25

Trappe, MD Houses for Sale

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  • /101

    $2,895,000

    • 4 Beds
    • 5 Baths
    • 3,589 Sq Ft

    4440 Baildon Rd, Trappe, MD 21673

    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

    Janet Larson Benson & Mangold, LLC

    4440 Baildon Rd, Trappe, MD 21673
  • /91

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27293 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton,

    Coard Benson Benson & Mangold, LLC

    27293 Southside Island Creek Rd, Trappe, MD 21673
  • /46

    $2,500,000

    • 5 Beds
    • 1 Bath

    4108 Saulsbury Ln, Trappe, MD 21673

    Discover one of Talbot Countys rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72 acre agricultural property features approximately 80 acres of tillable ground and is well-suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature

    Casey Kennedy Whitetail Properties Real Estate

    4108 Saulsbury Ln, Trappe, MD 21673
  • /60

    $3,249,000

    $246K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,877 Sq Ft

    4346 Southside Ln, Trappe, MD 21673

    Island Creek Estate — rare total privacy, deep water dockage, meaningful architecture, and superb build quality all intersect at this remarkable, truly one-of-a-kind waterfront offering. Set on approximately 6 acres of park-like grounds with 500± feet of shoreline and 6’± MLW, the property offers exceptional water access along the peaceful expanse of Island Creek. The setting is serene and

    Chuck Mangold Benson & Mangold, LLC

    4346 Southside Ln, Trappe, MD 21673
  • /2

    $470,000

    Coming Soon Sep 30
    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    5935 Bay Acres Rd, Trappe, MD 21673

    Tucked away among the farmland of Talbot County, this charming Cape Cod offers a peaceful Eastern Shore setting while still being conveniently located just outside of Easton. Set on more than two acres with mature trees, established gardens, nearby ponds, and quiet winding roads, the property offers privacy and plenty of room to enjoy the outdoors.Inside, the home features three bedrooms,

    Sara Reynolds Coldwell Banker Chesapeake Real Estate Company

    5935 Bay Acres Rd, Trappe, MD 21673
  • /97

    $2,300,000

    $375K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 9,206 Sq Ft

    28923 Island Creek Rd, Trappe, MD 21673

    "New Scotland Farm" First time offered in decades!This special and unique offering includes 100 +/- acres of prime farm and hunting land, encompassing a spacious farmhouse and three additional income producing properties, two ponds, and deeded water access with a dock and slip on LaTrappe Creek. There is the potential for subdivision of 4 lots outside the of the critical area. (buyer to

    Debbie Lipscomb Benson & Mangold, LLC

    28923 Island Creek Rd, Trappe, MD 21673
  • /32

    $2,500,000

    • 5 Beds
    • 1 Bath
    • 2,278 Sq Ft

    4108 Saulsbury Rd, Trappe, MD 21673

    Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature

    James Young LPT Realty, LLC

    4108 Saulsbury Rd, Trappe, MD 21673
  • /9

    $250,000

    • 4 Beds
    • 2.5 Baths
    • 1,670 Sq Ft

    3759 Rumsey Dr, Trappe, MD 21673

    Welcome to 3759 Rumsey Drive, Trappe, MD, located in the “La Trappe Heights” community; within the town limits of Trappe and connected to public water and sewer. This spacious home offers 4 bedrooms and 2.5 bathrooms, making it an excellent opportunity for buyers looking to add their personal touches. Being sold strictly sold AS-IS! Will not pass FHA, or VA. A great fixer-upper or investment

    Erene Katris Coldwell Banker Realty

    3759 Rumsey Dr, Trappe, MD 21673
  • /27

    $509,990

    New Construction
    • 4 Beds
    • 1.5 Baths
    • 3,023 Sq Ft

    Kendrick Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    The Kendrick manages to create the best of both worlds with its thoughtfully designed layout. It maintains the timeless spaces like formal living and dining rooms, but incorporates them within an open, livable design. The great room, kitchen and breakfast area are open to each other, creating easy communication and a connected environment for your family. The main level can be expanded to include

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578893, Trappe, MD 21673
  • /26

    $249,990

    • 2 Beds
    • 1 Bath
    • 1,014 Sq Ft

    4070 Hennisee Ln, Trappe, MD 21673

    This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The

    Lisa Whited Keller Williams Realty

    4070 Hennisee Ln, Trappe, MD 21673
  • /14

    $411,490

    New Construction
    • 5 Beds
    • 3 Baths

    1471 Lake George Ln, Trappe, MD 21673

    This Richmond model features 5 bedrooms, including a convenient 1st floor bedroom, making it a great option for guests, multi generational living or a home office. This particular home includes Washer and dryer, 16x10 Paver Patio, quartz Countertops and white cabinetry. Features and amenities of the community include: outdoor community pool, bathhouse and fitness studio, multi-racquet sports

    Lisa Pinder EXP Realty, LLC

    1471 Lake George Ln, Trappe, MD 21673
  • /25

    $459,990

    New Construction
    • 3 Beds
    • 1 Bath
    • 2,137 Sq Ft

    Rembrandt Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578894, Trappe, MD 21673
  • /130

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    31720 Ayres Dr, Trappe, MD 21673

    A stunning Farmhouse completely restored/rebuilt by renown Architect Greg Wiedemann on two glorious acres meticulously maintained on a serene Choptank River Setting. it is the Quintessential "Getaway" from the hustle/bustle of life. The focus of each room is the River. There are patios, balconies and porches galore for your leisure enjoyment and viewing pleasure.The center of the home is the

    Christine McGuinness Weichert, REALTORS

    31720 Ayres Dr, Trappe, MD 21673
  • /70

    $335,000

    $54K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,446 Sq Ft

    4096 Main St, Trappe, MD 21673

    Historic Farmhouse with Significant Value-Add Potential Built in 1919 and offering approximately 3,448 square feet, this stately farmhouse sits on a .44-acre lot and presents a rare opportunity for investors or renovation enthusiasts to restore a historic property with substantial upside. The home features many original architectural elements, including hardwood floors, crown molding, multiple

    Donna Harrington Coldwell Banker Realty

    4096 Main St, Trappe, MD 21673
  • /23

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    3900 Harrison Cir, Trappe, MD 21673

    This easy one level living rancher is located in a quiet neighborhood between Easton and Cambridge on the scenic eastern shore of Maryland. There is a pond and playground within the community for residents use. You will enjoy relaxing on the rear screened in deck that overlooks a generous backyard. Appliances, window treatments, and 2 outdoor storage sheds convey with sale. This would make a

    Jeremy McDonough Mr. Lister Realty

    3900 Harrison Cir, Trappe, MD 21673
  • /64

    $489,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,523 Sq Ft

    1553 Lake Tahoe Dr, Trappe, MD 21673

    BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS MOVE IN READY HOME!!Brand New Single Level Matisse is now Ready for Move In at Lakeside at Trappe! This home is highlighted by impressive 10-foot ceilings throughout.The kitchen is designed with white and grey cabinets, Carrara Morro quartz countertops, a gourmet stainless steel appliance package and opens to the family room and

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    1553 Lake Tahoe Dr, Trappe, MD 21673
  • /91

    $8,750,000

    $50K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27295 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- REVISED OFFERING INCLUDES 5 PARCELS 6.27.25- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 234 acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved

    Coard Benson Benson & Mangold, LLC

    27295 Southside Island Creek Rd, Trappe, MD 21673
  • /47

    $511,550

    $13K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft

    3853 Rumsey Dr, Trappe, MD 21673

    Beautiful home offering 4 generous bedrooms with 2 baths featuring new commercial grade LVP flooring throughout the main floor, custom kitchen cabinets with pantry, automatic under counter lighting, slow close cabinets, luxury tile in bathroom and laundry room, all new stainless steel appliances, custom walk-in shower with bench, new vanity, and multiple shower heads. Second bathroom has been

    Bryan Wieland Benson & Mangold, LLC

    3853 Rumsey Dr, Trappe, MD 21673
  • /51

    $527,415

    New Construction $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,340 Sq Ft

    231 Silver Lake Ln, Trappe, MD 21673

    Brand‑new Torrington with a main‑level primary bedroom—now under construction and available for a fall move‑in!This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms.The open main level features volume ceilings in the great room, creating an airy and inviting living space. Gourmet kitchen with stainless steel appliances including hood, white cabinets and quartz counters. The

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    231 Silver Lake Ln, Trappe, MD 21673
  • /44

    $485,000

    • 4 Beds
    • 2.5 Baths
    • 3,429 Sq Ft

    2669 Ocean Gateway, Trappe, MD 21673

    Enjoy the serenity of country living just minutes from both downtown Easton and Cambridge! This spacious four bedroom, two and a half bath home offers over 3,400 square feet of living space and sits on nearly an acre (.96+/-) with covered front porch and nice rear deck with views of open fields/farmland. This solid house offers a comfortable layout on both levels and it's perfect for both

    Barbara Watkins Benson & Mangold, LLC

    2669 Ocean Gateway, Trappe, MD 21673
  • /25

    $489,990

    New Construction
    • 3 Beds
    • 1 Bath
    • 2,137 Sq Ft

    1549 Lake Tahoe Dr, Trappe, MD 21673

    The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

    Brookfield Residential Builder
    1549 Lake Tahoe Dr, Trappe, MD 21673
  • /64

    $879,000

    • 4 Beds
    • 3 Baths
    • 3,839 Sq Ft

    29629 Ferry Point Dr, Trappe, MD 21673

    An Exceptional Custom Built Choptank River Waterview Retreat.Masterfully crafted in 2021 by the owner, an experienced custom home builder, this modern farm style home is a true showcase of exceptional craftsmanship, timeless architecture, and refined luxury. Every detail was thoughtfully designed to create a residence that is both elegant and inviting, where breathtaking Choptank River

    Shawn Moore Meredith Fine Properties

    29629 Ferry Point Dr, Trappe, MD 21673
  • /27

    $504,990

    New Construction
    • 4 Beds
    • 1.5 Baths
    • 3,241 Sq Ft

    Beckham Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    Step into the two-story foyer of the Beckham and you’ll feel the unmatched luxury and comfort. The open floorplan creates an atmosphere that is both impressive and inviting. Use the library to work from home and be tucked away in the back of the home or choose to turn this into a main level guest suite. A large gourmet kitchen with center island and pantry are a chef’s delight and flow into the

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578896, Trappe, MD 21673
  • /60

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    30420 Deep Branch Rd, Trappe, MD 21673

    Extremely private 3 BR 3 1/2 BA house on 4 acres with a pool! This property features a huge, finished bonus/game room over the garage with separate hvac zone, large family room with vaulted ceiling, first floor mater suite with an extremely well-done tile bathroom and absolutely complete privacy!

    Henry Gibbons-Neff Meredith Fine Properties

    30420 Deep Branch Rd, Trappe, MD 21673
  • /24

    $579,990

    New Construction $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,788 Sq Ft

    1953 Silver Lake Ln, Trappe, MD 21673

    The Kendrick manages to create the best of both worlds with its thoughtfully designed layout. It maintains the timeless spaces like formal living and dining rooms, but incorporates them within an open, livable design. The great room, kitchen and breakfast area are open to each other, creating easy communication and a connected environment for your family. The main level can be expanded to include

    Brookfield Residential Builder
    1953 Silver Lake Ln, Trappe, MD 21673

Why Live in Trappe

The historic rural town of Trappe has slowly developed a suburban curb appeal over the last decade, with new home communities and townhouse rows beginning to fill the market. "Trappe's got everything: generational families, some retirees and even a ...

Single Family Home Price Trends

Median Home Price
$364,320
Median 3-Bedroom Home Price
$339,190
Median 4-Bedroom Home Price
$505,770
Median 5-Bedroom Home Price
$1,524,995
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