5 Upton Ct, Ocean Pines, MD 21811
Property image
Property image
OFF MARKET

5 Upton Ct
Ocean Pines, MD 21811

  • 3 Beds
  • 2.5 Baths
  • 1,500 sqft

$503,200

Trulia Estimate
as of Aug 20, 2026

$503,200

Trulia Estimate
as of Aug 20, 2026
  • 3 Beds
  • 2.5 Baths
  • 1,500 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
1,500 sqft
Price/Sqft
$335
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 5 Upton Ct.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This 1500 Sqft property is a 3 bedroom and 2.5 bath home located on a wooded lot in Ocean Pines. The home offers gas heat, central air, gas fireplace, screen porch and deck. There is also a 2-car garage, attic, and loft. Property is rented unfurnished. Pets are considered on a case-by case basis.
License# 4905

Tenant pays all utilities including water. Tenant is responsible for lawn care/upkeep.
5 Upton Ct, Ocean Pines, MD 21811 is a 3 bedroom, 3 bathroom, 1,500 sqft single-family home. It last sold for $261,250 on Jun 12, 2003 (9,948% above the $2,600 asking price). More recently, it was listed as a rental in December 2024 with an asking price of $2,600 per month. That rental listing was removed on February 5, 2025. It is currently off market. The Trulia Estimate is $503,200, with a rent estimate of $2,838/month.

Home Details for 5 Upton Ct

Interior Features

Heating & Cooling
Heating: FireplaceAir ConditioningCooling System: Central AirHeating Fuel: Fireplace
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 5 Upton Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
87 Boston Dr, Ocean Pines, MD
0.10
Single-Family Home
$355,000
10/31/25
3
2
1,232 sqft
810 Ocean Pkwy, Ocean Pines, MD
0.16
Single-Family Home
$360,000
06/25/26
3
2
1,783 sqft
6 Brandywine Dr, Ocean Pines, MD
0.18
Single-Family Home
$275,000
03/19/26
3
2
960 sqft
818 Ocean Pkwy, Ocean Pines, MD
0.16
Single-Family Home
$185,000
02/13/26
3
2
1,200 sqft
11531 Manklin Creek Rd, Ocean Pines, MD
0.23
Single-Family Home
$388,000
04/27/26
3
2
1,408 sqft
11 Cambridge Pl, Ocean Pines, MD
0.22
Single-Family Home
$399,000
10/31/25
3
2
1,408 sqft
18 Southwind Ct, Ocean Pines, MD
0.25
Single-Family Home
$350,000
02/03/26
3
2
1,374 sqft
130 Boston Dr, Ocean Pines, MD
0.23
Single-Family Home
$390,000
05/15/26
3
2
1,350 sqft
50 Cresthaven Dr, Ocean Pines, MD
0.29
Single-Family Home
$344,900
09/12/25
3
2
1,418 sqft
33 Liberty St, Ocean Pines, MD
0.28
Single-Family Home
$364,500
03/19/26
3
2
1,316 sqft

Nearby homes

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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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Feb 5, 2025
Source: Zillow Rentals
ListingRemoved
$2,600
Dec 28, 2024
Source: Zillow Rentals
Listed For Rent
$2,600
Dec 17, 2024
Source: Zillow Rentals
ListingRemoved
$2,600
Dec 10, 2024
Source: Zillow Rentals
Listed For Rent
$2,600
Dec 2, 2024
Source: Zillow Rentals
ListingRemoved
$2,600

Frequently asked questions about 5 Upton Ct

  • What is 5 Upton Ct estimated to be worth?
    Trulia's estimated value for 5 Upton Ct in Ocean Pines, MD is $503,200.
  • What is the price history for 5 Upton Ct?
    5 Upton Ct in Ocean Pines, MD last sold for $261,250 in June 2003.
  • 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 5 Upton Ct have air conditioning?
    Yes, 5 Upton Ct in Ocean Pines, MD has air conditioning.
  • Does 5 Upton Ct have laundry facilities?
    Yes, 5 Upton Ct in Ocean Pines, MD has in-unit laundry.

Homes for rent near 5 Upton Ct

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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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