Olde Town Homes for Sale

Olde Town Homes for Sale

Welcome to Olde Town, a charming subdivision nestled in the heart of Lewes, Delaware, in beautiful Sussex County. This quaint community offers a perfect blend of coastal charm and suburban tranquility, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle near the beach.

Olde Town is characterized by its picturesque tree-lined streets and beautifully maintained homes, each exuding unique architectural charm. The homes for sale in this delightful neighborhood range from cozy cottages to spacious family residences, ensuring there’s something to suit every taste and budget. With a focus on community spirit, residents enjoy a welcoming atmosphere, where neighbors become friends and gatherings are a regular occurrence.

Living in Olde Town means you’re just a stone’s throw away from the stunning beaches of Lewes, where you can soak up the sun, enjoy water sports, or take leisurely strolls along the shore. The area is also rich in history, with the charming downtown Lewes offering boutique shops, delightful eateries, and cultural attractions that celebrate the town's maritime heritage.

For those who appreciate the great outdoors, Olde Town is conveniently located near parks and nature trails, providing ample opportunities for hiking, biking, and enjoying the natural beauty of the region.

With homes for sale in this desirable subdivision, now is the perfect time to discover the enchanting lifestyle that Olde Town has to offer. Whether you’re looking for a year-round residence or a vacation getaway, this community is ready to welcome you home. Explore your options today and become part of this delightful coastal haven!

Newest Olde Town Homes for Sale

5 Beds ⋅ 5 Baths

Welcome to coastal living at its finest — a stunning 5-bedroom, 4.5-bath home ideally located just about a mile from the beach and moments from Downtown Lewes filled with boutique shops, award-winning restaurants, and vibrant local culture. Perfectly positioned within a sought-after community offering direct access to the Lewes–Georgetown Bike Trail, this home blends luxury, comfort, and an active coastal lifestyle. Inside, the home showcases a beautifully designed chef’s kitchen featuring premium finishes, expansive workspace, and an open layout ideal for entertaining and everyday living. The spacious floor plan flows effortlessly into inviting gathering areas and out to a large screened porch complete with a stone fireplace, creating the perfect setting for year-round indoor-outdoor enjoyment. The primary suite is a private retreat highlighted by a spa-inspired bath with a stunning Roman shower, offering both elegance and relaxation. Upstairs, a versatile rear loft opens to a second-story outdoor deck, providing peaceful views and an ideal space for morning coffee or evening sunsets. The fully finished walk-up basement expands the living space with endless possibilities — perfect for guests, recreation, or a home theater. Car enthusiasts, hobbyists, or beach lovers will appreciate the additional recreation garage, offering exceptional storage for bikes, golf carts, or water gear. Combining thoughtful design, upscale features, and an unbeatable location near the beach and trail system, this home delivers the ultimate coastal lifestyle — where every day feels like a vacation. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing. AGENT REGISTRATION REQUIRED.

72 Filly Ln, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

6 Beds ⋅ 5 Baths

Discover exceptional new construction by Evergreene Homes in the prestigious Olde Town community. This beautifully designed 5-bedroom, 4.5-bath home offers 3,940 square feet of thoughtfully planned living space, blending luxury, comfort, and flexibility. The main-level owner’s suite provides a private retreat and the convenience of first-floor living, while the second level features additional bedrooms and a large bonus room ideal for a media room, home office, playroom, or additional lounge. An expansive unfinished basement offers incredible potential for future living space, recreation, a home gym, or abundant storage. A large two-car garage provides plenty of room for vehicles, bikes, and beach gear, while the beautiful rear screened porch creates the perfect setting for relaxing, dining, and enjoying the coastal breeze. Located within walking distance of the community pool and Lewes Public Library, the home also offers easy access to the Junction & Breakwater Trail for miles of hiking and biking. With spacious interiors, exceptional indoor-outdoor living, and a sought-after location close to the best of Lewes, this remarkable Olde Town home is an opportunity not to be missed. The staged photos are virtually staged and do not represent furniture or inclusions in the home as they are purely for illustrative purposes only.

65 Filly Ln, Lewes

Listing courtesy of Compass. Contact: 3022734998

4 Beds ⋅ 4 Baths

Welcome to your future dream home in the highly sought-after Olde Town community in Lewes, Delaware. This to-be-built custom residence by Excel Construction Group blends coastal living with modern luxury, offering 4 spacious bedrooms, 3.5 designer bathrooms, and 3,500 square feet of thoughtfully designed living space. The open-concept floor plan creates a seamless flow between the gourmet kitchen, inviting living area, and sun-drenched dining space—perfect for entertaining or relaxing at home. A luxurious primary suite features a spa-inspired en-suite bath and expansive walk-in closet, while the additional bedrooms provide flexible options for guests, a home office, or a growing family. Outdoor living is elevated with a welcoming front porch and a versatile all-season rear porch, ideal for year-round enjoyment and hosting. The oversized garage and designer finishes throughout make this home as functional as it is beautiful. Located just minutes from historic downtown Lewes, pristine beaches, and local dining, this home offers the perfect combination of coastal lifestyle and upscale comfort. Customize your finishes and bring your vision to life! Photos are of a similar home built by the builder.

259 Monroe Ave, Lewes

Listing courtesy of Iron Valley Real Estate Premier. Contact: 3027414545

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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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