Oxford Homes under $500,000

Welcome to Oxford, a city that beautifully blends historic charm with modern convenience. Nestled in the heart of Mississippi, Oxford is renowned for its vibrant culture, rich literary history, and picturesque landscapes. Home to the prestigious University of Mississippi, affectionately known as “Ole Miss,” the city boasts a youthful energy and a lively arts scene, making it a hub for creativity and innovation.

One of the most appealing aspects of Oxford is its diverse real estate market, particularly for those seeking homes under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking for a cozy retreat, Oxford offers a variety of options that cater to every lifestyle. From charming bungalows with historic character to modern townhomes and spacious single-family residences, there’s something for everyone in this welcoming community.

Imagine sipping your morning coffee on a sun-drenched porch or hosting weekend barbecues in a spacious backyard. Many homes in this price range feature open floor plans, updated kitchens, and beautiful outdoor spaces perfect for entertaining. Plus, with the city's close-knit neighborhoods and friendly atmosphere, you’ll quickly feel at home in Oxford.

Living in Oxford means you’re never far from local attractions. Enjoy a stroll through the picturesque downtown square, where you can explore unique shops, savor delicious cuisine at local eateries, and immerse yourself in the vibrant arts scene. With its rich history, strong sense of community, and affordable housing options, Oxford is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting city today!

Newest Oxford Homes under $500,000

$369,900

4 Beds ⋅ 1 Baths ⋅ 73585224 MLS

Welcome to 82 Walnut St. in Oxford! This inviting 4-bedroom, 1 bathroom home offers approximately 950 square feet of living space on a generous .29 acre corner lot. With a practical layout there is plenty of opportunity to add your own personal touches, dedicate a room for home office space, or grow into the space as needed. With beautiful indoor/outdoor space, enjoy gardening, entertaining, reading in the 3 season room, or just being out in the open air. Whether you are a first time home buyer, looking to downsize, or simply searching for a home to make your own, 82 Walnut St. has plenty of possibilities.Enjoy the convenience of being close to all major routes, schools, shopping, dining and recreation. Showings will begin at Open house Saturday October 3rd, from 11:00a.m. - 1:00p.m.

82 Walnut St, Oxford

$289,900

2 Beds ⋅ 2 Baths ⋅ 73584667 MLS ⋅ ['Plymouth Village Condominium'] BLDG.

Welcome to this spacious and meticulously kept townhouse-style condo offering a comfortable and functional layout with plenty of opportunity to make the space your own. The bright living room features a cozy fireplace, while an additional bonus room provides flexible space for a home office, or additional living area. An attached garage adds everyday convenience and additional functionality. Step outside and enjoy the back deck surrounded by lush greenery, great for entertaining, without the maintenance responsibilities. Residents can also take advantage of community amenities, including a dog park, while shopping, dining, and everyday conveniences all within easy reach. This home combines comfort, functionality, and an A+ commuter location. A must-see opportunity! SHOWINGS BEGIN AT THE OPEN HOUSE 10/3 12PM-2PM

63 Plantation Rd Unit 63, Oxford

$475,000

3 Beds ⋅ 2 Baths ⋅ 73583168 MLS

Welcome to 20 Forest Street in the desirable town of Oxford, MA! This charming 3bedroom Ranch is offered with an In-law apartment. The main unit features an open concept living with a sun filled living room with large windows overlooking the lake, dining area, kitchen, & a small nook and with 2 bedrooms and a den that can be used as an additional bedroom. The living room leads to the deck, ideal for entertaining or just a morning coffee. With a In-law basement studio offers its own bedroom that overlooks the water, kitchenette & full bath—great for guests, extended family, or additional rental potential with separate electrical utility. Conveniently located near schools, shopping, and highways, this home combines comfort, convenience, and character!!Discover the perfect blend of comfort, flexibility, & income potential in this unique two-family home—designed with truly separate living in mind. With each having a private entrance.

20 Forest St, Oxford

$150,000

1 Beds ⋅ 2 Baths ⋅ 24209824 MLS

Great opportunity for rehab contractors, renovators, flippers looking for a project, and others who want to make this house a home again. There is mildew and possible mold that need remediation, and some soft flooring, but the house has two kitchens and two full bathrooms, one on each level. The property is in some disrepair but, with some elbow grease, could be great. Interior viewings are available at your own risk; wear a mask. No liability to seller or agent. The property does have power, but bring a flashlight. This property is priced to sell in a neighborhood of $400+ homes. The house is in Oxford but there is a portion that is in Seymour. The house is being sold "AS IS WHERE IS". WE ARE IN MULTIPLE BID SITUATION- IF INTERESTED PLEASE SUBMIT YOUR HIGHEST AND BEST BY 12:00 SUNDAY AFTERNOON 9/27

21 Riviera Ter, Oxford

$332,900

3 Beds ⋅ 2 Baths ⋅ 73581170 MLS ⋅ ['Thayer Pond Condominums'] BLDG.

Welcome to this well-located 3-bedroom, 1.5-bath end-unit condo in Oxford! Enjoy peaceful rear-facing views overlooking a wooded setting, offering a nice sense of privacy. The unit features convenient in-unit laundry, brand-new carpeting in the bedrooms, a deeded parking space, and plenty of additional guest parking. Residents can enjoy a variety of community amenities, including an inground pool, basketball court, and tennis court. Conveniently located just off Route 20 with easy access to the Mass Pike, I-290, and I-395, making commuting and everyday travel a breeze. A great opportunity for an owner occupant or investor looking for convenience, amenities, and a tranquil setting.

17 Thayer Pond Drive Unit 7, Oxford

$385,000

3 Beds ⋅ 1 Baths ⋅ 73580949 MLS

Move-in-ready ranch living meets flexible bonus space in this well-cared-for three-bedroom Oxford home! Enter inside to a comfortable living room where hardwood floors continue into the dining area, creating an easy, connected space for daily life. The adjoining kitchen features modern stainless-steel appliances and direct access to the back deck, making indoor-outdoor living simple. Down the hall, three bedrooms and a full bathroom with a tub and shower complete the main floor, offering the ease of single-level living. Downstairs, the finished family room and separate sitting room provide and ideal space for movie nights, a home office, or a play area, while the unfinished portion keeps storage and utility needs organized. Outside, an oversized deck and generous patio overlook the partially fenced yard, offering multiple places to relax and entertain. The location puts local amenities within convenient reach and provides easy access to 395. Recent improvements include an upgraded bulkhead in 2015, a new oil tank in 2021, patio and gutters in 2022, a new septic system and outdoor fencing in 2024, installed a gazebo and an upgraded water heater in 2025, plus a newly installed front door and storm door just last month! With its practical one-level layout, expanded lower-level living area, and appealing outdoor setup, this Oxford ranch is ready for its next chapter! By entering the property you are giving consent to being recorded at an open house or any showings. Offers due Sun 9/27 @ 4pm

49 Wheelock Street, Oxford

$429,900

3 Beds ⋅ 2 Baths ⋅ 73579088 MLS

Discover a charming lifestyle at 20 Wheelock Street. This single-family residence is in great condition, offering an attractive blend of classic appeal and modern comfort. The partially renovated kitchen is thoughtfully equipped with stainless steel appliances, including a convenient built-in microwave, making daily routines a pleasure. Relax and rejuvenate in a well-appointed fully tiled bathroom featuring a walk-in shower with multiple shower heads, providing a spa-like experience. One of the three inviting bedrooms offers the luxury of a walk-in closet and elegant hardwood flooring, creating a comfortable and stylish personal retreat. This property also includes a welcoming porch, perfect for enjoying the outdoors, and a single-car oversized garage for convenience and additional storage. The home is conveniently located close to downtown Oxford and all major routes and amenities. To truly appreciate the thoughtful details and living experience this property offers, we invite you to schedule a private viewing or to attend an open house.

20 Wheelock St, Oxford

$369,900

2 Beds ⋅ 2 Baths ⋅ 73578613 MLS

Welcome to 1 Elm Street in Oxford, a well-positioned up-and-down duplex offering versatility, convenience, and excellent potential for both investors and owner-occupants. Built in the 1950s, the property features two separate units, each offering one bedroom and one full bathroom with comfortable, functional living spaces.Recent improvements include new windows throughout, while the approximately 10-year-old roof adds value and peace of mind. The two-unit configuration provides an opportunity to generate rental income from both apartments or occupy one unit while renting the other to help offset monthly expenses. With manageable unit sizes and a practical layout, the property is well suited for anyone looking to enter the multifamily market or expand an existing real estate portfolio.Conveniently located near Main Street Oxford, residents can enjoy easy access to local restaurants, shopping, everyday services, and community amenities. The property is also within close proximity to Interstate 395, providing a convenient connection to Worcester, Connecticut, and surrounding employment centers. Don’t miss this opportunity to own a multifamily property in a desirable and accessible Oxford location!

1 Elm St, Oxford

$410,000

3 Beds ⋅ 3 Baths ⋅ 24205873 MLS

Great Cape Cod with unique property layout. Features include Bonus Room above garage. Screened in stone Porch, has stone patio areas, attached 2 car garage, huge garage-like shed. Home features knotted pine walls and vaulted ceiling. 5 ceiling fans. Being sold AS IS. Subject to PROBATE. All parties to do own Due Diligence.

70 Woodside Ave, Oxford

$234,900

1 Beds ⋅ 1 Baths ⋅ 73577976 MLS

Welcome home to this move-in ready one-bedroom, one-bath garden-style condo located on the second level of the building. The spacious layout features a large living room, dining area, and kitchen, all finished with attractive vinyl flooring for a clean, cohesive look. The kitchen offers painted cabinets and newer hardware updated in 2021, adding a fresh touch to the space. The oversized bedroom includes a generous closet, while the full bathroom provides everyday convenience. Additional features include shared washer/dryer access on the upper level, extra storage, and one deeded parking spot. A great opportunity for comfortable, low-maintenance living!

16 Thayer Pond Dr Unit 16, Oxford

$349,999

3 Beds ⋅ 2 Baths ⋅ 73576287 MLS

Welcome home to this 3-Bedroom Attached Colonial Single Family with No Condo Fees & No Association Nestled in One of Oxford's Premier Neighborhoods, Area of Newer and Larger Homes in a lovely Country Setting just a few miles from Oxford Center Rte.395, and 20 minutes to Worcester and Ct. Walk into the fireplaced living room with a cozy eat in kitchen featuring ample cabinetry. A little TLC will bring this home back to its original Gem. Walk out basement includes a top-quality water filtration system, heating system 2008. Huge outdoor space with lots of options, very nice Country Setting Yard, great for family cookouts, outdoor sports or just privacy. Home is close to Market Basket, Home Depot, Shopping, Highway access and the Webster/ Auburn Line.

4 Henry Marsh Rd Unit B, Oxford

$239,900

1 Beds ⋅ 1 Baths ⋅ 73576062 MLS ⋅ ['Thayer Pond Village'] BLDG.

**Adorable, Easy Living with Room to Make It Yours with New Windows**If you’ve been looking for a home that keeps life simple without giving up the things that matter, this second-floor condo at Thayer Pond Village is worth a look.The one-bedroom, one-full-bath layout gives you more flexibility than you might expect. The 17' x 18' living room is big enough to do more than just hold a sofa and TV. Create a comfortable living space and still have room for a desk, a play area, reading nook, dining space, or whatever fits your life.The kitchen opens naturally to the living area, with a pantry for the storage you actually need. And the 15' x 12.5' newly carpeted bedroom gives you options, too. There’s plenty of room for a queen-size bed and bedroom furniture, or go with a king and let the walk-in closet handle the rest of your storage needs.Both windows were recently replaced and come with a **transferable 15-year warranty**, while the A/C was recently serviced for added peace of mind. Outside your front door, Thayer Pond Village takes care of the maintenance while you enjoy the amenities. There’s a community swimming pool, pond access, basketball court, and beautifully maintained grounds. A secured building, one assigned parking space, visitor parking, and laundry and storage in the building add everyday convenience.One pet is permitted per unit, subject to restrictions, and the condo can be used as a rental—giving you flexibility whether you're looking for your first home, downsizing, or adding a low-maintenance property to your portfolio.You’ll also have easy access to Routes 20, 290, 395, and the Mass Pike, with Worcester’s restaurants, colleges, Polar Park, DCU Center, and UMass all within convenient reach.And that’s really the appeal here: **this home gives you choices.** Want a comfortable place to come home to without spending your weekends maintaining a property? You can do that. Need a home office? There’s room. Looking for a manageable first home? The layout makes sense. Thinking about a future rental? That option is there, too.Thayer Pond Village offers a community setting without asking you to give up convenience. You can enjoy the pool, pond, grounds, and shared amenities, while having your own private space to settle into and make yours.It’s adorable without asking you to compromise on the things that make a home work: **usable space, storage, flexibility, and convenience.****Come see if this is the simple next move you’ve been looking for

9 Thayer Pond Dr Unit 8, Oxford

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