29 Gloucester Rd, Ocean Pines, MD 21811
OFF MARKET

$423,300

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 1,796 sqft

29 Gloucester Rd, Ocean Pines, MD 21811

Refinance Your Home
Currently Off Market - Sold Dec 11, 2001 for $158,000

Home Value

Trulia Estimate
$423K
Since last month
Decreased$4K (-0.9%)
Since last year
Decreased$13K (-3%)
Since last sale
Increased$266K (+168.1%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$424K
August 2026$423K
July 2026$427K
June 2026$433K
May 2026$429K
April 2026$428K
March 2026$431K
February 2026$425K
January 2026$422K
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
818 Ocean Pkwy, Ocean Pines, MD
0.16
Single-Family Home
$185,000
02/13/26
3
2
1,200
810 Ocean Pkwy, Ocean Pines, MD
0.12
Single-Family Home
$360,000
06/25/26
3
2
1,783
87 Boston Dr, Ocean Pines, MD
0.12
Single-Family Home
$355,000
10/31/25
3
2
1,232
20 Brandywine Dr, Ocean Pines, MD
0.15
Single-Family Home
$440,000
05/08/26
4
2.5
1,666
18 Southwind Ct, Ocean Pines, MD
0.13
Single-Family Home
$334,000
08/21/26
3
2
1,374
37 Watertown Rd, Ocean Pines, MD
0.26
Single-Family Home
$375,000
08/10/26
4
2.5
1,630
4 Oxford Ct, Ocean Pines, MD
0.19
Single-Family Home
$639,900
08/14/26
3
2.5
1,644
23 Concord Ln, Berlin, MD
0.22
Single-Family Home
$530,000
07/20/26
4
3
1,895
6 Brandywine Dr, Ocean Pines, MD
0.09
Single-Family Home
$275,000
03/19/26
3
2
960
757 Ocean Pkwy, Ocean Pines, MD
0.22
Single-Family Home
$280,000
01/15/26
3
1.5
1,104

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
797 Ocean Pkwy, Ocean Pines, MD 21811
0.04
$334,300
3
2
1,126
Off Market
787 Ocean Pkwy, Ocean Pines, MD 21811
0.03
$357,500
3
2
1,056
Off Market
794 Ocean Pkwy, Ocean Pines, MD 21811
0.06
$248,200
-
-
-
Off Market
786 Ocean Pkwy, Ocean Pines, MD 21811
0.07
$436,900
3
2
1,849
Off Market
6 Brandywine Dr, Ocean Pines, MD 21811
0.09
$275,000
3
2
960
Recently Sold
1 Avon Ct, Ocean Pines, MD 21811
0.07
$328,100
3
2
832
Off Market
13 Southwind Ct, Ocean Pines, MD 21811
0.10
$455,400
3
2
1,600
Off Market
808 Ocean Pkwy, Ocean Pines, MD 21811
0.11
$480,500
4
3
1,980
Off Market
776 Ocean Pkwy, Ocean Pines, MD 21811
0.11
$421,300
3
2
1,530
Off Market
7 Brandywine Dr, Ocean Pines, MD 21811
0.12
$435,000
3
2
1,804
Recently Sold
10 Avon Ct, Ocean Pines, MD 21811
0.09
$546,800
4
2.5
2,541
Off Market
14 Brandywine Dr, Ocean Pines, MD 21811
0.13
$390,900
3
2.5
1,458
Off Market

Local Information

  • Map ViewExplore the area around 29 Gloucester Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1996
1,796 sqft
$236/sqft
Garage

About this House

Extreme price reduction! Home inspected by Housemaster. Ask for report. 2 story 3 Br 3.5 Full Ba Contemporary style home w/cathedral ceilings. Eat in kitchen with sunroom. Back yard has private park-like setting. Formal dining room, fireplace, 3 lg bedrooms w/private bathrooms and a bonus room. Loads of storage. Deck and Patio for entertaining.
29 Gloucester Rd, Ocean Pines, MD 21811 is a 3 bedroom, 4 bathroom, 1,796 sqft single-family home built in 1996. It last sold for $158,000 on Dec 11, 2001. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $423,300, with a rent estimate of $2,697/month.

Home Details for 29 Gloucester Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Mar 20, 2010
Source: Agent Provided
ListingRemoved
$225,000
Feb 20, 2010
Source: Agent Provided
PriceChange
$225,000
Price decreased by 10%
Jan 14, 2010
Source: Agent Provided
Listed For Sale
$249,900
Dec 19, 2009
Source: Agent Provided
ListingRemoved
$269,900
Aug 31, 2009
Source: Agent Provided
PriceChange
$269,900
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

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

Frequently asked questions about 29 Gloucester Rd

  • What is 29 Gloucester Rd estimated to be worth?
    Trulia's estimated value for 29 Gloucester Rd in Ocean Pines, MD is $423,300.
  • What is the price history for 29 Gloucester Rd?
    29 Gloucester Rd in Ocean Pines, MD last sold for $158,000 in December 2001.
  • 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.
  • How big is the lot at 29 Gloucester Rd?
    The lot at 29 Gloucester Rd in Ocean Pines, MD is about 0.18 acres (7,840 sq ft).
  • Does 29 Gloucester Rd have a garage?
    Yes, 29 Gloucester Rd in Ocean Pines, MD has a garage.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

29 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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Off Market Homes Near 29 Gloucester Rd

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