons Sotheby's Int'l Realty

    4928 Main St Unit 2, Manchester Center, VT 05255
  • /30

    $629,000

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    115 Nottingham Park, Manchester Center, VT 05255

    This spacious raised ranch sits on 1.08 acres and offers seasonal western mountain views, with close proximity to both Bromley and Stratton.The home features a large, open-concept floor plan on the main level, including a living room and a combined dining/kitchen area with a cathedral ceiling and a wood-burning stove on a raised brick hearth. This floor also has three bedrooms and one full

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    115 Nottingham Park, Manchester Center, VT 05255
  • /56

    $3,350,000

    • 3 Beds
    • 4.5 Baths
    • 3,059 Sq Ft

    466 3 Maple Dr, Manchester, VT 05254

    Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design—all set on a private 3.85-acre lot with gorgeous mountain views.This home features three spacious bedroom

    David Shehadi Josiah Allen Real Estate, Inc.

    466 3 Maple Dr, Manchester, VT 05254
  • /33

    $815,000

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft

    158 Upland Downs Rd, Manchester Center, VT 05255

    This well-maintained home is nestled on an open, sunny lot with mountain views, offering a serene and picturesque setting. The property is in move-in condition and boasts one of Manchester's best locations, providing convenient access to the town, schools, and shops, all just minutes away. It is set back from the road, surrounded by beautifully landscaped lawn, gardens, and a spacious

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    158 Upland Downs Rd, Manchester Center, VT 05255
  • /21

    $425,000

    • 2 Beds
    • 1 Bath
    • 974 Sq Ft

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255

    A cozy chalet style home tucked in the woods in Winhall. Enjoy peaceful and private living with three seasons of beautiful mountain views and twinkling valley below. Hot tubbing and star gazing year round. Second owner since 1976. Updates include new metal roof, siding, deck, hot tub, kitchen, floors, bath, detached shed and more. A short drive to Bromley and Stratton Resorts. Lots of easily

    Patti Trudel RE/MAX Four Seasons

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
  • /60

    $5,250,000

    • 9 Beds
    • 10 Baths
    • 7,900 Sq Ft

    1184 E Manchester Rd, Manchester, VT 05255

    Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    1184 E Manchester Rd, Manchester, VT 05255
  • /27

    $339,000

    • 3 Beds
    • 1 Bath
    • 836 Sq Ft

    557 Beech St, Manchester Center, VT 05255

    Manchester. Let the sun shine in. Easy living on one level with 3 bedrooms. You'll enjoy sitting in the kitchen and gazing either at the mountain view or the flower garden in the backyard. Nice level area to plant a garden or play outdoor games in the yard. Detached 1 car garage, good storage and area for workbench. Quick drive into center of Manchester and minutes to the Manchester Country

    Patti Trudel RE/MAX Four Seasons

    557 Beech St, Manchester Center, VT 05255
  • /30

    $550,000

    • 2 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1439 Main St, Manchester Center, VT 05255

    Purdy School House, est. 1850 - Step into history with this lovingly preserved former schoolhouse, offering timeless character with modern comfort. Featuring 2 bedrooms, 2 baths, and a striking stone fireplace, this home blends warmth and charm. A full basement and attached one-car garage provide practical convenience. Set on 2.01 acres, the property includes a fenced dog yard and plenty of space

    Richard Slocum Four Seasons Sotheby's Int'l Realty

    1439 Main St, Manchester Center, VT 05255
  • /27

    $679,000

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    550 Finbars Forest Rd, Manchester Center, VT 05255

    Tucked away on a private two-acre lot in the heart of the Green Mountains and within the Burr & Burton Academy school district, this modern farmhouse offers a peaceful setting minutes from downtown Manchester and adjacent to Manchester Country Club. The main level features an open-concept layout with a beautifully designed kitchen at its center - rich dark cabinetry, Caesarstone quartz

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    550 Finbars Forest Rd, Manchester Center, VT 05255
  • /46

    $805,000

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    392 Powderhorn Rd, Manchester Center, VT 05255

    Set on two private acres in a desirable Manchester location, this renovated four-bedroom, three-bath Colonial offers a quiet retreat with convenient access to both Manchester and Dorset. Wide-plank pine floors and abundant natural light define the interiors, creating an inviting flow throughout. The main level includes a spacious living room with a stone fireplace, a formal dining room,

    Alexandra Crowley Four Seasons Sotheby's Int'l Realty

    392 Powderhorn Rd, Manchester Center, VT 05255
  • /23

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    258 Mending Walls Rd, Manchester Center, VT 05255

    Nestled in the highly sought-after Mending Walls Subdivision, this beautiful 4-bedroom, 4-bathroom Colonial offers the perfect blend of comfort, space, and curb appeal. Set back on a level lot, enjoy serene mornings and evenings from the welcoming front porch overlooking the expansive front yard.The main level boasts spacious living area perfect for entertaining and everyday living.

    Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    258 Mending Walls Rd, Manchester Center, VT 05255
  • /35

    $635,000

    • 5 Beds
    • 2 Baths
    • 2,050 Sq Ft

    1649 E Manchester Rd, Manchester Center, VT 05255

    Privately set yet moments from Manchester's boutiques, dining, and year-round recreation, this five-bedroom, two bath Cape offers a rare blend of quiet retreat and unmatched accessibility. Every space has been curated for comfort, versatility, and style, ideal for full-time living, a vacation escape, and many other possibilities. The kitchen, a refined anchor to the home, features stainless steel

    Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

    1649 E Manchester Rd, Manchester Center, VT 05255
  • /23

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    22 Carlen St, Manchester Center, VT 05255

    Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level

    Andy Reed Four Seasons Sotheby's Int'l Realty

    22 Carlen St, Manchester Center, VT 05255
  • /40

    $599,000

    • 2 Beds
    • 2 Baths
    • 4,044 Sq Ft

    5515 Main St, Manchester, VT 05255

    Own a piece of Vermont history and enjoy the convenience of in-town living with this charming and versatile 1830s home, located right on Main Street. Zoned for mixed use (MU2), this 2 bedroom, 2 bath property with a full kitchen blends the charm of an old Vermont home with incredible work from home or business potential. Step inside to find a home full of character, enhanced by modern updates

    Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    5515 Main St, Manchester, VT 05255
  • /22

    $895,000

    • Land
    • 24.08 Acres
    • $37,168 per Acre

    A Windsor Rd, Manchester, VT 05255

    Simply Extraordinary! 24.08 Acres with a State Wastewater Permit for 11 Bedrooms that includes 2 buildable lots within the acreage. With unrivaled easterly views, this parcel is the last permitted within what is now the Forest and Recreational/Farming and Rural Residential District of Manchester , Vermont. There will be no further development around this parcel. Abutted by protected lands and

    Kim Morgan-Wohler Wohler Realty Group

    A Windsor Rd, Manchester, VT 05255
  • /33

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,777 Sq Ft

    8920 Sage Hill Rd Unit 20, Manchester, VT 05255

    Nestled amidst the breathtaking scenery, this 3 bedroom condominium offers an idyllic escape. Inside, you're greeted by an open living space on the main floor, featuring high ceilings, natural woodwork and a wood-burning fireplace. The kitchen is spacious and flows into the dining/living area. On the main floor you'll also find the primary bedroom, full bathroom, half bath, and enclosed three

    David Halligan Four Seasons Sotheby's Int'l Realty

    8920 Sage Hill Rd Unit 20, Manchester, VT 05255
  • /23

    $4,000,000

    • 5 Beds
    • 2 Baths
    • 3,347 Sq Ft

    15 Wind Hill Rd, Manchester Center, VT 05255

    At the heart of this remarkable 136-acre property in Manchester Center, Vermont, are two distinct historic homes, each telling a story of the land’s deep roots in the Beattie-Forrest family, who have stewarded it for over a century.The original farmhouse, built circa 1800, offers five bedrooms and two baths, with timeless details including a vintage kitchen and hand-hewn timber framing.

    Paul Carroccio TPW Real Estate

    15 Wind Hill Rd, Manchester Center, VT 05255
  • /16

    $534,900

    • 3 Beds
    • 3.5 Baths
    • 1,888 Sq Ft

    14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255

    Breathtaking views of Mt Equinox from this completely updated 3 bedroom 4 bath condominium just minutes from town and the ski mountains. The top floor features a fully renovated kitchen with new cabinets, granite countertops and new windows that feature views of a lovely birch tree. The spacious living room features a deck with mountain views, cathedral ceilings and a wood burning fireplace. A

    Sean Dillon Four Seasons Sotheby's Int'l Realty

    14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255
  • /37

    $625,000

    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft

    68 Owls Nest Cir Unit B-7, Manchester, VT 05254

    Equinox on the Battenkill, is one of Southern Vermont’s premier condominium resort communities. Located in the historic Village of Manchester, nestled at the base of Mt. Equinox and situated along the acclaimed Equinox Golf Course and Battenkill River. One of it's gems, 68 Owls Nest Circle, has opened up and is priced to sell! Fresh interior and exterior paint and new windows. This charming 3

    Dana Kingsley Josiah Allen Real Estate, Manchester Branch Office

    68 Owls Nest Cir Unit B-7, Manchester, VT 05254
  • /23

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 4,508 Sq Ft

    308 Mending Walls Rd, Manchester Center, VT 05255

    NEW ROOF, 2022! NEW MOUND SYSTEM! NEW WATER FILTER SYSTEM! CHIMNEY HAS LINER! NEW NEUTRAL INTERIOR PAINT! LIGHT FILLED, WALK OUT BASEMENT!Come see this immaculate Country Cape located in the highly sought-after community of Mending Walls in Manchester, Vermont. This well-maintained 2003 home combines timeless charm with modern convenience, offering a perfect blend of cozy living and spacious

    Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    308 Mending Walls Rd, Manchester Center, VT 05255
  • /50

    $1,269,000

    • 4 Beds
    • 4 Baths
    • 4,266 Sq Ft

    693 Longview Dr, Manchester, VT 05255

    Freshly painted and ready to go this four-bedroom, four-bath home offers not only exceptional views and privacy but also the convenience of an in-town location. It's ideally situated in Manchester Village, set on three landscaped acres featuring mature trees, custom stonework, level lawns, and active brook.The interior of the home provides a comfortable living space. On the Main Level, you'll

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    693 Longview Dr, Manchester, VT 05255
  • /33

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 4,620 Sq Ft

    139 Village View Rd, Manchester, VT 05255

    From morning coffee on the deck to cozy evenings by the fire, this Manchester home is designed for comfort, flexibility, and four-season living. The main level features a bright great room, an eat-in kitchen with an adjacent covered porch, a formal dining room, a den with a fireplace, two bedrooms, a full bath, and a primary suite with a walk-in shower and a jetted tub.The finished lower

    Marek Kovac TPW Real Estate

    139 Village View Rd, Manchester, VT 05255
  • /21

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    6 Deep Woods Rd, Winhall, VT 05255

    Escape to your cozy log ski chalet nestled on a private acre in the charming town of Winhall, Vermont! This delightful 3-bedroom, 1.5-bath home offers 1116 square feet of rustic charm and modern comfort. Imagine returning from a thrilling day on the slopes of nearby Stratton or Bromley, just a short drive away, and unwinding by the crackling outdoor fireplace on your spacious patio, with festive

    Robin Apps Four Seasons Sotheby's Int'l Realty

    6 Deep Woods Rd, Winhall, VT 05255
  • /27

    $549,000

    • 2 Beds
    • 2 Baths
    • 3,478 Sq Ft

    142 Mount Aeolus Rd, Manchester, VT 05255

    A Rare Investment Opportunity in Manchester! This versatile property offers the perfect blend of commercial and residential potential, making it an ideal choice for savvy investors or those seeking a live-work setup. The upstairs features a spacious residential rental, while the lower level was recently leased to a local daycare, providing immediate rental income.This well-maintained property

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    142 Mount Aeolus Rd, Manchester, VT 05255
  • /49

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 4,634 Sq Ft

    1677 Barnumville Rd, Manchester Center, VT 05255

    This historic 19th century two-story brick Federal house was originally a popular tavern. It has been completely renovated/updated to serve today's relaxed living while retaining all classic features. A bright kitchen/dining/living great room w/fireplace is the heart of the home. A first-floor master suite includes a spa-like bath w/fireplace. There is an adjacent mudroom entrance with 1/2 bath

    R. Diedrich August

    1677 Barnumville Rd, Manchester Center, VT 05255
  • /20

    $215,000

    • Land
    • 4.46 Acres
    • $48,206 per Acre

    OA E Manchester Rd, Manchester, VT 05255

    Very desirable lot off East Manchester Road with several building possibilities. Gently sloping, preliminary septic permit in place and access to all Manchester has to offer.

    Peter Pierce EXP Realty

    OA E Manchester Rd, Manchester, VT 05255
  • /47

    $599,000

    • 5 Beds
    • 3 Baths
    • 3,836 Sq Ft

    162 Highland Ave, Manchester Center, VT 05255

    Easy Investment Opportunity! Three unit multi-family. Great passive income. Turn key money maker! Spacious layout with privacy for each unit. The main level unit offers an open living dining area, three bedrooms, one-bath with mountain views off the spacious deck. The second floor offers two separate one-bedroom, one-bath units. Each unit has its own entrance. The lower level provides storage for

    Margretta Fischer Wohler Realty Group

    162 Highland Ave, Manchester Center, VT 05255
  • /15

    $168,000

    • Land
    • 3 Acres
    • $56,000 per Acre

    530 Finbars Forest Rd, Manchester Center, VT 05255

    If you're looking for a distinctive Manchester home site, look no further than this private, wooded lot bordering the back nine of Manchester Country Club's celebrated championship golf course. The south-facing wooded lot offers the perfect blend of privacy, exquisite golf course views, and the distant backdrop of the rolling Green Mountain ridge. The location is as central as it is nestled in

    Jamie Luke TPW Real Estate

    530 Finbars Forest Rd, Manchester Center, VT 05255
  • /15

    $670,000

    • 5 Beds
    • 4 Baths
    • 3,732 Sq Ft

    105 Elm St, Manchester, VT 05255

    This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for over 30 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample of off street parking behind the building. There is coin operated

    David Citron RE/MAX Four Seasons

    105 Elm St, Manchester, VT 05255

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