Earleville Homes with Pool

Earleville Homes with Pool

Welcome to Earleville, Maryland—a hidden gem nestled in the heart of Cecil County. This charming town offers a delightful blend of rural tranquility and modern conveniences, making it the perfect place to call home. With its picturesque landscapes, friendly community, and rich history, Earleville is an ideal spot for those seeking a serene lifestyle without sacrificing accessibility to urban amenities.

One of the standout features of homes in Earleville is the abundance of properties with pools. Imagine basking in the sun on a warm summer day, lounging by your own private oasis, or hosting memorable gatherings with friends and family. The homes here are designed for both relaxation and entertainment, providing ample outdoor space and stunning pool areas that enhance the overall living experience.

In addition to the luxurious pools, Earleville boasts a variety of outdoor activities for nature enthusiasts. From scenic parks to nearby waterways, residents can enjoy boating, fishing, and hiking, all while soaking in the breathtaking views that Maryland has to offer. The community is also conveniently located near major highways, allowing for easy commutes to nearby cities and attractions.

Whether you’re a first-time homebuyer or looking to settle down in a peaceful environment, Earleville's real estate market has something for everyone. With its charming homes that feature inviting pools, you can create lasting memories in a place that feels like a true retreat. Discover the beauty and warmth of Earleville today—your dream home awaits!

Newest Earleville Homes with Pool

1 Beds ⋅ 1 Baths

Located in Indian Acres Campground where you have access to an over sized pool, boat ramp, fishing, play area, basketball, tennis, and plenty of activities to keep you busy. Or just relax! Property you will own is two lots allowing plenty of space for a boat and parking. Trailer is 12 x 35 with 1 BR, beautiful oak cabinets, built in stereo system, and much more. Come check out this fun-cation location you will own and can enjoy 150 days a year (no more than 100 consecutive). Pets are welcome on a leash.

203,202 Oklawaha Ln Unit #GLEN 9, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

3 Beds ⋅ 2 Baths

Experience the charm of Chesapeake Haven with this beautifully renovated 3-bedroom, 2-bath home offering 2,576 square feet of flexible living space and breathtaking Chesapeake Bay views. With extensive renovations completed in 2024 and brand-new bedroom windows installed in 2025. This home seamlessly blends modern updates with timeless coastal charm. One of the home’s most unique features is its versatile floor plan. The first level offers two bedrooms, a full bath, a spacious great room, and a convenient laundry area, while the second level features the main bedroom with an en-suite bath, along with the kitchen, dining area, and living room. This thoughtfully designed layout provides incredible flexibility for multigenerational living or simply creating separate living spaces to fit your lifestyle. The moment you step inside, you’ll be captivated by the abundance of front-facing windows that frame stunning Chesapeake Bay views throughout the main living areas, filling the home with natural light and allowing you to enjoy the water from the comfort of your own home. Whether you’re enjoying your morning coffee or unwinding at sunset, the ever-changing views create a truly peaceful setting. Situated on a generous 0.58-acre lot, the property also features an oversized detached garage with electric; a spacious driveway with ample parking, a fenced yard perfect for pets and FOUR decks (one on each side of the home, one in the front - ground level, and one in the rear) offering multiple outdoor spaces to relax, entertain, soak in the scenery, or enjoy the refreshing bay breeze. A cozy fireplace in the main living adds warmth and character indoors, while the outdoor shower can currently be connected via an exterior hose or it could also be permanently plumbed if desired. Living in Chesapeake Haven means embracing the best of waterfront living, with easy access to boating, fishing, parks, local dining, and shopping…all while enjoying the tranquility of this sought-after water-oriented ** Use this property as your primary residence, vacation getaway, or an income-producing Airbnb/VRBO short-term rental. With no rental restrictions, you have the freedom to maximize its potential however you choose! This beautifully updated home offers the perfect combination of comfort, flexibility, thoughtful updates, exceptional outdoor living, and spectacular Chesapeake Bay views. Don’t miss your opportunity to make it yours!

16 Kent Ave, Earleville

Listing courtesy of Gregg Team Realty. Contact:

1 Beds ⋅ 1 Baths

Single lot located in Indian Acres Campground (not a full time residence) with a camper (year built an estimated while researching) and an addition for additional living space. So much to do in this Campground community with a boat ramp to the Sassafras/Chesapeake Bay, Pools, Convenience Store, Arcade, Seasonal scheduled activities and so much more. Come see what this gated community has to offer for those weekend or vacation getaways you own.

157 Kasun Ln Unit #GLEN 4, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

2 Beds ⋅ 1 Baths

Boaters Dream, You Have Your Own Year Round Boat Storage! Open Access To The Community Boat Launch And A Cottage With Open Floor Plan; 2 Bedrooms, 1 Bath, With Large Kitchen, Dining Room, Den And Very Large Living Room That Allows For Additional Sleeping Area, With Central Air Conditioning, Large Deck, Several Outbuildings And Plenty Of Parking On The Spacious Double Lot That Backs To Wooded Area With Beautiful Shade Trees. Located In The Indian Acres Gated Community. It’s a Great Vacation Get Away With So Much To Do Or Just Relax. The 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 That This Community Has To Offer. This Purchase Includes Two Lots. (Golf Cart Is For Sale Separately) 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!!!

50-55 Pequot-Sauk Ln Unit #GLEN 8, Earleville

Listing courtesy of Key Realty, Incorporated. Contact:

1 Beds ⋅ 1 Baths

GREAT VACATION GET AWAY SPOT YOU OWN. PROPERTY HAS TRAILER WITH LARGE ADDITION AND SHED. TWO LOTS GIVES YOU PLENTY OF SPACE TO STORE A BOAT OR JET SKI'S. LOCATED IN INDIAN ACRES CAMPGROUND WHICH IS LIMITED TO 150 DAYS A YEAR, NO MORE THAN 100 CONSECUTIVE DAYS. COMMUNITY HAS POOLS, BOAT RAMP, PIER, PONDS, LAKE, CONVENIENCE STORE, ARCADE, MANY EVENTS, AND SO MUCH MORE. COME FIND YOUR WEEKEND GET AWAY AS I LOOK FORWARD TO SEEING YOU.

54,55 Teton Ln Unit #GLEN 9, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

1 Beds ⋅ 1 Baths

1999 BRECKENRIDGE TRAILER LOCATED IN INDIAN ACRES CAMPGROUND. LIMITED TO 150 DAYS A YEAR NO MORE THAN 100 CONSECUTIVE DAYS (NOT A FULL TIME RESIDENCE). GREAT WEEKEND/VACATION GET AWAY WITH SO MUCH TO DO OR JUST RELAX. GOLF CART FRIENDLY COMMUNITY FOR GETTING TO THE POOLS AND WATERFRONT. BOAT RAMP, LAKE, TWO PONDS, CONVENIENCE STORE WITH GREAT FOOD, ARCADE AND SO MUCH MORE. COME SEE ALL THIS COMMUNITY HAS TO OFFER AS WE LOOK FORWARD TO SEEING YOU.

243 Nahma Ln Unit #GLEN 9, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

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:

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 Beds ⋅ 1 Baths

Two lots located in Indian Acres Campground (not a full time residence) with a camper and shed. Lots back to water. So much to do in this Campground community with a boat ramp to the Sassafras/Chesapeake Bay, Pools, Convenience Store, Arcade, Activities and so much more. Come see what this gated community has to offer.

74,73 Omaha Ln Unit #GLEN 4, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

2 Beds ⋅ 1 Baths

Spacious weekend/vacation getaway! This property is located in Indian Acres Campground which is restricted to 150 days a year no more than 100 consecutive days (not a full time residence). Park model with addition gives plenty of space for friends and family. Gated community offers a huge pool, children's pool, boat ramp, lake, two ponds, convenience store, and so much more. Come check out all this community has to offer.

210,211 Ponca Ln Unit #GLEN 3, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

1 Beds ⋅ 1 Baths

Two large lots located in the corner of GLEN 8 with a camper with an addition for additional living space. Shed and additional storage on the lots as well. If you are looking for that perfect weekend/vacation getaway this property has a lot to offer. Located in Indian Acres Campground (limited to 150 days a year, no more than 100 consecutive days as it is not a full time residence) there is a boat ramp to the Sassafras River/Chesapeake Bay, huge pool, a lake, two ponds, convenience store, open space and so much more. We look forward to seeing you.

59,60 Arapno /Pomo Ln Unit #GLEN 8, Earleville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

1 Beds ⋅ 1 Baths

Beautifully peaceful view from the porch or front yard overlooking Dowell Creek. Two lots allows plenty of space to enjoy and entertain. The trailer is well maintained and ready to move in. Come see what this great location in Indian Acres Campground (restricted to 150 days a year no more than 100 consecutive days) has to offer. Just minutes to the Chesapeake Bay by boat via Sassafras River. Lots of community activities, swimming pool, tennis courts, basketball courts, playground, community building, beach area, boat ramp, fishing ponds, arcade, store, and so much more.

15, 16 Hiawatha Dr Unit #GLEN 6, Earleville

Listing courtesy of EXIT Preferred Realty. Contact:

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