Olde Town Homes for Sale

Olde Town Homes for Sale

Welcome to Olde Town, a charming subdivision nestled in the picturesque city of Lewes, Delaware, within the scenic Sussex County. This delightful community perfectly marries the tranquility of suburban living with the vibrant coastal lifestyle that Lewes is renowned for.

Olde Town is characterized by its tree-lined streets, inviting sidewalks, and a warm sense of community. Here, residents enjoy a blend of classic architectural styles and modern amenities, creating a unique neighborhood that appeals to families, retirees, and everyone in between. The homes for sale in Olde Town are not just properties; they are gateways to a lifestyle filled with leisure, connection, and adventure.

Imagine waking up in a beautifully designed home, where natural light floods the spacious interiors, and the scent of fresh sea air wafts through the windows. With a variety of floor plans and styles, from charming cottages to elegant two-story homes, there’s something to suit every taste and budget. Many homes feature lush gardens, cozy patios, and open-concept living spaces perfect for entertaining.

Olde Town is ideally situated just a short drive from the stunning beaches of Lewes and Rehoboth, where you can bask in the sun, enjoy water sports, or stroll along the boardwalk. The community is also conveniently located near local shops, restaurants, and parks, making it easy to embrace the best of coastal living.

If you’re looking for a home that offers both comfort and a vibrant lifestyle, explore the homes for sale in Olde Town today, and discover the perfect place to call your own in this enchanting Delaware community.

Newest Olde Town Homes for Sale

59 Filly Ln, Lewes
$1,849,999
6 Beds ⋅ 6 Baths
Introducing an exceptional new construction custom home by Sienna Homes, thoughtfully designed to deliver approximately 5,500 square feet of sophisticated living space in the sought-after Olde Town at White’s Pond community of Lewes. Offering 6 bedrooms, 5 full bathrooms and 1 powder room, this impressive residence pairs striking architectural details with elevated finishes and a floor plan designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, engineered wood flooring and abundant natural light create an immediate sense of scale. The dramatic two-story living room serves as a stunning centerpiece, featuring cathedral ceilings and expansive Andersen 100 Series windows. Thoughtful architectural details and an open-concept design create a seamless flow throughout the home’s main gathering spaces. At the heart of the home is a showstopping chef’s kitchen anchored by an impressive 9-foot island with Taj-Mahal Quartzite waterfall countertops. Premium ZLINE stainless steel appliances elevate the space, while generous cabinetry and sophisticated finishes offer the perfect balance of beauty and function. A separate butler’s pantry complete with its own dishwasher and refrigerator provides additional prep and storage space, making entertaining on any scale effortless. Designed with flexibility and luxury in mind, the home features two primary suites. The main-level primary suite creates a private retreat with the added convenience of its own dedicated laundry room. Upstairs, a second primary suite provides another beautifully appointed escape, while a second-floor laundry room adds convenience for the home’s additional bedrooms. With six bedrooms and five-and-a-half baths, the expansive layout offers abundant space for guests, home offices, recreation and multigenerational living while maintaining privacy. Carefully selected finishes and custom details complement the home’s impressive proportions throughout. The exterior continues the home’s commitment to quality with Hardie® board siding, Andersen® 100 Series windows, a two-car garage and outdoor shower—the perfect addition for life at the Delaware coast. Beyond the home, Olde Town at White’s Pond offers a lifestyle equally as impressive as the residence itself. The picturesque 85-homesite community is nestled alongside the 16-acre White’s Pond and offers direct access to the Junction & Breakwater Trail, providing miles of opportunities for walking, running and biking between Lewes and Rehoboth Beach. Residents enjoy an exceptional collection of community amenities including a pool and cabana, bathhouse, outdoor kitchen, outdoor fireplace and fire pit, lounge area, shuffleboard and bocce ball courts. Even better, Olde Town places you within one mile of Lewes Beach, Cape Henlopen State Park, and the restaurants and shops of downtown Lewes—bringing together the privacy of a luxury residential community with remarkable access to everything that makes coastal Lewes so special. 59 Filly Lane isn’t simply new construction—it’s a custom luxury residence designed for elevated coastal living, where exceptional craftsmanship, impressive scale and one of Lewes’ most desirable locations come together. Renderings are for illustrative purposes and may depict furnishings, landscaping, finishes or other features that are not included or are subject to change.

59 Filly Ln, Lewes

Listing courtesy of KW Empower. Contact:

55 Filly Ln, Lewes
$1,299,000
4 Beds ⋅ 4 Baths
BETTER THAN NEW IN OLDE TOWN! Skip the wait of new construction with this pristine, practically brand new east of Route 1 home in Lewes! Offering over 3,400 square feet of thoughtfully designed living space, this home blends coastal elegance with everyday functionality. The main floor serves as the ultimate gathering hub, featuring an open-concept layout centered around a gourmet kitchen equipped with quartz countertops, an oversized island with bar seating, stainless steel appliances, double wall ovens, an electric-cooktop with a range hood, and a walk-in pantry. The adjacent living area centers on a natural gas fireplace and flows seamlessly into the dining space. For effortless main-level living, the private primary suite offers a spa-inspired bath with a dual vanity, soaking tub, separate tile shower, and dual walk-in closets. A dedicated front office/den, powder room, and laundry room complete the first level. Upstairs, a vast loft area provides a flexible second living room, ideal for media, play, or relaxing. Three spacious additional bedrooms and two full baths, ensure family and guests have complete comfort and privacy. Outdoor living is exceptional, featuring a large screened porch that leads out to a beautifully landscaped, fully fenced-in backyard complete with built-in irrigation. Residents of Olde Town enjoy world-class community amenities including a stunning outdoor pool, covered poolside lounge, clubhouse, and shuffleboard court. Enjoy a short walk to one of the many shops or restaurants in Lewes’ historic downtown or enjoy the extensive local bike trails and pristine beaches as this turn-key property offers the ultimate coastal Delaware lifestyle. Don't wait to build - call today!

55 Filly Ln, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

72 Filly Ln, Lewes
$1,699,990
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:

Start Your Search