Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Rutland City VT Real Estate

Located in Rutland County, Rutland is Vermont’s third-largest city. Centered among several large cities in New York, Massachusetts, and New Hampshire, Rutland has served as a connection to all coming to Vermont. The city of Rutland is also one of the main resources for those in rural towns of southern Vermont. Its historic downtown is lively, providing residents and visitors alike with unique shops, restaurants, and plenty of entertainment and arts. 

Search the latest real estate in the city of Rutland, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

65 Dyer Road Rutland Town VT 05701

Rutland Town, VT65 Dyer Road

Price$1,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4869534

  • Land
  • Acreage 184.28

Prime location and endless development potential for this property! Road frontage on one of the highest trafficked corners in Rutland County at the corner of Route 4 and Route 7, presents a truly one of a kind development opportunity for retail or other commercial use. Minutes away from downtown Rutland and less than a mile from major box store retailers. Access to the property from Middle Road provides much more private setting with rolling meadows and mountain views. Beautiful location for one or multiple home sites with vast acreage stretching back to Otter Creek to the west.

Listed by Andy Paluch of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

20 Sherwood Road Rutland City VT 05701

Rutland City, VT20 Sherwood Road

Price$1,360,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4941759

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,000

This is a rare opportunity in a great City neighborhood!! 2023 Modern Farmhouse style home and you'll have the ability to choose your finishes, flooring, countertops, cabinets, lighting, and color scheme. This home will offer 4,000 sq ft and a fabulous layout. You will enter the home with a wide foyer with closets to an open concept. Chef's kitchen with large center island and breakfast room, formal dining, or second living/family room. Living room is light and bright and features a modern electric wall fireplace. The second floor offers a Master ensuite with walk-out balcony, walk-in closet, a laundry room, sitting/library area with walk-out balcony. Two bedrooms with jack and Jill full bath and one bedroom with full bath. A space for an office!! The lot offers a private sanctuary in the City. Whether you are looking for a family home or a vacation home this could be the right fit. Located close to the downtown area, several ski areas, Long Trail, and several State Parks.

Listed by Alison McCullough of Alison McCullough Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Wynnridge Drive Rutland Town VT 05701

Rutland Town, VT1 Wynnridge Drive, Unit 3,4,& 17

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4847415

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,482

TURN KEY-INCLUDES YOUR CHOICE OF LOT. Build your dream home in, WYNNRIDGE AT EAST CREEK. This Craftsman style home offers 2482 square feet of exciting interior. Bonus room over garage could add another 473 sq. ft if desired. Choose from a variety of lots. Wynnridge is a beautiful area in which to live and a wonderful place to make home. Minutes to Killington/Pico ski areas, you can see the slopes! Dean Davis Premier Builders will guide you through the process of building a custom home, they offer a wide variety of services to ensure your home is precisely the way you've dreamed of. Having built almost every home in Wynnridge allows you can see their work first hand. Rutland Town School District K-8 and school choice 9-12. is a huge bonus for families and is good for resale.Three lots currently available from which to choose, a variety of topography allows you to select the best lot for your home design. Low traffic cul-de-sac neighborhood. All permits in place per seller. LIVE WYNNRIDGE. BUILDERS THAT CARE. LOVE THE LOOK!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

182 US Route 4 Rutland Town VT 05701

Rutland Town, VT182 US Route 4

Price$925,000The price has recently decreased

MLS Number 4863200

  • Commercial
  • Year Built 1970
  • Square Feet 3,600
  • Acreage 1.19

Very fast paced operation, not uncommon to have waiting lines for up to an hour on Saturday and Sundays. High Volume, High Quality Food, Very loyal local Clientele, Frequented by Tourists as well. Licensed for up to 100 seats. Despite the volume, this is one of the most immaculate kitchens in Vermont. The owners have very high standards not only with their food, service, it also includes their building, inside and out. The restaurant building contains 3,600 sq ft and situated on 1.19 acres with highway frontage, plenty of on site parking. It helps if a new owner is a Chef and has high volume experience. The numbers support the price. Seller request Buyers to sign a Confidentiality Agreement and provide financial information to prove their ability to purchase before we can release the financial information. Required minimum down payment by Banks is 20%. It is also customary for a new owner to pay dollar for dollar for the inventory at time of closing.

Listed by Dick Palmer of Hospitality Consultants,LLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Wynnridge Drive Rutland Town VT 05701

Rutland Town, VT1 Wynnridge Drive, Unit Available lots

Price$795,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4847485

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,486

TURN KEY-PRICING INCLUDES THE LOT. Build your dream home in, WYNNRIDGE AT EAST CREEK. This Farmhouse style offers one level living with 1486 square feet of exciting interior. Bonus room over garage could add another 513 sq. ft if desired. Choose from a variety of lots available. Wynnridge is a beautiful area in which to live and a wonderful place to make home. Minutes to the ski mountain and enjoy seeing the slopes from your home. Dean Davis Premier Builders will guide you through the process of building a custom home, they offer a wide variety of services to ensure your home is precisely the way you've dreamed of. Having built almost every home in Wynnridge, you can see their work first hand. Rutland Town School District K-8 and school choice 9-12. is a huge bonus for families and is good for resale. Three lots currently available from which to choose, a variety of topography allows you to select the best lot for your home design. Low traffic cul-de-sac neighborhood. All permits in place per seller. LIVE WYNNRIDGE. BUILDERS THAT CARE.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

389 West Street Rutland City VT 05701

Rutland City, VT389 West Street

Price$795,000The price has recently decreased

MLS Number 4940966

  • Commercial
  • Square Feet 4,383
  • Year Built 1984
  • Acreage 1

One of Rutland's most iconic summer food spot destinations for over 30 years. The Village Snack Bar sale includes the snack bar business, furnishings and fixtures and real estate with 4 rental units. Property generates strong net rental income to assist in debt service coverage. Excellent opportunity for growth with expanded hours and additional sales offerings. Full Offering Memo with financial information available after execution of NDA.

Listed by Maureen McShane of Chris Fucci Associates,LTD

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

279 Viewmont Drive Rutland Town VT 05701

Rutland Town, VT279 Viewmont Drive

Price$725,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4937536

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,059

Enjoy absolutely breathtaking long range mountain views towards Killington and beyond from this beautifully maintained 4 bedroom, 4 bath cape style home with attached 2 car garage plus an amazing 20 x 24 detached red barn w/storage above. Nicely situated on 4.6 acres in a highly desirable location, this home was designed to capture the views from almost every room. Enter to a pleasant sunrm w/adjoining half bath and proceed to an inviting and comfortable family rm w/built-in bookshelves and a handsome stone fp w/wood stove insert. Warm wood tones, handsome brick wall and granite countertops grace the eat-in kitchen that also offers updated appliances. The spacious living rm has attractive beams, wood flooring and an old brick wall with pellet stove. Oversized first floor master bedrm with French doors leading to a side deck, the perfect place to unwind. An adjoining impressively renovated three-quarter bath completes the first floor. Upstairs are 3 good-sized bedrms, a full bath and extensive easily accessible attic space. The lower level rec rm w/brick fp and new vinyl plank flooring and 3/4 bath is wonderful additional space for your needs. Relax and enjoy the lovely stone patio and expansive deck overlooking a gorgeous rolling lawn offering plenty of space to play, for pets or gardening. Busing to elementary school; h.s. choice. Close to 2 great golf courses, Killington, several lakes and easy access to shopping, dining, Paramount Theatre and Pine Hill Park.

Listed by Jean Chamberlain of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Cheney Hill Lane Rutland Town VT 05701

Rutland Town, VT108 Cheney Hill Lane

Price$649,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4933670

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 3,124
  • Bedrooms 3

FANTASTIC 3.6-ACRE PRIVATE RUTLAND TOWN SETTING. Quality built 3100 sq. ft. colonial-style home offers open and sunlit rooms and several family gathering spaces. Enjoying the morning light from the many windows in the east-facing spacious eat-in kitchen overlooking a private 3.6 acres is a great way to start your day. The adjacent family room features an impressive brick wood stove hearth, custom windows, and beams, making such a cozy place for your family to gather. The formal front entry is vaulted and has multiple windows, featuring a handsome staircase up to the second-floor bedrooms sets this home apart. The living room has a warming brick fireplace and a formal dining room for your entertaining needs. The second level hosts a sitting room overlooking the foyer, where the sun shines onto this space and provides space between the bedrooms. Enjoy three nicely sized bedrooms on this level. The primary bedroom features a vaulted ceiling, multiple closets, a spacious bath, and skylights. Third-level living space adds versatility to your family's needs; a home office or a bunk room would be great. Need additional space? Excellent basement expansion ability with windows, a slider to the rear yard, and rough plumbing ready for an additional bath. Oversized two-car garage will fit a large SUV and has above storage and additional access to the basement. Updated utilities. HARD TO FIND-End of a cul-de-sac location in R. T. Highly rated elementary school, busing, and choice HS.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

27 Blackberry Ridge Place Rutland Town VT 05701

Rutland Town, VT27 Blackberry Ridge Place

Price$624,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4922497

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,510

GREAT RUTLAND COUNTRY CLUB LOCATION. NESTLED ON A PRIVATE 1.2 ACRE LOT IN RUTLAND TOWN IS ONE OF OUR FAVORITE LOCATIONS. This handsome 3500 sq. ft. brick gambrel style home features updates throughout. The kitchen hosts beautiful white cabinetry, stainless steel appliances, and gleaming granite counters. An exposed brick wall adds to the appeal of the openness of the family room with a wood stove for those cold winter nights. Enjoy evening dinners in the spacious dining room boasting new wood flooring and a stylish chandelier. The living room is enhanced by a painted white brick fireplace, built-in bookshelves, and south-facing windows. The adjacent home office can double as a guest room with a bath close by. The 20'x16' three-season sunroom addition features a cathedral ceiling, tons of windows, and is included in the square footage. Step out to an open deck for grilling providing complete privacy. Three spacious bedrooms and two full baths on the second floor. The primary bedroom host several closets and a luxurious BRAND NEW beautiful primary bath. South-east exposure adding wonderful morning-afternoon sunshine. The finished basement is a wonderful heated entertainment area and two huge storage closets. Private setting, offering open land and a trail system for the kids to adventure out to and a 10x12 storage shed. A True paradise for an active life with close proximity to the Country Club, Pine Hill biking trails, and the best skiing in the Northeast, Killington, VT.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

18-A Chaplin Avenue Rutland City VT 05701

Rutland City, VT18-A Chaplin Avenue

Price$600,000The price has recently decreased

MLS Number 4896544

  • Commercial
  • Year Built 1990
  • Square Feet 7,415
  • Acreage 1.05

Established auto body and paint shop that has been doing quality work for 32 years providing full-service collision repair & paint services, bumper-to-bumper capabilities, is now ready to pass the torch. This business is a turn-key opportunity, ready for a new owner. All the equipment necessary to do a professional and efficient job included in the price, including - 2 tower frame machines, welding equipment, 3D measuring machine, and much more. The business is situated in a freestanding building with 2 paint booths, multiple working stations with overhead doors and large parking areas. You cannot duplicate this business for anywhere near the price you can purchase this opportunity with great equipment, established name and large book of business. Can be purchased in conjunction with 18 Chaplin Ave, MLS #4896551, which is currently used as the office space for the operation.

Listed by Brian Armstrong and Daniel Preston of KW Vermont

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

85 North Main Street Rutland City VT 05701

Rutland City, VT85 North Main Street

Price$475,000The price has recently decreased

MLS Number 4912671

  • Commercial
  • Year Built 1911
  • Square Feet 5,476
  • Acreage 0.41

Here we have an Updated Commercial space fit for any type of Office space or Retail, including lower level Office Rental unit below! Below offers large open floor plan with 1/2 bath, which walks out to parking. There are 3 floors of main structure for Working, Meeting and Greeting Space with fine attention to detail. Such as all the quality & charm of older buildings as well as full, 100% air conditioned and Viessmann heated, Buderus Water boiler. Insulated Windows, upgraded elec service panel. Building Handicap accessible. 1/2 Baths on each floor. Main Floor offers, Meeting rooms or Primary's Office space! Can be High End Retail as well... Large Enclosed side porch has Screen Display and TV Mount ready to go. Larger and Smaller Galleries for Agents if desired or as more Single Office Spaces. Flexible floor plan. Security system ready for you to actively engage. No more drudgery of wet, moldy basements for storage with Light, Clean, Dry Attic Space for File Storage! Can also use as open floor space for larger projects, Artistic or Draftsman skills! Full Certificate of Compliance from the City. Wonderful Landmark Location with High Traffic Count of almost 15,000 cars per day to help passively advertise your business! This building is ready for the next generation to enjoy!

Listed by Denise Byers of Century 21 Premiere Properties-Rutland

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

14 Sonia Drive Rutland City VT 05701

Rutland City, VT14 Sonia Drive

Price$460,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4937279

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,907

This 5-bedroom 3-bathroom home is located in a spectacular Rutland City neighborhood. Entering the home you have your inviting foyer, which leads up to your open concept living room, dining room, and kitchen. Enjoy dinners on your spacious deck conveniently located right off from the kitchen. The first floor also includes the primary suite with a full bathroom, an additional beautifully updated ¾ bathroom, and two more bedrooms. In the basement you will find a large family room with a woodstove hook up, another bedroom suite with a full bathroom that could make the perfect place for your guests to enjoy, and the 5th bedroom or ideal office space, as well as a large laundry room. With a little bit of renovation, the lower level could even be transformed into the perfect space for an in-law suite. Outside enjoy your large private backyard and don't forget the 3 bay garage which gives plenty of space to keep your vehicles out of the elements while also leaving room for lawn equipment, toys, etc. Call to schedule a showing today!

Listed by Hughes Group Team of Casella Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated January 29, 2023 11:38 AM EST.

 

Pomfret Dream

6 BR, 57.55 +/- AC $1,285,000 Details

Newbury, Huge Views+Pond

Post+Beam, 27 AC $849,900 Details

 

Stratton Trail Views, 45 Ac

Frank Lloyd Wright Design  $3,950,000 Details