1,937

Chester, PA Homes

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  • /25

    $595,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    32 Woodland Cir, Downingtown, PA 19335

    Welcome to this beautiful and spacious ranch home, perfectly situated on a quiet street yet just minutes from schools, parks, and shopping. Thoughtfully updated and move-in ready, this home offers the perfect blend of comfort, style, and convenience. Enter into a bright and inviting living room featuring a large bay window that fills the space with natural light. The open layout flows seamlessly

    Liliana Satell Redfin Corporation

    32 Woodland Cir, Downingtown, PA 19335
  • /38

    $1,798 - $3,746 per month

    The Manor at Downingtown

    1 - 3 Beds

    1236 E Lancaster Ave, Downingtown, PA 19335

    Welcome to The Manor at Downingtown, where modern luxury meets comfort and convenience. Our beautifully landscaped community offers one-, two-, and three-bedroom apartments featuring high-end finishes, in-unit washers and dryers, and private patios or balconies. Residents enjoy access to premium amenities, including a state-of-the-art fitness center, a business center, and a resort-style swimming

    1236 E Lancaster Ave, Downingtown, PA 19335
  • /53

    $803,000 Sold Jul 29, 2025

    • 3,013 Sq Ft
    • $267/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    819 Windridge Ln, Downingtown, PA 19335

    Showings begin Friday, May 30th... You won't want to miss this wonderful home! Located in the desirable Windridge community and served by the award-winning Downingtown Area School District, this beautifully updated 4-bedroom, 3-bath home is the perfect blend of luxury, comfort and functionality! From the moment you enter, you're welcomed by rich Brazilian cherry hardwood floors that flow

    Elizabeth Cusack Coldwell Banker Realty

    819 Windridge Ln, Downingtown, PA 19335
    • /24

      Not Listed For Sale

      • 2 Beds
      • 2 Baths

      270 W Uwchlan Ave, Downingtown, PA 19335

      270 W Uwchlan Ave, Downingtown, PA 19335
  • /39

    $605,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    402 Norwood Rd, Downingtown, PA 19335

    Tucked away in a storybook setting, this home is nestled among expertly landscaped blooming gardens and canopies of mature trees, creating your own private natural sanctuary. And across the street lies 18+ acres of protected woodlands. So, you get the BEST OF BOTH WORLDS: quiet, secluded charm backing to & part of the vibrant Woodmont neighborhood! Welcome home to 402 Norwood Road! No HOA;

    Karen Boyd Long & Foster Real Estate, Inc.

    402 Norwood Rd, Downingtown, PA 19335
  • /32

    $2,975 per month

    • 3 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • Townhouse for Rent

    218 Tall Trees Cir, Downingtown, PA 19335

    Available starting September 1st. Welcome to a fabulous, upgraded, open concept townhome in the beautiful community of Tall Trees in the award-winning Downingtown School District with access to the STEM Academy. Enter the home into a lower-level foyer that leads to the spacious finished basement which has gorgeous hardwood floors and can be used as a multi-purpose family room or bonus room or

    Christopher Steiner Whalen Realty LLC

    218 Tall Trees Cir, Downingtown, PA 19335
  • /4

    $225,000 Sold Jul 25, 2025

    • Land
    • 1.20 Acres
    • $187,500 per Acre
    • 2 Days On Market

    333 Old Kings Hwy, West Bradford Township, PA 19335

    Build Your Dream Home Overlooking Whitford Hills Golf CourseWelcome to 333 Old Kings Highway—an exceptional opportunity to create your ideal home on a private, 1.2-acre wooded lot in the heart of Downingtown. Tucked away in a serene setting and bordered by mature trees, this residentially zoned parcel offers peace, privacy, and scenic views of the prestigious Whitford Hills Golf

    Emily Wolski KW Greater West Chester

    333 Old Kings Hwy, West Bradford Township, PA 19335
    • /24

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,280 Sq Ft

      300 Winding Way Unit B15, Downingtown, PA 19335

      300 Winding Way Unit B15, Downingtown, PA 19335
  • /32

    $419,000

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    75 Gunning Ln Unit 28, Downingtown, PA 19335

    Welcome to your new home in the beautiful Condominium Development of Gunning Lane. This wonderful unit has been completely renovated from top to bottom to create a completely modern Condo. You will first notice the enclosed, private front courtyard as you walk up to the front entrance. Then enter the living room of this unit featuring newly refinished hardwood floors which extend throughout this

    Michael White RE/MAX Preferred - Newtown Square

    75 Gunning Ln Unit 28, Downingtown, PA 19335
  • /20

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 2,162 Sq Ft
    • Townhouse for Rent

    171 Madison Way, Downingtown, PA 19335

    Available April 1st, 2025 A Beautiful End-Unit Townhome in the Desirable Chase at Bell Tavern Community, Downingtown. This spacious townhome offers a bright and welcoming atmosphere, filled with natural light from its east-facing front door. Upon entering, the home immediately impresses with breathtaking scenic views visible from nearly every room. The open-concept floor plan enhances the

    171 Madison Way, Downingtown, PA 19335
  • /54

    $795,000 Sold Jul 25, 2025

    • 3,305 Sq Ft
    • $241/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1967

    327 Old Kings Hwy, Downingtown, PA 19335

    Welcome to 327 Old Kings Highway, this stunning one-of-a-kind architectural masterpiece offers 3 bedrooms, 3 full baths, and 1 half bath in one of the most desirable and picturesque locations in the Downingtown School District. This custom-designed home boasts striking architecture, soaring ceilings, impeccable design, and sweeping views of Whitford Country Club’s 12th and 18th

    Emily Wolski KW Greater West Chester

    327 Old Kings Hwy, Downingtown, PA 19335
    • /38

      Est $756,500 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,366 Sq Ft

      217 Downing Rd, Downingtown, PA 19335

      217 Downing Rd, Downingtown, PA 19335
  • /23

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    400 Campbell Cir Unit G22, Downingtown, PA 19335

    Welcome to 400 Campbell Circle #G-22!!! Once inside you'll see the open floor concept which is great for entertaining. The tiled kitchen, with plenty of counterspace, is open to the dining area and flows into the carpeted living room. Make sure to check out the pantry closet! Enjoy your own private balcony off of the living room to grow plants, watch storms, drink coffee, etc. You have the

    Adrienne Mearn Keller Williams Real Estate -Exton

    400 Campbell Cir Unit G22, Downingtown, PA 19335
  • /24

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,164 Sq Ft
    • Townhouse for Rent

    21 May Apple Dr Unit 74, Downingtown, PA 19335

    Welcome to 21 May Apple Drive, a beautifully maintained townhome in the heart of Downingtown's Oak Ridge Community! This end-unit home is the perfect size and comes with everything you need including a private driveway and attached garage. As you enter through the front door you are greeted by a beautiful entryway and living space with updated flooring throughout the main level. This main living

    Jenn Hoeper BHHS Fox & Roach-Rosemont

    21 May Apple Dr Unit 74, Downingtown, PA 19335
  • /14

    $548,000 Sold Jul 21, 2025

    • 1,857 Sq Ft
    • $295/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    3 Four Leaf Dr, West Bradford Township, PA 19335

    Just listed, the Avery Model Home at Clover Mill ready for immediate move in! The Avery floorplan, a 3 BR, 2 Full, 1 Half Bath, 2-car garage home offering a versatile home designed for modern living. The open layout seamlessly combines living, dining, and kitchen areas. The kitchen features 42" cabinets, subway tile backsplash, and quartz countertops. The great room extends to a deck for outdoor

    John Kuester Fusion PHL Realty, LLC

    3 Four Leaf Dr, West Bradford Township, PA 19335
    • /32

      Est $516,146 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,276 Sq Ft

      242 Tall Trees Cir, Downingtown, PA 19335

      242 Tall Trees Cir, Downingtown, PA 19335
  • /13

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    300 Winding Way Unit B18, Downingtown, PA 19335

    1st floor model, larger floor plan with all new carpeting & freshly painted! Available Immediately! Large open floor plan, 2 bedroom & 2 bathroom 1st floor plan with private outside patio that backs to the trees and recreational area. Enter the property with hall way with access to Kitchen & Family Room. All newly painted, the large kitchen offers wood cabinets and large counter space. Open

    Pat Harvey RE/MAX Town & Country

    300 Winding Way Unit B18, Downingtown, PA 19335
  • /23

    $3,150 per month

    • 3 Beds
    • 3.5 Baths
    • 2,260 Sq Ft
    • Townhouse for Rent

    210 Chase Dr, Downingtown, PA 19335

    Located in the Downingtown Area School District – Downingtown East High School and STEM Academy!Welcome to this exceptional home offering convenient access to major highways, shopping, dining, a movie theater, train station, and the scenic Marsh Creek State Park with a variety of recreational activities. You're also just a short drive from King of Prussia Mall and Philadelphia International

    Ashima Choudhary Springer Realty Group

    210 Chase Dr, Downingtown, PA 19335
  • /39

    $600,000 Sold Jul 18, 2025

    • 2,340 Sq Ft
    • $256/SF
    • 14 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2022

    145 Arden Way, Downingtown, PA 19335

    Welcome to Highpoint at Downingtown – where modern luxury meets everyday comfort in one of Chester County’s most desirable communities. This nearly-new construction townhome offers 3 bedrooms, 3.5 bathrooms, and an abundance of thoughtful upgrades throughout. From the moment you step inside, you’ll notice the open-concept layout, designed with both entertaining and everyday living in mind. The

    Alex Ercole Keller Williams Real Estate -Exton

    145 Arden Way, Downingtown, PA 19335
    • /18

      Est $259,413 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      200 Winding Way Unit J27, Downingtown, PA 19335

      200 Winding Way Unit J27, Downingtown, PA 19335
  • /33

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    124 Azalea Dr, Downingtown, PA 19335

    Welcome to 124 Azalea Dr — a beautifully maintained 3-bedroom, 2.5-bathroom end-unit townhome nestled in the desirable Downingtown Walk community! Located within the award-winning Downingtown East School District, this home is just 5 years old and combines upgraded features, modern convenience, and a prime location into one exceptional offering. Step inside to find a bright, open, and airy floor

    Beth Stein Keller Williams Real Estate -Exton

    124 Azalea Dr, Downingtown, PA 19335
  • /30

    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 2,227 Sq Ft
    • Townhouse for Rent

    31 Four Leaf Dr, Exton, PA 19341

    Welcome to this spacious and modern 3-bedroom, 2.5-bath end-unit townhouse located in the desirable Clover Mill community, nestled in the heart of the Exton/Downingtown area. Built by Lennar Homes, this home offers nearly 2,227 square feet of thoughtfully designed living space across three levels—perfect for growing families, professionals working from home, or anyone seeking comfort, style, and

    Venka Sunkara Tesla Realty Group, LLC

    31 Four Leaf Dr, Exton, PA 19341
  • /47

    $780,000 Sold Jul 18, 2025

    • 3,040 Sq Ft
    • $257/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    508 Crestwood Ln, Downingtown, PA 19335

    Welcome to 508 Crestwood Lane — a beautifully updated home nestled in a peaceful, well-established community within the award-winning Downingtown Area School District. This exceptional residence offers the perfect blend of timeless elegance, modern updates, and spacious design tailored for both everyday living and stylish entertaining. Step into the impressive two-story foyer, where an abundance

    Debbie Hepler Keller Williams Real Estate -Exton

    508 Crestwood Ln, Downingtown, PA 19335
    • /16

      Est $179,830 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 540 Sq Ft

      200 Winding Way Unit J25, Downingtown, PA 19335

      200 Winding Way Unit J25, Downingtown, PA 19335
  • /36

    $235,000

    • 2 Beds
    • 2 Baths
    • 821 Sq Ft

    100 Winding Way Unit A23, Downingtown, PA 19335

    Easy living at its finest in this great 2 bedroom, 2 bath condo in Woodmont North in the award-winning Downingtown School District. The kitchen has ample cabinetry, newer refrigerator, dishwasher, and range. The dining area is adjacent to the kitchen. The spacious living room will accommodate a nice amount of furniture and has a set of functional built-in bookshelves. Sliding doors to the

    Laurie Curran BHHS Fox & Roach-Collegeville

    100 Winding Way Unit A23, Downingtown, PA 19335
  • /25

    $3,050 per month

    • 3 Beds
    • 4 Baths
    • 2,227 Sq Ft
    • Townhouse for Rent

    113 Four Leaf Dr, Exton, PA 19341

    Welcome to this stunning, newly constructed carriage home, available for immediate rent. This two-story modern marvel offers luxurious and spacious living in the highly sought-after Downingtown Area School District, home to the acclaimed STEM Academy.The first floor features an open-concept layout, seamlessly connecting the Great Room, dining room, and kitchen. Upstairs, the luxurious

    Vijay Peethambaram Tesla Realty Group, LLC

    113 Four Leaf Dr, Exton, PA 19341
  • /35

    $540,000 Sold Jul 17, 2025

    • 2,227 Sq Ft
    • $242/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    13 Four Leaf Dr, Downingtown, PA 19335

    This is your chance to own the Pinehurst II Model Home at the highly coveted Lennar at Clover Mill development. This home is crafted for your modern lifestyle. From the moment you step in, you'll appreciate the smart layout that adapts to all your needs. The entry-level boasts a finished space ideal for a home office, media room, gym, or guest quarters—it's a blank slate just waiting for your

    John Kuester Fusion PHL Realty, LLC

    13 Four Leaf Dr, Downingtown, PA 19335
    • /21

      Est $263,427 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      600 Campbell Cir Unit I16, Downingtown, PA 19335

      600 Campbell Cir Unit I16, Downingtown, PA 19335
  • /14

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    200 Winding Way Unit J13, Downingtown, PA 19335

    1st floor, 2 bedroom, 2 bath condo with a ground level patio in Woodmont North. 1140 Sq. Ft. Convenient location for shopping, access to major routes, train and bus transportation.Storage area for seasonal items, bikes, etc. Ownership comes with 2 yearly pool passes, additional pool passes may be purchased. Plenty of parking . Water, sewer, trash grounds keeping and snow removal are included

    John Kustafik Times Real Estate, Inc.

    200 Winding Way Unit J13, Downingtown, PA 19335
  • /21

    $3,295 per month

    • 4 Beds
    • 1.5 Baths
    • 1,802 Sq Ft
    • House for Rent

    9 Wetherburn Dr, Downingtown, PA 19335

    Welcome to 9 Wetherburn Dr—where charm meets convenience! Nestled in the highly acclaimed Downingtown Area School District, this beautiful 4-bedroom colonial offers the perfect blend of comfort and location. Enjoy brand-new flooring throughout, adding a fresh and modern touch to every room. A short drive brings you to the heart of town, where you'll find an array of local shops and fantastic

    Stephen Marx RE/MAX Ace Realty

    9 Wetherburn Dr, Downingtown, PA 19335
  • /9

    $200,000 Sold Jun 27, 2025

    • 682 Sq Ft
    • $293/SF
    • 1 Bed
    • 1 Bath
    • Built 1973

    300 Winding Way Unit B6, Downingtown, PA 19335

    Sold before processing.

    Melodie Stahley RE/MAX Independence

    300 Winding Way Unit B6, Downingtown, PA 19335
    • /23

      Est $270,613 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      500 Campbell Cir Unit H4, Downingtown, PA 19335

      500 Campbell Cir Unit H4, Downingtown, PA 19335
  • /50

    $935,000

    • 4 Beds
    • 3.5 Baths
    • 4,894 Sq Ft

    13 Jackson Ct, Downingtown, PA 19335

    Welcome to 13 Jackson Court, more than 4800 Sqft, a stunning 4-bedroom, 3.5-bath colonial home nestled in the highly sought-after Ridings at Bell Tavern in Downingtown, located within the award-winning Downingtown Area School District, home to both Downingtown East and the STEM academy. From the moment you arrive, you’ll be charmed by the welcoming front porch that sets the tone for the warmth

    Raj Patel Springer Realty Group

    13 Jackson Ct, Downingtown, PA 19335
  • /31

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,904 Sq Ft
    • Townhouse for Rent

    38 Madison Way, Downingtown, PA 19335

    Location, Location, Location! Your Dream Rental at 38 Madison Way Awaits!Get ready to fall in love with this cheerful and upgraded end-unit house nestled in a prime Downingtown location! Situated at 38 Madison Way, you'll enjoy the ultimate convenience of being near major highways for easy commuting, while having a plethora of restaurants, movie theaters, grocery stores, and retail options

    Suresh PEELA Realty Mark Associates

    38 Madison Way, Downingtown, PA 19335
  • /41

    $560,000 Sold Jun 20, 2025

    • 2,448 Sq Ft
    • $229/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    100 Azalea Dr, Downingtown, PA 19335

    Welcome to 100 Azalea Drive in the sought after community of Downingtown Walk! This 3 bedroom, 2.5 bathroom end-unit townhome at only 5 years old is like new with a spacious open floor plan perfect for entertaining. With stainless steal appliances and granite countertops throughout the kitchen, a built-in electric fireplace in the family room, and a back deck for relaxing on these beautiful

    DUSTIN BEAL BHHS Fox & Roach Malvern-Paoli

    100 Azalea Dr, Downingtown, PA 19335
    • /25

      Est $257,312 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      400 Campbell Cir Unit G3, Downingtown, PA 19335

      400 Campbell Cir Unit G3, Downingtown, PA 19335
  • /15

    $105,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    270 W Uwchlan Ave Unit 68, Downingtown, PA 19335

    Alissa Dull A. Hunter Real Estate, LLC

    270 W Uwchlan Ave Unit 68, Downingtown, PA 19335
  • /16

    $465,000 Sold Jun 13, 2025

    • 1,776 Sq Ft
    • $262/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    210 Tall Trees Cir, Downingtown, PA 19335

    Beautiful, expanded and well maintained 3BR/2.5bath end-of-row with low HOA fee welcomes you with attached garage and driveway plus plenty of overflow parking for guests. Tall Trees townhome community in Downingtown, East Caln Township, offers an excellent but private location within minutes to shopping, dining and entertainment. Enjoy lightning-fast internet with Cat6 cabling, delivering up to

    Mary Louise Butler Elfant Wissahickon-Chestnut Hill

    210 Tall Trees Cir, Downingtown, PA 19335
    • /19

      Est $263,514 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      300 Campbell Cir Unit F14, Downingtown, PA 19335

      300 Campbell Cir Unit F14, Downingtown, PA 19335
  • /21

    $394,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    6 Gunning Ln, Downingtown, PA 19335

    AVAILABLE IMMEDIATELY! Beautiful townhome nestled in the desirable Woodmont North community in Downingtown, PA, offering a blend of modern upgrades and timeless charm. With award-winning Downingtown schools and the prestigious STEM Academy nearby, this property is a perfect choice for families and professionals alike. As you walk in the front door you will notice the crown molding that graces

    Michael Quinn RE/MAX Town & Country

    6 Gunning Ln, Downingtown, PA 19335

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