Oxford Homes under $500,000

2 Beds ⋅ 2 Baths ⋅ MDTA2015282 MLS

Embrace an effortless coastal lifestyle in the heart of Oxford, where days are shaped by the water and some of the town’s most beloved destinations are just a short stroll from home. Ideally located near beach access, waterfront dining, marinas, tennis and pickleball courts, and a local church, this beautifully refreshed cottage offers a rare combination of walkability, privacy, and Eastern Shore charm. Set on a generous 16,988+/- square foot lot, the 1,200+/- square foot, two bedroom, two full bath residence has been thoughtfully updated with a fresh coastal sensibility. The remodeled kitchen features new stainless steel appliances, while renovated baths, new luxury vinyl plank flooring throughout, windows and doors, custom window treatments, and efficient ductless heating and cooling create a polished, comfortable interior designed for easy living. A wooden deck extends the living space outdoors, providing a relaxed setting for morning coffee, meals with friends and family, and evening relaxation after a day on the water. The grounds offer room to entertain and enjoy the outdoors, complemented by ample parking and a two story outbuilding with electricity, offering potential with exceptional storage and versatility. Additional improvements include a new hot water heater and French drain installation, while affordable utility costs add to the home’s low maintenance appeal. A history of short term rental income provides additional flexibility for buyers seeking a coastal retreat with income potential. What truly distinguishes this property is its location. From 705 S. Morris Street, the waterfront lifestyle of Oxford is within easy reach. Walk to the beach, stroll to enjoy dinner overlooking the river, head to the marina for an afternoon on the Chesapeake, or spend the morning on the tennis and pickleball courts and many walking paths. Situated in sought after Talbot County, Oxford offers the understated elegance and slower pace that have long made Maryland’s Eastern Shore a coveted destination. Conveniently positioned between Washington, D.C. and the Atlantic Ocean, this inviting cottage presents an opportunity to enjoy a refined yet relaxed coastal escape in one of the Shore’s most charming waterfront towns.

705 S Morris St, Oxford

$465,000

4 Beds ⋅ 2 Baths ⋅ PACT2136950 MLS

Welcome to 444 Chrome Road—a tranquil, well-maintained 2.1-acre retreat in Oxford where country charm, scenic natural beauty, and modern convenience come together seamlessly. Exceptional care and peace of mind shine throughout, featuring the biggest homeownership concern already eliminated with a new septic system installed in 2024, a 2016 roof boasting a 50-year warranty, a complete water treatment system, and efficient ductless mini-splits supplementing the fuel oil heat for customized year-round comfort. An Outdoor Haven Set against a picture-perfect bucolic backdrop, this property offers true farmette potential and an incredible sense of serenity. Take in sweeping views of surrounding conservation farmland, a gentle meandering stream, and picturesque woods framing the back of the property. A charming small barn structure provides fantastic storage, workshop space, or the start of your ideal homestead project. Main Living Area Step inside to a bright, airy interior designed for easy living and everyday connection. The open-flow layout seamlessly links the living room, dining area, and kitchen: Sunlit Gathering Spaces: A classic large picture window fills the living room with natural light, while sliding glass doors off the connected dining area lead directly outdoors for effortless indoor-outdoor dining. Updated Kitchen: Cook and entertain with ease in a kitchen featuring sleek granite countertops, 42" cabinetry, a range with a stylish hood, and a convenient breakfast bar opening to the dining space. Upper Level Comfort The upper level hosts three comfortable bedrooms, including a restful primary suite featuring its own convenient powder room. A full hall bath serves the remaining upper-level bedrooms. Versatile Lower Level The finished lower level adds exceptional living space flooded with natural light thanks to a generous bank of slider doors: Casual Gathering Room: The ideal spot to relax, anchored by a cozy gas stove perfect for chilly autumn and winter evenings. 4th Bedroom: Great for guests, older children, or an extended family setup. Flexibility & Function: Includes a dedicated workroom plus a versatile bonus room ready to adapt to your needs—whether as a craft studio, home gym, private office, or ample storage area. Location & Lifestyle Here, you can embrace the slow, quiet rhythm of country living without giving up convenience. You are just minutes from charming downtown Oxford with its local boutique shops, dining, and community events, as well as quick access to the Route 1 corridor for smooth commuting. A peaceful sanctuary with space to grow and major mechanicals already taken care of—schedule your tour today and experience the magic of 444 Chrome Road!

444 Chrome Rd, Oxford

$185,000

3 Beds ⋅ 1 Baths ⋅ PACT2136958 MLS

INVESTMENT OPPORTUNITY IN OXFORD, PA! Bring your vision to this twin home in Oxford, offering an excellent opportunity for investors, flippers, or buyers looking to build their rental portfolio. The property is currently configured as a 2-bedroom, 1-full-bath home, with a third room that could provide additional flexibility for the next owner. Please note that heat was removed from the third bedroom by the current owner, so it is not currently considered a legal bedroom. Priced at $185,000, this property offers an attractive entry point in a market where nicely remodeled, comparable homes have been selling for $300,000+. The home is in overall ok condition but would benefit from some updating and improvements, providing an opportunity to add value through renovation. Property is being sold as-is. Buyers are encouraged to perform their own due diligence.

317 Nottingham Ave, Oxford

$229,000

2 Beds ⋅ 1 Baths ⋅ PACT2137030 MLS

Welcome to 371 Oxford Road, located in the popular Oxford School District! This charming 1,386-square-foot farmhouse offers a wonderful combination of character, updates, and privacy. Recent exterior improvements include a new roof, new siding, new soffit, fascia, and gutters, providing peace of mind for the new owner. Inside, you’ll find two bedrooms, a dedicated office, a spacious living room, and an open kitchen that creates a comfortable and inviting living space. The property backs to approximately 8 acres of HOA open space, offering a beautiful private setting with no immediate rear neighbors. Move-in ready and conveniently located, this is a great opportunity to enjoy the charm of a farmhouse with the benefit of numerous recent exterior updates.

371 Oxford Rd, Oxford

$490,000

4 Beds ⋅ 3 Baths ⋅ PACT2136156 MLS

Tucked away at the end of a quiet cul-de-sac and set well back from the road, 109 Rosewood Drive offers a rare combination of privacy, space, and a beautiful natural setting on 2.027 acres. Built by Cedar Knoll Builders, this 4-bedroom, 2.5-bath Colonial welcomes you with a spacious driveway and plenty of parking, while the property itself offers a peaceful retreat surrounded by mature trees and a picturesque stream crossed by its own charming bridge. Inside, the traditional Colonial floor plan offers comfortable spaces for both everyday living and entertaining. The formal dining room features custom built-in cabinetry with glass-front doors and hardwood flooring. Across the foyer, the living room also features hardwood floors. The kitchen offers tile flooring, ample cabinetry and an adjoining eat-in area filled with views of the wooded rear yard and direct access to the deck. The kitchen opens naturally to the family room, creating an inviting gathering space with hardwood flooring. The main level also includes a convenient powder room, laundry area, and mudroom located just off the garage. Upstairs, the spacious primary bedroom features hardwood flooring and a private primary bath, while three additional bedrooms and a hall bath provide plenty of room for family, guests, or a home office. The finished walk-out basement adds valuable living space and opens directly to the outdoors beneath the deck, offering excellent flexibility for a recreation room, home gym, office, or additional gathering space. Outside, enjoy the privacy and natural beauty of more than two acres, with mature trees, a peaceful stream, a bridge, and plenty of room to enjoy the outdoors. A wonderful opportunity to own a spacious Colonial in a private setting while still being conveniently located near the amenities of Oxford and the surrounding area.

109 Rosewood Dr Unit LT 35, Oxford

$175,000

2 Beds ⋅ 1 Baths ⋅ PACT2134920 MLS

This property is being offered at a live on site Public Auction on Wednesday, October 14, 2026 at 5PM. This listed price is not the sale price and property may sell for higher or lower than this list priced at public auction subject to seller confirmation of price. Auction Terms: 10% down payment day of auction, balance of purchase price by November 20, 2026, Buyer pays all realty transfer taxes, property taxes prorated at settlement, property sold in "as is" condition. Property consists of a country one story home with a oversized detached 2 car garage on a .5 acre +/- level lot with farmland views. The main floor contains 2 bedrooms, 1 full bath, living room, dining room, kitchen w/appliances, laundry/mudroom and an enclosed heated front porch. There is a full unfinished basement with an outside entrance and floored attic storage. There is a detached 2 car garage with electric door openers. The lot is bordered on three sides by farmland and enjoys spectacular farmland views. Convenient location with easy access to major routes and shopping. This property is seriously for sale - Don't Miss It!!

385 Jackson School Rd, Oxford

$470,000

4 Beds ⋅ 3 Baths ⋅ PACT2134224 MLS

Welcome to this spacious 4-bedroom, 2.5-bath home situated on 1.16 acres less than a mile from downtown Oxford. The main level features a two-story foyer, roomy kitchen with breakfast nook and pantry, and a family room with gas fireplace. A first-floor laundry room adds everyday convenience. Upstairs, the primary bedroom includes a private bath. The full walkout basement offers roughed-in plumbing and plenty of potential for future finished living space. Additional highlights include an oversized two-car garage, covered front porch, rear deck with hot tub, and a fenced backyard with room to enjoy the outdoors. A great opportunity to make this well-sized home and property your own.

220 Waterway Rd, Oxford

$469,900

3 Beds ⋅ 3 Baths ⋅ PACT2133910 MLS

Special Fall Savings Event going on now! These lower base prices are valid on select homesites and for a limited time only. Terms apply. Your dream home awaits at Wicklow Heights! Experience the perfect blend of luxury and convenience at Wicklow Heights. Built by the renowned Cedar Knoll Builders, this 69-lot community offers a unique layout that features almost 8 acres of tranquil open space. The Hemlock offers a sophisticated 3-bedroom, 2.5-bathroom layout with a 2-car garage. Personalize your home’s curb appeal by choosing the Standard Elevation for a classic look or upgrading to the Premier Elevation for a stunning craftsman-style aesthetic. Add additional living space with an optional morning room or a bump out in the great room.

Wickmere Street #Aa - Hemlock, Oxford

$499,900

3 Beds ⋅ 2 Baths ⋅ PACT2133914 MLS

Welcome to Wicklow Heights: Modern Living in Oxford, PA! Special Fall Savings Event going on now! These lower base prices are valid on select homesites and for a limited time only. Terms apply. Discover the perfect blend of comfort and craftsmanship at Wicklow Heights. Built by the award-winning Cedar Knoll Builders, this thoughtfully designed 69-lot community offers homesites ranging from .21 to .40 acres, with many backing up to almost 8 acres of peaceful, open space. Experience the ease of single-level living in the Limerick model. This beautiful ranch home features an open-concept layout where the kitchen flows seamlessly into the dining and living area, perfect for entertaining. The private primary suite serves as a true retreat, complete with a spacious walk-in closet and ensuite bath. Two additional bedrooms and a full hall bath provide plenty of room. For more space add a morning room off the kitchen or optional screened in porch. Enjoy the reliability of public utilities and natural gas in a location that is perfectly positioned for local commuters- just minutes away from the Rt 1 bypass.

Wickmere Street #Ee Limerick, Oxford

$479,900

3 Beds ⋅ 2 Baths ⋅ PACT2133924 MLS

Special Fall Savings Event going on now! These lower base prices are valid on select homesites and for a limited time only. Terms apply. Your dream home awaits at Wicklow Heights! Experience the perfect blend of luxury and convenience a Wicklow Heights. Built by award winning Cedar Knoll Builders, this 69 lot community offers a unique layout where most homes back up to almost 8 acres of tranquil open space. With lot sizes ranging from .21 to.40, you’ll have plenty of space to enjoy those “post-card perfect” sunsets. The Juniper is designed for effortless first floor living, featuring 3 spacious bedrooms and two full bathrooms on the main level. The primary suite is a true retreat, boasting a large walk in closet and a private en-suite. Need more space? You have the option to add a second floor expansion, featuring an additional bedroom, floor bathroom, walk in closet, storage space, and a versatile bonus living area. Enjoy the reliability of public utilities and natural gas in a location perfectly positioned for local commuters- just minutes away from the RT 1 bypass. Offering a limited time $5,000 flex dollar incentive. Terms apply.

Wickmere Street #Gg Juniper, Oxford

$395,000

2 Beds ⋅ 1 Baths ⋅ MDTA2014692 MLS

Welcome to this charming Jack’s Point bungalow, where classic style, modern updates, and thoughtfully restored Craftsman details come together in a warm, bright, and inviting home. Tastefully refreshed throughout and fully furnished the residence features newer flooring, a newer roof, and updated appliances, offering modern comfort while maintaining its timeless appeal. The thoughtfully designed floor plan includes two bedrooms, one bathroom, and an open concept living area that is ideal for both everyday living and effortless entertaining. A screened-in porch provides the perfect space to relax and enjoy the outdoors year-round. The open kitchen showcases beautifully restored original pine cabinetry, blending vintage charm with modern functionality. Outside, the yard features a lovely rose garden and plenty of room to garden, unwind, or entertain. Ideally located near Oxfords restaurants, marinas, parks, and scenic trails, this delightful home offers the perfect combination of character, comfort, and convenience.

104 Bonfield Ave, Oxford

$490,000

5 Beds ⋅ 3 Baths ⋅ PACT2130248 MLS

New price adjusted to this multi-level and possible multi-generational home! Nestled in the charming Sycamore Crossing at the edge of Oxford Borough is an exquisite Colonial home offers a perfect blend of elegance and comfort. With 3000 square feet of thoughtfully designed living space, this home features FIVE spacious bedrooms and three and a half bathrooms, ensuring ample room for relaxation and entertainment. Step into the heart of the home and you'll be greeted by a cozy living room and kitchen with new easy to clean laminate flooring. The vaulted kitchen has lots of counter space and the open layout invites natural light, creating a warm and inviting atmosphere perfect for gatherings or quiet evenings at home. The master bedroom with two walk in closets is located on the main floor - a feature not always found in non-retirement communities! It also has a spacious master bath! The fully finished basement complete with multiple rooms and an outside entrance that provides endless possibilities-whether it's a workshop, a play area, or an in-law suite. The lower level also has a full bathroom, laundry and kitchenette! The main floor laundry adds to the convenience making chores a breeze. On the second level are three bedrooms and another full bath - plenty of rooms for family and guests. Outside the property features a detached garage and ample driveway space ensuring that parking is never a concern. If you want to enjoy outside dining or sunsets, step onto the 430 square foot Trex deck for the evening. The meticulously maintained surroundings reflect a commitment to quality living with the association taking care of common area maintenance. Additionally there are 65 solar panels installed that generate approximately 1.2 MWh per month! This home is not just a place to live; it's a lifestyle choice that embodies comfort, luxury, and community. Experience the joy of living in a space that feels like home in a quiet country setting!

313 Manchester St, Oxford

Oxford Homes under $500,000

Newest Oxford Homes under $500,000