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$1,425,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,500 Sq. Ft.
  • 3 Car Garage
  • Updated 3 hours ago

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Saturday 3/7 11:00 AM - 2:00 PM

27558 Medallion Avenue,Millsboro, DE 19966

27558 Medallion AvenueMillsboroDE19966

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Coastal Elegance Perfected in the Peninsula on Indian River Bay Tucked into one of the most sought-after coastal communities in Delaware, this exquisite residence in the Peninsula on the Indian River Bay offers a lifestyle as elevated as its design. With abundant luxury living space, four bedrooms, three and a half baths, and sweeping pond views, this home seamlessly blends refined coastal style with thoughtful upgrades at every turn. A premium pond lot sets the tone before you even step inside, with custom landscaping, stone facade accents, and an inviting front porch that whisper of the quality within. Step through the front door and be immediately struck by the bright openness & craftsmanship, wide-plank, random width, hand-scraped engineered hardwood floors flow throughout the main level, complemented by triple-panel wainscoting, crown moldings, and designer lighting fixtures that lend warmth and sophistication to every space. At the heart of the home, a top-tier chef's kitchen stuns with quartz countertops, a custom center island, and white farmhouse sink framed by a glass tile backsplash and premier cabinetry. An additional wall oven, Advantium oven, under-cabinet lighting, and even a built-in vacuum beneath the sink make this kitchen as functional as it is beautiful. The adjacent dining area was extended during construction, adding space for entertaining and opening to the upper deck through sliding glass doors. A coffered ceiling elevates the dining experience, while a cantilevered gas fireplace with full stone surround anchors the living room with coastal charm. Every detail throughout the home has been curated with an eye for elegance-from the beamed ceiling and dormer beadboard detail in the living room to the tray ceiling with beadboard and crown molding in the foyer. Plantation shutters and custom window treatments throughout lend a cohesive, high-end aesthetic. The main level also features a serene primary suite, thoughtfully positioned for privacy, with additional windows, a tray ceiling with rope lighting and headboard detail, and a luxurious en-suite bath. Frameless shower doors, granite-topped vanities, and premier cabinetry make every morning feel like a spa day. A beautiful 2nd floor Sitting Room can double as a 4th Bedroom with a large walk in closet. Downstairs, the lower level unfolds into a private retreat ideal for guests or relaxed gatherings. A custom entertainment space includes ambient cabinetry lighting, upgraded carpet, a bar sink and wine fridge, and access to the expansive covered rear porch-enclosed with EZ-Breeze panels and finished in low-maintenance LVP flooring with solar shades for year-round enjoyment. An optional third full bath adds convenience and flexibility. Outdoor living is elevated even further on the covered upper rear deck, complete with a fireplace, built-in grilling and cooking area, and tranquil pond views. Whether sipping your morning coffee or entertaining under the stars, this space is designed to inspire. The three-car garage is a rare find, featuring custom cabinetry, professionally installed epoxy flooring, and an expansive storage and utility room. Even the 2nd floor laundry room received a flooring upgrade, reflecting the meticulous attention to detail found throughout the home. Located within the amenity-rich Peninsula community, you'll enjoy exclusive access to a Jack Nicklaus Signature Golf Course, an indoor and outdoor pool, fitness center, spa, tennis and pickleball courts, miles of walking trails, a private beach, and the iconic clubhouse. With everything from bayfront dining to nature preserves just steps from your door, this is more than a home; it's a gateway to a lifestyle of unmatched coastal luxury.

Full Property Details for 27558 Medallion Ave

General

  • Price: $1,425,000
  • HOA FEE: $402/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $1,533 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2106404
  • Updated: Today (3/4/2026)
  • Added to Site: Today

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Sun/Florida Room, Laundry, Media Room
  • Interior Features: Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Built-Ins, Carpet, Ceiling Fan(s), Central Vacuum, Crown Moldings, Dining Area, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Sound System, Sprinkler System, Upgraded Countertops, Wainscotting, Walk-in Closet(s), Wet/Dry Bar, Window Treatments, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas/Propane, Mantel(s), Stone
  • Appliances: Built-In Microwave, Central Vacuum, Built-In Range, Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Oven - Wall, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Washer - Front Loading, Water Heater - Tankless
  • Flooring: Tile/Brick, Carpet, Engineered Wood, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 1
  • Upper - 1/2 Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 2
  • Bedrooms Main & Up: 2

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Security Gate, Carbon Monoxide Detector(s), Main Entrance Lock, Smoke Detector

Exterior

  • Exterior Features: Exterior Lighting, Bump-outs, Lawn Sprinkler
  • Porch/Patio/Deck: Balcony, Deck(s), Enclosed, Porch(es), Patio(s), Roof, S

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 8
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage Door Opener, Garage - Front Entry, Inside Access, Oversized

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: PENINSULA
  • Driving Directions: Rt 24 turn onto Bay Farm Road. Slight right to stay on Road 299/Peninsula Esplanade. at traffic circle, take 2nd exit onto Peninsula Esplanade. Turn Left Into Lakeside Neighborhood onto Medallion Ave. Turn right to stay on Medallion Ave. turn right to stay on Medallion Ave. Home will be on the right.
  • Location Details: Pond

School Information

  • School District: Indian River

Community

  • Association: Yes
  • Assoc. Name: LEGUM & NORMAN
  • Assoc. Fees Include: Common Area Maintenance, Cable TV, Health Club, Lawn Maintenance, Pool(s), Recreation Facility, Road Maintenance, Snow Removal
  • Pets Allowed: Yes
  • Pets: Case by Case Basis

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Central, Heat Pump(s)
  • Heating Fuel: Natural Gas
  • Water Heater: Tankless

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Coastal
  • Structure Type: Detached
  • Builder: Schell
  • Model: Sanibel
  • Construction: Cement Siding, Stone, Combination, Frame, Glass, Stick Built
  • Foundation: Slab
  • Roof: Architectural Shingle, Pitched, Metal
  • Walls/Ceilings: High, 9'+ Ceilings, 2 Story Ceilings, Cathedral Ceili
  • Windows: Insulated, Screens
  • Doors: Atrium
  • Stories Description: Main, Upper 1
  • Square Feet: 3,500
  • Sq. Ft. Source: Estimated
  • Living Area: 3,500 Sq. Ft.
  • Finished Above Grnd: 3,500 Sq. Ft.
  • Year Built: 2017
  • Year Built Source: Estimated
  • Property Condition: Excellent

Lot Features

  • Property View: Pond, Garden/Lawn, Panoramic
  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,068
  • Lot Size Source: Estimated
  • Lot Dimensions: 84.00 x 173.00
  • Zoning: RES
  • Lot Description: Adjoins - Open Space, Front Yard, Landscaping, Rear Yard, Pond, SideYard(s)

Water Features

  • Water View: Yes
  • Water Front Type: Pond

Financial Considerations

  • Price Per Sq. Ft.: $407.14
  • Association Fee: $1,205
  • Assoc Fee Freq.: Quarterly
  • School Tax: $1,332
  • County Tax: $201
  • County Tax Freq: Annually
  • Tax Amount: $1,533
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Northrop Realty, Judith Dourgarian

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Listing agent

— 27558 Medallion Ave —

  • Judith Dourgarian

    Northrop Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27558 Medallion Ave

School District:Indian River School District
NameGradesDistance
Long Neck Elementary School
26064 School Lane, Millsboro, DE 19966
PK-51.6 mi
Millsboro Middle School
302 East State Street, Millsboro, DE 19966
6-86.6 mi
Sussex Central High School, Georgetown, DE
26026 Patriots Way, Georgetown, DE 19947
8-128.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27558 Medallion Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/04/2026
Listed
$1,425,000
53.52%
MLS
2/15/2017
Sold
$928,218
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 27558 Medallion Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,534
-6%
$50,850
—
2023
$1,624
2%
$50,850
—
2022
$1,590
-2%
$50,850
—
2021
$1,628
6%
$50,850
—
2020
$1,537
-20%
$50,850
—
2019
$1,928
-1%
$50,850
—
2018
$1,947
-1%
$50,850
—
2017
$1,963
1068%
$50,850
917%
2016
$168
-3%
$5,000
—
2015
$173
1%
$5,000
—
2013
$172
—
$5,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 27558 Medallion Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Northrop Realty, Judith Dourgarian

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27558 Medallion Avenue, Millsboro, DE 19966 (MLS# DESU2106404) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 27558 Medallion Avenue is currently listed for $1,425,000 and was received on March 04, 2026. Want to learn more about 27558 Medallion Avenue? Do you have questions about finding other Single Family real estate for sale in Millsboro? You can browse all Millsboro real estate or contact a Coldwell Banker agent to request more information.

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