Homes for Sale near Rutland Senior High School

• 

  

  

  /58

  $799,000

  • 6 Beds
  • 5 Baths
  • 3,552 Sq Ft

  50 Pleasant St, Rutland, VT 05701

  Welcome to this rare Rutland City treasure—an expansive 6-bedroom, 5-bathroom home brimming with timeless character and luxurious updates. From original woodwork and architectural charm to high-end modern finishes, this home perfectly blends classic beauty with contemporary comfort. Step inside to find stunning Hubbardton Forge and Simon Pearce light fixtures that elevate every space. The 1st

  Hughes Group Team

  Casella Real Estate

  (802) 266-4330

  50 Pleasant St, Rutland, VT 05701
• 

  

  

  /31

  $249,900

  • 4 Beds
  • 1.5 Baths
  • 2,256 Sq Ft

  50 Morse Place, Rutland, VT 05701

  This charming 4-bedroom, 2-bath Colonial-style home is full of warmth, character, and timeless craftsmanship. Located in the heart of Rutland City, it's just a short walk to shops, restaurants, and everything downtown has to offer. Step inside to discover the rich woodwork throughout the home from the wood floors, built ins and the beautiful stair case. The first floor features two areas to relax

  Hughes Group Team

  Casella Real Estate

  (802) 278-9126

  50 Morse Place, Rutland, VT 05701
• 

  

  

  /32

  $335,000

  • 3 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  8 Kingsley Ave, Rutland, VT 05701

  Welcome to 8 Kingsley Ave - Incredible location on a dead-end street with oversized, double city lot! Step inside this 1900's circa home to find so many original charming features including a grand staircase, wood floors, french doors, fireplace, and custom shutters. The main floor opens way to the foyer with a welcome dining room and spacious living room at either side. Directly connected to the

  Hughes Group Team

  Casella Real Estate

  (802) 559-5359

  8 Kingsley Ave, Rutland, VT 05701
• 

  

  

  /38

  $499,000

  • 12 Beds
  • 6 Baths
  • 6,390 Sq Ft

  49 Terrill St, Rutland, VT 05701

  Don’t miss this prime investment opportunity! This well-maintained 5-unit multifamily property offers an impressive 9.8% cap rate and features a desirable unit mix of three 2-bedroom apartments and two spacious 3-bedroom apartments, ensuring strong rental demand. Situated in a convenient location within walking distance to downtown shops and restaurants, the property appeals to both long-term

  Hughes Group Team

  Casella Real Estate

  (802) 300-3794

  49 Terrill St, Rutland, VT 05701
• 

  

  

  /46

  $212,500

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft

  215 Columbian Ave, Rutland, VT 05701

  Classic 1917 Colonial with Original Charm & Solid Bones! Step into a piece of Rutland history with this well-maintained 3-bedroom, 1-bathroom Colonial, built in 1917 and thoughtfully cared for ever since. From the wide front porch to the original wood trim and built-ins, this home is full of timeless character. The layout features a formal dining room, bright living area, and a charming kitchen

  Betsy Adamovich Real Broker LLC

  215 Columbian Ave, Rutland, VT 05701
• 

  

  /29

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,757 Sq Ft

  85 Engrem Ave, Rutland, VT 05701

  City of RutlandThis raised ranch features four bedrooms and two bathrooms with an updated kitchen and new carpeting throughout. The property is move-in ready and occupies approximately 0.27 acres with low-maintenance vinyl siding. Additional amenities include a heated, detached two-car garage and an above-ground pool.Conveniently located near city services, residents will appreciate

  Eric Hier Northland Real Estate

  85 Engrem Ave, Rutland, VT 05701
• 

  

  /27

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  1 Tuttle Meadow Dr, Rutland, VT 05701

  Well maintained Ranch on more than a half acre offers three bedrooms, including master with recently upgraded 3/4 bath. Two additional bedroomsshare a full bath. The spacious living room has hardwood floors. The kitchenhas tile flooring and new cabinetry. Basement level family room measures 27' x21' and has Anderson sliding doors to the level back yard. Located in a

  Nancy Greenwood Watson Realty & Associates

  1 Tuttle Meadow Dr, Rutland, VT 05701
• 

  

  /24

  $355,000

  • 4 Beds
  • 2 Baths
  • 1,256 Sq Ft

  11 Southern Blvd, Rutland, VT 05701

  Welcome to this inviting ranch-style home, set on a nearly half-acre open and sunny corner lot in one of the city’s most desirable neighborhoods—just minutes from Rutland Regional Medical Center, shopping, dining, and the popular White’s Pool.This well-maintained single-family home features four bedrooms and two full bathrooms, offering a comfortable and functional layout for everyday

  Noel Weeks Welcome Home Real Estate

  11 Southern Blvd, Rutland, VT 05701
• 

  

  /23

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,561 Sq Ft

  227 Church St, Rutland, VT 05701

  Welcome to this delightful 3-bedroom home with tons of character and potential, located on a spacious city lot just a stone's throw from the Rutland Country Club, Pine Hill Park and Downtown Rutland. Whether you’re ready to move right in or looking to add your personal touch, this home is a fantastic opportunity! You'll enjoy the cozy sunroom, a peaceful retreat ideal for plant lovers or anyone

  Max Walker Watson Realty & Associates

  227 Church St, Rutland, VT 05701
• 

  

  /34

  $299,900

  • 4 Beds
  • 3 Baths
  • 1,832 Sq Ft

  38 East St, Rutland, VT 05701

  Solid Opportunity here on East Street. This classic beauty offers the perfect blend of charm and modern convenience, featuring stunning wood floors and adorable decor that will make you fall in love at first sight. Whether you're looking for a single-family haven or a cozy three-unit setup, East Street has got you covered! Large two car garage offers a terrific family fun room! The level and

  Lisa Kelley Cummings & Co

  38 East St, Rutland, VT 05701
• 

  

  /32

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  18 Piedmont Dr, Rutland, VT 05701

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

  Rhonda Nash Welcome Home Real Estate

  18 Piedmont Dr, Rutland, VT 05701
• 

  

  /26

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  4 Lyman Ave, Rutland, VT 05701

  Welcome to this charming and well-maintained three-bedroom, two-bathroom home offering comfortable one-level living in a quiet desirable Rutland neighborhood in the Northeast section. Step inside to a spacious living area featuring a cozy fireplace—the perfect spot to unwind after a day out enjoying nearby parks, skiing or a day at the lake. The living room’s cathedral ceiling adds openness and

  Nancy Greenwood Watson Realty & Associates

  4 Lyman Ave, Rutland, VT 05701
• 

  

  /32

  $305,000

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  263 Lincoln Ave, Rutland, VT 05701

  Vision and Opportunity Await at 263 Lincoln Avenue!Offered at an incredible value, this classic home is nestled on a rare half-acre / Double Lot in the city—an exceptional find! Owned and cherished by the same family since 1979, this property offers solid bones and endless potential, even if some updates are desired...Ideal first home with expansion possibilities on .50 acres. City home but

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  263 Lincoln Ave, Rutland, VT 05701
• 

  

  /27

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  54 E Center St, Rutland, VT 05701

  Discover comfort, charm, and convenience in this tastefully renovated two-story home located at 54 East Street in the heart of Rutland. Offering 1,617 finished square feet of thoughtfully updated living space, this home blends classic character with modern upgrades throughout. Step inside to find a welcoming living and dining area with a wood-burning fireplace, perfect for relaxing or

  Leona Minard Four Seasons Sotheby's Int'l Realty

  54 E Center St, Rutland, VT 05701
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  /36

  $234,900

  • 3 Beds
  • 1 Bath
  • 880 Sq Ft

  78 N Street Extension, Rutland, VT 05701

  Located in the highly sought-after North East Highlands neighborhood of Rutland City. Offering both comfort and convenience, this low-maintenance property features aluminum and vinyl siding, energy-efficient vinyl replacement windows, a newer roof, and a brand-new furnace. The paved driveway leads to an attached garage. Though under 1,000 square feet, the home boasts a good layout with a separate

  Karen Heath Four Seasons Sotheby's Int'l Realty

  78 N Street Extension, Rutland, VT 05701
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  /56

  $499,995 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 3,234 Sq Ft

  209 State St, Rutland, VT 05701

  Duplex located in the heart of Rutland City—just minutes from Killington Resort, downtown shopping, dining, and year-round events. Fully renovated and previously operated as a successful Airbnb and ski rental, this 3,200+ sq ft property includes a current occupancy permit, allowing for immediate short-term rental use. Ideal for investors or owner-occupants seeking income potential.Each

  Evan Russell Real Broker LLC

  209 State St, Rutland, VT 05701
• 

  

  /30

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  25 Vernon St, Rutland, VT 05701

  This quaint and cozy 3-bedroom, 1-bath home is full of potential and charm, located in a highly desirable neighborhood known for its friendly atmosphere and curb appeal. Nestled on a beautifully landscaped quarter-acre lot, this property offers both privacy and space to enjoy the outdoors.Inside, you’ll find a layout that offers warmth and character, just waiting for your personal touch.

  Claire Thompson Real Broker LLC

  25 Vernon St, Rutland, VT 05701
• 

  

  /21

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  300 Grove St Unit 39, Rutland, VT 05701

  Attractive two-bedroom condo in the "Carriage" style with living space on the second floor. Enter the slate entry foyer with access to the one-car garage and rear patio. Walk upstairs to delightful open living space including large living room with brick hearth and remote controlled gas insert, formal dining area and updated kitchen. Fully appliance kitchen includes Fisher & Paykel two-drawer

  James Pell Watson Realty & Associates

  300 Grove St Unit 39, Rutland, VT 05701
• 

  

  /27

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  39 Forest St, Rutland, VT 05701

  Charming and affordable Rutland City home perfect for first-time buyers or those looking to downsize! This 3-bedroom, 1-bath home offers flexible living with recent updates throughout, including brand-new luxury vinyl plank flooring in 2025 and new appliances in 2023. The oil tank and hot water heater were both replaced in 2024. Downstairs features a large bedroom that could easily serve as a

  Mandolyn McIntyre Real Broker LLC

  39 Forest St, Rutland, VT 05701
• 

  

  /35

  $250,000

  • 4 Beds
  • 3 Baths
  • 2,576 Sq Ft

  58 Crescent St, Rutland, VT 05701

  This well-maintained multi-family home offers charm, functionality, and great living space for both units.Unit 1 spans the first floor with 2 spacious bedrooms and a full bath, featuring a large kitchen with center island, formal dining room, and bright living room—all highlighted by beautiful hardwood floors and abundant natural light. The second floor offers bonus living space with an

  Alison McCullough Alison McCullough Real Estate

  58 Crescent St, Rutland, VT 05701
• 

  

  /22

  $115,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  79 Pine St Unit K6, Rutland, VT 05701

  Charming Top-Floor Rutland City Condo – Affordable, Updated, and Move-In Ready! Here’s your opportunity to own a character-filled, affordable third-floor condo that offers both privacy and tranquility. This inviting unit features two spacious bedrooms, an updated full bathroom, and the convenience of in-unit laundry. The bright and functional kitchen is outfitted with beautiful maple or cherry

  Daniel Pol Killington Pico Realty

  79 Pine St Unit K6, Rutland, VT 05701
• 

  

  /18

  $249,000

  • 6 Beds
  • 4 Baths
  • 2,860 Sq Ft

  75 Harrison Ave, Rutland, VT 05701

  A Four Unit Investment Property.This reasonably well-maintained four-unit property offers two 2 bedroom and two 1 bedroom units, making it appealing to both renters and owner-occupants. This is a “turnkey” rental property, ready to generate income immediately.Located within Rutland City, near downtown shops, schools, parks, and public transportation, this property benefits from strong

  Mark Triller Real Broker LLC

  75 Harrison Ave, Rutland, VT 05701
• 

  

  /37

  $500,000

  • 3 Beds
  • 4 Baths
  • 1,728 Sq Ft

  40 Moonbrook Dr, Rutland, VT 05701

  Move-in Ready Colonial in Quiet, Convenient NeighborhoodWelcome to this spacious 4-bedroom Colonial nestled in a quiet and convenient neighborhood, just minutes from the hospital, high school, and all that downtown Rutland has to offer-from dining and entertainment to golf and world-class skiing at Killington and Pico. Built in 2002, this well-maintained home offers versatile living with

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  40 Moonbrook Dr, Rutland, VT 05701
• 

  

  /38

  $279,000

  • 4 Beds
  • 1.5 Baths
  • 3,720 Sq Ft

  9 Temple St, Rutland, VT 05701

  Welcome to 9 Temple Street, a grand, character-filled Colonial home offering over 3,700 sq ft of living space in Rutland City. Built in 1890 and thoughtfully updated, this home blends classic craftsmanship with modern essentials, making it perfect for multi-generational living, entertaining, or simply stretching out in comfort. Inside, you’ll find original birds-eye maple flooring, high ceilings,

  Leo Pond Four Seasons Sotheby's Int'l Realty

  9 Temple St, Rutland, VT 05701
• 

  

  /25

  $145,000

  • 2 Beds
  • 2 Baths
  • 1,981 Sq Ft

  134 Maple St, Rutland, VT 05701

  This two unit home in the heart of Rutland City is brimming with potential. A true diamond in the rough, this property offers the perfect opportunity for investors, flippers, or handy homeowners looking to bring a home back to its original charm. Set on a manageable lot in a convenient neighborhood close to shopping, dining, and schools, this home features one unit that offers a traditional

  Rhonda Nash Welcome Home Real Estate

  134 Maple St, Rutland, VT 05701
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  /5

  $150,000

  • Land
  • 19 Acres
  • $7,825 per Acre

  0 Shepherd Ln, Rutland, VT 05701

  A rare development opportunity of more than 15 acres IN RUTLAND CITY, with views of Pico Peak! Recently surveyed at 19.17 acres (although City Assessor record states 13.65 acres, pre-survey); One rough estimate is 17+ acres north of the Power-line easement, over and above the road frontage and access acreage under the Power Lines. The parcel's corners are recently pinned, and one may follow the

  Ray Ault Ault Commercial Realty, Inc.

  0 Shepherd Ln, Rutland, VT 05701
• 

  

  /9

  $115,000

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  33 Hazel St, Rutland, VT 05701

  Investor friendly property that needs a bit of TLC. This home has 3 bedroom and 1.5 bathroom. Bring your tools and ideas to this single-family home in the heart of Rutland City.

  Derek Greene Derek Greene

  33 Hazel St, Rutland, VT 05701
• 

  

  /37

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  28 E Washington St, Rutland, VT 05701

  Truly charming traditional home on lovely lot in Rutland City. Old style charm with modern accents such as updated kitchen with breakfast bar, recessed lighting, stainless steel appliances, opens effortlessly to dining area and features French doors to relaxing side deck. Living room, convenient laundry room, full bathroom and bedroom complete the main floor. Upstairs you will find another full

  Lisa Hughes Four Seasons Sotheby's Int'l Realty

  28 E Washington St, Rutland, VT 05701
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  /56

  $450,000

  • 4 Beds
  • 3 Baths
  • 2,813 Sq Ft

  10 S Main St, Rutland, VT 05701

  OPEN HOUSE SATURDAY JULY 12th, 10a-1130aTimeless Treasure Overlooking Main Street Park! This stunning home, lovingly maintained, thoughtfully updated, and beautifully curated since 1900, stands as a graceful sentinel overlooking Main Street Park and the mountains to the west. With its classic architecture and flexible layout, the property bodes well for multigenerational living, spacious

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  10 S Main St, Rutland, VT 05701
• 

  

  /50

  $240,000

  • 5 Beds
  • 2 Baths
  • 2,620 Sq Ft

  44 Cleveland Ave, Rutland, VT 05701

  Two-unit Colonial in the heart of Rutland City, an investment or owner-occupant opportunity. Set on historic Cleveland Avenue, this 1909 Colonial offers 2,620 finished square feet on a 0.16-acre city lot. The upper unit features 3 bedrooms and a large porch with mountain views, while the lower unit includes 2 bedrooms with three covered porches. Both units are equipped with washer and dryer.

  Rondene E Wanner EXP Realty

  44 Cleveland Ave, Rutland, VT 05701
• 

  

  /46

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  72 Granger St, Rutland, VT 05701

  Welcome to this beautifully updated 3-bedroom, 2-bathroom home, featuring a versatile bonus room perfect for a home office, media room or gym. Boasting a floor plan that’s perfect for modern living and entertaining, The heart of this home is its brand-new kitchen, with lustrous stone countertops and soft close cabinets and drawers, with pull outs that make it easy to reach the items in

  Denise Ozanne 802 For you Realty, LLC

  72 Granger St, Rutland, VT 05701
• 

  

  /20

  $260,000

  • 1,760 Sq Ft

  87 Granger St, Rutland, VT 05701

  Welcome to this charming, versatile two-unit multifamily home nestled on a large lot in beautiful Rutland, Vt—offering the perfect blend of opportunity, comfort, and potential income. Currently being enjoyed as a spacious single-family residence, this home could effortlessly be converted back to a two-family setup, allowing you to live in one unit while letting the rental income from the other

  Noel Weeks Welcome Home Real Estate

  87 Granger St, Rutland, VT 05701
• 

  

  /20

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,803 Sq Ft

  14 Haywood Ave, Rutland, VT 05701

  Welcome to 14 Haywood Avenue in Rutland City, a well-maintained raised ranch offering comfortable living in a quiet neighborhood. This charming home features a bright, open living room that flows into the dining area and kitchen, creating an ideal space for everyday living and entertaining. Sliding glass doors lead to a private back deck, perfect for relaxing and enjoying the surrounding

  Paul Carroccio TPW Real Estate

  14 Haywood Ave, Rutland, VT 05701
• 

  

  /31

  $695,000

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

  11 Tuttle Meadow Dr, Rutland, VT 05701

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

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

  11 Tuttle Meadow Dr, Rutland, VT 05701
• 

  

  /36

  $475,000

  • 3 Beds
  • 4 Baths
  • 1,972 Sq Ft

  63 Highland Ave, Rutland, VT 05701

  Stunning Brick Executive Ranch with Walkout Basement and Incredible Outdoor Living in Northeast City. Welcome to your dream home! This impeccably built brick executive ranch is the total package, solid construction, timeless elegance, and unbeatable versatility, all on a lush, oversized .76-acre lot in one of the city’s most desirable and walkable neighborhoods. Step inside to a show-stopping

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

  63 Highland Ave, Rutland, VT 05701
• 

  

  /20

  $259,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  10 Sheldon Place, Rutland, VT 05701

  Thi home is centrally located near the center of Rutland City,shopping,restaurants, Rutland Main Street Park. This home is being used as an Air BNB and is fully furnished. This home can be converted back to a single family home,short or long term rental. This home is located 1 block from Rt.7 and Rt. 4.

  Ed Patch Century 21 Premiere Properties-Rutland

  10 Sheldon Place, Rutland, VT 05701
• 

  

  /35

  $469,000

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

  6 Moonbrook Dr, Rutland, VT 05701

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

  Mark Triller Real Broker LLC

  6 Moonbrook Dr, Rutland, VT 05701
• 

  

  /30

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  34 Water St, Rutland, VT 05701

  RUTLAND CITY: 1990 Double-wide Manufactured home, 3 bedrooms, 2 baths, kitchen, utility room off kitchen, including a new electric hot water tank and a cozy dining room. The dryer doesn't work and uncertain about dishwasher. The living room has a wood-burning fireplace, but the fireplace chimney has been sealed off and would need to be reopened and inspected before use. Property is solid and

  Melissa Loughan Westside Real Estate

  34 Water St, Rutland, VT 05701
• 

  

  /42

  $298,000

  • 4 Beds
  • 4 Baths
  • 2,469 Sq Ft

  68 Forest St, Rutland, VT 05701

  RUTLAND CITY: 1900 Contemporary Renovated Multi-Family. In 2002, house was taken down to the studs and 2nd floor was rebuilt, including sunken living room and vaulted ceilings, laundry area, primary suite with air tub, walk-in closet, office/den to the rooftop deck. Also, relax in the whirlpool tub while star-gazing.This luxury owner's apartment has rental income from 2 apartments that

  Owen Loughan Westside Real Estate

  68 Forest St, Rutland, VT 05701
• 

  

  /19

  $232,500

  • 3 Beds
  • 1 Bath
  • 977 Sq Ft

  15 Chaplin Ave, Rutland, VT 05701

  Don’t let this demure appearance fool you—this charming home is full of surprises. This residence is a true standout. A sunny porch facing south and west ensures natural light all day and offers the perfect view of the setting sun. Step inside and be greeted by warm hardwood floors and elegant glass doors that separate the living room from the dining room. Just beyond, you’ll find a bright and

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  15 Chaplin Ave, Rutland, VT 05701

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