Rutland Homes with Colonial Style

Welcome to Rutland, Massachusetts—a charming town nestled in the heart of Worcester County. Known for its picturesque landscapes and a tight-knit community, Rutland offers a serene escape from the hustle and bustle of city life while still providing convenient access to urban amenities. With its rich history and vibrant local culture, Rutland is an ideal place for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

One of the standout features of Rutland is its stunning collection of Colonial-style homes. These architectural gems reflect the town's historical roots and offer a unique blend of timeless elegance and modern comfort. Characterized by their symmetrical facades, classic gabled roofs, and inviting front porches, Colonial homes in Rutland exude charm and warmth. Many of these residences are set on spacious lots surrounded by beautiful gardens and mature trees, providing a perfect backdrop for outdoor gatherings and family activities.

Whether you're looking for a cozy three-bedroom Colonial or a sprawling estate with historical significance, Rutland's real estate market has something for everyone. The community is known for its excellent schools, abundant recreational opportunities, and friendly atmosphere, making it a wonderful place to call home.

Explore the enchanting streets of Rutland, where you can enjoy local parks, hiking trails, and quaint shops. With its captivating Colonial homes and a welcoming spirit, Rutland is not just a place to live; it's a place to thrive. Come discover your dream home in this delightful town today!

Newest Rutland Homes with Colonial Style

$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

Listing courtesy of Listing Agent: James Kalogeropoulos from Listing Office: RE/MAX Partners.

$689,900

3 Beds ⋅ 3 Baths ⋅ 73556183 MLS

Comfort meets style at 95 Prescott Street, the one you’ve been waiting for. This impressive 2017 Colonial delivers 3 bedrooms, 2.5 baths, and 2,248 square feet of thoughtfully upgraded living space on a private 2.02-acre lot in the sought-after Wachusett Regional School District. From the moment you arrive, the curb appeal stops you in your tracks—beautiful landscaping, a striking stone walkway, and a classic Colonial façade that sits proudly among the trees. Step inside and feel the difference. Soaring vaulted ceilings, a massive family room anchored by a cozy fireplace—the perfect spot for movie nights, holidays, or just unwinding after a long day. The light-drenched sunroom is pure relaxation. Beautiful hardwood floors run throughout the main living areas, adding warmth and elegance. The chef’s kitchen is a true showstopper. Stainless steel appliances, stone countertops, a deep farmer’s sink, gas range with powerful vent hood, double wall oven, under-counter microwave, and a special-order counter-depth refrigerator with see-through door create a space that is as functional as it is stunning. The open layout connects effortlessly to a dedicated dining room, making entertaining easy and elegant. The primary suite offers a peaceful retreat complete with a large walk-in closet. First-floor laundry and a versatile office/bonus room add everyday convenience that modern families love. Central air keeps the entire home comfortable year-round. Head downstairs and discover even more potential. The partially finished basement delivers tons of bonus space with polished concrete floors—ideal for a home gym, playroom, media area, or future expansion. Outside this property continues to shine. Enjoy the composite deck, covered patio complete with outdoor bar and seating, and a private backyard that feels like your own retreat. Professional landscaping, mature plantings, and a storage shed complete the package. Whether you’re hosting summer gatherings or simply enjoying a quiet morning coffee, the outdoor living spaces deliver. Located in the sought after, growing town of Rutland with easy access to parks, trails, ponds, outdoor recreation areas and the Wachusett School District, this home offers the perfect balance of privacy, space, and convenience. Upgraded. Private. Thoughtfully designed. Unforgettable. 95 Prescott Street isn’t just a house—it’s the lifestyle you’ve been looking for. Don’t miss it! Open House Sunday, August 2nd, 1-3!

95 Prescott St, Rutland

Listing courtesy of Listing Agent: Jesse Gadarowski from Listing Office: Prospective Realty INC.

$1,985,000

4 Beds ⋅ 4 Baths ⋅ 73552343 MLS

Experience true waterfront living on Demond Pond with 300+ feet of full-recreation frontage and ultimate privacy abutting conservation land. This 4,000 sq ft, three-level home features a spectacular Sun Room wrapped in windows, offering panoramic pond views and stunning sunsets year-round. The first floor includes 9' ceilings with hardwood floors, a Dining and Living Room, and an applianced Kitchen. The Family Room adds a gas fireplace and French doors framing more waterfront scenery. The Main En Suite offers a private balcony, jetted tub, sunset vistas, and walk-in closet, complemented by 3.5 baths and four spacious bedrooms. Outdoor living shines with a dock, gazebo, firepit area, and five garages. Solar panels and a whole-house Generac provide convenience and peace of mind. A rare waterfront retreat combining recreation, comfort, and exceptional privacy almost never comes to market - your Demond Pond retreat in waiting ~ Welcome Home!

14 Demond Pond Row, Rutland

Listing courtesy of Listing Agent: Christy E. Gibbs from Listing Office: Gibbs Realty Inc..

$624,900

3 Beds ⋅ 3 Baths ⋅ 73551644 MLS

New England Colonial charm meets timeless Pottery Barn style in this beautifully maintained, move-in ready home. Tucked away on a private cul-de-sac in the heart of Rutland, it’s just a short walk to the town center and steps from your own access to the Central Mass Rail Trail. The remodeled kitchen opens to a Trex deck overlooking a peaceful backyard with beautiful landscaping, a patio, and built-in storage below the deck. Inside, you’ll find spacious bedrooms, closet organizers throughout, two fireplaces, including one in the primary bedroom, and a large walk-in closet with a cozy reading or office nook. The finished walk-out Lower Level with a full bath offers guest or in-law potential. Efficient mini-split heating and cooling, new garage doors, and meticulous care throughout make this home truly turnkey ~ Welcome Home

13 Watson Lane, Rutland

Listing courtesy of Listing Agent: Christy E. Gibbs from Listing Office: Gibbs Realty Inc..

$524,900

4 Beds ⋅ 2 Baths ⋅ 73549923 MLS

Nestled on over 3 private, wooded acres, this classic Colonial with a distinctive gambrel roof offers privacy, charm and exceptional potential. Major improvements provide peace of mind, including a new septic system (2026), new furnace (2026), new oil tank (2026), new chimney liner and inspection (2026), along with a new water heater (2024). The home features 4 bedrooms, 1.5 bathrooms, hardwood flooring in many rooms, and a spacious setting surrounded by mature trees and natural beauty. This property offers the perfect balance of peaceful country living and everyday convenience. Whether you're looking to restore its classic character or create a fresh, updated interior, this is a rare opportunity to own a home with outstanding fundamentals in an exceptional setting. Enjoy nearby hiking trails, parks, and year round outdoor recreation minutes from your doorstep.

46 Prospect St, Rutland

Listing courtesy of Listing Agent: Patty Downing from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$665,000

4 Beds ⋅ 3 Baths ⋅ 73547470 MLS

This beautiful 4-bedroom, 2 1/2 bath Colonial has so much to offer. The 2-story foyer opens to a Dining Rm on one side & a 14x22 ft Living Rm on the other, currently used as a home office. The spacious eat-in kitchen features professional DCS convection gas stove, gleaming granite counters & recent hardwood flooring. Generous storage including a custom walk-in pantry and oversized kitchen island. 1st flr laundry. Updated 1/2 bath w/ young hardwood flr. The 23x23 ft Great room is perfect for entertaining & features cathedral ceiling, palladium window & gas fireplace. Upstairs are 4 bedrooms . Primary bedroom w/ cathedral ceiling, hardwood, 2 custom closets & upgraded bath. Basement has been partially finished w/ a 16x25 ft bonus room. The tree lined backyard has hot tub, above-ground pool, composite deck. Relax on your Farmer's porch & enjoy the neighborhood views. Bonus: picturesque mountain views from 2nd floor.

35 Brunelle Dr, Rutland

Listing courtesy of Listing Agent: Lisa Westerman from Listing Office: RE/MAX Prof Associates.

$649,900

3 Beds ⋅ 3 Baths ⋅ 73546859 MLS

Beautiful cul de sac location is where your next home is located . This well cared for 3 bed room colonial style home featuring 24 x 24 family room with cathedral ceilings, hdwd floors added in 2025, wood burning fireplace with insert for your convenience ready to accommodate all your entertaining needs. Open to casual dining area in the maple kitchen with center island , granite counters and stainless steel appliances , formal dining room or den and separate office all with hardwood floors offering a versatile floor plan. Second floor has 3 generous size bedrooms all with hardwood flooring added in 2023 including the primary suite where you will find the private bath , and custom built floor to ceiling wardrobe . All bathrooms offer tile flooring and linen closets. Lower level has a finished room perfect for a game or play room. Outside space offers a level back yard with a fenced area, and oversized deck . Solar panels to be assumes with no monthly fees or PPA plus EV charger equipped in the 2 car garage .

9 Cameron Drive, Rutland

Listing courtesy of Listing Agent: Tracey Fiorelli from Listing Office: Janice Mitchell R.E., Inc.

$665,000

3 Beds ⋅ 3 Baths ⋅ 73543945 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

2 Madisyn Ave, Rutland

Listing courtesy of Listing Agent: Steve Sterczala from Listing Office: The O'Rourke Group Real Estate Professionals.

$519,900

3 Beds ⋅ 2 Baths ⋅ 73528910 MLS

Set on a beautifully wooded lot, 57 Sassawanna Rd in Rutland is an inviting 3-bedroom, 1.5-bath Saltbox Colonial that offers both privacy and charm. The first floor features an updated kitchen with stainless steel appliances, ample cabinetry, and stunning exposed wood beams that add character to the space. A cozy living area with a wood-burning stove set on a classic brick hearth flows seamlessly into the dining room with wainscoting. This level also includes a spacious bedroom and an updated full bath. Upstairs, you’ll find two large, equally sized bedrooms, a comfortable family room, and a convenient half bath. Just off the kitchen, a spacious composite deck provides the perfect setting for outdoor dining, gatherings, or relaxing while overlooking the peaceful backyard. A one-car garage offers parking and additional storage, while the expansive yard and natural surroundings complete the setting. This home blends comfort, functionality, and a serene Rutland location.

57 Sassawanna Rd, Rutland

Listing courtesy of Listing Agent: Michael Giovangelo from Listing Office: Better Living Real Estate, LLC.

$739,900

4 Beds ⋅ 4 Baths ⋅ 73527706 MLS

In the process of being built.New Construction Spacious Colonial 9 Rooms, 4 bedroom, 3.5 baths. 2 car garage with farmers porch on 1.4-acre lot that backs up to wooded privacy. This new home comes with recessed lighting, vaulted ceiling in the master bedroom, boast triple pane windows, beautiful white painted maple Shaker style cabinets and vanities with white quartz counter tops, stained hardwood flooring and tile bathroom floors throughout, including finished attic bedroom 18x16 and 6x7 1/2 bath and new stackable washer and dryer. Now buyers have a unique opportunity to modify finishes according to their desires such as adding wainscoting trim and crown molding to rooms or stairwells. Occupancy scheduled for Nov. 2026.

41 Irish Lane, Rutland

Listing courtesy of Listing Agent: Michael Buzzotta from Listing Office: Premier Homes Real Estate.

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