20 Doolin Bay Dr
Bear, DE 19701
- 4 Beds
- 3 Baths
- 2,375 sqft
4 Beds
3 Baths
2,375 sqft
Local Information
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Description
Luxury Meets Functionality in the Heart of Brennan Estates Welcome to a residence that redefines suburban living. Situated in the highly sought-after community of Brennan Estates, 20 Doolin Bay Drive is not just a house; it is a masterpiece of modern design and thoughtful renovation. Spanning over 2,300 square feet of meticulously maintained living space, this 4-bedroom, 2.5-bathroom home stands as a beacon of quality in the Bear, Delaware real estate market. 3 bedrooms upstairs and one bedroom downstairs on the 1st floor. The journey begins at the curb. 20 Doolin Bay Drive boasts a classic yet contemporary façade, featuring a professional blend of maintenance-free vinyl siding and timeless red brick accents. The architecture is characterized by its dramatic gables and large, sun-drenched windows that hint at the bright interior within. New roof installed in 2023 is a 50 year roof and the warranty is transferable. The deck was just completed in the summer and is brand new. AC unit was replaced in 2023. Water heater is 2 years old and is a 50 gallon water heater. The sump pump in the basement has been replaced. A booster pump was added for better water pressure in 2025. Dramatic floor plan, delightful amenities, and new deck in home on Doolin Bay Dr.! Nestled on outskirts of thriving Bear in desirable Brennan Estates community of low-traffic streets, landscaped properties, winding sidewalks, and quiet living is this beautiful home! Level lawn fronts this stately brick/siding triple roofline, 4 BRs/3 bath, 2-story home with covered front entrance/accent column and 2-car garage. Step into entryway of quaint tile inset, perfect for greeting guests, to spacious, seamless open floorplan that boasts natural light, soaring ceilings and inviting ambiance! Golden bamboo hardwood floors, neutral paint palette that allows one to bring personality and color to any room, and cathedral ceilings are throughout main level creating warm and welcoming space. Just beyond front door is built- in ledge, perfect for treasured vase or prized telescope, and serves as a standout architectural detail. LR sits to front of home and is sun-splashed thanks to beautiful bay window and 2 nd floor window just above, while pair of couches and chairs fit nicely and offer ideal conversation area. LR is seamless to adjoining DR, creating easy flow for entertaining. Lovely bay window and 2nd floor window are echoed on side wall in sizable and sophisticated DR, offering beauty and sunlight with striking exposed turned carpeted staircase with balcony overlook as backdrop to front main rooms. Great entertainment space! Hardwood floored hallway leads past hall closet and entrance to unfinished LL, which is footprint of main level with abundant storage and ample possibilities, to back of home of merging FR, kitchen and breakfast nook that offer expansive living area. FR is as impressive as LR! It is open and airy with double- stacked windows and where collection of furnishings aptly fit in the space offering easy, intentional style. Corner gas FP is the gem of room and can be appreciated not only in FR but in kitchen as well! FR is linked to adjoining kitchen, the heart of the home! Rich dark cabinets with glass upper fronts are paired with sleek SS appliances including flat cooktop. Earthtone-hued granite countertops beautifully blend with ceramic subway tile backsplash accented with ceramic glass border. Charming breakfast nook is nestled before glass sliders and is bound to be the place of choice for all meals. Long breakfast bar helps keep everyday dining as easy and effortless as possible. Since breakfast bar is open to FR, one feels connected with company and conversation! Tucked off kitchen is convenient 1 st floor BR/office with DD closet, full bath of granite top vanity, transom window and tub/shower, huge DD closet and access to oversized 2-car garage w/ extra space. Updated master bath, double door closet, soaking tup, stained glass, dual vanities
Open House
Sunday, May 10
12:00 PM to 3:00 PM
Home Highlights
Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$33/Monthly
Price/Sqft
$236
Listed
1 day ago
Home Details for 20 Doolin Bay Dr
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Interior Details Basement: ConcreteNumber of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 2375 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Gas Water HeaterDishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,Natural GasHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
Gas & Electric Electric: 200+ Amp Service |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: 2+ Access ExitsFloors: Wood |
View No View |
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Exterior Home Features Roof: AsphaltOther Structures: Above Grade, Below GradeFoundation: SlabNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Storage,Garage Faces Front,Inside Entrance,Attached,Driveway,Off Street |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2375 Square Feet |
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Days on Market: 1 |
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Year Built Year Built: 2002 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary |
Building Construction Materials: Brick, Vinyl Siding, Aluminum SidingNot a New Construction |
Property Information Parcel Number: 11046.20103 |
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Price List Price: $559,900Price Per Sqft: $236 |
Status Change & Dates Possession Timing: 31-60 Days CD, 61-90 Days CD |
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MLS Status: ACTIVE |
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Direction & Address City: BEARCommunity: Brennan Estates |
School Information Elementary School: Olive B LossElementary School District: AppoquiniminkJr High / Middle School District: AppoquiniminkHigh School District: Appoquinimink |
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Listing Agent Listing ID: DENC2102352 |
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Building Area Building Area: 2375 Square Feet |
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Not Senior Community |
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HOA Fee Includes: Common Area Maintenance, Snow RemovalHOA Name: ASPEN PROPERTY MANAGEMENTHas an HOAHOA Fee: $397/Annually |
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Lot Area: 7405 sqft |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive AgencyListing Terms: Conventional, FHA, VA Loan, Cash |
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Business Information Ownership: Fee Simple |
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BasementMls Number: DENC2102352Above Grade Unfinished Area: 2375 |
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Source Internet Entire Listing Display: Y |
Last check for updates: about 10 hours ago
Listing courtesy of Michael Doyle, (610) 348-5166
Century 21 Emerald, (302) 798-1000
Source: Bright MLS, MLS#DENC2102352

Also Listed on Bright MLS.
Price History for 20 Doolin Bay Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 05/08/2026 | $559,900 | Listed For Sale | Bright MLS #DENC2102352 |
| 09/08/2017 | $351,000 | Sold | N/A |
| 07/27/2017 | $354,900 | Pending | Agent Provided |
| 07/20/2017 | $354,900 | PendingToActive | Agent Provided |
| 07/10/2017 | $354,900 | Pending | Agent Provided |
| 07/07/2017 | $354,900 | Listed For Sale | Agent Provided |
Similar Homes You May Like
New Listings near 20 Doolin Bay Dr
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $531,200 |
Home facts updated by county records
Comparable Sales for 20 Doolin Bay Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.43 | Single-Family Home | $499,900 | 01/09/26 | 4 | 2.5 | 2,050 | |
0.18 | Single-Family Home | $575,000 | 04/10/26 | 4 | 2.5 | 2,900 | |
0.41 | Single-Family Home | $485,000 | 11/21/25 | 3 | 2.5 | 2,300 | |
0.45 | Single-Family Home | $524,900 | 11/26/25 | 4 | 2.5 | 2,395 | |
0.22 | Single-Family Home | $615,000 | 08/18/25 | 4 | 2.5 | 2,975 | |
0.43 | Single-Family Home | $550,000 | 05/27/25 | 4 | 3 | 3,275 | |
0.14 | Single-Family Home | $590,000 | 03/31/26 | 6 | 3 | 3,628 | |
0.68 | Single-Family Home | $504,000 | 06/23/25 | 4 | 2.5 | 2,425 | |
0.50 | Single-Family Home | $656,000 | 01/05/26 | 4 | 2.5 | 3,350 | |
0.37 | Single-Family Home | $665,000 | 06/13/25 | 4 | 2.5 | 3,875 |
Assigned Schools
These are the assigned schools for 20 Doolin Bay Dr.
What Locals Say about Bear
At least 239 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
67 % 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
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Michael Doyle, Century 21 Emerald, (302) 798-1000
Agent Phone: (610) 348-5166

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
20 Doolin Bay Dr, Bear, DE 19701 is a 4 bedroom, 3 bathroom, 2,375 sqft single-family home built in 2002. This property is currently available for sale and was listed by Bright MLS on May 6, 2026. The MLS # for this home is MLS# DENC2102352.

