8259 Bayside Dr, Pasadena, MD 21122
Property image
Property image
OFF MARKET

$1,663,800

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 2,960 sqft (on 0.63 acres)

8259 Bayside Dr, Pasadena, MD 21122

Est. Refi. Payment $9,728/mo*
Refinance Your Home
Currently Off Market - Sold Jun 15, 2021 for $1,345,000

Home Value

Trulia Estimate
$1.66M
Since last month
$400 (0%)
Since last year
Increased$86K (+5.4%)
Since last sale
Increased$323K (+24%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$1.67M
August 2026$1.66M
July 2026$1.67M
June 2026$1.69M
May 2026$1.66M
April 2026$1.68M
March 2026$1.66M
February 2026$1.63M
January 2026$1.59M
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
0.15
Single-Family Home
$829,900
03/30/26
5
2.5
4,230
0.15
Single-Family Home
$1,100,000
10/02/25
4
3.5
3,430
0.39
Single-Family Home
$1,601,000
12/10/25
3
3
2,580
0.27
Single-Family Home
$536,000
04/09/26
3
1.5
1,040
0.90
Single-Family Home
$1,285,000
06/29/26
4
3.5
3,409
1.08
Single-Family Home
$1,525,000
04/27/26
4
3.5
3,450
0.62
Single-Family Home
$410,000
04/16/26
3
2
1,790
1.07
Single-Family Home
$1,240,000
10/07/25
5
3.5
4,500
1.13
Single-Family Home
$775,000
06/12/26
4
3
2,940
1.37
Single-Family Home
$670,000
08/10/26
5
3
2,288

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
0.13
$1,126,800
2
2.5
2,306
Off Market
0.15
$1,111,400
4
3.5
3,430
Off Market
0.15
$829,900
5
2.5
4,230
Recently Sold
0.24
$1,389,400
4
5
4,536
Off Market
0.27
$536,000
3
1.5
1,040
Recently Sold
0.39
$1,601,000
3
3
2,580
Recently Sold
0.42
$1,279,500
3
2.5
2,146
Off Market
0.41
$549,900
2
2
1,350
For Sale
0.46
$889,000
3
3
2,842
For Sale
0.50
$647,800
3
2
1,885
Off Market
0.52
$653,300
4
2
2,009
Off Market
0.52
$538,900
3
2
1,656
Off Market

Local Information

  • Map ViewExplore the area around 8259 Bayside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.63 acre lot
2,960 sqft
$562/sqft

About this House

Rich with history, this iconic home is situated perfectly for captivating, panoramic views of the Chesapeake Bay with 100' of frontage in a private setting and water views from nearly every single room of the home! The 1920's classic American foursquare has been thoughtfully and attentively expanded and improved in nearly every aspect. The open main level has a kitchen with custom, on-site, Amish crafted solid cherry cabinetry, gorgeous granite countertops and was expertly designed with timeless appeal. The kitchen is open to the great room with rosewood floors and a wall of windows to take in the sweeping views of the Bay. The solid cherry, Amish crafted cabinetry is incorporated into the main level powder room. The 2nd level has 4 bedrooms, with refinished hardwood floors, high ceilings, and a full bath. The expanded 3rd level is a spacious, private owner's suite with a luxurious bath, jetted tub, dual vanity, cabinetry wired for a coffee bar, and a large walk-in closet. Wake in the morning and enjoy your private 3rd level balcony overlooking the Bay and notable landmarks including the Chesapeake Bay bridge and the historic lighthouse now known as Baltimore Harbor light. The shoreline protection and private pier have been beautifully maintained and improved with stone bulkhead, rip rap, boat lift, (also wired for PWC lift) and has typical 4' depth. The large porch is the perfect place to entertain guests and dine alfresco. Carport with attached storage shed. Pinehurst offers a voluntary community association with boat ramp and waterfront community space. The quality and craftsmanship of this meticulously kept home and property is very difficult to find! From the authentic native stone found in the steps to the pier and pillared porch entrance, to the sparkling bits of glass in the exterior construction. This is a once in a lifetime opportunity you won't want to miss!
8259 Bayside Dr, Pasadena, MD 21122 is a 5 bedroom, 3 bathroom, 2,960 sqft single-family home built in 1920. It last sold for $1,345,000 on Jun 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,663,800, with a rent estimate of $3,668/month.

Home Details for 8259 Bayside Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Baseboard, Forced Air, Heat PumpAir ConditioningHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: OtherFoundation Type: Piers
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.63 acres

Price and Tax history

DateEventPrice
Jun 15, 2021
Source: N/A
Sold
$1,345,000
Apr 8, 2021
Source: Keller Williams #MDAA462954
Listed For Sale
$1,284,000
Nov 18, 2008
Source: N/A
Sold
$745,000
Aug 21, 2008
Source: Agent Provided
PriceChange
$799,000
Price decreased by 6%
Jun 24, 2008
Source: Agent Provided
PriceChange
$849,000
Price decreased by 6%

Market trends in Pasadena

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$458K
$17.5K
MoM
Sale-to-List Price
100.0%
Price per sq ft
$253
$1
MoM
Available listings
180
5
MoM

What Locals Say about Pasadena

At least 329 Trulia users voted on each feature.
  • 91 % Say car is needed

  • 91 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say parking is easy

  • 84 % Say there's holiday spirit

  • 73 % Say people would walk alone at night

  • 73 % Say kids play outside

  • 70 % Say it's quiet

  • 66 % Say there's wildlife

  • 59 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 52 % Say streets are well-lit

  • 49 % Say there are sidewalks

  • 48 % Say it's walkable to grocery stores

  • 36 % Say it's walkable to restaurants

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Pycpf66pvg
    "my kids can walk to school when they are old enough which is nice. elementary schools are good in this area"
  • Mom
    "Public transportation is not common. Most transportation is with your personal vehicle. Roads are not crowded"
  • David Burns
    "Thier is really no place to walk your dog the roads are very busy and not safe to be walking and I really don’t want dogs doing Thier business on my lawn "
  • kimbriggsllc
    "The community comes together to support each other. There are yearly events like Halloween parties, block parties, and a carnival."
  • Rachelgracia
    "Lots of people walk their dogs in the neighborhood and clean up well. There are cleanup stations throughout the area with trash bags and a can to put it in. "
  • Trulia User
    "Most people here have dogs. And they walked their dog around and that’s how we meet and become friends with one another."
  • Trulia User
    "it's ok and would recommend it for some people but it's definitely not for everyone it's got its ups and downs like most crime ridden neighborhoods "
  • Trulia User
    "Lot’s of sidewalks and grassy areas throughout the subdivision. Plenty of other dogs to get their attention. There are doggie bag stations along the sidewalks."
  • Trulia User
    "This area has great access to the highway system and is close to Annapolis, Baltimore,DC and BWI airport and Hospitals."
  • Trulia User
    "Great neighbors, quiet neighborhood, and a lot of sidewalks for exercise. Also enjoy the pools and parks in the nicer months."
  • Trulia User
    "Pool Halloween gym park walking trails Close to the shopping centers movie night party ymca food Football basketball"
  • Trulia User
    "Very kid and pet friendly. Schools are just not great anymore. Plenty of confederate flags. Very racist county. Statistics can back this up, especially in the schools."
  • Trulia User
    "I love my home in Boulevard park. I love to walk the neighborhood . Lots of nature and water views. Great neighbors and friendly atmosphere."
  • Ajlouis2010
    "I've lived in this neighborhood since 2016. it's pet friendly, has walking trails, friendly neighbors, and quiet overall. "
  • Dawn B.
    "I live on a dead end street and love not having through traffic. Everyone here are very friendly. People take walks.. talk in the street. "
  • Dawn B.
    "There is traffic during rush hour to and from work. Ritchie highway is congested but so is Mountain rd. "
  • Snblake7
    "great access to everything you need within 10-15 mile radius. not too much traffic in Pasadena, safe area to run as well. "
  • Keenealthea
    "For the most part it's a nice area. I just happened to be in a not so nice part of Pasadena. I'm in the Freetown area of Pasadena and I feel like it's definitely time to go "
  • Robyn L.
    "Santa Run, community days in the park, small elementary school, Thanksgiving parade, local businesses "
  • 71bridges
    "Water-oriented community where everyone looks out for each other. Safe and family oriented. Convenient to lots of larger attractions "
  • Shelley H.
    "It’s about 30-35 minutes each day one way to Annapolis going either Ritchie Hwy or 97. Close to highways"
  • Eric T.
    "The HOA does nothing, complain about the little stuff and do nothing about the town homes that are falling apart and make the neighborhood look bad. "
  • Pldvorak1
    "It sucks. I travel 45-50 min each way 5 days a wk. I moved here before I changed jobs so there’s nothing I can do about it "
  • E_carreras
    "Water access. Family friendly. Broad range of homes from starter to multi million Enjoy the neighborhood "
  • Shrudolf1
    "There is a dog park at Downs park. It’s less than 15 minutes away. There are multiple pet stores and vet offices in the area. Most people walk their dogs and clean up after them. I would definitely recommend this area as a dog friendly area. "
  • Chandra B.
    "This is a great neighborhood where everyone watches out for everyone else. We love being next to the water and enjoying all the parks."
  • Msmith471
    "This area of Pasadena has become not so safe to live in. Drugs are all over the place and you never know what street is going to be affected. "
  • Masterken1989
    "It’s a decent area to start a family but I wouldn’t stay in green haven once the kids start school. Schools suck. lol "
  • Jlvavra0
    "Boating and Maryland crab culture is strong around here. A lot of people are into the marine life because we’re surrounded by the bay."
  • Shrudolf1
    "It’s a friendly community with lots to do. Most schools are brand new. Easily accessible to major highways. "
  • Chris p.
    "Lake shore is a good neighborhood, but there are no dog parks in the neighborhood. Also there is a lot of teenage kids roaming the neighborhood blasting inappropriate rap that has a lot of fowl language. I also don’t enjoy them shouting late at night when there are other people trying to sleep or relax, I walk around the neighborhood with my dog and smell drugs that these TEENAGE kids are smoking. Over all some parts of lake shore is good but not all"
  • anonymousmaryland
    "I often see dog owners walking their dogs. Downs Park has a very nice clean public dog beach. However, Pasadena lacks a public dog park but that’s okay."
  • anonymousmaryland
    "There are some great elementary schools, lovely churches, safe neighborhoods, Friendly Neighbors. There’s tons of things just a short drive away. Pasadena is a great place to raise a family."
  • Lorealmarie0408
    "dogs walking all the time. poop stations around neighborhood.........................................."
  • Erikmweber2002
    "Lakeshore is a very nice town that loves Christmas but lacks Sidewalks and needs more dog parks. Some stuff is in walking distance but otherwise you need a car to get around"
  • Ozark81259
    "We have community events for the children for all holidays. everyone gets involved in the festivities."

LGBTQ Local Legal Protections

Frequently asked questions about 8259 Bayside Dr

  • What is 8259 Bayside Dr estimated to be worth?
    Trulia's estimated value for 8259 Bayside Dr in Pasadena, MD is $1,663,800.
  • What is the price history for 8259 Bayside Dr?
    8259 Bayside Dr in Pasadena, MD last sold for $1,345,000 in June 2021.
  • Is Pasadena a buyer's or seller's market?
    Pasadena is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Pasadena?
    The median sale price in Pasadena is $458K. That is up $17.5K from the prior month.
  • Does 8259 Bayside Dr have laundry facilities?
    Yes, 8259 Bayside Dr in Pasadena, MD has laundry facilities.
  • How big is the lot at 8259 Bayside Dr?
    The lot at 8259 Bayside Dr in Pasadena, MD is about 0.63 acres (27,442 sq ft).

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