Homes for Sale near Rutland High School

• 

  

  

  /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
• 

  Explore Rutland High School

• 

  

  

  /24

  $279,000

  • 5 Beds
  • 5 Baths
  • 480 Sq Ft

  52 Altrui Place, Rutland, VT 05701

  Live in One, Rent the Others – Multi-Unit Investment Opportunity!Tucked away on a dead-end street and just minutes from local schools and shops, this unique property features three separate homes on one lot—ideal for investors or those looking to live in one unit and generate income from the others.The property includes two single-wide mobile homes and a newly renovated, move-in ready

  Hughes Group Team

  Casella Real Estate

  (802) 471-2447

  52 Altrui 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
• 

  

  

  /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
• 

  

  /19

  $315,000

  • 8 Beds
  • 4 Baths
  • 3,535 Sq Ft

  230 Marble St, West Rutland, VT 05777

  Unlock your next investment property! This multifamily provides the perfect blend of charm, convenience, and outdoor adventure right here in the heart of West Rutland. What once was a mix use of downtown shops and apartments, has since been converted into 4 unique, spacious apartments which are all currently occupied and generating good income. Located in town, residents have easy access to local

  Hughes Group Team

  Casella Real Estate

  (802) 471-3241

  230 Marble St, West Rutland, VT 05777
• 

  

  /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
• 

  /2

  $41,360

  • Land
  • 0.93 Acre
  • $44,473 per Acre

  30 Long Trail, Pittsford, VT 05763

  Escape to the Vermont countryside with this 0.93-acre wooded lot on Long Trail in Pittsford. Tucked in a peaceful neighborhood with paved road access and power nearby, this undeveloped parcel gives you a blank canvas to build or invest. The C-1 (Conservation I) zoning allows for a wide variety of usesbuild a single-family home, a two-family dwelling, or even a tiny house. Seasonal camps, mobile

  Dallas Waldon

  30 Long Trail, Pittsford, VT 05763
• 

  

  /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
• 

  

  /34

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  429 Black Bear Path, Mendon, VT 05701

  YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on

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

  429 Black Bear Path, Mendon, 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
• 

  

  /32

  $515,000

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  156 David Rd, Rutland, VT 05701

  Welcome to this exceptional Rutland Town ranch, where comfort and style come together in a beautifully designed home. The spacious first floor features a breathtaking living room with exposed wood beams, and a stunning floor-to-ceiling stone fireplace—creating the perfect ambiance for cozy evenings or elegant entertaining. A large, sun-filled kitchen offers ample counter space and storage,

  Mandolyn McIntyre Real Broker LLC

  156 David Rd, 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
• 

  

  /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
• 

  

  /25

  $450,000

  • 2 Baths
  • 5,400 Sq Ft

  2631 N Grove St, Rutland, VT 05701

  Unlock the full potential of this 5,400 sq ft two-story commercial building located on a spacious 0.80-acre lot in Rutland, Vermont. Built on a solid slab foundation, this flexible space offers endless possibilities for entrepreneurs, investors, or those seeking a live/work setup. The property has served a variety of uses over the years, including a dog training facility, gymnastics studio, and

  Leona Minard Four Seasons Sotheby's Int'l Realty

  2631 N Grove 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
• 

  

  /60

  $424,000

  • 4 Beds
  • 2 Baths
  • 2,946 Sq Ft

  3 Columbian Ave, Proctor, VT 05765

  Price reduction! If you have been keeping your eye on this home, now is the time to schedule a showing! Sitting on a level lot just minutes from Rutland is this well-kept raised ranch offering space for family and friends. The upper level of this home has a spacious kitchen open to the dining area, a large living area with a pellet stove insert, three bedrooms and a full bathroom. There is a

  Tyleen Murray Kelley Real Estate, Inc.

  3 Columbian Ave, Proctor, VT 05765
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /21

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,802 Sq Ft

  2941 U S 7, Clarendon, VT 05759

  Nestled in a peaceful Vermont setting, this charming 2-bedroom, 2-bathroom home offers both comfort and room to grow. Sitting on a spacious lot with beautiful, open land, this property is perfect for outdoor enthusiasts, gardeners, or anyone looking to enjoy life with a bit more elbow room. Check out the new pics!The outdoor space is one of the highlights here—with ample yard for play,

  Brian Hill Remax Summit

  2941 U S 7, Clarendon, VT 05759
• 

  

  /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
• 

  

  /55

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 3,849 Sq Ft

  127 Wynnridge Dr, Rutland, VT 05701

  Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into

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

  127 Wynnridge Dr, Rutland, VT 05701
• 

  

  /43

  $483,000

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  52 Victoria Dr, Rutland, VT 05701

  Welcome to your dream home in the highly sought-after Rutland town neighborhood! This charming ranch-style residence boasts 3 spacious bedrooms, including a primary bedroom with an ensuite bath. The main floor has been thoughtfully updated, featuring a remodeled kitchen equipped with stainless steel appliances, a center island, and an abundance of natural light.Step outside to your private

  Alison McCullough Alison McCullough Real Estate

  52 Victoria Dr, Rutland, VT 05701
• 

  

  /19

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  850 Sugarwood Hill Rd, Rutland, VT 05701

  Desirable neighborhood in Rutland Town. Nicely secluded on 4 acres. House being sold "as is, where is". Requires some rehab.Great opportunity at this price.

  Christopher Fucci Chris Fucci Associates, LTD

  850 Sugarwood Hill Rd, Rutland, VT 05701
• 

  

  /42

  $1,350,000

  • 10 Beds
  • 11 Baths
  • 5,970 Sq Ft

  70 N Main St, Rutland, VT 05701

  Exceptional craftsmanship meets modern restoration in this stunning Victorian home. Original features like leaded stained-glass windows, leather wall accents, intricate plaster moldings, and handsome oak parquet flooring highlight its timeless elegance. A grand foyer welcomes you with a 145-year-old handcrafted staircase, while the opulent dining room showcases built-ins and a stained-glass wall

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

  70 N Main St, Rutland, VT 05701
• 

  

  /8

  $295,000

  • Land
  • 25 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
• 

  

  /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
• 

  

  /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
• 

  

  /11

  $150,000

  • Land
  • 2.00 Acres
  • $75,000 per Acre

  0 Helvi Hill Rd, Mendon, VT 05701

  Here is your opportunity to build your dream home on a secluded subdivided parcel in the middle of Vermont ski country! Two peaceful wooded acres abutting the National Forest provide miles of outdoor enjoyment. Imagine living just minutes from Killington Resort, the largest ski and snowboard resort in Eastern North America and home through 2020 of the Audi FIS Ski World Cup! Within a few minutes

  Nancy Greenwood Watson Realty & Associates

  0 Helvi Hill Rd, Mendon, VT 05701

Showing Results 1 - 40, Page 1 of 2