Windsor Hills Homes under $500,000

Windsor Hills Homes under $500,000

Welcome to Windsor Hills, a captivating subdivision nestled in the heart of the United States, where charm meets convenience! This vibrant community is perfect for families, young professionals, and retirees alike, offering a harmonious blend of comfort, style, and affordability.

Windsor Hills is renowned for its picturesque streets lined with beautiful trees and well-maintained homes. Here, you’ll find a range of properties under $500,000, making it an ideal choice for those seeking a budget-friendly yet stylish living option. Whether you’re looking for a cozy starter home or a spacious residence for your growing family, Windsor Hills has something for everyone.

The homes in this subdivision feature a variety of architectural styles, from modern ranches to charming two-story designs, ensuring that you’ll find a home that suits your aesthetic preferences. Many properties boast spacious yards, perfect for outdoor gatherings, gardening, or simply enjoying the serene surroundings. Inside, you’ll discover inviting layouts with ample natural light, contemporary kitchens, and comfortable living spaces that make entertaining a delight.

Windsor Hills also offers a fantastic sense of community. Residents enjoy access to local parks, walking trails, and recreational facilities, fostering an active and engaged lifestyle. Plus, with convenient access to shopping, dining, and schools, everything you need is just a stone's throw away.

Discover the allure of Windsor Hills today—where your dream home awaits at a price you can afford! Come experience the perfect blend of community, comfort, and value in this enchanting subdivision.

Newest Windsor Hills Homes under $500,000

2616 Talbot Rd, Baltimore
$459,000
6 Beds ⋅ 5 Baths
Welcome to 2616 Talbot Road! This spacious 6-bedroom, 3 full and 2 half bath home offers a flexible floor plan with plenty of room to suit a variety of needs. Recent updates include a new HVAC system, fresh interior paint, a new sidewalk entrance, newly stained floors, and a new bathroom vanity. Additional features include a 2-car garage, providing convenient parking and storage. Conveniently located with easy access to shopping, dining, parks, commuter routes, and other everyday amenities, this property offers a wonderful opportunity to make it your own. Schedule your showing today!

2616 Talbot Rd, Baltimore

Listing courtesy of Samson Properties. Contact:

3918 Carlisle Ave, Baltimore
$419,900
3 Beds ⋅ 3 Baths
Your search ends here! Discover the perfect blend of classic charm, designer finishes, and everyday convenience in this beautifully renovated Windsor Hills home. The welcoming front porch leads to a spacious foyer with hardwood floors. The living room features soaring ceilings, luxury vinyl plank flooring, and abundant natural light, flowing seamlessly into the formal dining room. The gourmet kitchen is a standout, featuring quartz countertops, a center island with a breakfast bar, stainless steel appliances, open shelving, pendant lighting, a ceramic tile backsplash, pot filler, and gas cooking. Upstairs, the primary suite offers a spacious walk-in closet, accent wall, and en-suite bath with a glass-enclosed walk-in shower. Two additional bedrooms and a full hall bath complete the upper level. The finished lower level provides versatile living space, ideal for a recreation room, media area, or home gym, along with ample storage. Situated on a .23-acre lot, the property also features a detached two-car garage with electricity and a private driveway. Conveniently located near I-70, I-695, and I-95, this home offers easy access to major commuter routes. With major systems replaced and no HOA, this move-in-ready home is ready for its next owner!

3918 Carlisle Ave, Baltimore

Listing courtesy of RE/MAX Advantage Realty. Contact:

4021 Bonner Rd, Baltimore
$339,900
4 Beds ⋅ 4 Baths
Nestled in the charming Windsor Hills neighborhood, this exquisite Colonial-style residence, originally built in 1915 proudly reveals a fully permitted major renovation in 2026. This home is a perfect blend of historic elegance and modern luxury. With four spacious bedrooms and three and a half beautifully appointed bathrooms, this home is designed for both comfort and sophistication. Step inside to discover an inviting open floor plan with a private library, den or dedicated office space that seamlessly connects the gourmet kitchen, featuring upgraded countertops and a generous island, to the open concept dining area. The kitchen also boasts a delightful breakfast area, ideal for casual dining. Rich wood floors and plush carpeting throughout create a warm and welcoming atmosphere, while energy-efficient windows ensure a bright and airy feel. The primary suite is a true retreat, complete with a luxurious en-suite bathroom featuring a walk-in shower and elegant finishes. Each additional bedroom offers ample space and comfort, making this home a sanctuary for relaxation. With convenient main floor laundry facilities off the kitchen, daily chores become a breeze. The fully finished basement provides additional living space, perfect for a home theater, gym, or play area, catering to your lifestyle needs. Outside, the property features a charming deck, perfect for enjoying morning coffee or evening gatherings under the stars. The back yard is expansive and inviting, ideal for gardening and children. Thoughtful exterior lighting enhances the home's curb appeal and creates a warm ambiance for outdoor entertaining. Set on a manageable 0.14-acre lot, this residence offers the perfect balance of outdoor space without the burden of extensive maintenance. Ample on-street parking ensures convenience for you and your guests. Experience the best of both worlds in this exclusive Windsor Hills gem, where luxury meets comfort in every detail.

4021 Bonner Rd, Baltimore

Listing courtesy of Washington Area Properties, LLC. Contact:

2902 N Loudon Ave, Baltimore
$229,900
5 Beds ⋅ 3 Baths
**Three-Unit Multifamily Investment Property in Baltimore, MD – Immediate Rental Income and Value-Add Potential!** Occupied unit is the one at the back of the house. All pics are of the two unoccupied units. Both need some work. Welcome to 2902 N Loudon Avenue, Baltimore, MD 21216, a three-unit multifamily investment property located in the Windsor Hills area of Baltimore City. Offered at $229,000, this income-producing property presents an opportunity for real estate investors seeking rental income, cash flow potential, and long-term appreciation through strategic improvements. The property features three residential units consisting of a 1-bedroom, 1-bathroom unit with an additional loft and two 2-bedroom, 1-bathroom units. One unit is currently occupied by a reliable, long-term tenant, while the remaining two units are vacant and offer opportunities to increase rental income without undertaking extensive renovations. The occupied 1-bedroom unit with loft currently generates $1,025 per month in rental income. The tenant has occupied the property for more than eight years, has a consistent payment history, and the unit is in good condition. The second unit offers two bedrooms and one full bathroom and requires minimal improvements to become rent-ready. The third unit also features two bedrooms and one full bathroom, with the primary improvement needed being a bathroom renovation along with routine turnover updates. For investors looking to expand their Baltimore rental property portfolio, the combination of existing rental income and two vacant units creates an opportunity to improve the property, secure additional tenants, and increase overall cash flow. The property's layout also offers flexibility for investors pursuing a buy-and-hold or value-add multifamily investment strategy. Additional highlights include off-street parking in the rear and a residential setting surrounded primarily by single-family homes. Conveniently located near Windsor Hills Park, Gwynns Falls/Leakin Park, shopping, restaurants, and public transportation, the property offers access to Downtown Baltimore, West Baltimore MARC, Mondawmin Metro, I-70, I-695, and I-95. Whether you're searching for a Baltimore multifamily property for sale, a three-unit rental investment, or an income-producing property with upside potential, 2902 N Loudon Avenue deserves your attention. **Offered at $229,000. Property is being sold strictly as-is. Schedule your private showing and explore the investment potential!**

2902 N Loudon Ave, Baltimore

Listing courtesy of Mr. Lister Realty. Contact:

2507 Queen Anne Rd, Baltimore
$499,999
5 Beds ⋅ 4 Baths
Welcome to 2507 Queen Anne Road! This fully renovated 5-bedroom, 3.5-bath home features a beautiful blue exterior, an inviting front porch, bright, spacious rooms throughout and 10' ceilings on the main level. The large kitchen has stylish contemporary cabinets, stainless steel appliances, a designer tile backsplash, and an island with seating. The dining room flows into the living area providing plenty of room for everyday living and entertaining.The extra-large primary bedroom is on its own level for added privacy, with two walk-in closets and cozy spaces by the (brand new) windows for reading or a desk. Updated bathrooms and a large, fully finished basement offer even more room to spread out, with a recreation area perfect for movie nights, games, or a home gym. Outside, enjoy meals or relax on the spacious rear deck overlooking the yard. Conveniently located with access to downtown Baltimore, I-70, and I-695.

2507 Queen Anne Rd, Baltimore

Listing courtesy of Monument Sotheby's International Realty. Contact:

4105 Woodhaven Ave, Baltimore
$229,900
3 Beds ⋅ 2 Baths
Welcome to 4105 Woodhaven Avenue! This move-in-ready home offers 3 bedrooms, 2 full bathrooms, thoughtful updates, and plenty of space for everyday living and entertaining. The updated kitchen features granite countertops, a touchless faucet, wine bar, new smart gas range, and newer refrigerator with craft ice. The home has been freshly painted in neutral colors and includes custom window treatments, recessed lighting, and a living room wired for a five-speaker surround-sound system. The main bedroom features a tray ceiling, while the second bedroom offers a walk-in closet and dedicated office space. The finished walk-out basement provides additional living space with a wet bar, new washer, and dryer. Outside, enjoy a well-kept front lawn with paver lights and a finished backyard patio with electrical outlets and a TV bracket. It’s a great space for cookouts, watch parties, or relaxing around a fire pit. Exterior solar lighting, Tiki torches, and security cameras add convenience and peace of mind. Located on a mature, tree-lined street near Forest Park Golf Course and Cahill Recreation Center, residents can also enjoy an active Windsor Hills Community Association, with local events held at the Clifton House.

4105 Woodhaven Ave, Baltimore

Listing courtesy of Homeset Realty Inc. Contact:

9390 Chapel Green Rd, King George
$175,000
3 Beds ⋅ 2 Baths
Bring your vision to life on a wooded King George property offering space, privacy, and potential for a new chapter. With new residential construction occurring in the surrounding area, this property presents an opportunity for builders, investors, or buyers considering a redevelopment project. Set among mature trees and elevated from the street, the property combines a private setting with convenient access to shopping, dining, major roads, and destinations throughout King George. The existing structure is being sold strictly as-is and is considered a tear-down, allowing buyers to focus on the possibilities for the land. Additional opportunity may be available next door. The seller prefers to sell this property together with the neighboring parcel, MLS# VAKG2008892. Combined, the two parcels total approximately 4.5 acres, providing additional land for buyers interested in exploring the potential of a larger site. Whether your plans include a new build, investment, or future redevelopment, explore what these King George properties could offer. Buyer to perform all due diligence regarding property condition, zoning, utilities, development potential, permitting, and intended use.

9390 Chapel Green Rd, King George

Listing courtesy of Keller Williams Realty. Contact:

9358 Chapel Green Rd, King George
$100,000
3 Beds ⋅ 2 Baths
Bring your vision to life on a wooded King George property offering space, privacy, and potential for a new chapter. With new residential construction occurring in the surrounding area, this property presents an opportunity for builders, investors, or buyers considering a redevelopment project. Set among mature trees and elevated from the street, the property combines a private setting with convenient access to shopping, dining, major roads, and destinations throughout King George. The existing structure is being sold strictly as-is and is considered a tear-down, allowing buyers to focus on the possibilities for the land. Additional opportunity may be available next door. The seller prefers to sell this property together with the neighboring parcel, MLS# VAKG2008886. Combined, the two parcels total approximately 4.5 acres, providing additional land for buyers interested in exploring the potential of a larger site. Whether your plans include a new build, investment, or future redevelopment, explore what these King George properties could offer. Buyer to perform all due diligence regarding property condition, zoning, utilities, development potential, permitting, and intended use.

9358 Chapel Green Rd, King George

Listing courtesy of Keller Williams Realty. Contact:

2407 Chelsea Ter, Baltimore
$325,000
4 Beds ⋅ 2 Baths
SELLER OFFERING A $10,000 CREDIT TO THE BUYER! Use it to buy down your interest rate, or reduce your cash needed at closing!! Welcome to 2407 Chelsea Terrace, where fresh renovations, comfortable spaces, and room to make memories come together. Step inside and immediately feel how naturally this home flows. With nearly 2,000 square feet, 4 bedrooms, and 2 full bathrooms, there’s space to spread out while still feeling connected. Imagine mornings gathered around the kitchen, evenings relaxing in the living room, and weekends hosting friends and family with the open living, dining, and kitchen areas bringing everyone together. The renovated kitchen is ready to be the heart of the home, featuring sleek countertops, modern finishes, and updated appliances that make everything from quick breakfasts to holiday dinners feel effortless. When it’s time to unwind, four bedrooms offer flexibility for family, guests, a home office, or whatever fits your lifestyle. Downstairs, the finished basement gives you even more room to create your own space, whether that means movie nights, a game room, home gym, or additional entertaining area. Outside, the spacious yard is ready for summer cookouts, celebrations, or quiet evenings under the stars. And when it’s time to head out, convenient access to major commuter routes and transportation keeps Baltimore and the surrounding area within easy reach. Beautifully renovated, spacious, and ready for its next chapter. All that’s missing at 2407 Chelsea Terrace is you. Welcome home!

2407 Chelsea Ter, Baltimore

Listing courtesy of Samson Properties. Contact:

4205 Duvall Ave, Baltimore
$295,000
3 Beds ⋅ 3 Baths
Welcome to 4205 Duvall Avenue, a spacious Colonial nestled in the charming Windsor Hills neighborhood of Baltimore. Offering over 2 finished levels, this home presents an outstanding opportunity for buyers seeking space, character, and the chance to build equity through their own finishing touches. Major renovations have already been completed, allowing the next owner to focus on cosmetic updates and personal style rather than costly mechanical improvements. The inviting main level features soaring 10-foot ceilings and an open, flexible floor plan that provides endless possibilities for everyday living and entertaining. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a large en-suite bathroom and walk-in closet. The walk-up third-floor attic offers abundant storage or exciting potential for additional finished living space. An unfinished basement provides even more room for storage, a workshop, or future expansion. Outside, the oversized driveway offers ample off-street parking, while the detached garage presents additional storage or expansion possibilities. Significant updates completed in recent years include a new roof, vinyl siding, vinyl replacement windows, HVAC system, water heater, updated electrical and plumbing, and more, providing peace of mind for years to come. All required Baltimore City permits have been completed, and the property has satisfied the City's Use & Occupancy requirements. With the major improvements already behind you and priced to reflect the remaining cosmetic work, this is an exceptional opportunity to create value while making the home your own. This property qualifies for Grant and Closing Costs assistance - inquire with the listing agent for more information on this.

4205 Duvall Ave, Baltimore

Listing courtesy of EXP Realty, LLC. Contact:

2707 Talbot Rd, Baltimore
$225,000
3 Beds ⋅ 2 Baths
Welcome to this quaint and cozy home. It is tucked away in a quiet, serene and sought-after neighborhood in W. Baltimore. Your new home is in Windsor Hills, a community that has a rich history. Enjoy relaxing days and nights next to bricked-in pottery on the front porch or relax in the tranquility and seclusion of a private back yard. On the first floor of your three bedroom home are two bedrooms giving you access to sleeping space without having to go up steps. The first floor also has a spacious living room, a full bathroom, a breakfast nook/ office, a large eat-in kitchen, additional dining space, and another family space. Upstairs is a large bedroom space to be used as such, or as an office, exercise space or studio or for whatever creative uses you might decide. The partially finished basement has a bathroom, a washroom and plenty of storage space. This home is located just a few minutes drive from dining and entertainment. It is a stones-throw away from recreation areas including parks, walking, biking and walking trails. It has convenient access to route 70 and 695, facilitating travel to and from home to anywhere.

2707 Talbot Rd, Baltimore

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!