27 Whirlaway Dr, Bear, DE 19701
Property image
Property image
PENDING
3D VIEW
0.35 ACRES

$650,000

  • 4 Beds
  • 3.5 Baths
  • 3,550 sqft (on 0.35 acres)

27 Whirlaway Dr, Bear, DE 19701

Est. Mortgage $3,912/mo*
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Home Highlights

Single-Family Home
Built in 2001
0.35 acre lot
$183/sqft
2 Car Garage
HOA $23/mo

Local Information

  • Map ViewExplore the area around 27 Whirlaway Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

SHOWINGS TEMPORARILY PAUSED: Showings are on hold through September 18 and will resume September 19. Please schedule through ShowingTime beginning September 19. From the moment you step inside 27 Whirlaway Drive, you'll notice something that's hard to capture in photos: the sense of space. Soaring ceilings, oversized windows, and an open foyer filled with natural light create an inviting first impression that continues throughout the home. Designed with both everyday living and entertaining in mind, this Bryson II model offers over 3,500 square feet of flexible living space. Whether you're hosting holiday dinners in the formal dining room, gathering with friends around the fireplace, or enjoying a quiet morning coffee while sunlight pours through the additional living room windows, this home adapts beautifully to every season of life. One feature you don't often find is the convenience of two staircases. In addition to the grand front staircase, a second rear staircase provides easy access to the upper level from the kitchen and living areas, making daily routines feel effortless while creating a thoughtful flow throughout the home. The main-level bonus room offers endless possibilities as a home office, library, hobby space, playroom, or quiet retreat. Upstairs, the connected secondary bedrooms provide flexibility for growing families, study spaces, hobby rooms, or a private retreat for siblings. The primary suite serves as a peaceful escape with vaulted ceilings and an adjoining sitting room that can easily become a reading nook, home office, fitness space, or cozy place to unwind at the end of the day. Downstairs, you'll find a finished in-law suite complete with a small kitchenette, spacious walk-in closet, full bathroom, and its own private walkout entrance—offering exceptional flexibility for extended guests, multi-generational living, or a private retreat. Beyond the finished space, a substantial unfinished area provides valuable storage today and the opportunity to create additional living space in the future, whether you envision a home gym, media room, workshop, or recreation area. Outside, you'll appreciate the resurfaced driveway, spacious patio, and outdoor spaces that invite summer cookouts, morning coffee, and evenings spent relaxing with family and friends. Just as impressive as the living spaces is the care this home has received over the years. Major updates include a roof replacement in 2020, a brand-new central air conditioning system installed in July 2026, and a tankless water heater added in 2025—providing peace of mind and helping reduce the cost and stress of major system replacements for years to come. Beyond the home itself, the location offers the best of convenience and community. Situated north of the canal in the highly regarded Appoquinimink School District, you'll enjoy easy access to parks, shopping, dining, and everyday essentials while still coming home to a neighborhood that feels tucked away from the hustle and bustle. Some homes fit your life today - this one has room to grow with you tomorrow.
Last check for updates: about 4 hours ago
Listing courtesy of Kelly Diaz, (201) 741-8110
Keller Williams Realty Wilmington, (302) 299-1100
Co-Listing Agent: Samantha Motz, (302) 353-6747
Keller Williams Realty Wilmington, (302) 299-1100
Source: Bright MLS, MLS#DENC2107860
Also Listed on Bright MLS.

Home Details for 27 Whirlaway Dr

Interior Features

Interior Details
Basement: Partially FinishedNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3550 Square Feet
Appliances & Utilities
Appliances: Tankless Water Heater
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 2+ Access Exits, Stair Lift
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Asphalt,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3160 Square FeetFinished Area (below surface): 390 Square Feet

Days on Market

Days on Market: 45

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Brick, Vinyl Siding, Aluminum SidingNot a New Construction
Property Information
Included in Sale: Appliances, Outdoor Playground And Both Chair Assists.Parcel Number: 11041.10025

Price & Status

Price
List Price: $650,000Price Per Sqft: $183
Status Change & Dates
Off Market Date: Mon Sep 14 2026Possession Timing: Negotiable

Active Status

MLS Status: PENDING

Media

Location

Direction & Address
City: BEARCommunity: Rose Hill At Lexin
School Information
Elementary School: Olive B. LossElementary School District: AppoquiniminkJr High / Middle School: Alfred G WatersJr High / Middle School District: AppoquiniminkHigh School: AppoquiniminkHigh School District: Appoquinimink

Agent Information

Listing Agent
Listing ID: DENC2107860

Building

Building Area
Building Area: 3550 Square Feet

Community

Not Senior Community

HOA

HOA Name: ASPEN PROPERTY MANAGEMENTHas an HOAHOA Fee: $275/Annually

Lot Information

Lot Area: 0.35 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home SaleListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: DENC2107860Above Grade Unfinished Area: 3160

Additional Information

Source Internet Consumer Comment: YSource Internet Automated Valuation Display: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Around this home

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.
  • Wmgbv5wh66
    "Not really unique anymore. Ready for a better start. To many people moving around here disturbing the quiet with dirtbike and increased traffic"
    0
    Flag
  • 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
  • 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

Market trends in Bear

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$420K
$22.5KMoM
Sale-to-List Price
98.1%
3.5%MoM
Price per sq ft
$183
$1MoM
Available listings
80
5MoM

Home Value

Trulia Estimate
$630K
Since last month
Increased$21K (+3.5%)
Since last year
Increased$10K (+1.6%)
Since last sale
Increased$335K (+113.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +54% in the last 10 years
MonthEstimated value
2026
September 2026$629K
August 2026$629K
July 2026$608K
June 2026$634K
May 2026$649K
April 2026$641K
March 2026$641K
February 2026$628K
January 2026$614K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Whirlaway Dr, Bear, DE
0.12
Single-Family Home
$600,000
09/30/25
4
3
3,500
61 Rose Hill Dr, Bear, DE
0.10
Single-Family Home
$555,000
04/30/26
4
2.5
2,625
10 Whirlaway Dr, Bear, DE
0.08
Single-Family Home
$610,010
09/03/26
4
2.5
2,600
13 Whirlaway Dr, Bear, DE
0.11
Single-Family Home
$634,900
07/15/26
4
3
2,600
112 Citation Dr, Bear, DE
0.28
Single-Family Home
$610,000
06/30/26
4
2.5
3,425
107 Nashua Ct, Bear, DE
0.35
Single-Family Home
$610,000
05/07/26
4
2.5
3,925
7 Keeneland Ct, Bear, DE
0.45
Single-Family Home
$555,000
03/31/26
4
2.5
2,825
19 Gallant Fox Ct, Bear, DE
0.60
Single-Family Home
$605,000
10/17/25
4
2.5
3,633
23 Riva Ridge Ln, Bear, DE
0.76
Single-Family Home
$635,000
07/01/26
4
2.5
4,200

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6 Whirlaway Dr, Bear, DE 19701
0.07
$673,400
4
3.5
3,750
Off Market
14 Whirlaway Dr, Bear, DE 19701
0.08
$632,500
4
2.5
2,450
Off Market
10 Whirlaway Dr, Bear, DE 19701
0.08
$610,010
4
2.5
2,600
Recently Sold
61 Rose Hill Dr, Bear, DE 19701
0.10
$555,000
4
2.5
2,625
Recently Sold
13 Whirlaway Dr, Bear, DE 19701
0.11
$634,900
4
3
2,600
Recently Sold
9 Whirlaway Dr, Bear, DE 19701
0.12
$619,000
4
3
3,500
Off Market
36 Crimson King Dr, Bear, DE 19701
0.15
$639,600
4
2.5
2,425
Off Market
6 Terwood Ct, Bear, DE 19701
0.19
$627,700
4
2.5
2,725
Off Market
10 Fordham Ct, Bear, DE 19701
0.20
$589,500
4
2.5
3,764
Off Market
12 Crimson King Dr, Bear, DE 19701
0.20
$541,500
4
2.5
2,275
Off Market
29 Crimson King Dr, Bear, DE 19701
0.24
$592,900
4
3
2,800
Off Market
3 Columbia Ct, Bear, DE 19701
0.24
$669,600
4
2.5
2,450
Off Market

Price and Tax history

DateEventPrice
Sep 14, 2026
Source: Bright MLS #DENC2107860
Pending
$650,000
Aug 27, 2026
Source: Bright MLS #DENC2107860
Contingent
$650,000
Aug 11, 2026
Source: Bright MLS #DENC2107860
PriceChange
$650,000
Price decreased by 4%
Aug 1, 2026
Source: Bright MLS #DENC2107860
Listed For Sale
$675,000
Aug 15, 2001
Source: N/A
Sold
$294,419

LGBTQ Local Legal Protections

Kelly Diaz, Keller Williams Realty Wilmington, (302) 299-1100
Agent Phone: (201) 741-8110
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

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Frequently asked questions about 27 Whirlaway Dr

  • What is the estimated monthly payment for 27 Whirlaway Dr?
    Based on a $650,000 list price with 20% down at today's rates, the estimated monthly payment for 27 Whirlaway Dr in Bear, DE is approximately $3,996 (about $3,553 principal & interest, $368 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 27 Whirlaway Dr compare to homes in Bear?
    27 Whirlaway Dr in Bear, DE is listed at $650,000, about 55% above the $420K median sale price in Bear.
  • What do residents say about Bear?
    Residents describe Bear, DE as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Bear, DE.
  • What are the closest schools to 27 Whirlaway Dr?
    The closest schools to 27 Whirlaway Dr in Bear, DE are Appoquinimink High School, Cedar Lane Early Childhood Center (Elementary), Loss (Olive B.) Elementary School (rated 9/10).
  • Does 27 Whirlaway Dr have air conditioning?
    Yes, 27 Whirlaway Dr in Bear, DE has air conditioning.
  • How big is the lot at 27 Whirlaway Dr?
    The lot at 27 Whirlaway Dr in Bear, DE is about 0.35 acres (15,246 sq ft).
27 Whirlaway Dr, Bear, DE 19701 is a 4 bedroom, 4 bathroom, 3,550 sqft single-family home built in 2001. This property is currently available for sale and was listed by Bright MLS on Jul 28, 2026. The MLS # for this home is MLS# DENC2107860.