Rutland, VT Homes for Sale under $500,000

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  /22

  $289,000

  $10K PRICE DROP

  • 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

  

  Hughes Group Team

  Casella Real Estate

  78 Harrison Ave, Rutland, VT 05701
• Explore Rutland

• 

  

  

  /43

  $349,900

  $30K 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. Motivated sellers and a list price below the home’s appraised value present an exciting opportunity for buyers! Offering two floors of inviting living space, this home is thoughtfully designed for comfort, functionality, and style. A first-floor bedroom and

  

  Hughes Group Team

  Casella Real Estate

  34 Hillcrest Rd, Rutland, VT 05701
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  /31

  $220,000

  $5K 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
• 

  

  

  /42

  $345,000

  • 5 Beds
  • 2 Baths
  • 2,457 Sq Ft

  49 North St, Rutland, VT 05701

  Welcome home to this well-maintained property offering space, flexibility, and endless possibilities! The main level offers three comfortable bedrooms, a full bathroom and a beautiful updated kitchen with a walk-in pantry. A first-floor washer and dryer add everyday convenience and functionality to the home's thoughtful layout. The spacious living room and large dining area ideal for gathering

  

  Hughes Group Team

  Casella Real Estate

  49 North St, Rutland, VT 05701
• 

  

  

  /17

  $239,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  138 Curtis Ave, Rutland, VT 05701

  Welcome home to this fully renovated 3-bedroom, 2-bathroom double wide situated on a spacious 0.3-acre lot in the heart of Rutland. The open-concept layout creates the perfect space for entertaining, gathering with family, or simply enjoying everyday living. The primary suite offers a private retreat with its own full bathroom, while two additional bedrooms, a second full bath, and a convenient

  

  Hughes Group Team

  Casella Real Estate

  138 Curtis Ave, Rutland, VT 05701
• 

  

  /28

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  5 Victor Place, Rutland, VT 05701

  Tucked away on a dead-end street, this raised ranch offers the perfect blend of comfort, updates, and outdoor enjoyment. Relax on the expansive Trex decking while listening to the peaceful sounds of the nearby babbling brook, creating a truly serene setting right in your own backyard. The main level offers two comfortable bedrooms and a full bathroom, while the lower level includes two additional

  

  Hughes Group Team

  Casella Real Estate

  5 Victor Place, Rutland, VT 05701
• 

  

  /30

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,630 Sq Ft

  56 Forest St, Rutland, VT 05701

  Welcome to this charming 3-bedroom, 1-bath home located in the heart of Rutland City. Offering a blend of character and convenience, this home features a spacious living room highlighted by beautiful built-in cabinetry that adds both charm and functionality. Enjoy the ease of first-floor laundry with a washer and dryer conveniently located on the main level. In addition to the three bedrooms,

  

  Hughes Group Team

  Casella Real Estate

  56 Forest St, Rutland, VT 05701
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  /37

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 2,439 Sq Ft

  39 Cramton Ave, Rutland, VT 05701

  Welcome to this charming 3-bedroom, 2.5-bath Colonial located on a quiet dead-end street in Rutland City. Situated on a spacious 0.36-acre lot, this home offers plenty of room both inside and out, along with a detached 2-car garage and an additional one-bay garage beneath the house for extra parking, storage, or a workshop. Inside, you'll find beautiful hardwood floors throughout the home. The

  

  Hughes Group Team

  Casella Real Estate

  39 Cramton Ave, Rutland, VT 05701
• 

  

  /39

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,617 Sq Ft

  15 Stone Ridge Dr, Rutland, VT 05701

  Welcome home to this well-maintained 3-bedroom, 1-bath ranch located in one of Rutland City's most sought-after neighborhoods. Set on a level 0.34-acre lot, this bright and airy home offers comfortable one-level living with the added bonus of a partially finished lower level that provides plenty of extra space to fit your lifestyle. The main level features an inviting layout with abundant natural

  Betsy Adamovich Real Broker LLC

  15 Stone Ridge Dr, Rutland, VT 05701
• 

  

  /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
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  /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
• 

  

  /60

  $469,000

  • 3 Beds
  • 3.5 Baths
  • 2,955 Sq Ft

  249 W Ridge Terrace, Rutland, VT 05701

  Welcome Home to this spacious, beautifully maintained 3-bedroom, 3.5-bath raised ranch located in one of Rutland Town’s most desirable neighborhoods. Offering comfort, convenience, and exceptional living space, this home is perfect for those seeking both functionality and style. Step inside to the main level where you are greeted with beautiful hardwood floors and a bright and inviting layout,

  Rhonda Nash Welcome Home Real Estate

  249 W Ridge Terrace, Rutland, VT 05701
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  /25

  $320,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  56 Prior Dr, Rutland, VT 05701

  Tucked away on a quiet dead-end street in desirable Rutland Town, this charming Cape offers comfort, convenience, and classic character. Step inside to find beautiful hardwood floors and a spacious living room centered around a cozy fireplace, creating the perfect gathering space for family and friends. The formal dining room is ideal for entertaining, while the kitchen features a breakfast bar

  Mandolyn McIntyre Crow Real Broker LLC

  56 Prior Dr, Rutland, VT 05701
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  /17

  $299,500

  $16K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,582 Sq Ft

  51 Engrem Ave, Rutland, VT 05701

  Gorgeous Cape cod on Dead end Street with oversized two-car garage. Beautiful hardwoods, New boiler. New baseboard, new painting. New sheetrock. Complete new electric, beautiful private rear yard, new kithen counters, 5 car driveway, propane fireplace or wood, huge front and rear porches, garage has bathroom and an upstairs for great workshop. Short stroll to town, low taxes, oversized double lot

  David White OwnerEntry.com

  51 Engrem Ave, Rutland, VT 05701
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  /37

  $250,000

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

  99 Jackson Ave, Rutland, VT 05701

  Charming 1964 Ranch with Hardwood Floors, Level Yard & Backyard StreamNestled in a peaceful Vermont setting, this well-maintained 1964 ranch offers the perfect blend of comfort, character, and convenience. With 1,680 square feet of living space, this three-bedroom, one-bath home provides a spacious layout ideal for year-round living or a Vermont getaway. **technically 3 bed 2 bath per lister

  Rachael Lange Lange & Lange

  99 Jackson Ave, Rutland, VT 05701
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  /35

  $299,000

  • 3,558 Sq Ft

  33 Summer St, Rutland, VT 05701

  Investment Opportunity in Rutland, VT! Welcome to 33 Summer Street, a four-unit multifamily property in a prime Rutland location. This property features three renovated units with modern amenities and updated finishes. The exterior has been freshly painted, the old unused chimney has been removed, and a clean Certificate of Occupancy is in hand, offering added peace of mind for the next owner.

  Betsy Adamovich Real Broker LLC

  33 Summer St, Rutland, VT 05701
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  /5

  $200,000

  • Land
  • 31,798 Sq Ft
  • $273,973 per Acre

  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, OR Up to 20 efficiency apartments—perfect for maximizing rental income and meeting local housing

  Mark Noble Welcome Home Real Estate

  74 Traverse Place, Rutland, VT 05701
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  /31

  $310,000

  $40K PRICE DROP

  • 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
• 

  

  /10

  $249,000

  • 5 Beds
  • 2 Baths
  • 2,205 Sq Ft

  294 West St, Rutland, VT 05701

  Calling all investors and big-family dreamers—here's a five-bedroom, two-bathroom home that knows how to multiply its value. Better yet, it arrives as part of a smart investment package alongside the property next door, doubling your opportunity in one tidy transaction. Five generous bedrooms mean there's room for everyone and everything, whether you're housing a growing household or filling

  Brian Hill Remax Summit

  294 West St, Rutland, VT 05701
• 

  

  /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
• 

  

  /24

  $289,000

  • 3 Beds
  • 1 Bath
  • 910 Sq Ft

  140 Dorr Dr, Rutland, VT 05701

  Three bedroom ranch on a spacious city lot in the outskirts of Rutland City with impeccable mountain views. Close to restaurants and parks, but central to skiing and lake regions. The house has been well maintained and is ready for its new owners to make it their own.

  Max Walker Watson Realty & Associates

  140 Dorr Dr, Rutland, VT 05701
• 

  

  /37

  $356,500

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  168 Lincoln Ave, Rutland, VT 05701

  What a perfect summer to take advantage of these seller's hard work over the years. Gorgeous & private back yard paradise with beautiful in-ground pool, surrounded by expansive stamped-concrete & relaxing shaded patio. Propane firepit for enjoying your surroundings late into the evening. This three bedroom, one and half bath raised ranch is very spacious with luminous living room, eat in kitchen,

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  168 Lincoln Ave, Rutland, VT 05701
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  /43

  $469,500

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,192 Sq Ft

  29 Victor Place, Rutland, VT 05701

  Tucked near the end of a dead end road in Rutland’s desirable Northeast neighborhood, this beautifully built 2022 Cape offers modern design, comfort and convenience.This three bedroom, two bath home features clean lines, bright interiors and a thoughtful layout. The spacious, open kitchen complete with stainless steel appliances flows seamlessly into the dining area, creating an ideal space

  Katie McFadden RE/MAX North Professionals

  29 Victor Place, Rutland, VT 05701
• 

  

  /31

  $350,000

  • 6 Beds
  • 2 Baths
  • 2,702 Sq Ft

  45 Park St, Rutland, VT 05701

  A rare opportunity to own a historic 157-year-old property situated on 4.48 acres in Rutland City. Rich in character and history, this spacious residence offers the charm and architectural appeal of a bygone era while benefiting from valuable Industrial zoning, creating unique possibilities for investment, redevelopment, or business use (subject to City approvals and permitted uses). The home,

  Karen Heath Four Seasons Sotheby's Int'l Realty

  45 Park St, Rutland, VT 05701
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  /36

  $495,000

  $55K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,084 Sq Ft

  168 N Main St, Rutland, VT 05701

  Versatile single-family home offering exceptional flexibility and income potential. This beautifully renovated property features a spacious four-bedroom, four-and-a-half-bath main residence that has served as a highly successful Airbnb for the owners over the past several years. A separate ground-floor one-bedroom in-law apartment with its own private entrance is currently rented for $1,060 per

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

  168 N Main St, Rutland, VT 05701
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  /29

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  6 Irving Heights, Rutland, VT 05701

  OPEN HOUSE JULY 11TH-9:00 to Noon. CHARTER HILLS. Desirable location, beautiful updates, and a wonderful neighborhood setting make this 3-bedroom, 2-bath home a standout. Charter Hills is known for its peaceful atmosphere, community pond, and excellent walkability, and is conveniently located near schools, Rutland Regional Medical Center, shopping, dining, and a short drive to world-class skiing

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

  6 Irving Heights, Rutland, VT 05701
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  /28

  $239,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  380 Stratton Rd, Rutland, VT 05701

  Location,location! This home is located just down the road from the Regional Hosipital,North East Elementary School,South Main Street shopping. The home is located in Rutland City but is sitting on .6 acres of land. The home has bedroom and 2 full baths on the first floor. The home has a very modern kitchen with granite counter tops. There is washer/dryer hookups on the first floor. There is a

  Ed Patch Green Mountain Premiere Properties

  380 Stratton Rd, Rutland, VT 05701
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  /45

  $299,000

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

  207 Church St, Rutland, VT 05701

  Nothing to do here. Just move in. This 4 bedroom 2 Bath City home has been completely remodeled right down to the studs and subfloors. New electrical, lighting, plumbing and heating were done also. Owner added Foam Insulation in the new sheetrocked walls and basement which will be a huge energy savings along with the Buderus Furnace and Boilermate Hot Water storage for great efficiency. Roof is

  Rick Ouellette Rutland Realty

  207 Church St, Rutland, VT 05701
• 

  

  /41

  $387,500

  • 3 Beds
  • 2 Baths
  • 3,485 Sq Ft

  48 Church St, Rutland, VT 05701

  Join us for an Open House this Saturday 11-1 and discover The Black Pearl, the jewel of the neighborhood. This stunning 3-bedroom, 2-bathroom home was taken down to the studs and meticulously rebuilt for modern, effortless living. New plumbing, 200-amp electrical service, updated insulation, and a new hot water heater give you the confidence of a home that is essentially brand new from the inside

  Leo Pond Four Seasons Sotheby's Int'l Realty

  48 Church St, Rutland, VT 05701
• 

  

  /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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  /21

  $287,000

  $23K PRICE DROP

  • 2,080 Sq Ft

  74 Harrington Ave, Rutland, VT 05701

  Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters.

  James Hurley Four Corner Properties LLC

  74 Harrington Ave, Rutland, VT 05701
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  /50

  $399,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,514 Sq Ft

  25 Laverne Dr, Rutland, VT 05701

  Welcome to this very spacious single-family home located in one of Rutland City’s most desirable neighborhoods. Offering the perfect combination of comfort, privacy, and convenience, this property is ideally situated close to shopping, dining, schools, parks, and everyday amenities. Inside, you’ll find a thoughtfully designed layout with generous living spaces, four comfortable bedrooms, and

  David Lafontaine Welcome Home Real Estate

  25 Laverne Dr, Rutland, VT 05701
• 

  

  /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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  /26

  $252,000

  $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

  $224,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft

  203 Lincoln Ave, Rutland, VT 05701

  Discover this charming 3-bedroom home in the heart of Rutland. The interior features a blend of hardwood and linoleum flooring. Notable updates include a new roof installed in 2022. The home is equipped with an oil furnace, along with solid electrical, plumbing, and foundation. Outside, you’ll find durable aluminum siding and a convenient 1-car garage. An unfinished basement provides ample

  Derek Greene Derek Greene

  203 Lincoln Ave, Rutland, VT 05701
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  /60

  $469,000

  $10K PRICE DROP

  • 3,234 Sq Ft

  209 State St, Rutland, VT 05701

  Assumable loan of 4.625% for qualified buyer! Turnkey, upscale duplex located in the heart of Rutland City and minutes from Killington, shopping, events and more! Recently renovated and ready to generate income or support owner-occupancy. This property includes a current occupancy permit so you can Airbnb or the like from day one! This duplex was previously an Airbnb and ski rental. Over 3,200 sq

  Jason Saphire www.HomeZu.com

  209 State St, Rutland, VT 05701
• 

  

  /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
• 

  

  /41

  $385,000

  $52K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,316 Sq Ft

  13 Kendall Ave, Rutland, VT 05701

  Time to Sell! Now $385,000! Spacious and energy-efficient, beautifully maintained 4-bedroom and 2 full-bath home with character, variety of options, and numerous upgrades throughout. They include 2 new bathrooms, one with quartz vanity and the other with original claw-foot tub, new kitchen appliances and flooring. Originally a 2-family residence that could easily be converted back, or currently

  Sandi Reiber Four Seasons Sotheby's Int'l Realty

  13 Kendall Ave, Rutland, VT 05701
• 

  

  /32

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,197 Sq Ft

  99 Franklin St, Rutland, VT 05701

  Historic Charm. Modern Upgrades. Easy Living.This beautifully maintained 3-bedroom, 1.5-bath home perfectly balances classic detail with smart, modern updates. It starts with the welcoming wraparound front porch, which is a spacious, inviting spot for enjoying morning coffee, evening cocktails with friends, or simply curling up with a good book. Upon entering, you’ll find the inside of this

  Wendy Pallotta Four Seasons Sotheby's Int'l Realty

  99 Franklin St, Rutland, VT 05701
• 

  

  /27

  $305,000

  $45K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,945 Sq Ft

  29 Nichols St, Rutland, VT 05701

  This beautiful four-bedroom, two-story Foursquare home offers a blend of historic charm and peace of mind. Featuring four large bedrooms, a formal dining room with original built-in shelves, a versatile first-floor office, a three-season porch and established perennial gardens. The property is designed for comfortable and practical living with a spacious, classical layout. Upgraded electrical, a

  Max Walker Watson Realty & Associates

  29 Nichols St, Rutland, VT 05701

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