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. ​Register 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.

Route 7 S & 4 W. Rutland Town VT 05701

Rutland Town, VTRoute 7 S & 4 W.

Price$2,700,000The price has recently decreased

MLS Number 4992034

  • Commercial
  • Acreage 19.43

This gateway parcel is one of the most visible properties in Vermont. Located in the Town of Rutland which does not have local zoning but does have access to needed infrastructure such as municipal sewer & water and power, etc. Both residential and commercial uses of the property are allowed with State Land Use Permits. Access is at a traffic-controlled intersection on Route 7, Vermont's only highway on the west side of Vermont. Traveling north to south form the Canadian border to the New York City area. The frontage on Route 4, a major highway connecting Vermont to upstate New York and New Hampshire, adds to its unique position in the market. Killington Ski Resort and Okemo Ski Resort contribute to a strong retail, lodging and restaurant market. While the railroad, trucking and industrial base provide for a strong economic base. The Rutland area is considered to be Vermont's up and coming regions and the second largest market in Vermont. Useable acreage is 5.69+/-.

Listed by Mark Thibeault of Badger Peabody & Smith 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.32% last updated on 2024-10-10

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

59 Meadow Street Rutland City VT 05701

Rutland City, VT59 Meadow Street

Price$2,250,000The price has recently decreased

MLS Number 4997552

  • Commercial
  • Year Built 1903
  • Square Feet 20,341
  • Acreage 1.33
  • PricePerSqFt 110.61

Welcome to the Loretto Home, a captivating 20,000 SF historic brick building located in the vibrant heart of Rutland, Vermont. This distinguished property, formerly a senior living facility owned by the Roman Catholic Diocese, offers a unique blend of historic charm and modern potential. Nestled on 1.33 acres of beautifully landscaped grounds, the Loretto Home stands as a testament to architectural elegance and timeless design. Located in the bustling downtown area, the Loretto Home is perfectly positioned to benefit from Rutland's rich community life and economic opportunities. Its proximity to local shops, restaurants, and cultural attractions makes it an ideal location for both commercial and residential endeavors.

Listed by Kendra Kenney of Pomerleau 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: 6.32% last updated on 2024-10-10

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

960 East Pittsford Road Rutland Town VT 05701

Rutland Town, VT960 East Pittsford Road

Price$2,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5003688

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Truly one of the most beautiful properties in Vermont. Welcome to your very own REVENUE PRODUCING equestrian farm that has everything you need. From the moment. you enter the paved driveway lined with beautiful wood post and lighted lanterns, you can feel the magic of this place. Current owners took this 1850's farmhouse down to the studs and meticulously brought it back to life. This magnificent 28.73-acre property sits on a flat piece of land with amazing views of Killington and Pico mountains. You enter the home into a gorgeous kitchen with granite countertops, cherry cabinets and ample seating at the island. Dining room is large enough to host family gatherings and opens nicely into the living room for conversations to flow. The first floor features a flex space, bedroom, laundry and half bath. Up the beautiful stairway you will find a large office, two bedrooms with Jack and Jill bathroom and the large and inviting primary suite. The primary bath is stunning with a large soaking tub, double sink vanity, steam shower and his and her walk-in closets. Above the heated four car garage is a stunning apartment. Currently being offered on Airbnb, but could be used as in-law quarters or a wonderful place for visiting family members to stay. Outdoor amenities: 40 ft. inground heated saltwater pool, screened in pool house with bar, patio featuring a stone fireplace and relaxing spa. Horse farm amenities: 17-stall horse barn, 120' x 66' indoor riding arena, and several paddocks.

Listed by Peggy Steves of Real Broker 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: 6.32% last updated on 2024-10-10

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

135 North Main Street Rutland City VT 05701

Rutland City, VT135 North Main Street

Price$1,900,000The price has recently decreased

MLS Number 5000416

  • Commercial
  • Year Built 1971
  • Square Feet 15,685
  • PricePerSqFt 121.13
  • NOI 59346

Excellent opportunity to own a meticulously maintained commercial building with a prime location on US Route 7 in Rutland City! This 15,000+ square foot building has long-term tenants in place and 3 vacant spaces ready for your own business or lease. Positive monthly NOI. It offers ample parking on a paved lot with 35+ spaces. This property is turn-key with endless opportunity!.

Listed by Denise Scarborough of 802 For you Realty,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: 6.32% last updated on 2024-10-10

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

2096 Us Route 7 N Rutland Town VT 05701

Rutland Town, VT2096 Us Route 7 N

Price$1,250,000The price has recently decreased

MLS Number 4948032

  • Commercial
  • Square Feet 55,000
  • Acreage 178.06
  • PricePerSqFt 22.73

The 178-acre site of the former Thomas Dairy is ready for its next chapter with approximately 55,000 square feet of industrial, warehouse and barn space, as well as a 2-unit residential farmhouse. Tremendous potential for another farm enterprise to carry on the multi-generational agricultural legacy of the property, or utilize the existing structures for multiple smaller tenants or storage. Beautiful views abound across the property, providing opportunity for upscale housing development.

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: 6.32% last updated on 2024-10-10

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

237 Hawley Lane Rutland Town VT 05701

Rutland Town, VT237 Hawley Lane

Price$1,196,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5007794

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7

Step into luxury with this custom-built four bed, seven bath home in Rutland Town, set on a beautifully manicured 4.5-acre estate. This stunning residence exudes elegance with spacious rooms, high ceilings, and four fireplaces. The winding driveway leads to a gracious front entrance, creating a grand first impression. The formal entry welcomes you into a home featuring 10' ceilings and extraordinary crown moldings. The open floor plan offers a warm and sophisticated flow, ideal for both living and entertaining. The gourmet kitchen boasts an impressive center island, high-end appliances, a propane fireplace, and a pantry. Step out onto the covered porch to savor breathtaking western sunsets. Retreat to one of the two luxurious bedroom suites, each located on opposite wings for ultimate privacy. The primary suite is a sanctuary, featuring a double-sided propane fireplace and a custom closet fit for royalty. An equally stunning suite is found in the south wing. This home is designed for both work and play. An office with pocket doors ensures a quiet workspace, while the custom laundry area transforms chores into a pleasure. The lower walk-out level hosts two beautiful bedroom suites, a Jack and Jill bath, and a family room with a convenient kitchen bar and a striking stone fireplace. Additional spaces include a home gym and a craft room. Outdoor amenities include a saltwater pool overlooking the gorgeous Green Mountain sunsets. Minutes to the slopes and great school options.

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: 6.32% last updated on 2024-10-10

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
  • PricePerSqFt 256.94

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: 6.32% last updated on 2024-10-10

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

65 Dyer Road Rutland Town VT 05701

Rutland Town, VT65 Dyer Road

Price$875,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4869534

  • Land
  • Acreage 184.28
  • PricePerSqFt 4748.21

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: 6.32% last updated on 2024-10-10

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

224 North Main Street Rutland City VT 05701

Rutland City, VT224 North Main Street

Price$825,000The price has recently decreased

MLS Number 4966339

  • Commercial
  • Year Built 1947
  • Square Feet 36,225
  • Acreage 4.21
  • PricePerSqFt 22.77

This is a very well located Redevelopment Opportunity with possible restoration of existing Restaurant, Kitchen and part of Dairy Bar bldg covering a total of approximately 9,500 to 12,000 sq. ft. The balance of the 36,225 sq. ft. building likely needs to be razed with some salvage value of steel frame. In its Prime in the mid 1980's the complex consisted of 3 buildings joined together: A 9,534 sf Restaurant bldg, 21,111 sf Dairy Bldg including a 2,400 sf Dairy Bar, and a 5,580 sf Distribution Center with drive-thru truck wash/repair bay and 3-Bay Garage with three 12'x14' OHD's. Two other buildings on the site include a former 2-story residence (in serious disrepair) near the south property line, and a large Quonset Storage Building toward the rear north side of the property. Appraised by a VT-licensed General Appraiser for $975,000 in August 2022, it is offered at 15% below that, despite 6.2% inflation since then, for an inflation adjusted savings of 21%. Owners successfully appealed the City Tax Assessed value of approx. $1.25 million down to the current $770,800 assessed value. ABOUT 2/3rds OF BLDG IS IN SERIOUS DISREPAIR, WITH ROOF, CEILINGS AND SOME FLOORS COLLAPSING. OWNER MUST ACCOMPANY SHOWINGS OF FULL STRUCTURE beyond the restaurant space. DISCLOSURE: Soil contamination has been identified and registered with the State, and further testing needs to be done. Buyer's engineer will be asked to speak with the State engineer about the scope of contamination.

Listed by Ray Ault of Ault Commercial Realty,Inc.

{$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: 6.32% last updated on 2024-10-10

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

11 Tuttle Meadow Drive Rutland City VT 05701

Rutland City, VT11 Tuttle Meadow Drive

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5007124

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Stately Colonial. You don't want to miss seeing this impressive 5 bed, 4 bath, Colonial Style home nestled on 1.38 acres, located in a desirable location in the heart of Rutland, featuring a welcoming and comfortable open concept main floor, plenty of natural light, spacious kitchen with center island, pantry, formal dining and formal living room, lovely maple cabinets and maple hardwood flooring with a combination of radiant and HWBB heat throughout, and an air filtration system. The main floor 11 x 13 bonus room would make a great office, nursery, or private guestroom. This 5 bed, 4 bath boast of a primary bedroom with cathedral ceiling and en suite bathroom, with convenient 2nd floor laundry, central vac system sans vacuum unit. The roughed-in basement with roughed-in bath, has 3 ways for easy access via: interior stairs, walk-out, or walk-up. There's plenty of extra basement storage room that could make an ideal living space or rec-room.The oversized 3 car garage with a walk up storage loft, gives you plenty of space for cars, tools, and toys. There's also a private rear deck. Enjoy the outdoors accented with beautiful landscaping, mature trees, wildlife, and mountain views. Enjoy your beautiful private back yard for gardening, outdoor play, or quiet relaxation with family and friends. Minutes from down town shopping, events & dining. Only minutes from Killington/ Pico Ski Resorts. Check out the 3D tour here in this listing. A must see!

Listed by Mark Triller of Real Broker 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: 6.32% last updated on 2024-10-10

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

00 Carmel Place Rutland Town VT 05701

Rutland Town, VT00 Carmel Place

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4961551

  • Residential Single Family
  • Full Bath 2
  • Construction Pre-Construction
  • Bedrooms 3
  • Bathroom 2

Welcome to Wynnmere, a picturesque adult community nestled in the tranquil embrace of the Green Mountains in Vermont. Here, amidst nature's breathtaking beauty, you'll find the perfect balance of serenity and excitement. With close proximity to a thriving New England town and mere minutes from the largest ski area in the North East, Wynnmere offers a lifestyle brimming with possibilities. Immerse yourself in the splendor of this Torrey Pine design, an exquisite duplex that epitomizes elegance and sophistication. Indulge in the serenity of a walk-out design, seamlessly blending indoor and outdoor living, allowing you to relish the natural wonders of your surroundings. Experience a home that transcends the ordinary, capturing the essence of refined living at its very core. As you explore this remarkable community, take a moment to meander through the cul-de-sac and witness the already-built homes that grace the landscape. Each one is a testament to the superior craftsmanship and attention to detail that defines Wynnmere. Let your imagination soar as you envision your own unique haven amidst this picturesque backdrop. Now is the time to plan your custom construction and witness the realization of your dream home, with building scheduled to commence in the spring of 2024 Furthermore, with the expert guidance of Abatiello Design Center, you can customize every detail of your home's interior, ensuring that it becomes a true reflection of your personal style and preferences.

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: 6.32% last updated on 2024-10-10

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

137 Ruth Avenue Rutland Town VT 05701

Rutland Town, VT137 Ruth Avenue

Price$629,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5003460

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Escape to your private oasis in this beautifully maintained 4-bedroom, 3-bathroom home at the end of a tranquil dead-end road in Rutland Town. Surrounded by woods and mature landscaping, this serene retreat features a flagstone patio with a fire pit, an in-ground pool, a new hot tub and a fenced in back yard. The open living space boasts vaulted ceilings, a two-story wood-burning fireplace, and large windows that fill the home with natural light. Enjoy modern conveniences with stainless steel appliances, hardwood floors throughout, granite counters and a stylish wet bar in the lower level that opens to the backyard and hot tub. The home includes four oversized garage bays, a spacious rec room, and a large dry basement for ample storage. Just 5 minutes from RRMC, 15 minutes from Pico, and 20 minutes from Killington, this home offers the perfect blend of tranquility and convenience.

Listed by Jason Saphire of www.HomeZu.com

{$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: 6.32% last updated on 2024-10-10

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

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 October 14, 2024 2:53 PM EDT

 

Cornwall Majestic

5 BR, 12,000 sq ft, Almost 70 Acres $6,500,000 Details

465 +/- Woodstock Acres

5BR,  7 Stall Equestrian Barn, $6,750,000 Details

 

Iconic Burlington Estate

7BR, 17.6 +/- ac, $14,000,000 Details