27 Windswept Dr, Berlin, MD 21811
Property image
Property image
OFF MARKET

$589,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,845 sqft (on 0.31 acres)

27 Windswept Dr, Berlin, MD 21811

West Ocean City
Est. Refi. Payment $3,468/mo*
Refinance Your Home
Currently Off Market - Sold Apr 26, 2016 for $342,000

Home Value

Trulia Estimate
$589K
Since last month
Increased$300 (+0.1%)
Since last year
Decreased$600 (-0.1%)
Since last sale
Increased$243K (+71.2%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$585K
July 2026$585K
June 2026$600K
May 2026$593K
April 2026$589K
March 2026$582K
February 2026$582K
January 2026$579K
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
0.11
Single-Family Home
$350,000
09/08/25
3
2
1,804
16 Windswept Dr, Berlin, MD
0.10
Single-Family Home
$412,500
07/17/26
3
2
1,528
10 Windswept Dr, Berlin, MD
0.14
Single-Family Home
$385,777
07/17/26
3
2
1,456
26 White Crane Dr, Berlin, MD
0.22
Single-Family Home
$460,000
05/15/26
3
2
1,456
6 Dune Grass Dr, Berlin, MD
0.23
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
5 Misty Shore Dr, Berlin, MD
0.16
Single-Family Home
$355,000
06/05/26
2
2
1,092
9409 Whitetail Ct, Berlin, MD
0.48
Single-Family Home
$562,500
03/20/26
3
2
1,474
9313 Ten Point Ct, Ocean City, MD
0.37
Single-Family Home
$584,000
09/12/25
3
2.5
2,470
9410 Lakeview Dr, Berlin, MD
0.32
Single-Family Home
$565,000
03/05/26
4
3.5
2,841

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
0.13
$498,700
3
2
1,749
Off Market
16 Windswept Dr, Berlin, MD 21811
0.10
$412,500
3
2
1,528
Recently Sold
13 Windswept Dr, Berlin, MD 21811
0.12
$350,400
3
2
1,804
Off Market
5 Misty Shore Dr, Berlin, MD 21811
0.16
$355,000
2
2
1,092
Recently Sold
13 Dune Grass Dr, Berlin, MD 21811
0.17
$399,000
3
2
1,456
Off Market
11 Windswept Dr, Berlin, MD 21811
0.13
$353,100
2
2
1,120
Off Market
10 Windswept Dr, Berlin, MD 21811
0.14
$385,777
3
2
1,456
Recently Sold
7 Windswept Dr, Berlin, MD 21811
0.16
$342,900
2
2
1,120
Off Market
26 White Crane Dr, Berlin, MD 21811
0.22
$460,000
3
2
1,456
Recently Sold
68 Anchor Way Dr, Berlin, MD 21811
0.18
$235,000
3
2
1,404
Recently Sold
32 Mystic Harbour Blvd, Berlin, MD 21811
0.20
$357,800
3
2
1,635
Off Market
17 Blue Heron Cir, Berlin, MD 21811
0.19
$429,400
3
2
1,456
Off Market

Local Information

  • Map ViewExplore the area around 27 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
2003
Lot Size
0.31 acres
Living Area
1,845 sqft
Price/Sqft
$319
Parking
Garage

About this House

Beautiful, well maintained home perfect for a year round family or vacation home. No city taxes! Overlooking the wetlands, Sinepuxent Bay & Assateague Island, this immaculate home offers 3 bedrooms, 2 full bathrooms and a 1.5 car garage with high ceilings for storage. Huge attic with pull down stairs, tons of storage! Incredible sunrises over the bay and Assateague Island!Watch the boats cruise by or the wild horses stroll along the beach from the screened in deck. Low annual HOA fees cover trash service and lawn cutting & trimming.Access to huge community pool, tennis courts & playground for $265 per year!
27 Windswept Dr, Berlin, MD 21811 is a 3 bedroom, 2 bathroom, 1,845 sqft single-family home in West Ocean City, built in 2003. It last sold for $342,000 on Apr 26, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $589,300, with a rent estimate of $2,719/month.

Home Details for 27 Windswept Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: VinylPorch
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.31 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Apr 26, 2016
Source: N/A
Sold
$342,000
Jan 2, 2016
Source: Agent Provided
ListingRemoved
$354,900
Dec 1, 2015
Source: Agent Provided
Listed For Sale
$354,900
Apr 9, 2015
Source: Agent Provided
ListingRemoved
$359,900
Feb 13, 2014
Source: Agent Provided
PriceChange
$359,900
Price decreased by 5%

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 27 Windswept Dr

  • What is 27 Windswept Dr estimated to be worth?
    Trulia's estimated value for 27 Windswept Dr in Berlin, MD is $589,300.
  • What is the price history for 27 Windswept Dr?
    27 Windswept Dr in Berlin, MD last sold for $342,000 in April 2016.
  • 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.
  • Does 27 Windswept Dr have air conditioning?
    Yes, 27 Windswept Dr in Berlin, MD has air conditioning.
  • Does 27 Windswept Dr have a pool?
    Yes, 27 Windswept Dr in Berlin, MD has a pool.

Explore by feature - Pet Friendly

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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 - Washer/dryer

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