Worcester County Homes under $500,000

Welcome to Worcester County, Massachusetts, a vibrant and diverse region that beautifully blends historic charm with modern conveniences. Nestled in the heart of New England, Worcester is known for its rich cultural heritage, thriving arts scene, and a strong sense of community. With its picturesque landscapes, bustling downtown, and an array of recreational opportunities, Worcester is a fantastic place to call home.

For those seeking affordable housing options, Worcester County offers a variety of homes under $500,000, making it an attractive choice for first-time buyers, growing families, and anyone looking to invest in real estate. From charming single-family homes to cozy townhouses, the market is filled with properties that cater to diverse tastes and lifestyles. Many of these homes boast spacious yards, modern amenities, and proximity to excellent schools and parks, ensuring a comfortable living experience for residents.

Living in Worcester means enjoying easy access to a plethora of local attractions, including the renowned Worcester Art Museum, the EcoTarium, and the beautiful Green Hill Park. The county is also well-connected to major highways and public transportation, making commuting to nearby cities like Boston and Springfield a breeze.

Whether you're drawn to the area's rich history, its vibrant community spirit, or the affordability of homes, Worcester County is a hidden gem waiting to be discovered. Explore the possibilities today and find your perfect home in this welcoming and dynamic region!

Newest Worcester County Homes under $500,000

$399,999

3 Beds ⋅ 1 Baths ⋅ 73586307 MLS

COMING SOON - this charming 3-bedroom, 1-full-bath home perfectly situated on the Worcester/Holden line! Tucked away in a peaceful, private neighborhood, this quaint home offers the best of both worlds—quiet surroundings while being conveniently close to major routes, shopping, dining, and everyday amenities. Inside, you’ll find warm hardwood flooring and a comfortable main-level layout featuring a living room, kitchen, dining room, and a convenient bedroom. Two additional bedrooms are located upstairs, offering flexibility for family, guests, a home office, or hobbies. One of the home’s highlights is the bright, heated sunroom, filled with natural sunlight and providing easy access to the backyard—an inviting space to relax, entertain, or simply enjoy the changing seasons. Whether you’re a first-time homebuyer looking for a place to call your own, ready to downsize, or seeking an investment opportunity, this home offers charm, privacy, and a location that is hard to beat. Get ready for all that this cozy home has to offer!

20 Ridgewood Rd, Worcester

$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

$290,000

2 Beds ⋅ 1 Baths ⋅ 73586262 MLS

This is a well-kept neat and clean cottage with expected irregularities. Many recent updates. The house has five rooms and one full bath, all on the first-floor level. It has three heating options, electric, Propane gas, or a pellet stove which is included in the price. The Propane gas heaters are new. The house only has a partial cellar with access through a floor hatch. The house is serviced by a recently installed septic system. The roof shingles are about 7 years old. The property is located at the end of a low traffic st. Great location. The lot is mostly cleared with lawn in the front and back.

123 Franklin St, Winchendon

$399,900

4 Beds ⋅ 1 Baths ⋅ 73586248 MLS

This charming and cozy Home is move in ready for lucky new Owners! little personal touches to make it your own! It's situated in desired recently developed neighborhood...Features hardwood floors, 2 bedrooms, laundry and bath conveniently on 1st floor. Two extra bedrooms on 2nd floor with separate heating zone, storage space and potential half bathroom. The basement is partially finished with pellet stove and ample space for several uses including extra living area if not just for entertainment. Good sized fenced in yard with storage shed and inground pool (see disclosure) and enough area to create your own unique gardens/other features if so desire. Newer roof 2019. Conveniently located minutes to Mass Pike, Rt. 20, Rt. 146, Rt. 122, Rt. 290...Don't miss out on this opportunity...Come see for yourself!

4 Westview Ave, Millbury

$195,000

3 Beds ⋅ 1 Baths ⋅ 73586212 MLS ⋅ ['Mill St Condos'] BLDG.

Fantastic opportunity to buy this 3 bedroom,1 bath townhouse-style condo thats priced to sell!! ATTENTION contractors/investors or buyers looking to build equity! This unit offers five rooms, a full basement for additional storage - two off-street parking spaces. Located in a small professionally managed 6-unit complex and pets are allowed. Condo fee INCLUDES water, sewer, master insurance, exterior maintenance, landscaping, snow removal and management. Property is being sold AS-IS. The unit has had some work completed mainly on the first floor, while still offering plenty of opportunity for additional updating and improvements. Walk out basement. Conveniently located near shopping, public transportation, walking/jogging trails, schools and the T-station. Great opportunity!

21 Mill Street Court Unit 3, Lancaster

$419,000

3 Beds ⋅ 2 Baths ⋅ 73586193 MLS

Character, thoughtful updates, flexible living space & an incredible 3-car garage! Welcome to this inviting 3-bedroom, 1.5-bath Colonial, where classic charm meets comfortable everyday living. From the moment you step inside, you’ll appreciate the spacious layout, gleaming floors, beautiful natural light, and details that give this home its distinctive character.The heart of the home is the bright eat-in kitchen, featuring stainless steel appliances, a gas range, abundant cabinetry, and plenty of counter space. The kitchen flows naturally into the formal dining room and spacious living room, creating an ideal setting for both everyday living and entertaining. Large windows, unique moldings, and an attractive staircase add warmth and architectural appeal throughout the main level. Upstairs, three comfortable bedrooms feature fresh wall-to-wall carpeting and share a full bath. Step outside from the main level onto the rear deck, overlooking the partially fenced yard—a great spot to enjoy your morning coffee or unwind at the end of the day. The walk-out lower level adds valuable flexibility, with a finished bonus room, laundry area, and an abundance of unfinished storage space. And for those who need room for cars, hobbies, or projects, the detached 3-car garage is an exceptional bonus, offering tremendous versatility along with ample off-street parking. Conveniently located with easy access to major routes, shopping, dining, schools, and everyday amenities, this well-maintained home offers the space, character, and flexibility you've been looking for—with plenty of room to make it uniquely yours.

165 Fairmont Ave, Worcester

$479,900

3 Beds ⋅ 2 Baths ⋅ 73586188 MLS

Set back from the road in a beautiful country setting, this well-maintained West Brookfield home offers a wonderful combination of comfort, charm, and versatility. The beautiful yard is filled with mature fruit trees and blueberry bushes, creating a lovely setting to enjoy throughout the seasons. Inside, the fully applianced kitchen features a center island and plenty of workspace and opens to a formal dining room, making entertaining and family gatherings easy. The fireplaced living room offers a warm and inviting space to relax, especially on those cold New England winter nights. The first floor also features a dedicated office, perfect for working from home, along with a convenient half bath with washer and dryer hookups. Head upstairs through the cathedral, light-filled foyer, where you'll find a spacious front-to-back primary bedroom with two closets, along with two additional bedrooms and a full bath. A recently installed Generac backup generator provides peace of mind, while the solar panels offer an amazing energy-saving benefit. A brand-new septic system is currently being installed. Step outside onto the deck overlooking the beautiful yard, where an above-ground pool creates the perfect spot for summer fun, relaxing, and entertaining. A one-car garage provides convenient parking and additional storage. Set on a lovely country road in West Brookfield, this is a special opportunity to enjoy a comfortable home in a beautiful setting with plenty of space both inside and out.

235 Pierce Rd, West Brookfield

$399,900

3 Beds ⋅ 2 Baths ⋅ 73586170 MLS

This 3-bedroom, 2-full-bath home offers a flexible layout with a bedroom and full bathroom on the main level. The primary bedroom features a walk-in closet and an upgraded bathroom with a double vanity. Additional features include updated first-floor laundry, a large deck, a detached garage with an automatic garage door opener, and a nice-sized yard with plenty of potential. Located in a mature residential neighborhood.

36 Upland Ave, Webster

$319,900

3 Beds ⋅ 1 Baths ⋅ 73586148 MLS

ATTENTION INVESTORS OR DIY ENTHUSIASTS!!! Discover the potential of 7 Upton St, Fitchburg, MA, a single-family residence built in 1966 offering 1040 square feet of living space. This property presents a unique opportunity to craft your ideal living environment. The residence provides three comfortable bedrooms, offering flexible arrangements for rest and personalization. A full bathroom serves the home, designed for everyday convenience. Set on a generous 17119 square foot lot, this property offers ample outdoor space for recreation, gardening, or future expansion. Imagine the possibilities that await you at this charming Fitchburg address; schedule your private viewing today.

7 Upton St, Fitchburg

$399,900

2 Beds ⋅ 2 Baths ⋅ 73586143 MLS

Welcome to this well maintained 2-bedroom, 2-bath contemporary home, tucked away on 1.47 acres of peaceful, wooded privacy. A picturesque, wooded driveway welcomes you home, opening up to your very own secluded retreat. Inside, enjoy newly painted interiors, hardwood floors throughout, and a warm, inviting feel that makes this home truly special. The layout offers comfort and versatility, while the oversized mudroom presents endless possibilities — transform it into a garage space, a spacious primary bedroom, or create the space you've always dreamed of! Step outside to enjoy the covered sitting area, perfect for morning coffee, unwinding after a long day, or simply soaking in the tranquility of your surroundings. For the ultimate relaxation, enjoy your very own fully functioning indoor sauna! The property also features an oversized shed complete with a garage door, interior lighting, heat, and an installed propane tank — ideal for storage, hobbies, a workshop, or all your outdoor toys. Whether you're looking for privacy, a peaceful escape, or a home with room to make it your own, this unique property offers the perfect blend of comfort, character, and opportunity. And if all that wasn’t enough, it’s within walking distance of Webster Lake! Your own little slice of paradise is waiting!

306 Thompson Rd, Webster

$299,900

4 Beds ⋅ 2 Baths ⋅ 73586077 MLS

Opportunity awaits at 153 Main Street in Rutland! Set on approximately ±3.2 acres, this property offers a unique opportunity for contractors, investors, developers or buyers looking to take on a renovation project. The existing single-family residence offers approximately ±1,224 sq. ft. of living area with 4 bedrooms and 2 baths per public record and is substantially gutted and unfinished. Much of the interior has been opened up, providing access to exposed framing and creating a blank canvas for its next owner. Adding to the property's potential is its split TCD-1 and R-40 zoning. The TCD-1 portion provides potential for a variety of uses subject to applicable site-plan approval or special permitting. Options include single-family and two-family dwellings, mixed residential/nonresidential buildings, professional and business offices, retail, personal-service businesses, restaurants, bakeries, day-care centers and other uses. The R-40 portion permits one- and two-family dwellings along with other permitted uses. Buyers and buyer agents should perform their own due diligence with the Town regarding any intended use, expansion, redevelopment or subdivision potential. Public water and sewer are available at the street, offering another important consideration for future renovation or redevelopment plans. Bring your contractor, your plans and your vision. With over 3 acres, Main Street frontage, flexible zoning considerations and an existing structure ready for rehabilitation, this property presents possibilities that extend well beyond a typical fixer-upper. Property is being sold in its current condition. Buyer responsible for all due diligence and verification of intended use, utilities, permitting and development potential. Showings available only during open houses on Sunday, October 11th from 11:00 am to 1:00 pm and on Friday, October 16th from 1:00 pm to 3:00 pm. All offers due by 5:00 pm on or before Tuesday, October 20, 2026. This property is being sold as is. Non-negotiable Purchase and Sale.

153 Main St, Rutland

$479,900

4 Beds ⋅ 2 Baths ⋅ 73586066 MLS

Move-in ready and situated on a beautiful one-acre lot, this charming Charlton home offers privacy, space, and plenty of possibilities. Recent updates include a newer roof and furnace. The spacious unfinished lower level offers excellent storage and flexible space for a workshop, home gym, hobbies, or other uses. Conveniently located with access to major routes, shopping, dining, and local amenities. Private showings available all day Saturday. Open House Sunday from 1:00–3:00 PM. Don't miss the opportunity to see all this property has to offer!

84 City Depot Rd, Charlton

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