Olde Town Homes with Pool

Olde Town Homes with Pool

Welcome to Olde Town, a charming subdivision nestled in the heart of Lewes, Delaware, where coastal living meets small-town charm. This delightful community offers a unique blend of picturesque landscapes and modern amenities, making it the perfect place to call home.

Olde Town is renowned for its stunning homes, each designed with care and attention to detail. Many of these residences feature private pools, providing a luxurious retreat for relaxation and recreation. Imagine spending sunny afternoons lounging by your own pool, or hosting vibrant gatherings with family and friends, all while enjoying the gentle coastal breeze.

The subdivision is strategically located just a short drive from the beautiful beaches of Lewes, where you can soak up the sun, enjoy water sports, or take leisurely strolls along the shore. Olde Town is also conveniently close to local shops, restaurants, and recreational facilities, ensuring that everything you need is within reach.

Community spirit thrives in Olde Town, with friendly neighbors and a welcoming atmosphere. Whether you’re taking a peaceful evening walk or participating in local events, you’ll quickly feel at home in this vibrant neighborhood.

With its idyllic setting, beautiful homes with pools, and close proximity to the best that Lewes has to offer, Olde Town is more than just a place to live; it’s a lifestyle. Come explore the possibilities and discover your dream home in this enchanting subdivision today!

Newest Olde Town Homes with Pool

$1,595,000
6 Beds ⋅ 5 Baths
Discover exceptional coastal living in this beautifully designed 5-bedroom, 4.5-bath home located in the highly sought-after Olde Town community of Lewes. Thoughtfully crafted by Evergreene Homes for both everyday comfort and memorable gatherings, this home offers an ideal blend of elegance, functionality, and timeless style. A welcoming front foyer sets the tone, leading to an expansive open-concept layout anchored by a sprawling great room designed for effortless entertaining. The elegant formal dining room provides the perfect setting for holiday celebrations, dinner parties, and special occasions, while the thoughtfully upgraded interior finishes add sophistication throughout the home. The main-level primary suite offers a private retreat with the convenience of first-floor living, while upstairs, a spacious loft and oversized bonus room provide endless flexibility for a media room, home office, fitness space, unfinished basement, and additional guest accommodations. With five bedrooms and generous living areas throughout, there is room for everyone to relax and unwind. Nestled within Olde Town, one of Lewes' most desirable communities, this exceptional home combines coastal charm, modern comfort, and an outstanding location just moments from the beaches, dining, shopping, and recreation that make Lewes one of Delaware's most treasured destinations. Pictures are for illustrative purposes only.

65 Filly Ln, Lewes

Listing courtesy of Compass. Contact: 3022734998
$1,799,990
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.

HOMESITE 82 Filly Ln, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$1,699,000
4 Beds ⋅ 4 Baths
BETTER THAN NEW! Completed in 2025 and barely lived in, this SCHELL Brothers–built Kingfisher is move-in ready and waiting for its next owner. Located in the premier community of Olde Town, you’ll be just over a mile from Lewes Beach and moments from the restaurants, shops, and charm of downtown Lewes. With direct access to the bike trail, you’re a short ride to the Delaware Bay or the Atlantic Ocean at Cape Henlopen State Park. Inside, the sought-after Kingfisher floor plan delivers the open-concept living today’s buyers crave. The kitchen, family room, and dining room blend seamlessly to create a warm, inviting space perfect for everyday living and effortless entertaining. A screened-in porch and rear deck extend the living area outdoors for relaxing or hosting guests. The first-floor primary suite feels like a private retreat, featuring a soaking tub, upgraded shower, and two walk-in closets. An additional first-floor office provides flexibility and could easily serve as a fifth bedroom. Upstairs, a central loft connects three spacious, private bedrooms, accompanied by two full bathrooms—ideal for family or visitors. Known for quality craftsmanship and premium finishes, Schell Brothers delivers again with this exceptional design and build. If you’re seeking a high-end home in an upper-tier community near the best of the Delaware shore, this property deserves your attention. Easy to tour and impossible to forget—schedule your visit today. Don't wait, the beach is calling!

15 Filly Ln, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040
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