Colonial Homes for Sale in Rutland County VT

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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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  /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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  /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
• 

  

  

  /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
• 

  

  

  /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
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  /16

  $65,000

  $10K PRICE DROP

  • 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
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  /54

  $599,000

  $50K PRICE DROP

  • 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
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  /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
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  /52

  $739,900

  $10K PRICE DROP

  • 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

  Hughes Group Team Casella Real Estate

  587 Johnson Spooner Rd, Fair Haven, VT 05743
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  /40

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  9 Park St, Proctor, VT 05765

  Idyllic colonial home with plenty of space for gathering with friends, family and guests with multiple bedrooms, bathrooms, dining space and a great back yard. There's also an enclosed porch and rooms that could have versatile use like the butlers pantry!The 2nd floor has 3 nice bedrooms and and usable attic for storage or potentially more. Everything Proctor has to offer is nearby and ready

  Max Walker Watson Realty & Associates

  9 Park St, Proctor, VT 05765
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  /59

  $1,750,000

  • 4 Beds
  • 2.5 Baths
  • 2,796 Sq Ft

  1333 Route 153, Pawlet, VT 05775

  Consider Stebbins Bardwell’s Legacy: A rare opportunity to own a storied 300-acre Vermont farm rooted in American agricultural history. Established in 1863 as Vermont’s first cheesemaking co-op by Consider Stebbins Bardwell, this remarkable property has been thoughtfully revived for modern use. From 2004-2020 the current owners revived and reinvented the farm’s cheesemaking tradition, producing

  Scott McChesney McChesney RE, Inc.

  1333 Route 153, Pawlet, VT 05775
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  /31

  $215,000

  $10K PRICE DROP

  • 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

  Hughes Group Team Casella Real Estate

  83 Granger St, Rutland, VT 05701
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  /24

  $295,000

  $54K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,004 Sq Ft

  1441 E Main St, Poultney, VT 05764

  Stately c. 1791 Vermont colonial located within sight of the Historic East Poultney green! The potential is endless! Spacious first floor includes a kitchen, full bath, huge formal dining room, living room, office, and parlor/bedroom with fireplace. An attractive staircase, hallway, two specious bedrooms with half bath and a walk in closet occupy the second floor. Additional features include a 24

  Mark Riley Sr Vermont Forest and Field, Inc.

  1441 E Main St, Poultney, VT 05764
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  /59

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1037 Kelley Hill Rd, Pawlet, VT 05761

  One of the oldest homes in Pawlet, this remarkable 1793 historic residence is set on approximately 11 acres along a quiet town gravel road. Built for Pvt. Daniel Hulett, who fought in the Battle of Saratoga, by Capt. John Raisdon, this center-chimney Cape was designed for entertaining, featuring high ceilings, generously sized rooms with wide-plank paneling, and three marble

  Scott McChesney McChesney RE, Inc.

  1037 Kelley Hill Rd, Pawlet, VT 05761
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  /26

  $215,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  40 East St, Middletown Springs, VT 05757

  This newly renovated home in the charming village of Middletown Springs is just a short walk to the town green and country store. Cook up a storm in the modern eat-in kitchen with plenty of cabinet space, then unwind in the spacious living room with its cozy brick fireplace. The first floor features a primary bedroom, a freshly updated 3/4 bath, and a laundry room. Upstairs offers another nicely

  Suanne Ohl Northland Real Estate

  40 East St, Middletown Springs, VT 05757
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  /42

  $349,000

  $16K PRICE DROP

  • 2,312 Sq Ft

  65 Church St, Rutland, VT 05701

  Investment Opportunity in the Heart of Rutland City! Discover the perfect blend of classic charm and income producing potential with this beautiful three unit Gambrel style multifamily home on Church Street in Rutland City. Featuring gorgeous hardwood floors, thoughtful updates, and timeless character throughout, this well-maintained property is ready to welcome its next owner. Whether you’re

  David Lafontaine Welcome Home Real Estate

  65 Church St, Rutland, VT 05701
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  /60

  $859,000

  $131K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,300 Sq Ft

  49 Sherri Ln, North Clarendon, VT 05759

  Welcome to 49 Sherri Lane in Clarendon, Vermont, a private mountain-view sanctuary set in a peaceful Rutland County neighborhood. This thoughtfully renovated home blends Vermont character, modern comfort, and generous living space with sweeping mountain views in every season. The main level features a foyer, living room, eat-in kitchen, dining room, and bedroom, offering flexible everyday living.

  Joshua Lemieux Remax Summit

  49 Sherri Ln, North Clarendon, VT 05759
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  /27

  $210,000

  $9K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  62 Forest St, Rutland, VT 05701

  CHARMING single family residence, offering CLASSIC ARCHITECTURAL FEATURES. Set all appointments in SHOWINGTIME. Agents should REVIEW ALL DOCUMENTS posted to MLS. NEW vinyl flooing in all rooms, and CERAMIC TILE in the kitchen and bathroom. MINI-SPLIT system for both heating and cooling FRESH PAINT throughout. GREAT LOCATION; perfect for first time home buyers, investors, or Airbnb and Vrbo short

  Paul Marino WWW.FLATFEEMLS4FREE.COM

  62 Forest St, Rutland, VT 05701
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  /4

  $189,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  25 Proctor St, West Rutland, VT 05777

  Spacious 3-bedroom, 2-bath home offering approximately 1,610 square feet of living space in West Rutland. The home features a large eat-in kitchen with plenty of cabinet space, hardwood flooring, and generous living areas. A new furnace has recently been installed. Full unfinished basement providesadditional storage space. Convenient location with public water and sewer. Property is currently

  Derek Greene Derek Greene

  25 Proctor St, West Rutland, VT 05777
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  /11

  $574,000

  $21K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 2,900 Sq Ft

  5465 U S 4, Killington, VT 05751

  Live or work 2 minutes to Killington Resort's Skyeship Gondola! This unique property along the Route 4 flats is zoned mixed use for residential and/or commercial — it is currently split into 4 offices but permitting allows for up to 5 bedrooms (sleeps 10). The upstairs has a separate entrance in the back, so could be easily split into a duplex as well. So many opportunities! The flat driveway

  David White OwnerEntry.com

  5465 U S 4, Killington, VT 05751
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  /48

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  1267 Kelley Hill Rd, Pawlet, VT 05761

  Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 15 acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional

  Laura Beckwith Josiah Allen Real Estate, Inc.

  1267 Kelley Hill Rd, Pawlet, VT 05761
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  /12

  $499,000

  • 3,951 Sq Ft

  36 S Main St, Rutland, VT 05701

  Solid 1900 multi-family boasting nearly 4,000 sq. feet of living space. Currently set up as a 4-unit, may be a possibility to convert an office space into a fifth apartment. Clean updated Three 2-bedrooms and an efficiency adding 4 much needed apartments in Rutland City's repertoire. The house features spacious bedrooms with large closets, impressive living areas and tall ceilings. A large

  Nancy Greenwood Watson Realty & Associates

  36 S Main St, Rutland, VT 05701
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  /45

  $1,170,000

  $130K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,065 Sq Ft

  882 Mitchell Rd, Cuttingsville, VT 05738

  Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early

  Dia Jenks LandVest, Inc/Woodstock

  882 Mitchell Rd, Cuttingsville, VT 05738
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  /29

  $480,000

  Open House 8/23

  • 4 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  2940 Route 30 N, Castleton, VT 05735

  Welcome to this thoughtfully updated 4-bedroom, 3-bath home, offering beautiful lake views, deeded waterfront, and the best of the Lake Bomoseen lifestyle.The first floor offers a spacious, semi-open layout designed for both everyday living and entertaining. The recently updated kitchen showcases newer appliances, maple cabinetry, custom wood countertops, and views of the water. It flows

  Tina Crean Four Seasons Sotheby's Int'l Realty

  2940 Route 30 N, Castleton, VT 05735
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  /55

  $665,000

  $9K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  99 Spooner Point, Castleton, VT 05735

  This is the lakefront property you’ve been waiting for! Situated along the shores of beautiful Lake Bomoseen in Castleton, VT, this six-bedroom, 3.5-bathroom single-family home offers an incredible opportunity to own 52 amazing feet of lake frontage in one of Vermont’s most scenic waterfront settings. Set on a 1.79 acre lot with a private dock and stunning lake and mountain views, the property

  Rhonda Nash Welcome Home Real Estate

  99 Spooner Point, Castleton, VT 05735
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  /26

  $252,000

  Open Sat 11AM - 12:30PM $3K PRICE INCREASE

  • 1,974 Sq Ft

  36 Summer St, Rutland, VT 05701

  Six bedrooms. Two bathrooms. One seriously flexible floor plan. This roomy Rutland home currently lives happily as a single-family residence, but its multi-family past means the bones are already there to convert it back into a two-unit income machine whenever the mood strikes. That kind of dual personality is rare, and it puts you firmly in the driver's seat. Spread out and enjoy every generous

  Brian Hill Remax Summit

  36 Summer St, Rutland, VT 05701
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  /44

  $205,000

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,398 Sq Ft

  91 Franklin St, Rutland, VT 05701

  Back on the market! Grab it before it's gone again! Classic charm meets flexible and newly updated living space. Originally built in 1915 and updated in 2024, this spacious single family home offers 5 bedrooms, 3 bathrooms, and lots of flex space. Set on an .11 acre city lot, the property offers convenience access to shopping, transportation, and downtown amenities. Inside the home features a

  Leo Pond Four Seasons Sotheby's Int'l Realty

  91 Franklin St, Rutland, VT 05701
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  /48

  $175,000

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  2 Willow St, Proctor, VT 05765

  Discover the possibilities in this inviting home, perfectly situated on a spacious corner lot in a desirable neighborhood. The main level offers a comfortable, move-in-ready living space with a warm, welcoming layout ideal for everyday living or entertaining. Upstairs, you’ll find an unfinished area brimming with potential, ready to be transformed into additional bedrooms, a home office, or a

  Denise Scarborough 802 For you Realty, LLC

  2 Willow St, Proctor, VT 05765
• 

  

  /60

  $1,399,000

  • 5 Beds
  • 5 Baths
  • 4,450 Sq Ft

  1859 Herrick Brook Rd, Pawlet, VT 05761

  Exceptional Vermont country property ideally situated within a serene pastoral setting with wonderful views, yet just minutes from the Dorset Village Green. Set on 16 picturesque acres, this remarkable offering features a spacious 4-bedroom main residence, a newly renovated 1-bedroom guest house, an in-law studio with a full bath, a classic barn, and a machine shed. Rich in Vermont charm, the

  Kim Morgan-Wohler Wohler Realty Group

  1859 Herrick Brook Rd, Pawlet, VT 05761
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  /46

  $492,000

  • 4 Beds
  • 1.5 Baths
  • 3,499 Sq Ft

  32 North St, Rutland, VT 05701

  Welcome to a truly remarkable residence - a timeless old-style home where exceptional craftsmanship, historic elegance, & thoughtful updates harmonize. From the moment you step inside, you'll be greeted by breathtaking original woodwork, rich oak floors, stunning fireplaces, & impressive architectural details. Every room tells a story of enduring quality while offering the comfort & functionality

  Nicole Broderick Coldwell Banker Hickok and Boardman

  32 North St, Rutland, VT 05701
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  /18

  $395,000

  $30K PRICE DROP

  • 3,443 Sq Ft

  1963 Forest Dale Rd, Brandon, VT 05733

  Rarely available turnkey triplex , 3x 2br/1ba, located in the vibrant artisan Town of Brandon known for its historic architecture, thriving arts scene, and central location. Experience the perfect blend of investment potential and small-town charm with this well managed and updated triplex. The property is listed at a ~11% Cap Rate at current annualized NOI of $43,000, offering immediate and

  Michael Gilman 3GEN Real Estate Inc

  1963 Forest Dale Rd, Brandon, VT 05733
• 

  

  /60

  $599,000

  $60K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,532 Sq Ft

  275 Chittenden Rd, Chittenden, VT 05737

  Must see, new price! Welcome to 275 Chittenden Road, a classic Vermont Farmhouse fully refinished set on 1.2 level acres with frontage along East Creek. Offering 4 bedrooms, 2 full baths, and 2,532 finished square feet, this 1850 home blends historic charm with warm, updated living spaces and flexible options for today’s lifestyle. This fully remodeled home from the studs must be seen in person

  Christopher Williams Flex Realty

  275 Chittenden Rd, Chittenden, VT 05737
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  /27

  $99,000

  $13K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,414 Sq Ft

  304 Main St, Poultney, VT 05764

  Attention investors and DIYers! This multi-family colonial on Main Street in historic downtown Poultney might be just what you need. Unit "A" features new downstairs flooring, fresh paint, and a brand-new bathroom. The bedroom floors have been refinished, and the galley kitchen is ready for your personal touch. Unit "B" is a first-floor apartment with a partially remodeled full bath, plus plenty

  Suanne Ohl Northland Real Estate

  304 Main St, Poultney, VT 05764
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  /60

  $995,000

  • 2,750 Sq Ft

  848, 882, 826 Blue Star Dr, Ira, VT 05735

  Offered on the market for the first time in over 100 years, this extraordinary multi-property estate is a rare and remarkable opportunity! Set on 6.24 scenic acres with the Castleton River forming the back property line, this one-of-a-kind property offers endless possibilities for multi-generational living, investment income, or business potential. The centerpiece of the property is the stunning

  Heather Martelle Lakes & Homes Real Estate

  848, 882, 826 Blue Star Dr, Ira, VT 05735
• 

  

  /19

  $369,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  400 River St, Fair Haven, VT 05743

  FAIR HAVEN: Situated on nearly an acre in Fair Haven, this 3-bedroom, 3-bath Colonial offers a spacious and flexible layout with an updated kitchen that flows into the dining area, a large living/family room perfect for entertaining, and an additional bonus room ideal for a home office, playroom, guest space, or potential first-floor bedroom. The main level also features a half bath with laundry

  Owen Loughan Westside Real Estate

  400 River St, Fair Haven, VT 05743
• 

  

  /55

  $799,000

  • 3 Beds
  • 3 Baths
  • 4,456 Sq Ft

  34 S Main St, Danby, VT 05739

  If you’ve been dreaming of a place that blends modern living with total Vermont escape, this is it. Wake up to sweeping mountain views, step onto your expansive front deck with coffee in hand, or spend your afternoons enjoying your own private swimming hole and water slide: part of the famed Danby Slides, with beautifully crafted wrought iron stairs leading down to the brook. Set on over 8 acres,

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  34 S Main St, Danby, VT 05739
• 

  

  /59

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 2,527 Sq Ft

  226 Willowbrook Rd, Sudbury, VT 05733

  Some homes simply offer a place to live; this one offers a way of life. Tucked away on 26 private wooded acres in the heart of Vermont, this exceptional country retreat invites you to slow down, reconnect with nature, and experience every season at its finest. Perfectly sited to capture long-range mountain views while maximizing privacy, the property feels worlds away, yet remains conveniently

  Genevieve Smyth BHHS Vermont Realty Group/Vergennes

  226 Willowbrook Rd, Sudbury, VT 05733
• 

  

  /27

  $260,000

  • 4 Beds
  • 3 Baths
  • 2,228 Sq Ft

  809 Gorhamtown Rd, Poultney, VT 05764

  Welcome to 809 Gorhamtown Road, where historic charm and modern updates meet on a peaceful 1.1-acre lot just outside the village of Poultney. The spacious three bedroom, 2 bath home offers 2,228 square feet, including a 1-bedroom accessory apartment, ideal for multigenerational living, guest space or rental income. The main house has a recently renovated first floor with ensuite, that is

  Leona Minard Four Seasons Sotheby's Int'l Realty

  809 Gorhamtown Rd, Poultney, VT 05764
• 

  

  /37

  $395,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  119 Pearl St, Rutland, VT 05701

  Step inside this beautifully renovated 3-bedroom, 2.5-bathroom home that perfectly blends modern elegance with classic features.The heart of the home is the chef's kitchen; featuring striking red birch cabinets, a tile backsplash and exquisite Boo's butcher block countertops with a very impressive island that takes center stage. Formal living and dining rooms provide elegant spaces for

  Max Walker Watson Realty & Associates

  119 Pearl St, Rutland, VT 05701
• 

  /2

  $225,000

  • 2,474 Sq Ft

  31 Baxter St, Rutland, VT 05701

  Attention visionaries and portfolio builders: here's a two unit multifamily with two bedrooms in each unit, located on 2,474 square feet of raw potential and a convenient location. This building is a canvas waiting for a confident brush. The bones are solid, the footprint is generous, and the opportunity to add real value is genuine whether you're refreshing tired finishes, reconfiguring layouts,

  Nancy Greenwood Watson Realty & Associates

  31 Baxter St, Rutland, VT 05701

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