187 Windjammer Rd, Berlin, MD 21811
OFF MARKET

$286,800

Trulia Estimate
as of Sep 2, 2026
  • 3 Beds
  • 1 Bath
  • 960 sqft
  • 3 Beds
  • 1 Bath
  • 960 sqft

187 Windjammer Rd, Berlin, MD 21811

Home Highlights

Property Type
Single-Family Home
Living Area
960 sqft
Price/Sqft
$299

Local Information

  • Map ViewExplore the area around 187 Windjammer Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Escape to tranquility with this beautiful 3-bedroom, 1-bath home tucked away in the woods, right on the edge of Ocean Pines scenic golf course. Perfect for those who love nature, privacy, and the peaceful rhythm of golf living.
Home has a large front deck (porch) and back screened in porch that faces the golf course. This home offers a large front porch and a large screened in back porch that faces the Golf Course. Updated bathroom and LVP flooring in home. Home has Washer and Dryer in the Laundry room.
187 Windjammer Rd, Berlin, MD 21811 is a 3 bedroom, 1 bathroom, 960 sqft single-family home. It last sold for $94,000 on Sep 26, 2002 (5,241% above the $1,760 asking price). More recently, it was listed as a rental in December 2025 with an asking price of $1,760 per month. That rental listing was removed on January 30, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $286,800, with a rent estimate of $2,013/month.

Home Details for 187 Windjammer Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 187 Windjammer Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 Cresthaven Dr, Ocean Pines, MD
0.20
Single-Family Home
$281,000
11/05/25
2
1
912 sqft
47 Falcon Bridge Rd, Ocean Pines, MD
0.10
Single-Family Home
$379,000
05/22/26
3
2
1,044 sqft
2 Alden Ct, Ocean Pines, MD
0.41
Single-Family Home
$65,631
01/13/26
3
2
1,056 sqft
17 Falcon Bridge Rd, Ocean Pines, MD
0.09
Single-Family Home
$340,000
05/15/26
3
2
1,343 sqft
76 Birdnest Dr, Ocean Pines, MD
0.14
Single-Family Home
$415,000
09/19/25
3
2
1,272 sqft
21 Harpoon Rd, Ocean Pines, MD
0.40
Single-Family Home
$189,000
03/11/26
3
2
1,056 sqft
6 Duck Cove Cir, Ocean Pines, MD
0.26
Single-Family Home
$355,000
10/30/25
3
2
1,046 sqft
13 Drawbridge Rd, Ocean Pines, MD
0.20
Single-Family Home
$316,593
04/13/26
3
2
1,376 sqft
79 Brandywine Dr, Ocean pines, MD
0.60
Single-Family Home
$100,000
01/23/26
3
2
1,358 sqft
54 Abbyshire Rd, Ocean Pines, MD
0.28
Single-Family Home
$365,000
12/23/25
3
2
1,260 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Berlin

Last updated Sep 2026
Trulia Rent Estimate$2,013/mo
Average rent
$2.2K
Available listings
32
View rental market trends in Berlin, MD

Around this home

What Locals Say about Berlin

At least 220 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 89 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 73 % Say it's quiet

  • 73 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 63 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 49 % Say it's walkable to restaurants

  • 42 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 30 % Say streets are well-lit

  • 25 % 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
  • Leighannejohnsonphotography
    "It’s safe and schools are great. I’d recommend living here to anyone with a family. Also has perks being close to the beach and great restaurants! "
    0
    Flag
  • Tdannemann720
    "Simple and easy, not much traffic. Semi rural area makes it easy to get around to and from work, school, and shopping."
    0
    Flag
  • Trulia User
    "Need a car. These is no public transportation in Ocean Pines. Walking and biking to jobs are not recommended. "
    0
    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
    "Safe area, nice parks, 5 pools, low crime, shopping and restaurants are close by, fishing and other water sports nearby."
    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
  • Trulia User
    "Friendly neighbors. Most have second homes, but a handful are year round. Neighbors all look out for each other"
    0
    Flag
  • Trulia User
    "I’m not a dog owner so not a good one to answer this question . From observing those that do have dogs, there are a lot of places to walk dogs - parks, streets and walk ways"
    0
    Flag
  • Trulia User
    "Our neighbors are all very welcoming and helpful and look out for each other. Could not ask for better neighbors!"
    0
    Flag
  • Christopher E
    "Many neighbors have dogs and all are thoughtful dog owners . Often dogs are walked from nearby streets and courts to our culdesac "
    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
  • Sarah.schwind
    "Private police and safe quiet streets line Ocean Pines, Maryland. My family of seven, absolutely love where we live. My older children now know the streets better than ever, and they ride their bikes to everything our neighborhood has to offer. Fishing, skateboarding, farmers market, ice cream man, private parks, golfing...the list goes on. We love our special beach community! "
    0
    Flag
  • Alexis M.
    "Beautiful farm land! Very quite. Great place to get away from the hustle and bustle of Berlin but only 10mins away!"
    0
    Flag
  • Kimberlie F.
    "Walkable small historic town on the Eastern Shore of Maryland. Rated America’s Coolest Small Town in 2014. Berlin is pet friendly with parks for kids to play in."
    4
    Flag
  • Lauraltharp
    "Farmers market, live music at yacht club, very quiet and safe community with respectful and caring neighbors."
    0
    Flag
  • Bobby S.
    "Public transportation is fine and accessible to anyone in need. If not that luckily everything close enough to be within walking or biking distance "
    0
    Flag
  • Brian D.
    "Typically quiet neighborhood. The public space are kept up and the people are friendly. We live here year round and really enjoy it. "
    0
    Flag
  • Lindsey
    "Very neighborly and comforting. Small town feel with a vacation in your backyard every day, which is something you can’t beat!"
    0
    Flag
  • Harley B.
    "Showell elementary is amazing! Many activities and places to take the kids. Parks are clean and well kept"
    0
    Flag
  • Cschanno2909
    "Berlin is America’s Coolest Small Town. It always has fun activities for both adults and children. Awesome restaurants too! "
    0
    Flag
  • Julie F.
    "No sidewalks in the pines, old town Berlin has sidewalks and great for riding bikes and letting kids go play"
    0
    Flag
  • Jody P.
    "I drive to work. Traffic is not too bad except on Saturdays in the summer. Once you know how to get around the traffic it is not a problem. "
    0
    Flag
  • Jody P.
    "Everything is very close and you will learn to get around the traffic even though it is nothing compared to big city traffic "
    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
  • Jody P
    "Voted coolest town in America. Safe Friendly town with great restaurants parking antique stores and a very cool historic hotel. Great celebrations for holidays"
    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
  • Moonstars19
    "The neighborhood is quiet and the neighborhood is friendly. During the Summer months it’s very busy with a lot of tourists and vacationers.. "
    0
    Flag
  • Stacey M.
    "There is always a yard sale going on the weekends, as long as the weathers nice. You can just drive around and find a handful. There are always signs out. "
    0
    Flag
  • Johnny P.
    "It’s more the town festivals down the street from the community. After all, it is the coolest small town in America!"
    2
    Flag
  • Daniellemrossi
    "The association does a nice job keeping it look clean, you are right outside of ocean city, taxes are cheaper, friendly neighborhood "
    0
    Flag
  • Johnny P.
    "There are many dogs to become social towards, meaning many dog owners and potential puppy playmates!"
    1
    Flag
  • Emys E.
    "The neighborhood offers many options for get together on holidays. It helps to get to know the neighbors and keeps children safe as well."
    0
    Flag
  • Moonstars19
    "This is a close nit community and everyone helps each other out .. Lots of boaters and Golfers and plenty of things to do here "
    0
    Flag
  • Mydreamer1956
    "We were voted the coolest small town in America. Monthly events summer events Celebrations. Halloween. Christmas parade."
    1
    Flag
  • Treesa65
    "Yoga classes, nice neighborhoods, small town, good restaurants, friendly! Music in the streets. Great beer, "
    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
  • Michael E.
    "Quiet,quiet, quiet. Low traffic factor. Friendly neighbors but allow space. All houses have waterfront property. Have to drive to bank, groceries, restaurants ,post office but not far."
    6
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jan 30, 2026
Source: Zillow Rentals
ListingRemoved
$1,760
Dec 5, 2025
Source: Zillow Rentals
Listed For Rent
$1,760
Sep 26, 2002
Source: N/A
Sold
$94,000
Jul 9, 1997
Source: N/A
Sold
$72,500

Frequently asked questions about 187 Windjammer Rd

  • What is 187 Windjammer Rd estimated to be worth?
    Trulia's estimated value for 187 Windjammer Rd in Berlin, MD is $286,800.
  • What is the price history for 187 Windjammer Rd?
    187 Windjammer Rd in Berlin, MD last sold for $94,000 in September 2002.
  • 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 187 Windjammer Rd have air conditioning?
    Yes, 187 Windjammer Rd in Berlin, MD has air conditioning.
  • Does 187 Windjammer Rd have laundry facilities?
    Yes, 187 Windjammer Rd in Berlin, MD has in-unit laundry.

Homes for rent near 187 Windjammer Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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