Do kids play outside in Princess Anne, MD?

As of early 2026, 93% of users say kids play outside

Is a car needed in Princess Anne, MD?

As of early 2026, 89% of users say car is needed

Is parking easy in Princess Anne, MD?

As of early 2026, 85% of users say parking is easy

Is Princess Anne, MD dog-friendly?

As of early 2026, 69% of users say it's dog friendly

Is Princess Anne, MD walkable to grocery stores?

As of early 2026, 65% of users say it's walkable to grocery stores

Are yards well-kept in Princess Anne, MD?

As of early 2026, 65% of users say yards are well-kept

Is Princess Anne, MD walkable to restaurants?

As of early 2026, 63% of users say it's walkable to restaurants

Does Princess Anne, MD have sidewalks?

As of early 2026, 56% of users say there are sidewalks

Are the streets well-lit in Princess Anne, MD?

As of early 2026, 55% of users say streets are well-lit

Is Princess Anne, MD quiet?

As of early 2026, 51% of users say it's quiet

Does Princess Anne, MD show holiday spirit?

As of early 2026, 48% of users say there's holiday spirit

Are neighbors friendly in Princess Anne, MD?

As of early 2026, 46% of users say neighbors are friendly

Is there wildlife in Princess Anne, MD?

As of early 2026, 45% of users say there's wildlife

Would people walk alone at night in Princess Anne, MD?

As of early 2026, 45% of users say people would walk alone at night

Do residents of Princess Anne, MD plan to stay at least 5 years?

As of early 2026, 44% of users say they plan to stay for at least 5 years

Are there community events in Princess Anne, MD?

As of early 2026, 19% of users say there are community events

What is the price history for PINE POLE Rd?

PINE POLE Rd in Princess Anne, MD last sold for $6,001,100 in March 2003.

Is Princess Anne a buyer's or seller's market?

Princess Anne is currently a seller's market, based on recent for-sale activity.

What do residents say about Princess Anne?

Residents describe Princess Anne, MD as easy to park in, dog-friendly, and walkable to grocery stores. See recently sold homes in Princess Anne, MD .

What are the closest schools to PINE POLE Rd?

The closest schools to PINE POLE Rd in Princess Anne, MD are Greenwood Elementary School (rated 2/10), Princess Anne Elementary School (Pre-K), Somerset 6/7 Intermediate School (rated 5/10).

How big is the lot at PINE POLE Rd?

The lot at PINE POLE Rd in Princess Anne, MD is about 112 acres .

OFF MARKET

$6,001,100

Last sold price

Studio

PINE POLE Rd, Princess Anne, MD 21853

Currently Off Market - Sold Mar 28, 2003 for $6,001,100

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
11477 Pine Pole Rd, Princess Anne, MD	1.06	Single-Family Home	$250,000	06/30/26	3	2	1,465
29550 Deal Island Rd, Princess Anne, MD	1.13	Single-Family Home	$143,000	05/29/26	3	2	2,298
11820 Drexwood Dr, Princess Anne, MD	1.54	Single-Family Home	$302,000	05/19/26	4	2.5	1,881
11950 Drexwood Dr, Princess Anne, MD	1.51	Single-Family Home	$99,990	06/12/26	3	2	934
11953 Drexwood Dr, Princess Anne, MD	1.54	Single-Family Home	$202,000	08/07/26	2	1	864
11983 Drexwood Dr, Princess Anne, MD	1.57	Single-Family Home	$202,000	03/20/26	3	1	864
29995 Indian Cottage Rd, Princess Anne, MD	1.59	Single-Family Home	$289,000	12/10/25	3	2	1,423
11956 Robyn Ln, Princess Anne, MD	1.67	Single-Family Home	$240,000	08/28/26	3	2	1,040
30050 Donnybrook Ln, Princess Anne, MD	1.70	Single-Family Home	$310,000	01/08/26	4	2.5	1,675
30039 Saint James Way, Princess Anne, MD	1.68	Single-Family Home	$155,100	08/14/26	2	1	864

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
Pine Pole Rd, Princess Anne, MD 21853	0.00	$1,000	-	-	-	Foreclosure
Mount Vernon Rd, Princess Anne, MD 21853	0.89	$1,000	-	-	-	Foreclosure
11477 Pine Pole Rd, Princess Anne, MD 21853	1.06	$250,000	3	2	1,465	Recently Sold
29728 Mount Vernon Rd, Princess Anne, MD 21853	1.13	$525,000	3	1.5	1,296	For Sale
29550 Deal Island Rd, Princess Anne, MD 21853	1.13	$143,000	3	2	2,298	Recently Sold
29792 Deal Island Rd, Princess Anne, MD 21853	1.31	$198,600	3	1	1,064	Off Market
Hayman, Princess Anne, MD 21853	1.44	$183,000	3	2	1,410	Off Market
11950 Drexwood Dr, Princess Anne, MD 21853	1.51	$185,000	3	2	934	For Sale
11900 Drexwood Dr, Princess Anne, MD 21853	1.51	$212,200	3	1	960	Off Market
11870 Drexwood Dr, Princess Anne, MD 21853	1.52	$256,700	3	2	1,440	Off Market
11856 Drexwood Dr, Princess Anne, MD 21853	1.52	$291,400	4	2	1,504	Off Market
11820 Drexwood Dr, Princess Anne, MD 21853	1.54	$302,000	4	2.5	1,881	Recently Sold

Local Information

Map ViewExplore the area around PINE POLE Rd.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

112 acres

About this House

This single-family home is located at PINE POLE Rd, Princess Anne, MD. PINE POLE Rd is in Princess Anne, MD and in ZIP code 21853. This property has a lot size of 112.00 acres.

PINE POLE Rd, Princess Anne, MD 21853 is a studio single-family home. It last sold for $6,001,100 on Mar 28, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,803/month.

Home Details for PINE POLE Rd

Property Information
Property Type / Style Property Type: Single Family Home

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 112.00 acres

Price and Tax history

Date	Event	Price
Mar 28, 2003 Source: N/A	Sold	$6,001,100

Year	Property tax	Tax assessment
2025	$311	$14,000

Additional Cost

Market trends in Princess Anne

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Princess Anne Elementary School
PK-1
Public
394 Students
Somerset County Public Schools
NA
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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 Princess Anne

At least 26 Trulia users voted on each feature.

93 % Say kids play outside
89 % Say car is needed
85 % Say parking is easy
69 % Say it's dog friendly
65 % Say it's walkable to grocery stores
65 % Say yards are well-kept
63 % Say it's walkable to restaurants
56 % Say there are sidewalks
55 % Say streets are well-lit
51 % Say it's quiet
48 % Say there's holiday spirit
46 % Say neighbors are friendly
45 % Say there's wildlife
45 % Say people would walk alone at night
44 % Say they plan to stay for at least 5 years
19 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Jelina M.
Resident
8y ago
"Dogs are very welcome in the neighborhood. Most of the neighbors have dogs. The neighborhood is very dog friendly and little to no traffic."
1
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Frequently asked questions about PINE POLE Rd

What is the price history for PINE POLE Rd?
PINE POLE Rd in Princess Anne, MD last sold for $6,001,100 in March 2003.
Is Princess Anne a buyer's or seller's market?
Princess Anne is currently a seller's market, based on recent for-sale activity.
What do residents say about Princess Anne?
Residents describe Princess Anne, MD as easy to park in, dog-friendly, and walkable to grocery stores. See recently sold homes in Princess Anne, MD.
What are the closest schools to PINE POLE Rd?
The closest schools to PINE POLE Rd in Princess Anne, MD are Greenwood Elementary School (rated 2/10), Princess Anne Elementary School (Pre-K), Somerset 6/7 Intermediate School (rated 5/10).
How big is the lot at PINE POLE Rd?
The lot at PINE POLE Rd in Princess Anne, MD is about 112 acres.