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5-Bedroom Homes for Sale in Chester County PA with Private Pool

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  • /5

    $3,600,000 New Construction

    • 6 Beds
    • 8 Baths
    • 5,500 Sq Ft

    404 Dorset Rd, Devon, PA 19333

    PORTFOLIO is a curated collection of homes uniquely designed by Bloomfield Architects to provide modern solutions for luxury living. Don't miss the opportunity to purchase this one-of-a-kind modern home. This home by PORTFOLIO is their premier offering in Chester County, located on a one-acre corner lot in the Estate section of Devon, in the Tredyffrin/Easttown school district. This

    Agent Photo

    Mia Bloomfield

    Compass RE

    (484) 926-6628

    404 Dorset Rd, Devon, PA 19333
  • /96

    $6,500,000

    • 6 Beds
    • 6.5 Baths
    • 6,498 Sq Ft

    2299 Hilltop View Rd, Coatesville, PA 19320

    Welcome to "Westview," a stunning 54.5-acre gentleman’s farm set atop one of Chester County’s most desirable locations. Part of the Buck & Doe Easement, the property is surrounded by esteemed estates and offers the perfect balance of seclusion and convenience—just one hour south of Philadelphia, 40 minutes to Wilmington, DE, and a little over two hours to New York City by train.Accessed by a

    Gus Brown KW Greater West Chester

    2299 Hilltop View Rd, Coatesville, PA 19320
  • /71

    $2,295,000 Open Thu 11AM - 1PM

    • 6 Beds
    • 9 Baths
    • 8,500 Sq Ft

    1901 Parkerhill Ln, Chester Springs, PA 19425

    WOW! This breathtaking, move- in ready property, set on a quiet cul-de sac within the renowned Downingtown East/STEM school district, offers every feature and amenity for your multi-generational family, friends and guests! No stone has been left unturned throughout the timeless and beautifully executed 2017-2014 renovations and updates. Features include sun-filled windows and French doors, with

    Lisa Yakulis Kurfiss Sotheby's International Realty

    1901 Parkerhill Ln, Chester Springs, PA 19425
  • /63

    $2,885,000

    • 6 Beds
    • 8 Baths
    • 6,957 Sq Ft

    918 Hereford Dr, Berwyn, PA 19312

    Main Floor Primary Suite and Resort-Style Amenities ...For the buyer who appreciates custom quality and understated, gracious styling. With an exceptional setting and easy indoor-outdoor flow, this warm and welcoming home is the perfect place to host birthday and graduation parties, engagements, weddings and baby showers - and many happy celebrations with friends and family for years to

    Sue Fitzgerald Compass RE

    918 Hereford Dr, Berwyn, PA 19312
  • /76

    $2,750,000

    • 5 Beds
    • 7 Baths
    • 11,574 Sq Ft

    6 Hunt Club Ln, Malvern, PA 19355

    Nestled in the heart of Willistown Township’s coveted Radnor Hunt country, this extraordinary contemporary home blends modern luxury with breathtaking natural surroundings. Set on 6 private acres, backing to White Manor Country club’s golf course, this light-filled retreat offers unparalleled design, comfort, and versatility. At the end of a cul de sac and down the long tree lined drive past the

    Gwynne Barnes BHHS Fox & Roach-Haverford

    6 Hunt Club Ln, Malvern, PA 19355
  • /95

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 4,896 Sq Ft

    414 Birmingham Rd, West Chester, PA 19382

    Welcome to Reculver Farm — A Rare Historic 14+ acre Estate in West Chester. Nestled at the end of a scenic, tree-lined driveway, Reculver Farm is a breathtaking 14+ acre estate that seamlessly blends centuries-old charm with modern-day comfort. Steeped in history dating back to the 1700s, this remarkable property offers a unique opportunity to own a piece of Chester County heritage while enjoying

    Brad Moore KW Greater West Chester

    414 Birmingham Rd, West Chester, PA 19382
  • /150

    $3,450,000

    • 5 Beds
    • 4.5 Baths
    • 6,530 Sq Ft

    821 Burrows Run Rd, Chadds Ford, PA 19317

    Welcome to this exceptional estate in the heart of the Brandywine Valley, offering over 6,800 square feet of luxurious living space on more than 3 acres of beautifully landscaped grounds. This stunning 5-bedroom, 4 full-bathroom, and 2 half-bath home has undergone numerous recent upgrades, including new hardie board siding, brand new windows and doors, entirely renovated kitchen, new hardwood

    Kristine McKee BHHS Fox&Roach-Newtown Square

    821 Burrows Run Rd, Chadds Ford, PA 19317
  • /112

    $3,495,000

    • 5 Beds
    • 5 Baths
    • 7,248 Sq Ft

    7 Bittersweet Dr, West Chester, PA 19382

    7 Bittersweet Drive may be one of the most architecturally distinct and amenity-rich homes available on the market today. Privately nestled on 12 acres on Bittersweet Drive, one of the most sought after and exclusive roads in the award-winning Unionville-Chadds Ford School District, this extraordinary 7,248-square-foot residence seamlessly blends refined elegance with versatile functionality.

    Holly Gross BHHS Fox & Roach-West Chester

    7 Bittersweet Dr, West Chester, PA 19382
  • /35

    $3,276,000

    • 6 Beds
    • 8 Baths
    • 8,785 Sq Ft

    1202 Turks Head Ln, West Chester, PA 19382

    Welcome to 1202 Turks Head Lane! This 8,785 sq ft estate custom-built estate is being listed for the first time since it was built in 2001. With 6 bedrooms, 5 full bathrooms, and 3 half bathrooms this home is as luxurious and spacious as you will ever see in Chester County. This home features high end craftsmanship and custom finishes. There is a finished basement, three car garage, and outdoor

    Parker Wolfe Prime Home Real Estate, LLC

    1202 Turks Head Ln, West Chester, PA 19382
  • /76

    $3,250,000

    • 5 Beds
    • 7 Baths
    • 11,574 Sq Ft

    6 Hunt Club Ln, Malvern, PA 19355

    Nestled in the heart of Willistown Township’s coveted Radnor Hunt country, this extraordinary contemporary home blends modern luxury with breathtaking natural surroundings. Set on 6 private acres, backing to White Manor Country club’s golf course, this light-filled retreat offers unparalleled design, comfort, and versatility. At the end of a cul de sac and down the long tree lined drive past the

    Gwynne Barnes BHHS Fox & Roach-Haverford

    6 Hunt Club Ln, Malvern, PA 19355
  • /84

    $2,440,000

    • 6 Beds
    • 9 Baths
    • 8,500 Sq Ft

    1901 Parkerhill Ln, Chester Springs, PA 19425

    Welcome to the pinnacle of luxury living—an exquisite manor home that effortlessly blends everyday elegance with endless entertainment possibilities. With a brand new roof and brand new primary bathroom this estate is a masterpiece of modern sophistication, set in a coveted cul-de-sac that backs onto pristine open space, all within the prestigious Downingtown East/STEM school district. Step into

    Erica Lundmark Coldwell Banker Realty

    1901 Parkerhill Ln, Chester Springs, PA 19425
  • /56

    $950,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 5 Baths
    • 3,926 Sq Ft

    1512 Pennsbury Dr, West Chester, PA 19382

    Welcome to 1512 Pennsbury Dr. Nestled in the sought-after Pennwood Park neighborhood of Westtown Twp in West Chester, this well-maintained 5-bedroom, 3 full and 2 half bathroom single-family home offers the perfect blend of comfort, style, and convenience. Located within the award-winning West Chester Area School District, this spacious home is move-in ready and packed with recent updates that

    Beth Stein Keller Williams Real Estate -Exton

    1512 Pennsbury Dr, West Chester, PA 19382
  • /40

    $675,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 4,197 Sq Ft

    35 Red Oak Dr, Coatesville, PA 19320

    Enjoy your very own backyard oasis in this stunning 5-bedroom, 3.5-bath single-family home featuring a sparkling in-ground heated pool and expansive outdoor space on 1.6 private acres. Whether you’re hosting gatherings or enjoying quiet evenings at home, this property offers the perfect blend of relaxation and style.Inside, the main level shines with hardwood floors throughout. The

    Douglas Strickland Keller Williams Real Estate -Exton

    35 Red Oak Dr, Coatesville, PA 19320
  • /94

    $1,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,774 Sq Ft

    1303 Lenape Rd, West Chester, PA 19382

    A Secluded Hilltop Estate Minutes from West Chester — Timeless Elegance Meets Modern Resort LivingPerched atop nearly 6 acres of rolling, tree-lined hillside, 1303 Lenape Road presents a rare opportunity to own a private estate of exceptional distinction — blending refined luxury, impeccable design, and effortless proximity to the cultural heart of West Chester.Bathed in natural

    James Wagner Keller Williams Real Estate - West Chester

    1303 Lenape Rd, West Chester, PA 19382
  • /66

    $599,500

    • 6 Beds
    • 3 Baths
    • 3,696 Sq Ft

    645 Coatesville Rd, West Grove, PA 19390

    A rare opportunity awaits! Welcome home to 645 Coatesville Rd in West Grove! This exceptional farmhouse at "Stillwaters Farm", is now on the market! This beautiful property was originally deeded to the Cook family by William Penn in 1694. The farmhouse, built in 1820 by a family of Quaker farmers, is deeply woven into local history and is believed to have played a role in the Underground

    Kelly Hayes RE/MAX Town & Country

    645 Coatesville Rd, West Grove, PA 19390
  • /47

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 6,254 Sq Ft

    1558 Tattersall Way, West Chester, PA 19380

    Welcome to 1558 Tattersall Way! This beautiful brick home is situated in the rolling hills of Chester County. It is perfectly placed on the most desirable premium corner lot in the community backing up to the 7th hole of the premier Broad Run Golf Club. This 5 Bedroom 4.5 bath home has so much to offer! Get ready to relax and enjoy the sunshine because this home features a private backyard with a

    Lauren Dickerman Covington Keller Williams Real Estate -Exton

    1558 Tattersall Way, West Chester, PA 19380
  • /52

    $1,799,000

    • 8 Beds
    • 4.5 Baths
    • 5,706 Sq Ft

    1343 Creek Rd, Cheyney, PA 19319

    Welcome to “Pennyscroft” – A Grand Empire Victorian Estate in Thornbury TownshipStep back in time while enjoying today’s modern comforts and timeless elegance in the heart of Thornbury Township with this extraordinary Victorian estate. Nestled on 3 scenic acres within the West Chester School District, “Pennyscroft” is a one-of-a-kind 19th-century masterpiece—seamlessly blending historic

    Brett James KW Greater West Chester

    1343 Creek Rd, Cheyney, PA 19319
  • /57

    $950,000

    • 9 Beds
    • 11 Baths
    • 17,500 Sq Ft

    301 Westtown Way, West Chester, PA 19382

    **Diamond in the Rough in West Goshen, PA – Investor’s Dream**Welcome to 301 Westtown Way, a sprawling 13,500+ square foot estate nestled in the heart of one of Pennsylvania's most desirable communities—West Goshen. This grand property, boasting 9 bedrooms, 9 full baths, and an additional half bath, offers endless possibilities for the discerning investor.Sitting on a private

    Edward Munin HomeSmart Realty Advisors

    301 Westtown Way, West Chester, PA 19382
  • /65

    $1,579,000

    • 5 Beds
    • 8 Baths
    • 8,681 Sq Ft

    204 Sandy Flash Dr, Kennett Square, PA 19348

    Welcome to 204 Sandy Flash Drive — a luxurious home nestled in the prestigious Bayard Meadows subdivision of Kennett Square. Set on a private 1.2-acre lot at the end of a cul-de-sac, and atop a hill, this exquisite residence offers over 8,600 square feet of thoughtfully designed living space, ideal for both grand entertaining and comfortable everyday living. The home’s striking curb appeal

    Ray Dudkewitz Patterson-Schwartz-Newark

    204 Sandy Flash Dr, Kennett Square, PA 19348
  • /76

    $1,800,000

    • 7 Beds
    • 6 Baths
    • 6,100 Sq Ft

    1936 Lenape Rd, West Chester, PA 19382

    This beautiful, gated estate is a classic example of an historic Chester County farmhouse, nestled on 2.35 of beautifully maintained grounds—next to 8 acres of open space. Plus check out the adjacent building lot also available for an additional $350, 000 . There are also ponds and wetlands visible from the grounds, notably in the fall, winter, and spring. Immediately upon entry through the

    Jay Freeberry Sterling Real Estate LLC

    1936 Lenape Rd, West Chester, PA 19382
  • /89

    $675,000

    • 5 Beds
    • 3.5 Baths
    • 3,712 Sq Ft

    113 Elkview Rd, Lincoln University, PA 19352

    ANOTHER OPPORTUNITY PRESENTS ITSELF, BUYER COULD NOT GET THIER HOME UNDER CONTRACT BY CONTINGENCY DEADLINE!!! SELLER'S ARE UNDER CONTRACT ON THIER NEXT HOME!!! Discover the perfect blend of charm and comfort in this stunning Colonial home, nestled on a sprawling 1.74-acre beautifully manicured lot. This home is incredible and has been extremely well kept! With 5 spacious bedrooms and 3.5

    Betsy Brown Long & Foster Real Estate, Inc.

    113 Elkview Rd, Lincoln University, PA 19352
  • /61

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 5,000 Sq Ft

    4 Watercroft Cir, Downingtown, PA 19335

    *1 year home warranty included!*LOCATION LOCATION! Welcome to 4 Watercroft! 1 of 4 unique homes in this exclusive culd-de-sac! Steps away from Marsh Creek, along with Downingtown West School district makes this home extremely desirable! Not to mention the backyard entertaining oasis with many improvements including the heated underground pool, hot tub, hardscaping, and underground drainage. Along

    DEVON M. WRIGHT Zoom Realty, LLC

    4 Watercroft Cir, Downingtown, PA 19335
  • /78

    $1,399,000

    • 5 Beds
    • 4.5 Baths
    • 5,510 Sq Ft

    1051 Glen Hall Rd, Kennett Square, PA 19348

    Welcome to 1051 Glen Hall Rd in Unionville School District—a breathtaking, custom-built residence completed in 2023 that blends timeless luxury with modern comfort. Situated on a peaceful, tree-backed lot with 8 acres of protected space owned by the HOA in Kennett Square and just minutes from the vibrant boroughs of Kennett Square and West Chester, this 5,500+ square foot home delivers

    Brian Spangler BHHS Fox & Roach-Chadds Ford

    1051 Glen Hall Rd, Kennett Square, PA 19348
  • /62

    $950,000

    • 5 Beds
    • 6 Baths
    • 5,516 Sq Ft

    530 Park Rd, Downingtown, PA 19335

    Welcome to 530 Park Road, nestled in the highly sought-after Downingtown School District! This incredibly unique home with a BRAND NEW roof, offers 5 spacious bedrooms and 4.2 baths. As you step inside, you're welcomed by soaring cathedral ceilings in the grand foyer. To the left, you'll find a private en-suite retreat complete with a secondary kitchen, a sunlit bedroom, a full bathroom with both

    Lauren Dickerman Covington Keller Williams Real Estate -Exton

    530 Park Rd, Downingtown, PA 19335
  • /80

    $995,000

    • 5 Beds
    • 3 Baths
    • 2,755 Sq Ft

    560 Clothier Springs Rd, Malvern, PA 19355

    Welcome to your dream home where privacy charm, and character blend seamlessly. Nestled in the serene community of Valley Forge Mountain in Malvern, this exquisite log cabin is set on a sprawling 2.4-acre wooded lot offering the perfect blend of privacy and location. As this gorgeous home comes into view up the long driveway, the beauty and elegance of wood and stone, decked out in bright red

    Joseph Fallon RE/MAX Main Line-Kimberton

    560 Clothier Springs Rd, Malvern, PA 19355
  • /66

    $3,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,993 Sq Ft

    35 Charwynn Ln, Malvern, PA 19355

    Make this majestic Malvern estate your family’s new home.Beagle Hill Farm, a preserved property dating back to 1821, sits off a private lane in the hills and valleys of Charlestown Township and encompasses everything its new owners might desire. This 14.8 acre property in renowned Great Valley School district features white oak hardwood flooring throughout, heated marble floors in both the dining

    William Cochrane James A Cochrane Inc

    35 Charwynn Ln, Malvern, PA 19355
  • /66

    $3,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,993 Sq Ft

    35 Charwynn Ln, Malvern, PA 19355

    Make this majestic Malvern estate your family’s new home.Beagle Hill Farm, a preserved property dating back to 1821, sits off a private lane in the hills and valleys of Charlestown Township and encompasses everything its new owners might desire. This 14.8 acre property in renowned Great Valley School district features white oak hardwood flooring throughout, heated marble floors in both the dining

    William Cochrane James A Cochrane Inc

    35 Charwynn Ln, Malvern, PA 19355
  • /86

    $2,850,000

    • 6 Beds
    • 5.5 Baths
    • 4,809 Sq Ft

    1105 & 1107 Meetinghouse Rd, West Chester, PA 19382

    This home has 4 bedrooms, 3 full baths and one half bath, on 3.9 acres. 1107 has two bedrooms, two full baths, on 6.9 acres.This wonderful two parcel offering is set in sought-after Birmingham Township in Unionville Chadds Ford School District and offers an opportunity for an equestrian, an animal lover, an athlete, or a family compound. The fabulous four bedroom, three full and one half

    Holly Gross BHHS Fox & Roach-West Chester

    1105 & 1107 Meetinghouse Rd, West Chester, PA 19382
  • /102

    $6,750,000

    • 5 Beds
    • 5.5 Baths
    • 7,148 Sq Ft

    110 Frog Hollow Rd, Coatesville, PA 19320

    WOW! This 205 acre King Ranch treasure, part of the original Buck and Doe Run Valley Farms, is being made available for the first time since its purchase by the current owners, part of Buck and Doe Associates, L.P. in September of 1984. Known as "Buck and Doe 1", this breathtaking parcel was once part of the largest contiguous tract of land in Chester County, totaling 5367 acres. Over a 3 year

    Lisa Yakulis Kurfiss Sotheby's International Realty

    110 Frog Hollow Rd, Coatesville, PA 19320
  • /106

    $6,995,000

    • 7 Beds
    • 9 Baths
    • 11,000 Sq Ft

    380 Upland Rd, Kennett Square, PA 19348

    Fox Hill Farm, nestled in the heart of Chester County's bucolic horsecountry, is an exquisite country estate and income-producing equestrianfacility that evokes the best of Europe and Southeastern Pennsylvania.Situated on 80+ acres, the home was designed in 2006 by renownedarchitect, Richard Buchanan, who was recently named to the Forbes TopResidential Architects 2025 list.

    Margot Mohr-Teetor RE/MAX Preferred - Newtown Square

    380 Upland Rd, Kennett Square, PA 19348
  • /16

    $1,400,000

    • 6 Beds
    • 4 Baths
    • 3,901 Sq Ft

    121 Davis Rd, Malvern, PA 19355

    SPECTACULAR 2.1 ACRE PROPERTY IN RADNOR HUNT that could become the home of your dreams. This is your once in a generation opportunity to acquire a spectacular property surrounded by multi-million dollar estate homes in the heart of the fabled Radnor Hunt area of historic Chester County. Nestled on over two lovely, private acres overlooking pristine horse pastures that sit less than five minutes

    Robert Carey Carey Real Estate Services

    121 Davis Rd, Malvern, PA 19355
  • /35

    $8,900,000

    • 6 Beds
    • 10 Baths
    • 16,000 Sq Ft

    1601 Brintons Bridge Rd, Chadds Ford, PA 19317

    Windmill Hollow Manor is located in Chadds Ford, PA approximately 30 miles west of Philadelphia. The main house parcel consists of 43.27 acres of rolling hills in Wyeth country adjacent to the Brandywine River in the heart of the Brandywine Valley. The 6 bedroom, 6 full and 4 half bath Cotswold-style manor was inspired by the 13th Century Buckland Manor in Gloucestershire, UK. The home was

    Victoria Dickinson Patterson-Schwartz - Greenville

    1601 Brintons Bridge Rd, Chadds Ford, PA 19317
  • /89

    $3,995,000

    • 7 Beds
    • 5.5 Baths
    • 1,500 Sq Ft

    400 N Guernsey Rd, West Grove, PA 19390

    A Sanctuary for Horse & Rider – Where Excellence Lives. Imagine waking up to the gentle sound of horses in their paddocks, the crisp morning air carrying the scent of fresh hay and earth. At this extraordinary 48-acre equestrian rehabilitation paradise, every sunrise welcomes a new opportunity to pursue your passion, train champions, and live in perfect harmony with the horses you love. Designed

    John Salkowski Real of Pennsylvania

    400 N Guernsey Rd, West Grove, PA 19390
  • /120

    $4,200,000

    • 5 Beds
    • 4.5 Baths
    • 8,000 Sq Ft

    1740 Lenape Rd, West Chester, PA 19382

    NEW PRICE!! Magnificent Estate situated on a bucolic 26+ acre hillside just outside of West Chester in the nationally ranked Unionville-Chadds Ford School District, that has not been on the market for 24 years. This unique Chester County compound has incredible stonework throughout the property, including the Majestic Stone Farmhouse, Pool House, Guest House, Art Studio and stone walls

    Karen Nader Monument Sotheby's International Realty

    1740 Lenape Rd, West Chester, PA 19382
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