Rutland County VT 2-Story Homes for Sale

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  /31

  $420,000

  • 4 Beds
  • 2 Baths
  • 3,180 Sq Ft

  1 North St, Middletown Springs, VT 05757

  Known as the Jonas Clark House, this 1814 Brick Georgian style home sits proudly across from the Middletown Springs Village Green. This four bedroom, two bath home features many period details including a formal entry, spacious high ceiling rooms and original woodwork throughout. Other amenities include a modern kitchen, formal dining room, living room and den. Also, there is a basement oven

  Alan Gombosi Northland Real Estate

  1 North St, Middletown Springs, VT 05757
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  /19

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  850 Sugarwood Hill Rd, Rutland, VT 05701

  Desirable neighborhood in Rutland Town. Nicely secluded on 4 acres. House being sold "as is, where is". Requires some rehab.Great opportunity at this price.

  Christopher Fucci Chris Fucci Associates, LTD

  850 Sugarwood Hill Rd, Rutland, VT 05701
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  /22

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  622 S Main St, Danby, VT 05739

  20.38 acres and this property has always been farmed organically, no chemical pesticides in the fields. Views of the US National Forest, mature sugar maple grove, also mature, hand planted Norway Spruces. Home needs furnace repair or replacement to be habitable. Home last occupied in Oct of 2023, has been winterized. Garage was built in 2012 with electricity, automatic garage door on one bay,

  Derek Greene Derek Greene

  622 S Main St, Danby, VT 05739
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  /33

  $439,999

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  37 Cootey Ln, Wallingford, VT 05773

  Delightful well maintained home tucked away on 1.17+/- acre lot. 3 bedroom, 2.5 bath and a full basement. The fully applianced kitchen with a center island offers extra space for cooking, dining area with sliders leading out to the back yard makes it convenient for backyard bbq's. Off from the kitchen is the living room with built-ins enhanced by a propane fireplace. 9ft ceilings. A formal

  Nancy Greenwood Watson Realty & Associates

  37 Cootey Ln, Wallingford, VT 05773
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  /35

  $474,900

  • 4 Beds
  • 2.5 Baths
  • 3,680 Sq Ft

  91 White Birch Dr, Tinmouth, VT 05773

  A SECOND CHANCE to own this home presents itself! Recent contract was dissolved due to inability of the buyer to secure financing. This home is a serious VALUE at LESS THAN $475K!! VERY ATTRACTIVELY PRICED, turnkey home, ready for YOU! EXPANSIVE, well kept contemporary Colonial, situated in a BEAUTIFUL COUNTRY SETTING in quintessential Vermont. PEACEFUL surroundings, with DIRECT LAKE ACCESS to 80

  Paul Marino WWW.FLATFEEMLS4FREE.COM

  91 White Birch Dr, Tinmouth, VT 05773
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  /6

  $3,250,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,737 Sq Ft

  12B Base Camp at Bear Mountain Rd, Killington, VT 05751

  Base Camp at Bear Mountain is the newest development planned for building in Killington in more than a decade. Act now to reserve the option to purchase a 3000+ square foot ski in ski out 4 bedroom 4 bath duplex townhouse with attached 2-car garage. These townhomes will have direct ski in ski out access to and from Bear Mountain. They also will enjoy spectacular Bear Mountain ski trail views.

  Heidi Bomengen Prestige Real Estate of Killington

  12B Base Camp at Bear Mountain Rd, Killington, VT 05751
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  /38

  $265,000

  • 4 Beds
  • 1 Bath
  • 2,126 Sq Ft

  653 Main St, West Rutland, VT 05777

  Charming Village Home in the heart of West Rutland with 4 Bedrooms, 1 Bath, a large family room, screened in porch, and sunlit garden space. Located just a short walk from the West Rutland School, the town offices, public library, grocery, and the popular birding and hiking trails. This 8-room residence is warm, welcoming, and thoughtfully updated, set atop a durable marble block foundation. The

  Rondene E Wanner EXP Realty

  653 Main St, West Rutland, VT 05777
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  /36

  $279,000

  • 3 Beds
  • 1.5 Baths
  • 1,195 Sq Ft

  3 Church St, Brandon, VT 05733

  Enjoy the charm of small-town living with this beautifully renovated 3 bedroom, 1.5-bath home, that is just a short walk to Brandon’s vibrant downtown shops, cafes, and restaurants. Inside, you’ll find new flooring, fresh paint, and a loved home that is move-in ready. The spacious kitchen and living areas offer a comfortable flow, perfect for relaxing and quiet evenings at home. Upstairs

  Flex Realty Group Flex Realty

  3 Church St, Brandon, VT 05733
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  /60

  $124,900

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft

  52 Town Hill Rd, Poultney, VT 05764

  Now vacant! Conveniently located just 1.7 miles from downtown Poultney, this home has a lot of charm. Beautiful woodwork with wood flooring, natural trim, and original kitchen cabinetry. Extra large master bedroom runs the whole length of the second floor measuring 24 x 8 with a 9 x 9 bump out. The adjoining master bath is 11 x 7. The first floor has an 11 x 7 room that just needs a wall to make

  Lisa Friedman Great American Dream Realty

  52 Town Hill Rd, Poultney, VT 05764
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  /41

  $289,000

  • 2 Beds
  • 2 Baths
  • 810 Sq Ft

  133 E Mountain Rd Unit 3D8, Killington, VT 05751

  Enjoy this beautifully updated duplex-style condo in the Mountain Green Resort. Featuring 2 bedrooms, 1 full bathroom, and a 3/4 bath, this turnkey unit offers a cozy and comfortable space ideal for year-round living, a mountain getaway, or a smart investment in Vermont’s vibrant ski destination.Recently renovated with modern upgrades, this condo provides long-term value and effortless

  Shannon Handrahan

  133 E Mountain Rd Unit 3D8, Killington, VT 05751
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  /53

  $699,000

  • 2 Beds
  • 3 Baths
  • 1,265 Sq Ft

  148 Telemark Rd Unit A2, Killington, VT 05751

  TELEMARK VILLAGE on Kent Pond is spread out on a 33 Acre site, a park-like country setting with unique location and trails to Kent Pond and waterfall, enjoyable spring, summer and fall, and a quick drive to the Killington Road for skiing, restaurants and nightlife.There are new wood floors throughout the townhouse, an updated kitchen, granite countertops, and beautiful baths, all ready

  Laura Derderian Killington Valley Real Estate

  148 Telemark Rd Unit A2, Killington, VT 05751
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  /12

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  62 Elm St, Castleton, VT 05735

  This charming two-bedroom, two-bathroom home offers a fantastic opportunity for homeowners or investors alike. With approximately 1,260 square feet of interior space, the layout provides a sensible balance of shared living areas. Located just a half-mile from Vermont State University, this property is an ideal choice for students, faculty, or those looking to generate reliable rental income. The

  Nancy Greenwood Watson Realty & Associates

  62 Elm St, Castleton, VT 05735
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  /34

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  429 Black Bear Path, Mendon, VT 05701

  YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  429 Black Bear Path, Mendon, VT 05701
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  /36

  $234,900

  • 3 Beds
  • 1 Bath
  • 880 Sq Ft

  78 N Street Extension, Rutland, VT 05701

  Located in the highly sought-after North East Highlands neighborhood of Rutland City. Offering both comfort and convenience, this low-maintenance property features aluminum and vinyl siding, energy-efficient vinyl replacement windows, a newer roof, and a brand-new furnace. The paved driveway leads to an attached garage. Though under 1,000 square feet, the home boasts a good layout with a separate

  Karen Heath Four Seasons Sotheby's Int'l Realty

  78 N Street Extension, Rutland, VT 05701
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  /56

  $499,995 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 3,234 Sq Ft

  209 State St, Rutland, VT 05701

  Duplex located in the heart of Rutland City—just minutes from Killington Resort, downtown shopping, dining, and year-round events. Fully renovated and previously operated as a successful Airbnb and ski rental, this 3,200+ sq ft property includes a current occupancy permit, allowing for immediate short-term rental use. Ideal for investors or owner-occupants seeking income potential.Each

  Evan Russell Real Broker LLC

  209 State St, Rutland, VT 05701
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  /30

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  25 Vernon St, Rutland, VT 05701

  This quaint and cozy 3-bedroom, 1-bath home is full of potential and charm, located in a highly desirable neighborhood known for its friendly atmosphere and curb appeal. Nestled on a beautifully landscaped quarter-acre lot, this property offers both privacy and space to enjoy the outdoors.Inside, you’ll find a layout that offers warmth and character, just waiting for your personal touch.

  Claire Thompson Real Broker LLC

  25 Vernon St, Rutland, VT 05701
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  /27

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  39 Forest St, Rutland, VT 05701

  Charming and affordable Rutland City home perfect for first-time buyers or those looking to downsize! This 3-bedroom, 1-bath home offers flexible living with recent updates throughout, including brand-new luxury vinyl plank flooring in 2025 and new appliances in 2023. The oil tank and hot water heater were both replaced in 2024. Downstairs features a large bedroom that could easily serve as a

  Mandolyn McIntyre Real Broker LLC

  39 Forest St, Rutland, VT 05701
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  /43

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft

  112 Blanchard Ave, West Rutland, VT 05777

  Welcome to this charming 4-bedroom, 2-bath home nestled on just over a quarter of an acre. Brimming with character, this home features original woodwork, beautifully preserved built-ins, and timeless architectural details that reflect its classic charm.Inside, you’ll find a thoughtful layout that includes a convenient first-floor bedroom and a three-quarter bath with laundry, perfect for

  Claire Thompson Real Broker LLC

  112 Blanchard Ave, West Rutland, VT 05777
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  /35

  $250,000

  • 4 Beds
  • 3 Baths
  • 2,576 Sq Ft

  58 Crescent St, Rutland, VT 05701

  This well-maintained multi-family home offers charm, functionality, and great living space for both units.Unit 1 spans the first floor with 2 spacious bedrooms and a full bath, featuring a large kitchen with center island, formal dining room, and bright living room—all highlighted by beautiful hardwood floors and abundant natural light. The second floor offers bonus living space with an

  Alison McCullough Alison McCullough Real Estate

  58 Crescent St, Rutland, VT 05701
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  /29

  $1,500,000

  • 5 Beds
  • 4 Baths
  • 3,988 Sq Ft

  51 Gulf Rd, Tinmouth, VT 05773

  Located in the heart of the Taconic mountains with wide rolling meadows and a mature forest, Square Mile Farm is an inviting retreat on 644 acres with stunning pastoral views. On the farm is a light-filled 1988 four-bedroom home with an one-bedroom apartment and views of a pond and curvy mountains including Killington and Pico. The 1800s barn is an outstanding example of New England architecture.

  Dia Jenks LandVest, Inc/Woodstock

  51 Gulf Rd, Tinmouth, VT 05773
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  /45

  $150,000

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  3394 Vermont 155, Mount Holly, VT 05730

  Investor alert! 3394 Route 155 in Mount Holly is packed with potential. This 3-bedroom, 2-bathroom home with detached garage needs a full rehab and is being sold as-is, where-is—but the real value lies in the land. Nearly 5 acres with two potential building sites perched on the hill behind the existing home (no engineering or perc testing has been done), offering already-stunning views without

  Betsy Adamovich Real Broker LLC

  3394 Vermont 155, Mount Holly, VT 05730
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  /36

  $1,375,000

  • 6 Beds
  • 3 Baths
  • 3,584 Sq Ft

  96 Tabor Rd, Cuttingsville, VT 05738

  The ultimate Vermont retreat - private setting with 93.4 acres across 3 subdivided lots, featuring miles of trails, 3 ponds (one with beach area within view of house, another stocked pond with zipline), fruit trees, gardens, and open fields for year-round recreation. This 6BR, 3BA home includes a stunning two-story recent addition with 3 upstairs bedrooms and a light-filled main-level bonus room

  Kim Prins Four Seasons Sotheby's Int'l Realty

  96 Tabor Rd, Cuttingsville, VT 05738
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  /40

  $320,000

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

  121 Blanchard Ave, West Rutland, VT 05777

  WEST RUTLAND: Very well kept village home has numerous upgrades including a remodeled kitchen with an island, open concept, hardwood floors, upgraded electrical and vinyl siding. In-law apartment upstairs with separate electric and shared heat, along with upper deck. Tenants in main house are month-to-month and pay $1,800/month. Sellers previously lived in the 3-bedroom house and rent from

  Melissa Loughan Westside Real Estate

  121 Blanchard Ave, West Rutland, VT 05777
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  /13

  $2,950,000

  • 4 Beds
  • 2 Baths
  • 1,078 Sq Ft

  2134 Killington Rd, Killington, VT 05751

  Opportunity’s knocking, are you going to answer? This may be a once in a lifetime chance to grab an amazing parcel on The Killington Road. This 5.91 acre lot features two entrances, one on Killington Road and another on Butler Road. It includes 10 ERUs (sewer units) and two existing structures - perfect for housing contractors during a future build out. The land is flat to slightly sloping, zoned

  Bret Williamson Killington Valley Real Estate

  2134 Killington Rd, Killington, VT 05751
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  /18

  $249,000

  • 6 Beds
  • 4 Baths
  • 2,860 Sq Ft

  75 Harrison Ave, Rutland, VT 05701

  A Four Unit Investment Property.This reasonably well-maintained four-unit property offers two 2 bedroom and two 1 bedroom units, making it appealing to both renters and owner-occupants. This is a “turnkey” rental property, ready to generate income immediately.Located within Rutland City, near downtown shops, schools, parks, and public transportation, this property benefits from strong

  Mark Triller Real Broker LLC

  75 Harrison Ave, Rutland, VT 05701
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  /38

  $279,000

  • 4 Beds
  • 1.5 Baths
  • 3,720 Sq Ft

  9 Temple St, Rutland, VT 05701

  Welcome to 9 Temple Street, a grand, character-filled Colonial home offering over 3,700 sq ft of living space in Rutland City. Built in 1890 and thoughtfully updated, this home blends classic craftsmanship with modern essentials, making it perfect for multi-generational living, entertaining, or simply stretching out in comfort. Inside, you’ll find original birds-eye maple flooring, high ceilings,

  Leo Pond Four Seasons Sotheby's Int'l Realty

  9 Temple St, Rutland, VT 05701
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  /25

  $189,000

  • 3 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  43 Taylor Hill, Proctor, VT 05765

  Come see this charming corner-lot property located on a quiet street in the quaint and welcoming town of Proctor. Ideally situated in the heart of town, this home offers convenient access to the elementary school, local dining, and all that this tight-knit community has to offer.The spacious backyard is perfect for gatherings, summer cookouts, or even the addition of a pool—offering

  Will Spanos KW Vermont-Killington

  43 Taylor Hill, Proctor, VT 05765
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  /27

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,284 Sq Ft

  159 N Main St, Fair Haven, VT 05743

  Welcome to this cute and manageable home located in the heart of Fair Haven—just minutes from Lake Bomoseen, Castleton University, and local shopping. This move-in-ready property has been thoughtfully updated with a brand-new roof, stylish new flooring throughout, a fully renovated bathroom, and updated appliances. A new True North pellet stove adds both efficiency and cozy ambiance. Step out

  Will Spanos KW Vermont-Killington

  159 N Main St, Fair Haven, VT 05743
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  /26

  $295,000

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

  2830 Stage Rd, Benson, VT 05743

  Historic, Income-Generating, Multi-Family Property. Turnkey, investor ready, being fully updated with new plumbing, HVAC, wiring, vinyl windows, flooring, appliances, and fresh paint, is ready to own without additional investment.This completely renovated farmhouse (circa 1865) featuring 2,800 sq ft, 7 bedrooms, 3 full baths, and two separate units is ideal for an investor,

  Mark Triller Real Broker LLC

  2830 Stage Rd, Benson, VT 05743
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  /25

  $145,000

  • 2 Beds
  • 2 Baths
  • 1,981 Sq Ft

  134 Maple St, Rutland, VT 05701

  This two unit home in the heart of Rutland City is brimming with potential. A true diamond in the rough, this property offers the perfect opportunity for investors, flippers, or handy homeowners looking to bring a home back to its original charm. Set on a manageable lot in a convenient neighborhood close to shopping, dining, and schools, this home features one unit that offers a traditional

  Rhonda Nash Welcome Home Real Estate

  134 Maple St, Rutland, VT 05701
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  /33

  $399,000

  • 5 Beds
  • 3 Baths
  • 3,164 Sq Ft

  1028 Route 4a W, Castleton, VT 05735

  Versatile Castleton 3 Unit Compound on .61 Acres – Steps from Lake BomoseenDiscover an extraordinary opportunity, a blend of spacious living, income potential, and lake area lifestyle...... in historic Castleton.Situated on a .61-acre park like lot, graced with stately maple trees, mature landscaping, two Vermont slate patios, a Vermont marble fire pit—with room to expand with a pool or

  Mark Triller Real Broker LLC

  1028 Route 4a W, Castleton, VT 05735
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  /37

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  28 E Washington St, Rutland, VT 05701

  Truly charming traditional home on lovely lot in Rutland City. Old style charm with modern accents such as updated kitchen with breakfast bar, recessed lighting, stainless steel appliances, opens effortlessly to dining area and features French doors to relaxing side deck. Living room, convenient laundry room, full bathroom and bedroom complete the main floor. Upstairs you will find another full

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  28 E Washington St, Rutland, VT 05701
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  /56

  $450,000

  • 4 Beds
  • 3 Baths
  • 2,813 Sq Ft

  10 S Main St, Rutland, VT 05701

  OPEN HOUSE SATURDAY JULY 12th, 10a-1130aTimeless Treasure Overlooking Main Street Park! This stunning home, lovingly maintained, thoughtfully updated, and beautifully curated since 1900, stands as a graceful sentinel overlooking Main Street Park and the mountains to the west. With its classic architecture and flexible layout, the property bodes well for multigenerational living, spacious

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  10 S Main St, Rutland, VT 05701
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  /39

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  485 Butternut Hill Rd, Wells, VT 05774

  MOTIVATED SELLER! Will consider all REASONABLE offers. Located on 10.05 acres, this 4 bedroom, 2 bath, with a Bonus Room is tucked away along a private dead-end gravel road. A nice landscaped yard with small orchard and adjoining 175+/- acres owned by the Vermont Land Trust. First floor primary bedroom ensuite, cathedral ceiling in kitchen and a cozy wood stove for those cool winter nights.

  Cheryl Lee Tyminski Remax Summit

  485 Butternut Hill Rd, Wells, VT 05774
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  /59

  $1,440,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  418 Killington Rd, Killington, VT 05751

  PRICE IMPROVEMENT on this beautifully crafted 3-bedroom, 3 bath home with an additional in-law suite; complete with its own private entrance - offering flexibility for guests, rental potential or multigenerational living. Built in 2006, this charming Craftsman-style home is ideally situated on the Killington Access Road, placing you moments from world-class skiing, mountain biking, golf,

  Katie McFadden RE/MAX North Professionals

  418 Killington Rd, Killington, VT 05751
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  /28

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,422 Sq Ft

  33 Gibbs St, Proctor, VT 05765

  Welcome to Proctor, Vermont! This charming 3-bedroom, 2-bath home is nestled in a picturesque neighborhood known for its mature trees, lush lawns, and welcoming atmosphere. Thoughtfully updated yet full of character, this home features timeless details such as tin ceilings, gleaming wood floors, and a beautiful window seat in the dining room that floods the space with natural light. The recently

  Joshua Lemieux Remax Summit

  33 Gibbs St, Proctor, VT 05765
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  /50

  $240,000

  • 5 Beds
  • 2 Baths
  • 2,620 Sq Ft

  44 Cleveland Ave, Rutland, VT 05701

  Two-unit Colonial in the heart of Rutland City, an investment or owner-occupant opportunity. Set on historic Cleveland Avenue, this 1909 Colonial offers 2,620 finished square feet on a 0.16-acre city lot. The upper unit features 3 bedrooms and a large porch with mountain views, while the lower unit includes 2 bedrooms with three covered porches. Both units are equipped with washer and dryer.

  Rondene E Wanner EXP Realty

  44 Cleveland Ave, Rutland, VT 05701
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  /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
• 

  

  /50

  $2,400,000

  • 6 Beds
  • 5 Baths
  • 4,821 Sq Ft

  198 Prospect Point Rd, Castleton, VT 05735

  ONCE UPON A DREAM-PROSPECT POINT. An extraordinary opportunity to own a 1.73-acre private peninsula with over 560 feet of pristine WATERFRONT on Lake Bomoseen, Vermont’s largest freshwater lake. With expansive western views, unmatched privacy, and direct water access, this custom-built 4,821 sq ft home, completed in 2002, effortlessly blends timeless New England charm with the finest elements of

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  198 Prospect Point Rd, Castleton, VT 05735
• 

  

  /50

  $599,999

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  26 Fiddlehead Ln, Pittsfield, VT 05762

  Completely renovated, furnished, and equipped 3+ bedroom home offers immediate relaxation. Nestled on 1.8 acres in a highly desirable neighborhood. The large porch-way with storage leads you to a foyer with a laundry area, closet, bench seating, and shelving for travel totes. The primary bedroom boasts vaulted ceilings and large windows which bring in natural light. Upstairs, you'll find an open

  Jessica Posch Killington Pico Realty

  26 Fiddlehead Ln, Pittsfield, VT 05762

Showing Results 41 - 80, Page 2 of 4