101 Lookout Point, Ocean Pines, MD 21811
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OFF MARKET

101 Lookout Point
Ocean Pines, MD 21811

  • 4 Beds
  • 2.5 Baths
  • 2,564 sqft

$561,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,297/mo*
Refinance Your Home

$561,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,297/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,564 sqft

Home Value

Trulia Estimate
$561K
Since last month
Decreased$5K (-0.8%)
Since last year
Decreased$500 (-0.1%)
Since last sale
Increased$7K (+1.2%)
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 +99% in the last 10 years
MonthEstimated value
2026
August 2026$562K
July 2026$568K
June 2026$566K
May 2026$548K
April 2026$551K
March 2026$554K
February 2026$560K
January 2026$563K
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
3 Beach Ct, Ocean Pines, MD
0.19
Single-Family Home
$715,000
05/15/26
4
3
2,400
21 Seabreeze Rd, Ocean Pines, MD
0.36
Single-Family Home
$485,000
06/12/26
5
2.5
2,572
143 Teal Cir, Ocean Pines, MD
0.29
Single-Family Home
$500,000
08/29/25
4
3
1,650
140 Teal Cir, Ocean Pines, MD
0.33
Single-Family Home
$725,000
10/22/25
4
3
2,636
92 Lookout Point, Ocean Pines, MD
0.08
Single-Family Home
$1,200,000
10/09/25
3
2.5
2,517
22 Harborview Dr, Berlin, MD
0.27
Single-Family Home
$750,000
07/27/26
3
2.5
2,176
240 Teal Cir, Ocean Pines, MD
0.38
Single-Family Home
$589,000
07/01/26
3
3
2,757
2 Waters Edge Ct, Ocean Pines, MD
0.16
Single-Family Home
$500,000
06/12/26
3
3
1,220
48 Lookout Point, Ocean Pines, MD
0.06
Single-Family Home
$726,200
11/13/25
3
2.5
1,468
8 Grand Port Rd, Ocean Pines, MD
0.40
Single-Family Home
$603,000
09/03/25
5
3
2,548

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
48 Lookout Point, Ocean Pines, MD 21811
0.06
$726,200
3
2.5
1,468
Recently Sold
38 Lookout Point, Ocean Pines, MD 21811
0.05
$704,000
3
2.5
1,236
Off Market
50 Lookout Point, Ocean Pines, MD 21811
0.05
$674,400
3
2
1,308
Off Market
52 Lookout Point, Ocean Pines, MD 21811
0.06
$638,400
2
2
1,348
Off Market
40 Lookout Point, Ocean Pines, MD 21811
0.07
$751,400
3
2
2,240
Off Market
98 Lookout Point, Ocean Pines, MD 21811
0.05
$928,900
3
2.5
2,786
Off Market
43 Moonshell Dr, Ocean Pines, MD 21811
0.11
$755,700
4
3
1,960
Off Market
41 Moonshell Dr, Ocean Pines, MD 21811
0.12
$790,500
4
3
2,240
Off Market
90 Lookout Point, Ocean Pines, MD 21811
0.07
$966,600
3
3
2,273
Off Market
92 Lookout Point, Ocean Pines, MD 21811
0.08
$1,205,300
3
2.5
2,517
Off Market
29 Lookout Point, Ocean Pines, MD 21811
0.11
$461,600
3
2
1,892
Off Market

Local Information

  • Map ViewExplore the area around 101 Lookout Point.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Living Area
2,564 sqft
Price/Sqft
$219
Parking
2 Car Garage
HOA
$71/Monthly

About this House

This beautifully crafted 4-bedroom, 2.5-bath home in Ocean Pines, MD offers a perfect combination of modern amenities and spacious living. As you enter, you'll be greeted by an open, airy floor plan with stunning cathedral ceilings and stylish windows that fill the home with lots of natural light. The heart of the home is the impressive kitchen, featuring a large island, custom cabinetry, granite countertops, sleek tile floors, and stainless steel appliances—ideal for both cooking and entertaining. A cozy gas fireplace adds warmth and ambiance to the living room, while the sunroom, with views of the fenced-in yard, leads to a deck area, perfect for outdoor relaxation and gatherings. The home also includes a two-car garage for added convenience. The expansive primary suite is a true retreat, offering a separate sitting room that can be used as a nursery or office space. This room is highlighted by custom barn doors and a private door leading to the deck. The walk-in closet promises plenty of room for all of your personal items. Private primary bathroom features an elegant ceramic tile shower and beautiful vanity area. Upstairs, a loft overlooks the main living area, and showcases custom cabinetry. One of the second-floor bedrooms also offers access to a private balcony, a quiet place to unwind. Hardwood floors throughout the main living areas and bedroom add a touch of warmth and sophistication to this already impressive home. Whether you're looking to entertain, relax, or simply enjoy comfortable family living, this home has it all. Don't miss out on this perfect opportunity in Ocean Pines!
101 Lookout Point, Ocean Pines, MD 21811 is a 4 bedroom, 3 bathroom, 2,564 sqft single-family home built in 1990. It last sold for $555,000 on Jan 24, 2025 (3% below the $569,900 asking price). It is currently off market. The Trulia Estimate is $561,200, with a rent estimate of $2,747/month.

Home Details for 101 Lookout Point

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2564 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Natural Gas AvailableAppliances: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Refrigerator, Cooktop, Washer, Water Heater, Gas Water HeaterDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,Natural GasHas CoolingAir Conditioning: Central Air,Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)Flooring: Hardwood, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Ceramic Tile
View
Has a ViewView: Garden, Trees/Woods

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above Grade, Below Grade, OutbuildingFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Faces Front,Garage Door Opener,Attached,Driveway
Pool
Pool: Community
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2564 Square Feet

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary
Building
Building Name: None AvailableConstruction Materials: Vinyl Siding, Stick BuiltNot a New Construction
Property Information
Condition: Very GoodParcel Number: 2403040968

Price & Status

Price
List Price: $569,900
Status Change & Dates
Off Market Date: Fri Jan 24 2025Possession Timing: Negotiable

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: OCEAN PINESCommunity: Ocean Pines - Teal Bay
School Information
Elementary School: ShowellElementary School District: Worcester County Public SchoolsJr High / Middle School: Stephen DecaturJr High / Middle School District: Worcester County Public SchoolsHigh School: Stephen DecaturHigh School District: Worcester County Public Schools

Building

Building Area
Building Area: 2564 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Management, Road Maintenance, Reserve Funds, Snow RemovalHOA Name: OCEAN PINES ASSOCIATIONHas an HOAHOA Fee: $850/Annually

Lot Information

Lot Area: 7823 sqft

Listing Info

Special Conditions: Standard

Offer

Contingencies: Document Review, Home InspectionListing Agreement Type: Exclusive Right To SellListing Terms: Conventional, Cash, FHA, USDA Loan, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDWO2027000Above Grade Unfinished Area: 2564

Additional Information

HOA Amenities: Basketball Court,Beach Club,Clubhouse,Common Grounds,Gated,Golf Club,Golf Course,Golf Course Membership Available,Jogging Path,Marina/Marina Club,Indoor Pool,Pool,Pool Mem Avail,Racquetball,Recreation Facilities,Tot Lots/Playground
Last check for updates: about 19 hours ago
Listed by Bethany Drew, (410) 208-9200
Hileman Real Estate-Berlin
Bought with: Vicki Harmon, (410) 430-6616, Coldwell Banker Realty
Source: Bright MLS, MLS#MDWO2027000

Price and Tax history

DateEventPrice
Jan 24, 2025
Source: Bright MLS #MDWO2027000
Sold
$555,000
Dec 23, 2024
Source: Bright MLS #MDWO2027000
Pending
$569,900
Dec 4, 2024
Source: Bright MLS #MDWO2027000
Contingent
$569,900
Nov 25, 2024
Source: Bright MLS #MDWO2027000
Listed For Sale
$569,900
Jun 25, 2021
Source: N/A
Sold
$465,000

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
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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

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Apartments for Rent

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Ocean Pines, MD

Explore by feature - Garage

9 rentals with a garage in Ocean Pines, MD

Explore by feature - Air Conditioning

22 rentals with air conditioning in Ocean Pines, MD

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Homes for sale near 101 Lookout Point

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Off Market Homes Near 101 Lookout Point

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Frequently asked questions about 101 Lookout Point

  • What is 101 Lookout Point estimated to be worth?
    Trulia's estimated value for 101 Lookout Point in Ocean Pines, MD is $561,200.
  • What is the price history for 101 Lookout Point?
    101 Lookout Point in Ocean Pines, MD last sold for $555,000 in January 2025.
  • Is Ocean Pines a buyer's or seller's market?
    Ocean Pines is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Ocean Pines?
    The median sale price in Ocean Pines is $482K. That is up $13.5K from the prior month.
  • Does 101 Lookout Point have air conditioning?
    Yes, 101 Lookout Point in Ocean Pines, MD has air conditioning.
  • Does 101 Lookout Point have a pool?
    Yes, 101 Lookout Point in Ocean Pines, MD has a pool.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information