39 Windswept Dr, Berlin, MD 21811
OFF MARKET

39 Windswept Dr
Berlin, MD 21811

West Ocean City
  • 3 Beds
  • 2 Baths
  • 1,796 sqft

$543,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $3,202/mo*
Refinance Your Home

$543,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $3,202/mo*
Refinance Your Home
3 Beds
2 Baths
1,796 sqft

Home Value

Trulia Estimate
$544K
Since last month
$200 (0%)
Since last year
Decreased$3K (-0.5%)
Since last sale
Increased$227K (+71.8%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$544K
July 2026$544K
June 2026$559K
May 2026$552K
April 2026$549K
March 2026$542K
February 2026$543K
January 2026$539K
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
13 Windswept Dr, Berlin, MD
0.18
Single-Family Home
$350,000
09/08/25
3
2
1,804
26 White Crane Dr, Berlin, MD
0.14
Single-Family Home
$460,000
05/15/26
3
2
1,456
16 Windswept Dr, Berlin, MD
0.16
Single-Family Home
$412,500
07/17/26
3
2
1,528
6 Dune Grass Dr, Berlin, MD
0.16
Single-Family Home
$490,000
04/28/26
3
2
2,126
36 Deep Channel Dr, Berlin, MD
0.23
Single-Family Home
$300,000
11/07/25
3
2
1,352
10 Windswept Dr, Berlin, MD
0.20
Single-Family Home
$385,777
07/17/26
3
2
1,456
7 Blue Heron Cir, Berlin, MD
0.28
Single-Family Home
$465,000
08/27/25
3
2
1,428
5 Misty Shore Dr, Berlin, MD
0.09
Single-Family Home
$355,000
06/05/26
2
2
1,092
9409 Whitetail Ct, Berlin, MD
0.41
Single-Family Home
$562,500
03/20/26
3
2
1,474
9313 Ten Point Ct, Ocean City, MD
0.30
Single-Family Home
$584,000
09/12/25
3
2.5
2,470

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
13 Misty Shore Dr, Berlin, MD 21811
0.07
$500,500
3
2
1,749
Off Market
5 Misty Shore Dr, Berlin, MD 21811
0.09
$355,000
2
2
1,092
Recently Sold
13 Dune Grass Dr, Berlin, MD 21811
0.09
$395,500
3
2
1,456
Off Market
16 Windswept Dr, Berlin, MD 21811
0.16
$412,500
3
2
1,528
Recently Sold
32 Mystic Harbour Blvd, Berlin, MD 21811
0.15
$356,200
3
2
1,635
Off Market
13 Windswept Dr, Berlin, MD 21811
0.18
$351,700
3
2
1,804
Off Market
26 White Crane Dr, Berlin, MD 21811
0.14
$460,000
3
2
1,456
Recently Sold
11 Windswept Dr, Berlin, MD 21811
0.19
$351,100
2
2
1,120
Off Market
68 Anchor Way Dr, Berlin, MD 21811
0.18
$235,000
3
2
1,404
Recently Sold
6 Dune Grass Dr, Berlin, MD 21811
0.16
$490,000
3
2
2,126
Recently Sold
10 Windswept Dr, Berlin, MD 21811
0.20
$385,777
3
2
1,456
Recently Sold
67 Anchor Way Dr, Berlin, MD 21811
0.19
$330,000
3
2
1,640
Recently Sold

Local Information

  • Map ViewExplore the area around 39 Windswept Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Living Area
1,796 sqft
Price/Sqft
$303
Parking
Garage

About this House

This one level three bedroom home with garage is located on a cul-de-sac in Bay Vista Estates and has a nice view of Bay and Assateague Island from a large private deck with a view of the Ocean on the 2nd level deck. Fenced in side and back yard. Large floored attic has plenty of room for storage. Recent upgrades include New Carpet, Flooring and Appliances. No city Taxes. Low HOA fees that cover trash, lawn cutting and trim. Huge community pool, tennis courts and playground for only $265 per year. If you are looking for Home in a well maintained and established neighborhood with a view and privacy look no further. Brokered And Advertised By: Jerome E Milko Listing Agent: Jay R Phillips
39 Windswept Dr, Berlin, MD 21811 is a 3 bedroom, 2 bathroom, 1,796 sqft single-family home in West Ocean City, built in 2001. It last sold for $316,500 on Jan 21, 2015. It is currently off market. The Trulia Estimate is $543,600, with a rent estimate of $2,687/month.

Home Details for 39 Windswept Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
Jan 21, 2015
Source: N/A
Sold
$316,500
Dec 18, 2014
Source: Agent Provided
Listed For Sale
$316,500
Feb 22, 2001
Source: N/A
Sold
$42,900

Market trends in Berlin

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$482K
$13.5KMoM
Sale-to-List Price
98.6%
0.6%MoM
Price per sq ft
$263
$14MoM
Available listings
251
4MoM

Around this home

Neighborhood Overview

West Ocean City
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about West Ocean City

At least 51 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 77 % Say yards are well-kept

  • 75 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 67 % Say parking is easy

  • 67 % Say people would walk alone at night

  • 61 % Say it's walkable to restaurants

  • 60 % Say it's quiet

  • 59 % Say kids play outside

  • 57 % Say there's wildlife

  • 53 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 43 % Say it's walkable to grocery stores

  • 38 % Say streets are well-lit

  • 32 % Say there are community events

  • 28 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Henllysauldiazreyes
    "We have to be safe at home because is very important and I would like to have a places like that It would be good to have such a place it would be good to live at home that can be safe"
    1
    Flag
  • Trulia User
    "Ocean city is wonderful. The schools are absolutely amazing they're all blue ribbons schools. I would highly recommended if you have children. It's just only if you want to buy because they're Arnold rentals they're. 8/3 they're putting out the locals."
    0
    Flag
  • Trulia User
    "I believe that dog owners would be highly disapproving of the lack of sidewalks. Dog owners would also disapprove of the amount of litter that their dogs could accidentally ingest."
    0
    Flag
  • Charlie L.
    "I live in west Oc, very peaceful and quiet, I leave my door open often, and never worry about crime over here"
    0
    Flag
  • Jonathan R.
    "I need to be close to public transportation, I do not have a vehicle right now plus I work in Ocean City."
    0
    Flag
  • Bonnie.russell
    "nice area to walk dogs and every one here is friendly but not noisie. people in this area are very nice "
    0
    Flag
  • Frank M.
    "Very nice area close to everything that you need but far enough away that you don’t have to worry about the ocean city traffic. Lots of young families and a nice elementary school."
    0
    Flag
  • Frank M.
    "Great location to live. I am young with no kids but 2 dogs and never have a problem walking the dogs at night in our community and close to all of the local emenities "
    0
    Flag
  • Joe
    "My commute in the off season has very little traffic. During the summer the commute takes longer. Traffic is very heavy at times."
    0
    Flag
  • Ann T.
    "15 mins to work. Kids school is 2 minutes from our house! Centrally located to everything. Bank, grocery store, restaurants, outlets."
    0
    Flag
  • Pattidevenny
    "I don’t commute. I’ve learned some work around routes for peak season but the typical traffic isn’t a big deal. Just have to be aware of folks from out of town. Love the winter traffic signals; each tripped by traffic not by sequence. "
    0
    Flag
  • Pattidevenny
    "Only about 50% of the neighborhood lives here year round so you do at least recognize your full time neighbors. "
    10
    Flag
  • Kevin M.
    "Great place to live or visit. Tons of stuff to do and seasonal work everywhere."
    0
    Flag
  • Randyinoc2010
    "Top schools in the nation! Great place to live and raise a family. All the fun things to do right out your front or back door!!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Windswept Dr

  • What is 39 Windswept Dr estimated to be worth?
    Trulia's estimated value for 39 Windswept Dr in Berlin, MD is $543,600.
  • What is the price history for 39 Windswept Dr?
    39 Windswept Dr in Berlin, MD last sold for $316,500 in January 2015.
  • Is Berlin a buyer's or seller's market?
    Berlin is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Berlin?
    The median sale price in Berlin is $482K. That is up $13.5K from the prior month.
  • How big is the lot at 39 Windswept Dr?
    The lot at 39 Windswept Dr in Berlin, MD is about 0.24 acres (10,454 sq ft).
  • Does 39 Windswept Dr have a garage?
    Yes, 39 Windswept Dr in Berlin, MD has a garage.

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