104 Milano Dr, Bear, DE 19701
Property image
Property image
OFF MARKET

104 Milano Dr
Bear, DE 19701

  • 3 Beds
  • 2.5 Baths
  • 1,750 sqft (on 0.59 acres)

$418,600

Trulia Estimate
as of Aug 24, 2026

$418,600

Trulia Estimate
as of Aug 24, 2026
3 Beds
2.5 Baths
1,750 sqft
(on 0.59 acres)

Home Value

Trulia Estimate
$419K
Since last month
Increased$4K (+0.8%)
Since last year
Decreased$2K (-0.6%)
Since last sale
Increased$72K (+20.6%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$422K
July 2026$419K
June 2026$420K
May 2026$430K
April 2026$421K
March 2026$423K
February 2026$417K
January 2026$414K
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
118 Milano Dr, Bear, DE
0.11
Single-Family Home
$445,000
09/15/25
3
2.5
2,375
6 Donna Dr, Bear, DE
0.36
Single-Family Home
$472,500
08/03/26
4
2.5
2,475
2 Chrissy Ct, Bear, DE
0.55
Single-Family Home
$503,000
05/26/26
3
2.5
2,150
247 Emelia Dr, Bear, DE
0.60
Single-Family Home
$395,000
08/19/26
4
2.5
1,825
116 Dorothy Dr, Bear, DE
0.60
Single-Family Home
$445,000
06/01/26
3
2.5
2,450
1954 Porter Rd, Bear, DE
0.51
Single-Family Home
$449,900
09/30/25
3
2.5
2,450
226 Cheyenne Dr, Bear, DE
0.50
Single-Family Home
$380,000
05/22/26
3
2
1,864
15 Pimlico Ln, Bear, DE
0.42
Single-Family Home
$370,000
12/31/25
3
2.5
1,880
14 Pimlico Ln, Bear, DE
0.45
Single-Family Home
$335,000
12/19/25
3
2.5
1,725
148 Carlotta Dr, Bear, DE
0.65
Single-Family Home
$485,000
05/07/26
3
2
2,100

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
3 Tirano Dr, Bear, DE 19701
0.05
$449,900
3
2.5
2,175
Off Market
118 Milano Dr, Bear, DE 19701
0.11
$453,700
3
2.5
2,375
Off Market
1 Dogwood Ct, Bear, DE 19701
0.16
$592,600
4
3.5
3,550
Off Market
4 Walnut Ct, Bear, DE 19701
0.20
$609,400
4
2.5
3,100
Off Market
215 Palermo Dr, Bear, DE 19701
0.19
$387,000
3
2.5
1,850
Off Market
36 Anna Ave, Bear, DE 19701
0.24
$533,300
4
2.5
2,100
Off Market
20 Tammie Dr, Bear, DE 19701
0.28
$449,000
3
3
2,300
Off Market
18 Anna Ave, Bear, DE 19701
0.28
$405,500
3
2.5
2,125
Off Market
2856 Wrangle Hill Rd, Bear, DE 19701
0.26
$352,400
3
2
1,425
Off Market
40 Anna Ave, Bear, DE 19701
0.28
$420,700
3
2.5
2,125
Off Market
28 Blue Spruce Dr, Bear, DE 19701
0.23
$638,200
4
2.5
3,625
Off Market
13 Anna Ave, Bear, DE 19701
0.29
$574,600
4
2.5
2,850
Off Market

Local Information

  • Map ViewExplore the area around 104 Milano Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Lot Size
0.59 acres
Living Area
1,750 sqft
Price/Sqft
$239
Parking
Garage

About this House

This gorgeous 3 bedroom, 2-1/2 bath colonial is full of surprises! From the spacious, beautifully appointed kitchen, to the huge master shower, and relaxing rear patio, all of which is situated on one of the largest lots in the Pinewoods community. This property has great curb appeal and from the moment you walk in, it feels like home. Featuring a full-house water softening and filtering system, new HVAC in 2019 and new roof in 2015. This property has it all! Don't let this opportunity pass you by, book your showing today!
104 Milano Dr, Bear, DE 19701 is a 3 bedroom, 3 bathroom, 1,750 sqft single-family home built in 1990. It last sold for $350,000 on Nov 15, 2021. It is currently off market. The Trulia Estimate is $418,600, with a rent estimate of $2,599/month.

Home Details for 104 Milano Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet
Interior Details
Number of Rooms: 7Types of Rooms: Family Room

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Slab
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.59 acres

Price and Tax history

DateEventPrice
Nov 15, 2021
Source: Bright MLS #DENC2007352
Sold
$350,000
Sep 21, 2021
Source: Patterson Schwartz #DENC2007352
Pending
$320,000
Sep 17, 2021
Source: Patterson Schwartz #DENC2007352
Listed For Sale
$320,000
Jul 17, 2015
Source: N/A
Sold
$227,000
May 14, 2015
Source: Agent Provided
PriceChange
$229,985
Price decreased by 4%

Market trends in Bear

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$398K
$10.33KMoM
Sale-to-List Price
94.6%
0.4%MoM
Price per sq ft
$183
$0MoM
Available listings
75
2MoM

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

LGBTQ Local Legal Protections

Frequently asked questions about 104 Milano Dr

  • What is 104 Milano Dr estimated to be worth?
    Trulia's estimated value for 104 Milano Dr in Bear, DE is $418,600.
  • What is the price history for 104 Milano Dr?
    104 Milano Dr in Bear, DE last sold for $350,000 in November 2021.
  • Is Bear a buyer's or seller's market?
    Bear is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Bear?
    The median sale price in Bear is $398K. That is up $10.33K from the prior month.
  • Does 104 Milano Dr have air conditioning?
    Yes, 104 Milano Dr in Bear, DE has air conditioning.
  • How big is the lot at 104 Milano Dr?
    The lot at 104 Milano Dr in Bear, DE is about 0.59 acres (25,700 sq ft).

Explore by feature - Pet Friendly

9 pet-friendly rentals in Bear, DE

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 104 Milano Dr

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