4440 Baildon Rd, Trappe, MD 21673
Property image
Property image
FOR SALE
3.18 ACRES

$2,895,000

  • 4 Beds
  • 4 Baths
  • 3,589 sqft (on 3.18 acres)

4440 Baildon Rd, Trappe, MD 21673

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Home Highlights

Single-Family Home
Built in 1968
3.18 acre lot
$807/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 4440 Baildon Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Enjoy a Piazza Italian Market lunch at this Public and Broker/Agent open house Thursday 8/6 11am-1pm. With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the property features an impressive two‑story Tidewater Colonial of approximately 3,500± fsf that includes a first‑floor primary suite with a private library, multiple walk‑in closets, and a beautifully finished bath; two additional bedrooms and full bath upstairs; a guest apartment with separate kitchenette, bedroom and full bath; a large two‑car garage; and a stunning concrete pool framed by expansive stone patios. The current owners thoughtfully reimagined and upgraded the interior, relocating the kitchen to the waterside, expanding and renovating the spacious family room and first‑floor primary suite, adding an exceptional bar/butler’s pantry with custom cabinetry, refrigerator, dishwasher, and icemaker, and creating a central multi-purpose laundry room. Exterior features include low‑maintenance brick and siding, new roof on the renovated waterside, paved drive with ample parking, and an attached two‑car garage with a separate climate‑controlled workout room and half bath. The fully protected, riprapped shoreline spans approximately 665 feet and features a new pier with two deepwater slips (6’+ MLW), electric and water service, plus a separate kayak dock and launch. From any of the property’s many vantage points, enjoy majestic shade trees, mature landscaping, and an ever-changing panorama of natural beauty—imagine watching schools of fish and abundant waterfowl daily—making this an ideal Eastern Shore retreat.
Last check for updates: about 8 hours ago
Listing courtesy of Janet Larson, (410) 310-1797
Benson & Mangold, LLC, (410) 745-0415
Source: Bright MLS, MLS#MDTA2014482
Also Listed on Bright MLS.

Home Details for 4440 Baildon Rd

Interior Features

Interior Details
Number of Rooms: 26Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Breakfast Room, Dining Room, Efficiency Additional, Exercise Room, Family Room, Foyer, Full Bath, Half Bath, Kitchen, Laundry, Library, Mud Room, Screened Porch, Storage Room, Sun Florida Room
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 3589 Square Feet
Appliances & Utilities
Utilities: Propane, Fiber OpticAppliances: Microwave, Built-In Range, Range, Dishwasher, Disposal, Dryer, Washer, Exhaust Fan, Extra Refrigerator/Freezer, Instant Hot Water, Double Oven, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliance(s), Tankless Water Heater, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: Main Level,Laundry Room,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Glass Doors, Gas/Propane, Wood BurningSpa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Double Hung, Double Pane Windows, Replacement, Window TreatmentsDoor: French Doors, Six PanelFlooring: Hardwood, Ceramic Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfAccessibility: 2+ Access ExitsFloors: Hardwood, Ceramic Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Patio, Porch, Screened PorchOther Structures: Above Grade, Below GradeExterior: Chimney Cap(s), Extensive Hardscape, Lighting, Rain Gutters, SidewalksFoundation: Crawl SpaceHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Garage Faces Front,Storage,Garage Door Opener,Inside Entrance,Oversized,Asphalt,Attached,Driveway
Pool
Pool: Concrete, Filtered, In Ground, PrivatePool
Frontage
WaterfrontWaterfront: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, RiverOn Waterfront
Water & Sewer
Sewer: Private Septic Tank, Septic = # of BRWater Body: Island Creek
Farm & Range
Frontage Length: Water Frontage Ft: 665
Finished Area
Finished Area (above surface): 3589 Square Feet

Days on Market

Days on Market: 62

Property Information

Year Built
Year Built: 1968Year Renovated: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Brick, Stick Built, Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentNot Included in Sale: Light Fixture Over Breakfast Room TableIncluded in Sale: Pool EquipmentParcel Number: 2103121569

Price & Status

Price
List Price: $2,895,000Price Per Sqft: $807
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: TRAPPECommunity: Baildon
School Information
Elementary School: White MarshElementary School District: Talbot County Public SchoolsJr High / Middle School District: Talbot County Public SchoolsHigh School: EastonHigh School District: Talbot County Public Schools

Agent Information

Listing Agent
Listing ID: MDTA2014482

Building

Building Details
Builder Name: Bruce Harrington
Building Area
Building Area: 3589 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 3.18 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDTA2014482Above Grade Unfinished Area: 3589

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 Trappe

At least 7 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 89 % Say it's quiet

  • 82 % Say car is needed

  • 78 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 71 % Say parking is easy

  • 67 % Say neighbors are friendly

  • 63 % Say there's wildlife

  • 60 % Say people would walk alone at night

  • 57 % Say kids play outside

  • 44 % Say they plan to stay for at least 5 years

  • 44 % Say streets are well-lit

  • 43 % Say it's walkable to restaurants

  • 27 % Say there are sidewalks

  • 19 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gamadd
    "There are too many dogs, if that can happen🐶. There used to be a lot of kids playing outside, but young families no longer move in as water & sewer bills have quadrupled in last few years"
    1
    Flag

Market trends in Trappe

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
17
1MoM

Home Value

Trulia Estimate
$2.65M
Since last month
Decreased$80K (-2.9%)
Since last year
Increased$220K (+9%)
Since last sale
Increased$1M (+96.3%)
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 +97% in the last 10 years
MonthEstimated value
2026
August 2026$2.65M
August 2026$2.65M
July 2026$2.73M
June 2026$2.47M
May 2026$2.4M
April 2026$2.41M
March 2026$2.42M
February 2026$2.41M
January 2026$2.39M
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
27877 Bent Farm Ln, Oxford, MD
0.84
Single-Family Home
$2,100,000
09/11/26
4
4
4,469
4721 Sailors Ln, Oxford, MD
0.95
Single-Family Home
$1,700,100
09/29/25
3
3
2,984
4573 Bringman Farm Rd, Oxford, MD
0.92
Single-Family Home
$2,600,000
07/01/26
4
5
6,589
28080 Brick Row Dr, Oxford, MD
0.86
Single-Family Home
$815,000
11/06/25
5
4.5
5,828
4752 Sailors Retreat Rd, Oxford, MD
1.32
Single-Family Home
$1,025,000
07/01/26
3
2
2,296
26604 E Bonfield Rd, Oxford, MD
1.79
Single-Family Home
$1,045,000
01/13/26
4
3.5
4,092
4260 Windrush Rd, Oxford, MD
1.40
Single-Family Home
$662,000
01/12/26
3
2.5
2,075
3770 Leonard Cove Ln, Trappe, MD
1.92
Single-Family Home
$2,300,000
08/31/26
4
3.5
3,345
28211 Brick Row Dr, Oxford, MD
1.43
Single-Family Home
$2,695,000
08/27/26
5
5
6,392

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
4346 Southside Ln, Trappe, MD 21673
0.31
$3,249,000
4
3.5
6,877
For Sale
4599 World Farm Rd, Oxford, MD 21654
0.48
$1,703,600
3
2.5
2,190
Off Market
4795 Judiths Garden Rd, OXFORD, MD 21654
0.67
$2,073,500
4
2.5
2,424
Off Market
4400 World Farm Rd, Oxford, MD 21654
0.75
$2,063,200
6
3.5
3,689
Off Market
4895 Judiths Garden Rd, Oxford, MD 21654
0.78
$2,874,000
6
5.5
4,487
Off Market
4335 World Farm Rd, Oxford, MD 21654
0.80
$3,995,000
5
3.5
4,921
For Sale
27877 Bent Farm Ln, Oxford, MD 21654
0.84
$2,100,000
4
4
4,469
Recently Sold
28080 Brick Row Dr, Oxford, MD 21654
0.86
$796,600
5
4.5
5,828
Off Market
World Farm Rd, Oxford, MD 21654
0.89
-
-
-
-
Off Market
4573 Bringman Farm Rd, Oxford, MD 21654
0.92
$2,600,000
4
5
6,589
Recently Sold
Brick Row Dr, Oxford, MD 21654
0.93
-
-
-
-
Off Market

Price and Tax history

DateEventPrice
Jul 12, 2026
Source: Bright MLS #MDTA2014482
Listed For Sale
$2,895,000
Aug 21, 2015
Source: N/A
Sold
$1,350,000

LGBTQ Local Legal Protections

Janet Larson, Benson & Mangold, LLC, (410) 745-0415
Agent Phone: (410) 310-1797
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 4440 Baildon Rd

  • What is the estimated monthly payment for 4440 Baildon Rd?
    Based on a $2,895,000 list price with 20% down at today's rates, the estimated monthly payment for 4440 Baildon Rd in Trappe, MD is approximately $17,286 (about $15,619 principal & interest, $1,592 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Trappe?
    Residents describe Trappe, MD as well-kept, quiet, and dog-friendly. Most residents say you need a car. See homes for sale in Trappe, MD.
  • What are the closest schools to 4440 Baildon Rd?
    The closest schools to 4440 Baildon Rd in Trappe, MD are Easton High School (rated 6/10), Easton Middle School (rated 5/10), White Marsh Elementary School (Pre-K, rated 8/10).
  • What is 4440 Baildon Rd estimated to be worth?
    Trulia's estimated value for 4440 Baildon Rd in Trappe, MD is $2,651,300.
  • Does 4440 Baildon Rd have air conditioning?
    Yes, 4440 Baildon Rd in Trappe, MD has air conditioning.
  • Does 4440 Baildon Rd have a pool?
    Yes, 4440 Baildon Rd in Trappe, MD has a pool.
4440 Baildon Rd, Trappe, MD 21673 is a 4 bedroom, 5 bathroom, 3,589 sqft single-family home built in 1968. This property is currently available for sale and was listed by Bright MLS on Jul 12, 2026. The MLS # for this home is MLS# MDTA2014482.