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$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)

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$445,000
5 Beds 3 Baths
Welcome to 2 Ridgley Forest Drive in Elkton! You are welcomed to the property with low maintenance landscaping and and a quaint front porch. Upon entering the home, the open floor plan is on full display and makes entertaining, dining and living easy. The kitchen boasts stainless steel appliances, dark wood cabinets, custom backsplash and plenty of storage. A half bathroom is also on this level. Upstairs, the primary suite features his and hers walk in closets and a large en-suite bathroom. Four additional bedrooms are also on this level, ideal for guests or an office. A large full bathroom is shared by the bedrooms. The laundry room is also on this level. The unfinished basement has a rough in for a bathroom and an additional 1,000 sq ft of space that can be finished. Outside, the maintenance free deck is ideal for the warmer months and enjoying almost 1/3 of an acre of land on a corner lot. Enjoy the convenience of easy commuting or boating on the Chesapeake Bay just minutes away. The community pool, local marinas, schools, and shopping centers are all nearby. Quick access to Route 40 and I-95 makes this location ideal. Schedule your tour today!

2 Ridgely Forest Dr, Elkton

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$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: 3029951200

$369,900
4 Beds 3 Baths
Welcome to 57 Teatree lane, a beautiful twin family home nestled in the heart of Elkton, MD. This property is an end unit with lots of yard space. Just built in 2023, this Ivy model home is like buying new construction. This spacious residence offers 4 bedrooms and 2.5 bathrooms, providing a comfortable living space. The open floor plan welcomes you into a large living room & dining room combo, which than flows into the large eat-in kitchen area. A beautiful island lends a casual place to prepare your meals, eat or entertain. All kitchen appliances are stainless steel. Upstairs, the generous living space continues with a broad stairway that leads to an open landing. The bedrooms are oversized and elegant and all feature ample closet space. The oversized upper level laundry room includes a washer and dryer. There is a 2-car garage and a full, unfinished basement ready for you to design when you are ready to expand!! You are minutes away from boating, hiking, golfing, casinos, water parks and world class hospitals. Or simply stay at home and enjoy the wide array of community amenities including a clubhouse, pool, splash pad, playgrounds, athletic field, picnic pavilion, and dog parks. All that is missing is YOU! Make your appointment today!

57 Teatree Ln, Elkton

Listing courtesy of RE/MAX Edge. Contact: 3024424200

$369,900
3 Beds 2 Baths
Best Buy in the Neighborhood. Located in the popular Waterfront Community of Owens Landing. This 2 story Penthouse Unit offers amazing Views of the Susquehanna River with 3 Bedrooms & 2 full Baths. As you enter, the Condo the open Floor Plan allows for many different Views of the River & plenty of natural light. The Kitchen opens to a Dining Area which leads to the Living Room. From there, walk through the recently replaced Sliding Doors with built in blinds to enjoy Views from your Balcony. Also, on the Main Level are 2 nice size Bedrooms & a totally remodeled Bathroom in 2025. The Bathroom includes a custom-built Vanity with a large Mirror & a open oversized Shower & custom Linen Closet. Also on the Main Level is a large Laundry Room with built in Storage Cabinets, a Utility Sink & Washer & Dryer. The Second Floor offers the Primary Suite with a Closet & extra Storage Room. The Second Floor also has a large Family Room with custom built in Cabinets. Both the Bedroom & Family Room have a direct Water View. The adjacent Marina offers both Boating & Pool Amenities, putting Water Access & enjoyment right at your Doorstep. You are just steps away from the Town Park including the Susquehanna Heritage GreenwayTrail & Pier. Lower Ferry Park hosts events year-round, including 3rd Fridays in Perryville. The Community is also conveniently located to I-95, Route 40 & the MARC Train. Don't miss this opportunity for a relaxing Waterfront Lifestyle. Take advantage of this great Condo & Schedule your Personal Showing today!

8 Owens Landing Ct, Perryville

Listing courtesy of Integrity Real Estate. Contact:

$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, Two Outbuildings 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 You Can Even Come For A Winter Retreat, As The Park Is Open Year Round!!! Call Today For An Appointment!!!

230 & 231 Arapho Ln Unit #GLEN 8, Earleville

Listing courtesy of Key Realty, Incorporated. Contact:

$125,000
Spacious 1.95-acre lot in a rural setting in Elkton, this property offers a great opportunity for those looking to build their dream home or invest in land with potential. The parcel is partially wooded, providing a blend of open space and natural privacy, with ample room to design a custom residence as well as a detached garage, workshop, or additional outbuilding toward the rear of the property. The existing home is believed to be a teardown, presenting a blank slate for redevelopment. The property is currently served by well and septic systems. According to the sellers, the home has been unoccupied for approximately four years, and all remaining contents will convey with the sale; the buyer will be responsible for any cleanout or disposal. Enjoy the benefits of a peaceful, non-HOA setting while still being conveniently located just minutes from Route 40 and I-95, making commuting to nearby towns, shopping, and dining both easy and accessible. Whether you’re seeking a private homesite or your next project, this property offers a unique combination of space, location, and potential.

976 Warburton Rd, Elkton

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$630,000
4 Beds 3 Baths
SELLER NOW OFFERING $5,000 TOWARDS BUYER CLOING COST WITH AN ACCEPTED OFFER! PLUS A PRE-SETTLEMENT PROFESSIONAL DEEP CLEANING WITH AN ACCEPTED OFFER RATIFIED BY JULY 19th! Carpet in office room is being replaced this August and already paid for. Imagine ending every day with a soft breeze, open land, and a golden sunset- this is what nearly 3 private acres in one of the area's most sought-after locations actually feels like. Minutes from Fair Hill Nature Center, a short drive to Newark's Main Street and the University of Delaware, and an easy shot into Pennsylvania, the setting is rare. But it's the property itself that will stop you in your tracks. Outside, an 18x34 in-ground pool anchors a partially fenced backyard wrapped in mature trees, with a fire pit area, and patio that were made for summer evenings. Inside, the updated main level delivers a cozy country kitchen- granite counters, white cabinets, subway tile backsplash, new plank flooring, and stainless appliances- that flows into a open space eating area and family room with a wood stove and two glass sliders framing stunning rolling hill views. A mud room with vaulted ceilings, wood beams, and custom cabinetry connects to the two-car garage, plus a flexible bonus room works perfectly as a 4th bedroom or home office. Upstairs, the owners suite is anchored by a brick fireplace and barn-style closet doors, with a spa bath featuring a custom tile shower, dual vanity, and soaking tub with brass accents. Two additional bedrooms and a sun-filled loft area- ideal as a reading nook or creative space- round out the upper level. Head down to the basement and you'll find a finished rec room with new carpet and fresh paint, ready to use from day one. A separate unfinished section houses the HVAC and offers serious storage space- the kind that actually keeps the rest of the home clutter-free. Peaceful retreat and entertainer's dream, finally in one place.

18 E Brook Knoll Rd, Elkton

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004

$99,950
3 Beds 2 Baths
MOTIVATED SELLERS!! This meticulously kept manufactured home is brimming with undeniable charm, featuring three spacious bedrooms and two full baths. It exudes warmth and welcoming vibes, enhanced by a fresh and tastefully painted interior with a fireplace in the living room to keep you cozy on cooler nights. Worry less about additional expenses, knowing that all of the following have been updated within the past 5 years: roof, HVAC system, water heater, washer, dryer, stove, microwave, fridge, countertops in the kitchen and baths, as well as flooring throughout. Step outside to greet the morning or unwind during the evening on your nice-sized deck, perfectly suited for relaxation or entertaining. Also included is a shed for all your storage needs, alongside a separate storage bin for additional space. The ground rent includes your annual taxes, water, sewer, and trash. Sellers will pay 3 months' lot rent for a qualified buyer. This home intertwines functionality with charm and is move-in ready to welcome its new owners. Make this your new place to call home. Buyers need to be approved by the park. The agent has a copy of the application. Contact us for a viewing today.

53 Queen Eleanor Dr, Elkton

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000

$449,000
3 Beds 2 Baths
Vacation-style living with breathtaking sunset views every evening!  This rarely available 3 bedroom, 2 full bath Tomes Landing ll Penthouse waterfront corner unit condo with private balcony offers unobstructed views of the Susquehanna River and protected parkland across the river.  Bright, open floor plan with 9' ceilings filled with natural light.  It features a gourmet kitchen with custom cherry cabinetry, granite island, ceramic tile flooring, custom lighting, and two built-in beverage refrigerators in the island.  Kitchen opens to the dining and living areas with all new hardwood flooring. Spacious primary suite has great water views, a luxury ensuite bath, a soaking tub, and a tiled walk-in shower with bench and glass door. Two additional bedrooms with updated Jack and Jill bathroom offer flexibility for guest rooms or office space. In-unit laundry room with tile floor and additional cabinets for extra storage. Rare oversized garage fits up to 3 vehicles, a boat, and/or storage. Building has an elevator plus ample parking. $150,000 in recent updates include expanded living space, new hardwood flooring, lighting, moulding, wainscoting, fresh paint, removal of popcorn ceilings, and new interior fans and porch fan.  Brand new HVAC (April 2026, 1-year service contract) and new 50-gallon water heater (2026).  A swimming pool membership is available for a $100 yearly fee.  Boat dockage and hi and dry is available for an additional fee. Condo fee include water, sewer, exterior maintenance, snow, trash removal, elevator, and flood insurance. Convenient to waterfront dining, shops, and Lee’s Landing; minutes to I-95, Rt 1, Rt 40, Hollywood Casino, and Great Wolf Lodge. Hurry to schedule your private tour today!

110 Rowland Dr, Port Deposit

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000

$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:

$125,000
3 Beds 1 Baths
Situated on a spacious 1.95-acre lot in a rural setting in Elkton, this property offers a great opportunity for those looking to build their dream home or invest in land with potential. The parcel is partially wooded, providing a blend of open space and natural privacy, with ample room to design a custom residence as well as a detached garage, workshop, or additional outbuilding toward the rear of the property. The existing home is believed a teardown, presenting a blank slate for redevelopment. The property is currently served by well and septic systems. According to the sellers, the home has been unoccupied for approximately four years, and all remaining contents will convey with the sale; the buyer will be responsible for any cleanout or disposal. Enjoy the benefits of a peaceful, non-HOA setting while still being conveniently located just minutes from Route 40 and I-95, making commuting to nearby towns, shopping, and dining both easy and accessible. Whether you’re seeking a private homesite or your next project, this property offers a unique combination of space, location, and potential.

976 Warburton Rd, Elkton

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$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 Court, Conowingo

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

$338,000
3 Beds 2 Baths
NEW PRICE! Folk Victorian home, featuring gingerbread trim and over 2000 sq ft., offers a versatile layout ideal for everyday living and entertaining. Spacious kitchen and family rooms with exposed beams provide warmth and character, while the primary suite and laundry on the main level add convenience. The family room bay window overlooks an adjacent lot for sale, presenting exciting opportunities for expansion, gardening, or added privacy. Outdoors, you have a composite deck where you can enjoy beautiful sunsets and a view of the Chesapeake City bridge, front porch, and fenced, sodded rear yard- perfect for gatherings or relaxing. Shed for added storage. While the home has had updates and repairs, it offers the opportunity to refresh finishes and flooring to make it your own.

320 Cecil St, Chesapeake City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$850,000
3 Beds 3 Baths
Waterfront Property in Carpenters Point! This 3-bedroom, 3-bath rancher offers convenient single-level living with a cozy brick fireplace anchoring the main living area. Both the front sunroom and enclosed rear patio room feature Mr. Cool mini-split systems for added heating and cooling, while the oversized detached garage adds flexibility with finished upper-level office or guest space, also equipped with its own mini-split system. Multiple storage sheds provide added functionality, and a screened-in porch with hot tub creates a comfortable space to relax and enjoy the setting year-round. With broad water views and direct Chesapeake Bay access, this property delivers a truly special waterfront lifestyle. A rare offering, the property is two parcels totaling nearly 0.87 acres (0.4540 acres + 0.4270 acres) with approximately 85 feet of private bay frontage. Each parcel has its own tax ID and existing structure (one has the detached garage and the other parcel has the home situated on it, offering exceptional flexibility for use as one expansive retreat. Approximate square footage is 2,100 sq. ft. per tax record for the main home, adjusted to roughly 2,800 sq. ft. when including the finished space above the detached garage and patio room and sunroom.

1348 Carpenters Point Rd, Perryville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369