Rutland Homes under $500,000

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Newest Rutland Homes under $500,000

$369,000

3 Beds ⋅ 3 Baths ⋅ 73587546 MLS

End units don't come along often—and this one is a gem! Beautifully maintained, freshly painted, and tucked away at the back of the community, 14 Central Tree Road, Unit 14 offers privacy, comfort, and easy townhouse living. This inviting home features 3 bedrooms and 2½ bathrooms, beautiful hardwood flooring, and a bright, well-cared-for interior that is truly move-in ready. The spacious layout provides plenty of room for everyday living and entertaining, while the end-unit location offers an added sense of privacy. Fresh paint throughout gives the home a clean, refreshed feel, and the pride of ownership is evident from the moment you walk through the door. Enjoy the convenience of an attached garage, first-floor laundry, and private outdoor space to relax and enjoy the seasons. Ideally located in Rutland with easy access to local amenities, recreation, shopping, and major routes, this is a wonderful opportunity to enjoy comfortable, low-maintenance living in a desirable community. Well cared for, freshly updated, and ready for its next chapter—come see why 14 Central Tree Road, Unit 14 could be the one you've been waiting for!

14 Central Tree Rd Unit 14, Rutland

$495,000

3 Beds ⋅ 2 Baths ⋅ 73586286 MLS

Welcome to 45 Pleasantdale Rd! This beautifully renovated split-level ranch offers the perfect combination of more modern updates, comfortable living, and a warm, welcoming feel. Thoughtfully refreshed throughout, this move-in-ready home features a bright and inviting interior with stylish finishes and plenty of natural light. The updated kitchen provides a fresh, modern space for cooking and gathering, while the adjoining living and dining areas create an easy flow for everyday living and entertaining. Comfortable bedrooms and an updated bath continue the home's clean, contemporary feel. The finished lower level adds valuable additional living space with plenty of flexibility for a family room, home office, playroom, gym, or guest space and features a 2nd bath and laundry area. The yard is spacious and level. Set in the desirable town of Rutland, this renovated home offers the opportunity to enjoy all the benefits of an updated property without the projects. Move right in and start enjoying your new home!

45 Pleasantdale Rd, Rutland

$299,900

4 Beds ⋅ 2 Baths ⋅ 73586077 MLS

Opportunity awaits at 153 Main Street in Rutland! Set on approximately ±3.2 acres, this property offers a unique opportunity for contractors, investors, developers or buyers looking to take on a renovation project. The existing single-family residence offers approximately ±1,224 sq. ft. of living area with 4 bedrooms and 2 baths per public record and is substantially gutted and unfinished. Much of the interior has been opened up, providing access to exposed framing and creating a blank canvas for its next owner. Adding to the property's potential is its split TCD-1 and R-40 zoning. The TCD-1 portion provides potential for a variety of uses subject to applicable site-plan approval or special permitting. Options include single-family and two-family dwellings, mixed residential/nonresidential buildings, professional and business offices, retail, personal-service businesses, restaurants, bakeries, day-care centers and other uses. The R-40 portion permits one- and two-family dwellings along with other permitted uses. Buyers and buyer agents should perform their own due diligence with the Town regarding any intended use, expansion, redevelopment or subdivision potential. Public water and sewer are available at the street, offering another important consideration for future renovation or redevelopment plans. Bring your contractor, your plans and your vision. With over 3 acres, Main Street frontage, flexible zoning considerations and an existing structure ready for rehabilitation, this property presents possibilities that extend well beyond a typical fixer-upper. Property is being sold in its current condition. Buyer responsible for all due diligence and verification of intended use, utilities, permitting and development potential. Showings available only during open houses on Sunday, October 11th from 11:00 am to 1:00 pm and on Friday, October 16th from 1:00 pm to 3:00 pm. All offers due by 5:00 pm on or before Tuesday, October 20, 2026. This property is being sold as is. Non-negotiable Purchase and Sale.

153 Main St, Rutland

$465,000

3 Beds ⋅ 2 Baths ⋅ 73576178 MLS

Welcome to 336 Pommogussett Road in Rutland, a charming Cape set back from the road on 1.64 acres, offering privacy, space, and some fantastic recent upgrades! This 3-bedroom, 2-full-bath home features a beautifully renovated kitchen with a center island, granite countertops, upgraded cabinetry, and stainless steel appliances. The open-concept front-to-back living and dining area provides plenty of space for everyday living and entertaining.Enjoy the convenience of a first-floor bedroom and full bath, while the second floor offers two additional bedrooms and another full bath. The unfinished basement provides great potential for future expansion, storage, a home gym, or additional living space.Major improvements make this home even more attractive, including a BRAND-NEW ROOF, BRAND-NEW SEPTIC SYSTEM, and a new mini-duct heating and cooling system, giving the next owner added comfort and peace of mind.Outside, you’ll find a nicely landscaped yard with a flat backyard, plenty of off-street parking, and room to enjoy the outdoors. Conveniently located near the center of Rutland, major routes, hiking trails, fishing, and local ponds.Move-in ready with the big-ticket improvements already completed—come see everything this Rutland home has to offer! Some photos have been virtually staged.

336 Pommogussett Rd, Rutland

$115,000

1 Baths ⋅ 73573070 MLS ⋅ ['Countryside Estates'] BLDG.

Affordable Studio Condo in the heart of Massachusetts. Bright, clean, & updated throughout. Stainless appliances in the seperate kitchen. Sliding glass doors look out to private back area of building. Great for anyone looking for affordable living, make a great rental unit for investors. Close to town center, Rutland activities and all the Wachusett region has to offer.

176 Maple Ave Unit 2-4, Rutland

$194,999

2 Beds ⋅ 1 Baths ⋅ 73566836 MLS ⋅ ['Countryside Estates'] BLDG.

Seller CLOSING BONUS: Selller will credit 6 months of HOA Dues at closing to qualified Buyer. The HOA iat Coutryside Estates includes water, sewer, and property taxes. Super convenient! Enjoy the ease of ground floor living in this beautifully updated 2-bedroom 1 bathroom condo located in the desirable town of Rutland. This inviting, updated unit offers central air conditioning for year-round comfort and a functional layout for low-maintenance living at its finest. With new stainless steel kitchen appliances and a tiled bathroom with glass shower doors, this unit is well appointed with modern features. The bright living spaces provide a welcoming atmosphere. Custom closets add to convenient storage. Brand NEW laundry with smart phone control. Nestled in a peaceful Countryside Estates community, you’ll appreciate the charm and small-town feel of Rutland while remaining close to local shops, restaurants, parks, and major commuter routes. This condo is an excellent choice!

176 Maple Ave Unit 1-26, Rutland

$209,999

2 Beds ⋅ 1 Baths ⋅ 73566746 MLS ⋅ ['Countryside Estates'] BLDG.

Welcome to one of the largest floor plans in this well-maintained complex, a spacious 999 square foot, two-bedroom, one-bath condo in the front building with easy access and a great location. This unit has been thoughtfully refreshed and is truly move-in ready, featuring new carpet throughout, fresh paint, and abundant natural light that gives every room a bright, welcoming feel. The kitchen has been updated with beautiful new plank flooring, creating a bright and welcoming space to cook and gather. The bathroom has also been refreshed with new flooring and vanity giving it that same clean, fresh feeling throughout. The primary bedroom offers a large walk-in closet, giving you the storage space that's often hard to find in a condo this size. Comfort and convenience are built in, with central air, a Wi-Fi thermostat, and Wi-Fi carbon and smoke detectors for smart, connected living. Step out onto your private balcony to take in a beautiful view, a perfect spot for morning coffee or unwinding at the end of the day. In building Wi-Fi Laundry. Secured building adds an extra layer of ease and peace of mind. The complex itself offers great amenities, including a playground and tennis court, with an in-ground pool currently being refreshed and expected to be up and running for the 2027 season. Rutland sits in the geographic center of Massachusetts and offers a wonderful mix of small-town charm and outdoor recreation, with easy access to Rutland State Park and Whitehall Pond for hiking, swimming, and picnicking, plus nearby Wachusett Mountain for skiing and scenic views. History and culture lovers will appreciate the proximity to Old Sturbridge Village, one of the country's largest living history museums, and convenient access to Worcester offers shopping, dining, and commuting options close by. Don't miss your chance to own one of the largest and most updated units in this sought-after complex.

176 Maple Ave Unit 1-36, Rutland

$489,000

2 Beds ⋅ 2 Baths ⋅ 73557945 MLS ⋅ ['Harmony Place'] BLDG.

Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,447 sq ft of single-level living area, a primary bedroom with en-suite bathroom, a 2nd bedroom, a guest bath and a laundry room/pocket office or pantry. Enjoy natural light from a large picture window in the dining area and a back deck with wooded views. The interior is a blank slate for you to make your own! Choose your flooring, cabinet colors, countertops, and design your custom shower. Enjoy maintenance-free living in this new 55+ community. Amenities are on the way, including a clubhouse with an exercise room, a nature trail with fitness stations, pickelball, dog parks and a community garden.

21 Fidelity Drive Unit 73, Rutland

$489,000

2 Beds ⋅ 2 Baths ⋅ 73557946 MLS ⋅ ['Harmony Place'] BLDG.

23 Fidelity Drive Unit 74, Rutland

$498,000

2 Beds ⋅ 2 Baths ⋅ 73557939 MLS ⋅ ['Harmony Place'] BLDG.

Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,582 sq ft of single-level living area, a primary bedroom with en-suite bathroom, a 2nd bedroom, a guest bath and a versatile flex room perfect for an office, den or hobby room. Enjoy natural light from a large picture window in the dining area and a back deck with wooded views. The interior is a blank slate for you to make your own! Choose your flooring, cabinet colors, countertops, and design your custom shower. Enjoy maintenance-free living in this new 55+ community. Amenities are on the way, including a clubhouse with an exercise room, a nature trail with fitness stations, pickelball, dog parks and a community garden.

19 Fidelity Drive Unit 72, Rutland

$498,000

2 Beds ⋅ 2 Baths ⋅ 73557931 MLS ⋅ ['Harmony Place'] BLDG.

17 Fidelity Drive Unit 71, Rutland

$225,000

2 Beds ⋅ 1 Baths ⋅ 73553859 MLS

back on market due to seller not obtaining financing. Motivated seller SEEKING CASH offers!!!!!!!!!!! .Home being sold as is no repairs . Discover the charm of peaceful pond community living in this inviting water-view bungalow nestled in one of Rutland's most picturesque settings. Whether you're searching for a year-round home, weekend retreat, or investment opportunity, this 2-bedroom, 1-bath cottage offers incredible potential in a beautiful natural setting.Situated on a level, landscaped lot with mature plantings, established garden space, and plenty of room to relax or entertain, the property invites you to enjoy the outdoors in every season.Title V is done. A brand-new deck provides the perfect place to take in the water views, enjoy your morning coffee, or unwind after a long day. Gather around the fire pit on cool evenings or make use of the spacious yard for gardening and recreation.Inside, the spacious living room is centered around a cozy wood stove, creating a warm and welcoming atmosphere. A bright, flexible bonus room offers endless possibilities as a home office, guest room, hobby space, or potential third bedroom.Additional features include a covered carport, a multi-room shed with electricity ideal for a workshop or extra storage, and easy access to the community beach where you can enjoy swimming, fishing, kayaking, and other seasonal recreation.Conveniently located just minutes from Rutland Center and Holden, this home is surrounded by some of Central Massachusetts' best outdoor destinations, including state parks, hiking and biking trails, campgrounds, conservation areas, and local parks. You'll also appreciate the close proximity to area colleges and universities, with downtown Worcester and Worcester Regional Airport just 15 minutes away, offering the perfect balance of peaceful country living and everyday convenience.Bring your vision and make this charming water-view property your own!

7 Victoria Avenue, Rutland

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