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$649,000
5 Beds ⋅ 4 Baths
Space, style, and versatility come together in this impressive 5-bedroom, 3.5-bath home offering over 4,000 finished square feet across three levels! From the moment you enter, you'll appreciate the spacious floor plan designed for both everyday living and entertaining. The main level offers multiple living spaces, including a formal living room, dining room, family room, and a dedicated office with built-ins—ideal for working from home. The spacious kitchen features granite countertops, stainless-steel appliances, a center island, gas cooking, and pantry, providing plenty of room for meal preparation and gathering. Just off the kitchen is a bright sunroom, while the adjoining deck provides additional space to relax and enjoy the outdoors. Upstairs, the generously sized primary suite is a true retreat, featuring a separate sitting room, large walk-in closet, and private primary bath. Three additional bedrooms, another full bath, and conveniently located second-floor laundry complete this level. And the living space doesn't stop there! The finished lower level substantially expands the home's versatility with a large recreation/family room offering plenty of space for a pool table, media area, exercise equipment, and more. The lower level also includes the fifth bedroom with egress, a walk-in closet, and a full bathroom, creating an excellent option for guests or additional private living space. Generous storage space provides plenty of room for seasonal items, household supplies, and everything you want tucked neatly away. Additional highlights include a 2-car garage, covered front porch, deck, and an entire-home generator for added peace of mind. Even better, the roof was replaced in 2024, providing an important recent improvement for the next owner. With over 4,000 finished square feet, 5 bedrooms, 3.5 baths, multiple gathering spaces, a dedicated office with built-ins, sunroom, finished lower level, generous storage, and tremendous flexibility, this home offers the space today's buyers are looking for—both upstairs and down. Spacious, well-appointed, and ready for its next chapter—this is one you'll want to see in person!

8 Marilyn Dr, North East

Listing courtesy of Integrity Real Estate. Contact:

$1,950,000
2 Beds ⋅ 2 Baths
Exceptional opportunity to own a private equestrian estate situated on approximately 91+ acres just minutes from the Chesapeake Bay, marinas, and waterfront amenities. Surrounded by mature woods, open pasture, and riding areas, this unique property offers tremendous potential for horse enthusiasts, boarding operations, training facilities, multi-generational living, or a private country retreat. The main residence features 4 bedrooms, 2 full baths, multiple living areas, two kitchens, and approximately 2,300 square feet of living space, creating excellent flexibility for extended family, guest accommodations, or separate living quarters. A large wraparound deck overlooks the peaceful setting and provides the perfect place to relax and enjoy the surrounding wildlife and natural beauty. Equestrian improvements include an impressive center aisle bank barn with multiple stalls, tack room, hay storage, wash areas, and large covered work spaces. Additional horse facilities include another stable building with multiple stalls and turnout areas, fenced paddocks, run-in sheds, and riding areas. Several additional outbuildings greatly enhance the property's versatility, including a large equipment building storage and garage space, a separate storage building with six finished rooms that could serve numerous purposes, and additional workshop and storage areas throughout the property. The acreage offers a combination of fenced pasture, wooded trails, open riding areas, and privacy rarely found in today's market. Conveniently located near Chesapeake City & Elkton, marinas, boating, and major commuting routes while still providing a secluded country setting. Whether you're seeking a working horse farm, private family compound, recreational retreat, or investment opportunity, this one-of-a-kind property delivers endless possibilities.

99 E Lewis Shore Rd, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$298,000
2 Beds ⋅ 1 Baths
Purchase includes Map 48(Tax ID 0802004771), Parcels 80, 74 (Tax ID 0802004712) and 84 (Tax ID 0802013525) Total of 2.81 acres

2871 Augustine Herman Hwy, Chesapeake City

Listing courtesy of Gunther-McClary Real Estate. Contact:

$925,000
4 Beds ⋅ 4 Baths
If you're looking for seclusion and privacy, you've found it in this custom home on a 4.19 acre lot in the Fair Hill area. Glen Brook Woods is a community of 7 custom homes on a private cul-de-sac. As soon as you step inside, you can feel the quality and craftmanship that went into this home. All of the living areas have an abundance of natural light, so it feels like you are living with nature. The main level features the open kitchen/dining/living areas with cathedral ceilings, gas fireplace and hardwood floors. The gourmet kitchen has a gas range, microwave, dishwasher, beautiful wood cabinets, granite counterops and a breakfast bar. Just off the open living area is a sunroom with doors to the main level deck. The primary bedroom with huge walk-in closet and 4-piece bath is also on the main level as well as 2 more bedrooms and the laundry. Upstairs is the fourth bedroom and/or office with an attached bath. Downstairs is a massive recreation area with built-in bar, media area, powder room and another gas fireplace. Off the recreation room is a large deck with a hot tub for enjoying the beautiful lot. The lower level also features the indoor exercise pool, workshop and storage area. This home has over 4600 sq ft of finished living space. The oversized 2-car garage also has an entrance to the workshop. The location of this home offers easy access to the Fair Hill Nature Center, White Clay Creek Park and downtown Newark. Hurry to see this remarkable home before it is too late!

39 Glen Brook Dr, Elkton

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000
$795,000
4 Beds ⋅ 4 Baths
Welcome to 2418 Old Telegraph Rd, Chesapeake City Maryland. The home is a car enthusiasts dream with an attached 2 car garage and oversized detached garage with finished bonus rooms above. Ample parking iS available in the paved driveway. This beautiful home sits on 4 Park like acres surrounded by sprawling horse farms and farmland. The home features a large primary bedroom suite on the first floor, first floor laundry, Fireplace, open living room, kitchen and dining area as well as a large formal dining room and great room. The second floor features a second primary suite with massive walk in closet. There are 2 more bedrooms with a jack and jill bath. The home has fresh paint in most rooms, new carpet, new appliances, a new roof and a new well pump. Large unfinished basement offers room for storage. Square footage on county records is believed to be incorrect

2418 Old Telegraph Rd, Chesapeake City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$400,000
3 Beds ⋅ 2 Baths
Discover the perfect blend of privacy and country living on this 1-acre property. Nestled in a peaceful setting with a partially wooded backyard, this 3-bedroom, 2-full-bath home offers 1,824 square feet of inviting living space while remaining conveniently close to major roads for an easy commute. The floor plan features two bedrooms and a full bath on the main level, along with a spacious living room, dining area, kitchen, and a versatile den/family room that's perfect for relaxing or entertaining. Upstairs, you'll find a private primary suite complete with a full bathroom, creating a comfortable retreat at the end of the day. Enjoy year-round comfort with central air conditioning and the added value of energy-saving solar panels. Step outside to the enclosed deck, an ideal space for morning coffee, outdoor dining, or simply taking in the peaceful surroundings. The yard is a gardener's dream, featuring a chicken house and an impressive variety of established fruit trees and perennial plantings, including apple and peach trees, rhubarb, cranberries, white raspberries, strawberries, and more. Whether you're looking to cultivate your own homestead, enjoy fresh seasonal harvests, or simply appreciate the beauty of nature, this property offers endless possibilities. If you've been searching for a home to make your and that combines privacy, functionality, and outdoor living with convenient access to everyday amenities, this unique property is ready to welcome you home.

255 Washington Schoolhouse Rd, Rising Sun

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$1,950,000
2 Beds ⋅ 2 Baths
Exceptional opportunity to own a private equestrian estate situated on approximately 91+ acres just minutes from the Chesapeake Bay, marinas, and waterfront amenities. Surrounded by mature woods, open pasture, and riding areas, this unique property offers tremendous potential for horse enthusiasts, boarding operations, training facilities, multi-generational living, or a private country retreat. The main residence features 4 bedrooms, 2 full baths, multiple living areas, two kitchens, and approximately 2,300 square feet of living space, creating excellent flexibility for extended family, guest accommodations, or separate living quarters. A large wraparound deck overlooks the peaceful setting and provides the perfect place to relax and enjoy the surrounding wildlife and natural beauty. Equestrian improvements include an impressive center aisle bank barn with multiple stalls, tack room, hay storage, wash areas, and large covered work spaces. Additional horse facilities include another stable building with multiple stalls and turnout areas, fenced paddocks, run-in sheds, and riding areas. Several additional outbuildings greatly enhance the property's versatility, including a large equipment building storage and garage space, a separate storage building with six finished rooms that could serve numerous purposes, and additional workshop and storage areas throughout the property. The acreage offers a combination of fenced pasture, wooded trails, open riding areas, and privacy rarely found in today's market. Conveniently located near Chesapeake City & Elkton, marinas, boating, and major commuting routes while still providing a secluded country setting. Whether you're seeking a working horse farm, private family compound, recreational retreat, or investment opportunity, this one-of-a-kind property delivers endless possibilities.

99 E Lewis Shore Rd, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$539,999
4 Beds ⋅ 3 Baths
SPECIAL FINANCING BELOW 5% FIXED RATES.  READY FOR IMMEDIATE OCCUPANCY.  This 4 Bedroom 2 1/2 Bath "Lapis" home could be yours at a low monthly payment.  Ask Sales Rep for Details.  The main floor of the beautiful Lapis plan offers an inviting great room and an open dining area that flows into a corner kitchen with a center island and walk-in pantry. This level includes a flex space. Upstairs, enjoy a convenient laundry and a luxurious primary suite. The second floor has 4 TOTAL bedrooms and 2 FULL baths!  The primary suite includes a large walk in closet, both upper level bathrooms have dual sinks.  OPEN OAK STAIRS, make the front entry POP!  LOTS OF INTERIOR UPGRADES!   Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment and to verify open hours.

112 Catalpa Dr, North East

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$1,950,000
5 Beds ⋅ 5 Baths
Situated on nearly 8 private acres backing to Big Elk Creek, this extraordinary custom estate offers nearly 8,000 square feet of luxurious living space, resort-style outdoor amenities, and a level of craftsmanship and attention to detail rarely found in today's market. Extensively renovated in 2012, nearly every component of the home was upgraded, including windows, doors, electrical, plumbing, masonry, driveway, fencing, and more. Throughout the home you'll find solid walnut interior doors, professional-grade Viking appliances, 100% spray foam insulation, geothermal heating and cooling, a 600-amp electrical service, and five HVAC systems, all of which have been replaced or substantially updated within the past two years. Designed for both grand entertaining and comfortable everyday living, the main level features a dramatic two-story living room with a stunning stone fireplace, expansive dining room, chef's kitchen, family room, wet bar, private office, recreation room, and multiple gathering spaces. The home offers 5 bedrooms and 5 full bathrooms, including an exceptional primary suite featuring a gas fireplace, spa-inspired bath with programmable electronic shower controls, oversized soaking tub, and an impressive walk-in closet. The upper level includes additional spacious bedrooms, a dedicated theater room with equipment included, and a third-floor bonus room offering endless possibilities for a studio, game room, fitness area, or additional living space. Step outside and experience your own private resort. The heated 20' x 40' gunite saltwater pool features approximately 50,000 gallons of water, a dramatic rock waterfall, waterslide, self-cleaning floor system, spa, extensive hardscaping, and multiple outdoor entertaining areas. A pool house, detached garage/workshop, and expansive patios and decking complete the outdoor experience. The property's wooded setting and Big Elk Creek backdrop provide exceptional privacy, scenic views, and abundant wildlife. Additional features include natural gas fireplaces, geothermal heating and cooling, multiple updated HVAC systems, attached 3-car garage, detached 41' x 28' garage, extensive storage areas, and theater equipment that conveys with the sale. This one-of-a-kind estate combines luxury, efficiency, recreation, and privacy in a truly spectacular setting. A rare opportunity to own one of Cecil County's premier properties.

36 Appleton Rd, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$950,000
4 Beds ⋅ 5 Baths
Absolutely stunning!!! Rurally located and BEAUTIFULLY maintained, 4-bedroom, 4.5 bath custom built, stucco colonial situated on 2 peaceful and private acres, featuring 4,280 finished sq. ft. of open and airy living space with close proximity to I-95, Rt. 40 and the Pennsylvania State Line. As you enter you will be greeted with a lofty 2-story ceiling, stunning oak flooring and 10' ceilings throughout. Main level highlights include a grand foyer, sitting room, home office, sizable great room, dining area, gourmet kitchen, laundry, bedroom with an attached bath as well as a half bath. Great room features include a stone floor to ceiling propane burning fireplace and French doors leading to a sweeping composite deck and backyard. Kitchen details include stainless-steel appliances, 2 dishwashers, a large island, sleek granite countertops, a walk-in pantry, peninsula with seating, glass tile backsplash and loads of beautiful cabinetry with plenty of storage. Adjacent to the kitchen is a sprawling dining area, also with deck access, ideal for entertaining and large family gatherings. The upper-level can be accessed by 2 separate staircases with highlights that include 3 spacious bedrooms, all with attached bathrooms and walk-in closets, as well as a bonus room with balcony access which could be utilized as an exercise room, play area or second home office. Primary bedroom details include access to a generously sized private balcony (perfect for morning coffee!), walk-in closet with separate laundry and a 13' X 18' attached bathroom. Features include a HUGE walk-in tiled shower, jetted soaking tub, private water closet and ceramic tile flooring. Idyllic views of nature from every room! The full poured concrete basement includes a finished 57' X 18' recreation room, 13' X 43' finished gaming area/hobby room, additional finished area and a utility room. Additional property details include 2 "Energy Star" tankless water heaters (main level and upper level), a Generac generator, an attached 2-car garage, a detached 2-car garage with upper-level storage, attractive landscaping and wiring for security. Recent upgrades include 2 new HVAC units, main level added 2024 and upper-level unit added in 2025. Truly shows pride of ownership throughout. If you are searching for an impeccably maintained, expansive and tucked away place to call home, your search is over... 627 Doctor Miller Road... A WONDERFUL place to call HOME!!!

627 Doctor Miller Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

$489,999
4 Beds ⋅ 3 Baths
SPECIAL FINANCING BELOW 5% FIXED RATES.  READY FOR IMMEDIATE OCCUPANCY.   The main floor of the Coral plan offers a large, uninterrupted space for relaxing and entertaining. The kitchen features a spacious center island and opens to the dining and great room. Upstairs, you'll find a convenient laundry, a full bath tucked between THREE generous bedrooms, and an inviting primary suite with a walk-in closet and private bath.  Includes beautiful white cabinets with Matte Black hardware, upgraded carpet, LVT and ceramic tile, plus upgraded faucets, 9' ceilings, 8' doors and center meet doors!   Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment and to verify open hours.

136 Catalpa Dr, North East

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$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: (443) 292-6767
$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: (443) 292-6767
$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:

$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: (717) 344-5950
$475,000
4 Beds ⋅ 2 Baths
Almost 6 acres of serenity, beauty & privacy. Beautiful corner lot with charming farmhous that was recently renovated. Quiet area with plenty of lawn and woods. Gorgeous lot with acres of private woods and a massive large cleared lawn area. Beautiful new kitchen, 2 new full baths, new flooring throughout, multi season room with heat and air & loaded with windows. Windows have been replaced, Siding and insulation installed, new black metal roof installed on main house and porch roof. Brand new well and septic are complete. All Cecil county permits are in. All new electric from pole to house.. plumbing and electric permits are in. and approved. Seller has everything permitted through the county. Ready to make it yours! If you want your kids to be playing outside, Give them 6 acres of land and watch their imaginations run Please reach out with questions. All those viewing must be accompanied by agent

743 Bell Manor Rd, Conowingo

Listing courtesy of Remax Vision. Contact: