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

$599,900

3 Beds ⋅ 3 Baths ⋅ 73594623 MLS

Looking for a home that checks all the boxes? This well-maintained New England Colonial delivers! Set in a desirable Rutland cul-de-sac neighborhood, this location is made for an active lifestyle, with easy walking, biking, and running, a short stroll to town center and the Common’s year-round community events, plus nearby access to the Central Mass Rail Trail. The remodeled kitchen opens to a Trex deck overlooking the backyard, while a patio creates another spot to enjoy the outdoors. Inside, spacious bedrooms, organized closets, and two fireplaces—including one in the primary bedroom—bring character and comfort. A large walk-in closet with a cozy reading or office nook adds a bonus you’ll appreciate. Need room to spread out? The finished walk-out lower level with a full bath opens up a world of possibilities: guest accommodations, extended family, a home office, gym, media room, or recreation space. Add mini-split heating and cooling, new garage doors, and meticulous care, and you have a home ready for its next owner. The location, the flexibility, the possibilities—it’s all here! Don’t just drive by; schedule your showing and see what makes 13 Watson Lane worth a closer look ~ Welcome Home!

13 Watson Ln, Rutland

$399,900

2 Beds ⋅ 2 Baths ⋅ 73593863 MLS

Welcome to this beautifully maintained, charming 2-bedroom home filled with wonderful character, natural light, and opportunity! A welcoming open front porch leads into a spacious living room and dining room featuring beautiful hardwood floors and a built-in china cabinet. The kitchen offers a convenient dining area and opens to an impressive addition featuring a cathedral-ceiling family room with hardwood floors, large windows, and an abundance of natural light—an ideal space for entertaining, gatherings, or simply relaxing.The primary bedroom features a private full bath with a Jacuzzi tub, while an additional full bath with a walk-in shower and tub provides added convenience. An unfinished walk-up attic offers excellent potential for additional living space. The huge unfinished basement provides an abundance of storage and exciting possibilities for future finishing and customization, including the expansive area beneath the addition.Outside, enjoy a nice level lot and a one-car detached garage offering convenient parking and additional storage. With its inviting character, generous living spaces, abundant storage, flexible expansion opportunities, and desirable center-of-town location, this home offers a wonderful opportunity to make it your own while enjoying everything Central Massachusetts has to offer.

7 Edson Ave, Rutland

$619,900

4 Beds ⋅ 2 Baths ⋅ 73592736 MLS

Built in 1998, this 4-bedroom, 1.5-bath Colonial situated on a generous 1.03-acre lot surrounded by trees and expansive green areas.Recently painted and move-in ready, the home features a spacious living room with hardwood floors and a brick fireplace, a functional kitchen with stainless steel appliances, ample cabinetry, and convenient first-floor laundry.The exterior offers just as much to appreciate, including a covered front vinyl porch, a spacious rear vinyl deck ideal for entertaining, and a large backyard with plenty of room for outdoor activities.Additional highlights include a newer roof, ample off-street parking, and a spacious driveway.Conveniently located near the Mass Central Rail Trail and Moulton Pond, offering easy access to outdoor recreation and scenic surroundings.With its generous lot size, practical layout, recent updates, and proximity to local outdoor attractions, this property has plenty to offer its next owners. Sale is subject to the sellers finding suitable housing. Sellers are actively looking .

11 Valley View Cir, Rutland

$649,900

6 Beds ⋅ 4 Baths ⋅ 73592181 MLS

Welcome to this spacious 6-bedroom Colonial nestled on 1.51 acres in a beautiful country setting in Rutland! Offering over 2,900 square feet of living space, this home features a welcoming foyer, formal dining room, and inviting living room with hardwood floors and a cozy brick fireplace with wood stove insert. The spacious eat-in kitchen offers abundant cabinetry, a center island, stainless steel appliances, and French doors leading to an expansive rear deck overlooking the private backyard. A comfortable family room and convenient half bath complete the main level. Upstairs you'll find four generously sized bedrooms, including a primary suite with private bath and jetted tub, along with an additional full bathroom. Additional highlights include a two-car attached garage, 1st floor, 2 bedroom IN-LAW, paved driveway, unfinished basement offering plenty of storage, and a backyard shed. Enjoy the space, privacy, and versatility this wonderful property has to offer!

257 Pommogussett Rd, Rutland

$739,900

4 Beds ⋅ 3 Baths ⋅ 73591201 MLS

Welcome to this beautiful 4-bedroom home featuring an attractive stone-front exterior, a grand double foyer, and a thoughtfully designed open-concept floor plan ideal for comfortable living and entertaining. Enjoy generous living spaces perfect for family gatherings, hosting guests, and creating lasting memories. Hardwood flooring throughout the first floor adds warmth and elegance, while the walk-out basement offers excellent potential for additional living, recreation, or entertainment space, with the opportunity to add a full bathroom and customize the area to suit your needs. With its spacious layout, inviting design, and exciting possibilities, this home offers the perfect setting for everyday living and special occasions. Just in time for the holiday season, don’t miss this wonderful opportunity to make this exceptional property your own!

9 Arrowhead Way, Rutland

$599,000

4 Beds ⋅ 2 Baths ⋅ 73590227 MLS

Welcome to a home where thoughtful craftsmanship, warmth, and versatility come together beautifully. Set on picturesque grounds, this custom Colonial is filled with distinctive millwork, built-ins, and carefully designed details throughout. The flexible first-floor layout offers a welcoming Family Room centered around a fireplace and a private Office with customl built-ins, and an elegant Living Room accented with wainscoting. The updated Kitchen features beautiful wire-brushed white oak cabinetry, a dining area, and easy access to a full bath with laundry. Upstairs, the spacious Primary Suite offers a relaxing retreat with vaulted ceilings, a custom built-in dresser, and thoughtfully designed closet space. Three additional bedrooms feature custom closets and detailed trim work. The front entry spaces stand out with Nantucket-style beadboard and custom newel post at the front entrance to the functional Mudroom with built-in storage. Outdoor living is just as inviting, with a screened porch and deck overlooking the above-ground pool, landscaped yard, and cozy fire-pit area. With updates including a newer roof, Marvin replacement windows, boiler, well pump, and expansion tank, this special home offers character, comfort, and craftsmanship inside and out.

29 Brintnal Drive, Rutland

$739,900

4 Beds ⋅ 2 Baths ⋅ 73588689 MLS

Welcome to 6 Weaver Farm Rd! Experience timeless farmhouse charm & modern luxury in this beautifully restored 4 bedroom, 2 bath home on over 3 picturesque acres in Rutland. Thoughtfully renovated, this exceptional property offers the character of yesteryear with the comforts of today. Improvements include new insulated walls & ceilings, refinished hardwood floors, fresh exterior paint, new heating system & septic system. The stunning new kitchen showcases custom cabinetry, quartz counters, a massive center island & magnificent fireplace creating a warm & inviting space. Both bathrooms have been tastefully renovated. A walk-up attic offers ample storage or potential for future living space, subject to approvals. Endless storage options throughout! Surrounded by gorgeous grounds & scenic beauty, this property offers a country setting to relax & entertain. Commercial zoning adds exciting possibilities for potential business use, pending town approval. Historic charm meets modern elegance! A truly special property where historic charm meets modern elegance!

6 Weaver Farm Rd, Rutland

$629,900

3 Beds ⋅ 4 Baths ⋅ 73586680 MLS

One owner custom designed cape style home offering front to back family room with palladium window, cathedral ceilings, hdwd floors , 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 , office area or guest space plus extra full bath . Complete with 2 car garage , new deck and walk way all on 1.5 acre lot.

249 Pleasantdale Rd, 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

$629,000

3 Beds ⋅ 3 Baths ⋅ 73583735 MLS

Special 6.25% interest rate financing on 15/1 ARM on 30 year loan. Welcome to 10 Jonathan Cir, a beautifully situated home tucked at the end of a quiet cul-de-sac in a desirable Rutland neighborhood. The inviting layout offers comfortable living spaces and plenty of room to work, relax, and entertain. The spacious eat-in kitchen features a center island, abundant cabinetry, and ample space for everyday meals and gatherings. A large family room with a cathedral ceiling provides an impressive and welcoming space to unwind, while the dining room showcases elegant wainscoting and crown molding.The first floor also includes a versatile bonus room that can easily serve as a home office, den, playroom, or flex space, along with the convenience of first-floor laundry. Upstairs, the primary suite offers a walk-in closet and private bath, while two additional bedrooms share a full bathroom. Outside, enjoy a nice yard with a storage shed and the peaceful setting of a cul-de-sac—ideal for morning strolls, evening walks, and enjoying the surrounding neighborhood. A wonderful opportunity to make this Rutland home your own!

10 Jonathan Cir, Rutland

$749,900

3 Beds ⋅ 3 Baths ⋅ 73582127 MLS

NEW CONSTRUCTION without the wait! This one-year-young retreat is privately set on 6 acres of natural beauty near the Holden and Princeton lines. An impressive foyer welcomes you into this beautifully designed home featuring a stunning kitchen with shaker cabinetry, granite countertops, a spacious island with seating for three, huge walk-in pantry, and half bath. The sun-filled breakfast area flows effortlessly into the vaulted-ceiling family room, complete with a cozy gas fireplace—perfect for relaxing on chilly winter evenings. Your dining room with classic wainscoting provides an elegant setting for entertaining, while the flexible first-floor room with French doors offers the perfect space for a living room, home office, or playroom.Step outside onto the expansive composite deck and enjoy your morning coffee surrounded by nature and the soothing sounds of your very own waterfall! The luxurious primary suite is a true retreat, featuring a spa-inspired bath with a large custom-tiled shower and an oversized walk-in closet. Two additional bedrooms, a full bath, and convenient second-floor laundry complete the upper level.Additional highlights include a two-car garage, walkout basement, central A/C, and the energy efficiency and modern construction you expect from a virtually new home. Ideally located just 10–12 minutes from Holden amenities, near Princeton skiing and hiking, and with easy access to the Rail Trail. A truly special property offering privacy, beauty, comfort, and convenience. Conveniently located near routes 56,68,122, and 9, with easy access to Worcester, the Mass Pike and I-290. Crafted by Willett Construction, Inc., this exceptional home reflects the highest standards of craftsmanship, quality, and meticulous attention to detail. Come see!

146 Wachusett St., Rutland

$649,900

3 Beds ⋅ 3 Baths ⋅ 73581478 MLS

Welcome to 2 Madisyn Avenue in Rutland! This lovely 3-bedroom, 2.5-bath young Colonial is situated on a beautiful, level 1.5-acre lot in one of Rutland's most desirable neighborhoods. The home features a dramatic vaulted great room with a fireplace, creating a warm and inviting gathering space. The open-concept kitchen offers granite countertops, a center island, and sliding glass doors leading to the deck, perfect for entertaining or enjoying the beautifully maintained serene backyard. The main level also includes a formal dining room, a versatile den, convenient first-floor laundry, and a 1/2 bath. Upstairs, the spacious primary suite features a vaulted ceiling, walk-in closet, and private full bath. The two additional bedrooms and another full bath provide plenty of room for family or guests. With its thoughtful layout, large irrigated private yard, 2-car garage and oversized driveway, and sought-after location, this home offers the perfect combination of comfort and functionality. Open Houses Friday 9/26 (4:30-6:30), Saturday 9/27 (11-1), and Sunday 9/28 (11-1).

2 Madisyn Ave, Rutland

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Rutland Homes for Sale

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