$757,000 - $1,271,000
RENTED SEP 5, 2025

5313 Dennis Point Ln Shady Side, MD 20764

5 Beds
3.5 Baths
3,324 Sq Ft
$335 Price per Sq Ft

Last Sold September 28, 2020

Last sale price $1,000,000 $301 Per Sq Ft

Est. 11% increase in value since last sale

Current estimated payment $6,712/month

Highlights

  • 1,000 Feet of Waterfront
  • Sandy Beach
  • Bay View
  • Primary bedroom faces the bay
  • Fishing Allowed
  • 4.13 Acre Lot

About This Home

As of September 2025

Discover the rare opportunity to lease a fully furnished five-bedroom, three-and-a-half-bath waterfront home on exclusive Dennis Point in Shady Side—where Chesapeake Bay beauty meets refined coastal living. Surrounded by nearly 20 acres of private woodland preserve owned by the Dennis Point HOA, this exceptional property offers ultimate privacy, dramatic Bay views, and a true connection to nature.
Thoughtfully designed for comfort and style, the home features a gourmet kitchen, three main-level bedrooms, and a flexible studio space ideal for a private office, artist’s retreat, or wellness sanctuary. The expansive living room is framed by walls of glass, vaulted ceilings, and a wood-burning fireplace, seamlessly extending to a large screened-in porch that captures breathtaking water views and tranquil breezes.
Launch your kayak from the community beach, swim in the Bay, or explore nearby marinas, hiking trails, and fishing spots. A gourmet grocery store, tennis courts, and charming waterfront restaurants are all just minutes away, making this home the perfect blend of seclusion and convenience.
Whether you’re seeking a seasonal escape or a longer stay, Dennis Point offers a rare waterfront lifestyle
designed for relaxation, recreation, and effortless luxury. 37 Miles to Washington DC, 19 Miles to Annapolis MD., 43 Miles to Baltimore MD, 24 niles to Andrews Air force Base, 36 Miles to NSA. 1-2 year Lease preferred
(Rental Application Link)

Last Agent to Rent the Property

Gwin Hunt

(410) 280-5600 ghunt@ttrsir.com TTR Sotheby's International Realty Listed on: 07/25/2025

TTR Sotheby's International Realty

Co-Listed By

Betsy Dunigan

(443) 994-1239 bdunigan@ttrsir.com TTR Sotheby's International Realty License #520991

Last Renter's Agent

datacorrect BrightMLS

datacorrect@brightmls.com Non Subscribing Office

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,641

Year Built

  • Built in 1996 | Remodeled in 2015

Lot Details

  • 4.13 Acre Lot
  • 1,000 Feet of Waterfront
  • Home fronts navigable water
  • Property Fronts a Bay or Harbor
  • The property's road front is unimproved
  • Sandy Beach
  • East Facing Home
  • Private Lot
  • Secluded Lot
  • Level Lot
  • Partially Wooded Lot
  • Property is in excellent condition
  • Property is zoned R2

HOA Fees

  • $83 Monthly HOA Fees

Parking

  • Gravel Driveway

Property Views

  • Bay
  • Panoramic
  • Scenic Vista

Home Design

  • Contemporary Architecture
  • Studio

Interior Spaces

  • 3,324 Sq Ft Home
  • Property has 2 Levels
  • Open Floorplan
  • Built-In Features
  • Vaulted Ceiling
  • Ceiling Fan
  • Skylights
  • Recessed Lighting
  • Wood Burning Fireplace
  • Double Pane Windows
  • Window Treatments
  • Sliding Windows
  • Sliding Doors
  • Insulated Doors
  • Family Room
  • Combination Dining and Living Room
  • Office or Studio
  • Wood Flooring
  • Crawl Space
  • Fire and Smoke Detector

Kitchen

  • Breakfast Area or Nook
  • Eat-In Kitchen
  • Electric Oven or Range
  • Self-Cleaning Oven
  • Stove
  • Built-In Microwave
  • Ice Maker
  • Dishwasher
  • Kitchen Island
  • Disposal

Bedrooms and Bathrooms

  • Primary bedroom faces the bay
  • En-Suite Primary Bedroom
  • En-Suite Bathroom
  • Walk-In Closet
  • Soaking Tub
  • Solar Tube

Laundry

  • Laundry on main level
  • Electric Dryer
  • Front Loading Washer

Accessible Home Design

  • Halls are 36 inches wide or more

Eco-Friendly Details

  • Solar Water Heater
  • Cooling system powered by solar connected to the grid
  • Solar Heating System

Outdoor Features

  • Canoe or Kayak Water Access
  • Private Water Access
  • Property near a bay
  • Waterski or Wakeboard
  • Rip-Rap
  • Swimming Allowed
  • Screened Patio
  • Exterior Lighting
  • Outdoor Storage
  • Porch

Utilities

  • Zoned Heating and Cooling
  • Window Unit Cooling System
  • Heat Pump System
  • Vented Exhaust Fan
  • 220 Volts
  • Well
  • Bottled Gas Water Heater
  • Municipal Trash
  • Phone Available
  • Cable TV Available

Listing and Financial Details

  • Residential Lease
  • Security Deposit $5,000
  • Tenant pays for cable TV, electricity, exterior maintenance, gas, heat, hot water, HVAC maintenance, light bulbs/filters/fuses/alarm care, minor interior maintenance, trash removal, all utilities
  • The owner pays for association fees
  • Rent includes furnished, hoa/condo fee, linens/utensils, parking, water
  • No Smoking Allowed
  • 12-Month Min and 24-Month Max Lease Term
  • Available 9/1/25
  • Assessor Parcel Number 020700090085227

Community Details

Overview

  • Association fees include lawn care front
  • Dennis Point HOA
  • Dennis Point Subdivision

Amenities

  • Common Area

Recreation

  • Fishing Allowed

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,641

Year Built

Built in 1996 | Remodeled in 2015

Lot Details

0

HOA Fees

$83 per month

Rental Info

  • Date Available: 2025-09-01
  • Owner Pays: Association Fees
  • Pets: Case By Case Basis, Pet Addendum/Deposit
  • Pets Allowed: Yes
  • Rent Includes: Furnished, Hoa/Condo Fee, Linens/Utensils, Parking, Water
  • Security Deposit: 5000.00
  • Smoking Allowed Yn: No
  • Tenant Pays: Cable Tv, Electricity, Exterior Maintenance, Gas, Heat, Hot Water, Hvac Maintenance, Light Bulbs/Filters/Fuses/Alarm Care, Minor Interior Maintenance, Trash Removal, Utilities - All
  • Vacation Rental: No
  • Property Manager: No
  • Max Lease in Months: 24
  • Min Lease in Months: 12
  • Lease Link U R L: https://apply.link/-F9PIlU
  • Rent Spree Online Application: Yes

Listing Details

  • Property Type: Residential Lease
  • Structure Type: Detached
  • Architectural Style: Contemporary
  • Accessibility Features: 36"+ Wide Halls
  • Historic: No
  • New Construction: No
  • Story List: Main, Upper 1
  • Expected On Market: 7/25/2025 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1996
  • Year Renovated: 2015
  • Automatically Close On Close Date: Yes
  • Remarks Public: Discover the rare opportunity to lease a fully furnished five-bedroom, three-and-a-half-bath waterfront home on exclusive Dennis Point in Shady Side—where Chesapeake Bay beauty meets refined coastal living. Surrounded by nearly 20 acres of private woodland preserve owned by the Dennis Point HOA, this exceptional property offers ultimate privacy, dramatic Bay views, and a true connection to nature. Thoughtfully designed for comfort and style, the home features a gourmet kitchen, three main-level bedrooms, and a flexible studio space ideal for a private office, artist’s retreat, or wellness sanctuary. The expansive living room is framed by walls of glass, vaulted ceilings, and a wood-burning fireplace, seamlessly extending to a large screened-in porch that captures breathtaking water views and tranquil breezes. Launch your kayak from the community beach, swim in the Bay, or explore nearby marinas, hiking trails, and fishing spots. A gourmet grocery store, tennis courts, and charming waterfront restaurants are all just minutes away, making this home the perfect blend of seclusion and convenience. Whether you’re seeking a seasonal escape or a longer stay, Dennis Point offers a rare waterfront lifestyle designed for relaxation, recreation, and effortless luxury. 37 Miles to Washington DC, 19 Miles to Annapolis MD., 43 Miles to Baltimore MD, 24 niles to Andrews Air force Base, 36 Miles to NSA. 1-2 year Lease preferred https://apply.link/Hmt4Wy0 (Rental Application Link)
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Dryer - Electric, Exhaust Fan, Icemaker, Microwave, Oven - Self Cleaning, Oven - Single, Oven/Range - Electric, Stove, Washer - Front Loading, Water Heater - Solar
  • Flooring Type: Hardwood
  • Interior Amenities: Built-Ins, Ceiling Fan(s), Combination Dining/Living, Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Skylight(s), Solar Tube(s), Walk-In Closet(s), Window Treatments, Wood Floors, Breakfast Area, Primary Bedroom - Bay Front, Bathroom - Soaking Tub, Studio
  • Window Features: Double Pane, Skylights, Sliding
  • Fireplace Features: Wood
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Door Features: Insulated, Sliding Glass
  • Wall Ceiling Types: Vaulted Ceilings
  • Foundation Details: Crawl Space
  • Levels Count: 2
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Office, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom
  • Basement: No
  • Laundry Type: Main Floor, Has Laundry
  • Total Sq Ft: 3324
  • Living Area Sq Ft: 3324
  • Price Per Sq Ft: 1.50
  • Above Grade Finished Sq Ft: 3324
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 5313

Beds/Baths

  • Bedrooms: 5
  • Main Level Bedrooms: 3
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Main Level Bathrooms: 3.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 2
  • Upper Level Full Bathrooms: 1
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Office/Studio
  • Exterior Features: Exterior Lighting, Secure Storage
  • Road Surface Type: Unimproved
  • Spa: No
  • View: Bay, Panoramic, Scenic Vista, Water
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Private Access, Swimming Allowed, Waterski/Wakeboard
  • Water Access: Yes
  • Water Body Name: Chesapeake Bay
  • Water Body Type: Bay
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Water View: Yes
  • Water Frontage In Feet: 1000

Garage/Parking

  • Garage: No
  • Parking Features: Gravel Driveway
  • Type Of Parking: Driveway

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Ceiling Fan(s), Solar On Grid, Zoned, Window Unit(s)
  • Electric Service: 220 Volts
  • Heating Fuel: Electric, Solar
  • Heating Type: Heat Pump(s), Central
  • Heating: Yes
  • Hot Water: Bottled Gas, Propane
  • Security: Smoke Detector
  • Sewer/Septic System: Public Sewer
  • Utilities: Cable Tv Available, Electric Available, Phone Available, Sewer Available, Propane
  • Water Source: Well
  • Municipal Trash: Yes
  • Internet Services: Cable

Condo/Co-op/Association

  • HOA Fees: 1000.00
  • HOA Fee Frequency: Annually
  • Condo Co-Op Association: No
  • HOA Condo Co-Op Amenities: Common Grounds
  • HOA Condo Co-Op Fee Includes: Lawn Care Front
  • HOA Name: DENNIS POINT HOA
  • HOA: Yes
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District Key: 121140671932
  • School District Source: Listing Agent

Lot Info

  • Land Use Code: 011
  • Lot Features: Level, Partly Wooded, Private, Secluded
  • Lot Size Acres: 4.13
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 180047.00
  • Outdoor Living Structures: Screened, Porch(es)
  • Property Condition: Excellent
  • Zoning: R2

Tax Info

  • Assessor Parcel Number: 020700090085227
  • Close Date: 09/05/2025

Multi Family

  • Waterfront Features: Rip-Rap, Sandy Beach

MLS Schools

  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jul 2, 2020
Closed on
Sep 28, 2020
Sold by
Townsend Kathleen K
Bought by
Woodworth Erik and Meth Thomas
Seller's Agent
Terri Robinson
Long & Foster Real Estate, Inc.
Buyer's Agent
Carol King
Home Towne Real Estate
List Price
$1,100,000
Sold Price
$1,000,000
Premium/Discount to List
-$100,000
-9.09%
Current Estimated Value
$1,114,629

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$114,629
Avg. Annual Appreciation
2.19%
Original Mortgage
$520,950
Outstanding Balance
$463,357
Interest Rate
2.9%
Mortgage Type
New Conventional
Estimated Equity
$651,272

Purchase Details

Closed on
Oct 4, 2013
Sold by
The Thomas A Drafton Revocable Trust
Bought by
Townsend Kathleen Kennedy

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$400,000
Interest Rate
4.58%
Mortgage Type
New Conventional

Purchase Details

Closed on
Oct 3, 2012
Sold by
Daffron Thomas A
Bought by
Daffron Thomas A and Thomas A Affron Revocable Trus

Purchase Details

Closed on
Jul 17, 2002
Sold by
Goodman Nelson G
Bought by
Daffron Thomas A

Purchase Details

Closed on
Oct 29, 1999
Sold by
Goodman Nelson G
Bought by
Goodman Nelson G and Goodman Sue L
Source: Public Records

Range of Values:

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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Woodworth Erik $1,000,000 Mid Maryland Title Co Inc
Townsend Kathleen Kennedy $800,000 Hutton Patt Title & Esrow Ll
Daffron Thomas A -- None Available
Daffron Thomas A $765,000 --
Goodman Nelson G -- --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Woodworth Erik $520,950
Previous Owner Townsend Kathleen Kennedy $400,000
Closed Daffron Thomas A --
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/05/2025 09/05/25 Rented $5,000 0.0% --
08/29/2025 08/29/25 Under Contract -- -- --
07/25/2025 07/25/25 For Rent $5,000 0.0% --
09/28/2020 09/28/20 Sold $1,000,000 -9.1% $301 / Sq Ft
08/30/2020 08/30/20 Pending -- -- --
07/04/2020 07/04/20 For Sale $1,100,000 +10.0% $331 / Sq Ft
07/02/2020 07/02/20 Off Market $1,000,000 -- --
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,641 $804,133 -- --
2024 $8,641 $743,267 $0 $0
2023 $7,926 $682,400 $329,800 $352,600
2022 $7,401 $667,067 $0 $0
2021 $170 $651,733 $0 $0
2020 $5,965 $636,400 $329,800 $306,600
2019 $0 $606,833 $0 $0
2018 $5,853 $577,267 $0 $0
2017 $5,367 $547,700 $0 $0
2016 $170 $519,300 $0 $0
2015 $170 $490,900 $0 $0
2014 -- $462,500 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: MDAA2121634

Bright MLS

APN: 07-000-90085227