Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Rutland Town VT Real Estate

Surrounding Vermont’s third-largest city, the town of Rutland offers beautiful countryside with access to commerce and entertainment. An eclectic mix of rural, suburban, and urban, the town of Rutland is home to some of Vermont’s oldest family farms and the Diamond Run Mall. Rutland’s town is known for its tight-knit community that serves as a pillar of Rutland County.

Search the latest real estate in the town 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: 6.29% last updated on 2022-09-22

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 1,3,4,& 17

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

Est. Mortgage: $/month

MLS Number 4847415

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

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. Four 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: 6.29% last updated on 2022-09-22

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

203 Curtis Brook Road Rutland Town VT 05701

Rutland Town, VT203 Curtis Brook Road

Price$1,095,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4917172

  • Residential Single Family
  • Square Feet 4,784
  • Bathroom 3
  • Bedrooms 5
  • Construction Existing

BEST LOCATION EVER! This stylish "one of a Kind" contemporary home sits on 3.9 acres and enjoys a community pond, minutes to the ski areas, and exclusive neighborhood. The newly paved driveway and extensive landscaping surrounding the house are impressive. Sound of music views adds to the appeal of this five-bedroom, three-bath 4784 sq. ft home. The Great room's soaring ceilings feature a massive stone fireplace which is a focal point and adds tremendous warmth and style to the home. South-facing windows provide passive solar, radiantly heated tile floors in the winter, and central air in the summer is sure to deliver comfort year-round. The spacious kitchen is enhanced by wood cabinetry, stainless steel appliances, a six-burner gas stove, gleaming granite counters, and a walk-in pantry. The lovely open-style dining room with a built-in wet bar and service buffet is perfect for the holidays. In addition to the main level there is a home office, first-floor bedroom, and a full bath. The second level hosts three oversized bedrooms, a sitting nook overlooking the great room, and a luxurious primary suite featuring a beautiful bathroom, walk-in closet, and balcony overlooking Pico and Killington mountain views. Second-floor laundry room adds convenience. Enjoy tons of outdoor living space on the multi-level deck system surrounded by lush perennial gardens, mature trees, and the babbling brook sounds. Located in one of Rutland Town's most sought-after locations. LIVE VERMONT!

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: 6.29% last updated on 2022-09-22

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

177 Viewmont Drive Rutland Town VT 05701

Rutland Town, VT177 Viewmont Drive

Price$958,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4924009

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Square Feet 4,085
  • Bathroom 5

Custom designed Post and Beam home with unique spaces throughout includes several vaulted ceilings, two commanding stone fireplaces and three floors of living, entertaining and work spaces. Window placements and design provide interior privacy yet provide ample light within. Easy main level living if necessary with multiple bedrooms, baths and laundry on the 1st floor. The current primary bedroom occupies the second level and has a private lofted space and two walk in closets. The lower level is setup with an office, exercise room, bath and the beginnings of a lounge type area. The expansive deck and in ground pool complete the year round enjoyment right at home package. In addition to the attached two car garage, there is a detached barn with storage above. Views to Killington and beyond and a short drive to two fabulous Golf courses as well as downtown shopping and dining.

Listed by Susan Bishop 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: 6.29% last updated on 2022-09-22

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: 6.29% last updated on 2022-09-22

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

2 Wynnridge Drive Rutland Town VT 05701

Rutland Town, VT2 Wynnridge Drive, Unit Available lots

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4847485

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

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. Four 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: 6.29% last updated on 2022-09-22

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

3 Pennock Lane Rutland Town VT 05701

Rutland Town, VT3 Pennock Lane, Unit #1. #3. # 4. #17.

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4847603

  • Residential Single Family
  • Bathroom 2
  • Square Feet 2,106
  • Construction Pre-Construction
  • Bedrooms 3

Build your dream home at, WYNNRIDGE AT EAST CREEK RUTLAND TOWN, VT. This Farmhouse style offers one level living with 1706 and optional 400 sq. ft. expansion possibilities. 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 on some of the lots. Dean Davis Premier Builders will guide you through the process of building this 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 quality workmanship first hand. Rutland Town School District K-8 and school choice 9-12 is a huge bonus for families and offers solid resale. Four 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. TURN KEY PRICING INCLUDES YOUR CHOICE OF LOT. TOP OF THE LINE INTERIOR PRODUCTS, RADIANT HEATING AND CENTRAL AC, FULLY LANDSCAPED AND PAVED DRIVEWAY. CALL TO MAKE AN APPOINTMENT TODAY!

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: 6.29% last updated on 2022-09-22

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

37 Ox Yoke Drive Rutland Town VT 05701

Rutland Town, VT37 Ox Yoke Drive

Price$750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4922365

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,310

Million Dollar View! Private 5.5 acre setting atop a knoll and conveniently located one owner/custom home just minutes to skiing. South facing floor to ceiling windows in the kitchen and den flood the spaces with light while perennial gardens outside surround the house with color. Nearly 2100 sf of living space on the main level has everything you need for comfortable one level living and entertaining. Your eat-in kitchen has radiant heated floors and connects to the cozy den and beautul stone fireplace. The dining room connects to the living room where you find the second fireplace and both rooms have sliders opening to the deck and back yard complete with the woodland backdrop. Primary bedroom and private bath, plus two additional bedrooms, two baths and laundry complete the main level. The 600+sf upstairs has another bedroom and bath plus a craft room/office and a loft space overlooking the den and the view beyond. Let your imagination fly with nearly 2100sf of lower level space. Welcome Home to Vermont

Listed by Susan Bishop 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: 6.29% last updated on 2022-09-22

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$630,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4922497

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 3,553
  • Construction Existing
  • Bathroom 3

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 cape-style home features updates throughout the years. The kitchen features 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 plenty of south-facing windows. The adjacent home office can double as a guest room with a full bath close by. The 20'x16' sunroom addition features a cathedral ceiling, and tons of windows and is included in the square footage. Step out to an open deck for grilling and a view of the pond. Three spacious bedrooms and two full baths on the second floor. The primary bedroom host several closets and a luxurious new beautiful primary bath. Love the sounds of the pond fountain from the south-facing windows. The finished basement is a wonderful heated entertainment area. Enjoy this private setting, offering open land, a pond, and a trail system for the grandkids to adventure out to. A 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: 6.29% last updated on 2022-09-22

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

794 US Route 4 E Rutland Town VT 05701

Rutland Town, VT794 US Route 4 E

Price$596,750The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4920397

  • Residential Single Family
  • Village Rutland
  • Bedrooms 4
  • Square Feet 2,400
  • Bathroom 3

7.1 acre hidden gem property in Rutland Town! 4 bedrooms,3 bath,roughly 2400 square foot single level ranch.1.2 miles from Rutland Town School,1 mile from Rutland High School,7 miles from Killington Ski Resort and just 2 miles from Rutland Regional Medical Central.Secluded yet close to all amenities.Extremely well built house with the choice of electric or oil heat.Large kitchen with custom cabinets with tons of storage.Spacious dining room with views of East Mountain and horse pasture.Two bedrooms with energy efficient heat pumps and a bathroom added in 2019 located off the dinning room and living room with a sliding barn door entrance. Oversized living room with a Vermont Castings propane fireplace and beautiful cherry hardwood flooring.Two more large bedrooms,one with its own bathroom,are located at the other end of the house.18 x 36 inground pool has its own entry right off the 3rd bathroom/laundry room. Every bedroom has its own unique view of the property including views of a goldfish stocked pond complete with wild ducks.Tenny brook runs through the property as well.2 car attached garage with tons of storage. Full basement with it's own garage door out back.Fully insulated and powered playhouse has endless possibilities.Five stall matted horse barn with loft holds 300 bales of hay.Fenced in pasture and winter sacrifice area has a shelter.80 x 120 outdoor riding arena If buyer isn't interested in horses,seller would be wiling to pull out all fencing.

Listed by Edward Patch 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

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

767 US Route 4 East Rutland Town VT 05701

Rutland Town, VT767 US Route 4 East

Price$475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4896519

  • Residential Single Family
  • Bathroom 1
  • Construction Existing
  • Square Feet 1,184
  • Bedrooms 2

This is a well-located Rental House, on nearly 50 acres, representing an exceptional development opportunity (subject to permitting) convenient to The Home Depot (0.5 mile), restaurants (East Asian Cuisine, Johnny Boys Pancake House, Appleby's, Sub-way, McDonald's and Countryman's Pleasure fine dining Restaurant all less than a mile up the road), several convenience stores and the 2 of the area's most popular shoe stores. Best of all: just 10 minute's drive (7 mi.) from the Ski Lifts at Pico Mountain, part of Killington Ski & Golf Resort! Although the house is on a 2.7-acre home-site, it must be sold with adjoining lands (Town lists total acreage as 49.43 acres, an old survey cites 51.4 ac. total, including the home-site). House needs renovating, especially to meet Air BnB standards (built circa 1942), but is occupiable and has a 7-yr old asphalt shingle roof. Dug well occasionally runs low on water if all water fixtures used at once, or in short order. Buyer should: 1) Have a well drilled to replace dug well; 2) Have engineer's & fire safety inspections for buyer's intended use; (different bldg and fire safety codes apply to different uses); 3) Have mold testing done, especially in basement, once partially finished, but flooded recently until new gutters and drain spouts were installed; 4) Have the wood stove flue inspected for condition and safety before re-connecting to the flue. The wood stove in living room is included, but has not been used in over 10 years.

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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

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

964-966 Route 4A East Rutland Town VT 05701

Rutland Town, VT964-966 Route 4A East

Price$459,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4927585

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,044
  • Bathroom 1
  • Bedrooms 2

This is a very unique investment opportunity. Located on US Route 4A East, minutes to Pico and Killington Ski Resorts as well as Rutland with area dining and shopping and a short drive to Lake Bomoseen. This property features 2 seperate houses on 2 acre lot. Can be used as a investment and live in main house rent out the other either long term or short term like airbnb. The second home features 2 bedrooms, full bath, kitchen, living and dining room. Private wooded level lot. Room for gardens. Plenty of parking. These homes are also listed separately in MLS one at $279,000.00 and the other at $199,000.00.

Listed by Bill Gilbert of Gilbert Realty and Development

{$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: 6.29% last updated on 2022-09-22

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

Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 September 26, 2022 11:53 PM EDT.

 

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