15

Rutland, MA Homes for Sale with Acreage

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  • /42

    $679,900

    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft

    52 Woodside Ave, Rutland, MA 01543

    Welcome home to the lifestyle you've been dreaming of. A home where every detail invites you to slow down, gather often, and enjoy the beauty of every season. Set on 1.5 beautifully landscaped acres, this exceptional 3-bedroom, 3-bath home blends timeless charm with thoughtfully designed spaces for everyday living and effortless entertaining. The heart of the home is a chef-inspired eat-in

    Agent Photo

    Tracy LaRosa

    Daisy Hill Real Estate and Rentals

    52 Woodside Ave, Rutland, MA 01543
  • /32

    $519,900

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    57 Sassawanna Rd, Rutland, MA 01543

    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

    Agent Photo

    Michael Giovangelo

    Better Living Real Estate, LLC

    57 Sassawanna Rd, Rutland, MA 01543
  • /8

    $169,900

    • Land
    • 1.5 Acres
    • $113,267 per Acre

    92 Ridge Rd, Rutland, MA 01543

    Looking for the perfect spot to build your dream home and finally have room for that big garage, workshop, or toy storage you've always wanted? This 1.5-acre lot on a quiet, recently paved road in Rutland offers a great opportunity to create your ideal setup. Previously forestry mulched, the lot has begun to naturally regrow, providing a blank canvas for your vision. A perc test is on file, and

    The Pro's Real Estate Team The Pros Real Estate Services

    92 Ridge Rd, Rutland, MA 01543
  • /41

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    251 Pleasantdale Rd, Rutland, MA 01543

    Contemporary style meets peaceful country living on just over five private acres in Rutland. Designed for both everyday comfort and entertaining, the open-concept layout features a dramatic living room with vaulted ceilings, bamboo flooring, built-in shelving, and a stunning floor-to-ceiling stone fireplace with a propane insert. The living area flows seamlessly into the dining room and spacious

    Elisha Lynch Lamacchia Realty, Inc.

    251 Pleasantdale Rd, Rutland, MA 01543
  • /42

    $1,985,000

    • 4 Beds
    • 3.5 Baths
    • 3,333 Sq Ft

    14 Demond Pond Row, Rutland, MA 01543

    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

    Christy Gibbs Gibbs Realty Inc.

    14 Demond Pond Row, Rutland, MA 01543
  • /28

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    249 Pleasantdale Rd, Rutland, MA 01543

    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

    Tracey Fiorelli Janice Mitchell R.E., Inc

    249 Pleasantdale Rd, Rutland, MA 01543
  • /33

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    9 Cameron Dr, Rutland, MA 01543

    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

    Tracey Fiorelli Janice Mitchell R.E., Inc

    9 Cameron Dr, Rutland, MA 01543
  • /16

    $549,900

    • 4 Beds
    • 1.5 Baths
    • 1,976 Sq Ft

    46 Prospect St, Rutland, MA 01543

    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

    Patty Downing Berkshire Hathaway HomeServices Commonwealth Real Estate

    46 Prospect St, Rutland, MA 01543
  • /40

    $669,000

    • 3 Beds
    • 2 Baths
    • 2,025 Sq Ft

    345 Pleasantdale Rd, Rutland, MA 01543

    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,

    Darcilane Oliveira The Neighborhood Realty Group

    345 Pleasantdale Rd, Rutland, MA 01543
  • /42

    $435,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,258 Sq Ft

    511 E County Rd, Rutland, MA 01543

    Passing Title V! Motivated sellers. Beautifully maintained 3-bedroom, extra bonus room or office space, 2 full bath home set on a peaceful wooded lot in Rutland. The home features a primary bedroom with en suite bath, offering comfort and privacy. Thoughtfully updated, this property includes brand new 2-zone mini split heat pumps, a new sub-panel, and full attic insulation for year-round

    Jillian Graciale Coldwell Banker Realty - Leominster

    511 E County Rd, Rutland, MA 01543
  • /42

    $665,000

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    2 Madisyn Ave, Rutland, MA 01543

    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

    Steve Sterczala The O'Rourke Group Real Estate Professionals

    2 Madisyn Ave, Rutland, MA 01543
  • /27

    $739,900

    • 4 Beds
    • 3.5 Baths
    • 2,632 Sq Ft

    41 Irish Ln, Rutland, MA 01543

    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

    Michael Buzzotta Premier Homes Real Estate

    41 Irish Ln, Rutland, MA 01543
  • /10

    $274,999

    Open Tue 12PM - 1PM Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 1,119 Sq Ft

    33 Barre Paxton Rd, Rutland, MA 01543

    ***Open House Tuesday, Aug 11th 12-1pm!*** This 3 bedroom, 1.5 bath Cape sits on 7 acres and offers 1,119 sq ft of living space. The home requires a substantial cleanout and renovation, making it an ideal project for investors & contractors. Set on a parcel with plenty of privacy and possibilities, this property offers exceptional value for those willing to put in the work. Property is being sold

    Catherine Walsh Coldwell Banker Realty - Easton

    33 Barre Paxton Rd, Rutland, MA 01543
  • /28

    $689,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,349 Sq Ft

    248 Pleasantdale Rd, Rutland, MA 01543

    Custom built Colonial home with open floor plan on 2+ acre lot is now available for new owners. The cobblestone walkway welcomes you to the farmers porch and into your new home where you will find the spacious front to back living room with hardwood floors open to kitchen with maple cabinetry, granite counters and tile flooring. Nice size dining room perfect for holiday gatherings. Second floor

    Tracey Fiorelli Janice Mitchell R.E., Inc

    248 Pleasantdale Rd, Rutland, MA 01543
  • /40

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    95 Prescott St, Rutland, MA 01543

    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,

    Jesse Gadarowski Prospective Realty INC

    95 Prescott St, Rutland, MA 01543

Home Price Trends

Median Sale Price
$519,950
Median Single Family Sale Price
$575,000
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$344,950
Median 1 Bedroom Sale Price
$207,561
Average Price Per Sq Ft
$294
Number of Homes for Sale
31
Last 12 months Home Sales
124
Months of Supply
3.00
Median List Price
$529,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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