3733 Thomas Point Rd, Annapolis, MD 21403
Property image
Property image
FOR SALE
3D VIEW
0.29 ACRES

$2,685,000

Original price: $2,980,000
  • 5 Beds
  • 4.5 Baths
  • 5,082 sqft (on 0.29 acres)

3733 Thomas Point Rd, Annapolis, MD 21403

Est. Mortgage $15,554/mo*
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Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
Price/Sqft
$528
Listed
80 days ago
Climate Control
Forced Air, Heat Pump & Central Air, Ceiling Fans

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

About this House

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!
Last check for updates: about 10 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.

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: 80

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: $2,685,000Price Per Sqft: $528
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: ACTIVE

Media

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

Around this home

What Locals Say about Annapolis

At least 470 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

  • 51 % 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.
  • Trulia User
    "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
    0
    Flag
  • Shannon Chatlos
    "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
    "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
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
    0
    Flag
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
    0
    Flag
  • Sheila Wilson
    "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.
    "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
    "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
    "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
    "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
    "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
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
    0
    Flag
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
    1
    Flag
  • Trulia User
    "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
    "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
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
    0
    Flag
  • Trulia User
    "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
    0
    Flag
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
    0
    Flag
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
    0
    Flag
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
    0
    Flag
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
    0
    Flag
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
    5
    Flag
  • Singletonad
    "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
    Flag
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
    4
    Flag
  • Tery_hodges
    "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
    Flag
  • Stephanie.ward0715
    "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
    Flag
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
    5
    Flag
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
    3
    Flag
  • Jennifer B.
    "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
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • Cara M. E.
    "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
    Flag
  • Beth S.
    "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
    Flag
  • Linda D.
    "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
    Flag
  • Liza
    "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."
    0
    Flag
  • Rodwellsantos6
    "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.
    "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
    Flag
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
    2
    Flag
  • Nadja Maril
    "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
    Flag
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
    0
    Flag
  • Debwill64
    "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
    Flag

Market trends in Annapolis

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$646K
$11.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$326
$7MoM
Available listings
355
3MoM

Home Value

Trulia Estimate
$2.53M
Since last month
Decreased$27K (-1.1%)
Since last year
Increased$27K (+1.1%)
Since last sale
Increased$2M (+523.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +34% in the last 10 years
MonthEstimated value
2026
August 2026$2.53M
July 2026$2.55M
June 2026$2.87M
May 2026$2.56M
April 2026$2.54M
March 2026$2.56M
February 2026$2.49M
January 2026$2.48M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
1527 Gordon Cove Dr, Annapolis, MD
0.13
Single-Family Home
$1,111,000
08/28/26
3
2
2,414
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
3448 Cohasset Ave, Annapolis, MD
0.61
Single-Family Home
$560,000
07/30/26
3
2.5
2,160
3447 Rockway Ave, Annapolis, MD
0.53
Single-Family Home
$865,882
11/19/25
4
2.5
2,671

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1527 Gordon Cove Dr, Annapolis, MD 21403
0.13
$1,111,000
3
2
2,414
Recently Sold
3736 Ramsgate Dr, Annapolis, MD 21403
0.17
$3,995,000
5
5.5
4,127
Recently Sold
3706 Thomas Point Rd, Annapolis, MD 21403
0.22
$2,025,000
6
3.5
3,211
Recently Sold
1507 Gordon Cove Dr, Annapolis, MD 21403
0.23
$773,600
4
3
2,661
Off Market
3702 Thomas Point Rd, Annapolis, MD 21403
0.26
$1,890,900
3
3
3,188
Off Market
3803 Thomas Point Rd, Annapolis, MD 21403
0.20
$1,738,100
3
2
1,968
Off Market
3728 Ramsgate Dr, Annapolis, MD 21403
0.27
$6,995,000
4
5.5
5,771
For Sale
3718 Ramsgate Dr, Annapolis, MD 21403
0.29
$1,900,000
3
3.5
3,417
Recently Sold
1201 Southbreeze Ln, Annapolis, MD 21403
0.34
$1,570,900
5
3
4,666
Off Market
1214 Thomas Point Ct, Annapolis, MD 21403
0.36
$1,562,900
5
3
2,945
Off Market
1291 Hollywood Ave, Annapolis, MD 21403
0.33
$3,567,600
6
4.5
6,788
Off Market

Price and Tax history

DateEventPrice
Jul 20, 2026
Source: Bright MLS #MDAA2148158
PriceChange
$2,685,000
Price decreased by 10%
Jun 11, 2026
Source: Bright MLS #MDAA2148158
Listed For Sale
$2,980,000
May 5, 1995
Source: N/A
Sold
$405,000

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

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Frequently asked questions about 3733 Thomas Point Rd

  • What is the estimated monthly payment for 3733 Thomas Point Rd?
    Based on a $2,685,000 list price with 20% down at today's rates, the estimated monthly payment for 3733 Thomas Point Rd in Annapolis, MD is approximately $16,003 (about $14,026 principal & interest, $1,902 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 3733 Thomas Point Rd compare to homes in Annapolis?
    3733 Thomas Point Rd in Annapolis, MD is listed at $2,685,000, about 316% above the $646K median sale price in Annapolis.
  • What do residents say about Annapolis?
    Residents describe Annapolis, MD as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Annapolis, MD.
  • What are the closest schools to 3733 Thomas Point Rd?
    The closest schools to 3733 Thomas Point Rd in Annapolis, MD are Annapolis High School (rated 4/10), Annapolis Middle School (rated 3/10), Hillsmere Elementary School (Pre-K, rated 10/10).
  • Does 3733 Thomas Point Rd have air conditioning?
    Yes, 3733 Thomas Point Rd in Annapolis, MD has air conditioning.
  • Does 3733 Thomas Point Rd have laundry facilities?
    Yes, 3733 Thomas Point Rd in Annapolis, MD has in-unit laundry.
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.