448 Woodside Road

Closed 8/19/24

Sold

Last Sold Price

$689,000

4 beds4 baths3,284 sqft

448 Woodside Rd, Millsboro, DE 19966

Single FamilyProperty Type

0.57 acresLot Size

1999Year Built

$210/sq ftPrice per sq ft

$450/yrHOA Fees

6 carsParking Spaces

Description

Employment relocation. Bring all offers. CUSTOM-BUILT LUXURY in the established water access community of Winding Creek Village, providing convenient access to Rehoboth Bay. This home is the ultimate retreat featuring a private in-ground pool with new liner & pump, an expansive side deck with hot tub, outdoor shower, stunning pergola, and a gas line hookup for grilling, an outdoor firepit, plus a one-of-a-kind entertainment room complete with built-in wet bar with a 6-tap kegerator, and a built-in...Employment relocation. Bring all offers. CUSTOM-BUILT LUXURY in the established water access community of Winding Creek Village, providing convenient access to Rehoboth Bay. This home is the ultimate retreat featuring a private in-ground pool with new liner & pump, an expansive side deck with hot tub, outdoor shower, stunning pergola, and a gas line hookup for grilling, an outdoor firepit, plus a one-of-a-kind entertainment room complete with built-in wet bar with a 6-tap kegerator, and a built-in lounge that is perfect for hosting game and movie nights or accommodating the overflow of friends and family visiting from out of town. The highlights continue with 4 bedrooms, including a first-floor primary suite with spa-like bath and two large walk-in closets. Custom cabinetry, stainless steel appliances, and walk-in pantry in the kitchen, vaulted ceilings, and gas fireplace in the living room, and so much more that needs to be seen in person to truly appreciate. Along with the home’s long list of amenities, this community offers water access, boat ramp with direct access to the Rehoboth Bay, five minutes to the Ocean, several community ponds, walking paths, benches, and abundant wildlife. A short drive to local fine dining, recreational options, golfing, and gorgeous beaches. Everything you've always dreamed about in a house - call today to schedule your private showing!

Listed by: Lee Ann Wilkinson 302.645.6664 leeann@leeanngroup.com • Berkshire Hathaway HomeServices PenFed Realty

Listing closed: 08/19/2024 12:00 AM • Source: BRIGHT, MLS#: DESU2057526

Recent comparable sales

Median sold price

$770,000

Avg days on market

Sale-to-list ratio

109.3%

1/84

$828,750

Sold 06/26/26

4
Bedrooms: 4
Bathrooms: 3,116
Square Feet: 0.8
Acres

304 East Island Road, Millsboro, DE 19966

1/107

$753,000

Sold 06/18/25

4
Bedrooms: 4
Bathrooms: 2,782
Square Feet: 0.39
Acres

172 Teal Drive, Millsboro, DE 19966

1/2

$801,265

Sold 10/21/24

4
Bedrooms: 4
Bathrooms: 3,612
Square Feet: 0.18
Acres

30810 Fowlers Path, Millsboro, DE 19966

1/42

$772,500

Sold 03/31/26

4
Bedrooms: 4
Bathrooms: 3,142
Square Feet: 0.57
Acres

456 Woodside Road, Millsboro, DE 19966

1/2

$708,610

Sold 10/14/25

4
Bedrooms: 4
Bathrooms: 3,310
Square Feet: Unavailable
Acres

Dogleg, Millsboro, DE 19966

$833,297

Sold 11/24/25

4
Bedrooms: 4
Bathrooms: 3,465
Square Feet: 0.19
Acres

29743 Purple Finch Court, Millsboro, DE 19966

1/55

$690,000

Sold 11/06/25

4
Bedrooms: 4
Bathrooms: 3,259
Square Feet: 0.5
Acres

32408 Mariners Way, Millsboro, DE 19966

1/3

$770,000

Sold 05/26/26

4
Bedrooms: 4
Bathrooms: 3,075
Square Feet: Unavailable
Acres

27173 Barefoot Boulevard, Millsboro, DE 19966

a kitchen with stainless steel appliances kitchen island granite countertop a stove a sink a refrigerator and white cabinets with wooden floor

1/111

$740,000

Sold 12/16/25

4
Bedrooms: 4
Bathrooms: 3,075
Square Feet: Unavailable
Acres

27193 Barefoot Boulevard, Unit 23, Millsboro, DE 19966

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Location

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Sold By Iron Valley Real Estate at The Beach

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$3,717 per month

30 year fixed, 6.71% Interest

Principal and Interest

$3,560

Property Taxes

$119

HOA Dues

$38

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Property Information for 448 Woodside Road

Property Details

Taxes: $1,431 / year
MLS Type: Residential / Fee Simple
County: Sussex County
Tax ID Number: 234-24.00-273.00
Ownership: Fee Simple
Condo Coop Association: No
HOA: Yes
Structure Type: Detached
Style: Contemporary, Craftsman
Levels/Stories: 2
Waterfront: No
Views: Garden/Lawn
Garage: No
Expected On Market Date: 03-08-2024
Subdivision: WINDING CREEK VILLAGE
Subdivision: WINDING CREEK VILLAGE (SUSSEX DE)
Building Name: NONE AVAILABLE (MILLSBORO DE)
Legal Subdivision: WINDING CREEK VILLAGE
Total Parking Spaces: 6
Central Air: Yes
Basement: No
Above Grade Finished SQFT: 3,284.00
Above Grade Fin SQFT Source: Estimated
Below Grade Finished SQFT: .00
Below Grade Fin SQFT Source: Assessor
Below Grade Unfinished SQFT: .00
Below Grade Unfin SQFT Source: Assessor
Total Below Grade SQFT: .00
Total Below Grade SQFT Source: Assessor
New Construction: No

Building Information

Stories: 2
Year Built: 1999
Lot Size: 0.57 AC / 24,999 SF

Location

In City Limits: No
School District Name: INDIAN RIVER

School District County ID: 300200396898
SchoolDistrictSource: Listing Agent
County: SUSSEX
MLS Area: Indian River Hundred (31008)

Waterfront / Water Access

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Association / Community Info

HOA Condo Coop Fee Includes: Common Area Maintenance, Road Maintenance
HOA Condo Coop Amenities: Boat Ramp

Senior Community: No
Capital Contribution Amount: $385
Type of Condo: Home Owner Association

Taxes and Assessment

Tax Year: 2023
Year Assessed: 2023

County Tax: $156
Clean Green Assessed: No
Land Use Code: RS
Zoning: AR-1
Tax Lot: L20
School Tax: $1,277
Automatically Update Tax Values Y/N: Yes

Rooms

Main

# Bedrooms Count Main Level: 3
# Bathrooms Count Main Level: 3

# Bathrooms Full Main Level: 3

All Upper Levels

# Bedrooms Count All Upper Levels: 1
# Bathrooms Count All Upper Levels: 1

# Bathrooms Full All Upper Levels: 1

Upper Level 1

# Bedrooms Count Upper Level: 1
# Bathrooms Count Upper Level: 1

# Bathrooms Full Upper Level: 1

Rooms

Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Game Room, Great Room, Laundry, Recreation Room, Primary Bathroom, Full Bath
Stories: Main, Upper 1

Rooms Information

Room 1

Room Type: Great Room
Room Level: Main

Room Exists: Yes
Room Features: Ceiling Fan(s), Cathedral/Vaulted Ceiling, Flooring - HardWood, Fireplace - Gas

Room 2

Room Type: Dining Room
Room Level: Main

Room Exists: Yes
Room Features: Ceiling Fan(s), Flooring - HardWood

Room 3

Room Type: Kitchen
Room Level: Main

Room Exists: Yes
Room Features: Breakfast Bar, Flooring - Tile/Brick, Breakfast Nook, Pantry, Kitchen - Propane Cooking

Room 4

Room Type: Bedroom 3
Room Level: Main

Room Exists: Yes
Room Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - Carpet

Room 5

Room Type: Laundry
Room Level: Main

Room Exists: Yes

Room 6

Room Type: Primary Bedroom
Room Level: Main

Room Exists: Yes
Room Features: Attached Bathroom, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Walk-In Closet(s)

Room 7

Room Type: Primary Bathroom
Room Level: Main

Room Exists: Yes
Room Features: Double Sink, Flooring - Tile/Brick

Room 8

Room Type: Bedroom 2
Room Level: Main

Room Exists: Yes
Room Features: Built-Ins, Ceiling Fan(s), Flooring - Carpet

Room 9

Room Type: Full Bath
Room Level: Upper 1

Room Exists: Yes

Room 10

Room Type: Full Bath
Room Level: Main

Room Exists: Yes
Room Features: Flooring - Tile/Brick

Room 11

Room Type: Bedroom 4
Room Level: Upper 1

Room Exists: Yes
Room Features: Ceiling Fan(s), Flooring - Carpet

Room 12

Room Type: Game Room
Room Level: Main

Room Exists: Yes
Room Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank

Room 13

Room Type: Recreation Room
Room Level: Main

Room Exists: Yes
Room Features: Built-Ins, Flooring - Tile/Brick, Wet Bar

Room 14

Room Type: Full Bath
Room Level: Main

Room Exists: Yes
Room Features: Flooring - Tile/Brick

Building Info

Year Major Reno Remodel: 2021
Total Finished SQFT: 3,284.00

Total Finished SQFT Source: Estimated
Tax Total Finished SQFT: 2,067.00
Total SQFT: 3,284.00
Total SQFT Source: Estimated
Main Entrance Orientation: East
Construction Materials: Frame, Stick Built, Vinyl Siding
Roof: Architectural Shingle
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8029/0776/5898/802907765898_512_384_WM_spJlND5tGn17uIz8.jpg
Wall and Ceiling Types: Vaulted Ceilings, Cathedral Ceilings
Flooring Type: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl Plank
Foundation Details: Block, Crawl Space
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3, Bedrooms-Upper Level 1-1, Bathrooms Full-Upper Level 1-1
# Bathrooms Full: 4

Lot / Land Information

Lot Size Source: Estimated
Lot Size Dimensions: 125.00 x 200.00

Lot Dimensions Source: Assessor
Lot Features: Landscaping, Rear Yard, Front Yard
Fencing: Rear, Vinyl, Picket
Parcel ID: 5157020

Parking

Type Of Parking: Driveway
Driveway - # of Spaces: 6

Parking Features: Asphalt Driveway

Interior Features

Interior Features: Attic, Breakfast Area, Carpet, Ceiling Fan(s), Entry Level Bedroom, Family Room Off Kitchen, Formal/Separate Dining Room, Kitchen - Eat-In, Primary Bath(s), Recessed Lighting, Bathroom - Stall Shower, Walk-in Closet(s), Window Treatments, Wood Floors, Bar, Built-Ins, Dining Area, Pantry, Wet/Dry Bar
Fireplace: Yes

Fireplaces Count: 1
Fireplace Features: Gas/Propane
Appliances: Cooktop, Compactor, Dishwasher, Disposal, Extra Refrigerator/Freezer, Icemaker, Intercom, Oven - Wall, Water Heater, Microwave, Refrigerator, Stainless Steel Appliances, Washer/Dryer Stacked
Accessibility Features: None
Security Features: Surveillance Sys, Security System
Window Features: Low-E, Screens
Laundry Type: Main Floor

Exterior Features

Exterior Features: Exterior Lighting, Flood Lights, Hot Tub, Outside Shower
Outdoor Living Structures: Deck(s), Patio(s), Porch(es), Roof, Wrap Around

Pool: Yes - Personal
Personal Pool Features: In Ground
Other Structures: Above Grade, Below Grade

Utilities

Heating: Yes
Cooling Type: Central A/C

Cooling Fuel: Electric
Heating Type: Forced Air
Heating Fuel: Propane - Leased
Hot Water: Propane
Water Source: Well
Sewer Septic: Public Sewer
Electric Service: 120/240V, 200+ Amp Service, Circuit Breakers, Underground

Confidential Data

Listing Office

List Agent AOR: Sussex County Association of REALTORS (DE)

Property History for 448 Woodside Road

Date	Event & Source	Price	Appreciation
Aug 19, 2024	Closed (Public Record) Public Record #1539577017	$689,000	+11.0% / yr
Aug 19, 2024	Closed BRIGHT #DESU2057526	$689,000	—
Jul 29, 2024	Pending BRIGHT #DESU2057526		—
Jul 29, 2024	Active Under Contract BRIGHT #DESU2057526		—
May 20, 2024	Price Change BRIGHT #DESU2057526	$699,000	—
May 2, 2024	Price Change BRIGHT #DESU2057526	$719,000	—
Mar 26, 2024	Price Change BRIGHT #DESU2057526	$759,900	—
Mar 8, 2024	Listed (Active) BRIGHT #DESU2057526	$799,000	—
Dec 15, 2019	Expired BRIGHT #DESU129282	$424,900	—
Jun 7, 2019	Closed (Public Record) Public Record #645962849	$400,000	—
May 31, 2019	Closed BRIGHT #DESU133446	$400,000	—
Mar 13, 2019	Pending BRIGHT #DESU133446		—
Mar 7, 2019	Listed (Active) BRIGHT #DESU133446	$424,900	—
Feb 2, 2019	Withdrawn BRIGHT #DESU129282	$424,900	—
Feb 2, 2019	Listed (Active) BRIGHT #DESU129282	$424,900	—

Date	Event & Source	Price
08/19/2024	Closed (Public Record) Public Record #1539577017	$689,000 +11.0% / yr
08/19/2024	Closed BRIGHT #DESU2057526	$689,000
07/29/2024	Pending BRIGHT #DESU2057526	—
07/29/2024	Active Under Contract BRIGHT #DESU2057526	—
05/20/2024	Price Change BRIGHT #DESU2057526	$699,000
05/02/2024	Price Change BRIGHT #DESU2057526	$719,000
03/26/2024	Price Change BRIGHT #DESU2057526	$759,900
03/08/2024	Listed (Active) BRIGHT #DESU2057526	$799,000
12/15/2019	Expired BRIGHT #DESU129282	$424,900
06/07/2019	Closed (Public Record) Public Record #645962849	$400,000
05/31/2019	Closed BRIGHT #DESU133446	$400,000
03/13/2019	Pending BRIGHT #DESU133446	—
03/07/2019	Listed (Active) BRIGHT #DESU133446	$424,900
02/02/2019	Withdrawn BRIGHT #DESU129282	$424,900
02/02/2019	Listed (Active) BRIGHT #DESU129282	$424,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 448 Woodside Road

Taxable ValueLand$4,000Additions$30,650Total$34,650

Tax Record2025$1,480 ($123 / month)

Home Facts

Beds3Total Finished SqFt1,958 SqFtAbove Grade Finished SqFt1,958 SqFtStories2Lot Size24,999 SqFtStyleSingle Family ResidenceYear Built1999ZoningAR-1CountySUSSEXAPN234-24.00-273.00Fireplace TypeHas Fireplace

Schools near 448 Woodside Road

This home is within Indian River School District.


Rating	School	Type	Grades	Distance
5/10	Long Neck Elementary School	Public - Serves this home	K to 5	1.2 mi
4/10	Millsboro Middle School	Public - Serves this home	6 to 8	7.3 mi
3/10	Sussex Central High School	Public - Serves this home	9 to 12	8.5 mi
NR	Ennis (Howard T.) School	Public - Nearby school	PK to 12	8.3 mi
NR	Indian River Intensive Learning Center	Public - Nearby school	12	12.8 mi
8/10	Southern Delaware School of the Arts	Public - Choice school	K to 8	12.8 mi


Rating	School	Distance
5/10	Long Neck Elementary School PublicK to 5 Serves this home	1.2 mi
4/10	Millsboro Middle School Public6 to 8 Serves this home	7.3 mi
3/10	Sussex Central High School Public9 to 12 Serves this home	8.5 mi
NR	Ennis (Howard T.) School PublicPK to 12 Nearby school	8.3 mi
NR	Indian River Intensive Learning Center Public12 Nearby school	12.8 mi
8/10	Southern Delaware School of the Arts PublicK to 8 Choice school	12.8 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 448 Woodside Road, Millsboro, DE 19966	$689,000	4	4	3,284	24,999
446 Woodside Road, Millsboro, DE 19966	$510,000	3	2	2,347	24,829
30952 Crepe Myrtle Drive, Unit 31, Millsboro, DE 19966	$146,000	2	2	1,163	0
444 Woodside Road, Millsboro, DE 19966	–	3	–	2,040	24,999
447 Woodside Road, Millsboro, DE 19966	–	4	–	1,776	24,999
450 Woodside Road, Millsboro, DE 19966	$340,000	3	2	1,675	24,999
452 Woodside Road, Millsboro, DE 19966	–	3	–	2,600	24,999
449 Woodside Road, Millsboro, DE 19966	$375,000	3	2	2,238	24,829
445 Woodside Road, Millsboro, DE 19966	–	3	–	3,103	24,999
451 Woodside Road, Millsboro, DE 19966	–	4	–	1,596	24,999
442 Woodside Road, Millsboro, DE 19966	$420,000	3	2	2,273	19,602
337 Pond Road, Millsboro, DE 19966	$190,000	–	–	–	24,829
345 Pond Road, Millsboro, DE 19966	–	3	–	2,414	24,999
343 Pond Road, Millsboro, DE 19966	–	4	–	2,147	24,999
347 Pond Road, Millsboro, DE 19966	$198,000	–	–	–	34,848
443 Woodside Road, Millsboro, DE 19966	–	3	–	1,056	46,174

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Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Based on information from one of the following Multiple Listing Services: BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.

Millsboro, DE

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