33446 Islander Dr, Millsboro, DE 19966
OFF MARKET

33446 Islander Dr
Millsboro, DE 19966

  • 5 Beds
  • 5,007 sqft

$1,514,400

Trulia Estimate
as of Jul 9, 2026

$1,514,400

Trulia Estimate
as of Jul 9, 2026
5 Beds
5,007 sqft

Local Information

  • Map ViewExplore the area around 33446 Islander Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

SHORT SALE FOR 1 MILLION! 30 DAY APPROVAL PROCESS (SUBJECT TO 3RD PARTY APPROVAL).
33446 Islander Dr, Millsboro, DE 19966 is a 5 bedroom, 5,007 sqft single-family home built in 2006. It last sold for $1,387,500 on Jun 30, 2022. It is currently off market. The Trulia Estimate is $1,514,400, with a rent estimate of $3,679/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 33446 Islander Dr

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2.5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherFoundation Type: Masonry
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9438 sqft

Price History for 33446 Islander Dr

DatePriceEventSource
06/30/2022$1,387,500Sold
Bright MLS #DESU2024866

Market trends in Millsboro

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$401K
$8.33KMoM
Sale-to-List Price
98.0%
Price per sq ft
$195
$5MoM
Available listings
294
10MoM
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Property Tax and Assessment

Year2025
Tax$3,094
Assessment$1,437,200
Home facts updated by county records

Comparable Sales for 33446 Islander Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27558 Medallion Ave, Millsboro, DE
0.07
Single-Family Home
$1,410,000
06/16/26
4
3.5
3,500
33437 Islander Dr, Millsboro, DE
0.07
Single-Family Home
$1,330,000
01/15/26
4
4.5
3,651
33425 Islander Dr, Millsboro, DE
0.11
Single-Family Home
$1,550,000
05/29/26
4
4
3,578
33448 Marina Bay Cir, Millsboro, DE
0.20
Single-Family Home
$1,050,000
06/10/26
4
-
3,240
27619 Sterling Blvd, Millsboro, DE
0.47
Single-Family Home
$1,837,500
03/31/26
5
4.5
4,250
24474 Brookstone Path, Millsboro, DE
0.31
Single-Family Home
$1,147,500
06/01/26
4
3
3,100
24642 Navigators Walk, Millsboro, DE
0.31
Single-Family Home
$1,015,000
03/25/26
4
3.5
3,250
24500 Kayakers Path, Millsboro, DE
0.37
Single-Family Home
$2,000,000
05/28/26
5
7.5
7,848
33521 Tiderunner Ave, Millsboro, DE
0.56
Single-Family Home
$2,212,500
12/01/25
6
5.5
5,400
27686 Sterling Blvd #39, Millsboro, DE
0.74
Single-Family Home
$3,025,000
07/31/25
5
5.5
5,500

Nearby homes

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Assigned Schools

These are the assigned schools for 33446 Islander 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 Millsboro

At least 112 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 86 % Say parking is easy

  • 82 % Say it's dog friendly

  • 80 % Say there's holiday spirit

  • 77 % Say yards are well-kept

  • 70 % Say it's quiet

  • 60 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 55 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 48 % Say they plan to stay for at least 5 years

  • 41 % Say it's walkable to restaurants

  • 38 % Say there are sidewalks

  • 37 % Say streets are well-lit

  • 37 % Say there are community events

  • 30 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jillc
    "It’s a dog friendly area with a dedicated dog park & a great park by water to walk your dog. my dog give it two paws 🐾 up."
    1
    Flag
  • Kmcoj
    "My neighborhood has very limited access to public transportation. You really need a car to get anywhere "
    0
    Flag
  • Jdacb
    "Easy, since I drive to western Sussex. Traffic tends to be heavier closer to the beach. New bypass in Millsboro will be a plus. "
    0
    Flag
  • Tracy Wright
    "A quiet area for young families and retired folks to enjoy a time of Tranquility and peace in this beautiful community filled with tall trees!"
    2
    Flag
  • Holly Rubick
    "It’s a friendly, dog-walking community. Quiet golf-cart neighborhood with community gatherings that give opportunities to meet others. "
    0
    Flag
  • Elaine.burg
    "It’s a growing area and is close to several state parks and beaches. There is shopping nearby and many families with young children live in the area. "
    2
    Flag
  • Trulia User
    "I’ve lived here 3 years I can’t wait to get home from work…..shopping banking personal business is convenient to my home…..everything is at least 5 minutes from the house…..also you have beaches.boating.crabbing fishing what else could you need"
    0
    Flag
  • Trulia User
    "I just got married to a hooper on the lakeside it's a wonderful place to be were moving soon but I will miss it alot thank u for watching out for our kids and everyone the guards keep people very safe and I really appreciate it all."
    0
    Flag
  • Trulia User
    "It’s the perfect place for people who want to spend time on the water. Our HOA and marina are inexpensive annual fees. Great community. Annual Owners picnic at the pavilion "
    0
    Flag
  • Trulia User
    "It is a neighborhood that has been lost in time. It is a place where your neighbors know each other and doors are left open, and people get together for happy hour. It’s a private secret how great this little area is"
    0
    Flag
  • Adam P.
    "I live in a golf course neighborhood located in millsboro. Not all of millsboro is created equal. Some parts you don’t want to be in after dark and others you would. "
    56
    Flag
  • Maria T. F.
    "It’s a very friendly neighborhood. Everywhere you go people are nice for the most part. The streets are very safe."
    0
    Flag
  • Ljones6118
    "I just moved here and I love the neighborhood.. pretty quiet and neighbors seem really nice.. everything is well maintained and they even have a park to take my son and swing on it and play on the playground and lots of posts with dog bags to pick up dog poop! Very clean and very nice neighborhood and it’s close to local places to eat and grocery stores and other neighborhoods "
    31
    Flag
  • Jimmy
    "A lot of community/church/city sponsored events. Parades, fairs, seasonal events are constantly provided."
    8
    Flag
  • Laraoneil60
    "Marina community on beautiful Indian River, extremely low HOA & boat slip fees. This is the place to live if you are an active family "
    0
    Flag
  • Bethtommy
    "I have the woods behind my house and the bay down the street I like my neighbors they are very friendly"
    0
    Flag
  • v Mc
    "Very friendly people around here. Love the birds and wildlife. Great food great atmosphere for kids. "
    0
    Flag
  • Lois T.
    "No public transportation not easy to commute. Must have vehicle to get around. Have to walk at least 1/2 mile just to get up public transportation stop."
    0
    Flag
  • Kyndmama
    "Millsboro is a nice place to live, in town it’s easy to walk from end to end. Lots of good shopping on the highway. The only downside is the schools and roads aren’t accommodating to the amount of residents that live here. It can talk several minutes to travel short distances during commuting time and beach traffic in summer. Still trying to pass a referendum to get larger schools, kids are packed in like sardines. Town has lots of potential, just got to get family friendly people to come out and support the community. "
    41
    Flag
  • Piconnect
    "My neighborhood sucks. People are unfriendly. Traffic is terrible. Roads are too narrow. There are no sidewalks. "
    0
    Flag
  • Kyndmama
    "It’s a nice area, plenary of families, we need more infrastructure for walking around, but besides that, it’s a great town to live in. I’m renting, and looking to buy a home here."
    20
    Flag
  • Mariaedavis
    "Nice quiet neighborhood. Close to everything but far enough away not to get caught up in traffic. The bay view is absolutely gorgeous"
    0
    Flag
  • Tammy R.
    "Lives in millsboro for 3 years..close knit family/community..loved it..want to move back if I am able to"
    8
    Flag
  • Wergonnam8kamark
    "Drive attentively. Be on the look out for stray dogs. Traffic is heavy here, always be watching you kids."
    0
    Flag
  • Bautij94
    "I am trying to move here and it seems impossible to find a place to rent. It seems like a great place to live but just impossible."
    12
    Flag
  • Roguegirl80
    "I've lived in my neighborhood for 9 years. The neighbors are friendly but everyone pretty much stays to themselves. The kids get together to play. Overall, it's a great area."
    13
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 33446 Islander Dr

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Off Market Homes Near 33446 Islander Dr

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