Rutland Homes with Cape Style

Welcome to Rutland, Massachusetts—a charming town nestled in the heart of Worcester County, where the beauty of New England meets a tight-knit community spirit. Known for its picturesque landscapes and rich history, Rutland offers a serene escape from the hustle and bustle of city life while providing residents with all the essential amenities. With its scenic parks, vibrant local businesses, and a strong sense of community, Rutland is the perfect place to call home.

One of the standout features of Rutland’s real estate market is its delightful selection of Cape-style homes. These charming residences, characterized by their steeply pitched roofs and dormer windows, evoke a sense of nostalgia and warmth. Cape Cod homes are not only aesthetically pleasing but also highly functional, often featuring open floor plans that maximize living space. Many of these homes come with beautiful yards, perfect for outdoor gatherings or simply enjoying the tranquil surroundings.

Living in a Cape-style home in Rutland means embracing a lifestyle filled with comfort and character. The town is surrounded by lush greenery, offering ample opportunities for hiking, biking, and exploring nature. With top-rated schools and a welcoming atmosphere, Rutland is ideal for families looking to settle down.

Whether you’re drawn to the enchanting architecture of Cape-style homes or the community-focused lifestyle that Rutland offers, this town is ready to welcome you with open arms. Discover your dream home in Rutland and experience the perfect blend of charm, convenience, and community.

Newest Rutland Homes with Cape Style

$389,900

4 Beds ⋅ 2 Baths ⋅ 73557111 MLS

Well-maintained Cape in a neighborhood setting close to the town center! This versatile home offers a flexible floor plan with two bedrooms on each floor, providing options for multigenerational living, guests, or a home office. The first floor offers potential for an in-law suite by expanding the existing half bath, while the second floor includes space to add another bathroom. Enter through the spacious mudroom, which leads to a first-floor bedroom with an adjoining den or sitting room and a full bath. The eat-in kitchen opens to the heart of the home, while the formal dining room and comfortable living room provide plenty of space for everyday living and entertaining. The heated sunroom is sure to become your favorite room, featuring knotty pine walls, walls of windows, and access to the deck overlooking the backyard. A second first-floor bedroom and half bath complete the main level. Upstairs are two additional bedrooms plus a large storage area with the potential to be converted into a second full bath. Outside, enjoy the level, fenced backyard with two storage sheds, offering space for gardening, play, or pets. Recent updates include replacement windows, boiler (2013), and oil tank and hot water tank (2003) Open Houses: Saturday, August 1, 10:00 AM–12:00 PM, and Sunday, August 2, 1:00–3:00 PM.

2 Highland Park Rd., Rutland

Listing courtesy of Listing Agent: Laurie Kraemer from Listing Office: OPEN DOOR Real Estate.

$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

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

$419,900

3 Beds ⋅ 2 Baths ⋅ 73549647 MLS

Great Home at great price. Features updated kitchen with granite countertops, new split-duct central AC /Heating system, living room with hardwood floors and fireplace, three bedrooms (two on main floor, one on2nd level), two newly remodeled bathrooms, ready to finish basement with walk-out to patio, 14x19 threeseason porch off kitchen, updated 12x16 backyard deck overlooking private backyard. Workshop shed,fenced in garden. This property abuts over 9+ acres of conservation land ideal for walking trails. New Hotwater tank, new heating system and more.

132 Main St, Rutland

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.

$399,900

2 Beds ⋅ 1 Baths ⋅ 73545029 MLS

Investor's Dream or the perfect opportunity to build instant equity! This livable home offers endless potential for buyers with vision looking to renovate while enjoying peaceful country living. Nestled on a spacious lot with backyard trails, this property is ideal for nature lovers while remaining just 10 minutes to Worcester, under 10 minutes to downtown Holden, major routes, state parks, and local colleges. A standout feature is the heated 30x40 barn with a steel roof, 10,000-lb car lift (installed in 2025), storage shelving, and pellet stove—perfect for mechanics, hobbyists, or a home workshop. The home also features a working pellet stove, generator, 3-bedroom septic system,Dehumidifier, air-conditioner ,and a large yard with potential for gardens or hobby farming (subject to local regulations). Seller is including a Cub Cadet riding mower, snowblower, and grill. Located in beautiful Rutland, this is a rare opportunity to create your dream property.

3 Barre Paxton Road, Rutland

Listing courtesy of Listing Agent: Cecelia Powers from Listing Office: RE/MAX Generations.

$669,000

3 Beds ⋅ 2 Baths ⋅ 73546908 MLS

Some homes offer more than a place to live—they offer a way of life. Nestled on 2.21 picturesque acres, this exceptional property blends country charm with modern comfort just minutes from the center of Rutland. Enjoy summer days by the in-ground pool, peaceful mornings surrounded by nature, and the timeless appeal of a classic barn ideal for horses, hobby farming, or extra storage. Inside, you'll find 3 bedrooms, 2 full baths, an updated kitchen, central heat and A/C, and a finished lower level offering flexible space for a family room, home office, gym, or guest area. Paid-off solar panels add exceptional value and energy savings. The expansive grounds provide room to relax, entertain, and embrace the lifestyle you've been dreaming of.

345 Pleasantdale Rd, Rutland

Listing courtesy of Listing Agent: Darcilane Oliveira from Listing Office: The Neighborhood Realty Group.

$500,000

3 Beds ⋅ 2 Baths ⋅ 73535667 MLS

Welcome to this beautifully updated Cape-style home, nestled on a tranquil street offering comfort and convenience. The remodeled kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, a stylish tile backsplash, and a center island perfect for entertaining. The main level offers a spacious front-to-back living room with abundant natural light, hardwood flooring, a full bathroom, and flexible living space to fit today's lifestyle. Upstairs, you'll find three bedrooms with hardwood floors and a second full bath. Additional updates include a new furnace (2026), public water, and a whole-house water filtration system installed by the seller. The roof has an estimated 12 years of remaining life, and the solar panels are on a prepaid 20-year lease installed in 2014. The walkout basement offers excellent expansion potential with studs already in place. Enjoy the deck overlooking the backyard—ideal for relaxing or entertaining. Move-in ready with room to grow!

7 Rolling Ridge Rd, Rutland

Listing courtesy of Listing Agent: Maria Christina Wichert from Listing Office: REMAX Connections - Belchertown.

$389,900

2 Beds ⋅ 2 Baths ⋅ 73534046 MLS

Welcome home to this beautifully updated Cape nestled on a picturesque lot in Rutland. Thoughtfully improved both inside & out, this move-in ready home offers the perfect blend of charm, comfort, & peace of mind. Recent upgrades include a new septic system (2024), new flooring throughout the second level, fresh interior paint, updated appliances with a new stove hood, new front door, freshly painted shutters & porch, & new fence. Major investments have already been made for the next owner, including a $12,000 French drain system with battery backup & additional structural support beams, providing added confidence & long-term value. The bright & inviting interior offers comfortable living spaces, while the outdoor areas provide room to relax, entertain, & enjoy the property's natural surroundings. Consider this home your nature retreat, with water access, bike trails & TWO state parks less than 4 miles from home. You may feel the urge to keep free range chickens on this property!

224 Turkey Hill Rd, Rutland

Listing courtesy of Listing Agent: Kathryn Amorello from Listing Office: Coldwell Banker Realty - Worcester.

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