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$399,900
4 Beds 3 Baths
Professional Photos coming soon! Welcome to Lakelands at Easton! This bright and spacious 2-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, a convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. Upstairs, you’ll find three generously sized bedrooms providing plenty of space for family, guests, or a home office. Enjoy the convenience of an attached garage and outdoor living in the fenced-in backyard, perfect for relaxing or entertaining. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands at Easton enjoy wonderful community amenities, including a neighborhood pool and more. Ideally located just minutes from historic downtown Easton, shopping, dining, and commuter routes, this home offers the perfect blend of space, comfort, and low-maintenance living.

29181 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$2,995,000
3 Beds 5 Baths
Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home and is ideal for both everyday living and entertaining. Featuring a large center island, high-end stainless steel appliances, custom cabinetry, and generous workspace, the kitchen flows seamlessly into the dining area and inviting river room, where expansive windows frame the spectacular waterfront views. The outdoor living spaces are equally impressive. A stunning negative-edge pool with elegant fire features creates a private resort-like atmosphere, while impeccably maintained grounds provide the perfect backdrop for relaxing or hosting family and friends. The rip-rapped shoreline leads to a private dock equipped with two boat lifts and approximately five feet of mean low water, offering easy access to the Miles River and the Chesapeake Bay beyond. Multiple sheds and large barn provide for storage of your boat and more. Whether you're working remotely, enjoying a weekend retreat, or seeking a year-round residence, this property offers exceptional convenience. High-speed Easton Velocity internet makes working from home effortless, while the property's location provides quick access to Easton Airport, the Easton Bypass, and the shops, restaurants, and waterfront attractions of St. Michaels. This extraordinary offering presents a rare opportunity to experience the very best of waterfront living on Maryland's Eastern Shore.

27625 Parkway Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$389,900
3 Beds 3 Baths
Professional photos coming soon! Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room, and an attached two-car garage. Upstairs, you'll find two generously sized bedrooms, a full bath, and flexible living space perfect for a family room, home office, or hobby area. Step outside to enjoy the fully fenced backyard—ideal for entertaining, gardening, or relaxing in your own private outdoor retreat. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands enjoy low-maintenance living with HOA amenities, including a community pool, while being just minutes from historic downtown Easton, shopping, dining, medical facilities, and Route 50 for an easy commute. Move-in ready and offering the perfect blend of space, comfort, and convenience, this exceptional end-unit townhome is one you won't want to miss!

29027 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$4,000,000
4 Beds 6 Baths
A masterpiece of Eastern Shore living, this Tidewater colonial estate is set against sweeping, panoramic views where the Choptank River, Chesapeake Bay, and three creeks converge. Showcasing breathtaking sunsets, the private oasis features a waterside pool, a main floor primary suite built in 2023, rich hardwood floors, and a detached 3-car garage. Tucked away in the desirable Ferry Neck enclave of Royal Oak, this estate offers the ultimate waterfront lifestyle. As you approach via tree-lined W. Ferry Neck Road, you enter "Tranquility" and are greeted by a circular driveway, mature landscaping, and a profound sense of privacy. Designed for classic Eastern Shore comfort, " Tranquility" offers impressive water perspectives from every room. The Main Level features gleaming hardwood floors, formal living room and dining room, gourmet kitchen with walk-in pantry, screened porch, sunroom, two wood-burning fireplaces, and two convenient powder rooms. The spectacular first-floor primary suite offers an exceptional private sanctuary. The Second Level boasts three well-appointed, ensuite bedrooms, ensuring privacy and comfort for family and guests. Structural Updates: The home also features a brand-new roof installed in 2023. Beyond the main residence, the 3-car detached garage ideal for car enthusiasts has an upper level that presently serves as an office and a substantial storage room. "Tranquility" truly provides the best of both worlds. For just under three acres, the property's privacy is unmatched. The endless water views , the close proximity to the sandy bottom shore, the pier with water, electric, and boat lift, all contribute to the perfect retreat. Furthermore, the convenience to Oxford by boat or the Bellevue Ferry, as well as a 15-minute car ride to both Easton and St. Michaels, define the perfect Talbot County location.

24879 W Ferry Neck Rd, Royal Oak

Listing courtesy of TTR Sotheby's International Realty. Contact:

$399,990
2 Beds 2 Baths
Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. ft home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio - perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front of the home, a dedicated home office offers the ideal space for focused work or hobbies. A convenient hallway connects the kitchen to a pantry and closet, along with the hall bath, laundry room, and secondary bedroom. With its smart layout and inviting spaces, the Pacifica II is designed for both comfort and style.

29500 Cromwell Ln, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$559,990
2 Beds 2 Baths
Welcome to the Kelly, a beautifully designed home that pairs an open-concept layout with timeless classic elements. Offering 2 bedrooms, 2 baths, and a 3-car garage, this home provides both elegance and everyday functionality. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath and walk-in closet. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

7582 Ward Brothers Cir, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$394,793
4 Beds 3 Baths
Welcome to this beautifully maintained end-unit townhome in the highly desirable Lakelands community of Easton. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home provides the perfect blend of comfort, space, and convenience. The sun-filled main level features a spacious primary suite with a large en-suite bath and an oversized walk-in closet. The gourmet kitchen is appointed with granite countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the dining area and inviting living room, complete with a cozy gas fireplace. A private office or den offers an ideal space for working from home, reading, or pursuing hobbies. Upstairs, you'll find three generously sized bedrooms, a full bath, and an expansive bonus family room that can easily serve as a media room, playroom, home gym, or additional gathering space. Step outside to enjoy a fully fenced backyard backing to mature trees, creating a peaceful setting with added privacy. The front of the home overlooks the community pond, offering scenic views and a welcoming streetscape. Residents of Lakelands enjoy access to the community swimming pool and beautifully maintained common areas. Conveniently located just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50, this home also provides easy access to the waterfront charm of St. Michaels. Don't miss this opportunity to own one of Lakelands' desirable end-unit homes with exceptional space, privacy, and location!

29281 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$411,490
5 Beds 3 Baths
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 courts (including tennis and pickleball), play ground, Bark Park/dog park, walking and biking trails, central community lake and gathering ares and open green spaces. Lakeside at Trappe is conveniently located just off Route 50, about 8 miles south of Easton, providing easy access to shopping, dining and the Eastern Shore beaches. The Builder is offering closing costs with the use of Lennar Mortgage and Title.

1471 Lake George Ln, Trappe

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$569,990
4 Beds 4 Baths
Under Construction | Late Summer Move-In! Backing to a serene tree line, this beautifully designed home offers privacy, style, and exceptional living. A private office, designer powder room, and sun-filled open layout are complemented by upgraded oak stairs and artisan railing. The chef’s kitchen shines with premium KitchenAid appliances, a stainless hood, oversized quartz island, and elegant designer finishes. Upstairs, a spacious loft provides flexible living space, while the luxurious primary suite features dual walk-in closets and a spa-inspired bath with a soaking tub and frameless shower. A private guest suite with its own bath creates the perfect retreat for visitors. Located in the resort-style Lakeside at Trappe community, enjoy easy access to a pool, fitness center, sports courts, playground, dog park, and the natural beauty of Maryland’s Eastern Shore—all just minutes from Easton. Ask about builder incentives! Please note interior photos are similar while under construction

1951 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322

$2,850,000
6 Beds 6 Baths
This exceptional waterfront estate was thoughtfully designed and custom built by its current owner after years of meticulous research and planning, drawing architectural inspiration from the timeless elegance of Colonial Williamsburg. Constructed with an uncompromising commitment to quality and authenticity, this remarkable residence is a true showcase of enduring craftsmanship. Offering 6 bedrooms, 5 full baths, 1 half bath, and an impressive 7 fireplaces, the home is rich with period-inspired architectural details. From the Flemish Bond brickwork and cypress plank siding to the one-of-a-kind, 2.5-inch-thick solid cherry and mahogany entry door, every element was carefully selected to reflect both beauty and longevity. Exceptional custom woodwork is found throughout the home, complemented by stunning Brazilian Teak, Brazilian Cherry, and White Oak hardwood flooring. Adding to the home’s distinction are custom light fixtures crafted by Virginia MetalCrafters, among the final pieces ever produced by the renowned Virginia manufacturer. The chef’s kitchen was designed with both elegance and functionality in mind, featuring custom cherry cabinetry, dual sinks, dual dishwashers, dual Sub-Zero refrigerator and freezer units, and abundant workspace for entertaining or everyday living. The inviting living room showcases custom built-in cabinetry and a magnificent fireplace designed to accommodate both a traditional open hearth and a wood-burning stove. The spacious first-floor primary suite offers a private retreat complete with a luxurious en-suite bath featuring a jetted soaking tub, walk-in shower, and generous walk-in closet. Upstairs, five additional bedrooms enjoy abundant natural light, southern exposure, and beautiful water views. Nearly every principal living space throughout the home captures breathtaking southern-facing waterfront vistas, creating a seamless connection between the interior and its spectacular setting. Outdoor living is equally impressive. A gracious waterside patio with elegant bifurcated brick steps leads to the expansive 720-square-foot swimming pool, creating an ideal space for relaxing or entertaining. Beyond, the riprap-protected shoreline leads to a custom private dock with approximately 3 feet of water depth at mean low water (MLW), providing convenient access to the water. A rare offering on Maryland’s Eastern Shore, this extraordinary waterfront home blends historic architectural inspiration with modern comfort and exceptional craftsmanship. Designed and built to stand the test of time, it is a legacy property meant to be enjoyed for generations.

7250 Maxmore Creek Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$344,000
2 Beds 3 Baths
This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Easton. The home features a welcoming front porch that leads to the foyer and spacious kitchen, complete with granite counters, a pantry, breakfast bar, ample cabinet and counter space and appliances that are all less than two years old. The spacious living room offers flexible space for both living and dining and features two sliding glass doors leading to the rear deck overlooking ponds and a wooded setting. Upstairs, the primary suite features a large walk-in closet and spacious private bath, while the second bedroom also includes its own full bath and walk-in closet. Bedroom-level laundry adds everyday convenience. An attached outdoor storage shed provides ample space for tools, bikes, seasonal decor or any of your storage needs. A new roof was installed in June 2026 giving a buyer peace of mind for years to come. Residents of Easton Club enjoy a newly refinished in-ground pool, newly refinished tennis and pickleball courts and multiple ponds throughout the community, all just minutes from downtown Easton's charming boutiques, restaurants and local attractions. Downtown Oxford is approximately 10 minutes away where you can enjoy local waterfront dining, the beach at “The Strand” and so much more.

28491 Pinehurst Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$465,000
2 Beds 2 Baths
Chesapeake by Del Webb. Thurston model single-story in the Easton Club East, 55+ active adult community. This rarely available, single-owner home is move-in ready and boasts the comfort of a recently upgraded kitchen and HVAC system with exceptional views of the Lyons family farm. This desirable model features a spacious layout with Southern exposure and plenty of large windows. The spacious Florida room overlooks the backyard and pastural views. Enjoy every sunset from the comfort of the brick patio surrounded by luscious, mature vegetation. This house features a chef-inspired, open kitchen, plenty of cabinetry and a pantry for storage. Recently upgraded appliances and a gas stove will make meal-prep a cinch. The family room features a gas fireplace, making the room warm and cozy in the wintertime. Entertaining is fun and easy with a pony-wall surrounding the kitchen. On the other side of the kitchen is the formal dining room. The sleeping quarters are separated by the common areas, providing excellent privacy for guests. The main bedroom is in the back of the house with large windows allowing afternoon light into the spacious bedroom and plenty of room for your biggest bed. Unwind in the jetted tub while watching the sunset. Two sinks, lots of bathroom storage and an additional shower make getting ready easy. The suite is made complete with a spacious walk-in closet. The second bedroom is perfect for guests or as an office or craft room. And the second bathroom features a tub and shower combo. Roof (2021) and HVAC (2024). Landscaping is made easy with irrigation. The 2-car garage off of the main street makes running errands quick. The community amenities include Clubhouse, pool and tennis/pickleball courts. Care-free maintenance means the HOA fees take care of yard work and snow removal, so the only thing you’ll have to worry about is living.

29720 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$495,000
3 Beds 3 Baths
Welcome to easy living in one of Easton's most sought-after 55+ communities. Situated on a desirable corner lot with mature landscaping, this well-maintained Thurston model offers a thoughtfully designed floor plan with a first-floor primary suite, an additional main-level bedroom and full bath, a spacious family room open to the kitchen, and a bright sunroom. Upstairs offers a private guest suite and versatile loft, perfect for visitors or a home office. Recent updates include fresh paint in select rooms. Additional highlights include hardwood flooring throughout the main living areas, a two-car garage, irrigation system, and private patio. Community amenities include a clubhouse with a fitness center and game rooms, an outdoor pool, tennis courts, and walking trails. Conveniently located just minutes from downtown Easton, shopping, restaurants, and medical facilities.

29833 Hillary Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$5,295,000
4 Beds 7 Baths
First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offers over 5,200± square feet of thoughtfully designed living space filled with natural light and panoramic water views of the Tred Avon River. Set on 5± acres, the home is crafted for both refined entertaining and private, relaxed waterfront living. The heart of the home is the River Room, surrounded by windows that frame sweeping views of the Tred Avon River. Hardwood floors by Universal Floors in D.C. feature an inlaid compass medallion that points to magnetic north, creating a distinctive focal point. A fireplace anchors the space, with a screened-in porch with its own fireplace just beyond, perfect for enjoying chilly evenings. The chef’s kitchen is equipped with professional-grade appliances including a Wolf range and double wall ovens, Sub-Zero refrigerator, Asko full-size dishwasher, and Fisher & Paykel dishwasher drawers. A large island offers a wine fridge and illuminated display cabinetry, while the butler’s pantry—complete with an additional refrigerator and charming porthole windows framing water views—enhances the home’s functionality. Additionally, a custom-built oval wet bar with a two-drawer Sub-Zero refrigerator offers substantial cabinetry. This space provides a natural gathering point for entertaining. A large mudroom with powder room provides convenience for busy households. Also on the main level are a library with floor-to-ceiling shelving and a wood-burning fireplace, a fitness room with water vistas, a formal half-bath, and a first-floor en-suite bedroom ideal for guests. A dedicated utility entrance allows for discreet service and maintenance without entering the main living spaces. A 25kW standby generator provides reliable backup power for the main residence, offering peace of mind during outages. Upstairs, the primary suite with a gas fireplace serves as a retreat, with its spacious bathroom offering a shower, jetted soaking tub, and two walk-in closets—one with its own half-bath. Additional bedrooms include an upper-level en-suite and family-friendly accommodations, all supported by a conveniently located laundry room. Completing this floor is a private office with a gas fireplace and panoramic river views, offering an inspiring space for work or study. A generously sized, detached three-car garage includes a second-floor guest quarters with a kitchenette, washer and dryer, and en-suite bedroom, where windows capture tranquil water views. Outdoors, enjoy resort-like amenities including a heated pool with a fully retractable cover and a pool pavilion with its own bathroom and outdoor shower. The grounds are beautifully landscaped and designed for relaxation, with serene river views visible from nearly every room of the property. This rare offering seamlessly blends architectural pedigree, modern luxury, and a spectacular setting on the Tred Avon River—an exceptional opportunity to experience Eastern Shore living at its finest.

5381 Morgans Point Dr, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$249,500
2 Beds 3 Baths
BUYER MUST FILL OUT APPLICATION AT HYDE PARK OFFICE AND BE APPROVED. NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 3-bath rancher is located in the desirable Hyde Park 55+ community. Offering one-level living on one of the largest lot in the entire community. this home features a welcoming front porch that leads into a spacious living room. The open kitchen includes ample cabinet and counter space, a pantry, and a breakfast bar that overlooks the family room, perfect for everyday living and entertaining. The primary suite boasts a walk-in closet with separate full baths with a shower/tub combo and linen closet. The second suite features a large closet. A large sunroom overlooks the backyard has a separate HVAC system. Additional highlights include a huge 1-car garage with room for a workshop, additional storage room off the primary with access to the back yard and a shed with electric. The vibrant Hyde Park community offers fantastic amenities included with the ground rent, such as an outdoor pool, a clubhouse for social gatherings, fitness center, dog park, 9-hole disc golf course and shuffleboard courts. Property taxes, water, sewer, and trash services are all included, along with snow removal on paved streets and maintenance of common areas. Onsite office management provides added peace of mind. Don’t miss this opportunity to enjoy low-maintenance living in a welcoming, active adult community! Conveniently located just minutes from Easton’s shopping, dining, and entertainment options!

1 Victoria Ct, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$505,000
3 Beds 3 Baths
Chesapeake By Del Webb. Beautiful 2 story Wittman model located on a corner lot on a quiet street. Great room with gas fireplace, dining room, gourmet kitchen with granite countertops, 5 burner cooktop and double wall oven, breakfast nook, 1st floor primary suite, guest bedroom with hall bath and sunroom. Wood flooring throughout 1st floor. 2nd floor loft and additional guest bedroom and bath perfect for overnight guests. Exterior features lawn irrigation and large paver patio with awning. Roof replaced 2023. HVAC replaced 2026. Move-in condition. 55+ age-restricted section. Community amenities include pool, tennis/pickleball courts, Clubhouse, bocce ball, horse shoes and more. Close to downtown Easton, St. Michaels and Oxford.

29692 Maribel Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$510,000
3 Beds 3 Baths
Chesapeake by Del Webb. Popular 2-story Wittman model. Great room with wood flooring and gas fireplace, dining room, large kitchen with center island, breakfast area, tiled sunroom, 1st floor primary suite, guest bedroom and hall bath, office and laundry room. 2nd floor loft and guest bedroom and bath perfect for overnight guests. Exterior features a paver patio with awning and inground lawn irrigation. Beautiful landscaping on a .27 acre corner lot. Roof replaced in 2018, hot water heater 2018 and HVAC in 2020. Solar tube lights to brighten living area. This home has been lovingly maintained. 55+ age-restricted section. Community amenities include pool, tennis/pickleball courts, Clubhouse, bocce ball, horse shoes and more. Close to downtown Easton, St. Michaels and Oxford. Seller prefers late October settlement because of relocation.

7466 Karen Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$475,000
2 Beds 2 Baths
Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate crown molding, wainscotting and chair rail that grace the main living areas. The inviting living room with cozy fireplace, flows seamlessly into the remodeled kitchen. Step in to your spacious primary bedroom with private bath and walk in closet. The second bedroom is perfect for guests or craft room, with easy access to the second full bath. The den provides additional flexibility for a home office or cozy reading nook. Enjoy morning coffee or evening relaxation in the sunroom, which fills with natural light and provides views of the lovely hardscape patio. This outdoor space is ideal for entertaining or simply unwinding in your private retreat. Additional highlights include a rear entry garage, a well-maintained landscape with a convenient sprinkling system, and a recently replaced roof for peace of mind. Don’t miss your chance to own this exceptional home—schedule your showing today and experience all it has to offer. Bonus - this is in the non age restricted section of Del Webb. MLS square footage does not reflect the sun room.

29689 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$5,995,000
8 Beds 6 Baths
See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$7,900,000
8 Beds 6 Baths
"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 114+-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$5,995,000
8 Beds 6 Baths
See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$1,100,000
4 Beds 5 Baths
Built in 2006 and meticulously maintained, this exceptional home offers 6,553 square feet of living space, including 4,463 square feet above grade and an additional 2,090 square feet in the finished walk-out basement with both interior and exterior access. Inside, a dramatic two-story foyer and soaring family room create an impressive sense of openness, while oversized windows fill the home with abundant natural light. The thoughtfully designed floor plan includes formal living and dining rooms, as well as inviting spaces for everyday living and entertainment. A private first-floor office offers flexibility to serve as a main-level bedroom if desired. Dual staircases provide convenient access to the second level. The gourmet kitchen features beautiful 42-inch cabinetry, Corian countertops, a center island, and a sunny breakfast room with a door leading to the backyard, making indoor-outdoor entertainment effortless. The spacious primary suite is a true retreat, highlighted by a coffered ceiling, a generous walk-in closet, and a luxurious en-suite bath. The second floor offers four bedrooms and three baths. The finished basement expands the living space with a full bathroom and endless possibilities for recreation, entertaining, or multi-generational living. Situated on a private lot backing to open space, the property extends beyond the wrought iron fenced around the gunite pool, into a serene stand of mature pine trees, creating a peaceful and picturesque setting. The professionally landscaped grounds feature lush flower beds with an irrigation system, extensive hardscaping surrounding the gunite pool, patio, and a wraparound porch on the front, catches all the curb appeal you want, paved driveway leading to the side-entry garage. Additional highlights include an epoxy-coated garage floor with an organized wall storage system, professional-grade landscaping, and exceptional pride of ownership throughout. This home shows like a new offering the quality and feel of new construction without the wait. Despite its remarkably quiet and private setting, the home is conveniently located just minutes from shopping, dining, community events, water access, major commuter routes, offering the perfect balance of tranquility and accessibility. So, if you are ready to design your new life style or have a second home, come see this beautiful home.

13446 Blackberry Ln, Wye Mills

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$479,990
2 Beds 2 Baths
Welcome to the Spring Lake II, a beautifully designed home that pairs an open-concept layout with timeless Loft elements. Offering 2 bedrooms, 2 baths, and a 2-car garage, this home provides both elegance and everyday functionality. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. The open and airy great room impresses with a vaulted ceiling, optional beams, and a sliding door leading to the covered patio, seamlessly blending indoor and outdoor living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath with an optional freestanding tub and walk-in closet. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

7854 Ward Brothers Cir, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$489,990
2 Beds 2 Baths
Welcome to the Spring Lake II, a beautifully designed home that pairs an open-concept layout with timeless Loft elements. Offering 2 bedrooms, 2 baths, and a 2-car garage, this home provides both elegance and everyday functionality. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. The open and airy great room impresses with a vaulted ceiling, optional beams, and a sliding door leading to the covered patio, seamlessly blending indoor and outdoor living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath with an optional freestanding tub and walk-in closet. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

29397 Jobes St, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$649,990
3 Beds 4 Baths
Welcome to the Franklin, a beautifully designed home that pairs an open-concept layout with timeless Classic elements. Offering 3 bedrooms, 3.5 baths, and a 2.5-car garage, this home provides both elegance and everyday functionality. Just off the foyer, a formal dining room creates the perfect setting for hosting holidays and special gatherings. The spacious kitchen is both stunning and practical, featuring a large island and walk-in pantry to support effortless entertaining and daily living. The open and airy great room impresses with a vaulted ceiling, optional beams, and a sliding door leading to the covered patio, seamlessly blending indoor and outdoor living. A cozy fireplace with mantel and hearth adds warmth and character to the space, while the screened-in patio offers another inviting area to relax. The luxurious primary suite is a true retreat, highlighted by triple windows for abundant natural light and a gorgeous primary bath with an optional freestanding tub and walk-in closet. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

29401 Jobes St, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$534,900
3 Beds 3 Baths
Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space. The heart of the home is the stunning, fully renovated kitchen (approx. 3 years young), featuring granite countertops, a center island with seating, custom cabinetry with soft-close drawers, and stainless steel appliances. Heated floors add an extra touch of comfort, while the adjoining breakfast nook and sunroom create the perfect setting for morning coffee overlooking the private backyard. The spacious great room is designed for both relaxing and entertaining, complete with a natural gas fireplace, along with built-in wiring for surround sound. A dedicated office provides flexibility for work or hobbies, while the main-level primary suite offers comfort and convenience with an updated bath, walk-in shower, and custom finishes. A guest bedroom and additional full bath on the main level provide ideal space for visitors. Upstairs, a large loft expands your living space, accompanied by an additional bedroom and full bath, perfect for guests or extended stays. Additional upgrades continue throughout the home, including custom window treatments, Hunter Douglas shades, enhanced storage solutions, and a fully insulated garage with built-in cabinetry, workbench, and its own mini-split heating and cooling system. Step outside to enjoy the extended paver patio, complete with a remote-controlled awning, landscape lighting, and irrigation system, creating a beautifully maintained outdoor retreat. Located in Easton Club East, residents enjoy resort-style amenities including a clubhouse, outdoor pool, tennis courts, bocce ball, putting green, scenic walking paths, and picnic areas with gazebos. This is a rare opportunity to own a meticulously maintained and extensively upgraded home in one of Easton’s most desirable communities. Schedule your private showing today and experience it for yourself.

7401 Casey Ave, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$1,250,000
4 Beds 3 Baths
Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting front porch and foyer, where hardwood floors flow throughout the home. Recently renovated, the kitchen features white cabinetry, quartz countertops and large windows that fill the space with natural light while overlooking the front yard. The spacious living room is highlighted by a cathedral ceiling and opening to a year-round sunroom surrounded by walls of windows showcasing panoramic views of the Chesapeake Bay. The primary suite features a newly renovated bath with a tile and glass shower. Two guest bedrooms, an office and two additional beautifully renovated full baths occupy the opposite wing of the home, while the second level offers a fourth bedroom with skylights. Outside, you'll find everything needed to enjoy life on the water. The waterside pool with swim deck is complemented by a screened porch, expansive patio, covered seating area and a pool house/bar complete with air conditioning and electric. The private pier provides the perfect spot for fishing, crabbing, or simply taking in the spectacular sunsets, while the rip-rapped shoreline offers lasting shoreline protection. Additional improvements include an attached two-car garage, a storage shed with electric, and a new roof installed in 2025. Situated on high ground outside of the flood zone, this exceptional waterfront property offers direct access to some of the Chesapeake Bay's best fishing, boating, waterfront restaurants and the unforgettable Eastern Shore lifestyle.

5480 Windward Dr, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415