249 Cheyenne Dr, Bear, DE 19701
OFF MARKET

249 Cheyenne Dr
Bear, DE 19701

  • 3 Beds
  • 1.5 Baths
  • 1,300 sqft (on 0.26 acres)

$378,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,214/mo*
Refinance Your Home

$378,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,214/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,300 sqft
(on 0.26 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

NEW windows, NEW AC, NEW roof, weather wrap and siding! This charmer has been lovingly maintained and improved in ways certain to appeal to the next lucky owner. Conveniently situated near premier shopping, parkland and major roadways yet discreetly tucked within the community of Wrangle Hill Estates this home is bright, clean and freshly painted in a tasteful and pleasing palette. Linger with your coffee in the sunny kitchen or on the 20 x 12 deck looking out over the deep, wooded rear yard ringed in reinforced split rail fencing. An updated powder room and separate main level laundry room with storage are immediately off the kitchen. Boasting an over sized two car garage with work benches and additional storage, a barn shed in the rear yard and additional driveway expanse for generous parking capacity, this home will delight a wide range of buyers. See it soon, before it's gone!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 249 Cheyenne Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, WoodFoundation Type: Crawl Raised
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.26 acres

Price History for 249 Cheyenne Dr

DatePriceEventSource
05/03/2019$202,400Sold
N/A
03/21/2019$259,900Listed For SaleAgent Provided
02/20/2007$245,000Sold
N/A
11/30/2004$218,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$353,900
Home facts updated by county records

Comparable Sales for 249 Cheyenne Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
226 Cheyenne Dr, Bear, DE
0.18
Single-Family Home
$380,000
05/22/26
3
2
1,864
465 Granger Dr, Bear, DE
0.08
Single-Family Home
$468,000
04/02/26
4
3
2,000
479 Granger Dr, Bear, DE
0.09
Single-Family Home
$460,000
04/16/26
4
2.5
2,114
235 Cheyenne Dr, Bear, DE
0.11
Single-Family Home
$475,000
05/08/26
4
3.5
2,432
148 Carlotta Dr, Bear, DE
0.32
Single-Family Home
$470,000
11/14/25
3
2
2,100
652 Clifton Dr, Bear, DE
0.20
Single-Family Home
$515,000
09/09/25
3
2
2,125
666 Clifton Dr, Bear, DE
0.12
Single-Family Home
$480,000
06/18/25
5
2.5
2,200
922 Sugar Pine Dr, Bear, DE
0.52
Single-Family Home
$480,000
03/06/26
3
2
1,850
122 Pinion Pl, Bear, DE
0.34
Single-Family Home
$491,000
04/30/26
3
2.5
2,125
211 Emelia Dr, Bear, DE
0.52
Single-Family Home
$419,999
06/27/25
3
2
1,575

Nearby homes

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Assigned Schools

These are the assigned schools for 249 Cheyenne Dr.
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 Bear

At least 240 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 86 % Say it's dog friendly

  • 85 % Say parking is easy

  • 77 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 73 % Say it's quiet

  • 67 % Say there are sidewalks

  • 66 % Say kids play outside

  • 62 % Say streets are well-lit

  • 62 % Say people would walk alone at night

  • 53 % Say there's wildlife

  • 49 % Say neighbors are friendly

  • 47 % Say they plan to stay for at least 5 years

  • 33 % Say it's walkable to restaurants

  • 32 % Say it's walkable to grocery stores

  • 22 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Danielle Lester
    "The fact that other dog owners don’t pick up after their dogs. They don’t even care. I’m not a dog owner and I’ve told the office about these practices. They still do it"
    0
    Flag
  • Shavonah
    "There’s a few dog parks in the area. Non dog owners complain about the barking and tend to call the cops. "
    0
    Flag
  • Ez467
    "Just love area nice and quiet The people are friendly The neighborhood seem safe for children to ride their bikes and play outside. It’s close to the Mall I am restaurants"
    1
    Flag
  • Trulia User
    "My neighborhood has great access to Rt 95 and Rt1 close proximity to great shopping areas and restaurants. "
    1
    Flag
  • Trulia User
    "Worst speed bumps ever! If you're car is not 1ft off the ground you will scrap the bottom. Other than that it's a trailer park!"
    0
    Flag
  • Trulia User
    "I love this part of Delaware I have been here for years it’s perfect for my family. I love the tri state area as well. It’s a great place to raise your family "
    0
    Flag
  • Kayle C.
    "many families in the area, great parks, local restaurants and grocery stores, quiet and well kept. amazing place "
    2
    Flag
  • Ali S.
    "I’ve lived here 3 years. I always feel safe and my neighbors and I look out for one another. I love how close I am to Lum’s Pond—so beautiful!"
    0
    Flag
  • Michael C.
    "Nice neighborhood for starter families. Needs more sidewalks and more parking areas. I would like to see the train track get muted and not carry heavy cargo"
    7
    Flag
  • Christina D.
    "It’s a very quite neighborhood neighbors are friendly my kids and I can walk around with no problem "
    3
    Flag
  • Brownsugar6699
    "People aren’t to supportive of picking up after their dog. The area is still good and friendly. I would recommend this area. "
    3
    Flag
  • Steven W.
    "Dog friendly area a lot of space for you and your dog in the bear area............ nice long walks great workout "
    0
    Flag
  • Meadbroe
    "My neighbor hood does not currently does not have special events for the community. There are local events in this area throughout the year for all ages."
    1
    Flag
  • Lindsaydonnelly
    "It’s quiet and there are several kids and other neighborhoods around that makes it feel safe. I enjoy the area. "
    0
    Flag
  • Jnell0490
    "None aside from community yard sales. The neighborhood does different flash dances for Halloween and events near their pool area during the summer"
    2
    Flag
  • Navydiva1
    "Keep your kids OUT THE STREET some neighborhoods don’t have playgrounds so if you have a yard make sure you utilize it for your children and teach them NOT to play run or walk in the middle of the street even more so when a car is around "
    3
    Flag
  • Michelle L. .
    "My neighborhood is great very friendly and nice people ( very welcoming) Halloween was epic and Santa visits at Christmas "
    1
    Flag
  • Jruiter
    "I grew up in the neighborhood and have fond memories. Still feels like home even after leaving 15 years ago. "
    0
    Flag
  • Jennifer J.
    "Neighborhood store that carries all the items you may need. There is also a dog groomer which is great I can just walk my dog right over for a nail clipping."
    0
    Flag
  • Olivia B.
    "Very friendly neighborhood. Great for children and families. Good school districts & parks. Kids can play outside no problem."
    1
    Flag
  • Raychel L.
    "Quiet reserved neighbors are nice very family lots of trick or treaters never had an issue with break ins"
    1
    Flag
  • Your N.
    "I travel rt 40 to MD daily so I have little to no traffic at all. Friendly neighbors. kids cam play outside with no issues. safe community"
    1
    Flag
  • Mollyheld
    "I’ve lived here for 5 years. In my development (Hickory Woods), the driveways are super long, so trick or treating isn’t very eventful. It’s really quiet and calm. Lots of big houses with big yards (most have pools). "
    0
    Flag
  • Janette R.
    "Good neighborhood for raising a family. School are good and their are lots of activities for family."
    0
    Flag
  • Rhtrower
    "We have pool party’s, we have Christmas decorations contest s, there are also flee markets and other social events. "
    0
    Flag
  • Charles S.
    "this a good area for families that like to use public parks and awesome location for getting around the Delaware region."
    0
    Flag
  • Reba
    "Public transportation is approximately 1 mile away. Not a bad commute to downtown Wilmington................ "
    0
    Flag
  • Janette R.
    "My work commute is about twenty minute to Wilmington, and about 5-10 minutes to Christiana Mall. Also, about 35-45 minutes to Philadelphia International Airport and downtown Philadelphia."
    0
    Flag
  • Ashley N.
    "Wilbur is an absolutely amazing school and full of amazing teachers! If you’re looking for an amazing school Wilbur wont disappoint"
    0
    Flag
  • Amystradling2014
    "Easy access to 3 elementary schools including a private school and a vo tech high school.. friendly neighbors nice views. Lums pond is right behind and a pony ride place"
    0
    Flag
  • PMB
    "Easy access to 95 and route 1. Nearby stores within a 5 mile radius in both directions. Appo School district is preferred for most. Our Neighborhood is tucked back away from any main roads. Traffic is non existent and neighborhood is quiet. Traveling to local restaurants and entertainment is easy and within ten minutes. Commute to PHILADELPHIA and airport is approximately one hour. Traveling during summer travel and holiday weekends is painful on 95 and surrounding roads with influx and outflux of people traveling. "
    1
    Flag
  • Amberphillips302
    "Its an ok mobile home park. Mostly adults live here. Lot rent is very reasonable that includes sewer, water & trash. Its a one circle community. "
    0
    Flag
  • Ericatyndall
    "Easter egg hunt, Santa comes around in carriage during holidays, community yard sales, haunted house during Halloween "
    0
    Flag
  • Lacey W.
    "You always see people walking their dogs. Excellent dog parks in the area and dog friendly hiking trails."
    0
    Flag
  • Christine P.
    "Seeing other people walk their dogs. There are parks in the area that are dog friendly. If one don't like dogs they would not like to see the dogs in the area."
    0
    Flag

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249 Cheyenne Dr, Bear, DE 19701 is a 3 bedroom, 2 bathroom, 1,300 sqft single-family home built in 1990. This property is not currently available for sale. 249 Cheyenne Dr was last sold on May 3, 2019 for $202,400. The current Trulia Estimate for 249 Cheyenne Dr is $378,600.