For sale

$1,595,000

Est. $10,201/mo —

•

3,633

sq ft

5227 Brooks Rd, Woolford, MD 21677

About this home

Fabulous waterfront home with modern flair and a stunning indoor pool, ideally located in McKeil Point, offering effortless one-level living and an open floor plan designed to capture spectacular, unobstructed water views from nearly every room. The thoughtfully designed split-bedroom layout ensures privacy, featuring a serene primary suite with direct access to the indoor pool, a luxurious bath, and a private waterside deck. The spacious kitchen includes a center island with bar seating and flows seamlessly into a separate dining room, perfect for entertaining. A light-filled family room opens to both the indoor pool and expansive waterside deck, creating the ultimate indoor-outdoor lifestyle. Set on over 6 acres along scenic Fishing Creek, the property boasts a rip-rapped shoreline, private pier and boardwalk, abundant wildlife, and a two-car side-loading garage, offering a rare blend of tranquility, space, and waterfront living at its finest with the advantage as a valued vacation rental destination.

Single-familyProperty Type

1996Year Built

6.2 acresLot Size

$439Price/Sq.Ft.

2 car garageParking

Listed by Raymond Staats • Benson & Mangold, LLC

•410-822-6665 (broker)

•info@bensonandmangold.com (broker)

Listing updated: Oct 12, 2026 at 01:07pm

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDDO2012022

Payment calculator

$10,201 per month

Principal and interest$8,922

Property taxes

$854

HOA dues

Home insurance

$425

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Nearby open houses (1)

Around this home

Schools

K - 12
Preschool & daycare

South Dorchester School

Public PreK-8 • Assigned • 9.9mi

8/10

Cambridge-South Dorchester High School

Public 9-12 • Assigned • 7.1mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

5227 Brooks Rd · $1,595,000

Strong offer

$1.55M and above

75% chance or better to win

Why $1.55M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 95 days.

SALE-TO-LIST

Most homes are selling 4% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Soaking tub
Walk-in shower in bathroom
Ceiling fans
Crown moldings
Open floor plan
Kitchen island
Master bath(s)
Master bedroom with bay front
Recessed lighting
Skylights
Walk-in closet(s)
Wood floors
Family room off kitchen
Entry level bedroom

Bedrooms
Four main-level bedrooms
Rooms include: Master Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4

Bathrooms
Two full bathrooms
One half bathroom (main level)

Kitchen
Kitchen with island

Laundry & utility
Laundry room

Flooring
Wood floors

Heating & cooling
Heat pump(s)
Central air
Ceiling fans
Hot water: bottled gas

Sale and tax history for 5227 Brooks Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDDO2012022

Oct 11, 2026

Price Changed

$1,595,000

$439/sq ft

Apr 14, 2026

Listed

$1,795,000

$494/sq ft

BRIGHTMLS #MDDO2007958

May 2, 2025

Rental Removed

$5,750

$2/sq ft

Feb 12, 2025

Price Changed

$5,750

$2/sq ft

Nov 15, 2024

Price Changed

$7,000

$2/sq ft

Aug 22, 2024

Listed for Rent

$5,750

$2/sq ft

BRIGHT MLS #MDDO2002152

May 19, 2022

Sold

$1,100,000

$303/sq ft

May 2, 2022

Pending

—

Apr 5, 2022

Contingent

—

Apr 2, 2022

Listed

$985,000

$271/sq ft

+34

Simply Sublime! Fabulous waterfront home with modern flair and indoor pool! Located in McKeil Point home boasts one level living with open floor plan showcasing spectacular unobstructed water views from every room. 4 bedroom, 2.5 bath home with hardwood floors throughout, spacious kitchen with island, indoor heated pool. Private Primary suite with luxurious primary bath. Property has new rip rap shoreline with pier and board walk, waterside deck, 2 car garage. Private setting on 6 + acres on Fishing Creek. $250 annual fee to Dorchester Sanitary District Commission.

BRIGHT MLS #1000481378

Jul 20, 2018

Listing Removed

—

May 3, 2018

Listed

$749,000

$206/sq ft

BRIGHT MLS #1001676429

Jul 1, 2016

Sold

$605,000

$167/sq ft

MRIS #DO9653101

Jul 1, 2016

Delisted

—

Jul 1, 2016

Sold

$605,000

$167/sq ft

May 17, 2016

Pending

—

May 10, 2016

Listed

$179/sq ft

Public Records

Dec 27, 2001

Sold

$365,000

$100/sq ft

Public Records

May 2, 1991

Sold

$150,000

$41/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$10,303 (+48.1%)

$306,600 + $728,600

$1,035,200

2023

$6,959 (+1.7%)

2022

$6,841 (+1.8%)

$256,600 + $363,800

$620,400

2021

$6,723 (+1.8%)

2020

$6,605 (+0.8%)

2019

$6,550 (+0.8%)

$269,200 + $319,400

$588,600

2018

$6,496 (+3.2%)

2017

$6,291 (+33.8%)

$269,200 + $304,600

$573,800

2015

$4,703 (+4.4%)

2014

$4,506 (+4.6%)

2013

$4,308 (+6.4%)

2012

$4,050 (−31.8%)

2011

$5,935

2010

$5,935

2009

$5,935

Public record

Public record
Zoning

Beds

—

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

6.2 Acres

Year renovated

—

Finished Sq. Ft.

3,633

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,633

Year built

1996

Style

Single Family Residential

County

Dorchester County

APN

16 005827

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 12, 2026.

Rural Residential District

The Rural Residential District is established to encourage and concentrate low- to medium-density residential development in limited areas of the county, near existing towns or in development corridors where public services can be efficiently provided, thereby helping to preserve Resource Conservation and Agricultural Conservation Districts. Rural Residential Districts are not to be served by public community water or sewer systems.

Permitted uses

Include but are not limited to:

Livestock production
Housing-Single unit
Housing-Student
Bed & breakfast
Public service
Recreation
Communications tower
Agriculture-Cropland
Park & open space
Timberland

Climate risks

10/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 104° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Woolford, MD • 21677

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

99/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

11.4 hrs

7.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 5227 Brooks Rd

$1,452,607

$142K under list price of $1.60M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $375K to $1.6M.

SOLD SEP 15, 2026
$1,300,000 Last sold price
4 beds4 baths3,661 sq ft
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larger lot
9 years newer
SOLD FEB 6, 2026
$1,100,000 Last sold price
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$93/sq ft
smaller lot
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SOLD JUL 2, 2026
$377,500 Last sold price
4 beds2.5 baths3,146 sq ft
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$319/sq ft
smaller lot
27 years newer
SOLD JUL 16, 2026
150 Regulator Dr N, Cambridge, MD 21613
$375,000 Last sold price
4 beds2.5 baths2,324 sq ft
150 Regulator Dr N, Cambridge, MD 21613
$278/sq ft
smaller lot
23 years newer
SOLD AUG 10, 2026
$1,650,000 Last sold price
7 beds6 baths5,920 sq ft
5202 Heron Rd, Cambridge, MD 21613
$160/sq ft
smaller lot
6 years older
SOLD AUG 31, 2026
$445,000 Last sold price
4 beds2.5 baths2,426 sq ft
1911 Dailsville Rd, Cambridge, MD 21613
$256/sq ft
smaller lot
6 years newer

Rental earnings

Est. $3,541 per month, based on comparable rentals

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(410) 775-5140

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (1)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 5227 Brooks Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 5227 Brooks Rd

Early Access listings

Nearby similar homes

New listings for sale in 21677

More real estate resources