263 Windjammer Rd, Ocean Pines, MD 21811
OFF MARKET

263 Windjammer Rd
Ocean Pines, MD 21811

  • 3 Beds
  • 3 Baths
  • 2,025 sqft

$547,200

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $3,157/mo*
Refinance Your Home

$547,200

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $3,157/mo*
Refinance Your Home
3 Beds
3 Baths
2,025 sqft

Local Information

  • Map ViewExplore the area around 263 Windjammer Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Located on wooded lot at the 9th tee of Ocean Pines Robert Trent Jones championship course. This well kept, by one owner has many upgrades including ceramic tile, wooden floors, stainless steel appliances, double oven range, six ceiling fans, water heater one year old. Floored attic (480sf) is waiting for completion to fourth bedroom or playroom. Inside is open floor plan with two story vaulted ceilings, first floor master suite, with walk in closet, formal dining room with vaulted ceiling, cozy wood burning fireplace including glass doors and fireplace tools. Outside is double deck, freshly painted with large hot tub, 12x14 storage shed, freshly painted. Garage is 2.5 cars that also has work bench and above cabinets. Screened porch (12X15) makes comfortable three season space.
263 Windjammer Rd, Ocean Pines, MD 21811 is a 3 bedroom, 3 bathroom, 2,025 sqft single-family home built in 1999. It last sold for $300,000 on May 19, 2015. It is currently off market. The Trulia Estimate is $547,200, with a rent estimate of $2,653/month.

Home Highlights

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

Home Details for 263 Windjammer Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Breakfast Nook, Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: VinylPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 9822 sqft

Building

Fitness & Sports
Tennis Court

Price History for 263 Windjammer Rd

DatePriceEventSource
05/19/2015$300,000Sold
N/A
02/25/2015$319,900Listed For SaleAgent Provided
12/30/2014$333,900ListingRemovedAgent Provided
08/02/2014$333,900PriceChange
Agent Provided
05/15/2014$339,900Listed For SaleAgent Provided
04/20/1999$34,000Sold
N/A

Market trends in Berlin

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$454K
$27.48KMoM
Sale-to-List Price
98.4%
0.8%MoM
Price per sq ft
$240
$6MoM
Available listings
240
2MoM
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Property Tax and Assessment

Year2025
Tax$3,006
Assessment$370,167
Home facts updated by county records

Comparable Sales for 263 Windjammer Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
65 Cresthaven Dr, Ocean Pines, MD
0.22
Single-Family Home
$450,000
04/20/26
3
2.5
2,025
82 Battersea Rd, Ocean Pines, MD
0.07
Single-Family Home
$555,000
11/21/25
3
2.5
2,402
1 Darby Ct, Ocean Pines, MD
0.08
Single-Family Home
$380,000
10/24/25
3
2
2,024
8 Wharf Ct, Ocean Pines, MD
0.18
Single-Family Home
$412,000
12/05/25
3
2
1,816
6 Sundial Cir, Ocean Pines, MD
0.29
Single-Family Home
$444,000
04/02/26
3
2.5
1,932
43 Tail Of The Fox Dr, Ocean Pines, MD
0.13
Single-Family Home
$460,000
03/17/26
3
2.5
2,210
8 Pelican Ct, Ocean Pines, MD
0.20
Single-Family Home
$354,607
05/28/26
3
2
1,680
79 Brandywine Dr, Ocean Pines, MD
0.21
Single-Family Home
$349,000
08/08/25
3
2
1,358
84 Brandywine Dr, Ocean Pines, MD
0.18
Single-Family Home
$480,000
05/29/26
3
2
1,722
199 Windjammer Rd, Ocean Pines, MD
0.37
Single-Family Home
$450,000
08/15/25
3
2.5
1,882

Nearby homes

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Assigned Schools

These are the assigned schools for 263 Windjammer Rd.
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 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

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Apartments for Rent

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Explore by feature - Garage

6 rentals with a garage in Ocean Pines, MD

Explore by feature - Air Conditioning

13 rentals with air conditioning in Ocean Pines, MD

Explore by feature - Pool

6 rentals with a pool in Ocean Pines, MD

Explore by feature - Washer/dryer

14 rentals with a washer/dryer in Ocean Pines, MD

Homes for sale near 263 Windjammer Rd

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Off Market Homes Near 263 Windjammer Rd

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