3733 Thomas Point Rd

Annapolis, MD 21403

$2,980,000
Price
5
Beds
5,082 Sq. Ft.
$586 / Sq. Ft.
5,082
Sq. Ft.
$586
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Open: 6/13 11:00AM - 01:00PMVirtual TourNew
Open: 6/13 11:00AM - 01:00PMVirtual TourNew
Welcome to 3733 Thomas Point Road
Private pier with boat lift
Fishing Creek, South River & the Bay
Sought-after community of Oakwood
Just a few blocks from Thomas Point Park
Coastal classic architecture
Spacious foyer
Light and bright with wall of windows
Family room with fireplace
Family room with water views
Dining area with kitchen and sunroom beyond
Great layout for entertaining
Dining area with water views
Gourmet kitchen
Gourmet Kitchen with island
Water views from every window
Sunroom with patio access
Views of Fishing Creek
Patio off the sunroom
Bonus main level room with murphy bed
Flexible space with adjacent full bath
Full bath
Upper level landing
Margaritaville!
Bar and full bath
Full bath
Enjoy as is or use as an in-law suite
Primary suite with high ceiling & lots of windows
Primary suite
Sitting area
Views of the water
Luxurious primary bath
Relax in the tub
Custom walk-in shower
Bedroom #2
Shared ensuite bath
Bedroom #3
Bedroom #4 or bonus space
Lush backyard
Multiple areas for entertaining
Expansive waterside patio with shorefront hammock
Enjoy the day on the water or on the hammock
93 feet of waterfrontage
Great location!
Welcome Home!
Open floor plan with water views

Description

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an...Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!
  1. Listed by Bradley R Kappel • TTR Sotheby's International Realty
    P: (410)-279-9476 brad.kappel@sothebysrealty.com

Property Details for 3733 Thomas Point Road

Tax ID Number
020257002988150
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Coastal, Colonial
Levels/Stories
2
Waterfront
Yes

Open Houses

Saturday, Jun 13th11:00 AM - 1:00 PM
PublicView contact
Sunday, Jun 14th1:00 PM - 3:00 PM
PublicView contact
LISTING UPDATED: 06/12/2026 09:39 AM

Property Details for 3733 Thomas Point Road

StatusActive
MLS #MDAA2148158
Days on Market2
Taxes$21,277 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2005
Lot Size0.29 AC / 12,540 SF
CountyAnne Arundel County
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Location

Listing Courtesy of TTR Sotheby's International Realty
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Building Information for 3733 Thomas Point Road

Stories2Year Built2005Building Size-Lot Size0.29 AC / 12,540 SF

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$16,623 per month

30 year fixed, 6.36% Interest

Principal and Interest

$14,850

Property Taxes

$1,773

HOA Dues

$0

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Property Information for 3733 Thomas Point Road

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: Listing Agent
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Fishing Creek/Chesapeake Bay
  • Water Body Type: Creek
  • Water Frontage In Feet: 93.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Hoist/Lift Electric, Multiple Slip
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Physical Dock/Slip Conveys
  • Slips Count: 3
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: Yes
  • Association Recreation Fee: $125
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $2,103,900
  • Year Assessed: 2026
  • County Tax: $20,851
  • Improvement Assessed Value: $1,442,900
  • Land Assessed Value: $661,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R2
  • Tax Lot: 5
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 3
  • # Bathrooms Full All Upper Levels: 3
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 5,082.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 5,082.00
  • Total SQFT: 5,082.00
  • Total SQFT Source: Assessor
  • Construction Materials: HardiPlank Type, Vinyl Siding
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8050/3345/0134/805033450134_512_384_WM_fbzm6q9NeuMCIvLQ.jpg
  • Wall and Ceiling Types: 2 Story Ceilings, 9'+ Ceilings, Vaulted Ceilings
  • Flooring Type: Hardwood, Ceramic Tile
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3
  • # Bathrooms Full: 4
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
  • Parcel ID: 15185429
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 2
  • Garage Features: Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Interior Features
Interior Features
  • Interior Features: Additional Stairway, Bar, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, Window Treatments, Wine Storage, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Oven - Wall, Oven - Double, Refrigerator, Stainless Steel Appliances, Washer, Water Conditioner - Owned, Water Heater - Tankless
  • Accessibility Features: None
  • Security Features: Carbon Monoxide Detector(s), Smoke Detector
  • Laundry Type: Upper Floor
  • Virtual Tour URL Unbranded: https://youtu.be/GXdYnORVgjI
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting
  • Outdoor Living Structures: Porch(es), Patio(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Programmable Thermostat
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump - Gas BackUp, Programmable Thermostat
  • Heating Fuel: Propane - Leased
  • Hot Water: Tankless, Electric, Propane
  • Water Source: Well
  • Sewer Septic: Public Sewer
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.bradkappel.com

Property History for 3733 Thomas Point Road

DateEvent & SourcePriceAppreciation
Jun 11, 2026

Listed (Active)

BRIGHT #MDAA2148158

$2,980,000—
DateEvent & SourcePrice
06/11/2026

Listed (Active)

BRIGHT #MDAA2148158

$2,980,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 3733 Thomas Point Road

Taxable ValueLand-Additions-Total-
Tax Record2025$13,946 ($1,162 / month)
Home Facts
Beds0Baths4.5Total Finished SqFt5,082 SqFtAbove Grade Finished SqFt5,082 SqFtStories2Lot Size12,540 SqFtStyleSingle Family ResidenceYear Built2005ZoningR2CountyANNE ARUNDELAPN02-570-02988150Fireplace TypeHas Fireplace

Schools near 3733 Thomas Point Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Hillsmere Elementary School
Public - PK to 5
Annapolis Middle School
Public - 6 to 8
Annapolis High School
Public - 9 to 12
Center Of Applied Technology-South
Public - 9 to 12
Rating
School
Distance
Hillsmere Elementary School
PublicPK to 5

Annapolis Middle School
Public6 to 8

Annapolis High School
Public9 to 12

Center Of Applied Technology-South
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 3733 Thomas Point Road, Annapolis, MD 21403

3733 Thomas Point Road is a single family home for sale in Annapolis, MD 21403. This property was listed for sale on June 11, 2026 by TTR Sotheby's International Realty, it's currently listed at $2,980,000. This listing's school district is Anne Arundel County Public Schools. Nearby schools include Hillsmere Elementary School, Annapolis Middle School and Annapolis High School. 3733 Thomas Point Road is a 5-bed, 5-bath, 5,082 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 06/12/2026 09:39 AM