5005 Cherry Point Rd
Woolford, MD 21677
3 Beds
3 Baths
3,176 sqft (on 4.77 acres)
$818,600
as of Jul 30, 2026
$818,600
as of Jul 30, 2026
3 Beds
3 Baths
3,176 sqft
(on 4.77 acres)
Local Information
- Map ViewExplore the area around 5005 Cherry Point Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1991
Lot Size
4.77 acres
Living Area
3,176 sqft
Price/Sqft
$258
Parking
Garage
About this House
4.77 acre waterfront estate with deep water dock in a navigable cove. Water views from all the rooms. Located in McKeil Pointe. 2 boat lifts with electric service and fresh water. There are numerous skylights and large bright rooms. Upstairs suite and full bath. Outstanding waterfront full time or vacation home.
5005 Cherry Point Rd, Woolford, MD 21677 is a 3 bedroom, 3 bathroom, 3,176 sqft single-family home built in 1991. It last sold for $435,000 on May 8, 2017. It is currently off market. The Trulia Estimate is $818,600, with a rent estimate of $4,088/month.
Home Details for 5005 Cherry Point Rd
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Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: OtherHeating Fuel: Heat Pump |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Types of Rooms: Breakfast Nook, Dining RoomWet Bar |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltDeckExterior: WoodFoundation Type: Piers |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1991 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Units in Building: 1 |
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Lot Area: 4.77 acres |
Price History for 5005 Cherry Point Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/08/2017 | $435,000 | Sold | N/A |
| 03/29/2017 | $479,000 | PendingToActive | Agent Provided |
| 03/29/2017 | $479,000 | Pending | Agent Provided |
| 03/14/2017 | $479,000 | PendingToActive | Agent Provided |
| 02/24/2017 | $479,000 | Pending | Agent Provided |
| 10/21/2016 | $479,000 | PriceChange | Agent Provided |
| 08/16/2016 | $499,000 | PriceChange | Agent Provided |
| 07/01/2016 | $529,000 | PriceChange | Agent Provided |
| 05/12/2016 | $549,000 | PriceChange | Agent Provided |
| 11/05/2015 | $559,000 | PriceChange | Agent Provided |
| 08/27/2015 | $579,000 | PriceChange | Agent Provided |
| 07/11/2015 | $599,000 | PriceChange | Agent Provided |
| 05/05/2015 | $629,000 | PriceChange | Agent Provided |
| 07/30/2014 | $659,000 | PriceChange | Agent Provided |
| 04/19/2014 | $675,000 | Listed For Sale | Agent Provided |
| 10/24/2013 | $750,000 | ListingRemoved | Agent Provided |
| 10/19/2013 | $750,000 | Listed For Sale | Agent Provided |
| 01/10/1995 | $320,000 | Sold | N/A |
Market trends in Woolford
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
6
1MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,767 |
| Assessment | $608,867 |
Home facts updated by county records
Comparable Sales for 5005 Cherry Point Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.99 | Single-Family Home | $420,000 | 06/22/26 | 3 | 2.5 | 2,256 | |
0.94 | Single-Family Home | $1,020,000 | 09/19/25 | 3 | 3 | 2,502 | |
0.28 | Single-Family Home | $600,000 | 11/04/25 | 2 | 2,928 | ||
0.21 | Single-Family Home | $750,000 | 11/04/25 | 2 | 3,856 | ||
0.66 | Single-Family Home | $1,290,000 | 12/01/25 | 4 | 3 | 4,445 | |
1.17 | Single-Family Home | $770,000 | 06/18/26 | 4 | 3 | 2,900 | |
0.88 | Single-Family Home | $280,000 | 08/25/25 | 3 | 2 | 1,684 | |
1.34 | Single-Family Home | $465,900 | 01/28/26 | 4 | 2.5 | 1,890 | |
1.18 | Single-Family Home | $325,000 | 01/30/26 | 3 | 2 | 1,680 | |
1.43 | Single-Family Home | $825,000 | 08/07/25 | 4 | 2.5 | 2,327 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDDEC 1, 2025Benson & Mangold, LLC
OFF MARKETTTR Sotheby's International Realty
FOR SALE
3D VIEW8.5 ACRESColdwell Banker Realty
OFF MARKETEastern Shore Real Estate, LLC
FOR SALE3D VIEW0.89 ACRESTTR Sotheby's International Realty
Assigned Schools
These are the assigned schools for 5005 Cherry Point Rd.
- Cambridge-South Dorchester High School
- 9-12
- Public
- 811 Students
2/10GreatSchools RatingParent Rating AverageI love this school and everything in it!!!Student Review8mo ago - South Dorchester School
- PK-8
- Public
- 230 Students
10/10GreatSchools RatingParent Rating AverageI went to this school growing up a while ago, and I can tell you, they were truly the halcyon days of my youth. Amazing personalized attention, wonderful teachers who deeply care about each and every student, a warm administration who is on the ball, and parental involvement is at staggering levels. It was a bit of a culture shock when I got to CSDHS to see that SDS isn't how all schools function. The Gifted and Talented Program, although quite small, was extremely supportive of my interests and my creativity. Some of the projects I did there, I was even able to refer back to in college! Talk about great hands-on learning. This school is one of the true gems on the Eastern Shore, and I credit a huge amount of my positive, happy upbringing to the experiences I had at SDS.Other Review12y ago 
Check out schools near 5005 Cherry Point Rd.
What Locals Say about Woolford
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Apartments for Rent
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Homes for sale near 5005 Cherry Point Rd
COMING SOON 8/166.01 ACRESEastern Shore Real Estate, LLC- 0.89 ACRESTTR Sotheby's International Realty
2.38 ACRESWashington Fine Properties, LLC
3.39 ACRESStafford-Stafford Real Estate
23.79 ACRESSharon Real Estate P.C.
See more homes for sale inWoolford
Off Market Homes Near 5005 Cherry Point Rd
SOLDJUL 28, 2026Sharon Real Estate P.C.
SOLDJUL 13, 2026Meredith Fine Properties
SOLDJUL 2, 2026Keller Williams Select Realtors of Cambridge
SOLDJUN 22, 2026Coldwell Banker Realty
SOLDJUN 18, 2026Benson & Mangold, LLC
SOLDJUN 4, 2026
SOLDMAY 27, 2026Springer Realty Group
SOLDJAN 28, 2026Keller Williams Realty- See more homes for sale inWoolford
