Homes for Sale near Rutland High School

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  /60

  $599,000

  • 3 Beds
  • 3 Baths
  • 4,372 Sq Ft

  148 Pinnacle Ridge Rd, Rutland, VT 05701

  The minute you walk through the entry of this beautifully renovated cape located in Rutland Town, just mintues from the Rutland Country Club, you will fall in love! A great flowing floor plan with new kitchen bathed in natural light featuring a custom marble eating island, marble countertops and marble trim accented with new s/s appliances, recess lighting and a huge west facing window, framing

  

  Lori Andrus-Winn

  New England Lakeside Realty

  (802) 441-6305

  148 Pinnacle Ridge Rd, Rutland, VT 05701
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  Explore Rutland High School

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  /34

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,657 Sq Ft

  6 Preville Ave, Rutland, VT 05701

  This inviting Colonial home sits on a spacious city lot with a fenced-in area—perfect for pets, play, or gardening! Inside, the bright and welcoming layout offers a comfortable flow throughout the main level. Whether you’re relaxing in the bright, sunny living room or enjoying a cup of coffee on the front porch, this home offers plenty of inviting spaces to make you feel right at home. Enjoy the

  Hughes Group Team

  Casella Real Estate

  (802) 327-7837

  6 Preville Ave, Rutland, VT 05701
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  /38

  $39,650

  • Land
  • 0.93 Acre
  • $42,634 per Acre

  30 Long Trail, Pittsford, VT 05763

  Escape to the Vermont countryside with this 0.93-acre wooded lot on Long Trail in Pittsford. Tucked in a peaceful neighborhood with paved road access and power nearby, this undeveloped parcel gives you a blank canvas to build or invest. The C-1 (Conservation I) zoning allows for a wide variety of uses build a single-family home, a two-family dwelling, or even a tiny house. Seasonal camps, mobile

  Dallas Waldon Land Boss

  30 Long Trail, Pittsford, VT 05763
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  /32

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  18 Piedmont Dr, Rutland, VT 05701

  Welcome to 18 Piedmont Drive! This 3-bedroom, 2-bathroom ranch-style home is ideally situated in one of Rutland City’s most established and desirable neighborhoods. Offering single-level living, abundant natural light, and a spacious layout, this home is perfect for those seeking comfort and convenience. Step into a warm and inviting living room with large windows and a classic floor plan that

  Rhonda Nash Welcome Home Real Estate

  18 Piedmont Dr, Rutland, VT 05701
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  /59

  $1,374,000

  • 10,398 Sq Ft

  78 Cream Hill Rd, Mendon, VT 05701

  There’s nothing like it! This historic 1840’s farmhouse-turned-inn has been hosting guests ever since its conversion in 1940. This traditionally beautiful property features 16 uniquely decorated guest suites, 50 seat restaurant with a commercial kitchen, additional outdoor patio seating, and an adjoining pub. Plus, you can live on-site in the spacious 3-bed, 2-bath inn-keeper's apartment. As for

  Kathryn Zambon Real Broker LLC

  78 Cream Hill Rd, Mendon, VT 05701
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  /52

  $349,900

  • 6 Beds
  • 2 Baths
  • 2,256 Sq Ft

  98 Forest St, Rutland, VT 05701

  Completely renovated two-unit multifamily in convenient Rutland City location. Each unit features brand-new kitchens with soft-close cabinetry, new bathrooms, new electrical, new plumbing, new windows and new high-efficiency propane heating systems. Each unit offers 3 bedrooms and 1 bathroom. with separate utilities including heating systems. Property is turn-key and ready for occupancy. Close to

  Noel Weeks Welcome Home Real Estate

  98 Forest St, Rutland, VT 05701
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  /5

  $200,000

  • 2,785 Sq Ft

  161 Forest St, Rutland, VT 05701

  Great potential in a nice neighborhood. The structure needs to be updated and some minor structure work but will be a great investment. Can be used as owner-tenant or two rental units. One four bedroom and one three bedroom unit. Garage and small shed need work or could be removed for more yard space.

  Ed Savage Gilbert Realty and Development

  161 Forest St, Rutland, VT 05701
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  /33

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  31 Chatterton Park, Proctor, VT 05765

  Price Improvement- $299,000 as-is, where-isNewly refurbished in-ground pool! This special corner-lot property offers .61 acres elevated from the road, complete with an in-ground pool, cabana with outdoor kitchen setup, with direct access to the Proctor Forest. Once the go-to spot for gatherings, celebrations, and summer entertaining, it’s ready to shine again. Listed with the town as 3

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  31 Chatterton Park, Proctor, VT 05765
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  /12

  $300,000

  • 7,886 Sq Ft

  135 Grove St, Rutland, VT 05701

  Bring your vision and tools—this massive property is ready for transformation. Once a 23-room boarding house, this impressive structure has been partially converted into a 4-5 unit multifamily building, with each unit designed to have 4+ bedrooms when complete. One of the units has been thoughtfully designed to meet ADA requirements. The groundwork has been laid, but there's still a long way to

  Betsy Adamovich Real Broker LLC

  135 Grove St, Rutland, VT 05701
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  /34

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,707 Sq Ft

  6 Moonbrook Dr, Rutland, VT 05701

  Unlock the potential of this 4-Bedroom 2.5 bath contemporary home nestled in a tranquil sought after Rutland community.A modern eat-in kitchen boasts cherry cabinets, quartz countertops, wood-look tile flooring, recessed lighting and direct, sliding glass door, access to a private 20 x 11 deck. The first floor has a primary bedroom with an en suite bath, with a walk-in closet,

  Mark Triller Real Broker LLC

  6 Moonbrook Dr, Rutland, VT 05701
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  /28

  $150,000

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

  119 N Main St, Rutland, VT 05701

  Solid family home in the heart of Rutland City. This home just needs some updating but has good bones. The first floor offers a Kitchen, dining room and large living room with fireplace which current owner does not use. There is also a pellet stove for added heat. The second floor offers 4 big bedrooms and a full bath. Hardwood floors throughout, beautiful natural woodwork and glass French doors

  Max Walker Watson Realty & Associates

  119 N Main St, Rutland, VT 05701
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  /54

  $949,000

  • 4 Beds
  • 3.5 Baths
  • 4,351 Sq Ft

  301 Wynnridge Dr, Rutland, VT 05701

  Nestled on 5.6 private acres in one of Rutland Town’s exclusive neighborhoods, this 2004 custom-built home by one of the area’s premier builders offers 4,300 square feet of beautifully finished living space. A winding paved driveway with a gracious turnaround leads you to the home, where an impressive entrance with vaulted ceilings creates a striking first impression. The heart of the home is the

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

  301 Wynnridge Dr, Rutland, VT 05701
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  /32

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  20 Brightview Ave, Rutland, VT 05701

  Discover this beautifully maintained three-bedroom, 2-bathroom raised ranch tucked away on a dead-end street in one of Rutland City’s best-kept secret neighborhoods. Set on over a half-acre lot, this property offers privacy, space, and must be seen to be truly appreciated. Step inside this sweet home to find gleaming hardwood floors and a bright, welcoming layout. The spacious living room flows

  Noel Weeks Welcome Home Real Estate

  20 Brightview Ave, Rutland, VT 05701
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  /5

  $200,000

  74 Traverse Place, Rutland, VT 05701

  Unlock the potential of this prime 0.73-acre parcel in the heart of Rutland City—a ready-to-go investment project ideal for developers or portfolio builders.Current engineering plans support either of the following configurations:Two 2-story buildings with a total of 9 spacious residential units, ORUp to 20 efficiency apartments—perfect for maximizing rental income and

  Mark Noble Welcome Home Real Estate

  74 Traverse Place, Rutland, VT 05701
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  /39

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,019 Sq Ft

  1724 Sangamon Rd, Pittsford, VT 05763

  Welcome to your peaceful mountain retreat in the heart of Vermont's premiere ski country. Only minutes from Killington and Pico Mountains, this spacious 2.5-story, 4 bedroom, 3 bathroom home offers the perfect blend of rustic charm and modern comforts. All surrounded by Vermont’s natural beauty and stunning views of Killington Mountain. Step inside to a bright and open living space where the

  Joshua Lemieux Remax Summit

  1724 Sangamon Rd, Pittsford, VT 05763
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  /31

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  48 Kendall Ave, Rutland, VT 05701

  This home features , 4 or 5 bedrooms, 3 bathrooms , formal dining room, living on the main level and a great family room upstairs which could be used as a master bedroom, nice woodwork throughout, great floor plan has a nice flow to it, very well kept up and so many updates , including fully weatherized top to bottom this past summer, Windows are new, upstairs has been painted 4 years ago and the

  Mike Kalil Watson Realty & Associates

  48 Kendall Ave, Rutland, VT 05701
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  /14

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,018 Sq Ft

  4120 Middle Rd, North Clarendon, VT 05759

  This well-kept 3-bedroom, 1-bathroom ranch offers the perfect blend of rural tranquility and easy access to the shopping, dining, and services of nearby Rutland. The home features a functional open-concept layout that combines the kitchen and living areas, The primary bedroom offers direct access to a private back porch, providing a peaceful retreat with views of the backyard.Additional

  Patrick Sady Four Corner Properties LLC

  4120 Middle Rd, North Clarendon, VT 05759
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  /9

  $175,000

  • Land
  • 29 Acres
  • $6,034 per Acre

  220 Gloria Ave, Rutland, VT 05701

  Prime 29± acres in Rutland Town offering exceptional development potential—commercial, residential, or a thoughtful mixed-use vision (subject to approvals). Gently rolling topography with multiple potential building sites, mountain-view corridors, and access from Post Road, Gloria Ave and Blue Ridge Drive. Minutes to U.S. Route 7, downtown Rutland, and ~20 minutes to Killington Resort. Electric

  Andy Paluch Longview Commercial Real Estate

  220 Gloria Ave, Rutland, VT 05701
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  /31

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,458 Sq Ft

  115 Killington Ave, Rutland, VT 05701

  Perfect, cute, and convenient — this charming home delivers big appeal where location truly matters. Recently brought back to life, this adorable property has been thoughtfully refreshed with a all-new kitchen with appliances, new bathroom, updated flooring, fresh paint, and numerous modern touches that make it feel like new. Warm natural light fills every room, creating an inviting and cheerful

  Will Spanos KW Vermont-Killington

  115 Killington Ave, Rutland, VT 05701
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  /50

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  59 Cherry St, Rutland, VT 05701

  Welcome Home to this charming and spacious 3-bedroom, 1.5-bath Colonial-style home located in Rutland City. This classic residence offers a comfortable layout with generous living spaces and plenty of character throughout. Features include a brand new heating system, multiple bonus rooms and a nice-sized yard, perfect for outdoor enjoyment. Conveniently located close to shopping, dining, schools,

  Rhonda Nash Welcome Home Real Estate

  59 Cherry St, Rutland, VT 05701
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  /20

  $235,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  90 River St, Rutland, VT 05701

  Welcome to 90 River Street—well-maintained and packed with features buyers and renters love. This bright, roomy 2 unit multi-family, offers hardwood floors, spacious living areas, and off-street parking—all just minutes from downtown Rutland’s shops, restaurants, and public transit.Enjoy a large back yard perfect for gardening, recreating, or relaxing—rare in such a central location. The

  Mark Triller Real Broker LLC

  90 River St, Rutland, VT 05701
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  /8

  $295,000

  • Land
  • 25.3 Acres
  • $11,660 per Acre

  US U S 7, Rutland, VT 05701

  Originally part of the historic Baird Farm, this 25-acre parcel in Rutland Town offers a rare opportunity along bustling Route 7. With over 1,200 feet of road frontage and excellent visibility, the land is ideally suited for future business development or investment. Once farmed by a local family, this prime location combines Vermont heritage with commercial potential—an ideal setting for your

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

  US U S 7, Rutland, VT 05701
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  /13

  $99,500

  • Land
  • 5.12 Acres
  • $19,434 per Acre

  0 Mckinley Ave, Rutland, VT 05701

  GORGEOUS 5.1-ACRE LOT IN RUTLAND TOWN – Rarely available building lot offering rolling meadows, river frontage, and stunning mountain views. Accessed by a 54’ right-of-way off McKinley Lane, this parcel opens into a picturesque meadow, providing the perfect setting to build your dream home. Highly rated elementary school just minutes away, plus school choice for high school, makes this a win/win

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

  0 Mckinley Ave, Rutland, VT 05701
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  /22

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft

  888 Pleasant St, West Rutland, VT 05777

  WEST RUTLAND: Great Investment in desireable residential neighborhood with spacious lot. Property needs total rehab and TLC. Kitchen has pantry with attached shed and enclosed porch. There's another enclosed porch on the front of the house. Also, there's a walk-in attic. An additional detached shed is located in backyard. Close to shopping, restaurants, school, Rutland, ski areas and lakes region.

  Melissa Loughan Westside Real Estate

  888 Pleasant St, West Rutland, VT 05777
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  /15

  $32,955

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  180 Stratton Rd, Rutland, VT 05701

  3 Bedroom 2 Bath Mobile home in good condition being sold "as is." Front porch with mountain views! Shed for storage. Lots of parking.

  Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

  180 Stratton Rd, Rutland, VT 05701
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  /31

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,572 Sq Ft

  11 Tuttle Meadow Dr, Rutland, VT 05701

  SEVENTY THOUSAND DOLLAR REDUCTION. Nicely sited colonial on a rare 1.38-acre lot in a quiet Northeast Rutland neighborhood, this elegant custom-built home offers the space, comfort, and quality you’ve been looking for. With over 3,500 sq ft, the home features 5 bedrooms and 4 baths, including a first-floor office with a closet and nearby full bath, ideal for guests or a 6th bedroom. The oversized

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

  11 Tuttle Meadow Dr, Rutland, VT 05701
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  /32

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  130 Curtis Ave, Rutland, VT 05701

  Ideally situated in Rutland City, this well-cared-for home offers a highly convenient location close to downtown, shopping, dining, schools, and medical services. Set on a manageable 0.30-acre city lot, the property has benefited from approximately $90,000 in updates and renovations since 2019, reflecting strong pride of ownership and thoughtful investment. The home features two bedrooms, one

  Jeremy Collins Ridgeline Real Estate

  130 Curtis Ave, Rutland, VT 05701
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  /6

  $425,000

  • 6,353 Sq Ft

  326 Main St, West Rutland, VT 05777

  Great opportunity for the savvy investor, 6 unit multi family which produces over $88,000 in gross income per year and over $58,000 in net income per year , CAP RATE at asking price is over is 13.5% , this property is offered with other two properties by the same owner a 2 family and A single family home , all are adjacent to each other

  Mike Kalil Watson Realty & Associates

  326 Main St, West Rutland, VT 05777
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  /14

  $589,500

  • 4,329 Sq Ft

  107 Franklin St, Rutland, VT 05701

  One of Rutland's most unique properties, in a very convenient location within an easy walking distance to downtown. Creatively designed and meticulously cared for, there is more to see than meets the eye.Close to skiing, golf, lakes and other recreation such as the renowned Pine Hill Bike Trail system.Owned and occupied for decades by a local professional who not only lived in

  Christopher Fucci Chris Fucci Associates, LTD

  107 Franklin St, Rutland, VT 05701
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  /43

  $1,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,262 Sq Ft

  960 E Pittsford Rd, Rutland, VT 05701

  A WORKING EQUESTRIAN ESTATE THAT FEELS LIKE A LUXURY HOME RETREAT. Great curb appeal, with a paved driveway lined by handsome wood posts and lanterns, sets the tone for this exquisite equestrian estate, blending timeless Vermont charm with luxurious living and a strong income. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was

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

  960 E Pittsford Rd, Rutland, VT 05701
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  /45

  $1,299,000

  • 10 Beds
  • 11 Baths
  • 5,970 Sq Ft

  70 N Main St, Rutland, VT 05701

  CALLING ALL INNKEEPERS! RUTLAND IS IN NEED OF A CLASSY INN!This distinguished property has been the recipient of “Best of the Best” nine years running. With the expansion of the Killington Ski Area, this is the time! Previously operated as a successful Bed and Breakfast for 21 years, this magnificent home, with extensive renovations, still holds active permits, allowing a seamless return to

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

  70 N Main St, Rutland, VT 05701
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  /54

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,565 Sq Ft

  2730 E Pittsford Rd, Rutland, VT 05701

  At the very end of a private drive in Rutland Town, this secluded property offers three one-bedroom apartments (one with a bonus room!)—two in a duplex and one above the detached garage. The duplex has already has an interior staircase and could very easily be used as a single family home if desired. Each unit showcases striking curly maple woodwork and abundant natural light from tall, oversized

  Betsy Adamovich Real Broker LLC

  2730 E Pittsford Rd, Rutland, VT 05701
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  /18

  $374,000

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  40 Hillcrest Rd, Rutland, VT 05701

  40 Hillcrest Road, Rutland, VT— $389,000 Fully renovated and move-in ready, this 3-bedroom, 2-bath home offers the perfect blend of classic Vermont charm and modern efficiency. Located in one of Rutland’s most desirable, quiet, and walkable neighborhoods, this home is ready to impress inside and out. Interior Highlights Step inside to a bright open-concept layout featuring real hardwood floors,

  Jason Saphire www.HomeZu.com

  40 Hillcrest Rd, Rutland, VT 05701
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  /34

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,900 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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  /16

  $65,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  1 Prestons Park, Rutland, VT 05701

  RUTLAND CITY: 1985 2-bedroom Single-wide Manufactured Home, deck and shed on a leased lot. Furnace is 2 years old, central air, property insulated by BROC. This is a nicely maintained mobile home park and purchase is subject to mobile home park approval, credit score - 680+, no dogs, max. 4 occupants, no renting, $525/month rent for leased lot. Trailer intended to stay on lot. Close to hospital,

  Melissa Loughan Westside Real Estate

  1 Prestons Park, Rutland, VT 05701
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  /18

  $165,000

  • 6 Beds
  • 2 Baths
  • 2,016 Sq Ft

  29 Hopkins St, Rutland, VT 05701

  Whether you are looking for a single-family home or a multi family home, this versatile opportunity has unlimited potential. Discover the perfect blend of flexibility and charm in this spacious home, thoughtfully designed to accommodate a variety of lifestyles. Currently configured as a comfortable single family residence, this property also offers the rare potential to be converted back into a

  Joshua Lemieux Remax Summit

  29 Hopkins St, Rutland, VT 05701
• 

  

  /60

  $290,000

  • 4 Beds
  • 1 Bath
  • 1,557 Sq Ft

  84 Allen St, Rutland, VT 05701

  Charming Family Home with Endless Opportunities! Welcome to this delightful 4-bedroom, 1-bathroom home, cherished by a single family that created countless memories over the years. Imagine the nostalgia of living in a property where children once rode horses and enjoyed sleigh rides. This charming home sits on a spacious double lot and features a detached 2-car garage. Just steps away, you'll

  Alison McCullough Alison McCullough Real Estate

  84 Allen St, Rutland, VT 05701
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  /55

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 5,453 Sq Ft

  127 Wynnridge Dr, Rutland, VT 05701

  Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into

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

  127 Wynnridge Dr, Rutland, VT 05701
• 

  

  /30

  $318,000

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  93 Heritage Hill Circle Place, Rutland, VT 05701

  Beautiful 2BR unit w/office area and 1.5 BA's (up and down). Roll-in shower down in master area.This extremely well-maintained unit is tucked in the corner for privacy, and includes 2 parking spaces. Amenities include updated appliances, 3 season porch with wooded view. The kitchen, dining area and living room have all been updated. Move-in condition.Heritage Hill is the perfect

  Christopher Fucci Chris Fucci Associates, LTD

  93 Heritage Hill Circle Place, Rutland, VT 05701
• 

  

  /44

  $1,299,000

  • 4 Beds
  • 4 Baths
  • 4,160 Sq Ft

  475 Brookwood, Rutland, VT 05701

  Mountain Retreat in an unbeatable convenient location!Discover your dream escape in this stunning 4,160 square-foot mountain retreat, centrally located near Killington and Pico resorts as well as Rutland town center. This spacious home offers a harmonious blend of luxury and nature, featuring over 2,000 square feet of outdoor living space designed for relaxation and entertaining.Step

  Mia Parsons Douglas Elliman of Vermont LLC

  475 Brookwood, Rutland, VT 05701

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