Eastover Hills Real Estate

Eastover Hills Real Estate

Welcome to Eastover Hills, a charming subdivision nestled in the heart of Dover, Delaware. This picturesque community offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Eastover Hills is renowned for its beautifully landscaped streets and welcoming atmosphere. The subdivision features a variety of well-maintained homes, ranging from cozy single-family residences to spacious modern designs, ensuring there’s a perfect fit for every lifestyle. Residents take pride in their homes and gardens, contributing to the overall appeal of this friendly neighborhood.

One of the standout features of Eastover Hills is its prime location. Situated just a stone's throw away from downtown Dover, residents enjoy easy access to a wealth of shopping, dining, and entertainment options. Whether you’re looking to explore local boutiques, savor delicious cuisine at one of the many restaurants, or take in a show at the nearby Dover Downs, everything you need is within reach.

For families, Eastover Hills is served by the highly-rated Caesar Rodney School District, providing quality education for children of all ages. The community also boasts ample green spaces and parks, perfect for outdoor activities, picnics, and leisurely strolls.

With its charming homes, friendly neighbors, and convenient location, Eastover Hills is more than just a place to live; it's a community where memories are made and cherished. Discover your dream home in this delightful subdivision and experience the best that Dover has to offer!

Newest Listings in Eastover Hills

3 Beds ⋅ 2 Baths

Full of character in one of Dover's most storied neighborhoods this classic 1935 Cape Cod sits steps from Historic Olde Dover. The main-floor primary suite offers rare single-level living, while two additional bedrooms upstairs provide space for family, guests, or a home office. Well maintained and in good condition, this home is being sold as-is a great opportunity to own a piece of Dover history. Coming soon!

511 Greenhill Rd, Dover

Listing courtesy of Compass. Contact: 3022734998

3 Beds ⋅ 2 Baths

***PROFESSIONAL PHOTOS COMING SOON*** Welcome to this 1940 Colonial in the heart of Dover! This 3 bedroom, 2 bath home offers classic curb appeal with mature landscaping and a welcoming covered entry. Inside and out, this home has been well cared for, featuring a brand new roof (2025), heat pump heating system with central air conditioning, and a cozy wood burning fireplace that adds warmth and character. Enjoy relaxing on the screened porch or taking advantage of the basement for extra storage. With original details and thoughtful updates throughout, this home blends timeless charm with everyday comfort. Tucked on a tree lined street, you'll enjoy easy access to shopping, dining, and everyday conveniences, plus just minutes from Dover Air Force Base. Don't miss this fantastic opportunity!

529 E Loockerman St, Dover

Listing courtesy of Myers Realty. Contact: 3026744255

5 Beds ⋅ 3 Baths

Loads of character in this beautifully maintained traditional home, ideally located in the heart of desirable Olde Dover. Nestled among mature trees on a picturesque, tree-lined street with sidewalks, this walkable neighborhood is just minutes from downtown Dover, shopping, restaurants, parks, and local amenities. Inside, timeless charm shines through with hardwood floors throughout, a cozy fireplace, and a gracious formal dining room that's perfect for entertaining or everyday gatherings. Offering five bedrooms and 2.5 baths, this home provides generous space and a warm, welcoming atmosphere. The finished third-floor attic is a true highlight, currently a bedroom with a full bath and built-ins, creating the perfect guest suite, home office, or secluded retreat. Step outside to the inviting screened porch, an ideal place to enjoy dining al fresco, savor your morning coffee, or relax with a good book while taking in the surroundings. Combining classic character, thoughtful updates, and an unbeatable location in one of Dover's most sought after neighborhoods, this exceptional home is ready to welcome its next owners.

517 Greenhill Rd, Dover

Listing courtesy of Burns & Ellis Realtors. Contact: 3026744220

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Lisa Mathena

Meet Lisa Mathena | Top Delaware Real Estate Expert & Luxury Home Specialist With 34+ years of experience in the Delaware real estate market, Lisa Mathena is one of the most trusted and accomplished REALTORS® serving Southern Delaware. A lifelong resident of the state, Lisa brings unmatched local knowledge and deep expertise across New Castle County, Kent County, and Sussex County, helping buyers and sellers navigate every stage of the real estate process with confidence and clarity. Recognized throughout her career as a top-producing REALTOR®, Lisa has built a reputation for delivering results through strong negotiation skills, strategic marketing, and a deep understanding of Delaware’s real estate laws, contracts, and local regulations. Her clients benefit from her ability to coordinate trusted vendors, manage complex transactions, and provide step-by-step guidance designed to make every sale or purchase as smooth and stress-free as possible. Lisa’s primary goal is always to help clients make informed decisions that are truly in their best interest. Whether assisting first-time buyers, move-up homeowners, investors, or clients facing short sales or foreclosure situations, she provides honest advice, clear communication, and expert-level market insight throughout the entire process. Lisa holds the Certified Residential Specialist (CRS) designation, as well as the Short Sales and Foreclosure Resource (SFR®) and Real Estate Negotiation Expert (RENE®) certifications. Lisa has been ranked in the Top 1% of realtors nationwide, and she has also achieved Five Star Professional Status every year since 2019. Lisa has received consistently high rankings from RateMyAgent on both local and state levels, and achieved Agent of The Year for the State of Delaware & Sussex County in 2023. Alignable also named her Local Businessperson of the year in 2023, 2024 & 2025. In 2023, Lisa was appointed to the Delaware State Real Estate Commission and became a certified National Association of REALTORS (NAR) mediation officer. In 2009, Lisa founded The Lisa Mathena Group to bring together a team of highly skilled professionals who share her commitment to exceptional service and client success. Since its formation, the team has consistently ranked among the top real estate groups in the state of Delaware, known for its professionalism, responsiveness, and results-driven approach. Today, Lisa and her team proudly serve clients throughout Delaware, helping families buy and sell homes with confidence while maintaining a reputation built on trust, performance, and long-term relationships.

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