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Rutland County VT Homes for Sale with In-Law Suite

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  • /45

    $1,200,000

    • 10 Beds
    • 4.5 Baths
    • 6,800 Sq Ft

    3356 Route 22a, Fair Haven, VT 05743

    Gone With the Wind vibes in this historic colonial farmhouse built in 1790 and registered on the National Historic Registry. This estate is comprised of several buildings on 83 scenic acres and has breathtaking sunrise mountain views. Main house, carriage house with 4 car garage, a duplex home, 11 stall stable, 2 other barns - one with indoor riding area, 2 car garage plus fenced pastures and

    Agent Photo

    Lisa Friedman

    Great American Dream Realty

    (802) 551-3041

    3356 Route 22a, Fair Haven, VT 05743
  • /60

    $1,997,000

    • 5 Beds
    • 4.5 Baths
    • 5,343 Sq Ft

    330 Rupert Hill Rd, Pawlet, VT 05761

    Amazing Agricultural Package: 54 Bucolic Acres, 360 degree hill-top views, 1407 feet Mettowee River frontage, Complete 2023 Renovation of 5343 SF contemporary farm house, Barns and Run-in sheds, Guest house, Walk to Pawlet Village convenience! That's just the tip of the iceberg... the winding drive overlooks open pastures and rolling terrain through hardwood forests as it approaches the hill top

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 327-7303

    330 Rupert Hill Rd, Pawlet, VT 05761
  • /60

    $574,900

    • 3 Beds
    • 3 Baths
    • 2,104 Sq Ft

    491 Alpine Dr, Mount Holly, VT 05758

    Motivated Seller! Rare opportunity to own this beautiful year-round Vermont Cape-style home! Only 5 minutes to Jackson Gore at Okemo. This updated and well-cared-for home has it all: hardwood floors, a cathedral ceiling, a finished basement with a kitchen, a covered rear porch, a mudroom, and a 2-car attached garage. Enjoy the backyard oasis, featuring an above-ground pool, a large CedarWorks

    Agent Photo

    Ed Wojenski

    Greenwald Realty Group

    (802) 214-7499

    491 Alpine Dr, Mount Holly, VT 05758
  • /60

    $1,499,000

    • 5 Beds
    • 4 Baths
    • 5,006 Sq Ft

    2427 Monument Hill Rd, Castleton, VT 05735

    Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook

    Michael Johnston Coldwell Banker Hickok and Boardman

    2427 Monument Hill Rd, Castleton, VT 05735
  • /60

    $1,395,000

    • 5 Beds
    • 2.5 Baths
    • 3,696 Sq Ft

    152 Wobbly Ln, Killington, VT 05751

    Situated in the heart of one of Killington’s most prestigious neighborhoods, this exceptional mountain retreat blends timeless charm with modern luxury. Just steps from the area’s premier amenities—including world-renowned skiing, snowmobiling, mountain biking, golf, fine dining, and tranquil lakes—this property offers the ultimate Vermont lifestyle. The main residence showcases a beautifully

    Will Spanos KW Vermont-Killington

    152 Wobbly Ln, Killington, VT 05751
  • /45

    $975,000

    • 5 Beds
    • 4.5 Baths
    • 4,125 Sq Ft

    1955 Saw Mill Hill Rd, Wells, VT 05774

    This idyllic gathering place set on 10+ acres showcases breathtaking mountain panoramas with numerous living possibilities. The meticulously maintained two-bedroom main house is a charming reproduction eyebrow cape with impressive architectural details. The thoughtfully designed home features living spaces that are defined by warm wood beams and an over-sized Rumford fireplace. The well-appointed

    Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    1955 Saw Mill Hill Rd, Wells, VT 05774
  • /20

    $995,000

    • 4 Beds
    • 3 Baths
    • 5,295 Sq Ft

    679 Rupert Hill Rd, Pawlet, VT 05761

    Live your BEST life here in this charming and quaint renovated farmhouse on 8 acres of private land with very little traffic. Come find your oasis in Green Mountains and you’ll have plenty of opportunities to reinvent yourself here. Enjoy cooking in this quintessential open concept farmhouse kitchen and dining area. Flooded with natural light from big beautiful, beveled glass window, you can

    Jason Saphire www.HomeZu.com

    679 Rupert Hill Rd, Pawlet, VT 05761
  • /46

    $529,000

    • 4 Beds
    • 2.5 Baths
    • 4,100 Sq Ft

    425 W Lake Rd, Wells, VT 05774

    Nestled in the picturesque town of Wells and just steps from the sparkling shores of Lake St. Catherine, this beautifully updated and fully furnished home offers the perfect blend of comfort, charm, and recreation. Whether you're looking for a primary residence or a vacation home, this versatile property has something for everyone. Step inside and discover a thoughtfully designed layout featuring

    Heather Martelle Lakes & Homes Real Estate

    425 W Lake Rd, Wells, VT 05774
  • /46

    $800,000

    • 4 Beds
    • 3.5 Baths
    • 3,385 Sq Ft

    384 Basin Rd, Brandon, VT 05733

    Discover the perfect blend of comfort, space, and natural beauty with this stunning four bedroom, four bathroom home on more than ten acres of land. Close to dining, shopping, skiing and hiking and a bustling village in Historic Brandon, Vermont. Step inside to find an updated kitchen featuring modern appliances, stone countertops, and ample cabinetry. The flow between the screened in porch,

    Max Walker Watson Realty & Associates

    384 Basin Rd, Brandon, VT 05733
  • /60

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 4,422 Sq Ft

    24 Spring Lake Rd, Cuttingsville, VT 05738

    Once a storied tavern where travelers paused before crossing a toll bridge, this stately 1782 Federal home-offering 5 bedrooms and 3.5 baths on 20+/- scenic acres is now a completely reimagined turn-key residence! The entry/study welcomes you with a classic Vermont hearth. A first floor ensuite bedroom has soaring ceilings, a dramatic arched window, skylights, an elegant woodburning fireplace and

    Geralyn Donohue Engel & Völkers Okemo

    24 Spring Lake Rd, Cuttingsville, VT 05738
  • /52

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 3,200 Sq Ft

    91 Mountain View Dr, Killington, VT 05751

    Spectacular contemporary mountain home in the heart of Killington! This 5-bedroom, 4.5-bathroom retreat sits on 0.8 acres and offers 3,200 sq ft of thoughtfully designed living space. Enjoy breathtaking views of the ski slopes right from your spacious eat-in kitchen, complete with a large center island — ideal for hosting apres-ski gatherings.This home features a private ensuite with a

    Mark Noble Welcome Home Real Estate

    91 Mountain View Dr, Killington, VT 05751
  • /55

    $579,000

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    118 High Ridge Rd Unit E-18, Killington, VT 05751

    Make your trip to Killington World Class Resort easy every day. Take the shuttle bus that runs every 15 minutes to the resort base lodge(s) and then ski home on the High Ridge Ski Trail and never worry about parking! This unit has been nicely updated with appliances, automatic sink, new paint and new home furnishings which transfer with sale. Amazing mountain views off of your back balcony,

    Tucker Adirondack Lange Vermont Real Estate Company

    118 High Ridge Rd Unit E-18, Killington, VT 05751
  • /58

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,567 Sq Ft

    1102 Drake Rd, Castleton, VT 05732

    Stunning Views, Lake Bomoseen Proximity, and Versatile Living Spaces at 1102 Drake Road! This exceptional property offers breathtaking views of Birdseye Mountain, comfy living spaces, and a stellar location close to Vermont’s largest lake. The main home features 2 spacious bedrooms & a huge full bath, large kitchen with slate floors & a gorgeous island, an enclosed sunroom, & an inviting living

    Betsy Adamovich Real Broker LLC

    1102 Drake Rd, Castleton, VT 05732
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