106 Bailey Cir, Kennett Square, PA 19348
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Property image
OFF MARKET

106 Bailey Cir
Kennett Square, PA 19348

  • 5 Beds
  • 4 Baths
  • 6,259 sqft (on 0.94 acres)

$1,368,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $8,428/mo*
Refinance Your Home

$1,368,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $8,428/mo*
Refinance Your Home
5 Beds
4 Baths
6,259 sqft
(on 0.94 acres)

Local Information

  • Map ViewExplore the area around 106 Bailey Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.94 acres
Living Area
6,259 sqft
Price/Sqft
$219
Parking
Garage

About this House

Elegant luxury awaits in the sought-after community of Newlin Greene! This gorgeous 5 BR 3.2 Bath home features breathtaking views on a premium cul-de-sac lot. Professional landscaping accents this well-manicured home with custom hardscaping both front and back. Enter the dramatic Center Hall Foyer with turned staircase and gleaming hardwood floors throughout the main level. The foyer is flanked by a Formal Dining Room and Formal Living Room with gas fireplace leading to the first of 2 powder rooms on this level. Professional Office has French Doors leading to the custom covered rear patio and sweeping views of the adjacent farm! Picture perfect gourmet Kitchen will satisfy the most discerning chef, it is showcased with a farm sink, 6-burner range, double ovens, built-in custom refrigerator, custom tile backsplash, large accent center island with prep sink, Breakfast Room with access to the expansive rear patio and open views of the cozy Family Room. Floor-to-ceiling stone wood-burning fireplace in the Family Room is perfect for entertaining! This level is completed with a custom Mudroom, 2nd Powder Room as well as Butler Pantry. Upstairs, the stunning Master Suite provides the owner with their own private retreat; Sitting Room, large Main Bedroom with 2 walk-in closets leads to a spa-like Master Bath. Large soaking tub with separate glass shower, his-and-her's custom vanities and water closet. 4 Additional generous-sized Guest Bedrooms, 2 full baths and a dedicated Laundry Room complete this level. Rear staircase continues to an unfinished 3rd floor with numerous possibilities. Meticulously maintained by the original owners, the many recent updates include; ALL NEW HVAC systems (10/20), New Hot Water Heater, Fully Remediated Stucco has been replaced with custom Hardie Plank siding with upgraded stone accents. Conveniently located within minutes of Award-Winning Unionville-Chadds Ford SD and easy access to all major routes, this pristine home is sure to impress!
106 Bailey Cir, Kennett Square, PA 19348 is a 5 bedroom, 5 bathroom, 6,259 sqft single-family home built in 2006. It last sold for $970,000 on Dec 29, 2020. It is currently off market. The Trulia Estimate is $1,368,500, with a rent estimate of $6,695/month.

Home Details for 106 Bailey Cir

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: traditional

Exterior Features

Exterior Home Features
Exterior: Stone, Vinyl
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Lot Information

Lot Area: 0.94 acres

Price History for 106 Bailey Cir

DatePriceEventSource
12/29/2020$970,000Sold
N/A
11/02/2020$949,000PendingAgent Provided
10/29/2020$949,000Listed For SaleAgent Provided
05/02/2006$841,900Sold
N/A

Market trends in Kennett Square

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$587K
$3.9KMoM
Sale-to-List Price
99.8%
Price per sq ft
$253
$2MoM
Available listings
56
12MoM
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Property Tax and Assessment

Year2025
Tax$16,703
Assessment$418,900
Home facts updated by county records

Comparable Sales for 106 Bailey Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Bailey Cir, Kennett Square, PA
0.09
Single-Family Home
$1,465,000
01/15/26
5
6
6,883
844 Meadowview Rd, Kennett Square, PA
0.24
Single-Family Home
$585,000
10/29/25
4
2.5
2,208
844 Meadowview Dr, Kennett Square, PA
0.24
Single-Family Home
$585,000
12/03/25
4
3
2,208
876 Oak Tree Rd, Kennett Square, PA
0.18
Single-Family Home
$575,000
03/19/26
3
2
1,988
219 Wiltshire Dr, Kennett Square, PA
0.51
Single-Family Home
$745,000
06/09/26
4
2.5
2,352
827 Oak Tree Rd, Kennett Square, PA
0.45
Single-Family Home
$995,000
06/11/26
5
2.5
3,300
835 Oak Tree Rd, Kennett Square, PA
0.47
Single-Family Home
$995,000
06/18/26
5
3
3,300
907 Mitchell Farm Ln, Kennett Square, PA
0.67
Single-Family Home
$735,000
01/30/26
4
2.5
2,917
1053 Unionville Wawaset Rd, Kennett Square, PA
0.55
Single-Family Home
$980,000
12/23/25
3
3.5
2,517
104 Taillevent Cir, Kennett Square, PA
1.11
Single-Family Home
$880,000
04/29/26
4
3
3,492

Nearby homes

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Assigned Schools

These are the assigned schools for 106 Bailey Cir.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Kennett Square

At least 144 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 82 % Say there's holiday spirit

  • 80 % Say people would walk alone at night

  • 76 % Say parking is easy

  • 76 % Say kids play outside

  • 71 % Say they plan to stay for at least 5 years

  • 70 % Say yards are well-kept

  • 66 % Say neighbors are friendly

  • 65 % Say it's quiet

  • 64 % Say there are sidewalks

  • 64 % Say it's walkable to restaurants

  • 60 % Say streets are well-lit

  • 53 % Say there are community events

  • 49 % Say there's wildlife

  • 37 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Tanayshareed
    "Beautiful quiet area that I work in historically landmarks multi-cultural community reminds me of Media Pennsylvania "
    0
    Flag
  • Carlos Ortiz
    "Lots of developments and town is growing with businesses and new homes. Kennett is multicultural and modern. "
    0
    Flag
  • Bryan Kropnick
    "Great schools and great place to live. You won’t be upset making the decision to move your family here. "
    0
    Flag
  • Glenna Hendren
    "The only issue is those who don’t properly train their dogs or clean up after them. Overall it is a lovely place to live"
    0
    Flag
  • Alex L.
    "I have visited this area and have friends who like it. There are several places to eat and meet your friends. Perfect for those who live double lives. "
    0
    Flag
  • Cindy.liebermsn
    "Local Unionville Community Fair every Fall. Steeple Chase every year and downtown garden market. Beer garden and pop up events!"
    0
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  • Colleen G.
    "It’s a small community and events occur regularly. Too many to list. Super low crime, wonderful schools, great restaurants and nature abounds."
    0
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  • Maul23e
    "People walk their dogs all over this area. The only negative is there are no sidewalks. Otherwise it is fine if you do not mind walking in the grass."
    0
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  • James E.
    "There are many local festivals and parades. We celebrate 1st Friday, and in the summer we also have 3rd Thursdays where State street is closed to traffic and restaurants put out sweating in the street, lots of music, it’s a great family time."
    2
    Flag
  • Seztwo
    "We are a fantastic 55+ Community with a mix of Villas and single family homes. We have a Community Center and pool with many activities throughout the year. A rare, wonderful and interesting neighborhood."
    0
    Flag
  • James E.
    "Walkable to borough shops, restaurants and bars. Feels like a connected community. Short drive to West Chester or Wilmington."
    0
    Flag
  • James E.
    "1st Fridays, 3rd Thursdays, Mushroom Fest, Victory Block Party, Halloween, Christmas and Mem. Day Parades. New Years Eve Mushroom Drop!"
    0
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  • Lnwinchester
    "It’s about a 45-minute to an hour drive to Philly in good traffic and about a 30-minute drive to Wilmington."
    0
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  • Rdelorraine
    "Love it. I have loved here for 5 years and it’s a great neighborhood. Lots of Hispanics in this area but the diversity is greatly welcomed "
    0
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  • Cashion
    "Nice quiet neighborhood with dogs. Everyone takes good care of their dogs and do not let them run loose"
    0
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  • Bky89
    "All different types of people. Everyone is really friendly. Nice local places to go and enjoy. Tourists are good people too. Love the restaurants and coffee shops. "
    0
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  • Bky89
    "I’ve lived here for a few years and love it. Hope to buy a home in the boro sometime this year. Everyone is friendly. "
    0
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  • Cindy.liebermsn
    "Love this area!!! Private, secure and beautiful with deer, fox and tons of birds! Wonderful schools and fabulous neighbors..."
    0
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  • Dan O.
    "Festivals and art strolls- lots of community events and a diverse community where everyone generally gets along "
    0
    Flag
  • Dan O.
    "Nice place to live and raise a family. Nice people and a safe community where cultural diversity thrives and collaborates to thrive!"
    0
    Flag
  • Tpn4407
    "Dog owners are welcome here. People keep their dogs on leashes or behind underground electric fences. "
    0
    Flag
  • Linda H.
    "We have first Friday where all our stores are open later than usual, mushroom festival in September, alt if outdoor dining, holiday parades and a lot more"
    0
    Flag
  • RKMACNEILL
    "Great small town with lots to do. Good schools and friendly people. Not too far from Philadelphia, PA and Wilmington, DE. "
    0
    Flag
  • Denisekinney58
    "No one is bothered by barking, everyone has a dog. People don’t appreciate them running loose, need to be kept in your yard or walked on a leash"
    0
    Flag
  • M
    "Not a lot of space to run in the borough due to the limited housing options although there are dog parks "
    0
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  • Maul23e
    "There are no sidewalks to walk on in the township. It is a very nice place to live though. The neighborhoods are safe. However, there is a good amount of wealth in this community and many of the people feel like they are entitled or better than other people due to their wealth."
    0
    Flag
  • jfleming8809
    "Block parties, lots of events in town- festivals, carnivals, community days, dine under stars, parades, holiday specials"
    1
    Flag
  • Maul23e
    "Yes but it is hard to walk them due to not having sidewalks. If you live in a big neighborhood it is much easier to walk the dogs"
    0
    Flag
  • Floydhjr
    "The neighborhood is quiet, peaceful and well-maintained. Neighbors are generally friendly and not overbearing. "
    0
    Flag
  • Aman
    "Friendly people, great schools, lot of natural scenic beauty, peaceful suburban community. Awesome place to raise kids."
    1
    Flag
  • Maul23e
    "Yes, there is a lot of land and open spaces to walk dogs. You can also walk dogs in most neighborhoods but there are no sidewalks."
    0
    Flag
  • Magdalena C.
    "beautiful area with friendly neighbors and the store grocery I’m walking to visit 😊 There are different activities throughout the year in the community! I love how relatively close are all the establishments of the place"
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

8 pet-friendly rentals in Kennett Square, PA

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13 rentals with air conditioning in Kennett Square, PA

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10 rentals with a washer/dryer in Kennett Square, PA

Homes for sale near 106 Bailey Cir

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Off Market Homes Near 106 Bailey Cir

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