Rutland County VT Homes for Sale

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  /60

  $495,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  224 Holden Rd, Chittenden, VT 05737

  Welcome to your ideal Vermont retreat at 224 Holden Road! Nestled on 3 private, mostly flat wooded acres in popular Chittenden, this beautifully maintained classic Cape offers the perfect blend of peaceful seclusion and convenient accessibility. Step inside to find an inviting open floor plan designed for effortless entertaining and quality time. The main level delivers the convenience of true

  

  KC Gandee

  Real Broker LLC

  224 Holden Rd, Chittenden, VT 05737
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  /35

  $525,000

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  26 Park St, Brandon, VT 05733

  Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, this stunning home seamlessly blends timeless character with modern updates. Improvements include a gorgeous new kitchen, updated bathrooms, refinished floors, new windows, spray foam insulation, boiler, water heater, electrical, plumbing, and much more. The flexible floor plan features a first-floor bedroom

  

  Beth Stanway

  IPJ Real Estate

  26 Park St, Brandon, VT 05733
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  /45

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  13 Sunset Dr, Brandon, VT 05733

  Welcome to easy, one-level living in this well-maintained two-bedroom, two-bath ranch home! The open-concept living, dining, and kitchen area features vaulted ceilings, creating a spacious and inviting great room that’s perfect for everyday living and entertaining. A mini-split system provides efficient cooling in the summer and comfortable warmth during the shoulder seasons, while a cozy gas

  

  Beth Stanway

  IPJ Real Estate

  13 Sunset Dr, Brandon, VT 05733
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  /36

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  7 High St, Brandon, VT 05733

  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

  

  Amey Ryan

  IPJ Real Estate

  7 High St, Brandon, VT 05733
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  /46

  $399,000

  $50K PRICE DROP

  • 3,323 Sq Ft

  1330 & 1340 Grove St, Brandon, VT 05733

  Well-located mixed-use investment property along the Route 7 corridor, equidistant between Middlebury and Rutland and just minutes from downtown Brandon. The main building features a street-level commercial space currently operating as a successful yoga/pilates studio (with specialized heating for hot yoga), offering excellent visibility and ample on-site parking. Residential components include a

  

  Amey Ryan

  IPJ Real Estate

  1330 & 1340 Grove St, Brandon, VT 05733
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  /30

  $325,000

  • 2,652 Sq Ft

  73 Crescent, Rutland City, VT 05701

  Turnkey 3-Unit Investment Property with Strong Occupancy & Value-Add Potential. Outstanding investment opportunity in the heart of Rutland City! This well-maintained triplex features a rock-solid rental history with zero vacancy during the current ownership. Situated in a desirable location near local schools and Pine Hill Park, this property represents an ideal addition to any portfolio or an

  

  KC Gandee

  Real Broker LLC

  73 Crescent, Rutland City, VT 05701
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  /5

  $219,900

  $5K PRICE DROP

  • Land
  • 27,442 Sq Ft
  • $349,048 per Acre

  380 Columbia Dr, Hubbardton, VT 05732

  Opportunity to own a lakefront lot. The prior cottage has been removed and there is a clean slate ready for lakefront dream! Featuring a secluded lot with private lake frontage and a 0.63 acre lot. Lake Beebe features a quaint community with no gasoline motors allowed, providing quiet water activities in a tranquil Vermont setting. All four seasons are available at your fingertips.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  380 Columbia Dr, Hubbardton, VT 05732
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  /34

  $295,000

  $25K PRICE DROP

  • 2,000 Sq Ft

  589 South St, Castleton, VT 05735

  Investment Opportunity!! Just outside the campus of Vermont State University this 2-unit multi-family property brings multiple options to consider. Situated on almost a one acre level lot with fencing on three sides this property offers privacy along with convenience. Each unit features 3 bedrooms and 1 bathroom. Current leases in place through May 2027. Easy proximity to everything Rutland

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  589 South St, Castleton, VT 05735
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  /2

  $45,000

  $5K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $112,500 per Acre

  0090 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.40 acre lot with town sewer available. Vermont Waste Water Permit in place! These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0090 Rosewood Ln, Castleton, VT 05735
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  /13

  $725,000

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft

  146 Lake Hortonia Rd, Sudbury, VT 05733

  Exceptional 8.5-Acre Lakefront Retreat on Lake Hortonia Discover the perfect blend of privacy, versatility, and waterfront living with this remarkable 8.5-acre property on beautiful Lake Hortonia. Offering expansive lake frontage and peaceful natural surroundings, this unique estate is ideal as a year-round residence, vacation getaway, or investment opportunity. The main home features comfortable

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  146 Lake Hortonia Rd, Sudbury, VT 05733
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  /28

  $615,000

  $83K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  10 Old Town Rd, Castleton, VT 05735

  Motivated Sellers!! Bring all offers today!! Welcome to this enchanting lakefront retreat, where rustic charm meets lakeside living. Nestled in a quiet bay with over 200 feet of lakefront this property includes a dock so you can start enjoying Lake Bomoseen today! Get away from the city with your own tranquil escape. Located just a short drive Killington and Pico this home offers a year-round

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  10 Old Town Rd, Castleton, VT 05735
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  /11

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  141 Roberts Ave, Poultney, VT 05764

  Welcome home to this inviting 3-bedroom, 1-bath village residence perfectly situated on a desirable corner lot. Offering a blend of comfort, convenience, and small-town charm, this property provides ample space for everyday living both inside and out. Step inside to find comfortable living spaces, well-sized bedrooms, and plenty of natural light throughout. The corner-lot location enhances curb

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  141 Roberts Ave, Poultney, VT 05764
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  /58

  $649,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  2721 Vermont 155, Mount Holly, VT 05742

  The Best of Vermont Living. At the heart of the home, a custom-crafted chef’s kitchen serves as a welcoming gathering place, while warm wood floors and an open living area create an inviting atmosphere for everyday living and effortless entertaining. Throughout the residence, oversized windows frame expansive country views, grounding you in the natural beauty of your surroundings. Beyond the

  

  Gail Beardmore

  Engel & Völkers Okemo

  2721 Vermont 155, Mount Holly, VT 05742
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  /8

  $129,900

  • Land
  • 10.09 Acres
  • $12,874 per Acre

  4878 Stage Rd, Benson, VT 05743

  Reduced 10-Acre Wooded Retreat with Primitive Camp – Prime Vermont Hunting Land Discover your own slice of the Green Mountain State with this 10-acre wooded parcel nestled in the heart of Vermont. Perfect for outdoor enthusiasts, this secluded property offers a peaceful setting ideal for hunting, camping, or simply escaping the hustle of everyday life. Tucked away among mature hardwoods and

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  4878 Stage Rd, Benson, VT 05743
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  /22

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  34 Ira Birdseye Rd, Castleton, VT 05735

  Way more than meets the eye! Over 10 acres of property with mountain views and frontage on two town roads. Meticulous details and wonderful upgrades are in place to make this a superb property. Three bedroom permitted septic, buried fiber cable in place, Starlink Broadband WiFi, paved driveway, shed, carport with electric car charging station, Tesla battery for energy storage and drilled well.

  

  Lisa Kelley

  Cummings & Co

  34 Ira Birdseye Rd, Castleton, VT 05735
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  /56

  $795,000

  $30K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 4,421 Sq Ft

  269 Hortonia Rd, Fair Haven, VT 05743

  Private 5-acre Vermont retreat with mature trees, countryside views, and a cascading waterfall. Features a stream, two-level stone patio, wood-burning Belgard pizza oven, outdoor fireplace, propane grill, and Vermont soapstone bar. Interior highlights include refined architecture, hand-hewn Hubbardton Forge lighting, custom bath finishes, luxury appliances, and expansive windows with waterfall

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  269 Hortonia Rd, Fair Haven, VT 05743
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  /46

  $799,000

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  220 Hyatt Camp Rd, Benson, VT 05743

  Discover the charm of seasonal Adirondack-style living on the highly sought-after shores of Sunset Lake. This coveted VT LakeWise Award Winning property is set on an exceptional 260 feet of pristine lakefront, this one acre inviting property offers breathtaking water views, outstanding privacy, and the perfect setting for making lasting memories. The fully insulated and heated two-car garage

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  220 Hyatt Camp Rd, Benson, VT 05743
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  /13

  $345,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  66 Murphy Dr, Hubbardton, VT 05732

  Welcome to this charming, move-in-ready home nestled on a beautifully landscaped 1.10-acre lot. Meticulously renovated, this inviting property showcases quality upgrades throughout, blending modern comforts with cozy Vermont charm. Surrounded by mature landscaping and vibrant flower beds, this secluded paradise offers the perfect balance of privacy and natural beauty. During the fall and winter

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  66 Murphy Dr, Hubbardton, VT 05732
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  /2

  $50,000

  $5K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $125,000 per Acre

  0088 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.40 acre lot with town sewer available. Vermont Waste Water Permit attached. These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0088 Rosewood Ln, Castleton, VT 05735
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  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  3516 Route 30 N, Castleton, VT 05735

  Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  3516 Route 30 N, Castleton, VT 05735
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  /58

  $149,500

  $30K PRICE DROP

  • Land
  • 10.7 Acres
  • $13,972 per Acre

  0 Applesauce Hill Rd, Castleton, VT 05735

  Discover the perfect opportunity to own 10.7 acres of scenic Vermont land on Applesauce Hill Road in Castleton. This expansive parcel offers a beautiful mix of rolling terrain, open clearings, and wooded areas, creating an ideal setting for your dream home, private retreat, or recreational getaway. Enjoy stunning mountain views from multiple vantage points, including long-distance views of Pico

  

  Jacob Barnes

  EXP Realty

  0 Applesauce Hill Rd, Castleton, VT 05735
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  /33

  $295,000

  • 2,320 Sq Ft

  855 North St, Brandon, VT 05733

  Whether you're looking for your first home with income potential or your next investment property, this versatile Brandon property offers plenty of opportunity to build equity. Live in one apartment while the rental income from the second helps offset your mortgage, or lease both units and add a solid income-producing property to your portfolio. Currently configured as two apartments separated by

  

  Beth Stanway

  IPJ Real Estate

  855 North St, Brandon, VT 05733
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  /42

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  60 Bowlsville Rd S, Mount Holly, VT 05742

  Discover your dream home at Bowlsville Rd — where contemporary style meets cozy comfort! Imagine waking up in a spacious primary bedroom on the main level, complete with a walk-in closet, and stepping into an open, airy living space filled with natural woodwork, soaring cathedral ceilings, and charming beams that add character at every turn. The large windows allow natural light to flood the

  

  Lisa Kelley

  Cummings & Co

  60 Bowlsville Rd S, Mount Holly, VT 05742
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  /48

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,453 Sq Ft

  386 Howland Farm, Mount Holly, VT 05758

  Exceptional private country home offering more than 10 acres! This home offers the perfect blend of rustic charm and modern convenience. Large two story barn will make good work shop, toy storage OR bring it back to additional living quarters! Exposed beams, sunlit rooms, large spaces and a woodstove are only a few of the stunning features you will find here. Surrounded by picturesque stone walls

  

  Lisa Kelley

  Cummings & Co

  386 Howland Farm, Mount Holly, VT 05758
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  /45

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,882 Sq Ft

  83 Pencil Mill Rd, Castleton, VT 05735

  Welcome to your Vermont retreat! Nestled on over 2 private, wooded acres, this beautifully renovated single family home offers the perfect blend of modern comfort and natural beauty. Thoughtfully updated throughout, the home features stylish finishes, an inviting layout, and move in ready convenience. Upgrades include all new flooring, heating system, new roof, appliances, bathrooms and the list

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  83 Pencil Mill Rd, Castleton, VT 05735
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  /14

  $199,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 799 Sq Ft

  1767 Vt Route 31, Poultney, VT 05764

  Charming 2-Bedroom Cape in a Peaceful Country Setting Escape to the tranquility of country living in this delightful 2-bedroom, 1-bath Cape-style home. Nestled in a serene rural setting, this cozy residence offers the perfect blend of comfort, character, and natural beauty. Inside, you’ll find a warm and inviting layout with sun-filled living spaces, a functional kitchen, and comfortable bedrooms

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  1767 Vt Route 31, Poultney, VT 05764
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  /32

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,288 Sq Ft

  212 Thrall Rd, Poultney, VT 05764

  Stunning Riverfront Living in a Historic Treasure! Welcome to this exquisite fully furnished 4-bedroom, 3-bathroom home, beautifully positioned along the gorge of the Poultney river. Listed on the Historic Registry, this 1830 tannery building seamlessly blends timeless charm with modern comforts, offering a unique opportunity to own a piece of history. Original architectural details including

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  212 Thrall Rd, Poultney, VT 05764
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  /8

  $799,000

  • 3,817 Sq Ft

  3261 Route 30 N, Castleton, VT 05735

  Lake Bomoseen Duplex with Deep Water Access Discover a rare opportunity on the shores of beautiful Lake Bomoseen. This well-positioned duplex offers the perfect combination of waterfront living and investment potential, featuring coveted deep-water access ideal for boating, swimming, fishing, and enjoying all that Vermont’s largest freshwater lake has to offer. Each unit provides comfortable

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  3261 Route 30 N, Castleton, VT 05735
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  /29

  $539,000

  • 6,557 Sq Ft

  53-55 Vt Route 30 N, Castleton, VT 05735

  Motivated Seller!! Prime Location at Castleton Four Corners !! Three buildings offering multiple uses including 3 residential rental units, 1 commercial space and 1 large 32 x 80 storage barn. All units upgraded as rentals changed. Only 1 unit left to renovate with long term tenant. This property offers an excellent investment opportunity with a great return on investment!! Financial statement's

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  53-55 Vt Route 30 N, Castleton, VT 05735
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  /60

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  94 S A Woodard Way, Castleton, VT 05735

  Thoughtfully designed for comfort, privacy, and effortless living, this exceptional executive residence is set on more than two beautifully landscaped acres in one of Vermont's most desirable year-round locations. Offering over 2,000 square feet of well-appointed single-level living, this custom-built home, completed in 2005, combines timeless craftsmanship with modern convenience. The heart of

  

  Gail Beardmore

  Engel & Völkers Okemo

  94 S A Woodard Way, Castleton, VT 05735
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  /60

  $1,650,000

  $300K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,719 Sq Ft

  1204 Bailey Rd, Cuttingsville, VT 05738

  Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with

  

  Gail Beardmore

  Engel & Völkers Okemo

  1204 Bailey Rd, Cuttingsville, VT 05738
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  /59

  $1,149,000

  $150K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  2734 Healdville Rd, Mount Holly, VT 05758

  With winter just around the corner, now is the perfect time to secure your mountain retreat near Okemo. Perched at over 2,100 feet, this exceptional contemporary home offers the ideal balance of luxury, privacy, and year-round adventure—all just 15 minutes from Okemo Mountain Resort. Designed to embrace its remarkable setting, the home captures breathtaking 180-degree panoramic views stretching

  

  Gail Beardmore

  Engel & Völkers Okemo

  2734 Healdville Rd, Mount Holly, VT 05758
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  /60

  $619,900

  $34K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,692 Sq Ft

  221 Fiddlehead Ln, Pittsfield, VT 05762

  **Your Vermont retreat begins where the ski day ends.** Enjoy everything Killington and Pico have to offer while coming home to the privacy and peace of 1.3 wooded acres in the welcoming town of Pittsfield. Beautifully maintained and thoughtfully expanded, this inviting Vermont log home offers the perfect balance of year round recreation and everyday living. With easy access to hiking, mountain

  

  Sue Walsh

  BHHS Vermont Realty Group/Middlebury

  221 Fiddlehead Ln, Pittsfield, VT 05762
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  /20

  $260,000

  • 2,060 Sq Ft

  84 Crescent St, Rutland, VT 05701

  **Turn Key Buy and Hold Investment in Rutland City!** Looking for a solid buy-and-hold in Rutland City? This is it. This meticulously maintained multi-family has been extensively updated since 2020 and is ready for its next owner, including: - New electrical panel (2022)- Plumbing and electrical updates (2020)- New oil tank (2024)- New chimney (2021)- Complete remodel, including a

  

  KC Gandee

  Real Broker LLC

  84 Crescent St, Rutland, VT 05701
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  /52

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,642 Sq Ft

  50 Rosewood Ln, Bomoseen, VT 05732

  Tucked away on a quiet dead end road in the sought-after Crystal Beach community on Lake Bomoseen, this inviting 4 bedroom, 2 bath home captures the warmth and character of Vermont living. A uplifting vaulted great room with rich knotty pine ceilings and walls, a cozy gas fireplace, Vermont slate flooring, and inviting gathering spaces create a home where everyday living feels as welcoming as a

  

  Sue Walsh

  BHHS Vermont Realty Group/Middlebury

  50 Rosewood Ln, Bomoseen, VT 05732
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  /2

  $50,000

  $5K PRICE DROP

  • Land
  • 19,166 Sq Ft
  • $113,636 per Acre

  0086 Rosewood Ln, Castleton, VT 05735

  Come build your dream home near Lake Bomoseen!! 0.44 acre lot with town sewer available. Vermont State Waste Water Permit in place!! These lots are R4 which means a Building Permit with approval of the Developmental Review Board will be required due to non-compliant set backs.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  0086 Rosewood Ln, Castleton, VT 05735
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  /37

  $319,900

  • 3 Beds
  • 2 Baths
  • 2,534 Sq Ft

  57 Lewis Ln, Fair Haven, VT 05743

  Charming Updated Ranch in a Convenient Village Location Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch, ideally situated on a level village lot close to shopping, schools, and the Village Green. Offering comfortable one-level living with thoughtful updates throughout, this home is move-in ready and designed for both everyday living and entertaining. The home features five

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  57 Lewis Ln, Fair Haven, VT 05743
• 

  

  /60

  $399,000

  $28K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  769 Straight Rd, Belmont, VT 05730

  Perched above the Green Mountain National Forest on 12 private acres, this unique 3-bedroom, 2-bath Vermont homestead offers exceptional privacy, breathtaking long-range views, and the opportunity for a more sustainable lifestyle. Large windows capture ever-changing mountain and forest vistas, while natural light fills the living spaces throughout the day. The property features solar power with

  

  Gail Beardmore

  Engel & Völkers Okemo

  769 Straight Rd, Belmont, VT 05730
• 

  

  /43

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 2,734 Sq Ft

  1871 Rte 103, Mount Holly, VT 05758

  Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful

  

  Margretta Fischer

  Wohler Realty Group

  1871 Rte 103, Mount Holly, VT 05758
• 

  

  /27

  $280,000

  • 2,336 Sq Ft

  75 North St, Rutland, VT 05701

  Prime Income Property: 3-Unit Asset in Rutland City! Looking for a lucrative 3-unit multi-family property in Rutland City? This well-maintained investment at 75 North St has featured consistent capital improvements since 2022 and is fully ready for its next owner. Unit Breakdown & Property Highlights Unit 1 (Ground Floor): Spacious 2-bedroom, 1-bath layout featuring generous living space and a

  

  KC Gandee

  Real Broker LLC

  75 North St, Rutland, VT 05701

Showing Results 1 - 40, Page 1 of 11