Rutland, VT Homes for Sale under $500,000

• 

  

  

  /20

  $260,000

  • 2,060 Sq Ft

  84 Crescent St, Rutland, VT 05701

  **Turn Key Buy and Hold Investment in Rutland City!**Looking for a solid buy-and-hold in Rutland City? This is it. This meticulously maintained multi-family has been extensively updated since 2020 and is ready for its next owner, including:- New electrical panel (2022)- Plumbing and electrical updates (2020)- New oil tank (2024)- New chimney (2021)- Complete

  

  KC Gandee

  Real Broker LLC

  84 Crescent St, Rutland, VT 05701
• Explore Rutland

• 

  

  

  /27

  $280,000

  • 2,336 Sq Ft

  75 North St, Rutland, VT 05701

  Prime Income Property: 3-Unit Asset in Rutland City!Looking for a lucrative 3-unit multi-family property in Rutland City? This well-maintained investment at 75 North St has featured consistent capital improvements since 2022 and is fully ready for its next owner.Unit Breakdown & Property HighlightsUnit 1 (Ground Floor): Spacious 2-bedroom, 1-bath layout featuring generous

  

  KC Gandee

  Real Broker LLC

  75 North St, 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
• 

  

  

  /52

  $299,000

  Open Sat 3PM - 4PM

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  261 Mckinley Ave, Rutland, VT 05701

  A Rare Piece of Vermont History Awaits! Step into 261 McKinley Avenue, a distinctive Vermont farmhouse dating to circa 1820 and set on approximately 2 acres in Rutland Town. Rich in character and local history, this special property offers a rare opportunity to own a home with a story that spans more than two centuries. A tidbit of history: the property was notably featured in a 1958 Rutland

  Kathryn Zambon Real Broker LLC

  261 Mckinley Ave, 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
• 

  

  /45

  $295,000

  • 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
• 

  

  /22

  $279,000

  $20K 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
• 

  

  /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
• 

  

  /22

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  135 Harrington Ave, Rutland, VT 05701

  Welcome to 135 Harrington Avenue, an inviting and thoroughly renovated home offering comfortable, easy-to-maintain living in a convenient Rutland location. This three-bedroom, one-bath home is bright, welcoming, and ready for its next owner to enjoy.The home’s manageable footprint makes excellent use of its space, with three bedrooms providing flexibility for family, guests, a home

  Christie Garofano Four Seasons Sotheby's Int'l Realty

  135 Harrington Ave, Rutland, VT 05701
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /34

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  6 Green Knolls Ln, Rutland, VT 05701

  Offered for the first time in more than 50 years, this spacious raised ranch has been lovingly cared for by the same family and stands as a testament to a home where memories were made. Set on a rare double city lot in one of Rutland's established neighborhoods, this property offers the perfect combination of generous living space, convenience, and a backyard designed for making the most of

  Joshua Lemieux Remax Summit

  6 Green Knolls Ln, 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
• 

  

  /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
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  /42

  $319,900

  $45K 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
• 

  

  /37

  $339,000

  $18K PRICE DROP

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

  168 Lincoln Ave, Rutland, VT 05701

  Just Reduced. Take advantage of this great price. 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, its lower level family room

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  168 Lincoln Ave, Rutland, VT 05701
• 

  

  /31

  $300,000

  $50K PRICE DROP

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

  45 Park St, Rutland, VT 05701

  NEW PRICE $300K 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

  Karen Heath Four Seasons Sotheby's Int'l Realty

  45 Park St, Rutland, VT 05701
• 

  

  /36

  $449,500

  $101K PRICE DROP

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

  168 N Main St, Rutland, VT 05701

  PROVEN PRODUCING RENTAL INCOME. 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

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

  168 N Main St, Rutland, VT 05701
• 

  

  /29

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,830 Sq Ft

  29 Ronaldo Ct, Rutland, VT 05701

  Welcome to this inviting three-bedroom, two-bath raised ranch, ideally located in a quiet residential neighborhood of Rutland City. The home offers a comfortable and practical layout, with a finished lower level that provides additional living space for a family room, home office, recreation area, or guest accommodations. Just off the kitchen, a spacious rear deck creates the perfect setting for

  Joshua Lemieux Remax Summit

  29 Ronaldo Ct, Rutland, VT 05701
• 

  

  /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
• 

  

  /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
• 

  

  /41

  $362,500

  $25K PRICE DROP

  • 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
• 

  

  /48

  $259,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,084 Sq Ft

  150 Holly St, Rutland, VT 05701

  Open House 8/1 11am-1pm! This charming single-family home in Rutland City is bound to sell quickly! Imagine yourself relaxing, sipping coffee, and watching the sun rise from your large, private deck, the perfect place to start your day or unwind in the evening. Inside, you'll find warm wood finishes throughout that add character and charm, while the spacious layout offers flexibility to fit a

  Leo Pond Four Seasons Sotheby's Int'l Realty

  150 Holly 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
• 

  

  /16

  $235,000

  • 2 Beds
  • 1 Bath
  • 853 Sq Ft

  270 Dorr Dr, Rutland, VT 05701

  Move right in and enjoy the ease of single-level living in this recently renovated ranch, where a fresh, bright interior and an unexpectedly spacious yard come together in a home that is both comfortable and practical. Inside, the renovation creates a clean and cohesive feel throughout, with light-toned flooring, crisp white trim and an abundance of natural light. The living and dining areas flow

  Joshua Lemieux Remax Summit

  270 Dorr Dr, Rutland, VT 05701
• 

  

  /43

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  314 Mckinley Ave, Rutland, VT 05701

  Absolutely delightful 3 bedroom, 2 bathroom ranch on desirable 1 acre lot in Rutland Town. Attractive floor plan with luminous living room with electric insert in fireplace, cherry flooring in living room, kitchen with cherry cabinets, ceramic tile flooring, granite countertops, stainless steel appliances & convenient pantry - opens effortlessly to dining area. Very large primary suite with walk

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  314 Mckinley Ave, Rutland, VT 05701
• 

  

  /26

  $439,000

  Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft

  127 Top Ridge Unit Lot 4, Rutland, VT 05701

  Welcome to the newest addition to the Topridge at Mendon! This 2025 modular offers a new-construction feel in the perfect location. Outdoor enthusiasts will enjoy miles of trails on Bald Mountain. Pico Ski Resort is a 14-minute drive away and Killington's Skyeship gondola is only 22 minutes away. VAST trail connections are around the corner at Aitken State Forest Trail Head.Topridge offers

  Brooks Reavill

  127 Top Ridge Unit Lot 4, Rutland, VT 05701
• 

  

  /46

  $349,000

  $90K 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
• 

  

  /55

  $250,000

  $14K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,745 Sq Ft

  126 Crescent St, Rutland, VT 05701

  GREAT VALUE..JUST REDUCED! Spacious Rutland City home featuring four bedrooms to include main floor with 1/2 bath. Eat-in Kitchen as well as formal dining room. Large foyer & luminous living room. Upstairs you will find three more bedrooms & a full bathroom. Plus an office/den. Pleasant covered front porch & covered back porch. Relaxing back patio area ... ideal for enjoying the view of your

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  126 Crescent St, Rutland, VT 05701
• 

  

  /31

  $305,000

  $31K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  98 Harrington Ave, Rutland, VT 05701

  Lovingly maintained by the same family for more than 50 years, 98 Harrington Avenue is a home where pride of ownership is evident throughout. Offering the perfect blend of solid craftsmanship, thoughtful maintenance, and opportunity for personalization, this property is ready for its next chapter.Inside, you'll find beautiful hardwood floors, abundant natural light, and a comfortable,

  Christie Garofano Four Seasons Sotheby's Int'l Realty

  98 Harrington Ave, Rutland, VT 05701
• 

  

  /37

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  19 Phillips St, Rutland, VT 05701

  Welcome home to this adorable three-bedroom, one-bathroom ranch offering the ease and convenience of one-level living. Perfect for first-time buyers, those looking to downsize, or anyone seeking a move-in-ready home, this charming property is ready for its next owners. Step outside and enjoy the spacious, level backyard featuring a deck that’s perfect for summer barbecues, entertaining guests, or

  Rhonda Nash Welcome Home Real Estate

  19 Phillips St, Rutland, VT 05701
• 

  

  /18

  $325,000

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

  93B Heritage Hill Place, Rutland, VT 05701

  Welcome to this well-maintained and updated 2-bedroom, 11⁄2-bath condo in desirable Rutland Town, offering comfortable, low-maintenance living. The thoughtfully designed floor plan features a first-floor bedroom, a 3⁄4 bathroom, and convenient first-floor laundry, making everyday living easy. Relax in the inviting three-season porch, perfect for enjoying your morning coffee or unwinding at the

  Hughes Group Team Casella Real Estate

  93B Heritage Hill Place, Rutland, VT 05701
• 

  

  /43

  $379,000

  Open Sun 11AM - 1PM $58K PRICE DROP

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

  13 Kendall Ave, Rutland, VT 05701

  NEW PRICE adjustment~now~$379,000! Spacious, energy-efficient, and beautifully maintained. This home has character and many valuable upgrades. See the long list of improvements attached. If you are looking for rental income, convert this home back to its original layout or bring your family and friends to ski in the winter and hike in the summer. Two stairways to access the second floor which

  Sandi Reiber Four Seasons Sotheby's Int'l Realty

  13 Kendall Ave, Rutland, VT 05701
• 

  

  /54

  $319,000

  $1K PRICE DROP

  • 3,374 Sq Ft

  21 Royce St, Rutland, VT 05701

  Turnkey income producing Victorian Duplex in the heart of Rutland City! Built in 1884, this well-maintained multi-family offers classic architectural character and immediate cash flow, with both units currently occupied by tenants. The upstairs unit is a cozy 2-bedroom, 1-bath layout. The downstairs unit is a spacious 3-bedroom, 1.5-bath home spread across two levels: the first floor features a

  Leo Pond Four Seasons Sotheby's Int'l Realty

  21 Royce St, Rutland, VT 05701
• 

  

  /56

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 3,436 Sq Ft

  7 Laverne Dr, Rutland, VT 05701

  This beautifully maintained ranch offers generous living space and a desirable Northeast Rutland location. The main level includes three bedrooms, one with an en suite half bath, as well as a full bathroom, living room, and updated kitchen offering plenty of cabinetry, counter space, and all appliances. The kitchen overlooks the impressive great room, featuring expansive windows extending into

  Betsy Adamovich Real Broker LLC

  7 Laverne Dr, Rutland, VT 05701
• 

  

  /27

  $265,000

  • 4 Beds
  • 2 Baths
  • 3,821 Sq Ft

  55 Pierpoint Ave, Rutland, VT 05701

  Now is your opportunity to bring your vision to this versatile Rutland property. Once configured as a multi-family residence and now utilized as a single-family home, this property offers a unique opportunity for those looking to create a home that fits their needs, or explore a variety of potential uses. Conveniently located close to all of Rutland’s city amenities, the property sits directly

  Will Spanos KW Vermont-Killington

  55 Pierpoint Ave, Rutland, VT 05701
• 

  

  /9

  $415,000

  $50K PRICE INCREASE

  • 2,250 Sq Ft

  52 Chestnut Ave, Rutland, VT 05701

  Your next investment opportunity is here! This property consists of five units; one 2-bedroom, three 1-bedrooms, and one studio apartment. Conveniently located walking distance to downtown Rutland.If you are looking to add to your portfolio, up to 31 units are available, see MLS #'s 4971734, 4971736, 4971738, 4971740.

  Hughes Group Team Casella Real Estate

  52 Chestnut Ave, Rutland, VT 05701
• 

  

  /31

  $249,000

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  39 Williams St, Rutland, VT 05701

  Thoughtfully transformed from the studs out, this charming 1950s National Homes house has been completely reimagined for modern living while retaining its original warmth and character. Originally built as an affordable, factory-constructed home, it has now been upgraded well beyond its humble beginnings with quality materials and high-efficiency improvements throughout.The home was

  Kyle Kershner Killington Pico Realty

  39 Williams St, Rutland, VT 05701

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