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236 Pine Cone Dr, North East
$479,888
4 Beds ⋅ 3 Baths
FINISHED QUICK MOVE IN HOME! The Topaz home design is a single-family home, from our signature Gem Series, with 4 bedrooms, 2.5 baths, and a 2-car garage. As you walk in the first floor is an expansive great room with an open floorplan of the kitchen and breakfast nook. The openness of these areas offers plenty of space for informal dining and entertaining. Complementing the kitchen is a spacious Sunroom and an island in the heart of the cooking space; enhancing the kitchen's storage and counter space. Beyond the breakfast nook lies a short hallway with a powder room, closet, garage entry, and a choice room. As you climb up the stairs to the second floor you find a generous owner's suite with a walk-in closet and a bathroom with a shower and private water closet. The owner's suite shares the level with three additional bedrooms, a laundry room, and a full hall bath.

236 Pine Cone Dr, North East

Listing courtesy of Mary Ann Hammel. Contact:

308 Cather Ave, Charlestown
$285,000
3 Beds ⋅ 2 Baths
Imagine relaxing just moments from the water in this 3-bedroom, 2-bath home located in a peaceful Charlestown community near the scenic North East River. Perfect as a weekend getaway, investment property, or personal retreat, this home offers the chance to bring your vision to life in a desirable water-oriented setting. This home features a functional layout designed for everyday living, with flexibility for family, guests, or work-from-home needs. Situated on a quiet dead-end street with minimal traffic, the setting offers added privacy and a true neighborhood feel. Outdoor enthusiasts will appreciate nearby boat mooring access, making it easy to spend time on the water—boating, fishing, or simply enjoying the natural surroundings. Conveniently located near local amenities, marinas, and waterfront destinations. With no HOA fees, enjoy greater freedom and affordability while bringing your vision to life. Property is being sold strictly as-is. Inspections are for informational purposes only; seller will make no repairs. Don’t miss your opportunity to own in this desirable water-access community with exceptional potential. Professional photographs are coming soon.

308 Cather Ave, Charlestown

Listing courtesy of Cummings & Co Realtors. Contact:

116 Maffitt St, Elkton
$229,000
3 Beds ⋅ 1 Baths
PRICE ADJUSTMENT! Located in the heart of Elkton, MD, 116 Maffitt Street is a charming 1938 two-story home that perfectly blends vintage character with modern practicalities. This affordable property stands out with its durable standing seam metal roof, a welcoming oversized front porch, and a private, stamped concrete patio in the back of the house, ideal for entertaining. The interior features a functional main-level layout with a living room, dining room, kitchen, and a convenient first-floor laundry room, while the second floor offers three peaceful bedrooms and a central bath. Ideally situated for easy commuting via I-95 and Route 40, this home provides quick access to local shopping and dining, making it an excellent opportunity for anyone seeking a cozy, well-located residence.

116 Maffitt St, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact:

424 Bailiff Rd, North East
$3,299,999
Discover a rare and exceptional opportunity to own a stunning and remarkable piece of history 102.64-acre farm nestled in the serene landscape of North East. This expansive property, steeped in a rich history dating back to 1900, offers a unique canvas for your dreams, whether you envision a tranquil retreat, a thriving agricultural venture, or a luxurious estate surrounded by nature's beauty. The charming farmhouse structure stands as a testament to timeless craftsmanship, inviting you to explore its potential. With four existing bedrooms and two existing bathrooms, a brick fireplace, this farmhouse has lots of potential to restore history or a blank slate, ready for your creative vision. Imagine transforming this space into a bespoke residence that reflects your personal style, complete with modern amenities while preserving the character of its historic roots. The vast acreage provides endless possibilities. Picture sprawling gardens, lush pastures, or even a vineyard flourishing under the sun. The land is perfect for equestrian enthusiasts, hobby farmers, or anyone seeking a peaceful escape from the hustle and bustle of city life. Accessibility is a key feature of this property, with nearly one thousand road frontage and a convenient driveway ensuring easy entry and exit. While the property does not currently include a pool, the expansive grounds offer ample space for outdoor entertainment, whether you envision a serene patio area for relaxation or a vibrant space for hosting gatherings under the stars. The North East community is known for its rich agricultural heritage and welcoming atmosphere, providing a perfect blend of rural charm and modern conveniences. Enjoy the peace of country living while being just a short drive from local amenities, shopping, and dining options. This farm is not just a property; it's an invitation to create a lifestyle steeped in history and potential that embraces nature, tranquility, and the freedom to design your own sanctuary. Whether you are looking to cultivate your own farm, build a luxurious home, a spansive equine resort, or simply invest in a piece of land with endless potential, this 102.64-acre gem is waiting for you to bring your vision to life. Don't miss the chance to own a slice of paradise in North East-where your dreams can take root and flourish.  What's even more is this unique property encumbers three zonings and is listed below appraisal (Aug 2026).Also listed as follows: Farm - MLS#  MDCC2008110 Land - MLS#  MDCC2008112 Residential - MLS#  MDCC2022552

424 Bailiff Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

1089 Nesbitt Rd, Colora
$10,000,000
14 Beds ⋅ 14 Baths
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This listing includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020400 and MLS# MDCC2020404. Photos #6, #9, #12, #18, #30, #32, #40, #52, #59, #63, #68, #70, and #83 are AI-generated concept images of the Conference Center, Tenant House, and Lodge and are intended for illustrative purposes only.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact:

1089 Nesbitt Rd, Colora
$10,000,000
14 Beds ⋅ 14 Baths
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450). Photos #6, #9, #13, #18, #28, #33, #39, #51, #58, and #61 are AI-generated conceptual images depicting potential improvements and/or uses for the Conference Center, Tenant House, and Lodge. These images are for illustrative purposes only and do not represent existing conditions.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact:

1089 Nesbitt Rd, Colora
$10,000,000
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. his property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020400 (Tax ID: 0806025811) Photos #6, #9, #12, #15, #29, #33, #39, #58, #62, #67, #69, #70, and #76 are AI-generated concept images of the Conference Center, Tenant House, and Lodge and are intended for illustrative purposes only.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact:

1670 Liberty Grove Rd, Conowingo
$850,000
Exceptional turnkey assisted living opportunity offering both strong in-place income and future growth potential. This well-established, owner-operated facility is licensed for up to 12 residents and is currently operating with stable occupancy and consistent revenue. The property features a thoughtfully designed layout with 7+ bedrooms on the main level, including a mix of spacious double and private rooms, supported by 2 full and 1 half bathrooms. A large, updated kitchen serves as the heart of the home, complemented by multiple common areas that provide comfortable gathering space for residents. The finished lower level expands functionality with additional living space, bonus rooms, and ample storage—ideal for staff use, activities, or administrative needs. Situated on over 4 acres, the property includes a large pole barn with loft, offering flexibility for storage, maintenance operations, or potential additional use. Major systems have been well maintained, including a newer roof, updated HVAC (under 7 years), sprinkler system, and leased solar panels contributing to operational efficiency. This is a fully operational business with systems in place, optional experienced management willing to stay on, and an owner prepared to provide transition training to ensure continuity.

1670 Liberty Grove Rd, Conowingo

Listing courtesy of Coldwell Banker Rowley Realtors. Contact:

230 & 231 Arapho Ln Unit GLEN 8, Earleville
$39,950
2 Beds ⋅ 1 Baths
Boaters Dream, You Have Your Own Year Round Boat Storage! Open Access To The Community Boat Launch And A 2 Bedrooms, 1 Bath, 1991 Single Wide Mobile With CAC, Large Deck, Large Storage Shed And Plenty Of Parking On The Spacious Concrete Driveway. Located In The Indian Acres Gated Community. It’s a Great Weekend/Vacation Get Away With So Much To Do Or Just Relax. Golf Cart Friendly Community Makes For Getting To The Pools And Waterfront a Breeze! Plus, Boat Ramp, Lake, Two Ponds, Convenience Store (With Great Food), Arcade And So Much More. Come See All This Community Has To Offer. This Purchase Includes Two Lots. Boat and Golf Cart Are Negotiable. This Is A Campground Where YOU OWN YOUR OWN LOT, But Not A Full Time Residence, It Is Limited To 150 Days A Year, No More Than 100 Consecutive Days. You Will Never Need To Spend Another Vacation in Someone Else's Home - VACATION IN YOUR OWN HOME ALL SUMMER LONG!!! And If You're Interested In a Winter Retreat; The Campground And Bath Houses Are Open Year Round!! Call Today For An Appointment!!! Set GPS to Arrive At The Front Gate; 645 Knight Island Rd, Earleville, MD

230 & 231 Arapho Ln Unit GLEN 8, Earleville

Listing courtesy of Key Realty, Incorporated. Contact:

750 Cassidy Wharf Rd, Earleville
$8,995,000
6 Beds ⋅ 5 Baths
Set on 93 private acres with 6,100 feet of shoreline along the picturesque Sassafras River and Cox Creek. The estate includes a main house, guest house, pool house and riverside pavilion, offering ample delightful space for large groups to gather, unwind and experience the activities and natural beauty of the upper Chesapeake. Showcasing exceptional design, materials, craftsmanship, the living spaces are framed by expansive views of the Sassafras River. The main residence includes six spacious bedrooms and four and a half baths. The heart of the home is a gourmet kitchen and adjacent generous breakfast room wrapped in 180-degree river views, a setting that enhances every meal. The home flows naturally into multiple large gathering spaces built for entertaining, and into quieter, more intimate rooms designed for reflection and rest. The guest house ensures that you can accommodate family and friends. With three generously sized bedrooms and one and a half baths, full kitchen, fireplace and brick patio, it offers a self-contained retreat that gives guests their own space while keeping everyone together on the estate. The pool complex redefines what a backyard amenity can be. At its center is a 52,000-gallon swimming pool with a retractable electric cover, positioned to frame sweeping panoramic river views. An adjoining heated spa and a oversized pool deck complete a setting that invites long, unhurried afternoons in the sun. Elevating the experience further, it offers a full bath, generous living and dining areas, and amenities more commonly found at a high-end resort - a large, well-equipped gym and an eight-person steam room -providing the perfect end to an active day. Perched at the water's edge, the recently constructed two-story pavilion is the social and recreational heart of the estate's waterfront. It's a front-row seat to everything that makes the Sassafras River so beloved: working crab boats in the early morning, sailboats gliding past at midday, and the sky turning gold over the water at dusk. Spend a lazy afternoon on the pavilion's upper level as the river life unfolds below, then head down to launch your own boat from the private boat lift or boat ramp. The Sassafras and Cox Creek offer boundless activities including boating, water skiing, tubing, wakeboarding, sailing, paddleboarding, and kayaking, all awaiting just steps away. After fun on the water, return to the pavilion for lunch, dinner, or simply a seat with one of the best views on the upper Bay. Adjacent to the grassy wharf, the nearly 1,000-foot private sandy beach is a rare and remarkable amenity ideal for an afternoon stroll with friends or a quiet moment watching the sunset or moon rise over the river. Other improvements along the waterfront include a 1000+ stone revetment protecting the shoreline, a 13,000lb boat lift, and a boat ramp. The grounds reflect a thoughtful balance of beauty, privacy, and long-term stewardship, with carefully planned enhancements designed to complement the natural setting while supporting comfortable estate living. Mature trees and established landscaping create a sense of arrival and continuity across the property, while curated sightlines and open lawn areas transition naturally into wooded edges and surrounding countryside. A network of trails invites exploration through the woods, offering quiet vantage points and seasonal changes that reinforce the property’s connection to the Eastern Shore landscape. The property's blend of fields, woods and waterfront habitats, complemented by offshore hunting rights offers productive hunting. The land supports healthy populations of deer, wild turkey, ducks & geese, creating a sportsman's haven throughout the seasons. Enjoy fishing and crabbing from the dock ideally located on the edge of the deep water channel. Major mid-Atlantic cities, international airports & train stations are within easy reach, making the estate accessible for full-time residents and weekend escapes.

750 Cassidy Wharf Rd, Earleville

Listing courtesy of Gunther-McClary Real Estate. Contact:

Tbd Pine Needle Ct, Conowingo
$567,990
3 Beds ⋅ 2 Baths
THIS IS A TO BE BUILT HOME! Welcome to Sussex, the epitome of modern rancher living! This single-level floor plan has captured the hearts of many, and it's not hard to see why. With stunning curb appeal and thoughtfully designed features and finishes, the Sussex offers versatility to suit any modern lifestyle. Step into an open-concept floor plan that seamlessly connects the Kitchen, Breakfast area, and Great Room, perfect for entertaining or simply enjoying quality time with loved ones. Extend your Breakfast area by adding a Sunroom or enjoy al fresco meals and take your living outdoors with an optional Screened Porch. Just off the Great Room, the Owner's Suite is a true retreat with two walk-in closets that offer ample storage space that extends into a private Owner’s Bath. Plus, you have the option to choose from three upgrade options for the Owner's Bath: the luxurious Venetian-Style with a large shower and bench, the contemporary Roman-style with a walk-in shower, or the indulgent Super with a soaking tub in addition to the shower. In addition to the Owner's Suite, there are two more bedrooms and a hall bath, providing versatility for families of any size. Need extra space? An optional second floor brings added possibilities with a Loft, an additional Bedroom, and a full Bath. Or you can opt for a finished lower level which can provide a Den, Recreation Room, full Bath, and a spacious unfinished Storage area. Experience the joy of single-level living without compromising on style or functionality.

Tbd Pine Needle Ct, Conowingo

Listing courtesy of Mary Ann Hammel. Contact:

38 Osprey Way, Elkton
$1,400,000
4 Beds ⋅ 4 Baths
This waterfront property offers incredible potential and a rare opportunity to create something truly special. The home experienced storm damage several years ago, and while significant improvements have already been completed, the property is still in the process of being renovated and will require additional work to finish. Recent updates include all new windows, new siding, a new roof, a new dishwasher, and a newly built deck. The basement has been completely gutted and is ready to be finished. The home offers a spacious layout with unique features, including a primary bedroom with a loft and sliding glass doors that open to the deck, providing beautiful natural light and a relaxing connection to the outdoors. Another standout feature is the separate above-garage apartment/in-law suite, which includes a bedroom, bathroom, mini-kitchen, and private entrance, offering great potential for guests, extended family, or additional living space. The property also includes both an attached garage and a large detached garage, providing plenty of storage, parking, and workspace. Situated on 3.12 private acres along the water, the setting is truly the highlight—offering peaceful views, privacy, and plenty of space to make this property your own. The seller is unable to complete the remaining renovations, and the property is being sold in its current condition. With vision and finishing touches, this home could be transformed into an exceptional waterfront retreat.

38 Osprey Way, Elkton

Listing courtesy of Iron Valley Real Estate of Central PA. Contact:

Tbd White Spruce Way, Conowingo
$549,990
4 Beds ⋅ 3 Baths
PROPOSED CONSTRUCTION, THIS HOME IS NOT BUILT! COME CHOOSE YOUR LOT, FLOOR PLAN AND OPTIONS! Experience the perfect blend of classic elegance and modern living with the Bristol II. This stunning home features a timeless colonial facade, providing a warm welcome from the moment you arrive. As you step inside, you’ll find a foyer flanked by a formal living room and a formal dining room. These spaces are perfect for hosting gatherings and can be easily transformed into a home office or playroom, allowing you to tailor the floor plan to fit your needs. At the heart of the home, the combined Great Room, Breakfast Room, and Kitchen create an inviting space for gatherings. The cook-friendly kitchen offers abundant cabinet and pantry space, ensuring everything is at your fingertips. You can also add an optional island to enhance storage and functionality. Retreat upstairs to your tranquil Owner’s Bedroom, which features a luxurious ensuite bathroom with double vanity sinks. Enjoy the convenience of a spacious walk-in closet, along with additional linen storage. In addition, three more bedrooms on this level offer flexibility for family or guests, and a conveniently located laundry closet adds to the home’s practicality. Every inch of the Bristol II has been thoughtfully designed for modern living.

Tbd White Spruce Way, Conowingo

Listing courtesy of Mary Ann Hammel. Contact:

Ohio Avenue, Earleville
$431,731
4 Beds ⋅ 2 Baths
TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with a professional builder. This Model is the ----- TRIUMPH --- The Triumph is the perfect ranch-style home for those who desire one-level living, yet still want space for the entire family. With four bedrooms and an open living area, the layout of this home takes advantage of every inch of living space. The center of the home is a large island in the kitchen, perfect for gathering and entertaining. A two-car garage is included, plus many more standard features. --- Buyer may choose any of the builders models that will fit on the lot, prices will vary. Photos are provided by the Builder. Photos and tours may display optional features and upgrades that are not included in the price. Final sq footage are approx. and will be finalized with final options. Upgrade options and custom changes are at an additional cost. Pictures shown are of proposed models and do not reflect the final appearance of the house and yard settings. All prices are subject to change without notice. Purchase price varies by chosen elevations and options. Price shown includes the Base House Price, The Lot and the Estimated Lot Finishing Cost Only. Builder tie-in is non-exclusive Welcome to Chesapeake Haven on Ohio Ave in Earleville, your opportunity to own a slice of paradise in one of the area’s most charming water-access communities. Just moments from the shoreline, this unique offering includes four parcels (Lots 14, 23, 25 & 26) spanning Maryland Ave, Ohio Ave, and New Jersey Ave, totaling approximately .675 acres of prime opportunity. Residents enjoy access to fishing, boating, kayaking, beach days, and breathtaking views from the community waterfront—perfect for relaxing weekends and unforgettable summer memories. Whether you envision building a year-round residence, a vacation retreat, or a weekend escape, the flexibility of multiple lots opens the door to endless possibilities. The seller has already completed substantial groundwork with the township and is in the process of finalizing the attached lot, creating exciting potential for multiple builds (buyer to perform due diligence regarding perc testing and building potential). New construction is already emerging nearby, adding to the momentum and appeal of this peaceful waterfront neighborhood. Tucked away for tranquility yet just a short drive to tax-free Delaware shopping, dining, and entertainment, Chesapeake Haven offers the best of both escape and convenience. Drive by today and start planning your dream by the water. The seller is arranging to have a new survey conducted.

Ohio Avenue, Earleville

Listing courtesy of Keller Williams Real Estate - Media. Contact:

Ohio Avenue, Earleville
$59,900
Welcome to Chesapeake Haven on Ohio Ave in Earleville, your opportunity to own a slice of paradise in one of the area’s most charming water-access communities. Builder tie-in is optional. Just moments from the shoreline, this unique offering includes four parcels (Lots 14, 23, 25 & 26) spanning Maryland Ave, Ohio Ave, and New Jersey Ave, totaling approximately .675 acres of prime opportunity. Residents enjoy access to fishing, boating, kayaking, beach days, and breathtaking views from the community waterfront—perfect for relaxing weekends and unforgettable summer memories. Whether you envision building a year-round residence, a vacation retreat, or a weekend escape, the flexibility of multiple lots opens the door to endless possibilities. The seller has already completed substantial groundwork with the township and is in the process of finalizing the attached lot, creating exciting potential for multiple builds (buyer to perform due diligence regarding perc testing and building potential). New construction is already emerging nearby, adding to the momentum and appeal of this peaceful waterfront neighborhood. Neighbors are open to owner financing with a land installment contract as well.

Ohio Avenue, Earleville

Listing courtesy of Keller Williams Real Estate - Media. Contact:

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