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Rutland County VT Homes for Sale

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  • /22

    $289,000

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,612 Sq Ft

    78 Harrison Ave, Rutland, VT 05701

    Welcome to 78 Harrison - This 4 unit multifamily property is well maintained and ready for it's next owners! A perfect candidate to add to your portfolio with a 10% cap rate and is fully occupied with market appropriate rents. Quiet, yet walkable location great for getting around to everything you need, but also tucked away enough to take a moment from the hustle and bustle of city life. Don't

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    Hughes Group Team

    Casella Real Estate

    78 Harrison Ave, Rutland, VT 05701
  • /42

    $369,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    34 Hillcrest Rd, Rutland, VT 05701

    Welcome to this charming 3-bedroom, 2-bath Cape-style home, where modern finishes meet classic character in a peaceful neighborhood setting. Offering two floors of inviting living space, this home is thoughtfully designed for comfort, functionality, and style. A first-floor bedroom and full bathroom provide added convenience and flexibility, ideal for guests, one-level living, or a home office

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    Hughes Group Team

    Casella Real Estate

    34 Hillcrest Rd, Rutland, VT 05701
  • /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

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    Nancy Liberatore

    Lakes & Homes Real Estate

    212 Thrall Rd, Poultney, VT 05764
  • /8

    $149,900

    $10K PRICE DROP
    • Land
    • 10.09 Acres
    • $14,856 per Acre

    4878 Old Stage Rd, Benson, VT 05743

    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 evergreens,

    Agent Photo

    Nancy Liberatore

    Lakes & Homes Real Estate

    4878 Old Stage Rd, Benson, VT 05743
  • /28

    $67,000

    $3K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    9 Billings Mobile Manor, Rutland, VT 05701

    This two-bedroom, one-and-a-half-bath single-wide home is conveniently located in Rutland City, just minutes from the hospital and close to all local amenities. Offered fully furnished and move-in ready, this home provides an easy transition for its next owner.Designed with single-level convenient living in mind, the home includes a washer and dryer, a garden shed for extra storage and a ramp

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    Hughes Group Team

    Casella Real Estate

    9 Billings Mobile Manor, Rutland, VT 05701
  • /52

    $749,900

    • 3 Beds
    • 3 Baths
    • 2,890 Sq Ft

    587 Johnson Spooner Rd, Fair Haven, VT 05743

    Discover this charming 3-bedroom, 3-bathroom home overlooking beautiful Lake Bomoseen, complete with deeded lake access, two docks, and a deck with space for a grill—perfect for waterfront dining and relaxation. Enjoy summer boating and winter recreation, including ice skating, ice fishing, cross-country skiing, and snowshoeing right on the lake. The remodeled kitchen opens to a bright dining

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    Hughes Group Team

    Casella Real Estate

    587 Johnson Spooner Rd, Fair Haven, VT 05743
  • /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

    Agent Photo

    Nancy Liberatore

    Lakes & Homes Real Estate

    3261 Route 30 N, Castleton, VT 05735
  • /37

    $114,900

    • 3 Beds
    • 2 Baths
    • 2,396 Sq Ft

    2990 US Route 7, Pittsford, VT 05763

    Opportunity awaits at 2990 US Route 7 in Pittsford! This approximately 1,904 sq. ft. two-story home offers a flexible canvas for the right buyer. Originally configured as a 3-bedroom, 2-bath residence, the property is ready for a full renovation and presents excellent potential to create a spacious single-family home or explore conversion to a duplex, subject to local approvals. With a full

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    Hughes Group Team

    Casella Real Estate

    2990 US Route 7, Pittsford, VT 05763
  • /29

    $539,000

    • 6,557 Sq Ft

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

    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 available upon

    Agent Photo

    Nancy Liberatore

    Lakes & Homes Real Estate

    53-55 Vt Route 30 N, Castleton, VT 05735
  • /31

    $225,000

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

    83 Granger St, Rutland, VT 05701

    Step inside this classic home at 83 Granger Street, conveniently located close to shopping, restaurants, schools, and all local amenities. Offering plenty of space and flexibility, this property features a first-floor bedroom, full bathroom, and washer/dryer hookups for added convenience and easy one-level living. While the home could benefit from some repairs and updates, it retains its timeless

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    Hughes Group Team

    Casella Real Estate

    83 Granger St, Rutland, VT 05701
  • /40

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,385 Sq Ft

    56 Blue Cat Ln, Castleton, VT 05735

    Nestled on just over 2 acres at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bath home offers privacy, space, and flexibility in scenic Castleton. Inside, you’ll find warm hardwood floors, built-in shelving in the living room, and a practical layout featuring a first-floor bedroom and full bathroom for added convenience. Upstairs offers two spacious bedrooms and an additional

    Agent Photo

    Hughes Group Team

    Casella Real Estate

    56 Blue Cat Ln, Castleton, VT 05735
  • /45

    $310,000

    $8K PRICE DROP
    • 2,556 Sq Ft

    29 Hopkins St, Rutland, VT 05701

    Back on market because buyer lost financing - no fault of the property! Completely renovated and ready to perform. This turnkey duplex at 29 Hopkins Street in Rutland City offers two spacious units, each with 3 bedrooms and 1 full bath, an ideal setup for investors or owner-occupants looking to offset their mortgage. Everything has been done. New siding, new roof, new windows, fresh paint

    Betsy Adamovich Real Broker LLC

    29 Hopkins St, Rutland, VT 05701
  • /60

    $629,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    2091 N Lake Rd, Fair Haven, VT 05743

    Seventeen acres. Lake Champlain down the road. A setup that actually delivers on the Vermont lifestyle without the usual compromises. Set along North Lake Road in Benson, just moments from the Benson boat launch, this fully renovated farmhouse sits on a highly usable mix of open pasture and productive land. About five acres are mostly fenced for animals, with the balance level, hayed, and

    Betsy Adamovich Real Broker LLC

    2091 N Lake Rd, Fair Haven, VT 05743
  • /60

    $1,295,000

    • 5 Beds
    • 4 Baths
    • 4,809 Sq Ft

    341 Turkey Farm Rd, Benson, VT 05743

    Experience the ultimate in country living on this expansive property! This nearly 5,000 sq. ft. home, nestled on over 90 acres, features 500' waterfront on Lake Champlain, two large pastures and a paddock. The home has undergone numerous upgrades along with expanded finished square footage. The open floor plan is a chef's dream, showcasing a gourmet kitchen with a granite counters,

    Stephanie Corey Adirmont Real Estate, LLC

    341 Turkey Farm Rd, Benson, VT 05743
  • /59

    $1,185,000

    $114K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    2734 Healdville Rd, Mount Holly, VT 05758

    Set at an inspiring elevation of over 2,100 feet, this contemporary mountain retreat connects you to the natural world while offering luxurious modern comfort. The home features stunning 180-degree, east-to-west views, showcasing dramatic nightly sunsets and distant Adirondack peaks. Built in 2021, this residence includes four bedrooms and five bathrooms, along with recent, valuable additions: an

    Gail Beardmore Engel & Völkers Okemo

    2734 Healdville Rd, Mount Holly, VT 05758
  • /35

    $499,000

    • 3,800 Sq Ft

    40 S Main St, Rutland, VT 05701

    Investors, take note: here's a four unit multi-family property that pairs steady rental income with a prime uptown Rutland location—a combination savvy buyers rarely stumble upon. Built for performance, this well-maintained solid building features separate utilities across its units, meaning tenants cover their own usage and you sidestep the headache of dividing bills every month. The first floor

    Nancy Greenwood Watson Realty & Associates

    40 S Main St, Rutland, VT 05701
  • /17

    $550,000

    New Construction $151K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 3,650 Sq Ft

    9 Rydon Acres, Brandon, VT 05733

    NEW CONSTRUCTION In PROCESS - Introducing a brand-new, 3 Bedroom, two-bathroom, two story home with potential for an apartment in the basement. It's located at the tranquil end of Rydon Acres in Brandon, Vermont. Tucked into a private, wooded lot with a dramatic mountain backdrop, perfect for the mountain climbing enthusiast. This home is being tailor-made for anyone who loves seamless indoor

    Roxanna Emilo Emilo Real Estate, LLC

    9 Rydon Acres, Brandon, VT 05733
  • /26

    $749,000

    $50K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,231 Sq Ft

    1295 & 1297 Route 149, Pawlet, VT 05761

    West Pawlet: Significant rental income, Annual Net Income is $66,200. Higher rental income potential in 3 years. Heat included in all apartments. 1295 Route 149: 3 Unit building. 2- 1-bedroom apartments and 1- 2-bedroom apartment. Each apartment has own forced hot air furnace and electric hot water heaters. 1297 Route 149 is in a 5-year low income program, with approx. 3 years remaining. 4- 1

    Melissa Loughan Westside Real Estate

    1295 & 1297 Route 149, Pawlet, VT 05761
  • /2

    $135,000

    $50K PRICE DROP
    • Land
    • 121.6 Acres
    • $1,110 per Acre

    1480 Route 103, Clarendon, VT 05759

    Large wooded parcel across from Southern Vermont State Airport and close to industrial parks. Frontage on paved Route 103 and a small interior Stream. This would be a great spot for a personal recreational area near Rutland and Wallingford with year-round accessibility.

    Max Walker Watson Realty & Associates

    1480 Route 103, Clarendon, VT 05759
  • /19

    $349,900

    $40K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,008 Sq Ft

    870 Little Sherburne Rd, Killington, VT 05751

    Off grid seclusion! Great opportunity to build your dream mountain getaway.12.4 acres at the end of a town-maintained road. This property is designed for a two bedroom/two bath home. The seller has put in a ton of hard work to make sure that the finished product is top notch. Solar power and completely off-grid. Gravity septic system. Generator on site.

    Ed Savage Green Mountain Premiere Properties

    870 Little Sherburne Rd, Killington, VT 05751
  • /57

    $685,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    680 Government Rd, Mount Holly, VT 05758

    Gorgeous, expansive views of Killington, and the Branch Brook Valley. This 9.45+/- acre property is surrounded by State Forest and conserved lands, and sits adjacent to the Catamount and VAST Trails. Step inside this off-grid, private sanctuary, where every inch has been thoughtfully reimagined to balance modern luxury with the quiet soul of nature. The interior serves as a cozy retreat,

    Sue Starr-Adams EXP Realty

    680 Government Rd, Mount Holly, VT 05758
  • /57

    $898,000

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    265 Telefon Trail, Killington, VT 05751

    Offered for the first time by its original owner, this distinguished Killington Basin residence was thoughtfully designed and built by renowned Roaring Brook Constructors, Killington’s award-winning design/build firm. The property offers an expansive backyard with two decks to enjoy nature. Set within the sought-after Telefon Trail neighborhood, the property offers exceptional access to the lifts

    Walter Findeisen Killington Valley Real Estate

    265 Telefon Trail, Killington, VT 05751
  • /49

    $999,999

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,430 Sq Ft

    1374 US Route 7s, Wallingford, VT 05773

    Nestled in the scenic countryside of Wallingford, Vermont, this exceptional equestrian property is a true horse lover’s dream. Set on nearly 23 picturesque acres with sweeping mountain and meadow views, this remarkable property offers everything needed for horses, hobbies, and country living. Designed with the equestrian enthusiast in mind, the property features a spacious 62’ x 120’ indoor

    Rhonda Nash Welcome Home Real Estate

    1374 US Route 7s, Wallingford, VT 05773
  • /60

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,978 Sq Ft

    1665 Frazier Hill Rd, Benson, VT 05743

    Showings start May 12th! Timeless elegance meets modern luxury at the Old Stone House at Frazier Hill! Nestled in a serene woodland setting, this stunning stone colonial home has been lovingly restored to combine historical charm with contemporary amenities. Designed for entertaining or extra income, the property includes a one-bedroom apartment over the two-car garage, complete with a private

    Stephanie Corey Adirmont Real Estate, LLC

    1665 Frazier Hill Rd, Benson, VT 05743
  • /40

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    205 E Wells Rd, Wells, VT 05774

    Welcome to the quaint and picturesque village of Wells, VT where you will discover this turnkey one-level living home. Built in 2014 by the current family and has been lovingly maintained. Sitting off the road tucked in on a level .65 acre with gazebo where the woods is your back border, creating a private and peaceful setting. A perfect location within a minute walk to the Village Green,

    Lori Andrus-Winn New England Lakeside Realty

    205 E Wells Rd, Wells, VT 05774
  • /29

    $259,500

    Open Fri 10:30AM - 12PM
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    268 Furnace Rd, Pittsford, VT 05763

    Classic Vermont charm meets everyday comfort in this inviting Pittsford Village home, where original character, thoughtful updates, and a spacious backyard come together at an exceptional value. A welcoming covered front porch offers the perfect place to enjoy your morning coffee or unwind after a busy day. Step inside to discover original hardwood floors that add warmth and timeless appeal

    Mark Triller Real Broker LLC

    268 Furnace Rd, Pittsford, VT 05763
  • /51

    $425,000

    $24K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,237 Sq Ft

    120 Killington Center Dr Unit 531 and 532, Killington, VT 05751

    KILLINGTON CENTER! Prime Killington location right off the Killington Road. Minutes to the K1 Base Lodge, walk to all the restaurants/bars or for ease use the shuttle bus steps away from the units. Strong rental investment opportunity! Gorgeous, renovated turnkey fully furnished units 531 and 532. Unit 532 is an open concept floor plan ideal for entertaining. Beautiful kitchen with breakfast bar,

    Marni Rieger KW Vermont-Killington

    120 Killington Center Dr Unit 531 and 532, Killington, VT 05751
  • /2

    $740,000

    • Land
    • 122 Acres
    • $6,066 per Acre

    00 Vt Route 100 & River Rd Unit 4, Killington, VT 05751

    A RARE combination of unspoiled forest (last cut in the 1960's), long road frontage, accessible terrain, and LOCATION! Multiple potential homesites (two easy-to-develop sites already soil tested) with View potential. Outdoors Lovers will appreciate that the Killington Resort and Town Recreation Area, state parks & accessible ponds, two golf courses, and National Forest are ALL only Minutes away!

    Jeffrey Biasuzzi VT Country Sales & Consulting Services

    00 Vt Route 100 & River Rd Unit 4, Killington, VT 05751
  • /10

    $299,000

    • 2,570 Sq Ft

    3880 U S 7, Pittsford, VT 05763

    Discover the potential that savvy investors dream about with this remarkable multi-family property. This four-bedroom, three-and-a-half-bathroom gem offers a rare chance to build substantial passive income while enjoying the charm of rural New England living. What makes this property truly shine is its impressive rental income potential. Current rents are positioned below market rates, presenting

    Brian Hill Remax Summit

    3880 U S 7, Pittsford, VT 05763
  • /22

    $225,000

    • 2,208 Sq Ft

    23 Terrill St, Rutland, VT 05701

    Offering as a multi-family with the ability for Retail, Office Space, Current Hair Salon & Income-Generating Apartment Opportunity Located on a busy street, there is an opportunity for your business, whether you are looking for office space, to recreate a retail location, or to create another income-generating rental property. Currently renting a 1-bedroom rental property on the upper level.

    Alison McCullough Alison McCullough Real Estate

    23 Terrill St, Rutland, VT 05701
  • /26

    $325,000

    • 3,369 Sq Ft

    107 Grove St, Rutland, VT 05701

    A rare opportunity to enjoy the feel of single-family living while benefiting from the income potential of a true side-by-side duplex! This charming 1920s property features two mirror-image units, each offering spacious two-story living with large living rooms, formal dining rooms, 2-baths, and three bedrooms. Rich period details, including beautiful natural woodwork, hardwood floors, and classic

    Leo Pond Four Seasons Sotheby's Int'l Realty

    107 Grove St, Rutland, VT 05701
  • /16

    $75,000

    • 2,682 Sq Ft

    11 Allen Ave, Fair Haven, VT 05743

    This Fair Haven property, located on a low-traffic side street, presents a major equity-building opportunity for a contractor or experienced investor. The house sits on a 0.24-acre lot with a detached garage and is ready for a complete interior rebuild. It is currently partially gutted, allowing you to bypass the first phase of demolition and get right to layout design and reconstruction. The

    Heather Morse Coldwell Banker Hickok and Boardman

    11 Allen Ave, Fair Haven, VT 05743
  • /60

    $839,000

    • 5 Beds
    • 5.5 Baths
    • 5,975 Sq Ft

    89 Sherri Ln, North Clarendon, VT 05759

    Sweeping Mountain Views provides a stunning backdrop for this spacious 6,000+ square foot home, offering 4 bedrooms, 4.5 baths, a flexible floor plan, and a private one-bedroom in-law apartment on 3.7 picturesque acres.Designed for both everyday living and entertainment, the main level features soaring cathedral ceilings, expansive windows, and an open-concept layout that fills the home with

    Mark Triller Real Broker LLC

    89 Sherri Ln, North Clarendon, VT 05759
  • /54

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,886 Sq Ft

    209 Kelley Hill Rd, Danby, VT 05739

    This 1989 elegant center hall colonial reproduction sits proudly along beautiful Kelley Hill Road with gorgeous sunset views over Pawlet’s Three Sisters- Haystack, Middle & Bald Mountains (AKA “Sleeping Lady”). Set on almost 12A of beautiful flat meadowland (ideal for equestrian/agricultural use,or possible additional building site) offering total privacy with 80A of protected lands across the

    Scott McChesney McChesney RE, Inc.

    209 Kelley Hill Rd, Danby, VT 05739
  • /23

    $199,000

    $26K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,228 Sq Ft

    113 Plain St, Rutland, VT 05701

    Charming remodeled 3-bedroom home with a large fenced backyard. Recent updates throughout include an upgraded kitchen, modern bathrooms, refreshed bedrooms, and renovated living areas. Main level features a convenient first-floor bedroom, oversized laundry room, and a full bathroom— ideal for single-level living. Open floor plan creates a bright, connected living and dining space. Upstairs offers

    Max Walker Watson Realty & Associates

    113 Plain St, Rutland, VT 05701
  • /41

    $549,900

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    97 Frost Hill Rd, Mount Holly, VT 05758

    Nestled on over three scenic acres in the heart of beautiful Mount Holly, Vermont, this inviting three-bedroom, two-bathroom home offers the perfect blend of comfort, privacy, and outdoor living. Surrounded by Vermont’s natural beauty, this property provides the peaceful setting you’ve been searching for while remaining close to some of the area’s best year-round recreation. Step outside and

    David Lafontaine Welcome Home Real Estate

    97 Frost Hill Rd, Mount Holly, VT 05758
  • /6

    $99,779

    New Construction
    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    81 Cramton Rd Unit L-8, Castleton, VT 05735

    Welcome to 81 Cramton Rd L-8 Castleton, VT, where modern comfort meets affordability in Fort Warren MHP! This brand-new Redman NWS F25206-66 model manufactured home offers 2 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    81 Cramton Rd Unit L-8, Castleton, VT 05735
  • /38

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    345 Danby Pawlet Rd, Danby, VT 05739

    This Nicely kept, 2005, 3 Bedroom, 2 bath Modular home sits on .5 acres, with fenced back yard. It abuts land owned by Smokey House LLC on the back and right side. Woods on all 3 sides. Updated vinyl plank floors in the Kitchen/Dining, Living Room, hall and 2 bedrooms on main level. SS kitchen appliances. Primary Bedroom on the 2nd floor offers a private bath and private office/ den/ sitting

    Rebecca Dittmeier Country Horizon Realty

    345 Danby Pawlet Rd, Danby, VT 05739
  • /40

    $499,900

    $25K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,808 Sq Ft

    1186 Route 133, West Rutland, VT 05777

    IRA: Stately Spacious Colonial with 5 bedrooms, including a 1-bedroom in-law suite/apartment (separate propane furnace), which isn't being rented currently as family uses entire house as a single family. Also, there's an attached heated 3-car garage with 11' ceiling and 10' doors, an entry mudroom and utility room. Low maintenance as exterior has vinyl siding and roof is slate and standing seem.

    Melissa Loughan Westside Real Estate

    1186 Route 133, West Rutland, VT 05777
  • /18

    $550,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    24 Victor Place, Rutland, VT 05701

    PRICE IMPROVEMENT + NEW CONSTRUCTION + MOTIVATED SELLERS! If you've been waiting for the right opportunity, this is it. This stunning new-build raised ranch is tucked away on a quiet dead-end street and offers the perfect combination of luxury, space, and convenience. Situated on a ±0.46-acre corner lot, this home features 4 bedrooms, 2.5 bathrooms, and a bright, open-concept layout designed for

    Brooke Woodard Watson Realty & Associates

    24 Victor Place, Rutland, VT 05701

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