Rutland Homes for Sale

Welcome to Rutland, Massachusetts – a hidden gem nestled in the heart of Worcester County! Known for its picturesque landscapes and tight-knit community, Rutland offers a tranquil retreat while still being conveniently located near urban amenities. With its rich history, charming rural character, and beautiful outdoor spaces, Rutland is the perfect place for families, nature lovers, and anyone seeking a peaceful lifestyle.

As you explore this delightful town, you’ll find a variety of recreational activities, including hiking trails, parks, and lakes that invite you to enjoy the great outdoors. The community hosts seasonal events and farmer's markets, fostering a warm and welcoming atmosphere that makes Rutland feel like home.

When it comes to real estate, Rutland boasts a diverse selection of homes for sale that cater to various lifestyles and budgets. Whether you’re looking for a cozy single-family home, a sprawling country estate, or a charming cottage, you’ll find it here. Many properties feature spacious yards, modern amenities, and stunning views of the surrounding nature, making them ideal for both relaxation and entertaining.

The local schools are highly regarded, and the community’s commitment to education ensures that families can thrive in a nurturing environment. With easy access to major highways, Rutland residents enjoy a perfect blend of serene living and proximity to Worcester’s vibrant city life.

Discover the charm of Rutland and find your dream home in this enchanting town today! Your perfect slice of Massachusetts awaits.

Newest Rutland Homes for Sale

$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!

336 Pommogussett Rd, Rutland

$749,990

3 Beds ⋅ 2 Baths ⋅ 73575778 MLS

This brand new, beautifully designed ranch offers the ease of single-level living with thoughtful finishes throughout. The open floor plan seamlessly connects the kitchen, dining room, and living room — ideal for everyday living and entertaining. The kitchen shines with quartz counters, a large center island, stainless steel appliances, and sleek finishes. Unwind on the covered front porch or relax in the open living room where sunsets pour through the windows.All three bedrooms offer comfort and ample space, including a standout primary suite with a custom-built walk-in closet and en suite bath featuring a tiled shower. The unfinished, walk-out basement offers potential to add additional living space and the oversized two car garage adds valuable storage space.A large composite deck overlooks the flat, tree-lined backyard- providing endless possibilities. The best part though is the location! Set on a picturesque country road lined with stone walls and surrounded by trees- it is the epitome of a private, relaxing setting.

262 Glenwood Rd, Rutland

$585,000

4 Beds ⋅ 3 Baths ⋅ 73570316 MLS

Showings begin immediately. Open House Sat 9/5 1-2:30 pm . There is something special about a home that feels like it was designed for the way you actually want to live! Custom built in 2013, this 4 bedroom 2.5 bath home offers an open, spacious feel as soon as you open the front door. You will love the ease of one level living, and plenty of room to gather, unwind and make it your own.The heart of the home is the enormous kitchen with massive center island for quick bites and gatherings. You will appreciate the custom cabinetry, soft close drawers, tiled floors and gorgeous granite countertops all creating a relaxing space made for everything from quiet morning coffee to holidays filled with family and friends. Hardwood floors flow throughout the main level, and the open design keeps everyone connected while still giving you room to spread out. Step through the kitchen sliders onto the huge deck and imagine summer dinners outside, peaceful mornings with coffee, or simply sitting back and enjoying the beautiful backyard view.With three bedrooms and two full baths on the main level, everyday living can happen comfortably on one floor .The oversized Main bedroom has its own private bath as well as walk in closet. And when you want more space, the bright walkout lower level delivers a large family room, extra bedroom , bath and lots of storage place with an abundance of light ! Outside is beautiful landscaping and a covered front porch to sip coffee or cocktails and soak in the view . This home truly has it all!

273 Maple Ave, Rutland

$399,900

4 Beds ⋅ 3 Baths ⋅ 73569616 MLS

Large 5 bedroom and 2.5 bath home looking for a new owner, Large open kitchen area. Spacious living room. Full sized bedrooms. Legal ADU unit with new kitchen. 4 season room. New roof. Great lot and location.

156 Main St, Rutland

$349,900

3 Beds ⋅ 1 Baths ⋅ 73568702 MLS

Charming, beautifully updated, and move-in ready, this is a home that feels easy to love from the moment you walk in. The bright, renovated kitchen is the heart of the home, featuring crisp white cabinetry, distinctive countertops, open shelving, and stainless steel appliances added in 2023. It flows naturally into the cozy living room, creating an inviting layout for both everyday living and entertaining. Two well-appointed bedrooms and a full bath complete the first floor, while new luxury vinyl plank flooring and fresh paint carry throughout the first and second levels. Upstairs, the flexible layout can be used as two separate rooms or one spacious retreat, offering options for bedrooms, a playroom, studio, or additional living space. The finished lower level provides even more usable space and is ready for cosmetic updates to make it your own. A 2025 smart washer and dryer and plenty of additional storage add everyday convenience. Outside, the desirable corner lot offers a private backyard with room to relax, entertain, and enjoy gardening in the large metal raised beds that will remain for the next owner. A detached one-car garage provides additional storage, along with plenty of off-street parking. With town water and sewer, a newer heating system, vinyl siding, and a 2021 roof, many of the big-ticket items are already in place. Conveniently located just minutes from downtown and major routes.

16 Highland Park Rd, Rutland

$749,900

3 Beds ⋅ 4 Baths ⋅ 73568589 MLS

Welcome to Brunelle East, where this beautifully updated and thoughtfully designed home delivers the space, comfort, and setting to truly enjoy everyday living! Situated on a generous .69-acre lot near Moulton Pond, this 3-bedroom home offers over 2,250 SF of above-grade living space with an additional finished lower level. The open-concept kitchen and dining area creates a natural heart of the home, ideal for everything from everyday meals to hosting family and friends. The remodeled kitchen is beautifully appointed with quartz countertops, a center island, stainless steel appliances, crown molding, and a pantry, with convenient access to the backyard and deck. Just a few steps above, the impressive 24' x 24' elevated living room creates a distinctive yet connected space, featuring a vaulted ceiling, fireplace, decorative moldings, recessed lighting, engineered hardwood flooring, and oversized windows that bring in an abundance of natural light. Outside, the fully fenced and professionally landscaped yard provides a wonderful setting for summer cookouts, gatherings, pets, gardening, or simply relaxing at the end of the day. Upstairs, the vaulted primary suite offers a walk-in closet and private full bath, while two additional bedrooms and a second full bath provide plenty of room to spread out. A dedicated first-floor office makes working from home easy, while the finished lower-level family room with half bath offers even more flexibility for movie nights, a game room, fitness area, or additional entertaining space. Complete with first-floor laundry, a 2-car attached garage, ample paved parking, central air and ductless mini-splits, public water and sewer, this is a home that feels as good to live in as it looks. Turn-key home ready to be enjoyed!

2 Horizon Road, Rutland

$385,000

3 Beds ⋅ 2 Baths ⋅ 73568333 MLS

*Offer Deadline: 8/31 @ 5pm* Discover the charm of 8 Beechwood Dr in Rutland, MA. Built in 1972, this inviting 1,312+-square-foot home is located in a well established neighborhood and located close to all that Rutland has to offer. The open-plan kitchen features matching black appliances and a center island, perfect for additional counter space or casual dining. The living room is warm and welcoming w/ a large bay window for natural light and a cozy brick-accented fireplace for the cooler weather ahead. Three comfortable bedrooms include closets and hardwood flooring, while the home’s 1.5 bathrooms offer spacious, functional layouts. The BONUS room off the kitchen features a cathedral ceiling, skylights, a slider to the back deck and a lovely view of the back yard. Customize the partially finished lower level to fit your needs! Convenient one car garage for the upcoming winter months. Excellent location to area amenities, inviting spaces throughout and a fantastic value!

8 Beechwood Dr, Rutland

$444,900

3 Beds ⋅ 2 Baths ⋅ 73563783 MLS

Presenting this single-family residence, constructed in 1987, encompassing 1190 square feet of refined living space at 4 Sycamore Dr, Rutland, MA. This property, set upon a generous 17,424 square foot lot, offers a compelling opportunity for discerning buyers seeking a blend of comfort and functional design within a desirable setting. The residence features three thoughtfully proportioned bedrooms, providing versatile accommodations for various lifestyle needs. Complementing these are two full bathrooms, meticulously designed to offer convenience and privacy. Discover the exceptional potential within this Rutland, MA property; an immediate inquiry is encouraged to explore this unique offering.

4 Sycamore Dr, Rutland

$739,000

4 Beds ⋅ 3 Baths ⋅ 73562107 MLS

PRIVACY! Come home to your own woods and enjoy the stars, & peaceful beauty this 5.7 ACRE PROPERTY provides || A 1999 CONTEMPORARY CAPE nestled in the back of the property with a beautifully landscaped front yard including terraced lawns, fruit trees and spectacular old stone patio surrounding a firepit. Deck and covered front porch look out on all. OPEN CONCEPT 1st FLR! Kitchen, Dining and cathedral ceiling, large picture window Living Rm all open to one another. 1st FLR PRIMARY BR, with huge walk-in closet and bath. Half bath for guests. Balcony, 3 Bdrm's and a bath on 2nd floor. One of upstairs bedrooms is very large. Unfinished basement has garage door & can be converted to an under home single garage. New kitchen appliances 2021, new carpets 2022, freshly painted inside & out, above ground pool, AWESOME KITCHEN MAKE OVER w/ NEW ISLAND, fenced side yard. Convenient location right off 62. Comet Pond boat ramp 1 mile away. Great school system, Right to Farm Com, Mt Wachusett 18 min away, all add up to THE PERFECT HOME if you love privacy and the outdoors!

115 River Rd, Rutland

$625,000

3 Beds ⋅ 4 Baths ⋅ 73557968 MLS

Set in a well-established Rutland neighborhood with sidewalk-lined streets and tucked-away cul-de-sacs, this distinctive dormered Cape combines generous living space, flexible accommodations, and a wooded backyard setting. Built for the builder's own family member and meticulously maintained over the years, this home features 3 bedrooms, including a primary with en suite bath, 3.5 baths, and convenient first-floor laundry. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, a built-in wine cooler, and a dining area with sliders leading to the backyard deck. Formal living and dining rooms provide room to host holidays and special occasions, while the family room with its brick fireplace serves as a natural cozy gathering place. Crown molding, decorative trim, and vaulted ceilings add warmth and character throughout. An unexpected bonus is the finished lower level, complete with its own kitchen, ¾ bath, and separate entrance. Whether you need space for extended family, long-term guests, a home office, hobbies, or changing household needs, this versatile area offers exceptional flexibility. Outside, an incredible two-tier composite deck provides plenty of room for grilling, outdoor dining, and gathering with friends, while the private backyard offers a level area for play, gardening, and other outdoor fun. With attractive curb appeal, a highly functional floor plan, and convenient access in and out of town, this is a home that offers room to spread out, gather together, and adapt as your needs change.

17 Sycamore Drive, Rutland

$649,900

3 Beds ⋅ 3 Baths ⋅ 73555134 MLS

One owner custom designed cape style home offering front to back family room with palladium window, cathedral ceilings, hdwd floors and French doors , open to dine in kitchen with breakfast bar, granite counters, and informal dining area. Formal DR continues with hardwood floors plus formal living room or den with wood Fireplace offering warmth and comfort . Open foyer takes you to the 2nd floor where you will find 3 bedrooms all with hardwood floors & guest bath . Primary suite has bay style window, spacious closet and large oversized private bath. Lower level has 2 finished rooms not inc in GLA perfect for a playroom or office area. Complete with 2 car garage , new deck and walk way all on 1.5 acre lot.

249 Pleasantdale Road, Rutland

$255,000

2 Beds ⋅ 1 Baths ⋅ 73553859 MLS

back on market due to seller not obtaining financing. Motivated seller prefers cash offers.Home being sold as is. 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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