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FOR SALE

3D VIEW

0.29 ACRES

3733 Thomas Point Rd
Annapolis, MD 21403

5 Beds
4.5 Baths
5,082 sqft (on 0.29 acres)

$2,980,000

Est. Mortgage $17,129/mo*

Get Pre-Qualified

$2,980,000

Est. Mortgage $17,129/mo*

Get Pre-Qualified

5 Beds

4.5 Baths

5,082 sqft

(on 0.29 acres)

Local Information

Map ViewExplore the area around 3733 Thomas Point Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

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 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!

Home Highlights

Parking

2 Car Garage

Outdoor

Porch, Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$586

Listed

34 days ago

Home Details for 3733 Thomas Point Rd

Interior Features
Interior Details Number of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout Living Area: 5082 Square Feet
Appliances & Utilities Utilities: Fiber OpticAppliances: Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Oven, Double Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Tankless Water Heater, Water Treat System, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Forced Air,Heat Pump,Programmable Thermostat,PropaneHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Programmable Thermostat,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Hardwood, Ceramic Tile, Wood
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Ceramic Tile, Wood
View Has a ViewView: Creek/Stream, Bay, Panoramic, Scenic Vista, Water
Security Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features
Exterior Home Features Patio / Porch: Porch, PatioOther Structures: Above Grade, Below GradeExterior: Extensive Hardscape, LightingFoundation: Crawl SpaceNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Storage,Garage Faces Side,Garage Door Opener,Inside Entrance,Oversized,Attached,Driveway
Pool Pool: None
Frontage WaterfrontWaterfront: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/WakeboardOn Waterfront
Water & Sewer Sewer: Public SewerWater Body: Fishing Creek / Chesapeake Bay
Farm & Range Frontage Length: Water Frontage Ft: 93
Finished Area Finished Area (above surface): 5082 Square Feet

Days on Market
Days on Market: 34

Property Information
Year Built Year Built: 2005
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal,Colonial
Building Construction Materials: HardiPlank Type, Vinyl SidingNot a New Construction
Property Information Included in Sale: See Documents For Inclusions / ExclusionsParcel Number: 020257002988150

Price & Status
Price List Price: $2,980,000Price Per Sqft: $586
Status Change & Dates Possession Timing: Close Of Escrow

Active Status
MLS Status: ACTIVE

Media
See Virtual Tour

Location
Direction & Address City: ANNAPOLISCommunity: Oakwood
School Information Elementary School District: Anne Arundel County Public SchoolsJr High / Middle School District: Anne Arundel County Public SchoolsHigh School District: Anne Arundel County Public Schools

Agent Information
Listing Agent Listing ID: MDAA2148158

Building
Building Details Builder Model: Fishing Creek Waterfront
Building Area Building Area: 5082 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 0.29 acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Business
Business Information Ownership: Fee Simple

Miscellaneous
Mls Number: MDAA2148158Water ViewWater View: Creek/Stream, Bay, WaterAbove Grade Unfinished Area: 5082

Additional Information
Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Last check for updates: about 8 hours ago

Listing courtesy of Brad Kappel, (410) 279-9476

TTR Sotheby's International Realty, (410) 280-5600

Listing Team: Brad Kappel Team

Source: Bright MLS, MLS#MDAA2148158

Also Listed on Bright MLS.

Market trends in Annapolis

Last updated June 2026

Avg. sale price

$632K

$6.37KMoM

Sale-to-List Price

100.0%

Price per sq ft

$319

$6MoM

Available listings

357

21MoM

Price History for 3733 Thomas Point Rd

Date	Price	Event	Source
06/11/2026	$2,980,000	Listed For Sale	Bright MLS #MDAA2148158

05/05/1995	$405,000	Sold	N/A
Recording Date 05/05/1995 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$13,946
Assessment	$1,914,733

Home facts updated by county records

Comparable Sales for 3733 Thomas Point Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1507 Gordon Cove Dr, Annapolis, MD	0.23	Single-Family Home	$765,000	09/08/25	4	3	2,661
3736 Ramsgate Dr, Annapolis, MD	0.17	Single-Family Home	$3,995,000	12/01/25	5	5.5	4,127
3536 Saratoga Ave, Annapolis, MD	0.34	Single-Family Home	$975,000	09/17/25	4	3	2,368
3706 Thomas Point Rd, Annapolis, MD	0.22	Single-Family Home	$2,025,000	06/25/26	6	3.5	3,211
3718 Ramsgate Dr, Annapolis, MD	0.29	Single-Family Home	$1,900,000	07/08/26	3	3.5	3,417
1367 Cedar Ave, Annapolis, MD	0.69	Single-Family Home	$895,000	07/31/25	5	3.5	3,036
3403 Niagara Rd, Annapolis, MD	0.58	Single-Family Home	$1,550,000	09/12/25	4	3.5	3,520
3506 Rockway Ave, Annapolis, MD	0.44	Single-Family Home	$1,300,000	03/30/26	4	3.5	2,875
3447 Rockway Ave, Annapolis, MD	0.53	Single-Family Home	$865,882	11/19/25	4	2.5	2,671
3442 Rockway Ave, Annapolis, MD	0.50	Single-Family Home	$1,735,000	07/18/25	4	3.5	2,496

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Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
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Coldwell Banker Realty
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Est. $1,584,300
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Monument Sotheby's International Realty
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Est. $1,567,800
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Real Broker, LLC - Annapolis
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 3733 Thomas Point Rd.

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 Annapolis

At least 469 Trulia users voted on each feature.

93 % Say it's dog friendly
83 % Say car is needed
75 % Say there's holiday spirit
73 % Say parking is easy
73 % Say there are sidewalks
70 % Say yards are well-kept
68 % Say people would walk alone at night
68 % Say kids play outside
66 % Say streets are well-lit
65 % Say it's quiet
63 % Say there's wildlife
57 % Say it's walkable to restaurants
57 % Say neighbors are friendly
52 % Say they plan to stay for at least 5 years
49 % Say there are community events
48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Shannon Chatlos
Resident
7mo ago
"If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
0
Flag
Sylvie Bracke
Resident
1y ago
"It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
0
Flag
Erin
Resident
1y ago
"Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
0
Flag
Halljanie68
Resident
1y ago
"Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
0
Flag
Sheila Wilson
Resident
1y ago
"A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
0
Flag
Diana H.
Resident
1y ago
"I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
0
Flag
Paul Eric Watson
Resident
2y ago
"Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
5
Flag
Trulia User
Resident
3y ago
"Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
2
Flag
Trulia User
Resident
3y ago
"It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
2
Flag
Trulia User
Prev. Resident
3y ago
"It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
1
Flag
Trulia User
Resident
3y ago
"Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
0
Flag
Trulia User
Resident
3y ago
"Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
1
Flag
Trulia User
Resident
3y ago
"Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
4
Flag
Trulia User
Resident
3y ago
"This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
0
Flag
Trulia User
Resident
4y ago
"While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
0
Flag
Trulia User
Resident
4y ago
"Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
0
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Trulia User
Visitor
4y ago
"Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
0
Flag
Trulia User
Resident
5y ago
"Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
0
Flag
Trulia User
Resident
5y ago
"the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
0
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Singletonad
Resident
5y ago
"the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
0
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Keren_molina
Resident
5y ago
"Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
5
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Singletonad
Resident
5y ago
"There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
0
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Bgonos7
Resident
5y ago
"A lot of space to walk and nearby parks. Nice area and everyone is dog friendly for the most part. A lot of Neighbors have dogs "
0
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Raddisob07
Resident
5y ago
" N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
4
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Tery_hodges
Resident
6y ago
"I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
2
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Stephanie.ward0715
Resident
6y ago
"I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
0
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Raddisob07
Resident
6y ago
"None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
5
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Stella
Resident
6y ago
"Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
3
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Jennifer B.
Resident
6y ago
"It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
0
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Kwisniewski805
Resident
6y ago
"Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
0
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Cara M. E.
Resident
6y ago
"I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
1
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Beth S.
Resident
6y ago
"Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
0
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Linda D.
Visitor
6y ago
"I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
0
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Liza
Resident
6y ago
"The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
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Rodwellsantos6
Visitor
7y ago
"I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
0
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Jeffrey H.
Resident
7y ago
"Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
0
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jfh4k0
Resident
7y ago
"Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
2
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Nadja Maril
Resident
7y ago
"I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
1
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Markkimethanmolly
Resident
7y ago
"We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
0
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Debwill64
Resident
7y ago
"There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
0
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LGBTQ Local Legal Protections

Brad Kappel, TTR Sotheby's International Realty, (410) 280-5600

Agent Phone: (410) 279-9476

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

3733 Thomas Point Rd, Annapolis, MD 21403 is a 5 bedroom, 5 bathroom, 5,082 sqft single-family home built in 2005. This property is currently available for sale and was listed by Bright MLS on Jun 11, 2026. The MLS # for this home is MLS# MDAA2148158.

3733 Thomas Point Rd Annapolis, MD 21403

$2,980,000

$2,980,000

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3733 Thomas Point Rd
Annapolis, MD 21403