Chesterbrook Homes under $500,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Chesterbrook and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chesterbrook Homes under $500,000

404 Mountainview Dr Unit 404, Chesterbrook

$379,900

2 Beds ⋅ 2 Baths ⋅ PACT2136722 MLS

Nestled in the charming Chesterbrook community, this exquisite 2-bedroom, 2-bathroom unit offers a harmonious blend of comfort and sophistication. This residence is designed for those who appreciate the finer things in life, all while enjoying the ease of a low-maintenance lifestyle. As you step inside, you are greeted by a warm and inviting atmosphere, enhanced by new plush carpeting and elegant wood flooring that flows seamlessly throughout the living spaces. The open-concept layout is perfect for both entertaining and everyday living, allowing natural light to cascade through the windows, creating a bright and airy ambiance. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings, where you can unwind with a good book or enjoy gatherings with friends and family. The thoughtfully designed kitchen area is ready for your personal touch, providing a functional space to create culinary delights. Retreat to the primary suite, a serene that boasts a luxurious en-suite bathroom complete with a walk-in shower. This private sanctuary is designed for relaxation, offering a perfect escape after a long day. The second bedroom is equally inviting, providing ample space for guests, family or a home office. Convenience is key in this residence, with in-unit laundry facilities that make everyday chores a breeze. The property also includes essential amenities such as lawn maintenance, snow removal, and trash services. Located in a vibrant community, this home is just moments away from local parks, shopping, and dining options, ensuring that everything you need is within reach. With its blend of luxury, comfort, and convenience, this property is more than just a home; it's a lifestyle. Experience the perfect balance of elegance and ease in this unit, where every detail has been thoughtfully curated for your enjoyment. Don't miss the opportunity to make this residence your own.

404 Mountainview Dr Unit 404, Chesterbrook

$70,000

3 Beds ⋅ 1 Baths ⋅ PADE2124562 MLS

953 Terrill St, Chester

$75,000

4 Beds ⋅ 1 Baths ⋅ PADE2123880 MLS

ONLINE AUCTION - Bankruptcy Ordered Auction. This property is being sold with 2 other separate properties in Chester, PA - 1026 Kerlin Street & 1105 Madison St Chester, PA all being sold together as one package in an online auction. This property includes 4 bedrooms and 1 bath and located in the Highland neighborhood. Properties sell via online auction, and list price reflects opening bid amount. Final sale price will be determined through competitive bidding, and this sale is subject to court approval. Sale is being conducted pursuant to Chapter 11 bankruptcy proceedings pending in the U.S. Bankruptcy Court, Middle District of Florida, Case No. 8:26-bk-01636-CPM, In re: RAD Diversified REIT, Inc., et al. Please contact listing agent for more information regarding the auction terms and conditions.

940 Highland Ave, Chester

$297,000

1 Beds ⋅ 1 Baths ⋅ PACT2134448 MLS

Great opportunity in the popular Valley Stream Village neighborhood of Chesterbrook! This 1 BD, 1 BA upstairs unit offers treetop views from the front and rear covered balconies, with no one living above you. Sliding glass doors from the living room and primary bedroom lead to a large, covered private balcony overlooking lush lawns and wooded open space. A great opportunity to buy in popular Valley Stream Village. No one lives above you. One dedicated parking space is located just steps from the front entrance. A wood-burning fireplace, pull-down stairs to attic storage, a tiled foyer, and a walk-in primary bedroom closet with a storage system. Walking and biking trails are nearby in Valley Forge and Wilson Parks. Top-rated school district. The monthly HOA fee includes water and roof maintenance. Quiet location in the center of the community with parking right out front. Located in highly-regarded Tredyffrin-Easttown school district, with easy access to corporate centers, transportation corridors, restaurants, shopping, Lifetime Fitness, and King of Prussia. Enjoy walking or jogging on Chesterbrook’s extensive network of trails, on the Chester Valley Trail, and in nearby Valley Forge National Park. Whether you're a first-time homebuyer or looking to downsize, 274 Valley Stream Lane offers a comfortable living space in a desirable location. Update the décor to match your taste, and don’t miss your chance to get this affordable home!

274 Valley Stream Ln, Wayne

46 Le Forge Court, Unit 46, Chesterbrook

$375,000

2 Beds ⋅ 2 Baths ⋅ PACT2133726 MLS

Welcome to this bright and spacious south-facing condo in the desirable Chesterbrook community, featuring vaulted ceilings, skylights, and an open-concept layout filled with natural light. The beautifully updated kitchen has been opened to the living and dining areas, creating a modern and inviting space complete with granite countertops and newer appliances. Glass sliding doors lead to a private balcony with a utility room and additional storage, while a separate laundry room provides even more convenience and storage space. Engineered hardwood flooring flows throughout the home, and the primary suite features an updated bathroom and a generous walk-in closet with a custom organization system. Ideally located near Wilson Farm Park, major highways, shopping, dining, and everyday conveniences, this home is also situated within the highly regarded Tredyffrin-Easttown School District. Don’t miss the opportunity to enjoy low-maintenance Chesterbrook living in a fantastic location!

46 Le Forge Court, Unit 46, Chesterbrook

$470,000

3 Beds ⋅ 3 Baths ⋅ PACT2126820 MLS

Beautifully updated and move-in ready, this sought-after end-unit townhome in Chesterbrook offers style, comfort, and an unbeatable location. Enjoy living in one of the area’s most desirable communities, nestled in a secluded parklike setting, just steps from the scenic Valley Creek trail leading to Valley Forge National Historical Park — perfect for walking, jogging, and enjoying the outdoors. Residents love Chesterbrook’s award-winning T/E School District, proximity to Wilson Farm Park, and easy access to major roadways, shopping, dining, and King of Prussia. Step into the welcoming foyer with tile flooring and a convenient coat closet. The spacious living room features gleaming hardwood floors. The inviting eat-in kitchen is equipped with granite countertops, tile backsplash, stainless steel appliances, gas cooking, and direct access to a private rear patio overlooking peaceful greenspace. Upstairs, the spacious primary suite includes a ceiling fan, dual closets, private balcony access, and a beautifully remodeled en suite bath with a shower/tub combination. A second bedroom, full hall bath, laundry, and utility closet complete the second floor. The versatile, generously sized third-floor loft offers endless possibilities — ideal as a third bedroom, home office, library, or game room. Don’t miss this opportunity to own a beautiful home in an exceptional location — schedule your showing today and move in just in time to enjoy summer!

46 Rampart Dr, Chesterbrook

Start Your Search

INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.

Listings courtesy of Pike Wayne Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.