27770 Leeward Dr, Salisbury, MD 21801
OFF MARKET

27770 Leeward Dr
Salisbury, MD 21801

  • 3 Beds
  • 2 Baths
  • 1,720 sqft (on 0.72 acres)

$349,400

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $2,066/mo*
Refinance Your Home

$349,400

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $2,066/mo*
Refinance Your Home
3 Beds
2 Baths
1,720 sqft
(on 0.72 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Beautifully remodeled 3 bedroom 2 bath spacious rancher located in the culdesac of a quite west side neighborhood. Home has many great features including both a living room & a large family room, formal dining room, fenced in back yard, new roof, blacktop driveway, in ground sprinkler system, large storage shed, a rear deck & a paver patio. The home also has tile floors in kitchen and in both bathrooms, a tiled shower, double sinks in master bedroom, separate utility room with walk in pantry, upgrade lights and fans, pellet stove and 3 year old appliances. This home shows very well and you will not be disappointed.Brokered And Advertised By: Vicky S WhiteheadListing Agent: Darron S Whitehead
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 27770 Leeward Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.72 acres

Price History for 27770 Leeward Dr

DatePriceEventSource
11/04/2011$198,000Sold
N/A
08/10/2011$198,000Listed For SaleAgent Provided
12/23/2008$201,000Sold
N/A
09/12/2007$175,000Sold
N/A
01/15/2003$134,500Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$2,089
Assessment$220,133
Home facts updated by county records

Comparable Sales for 27770 Leeward Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27243 Equestrian Dr, Salisbury, MD
0.30
Single-Family Home
$449,900
10/10/25
3
2.5
2,109
5926 Saddle Dr, Salisbury, MD
0.42
Single-Family Home
$400,000
06/18/25
3
2.5
2,029
27652 Belgian Way, Salisbury, MD
0.34
Single-Family Home
$505,000
02/13/26
3
2.5
2,360
27836 Clearwater Ct, Salisbury, MD
0.61
Single-Family Home
$315,000
08/25/25
3
2.5
1,458
27768 Crooked Oak Ln, Salisbury, MD
0.46
Single-Family Home
$349,990
04/30/26
4
2.5
2,215
27930 Pemberton Dr, Salisbury, MD
0.33
Single-Family Home
$350,000
05/30/25
4
2.5
1,760
27620 Appaloosa Dr, Salisbury, MD
0.36
Single-Family Home
$519,000
12/15/25
4
2.5
2,555
27640 Belgian Way, Salisbury, MD
0.33
Single-Family Home
$525,000
10/31/25
4
2.5
2,645
27890 Cross Creek Dr, Salisbury, MD
0.58
Single-Family Home
$410,000
07/07/25
4
2.5
2,800
6249 Oxbridge Dr, Salisbury, MD
1.03
Single-Family Home
$323,800
06/18/25
3
2
1,952

Assigned Schools

These are the assigned schools for 27770 Leeward Dr.
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 Salisbury

At least 424 Trulia users voted on each feature.

  • 84 % Say car is needed

  • 81 % Say parking is easy

  • 75 % Say yards are well-kept

  • 75 % Say it's dog friendly

  • 68 % Say there's holiday spirit

  • 62 % Say kids play outside

  • 58 % Say there are sidewalks

  • 53 % Say it's quiet

  • 47 % Say neighbors are friendly

  • 44 % Say streets are well-lit

  • 42 % Say there's wildlife

  • 41 % Say people would walk alone at night

  • 38 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to restaurants

  • 35 % Say it's walkable to grocery stores

  • 21 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Steven Harrison
    "Quite, no crime reports last year. Peaceful and safe for children to play. Dog owners respectful of others. Lawns and homes well kept."
    0
    Flag
  • Sharonroeble
    "Bike races and foot races. Monthly events on Friday including food and music. Cultural events at the college."
    0
    Flag
  • Nicole Alu-Parks
    "People do not pick up the dog poop frequently but most of the dogs are very sweet and all are on a leash. "
    4
    Flag
  • Trulia User
    "I believe the neighborhood has homeowners that have been living here for several generations. On the Westside of town, everyone knows everyone from grandparents. to grandkids"
    7
    Flag
  • Trulia User
    "I Everyone is very friendly and loves animals. If one of our animals gets loose, we immediately go online, and everyone gets together and tries to find them. A lot of animals have been returned to their owners because of that kindness of the people that live in Huntington Park. "
    3
    Flag
  • Trulia User
    "Lots of people walking dogs and picking up after them. Dogs are on leashes and not running loose. Friendly neighbors."
    0
    Flag
  • Trulia User
    "Very quiet neighborhood and safe for children. neighbors are very friendly and look out for each other. "
    3
    Flag
  • Trulia User
    "i don’t know i just go to work and go home it’s quiet for the most part i’ve also seen alot of kids around here so i guess if y’all have children i’d be fine "
    1
    Flag
  • Trulia User
    "The high crime rate and nothing too for the younger kid's to do, not many stores on this end the west and not many places too go "
    0
    Flag
  • Trulia User
    "neighborhood activities for kids during holidays, as well as contests for home decorating and community yardsales. for West Nithsdale at least"
    1
    Flag
  • TB
    "It’s a good neighborhood. And like most neighborhoods, there’s good parts and bad parts. Just do your research on where you want to live. "
    0
    Flag
  • Robin B.
    "I drive to and from everywhere I need to go. My commute is like 5 minutes. ................ what more can I say. My commute is not bad. I love it"
    7
    Flag
  • Supermegantotherescue
    "no sidewalks, no trash cans. dirt bikes and 4 wheelers in traffic and residential streets. some areas of the neighborhood are pretty rough. "
    10
    Flag
  • Robin E. J.
    "it's far enough out of the city to enjoy the quiet and relaxing neighborhood. Shopping centers and beaches are with in 30 minutes. There are local parks, restaurants nearby. Great housing within a 30 mile radius. "
    0
    Flag
  • Leif H.
    "There is a dog park a few miles down the road, not to mention Salisbury Park has great trails nearby."
    8
    Flag
  • Merri W.
    "There’s nothing to do for children from the ages of 11 to 19. The only thing there is to do is get in trouble. Salisbury does not care about its youth."
    10
    Flag
  • Brent W.
    "I feel safe in this neighborhood. Big adjustment from living in the mountains but it wasn’t so bad. Very close to some bad areas though. "
    12
    Flag
  • Neka0228
    "The school system is very good for my kids . They’re very many jobs as well . I lived here about two years and I liked it "
    0
    Flag
  • Donna P.
    "I have lived in his neighborhood for a few years now. I love that I'm close to the park and shopping. Also close to the byways and highways. Less than 30 minutes from Ocean City."
    5
    Flag
  • Daniel J.
    "I do not go to any community events. I'm not into the bar scene, movie theater is basic at best, and I'm not a university student. Part of Salisbury is college students, part is somewhat decent, and then part is just trashy crack head central! "
    0
    Flag
  • Wholeycow24
    "The Salisbury Park, Salisbury Zoo, and Civic Center have events all the time. Some are even free to the public. "
    5
    Flag
  • Stephen W.
    "There are walking trails and other people with dogs in the neighborhood. There is a wooded area where our dog runs and plays"
    3
    Flag
  • Lexi F.
    "there is absolutely positively no events in the neighborhood that are special. watch your nieghbors, theyll rob you too."
    3
    Flag
  • Trulia User
    "not far from everything and nice neighborhood, close to friends. love the area,nice yards,plenty of room "
    2
    Flag
  • Doris F.
    "There is a park and zoo in close range that does have a pet area where dogs are always welcomegreat place for dogs to romp and play to burn off some pent up energy"
    3
    Flag
  • A E.
    "My neighborhood has changed so much. what once was Mayberry is now Compton.. I cannot stand having to live in this hectic place. it is not what it used to be."
    3
    Flag
  • Deborah C.
    "Eden is a rural setting. Bull frogs get loud crickets chirp. Life is a slower pace but as for me and mine we are content. "
    0
    Flag
  • Mark P.
    "This is a quiet neighborhood. The area is close to the main shopping centers and only 30 minutes from the beach. "
    0
    Flag
  • Michele N
    "Quite,Lots of families ,close to a lot of shops ,Neighbors are friendly but stay to themselves ! Great place to talk an afternoon walk!"
    0
    Flag
  • Neil S.
    "My neighborhood is pretty decent. I feel safe enough considering how things can be these days. You really need a car however since shopping/stores too far to walk but a short in a car. "
    0
    Flag
  • Susan-cf
    "The neighborhood is friendly well maintained and safe. My husband grew up in Salisbury and he plans for us to retire there."
    0
    Flag
  • John M and Charlene Madritch
    "We are not residents of the city of Salisbury so we do not need to pay city taxes. We have very little traffic.Children can play safely outside. It's a quiet, friendly neighbourhood with a very low HOA."
    0
    Flag
  • Trulia User
    "I live close to my job and drive around town with no issues. Traffic can be heavy at times, but it’s manageable "
    2
    Flag
  • Nmalu530
    "I drive about an hour to work and am always late due to trucks, school buses and farm equipment. Not a fun commute"
    1
    Flag
  • Megan
    "many safe communities suitable to raise children, a lot of things to do such as a movie theater, trampoline park, sports center, playgrounds, a zoo, etc. abundant child care and decent schools."
    1
    Flag
  • Sjockiea
    "there are families in my neighborhood and the park and zoo are really close by. There are a lot of events for adults and social bars and places to go."
    0
    Flag
  • M.W
    "Not a bad neighborhood. The office staff are okay. Matinence is terrible and take forever to fix anything."
    0
    Flag
  • Ggardis
    "I live in an older neighbourhood. Access to public transportation is not easy. Neighborhoods are very spread out."
    0
    Flag
  • Trulia User
    "My daily commute to work is about 30 minutes. Commute to downtown about 10 minutes. Salisbury is a nice small town!!"
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 27770 Leeward Dr

Skip to last item
Skip to first item

Off Market Homes Near 27770 Leeward Dr

Skip to last item
Skip to first item

Homes for rent near 27770 Leeward Dr

Skip to last item
Skip to first item
27770 Leeward Dr, Salisbury, MD 21801 is a 3 bedroom, 2 bathroom, 1,720 sqft single-family home built in 1987. This property is not currently available for sale. 27770 Leeward Dr was last sold on Nov 4, 2011 for $198,000. The current Trulia Estimate for 27770 Leeward Dr is $349,400.