Olde Town Homes for Sale

Olde Town Homes for Sale

Welcome to Olde Town, a hidden gem nestled in the heart of Lewes, Delaware. This charming subdivision combines the warmth of small-town living with modern conveniences, making it an ideal place for families, retirees, and everyone in between. Known for its picturesque streets lined with beautiful homes, Olde Town embodies a sense of community, where neighbors become friends and memories are made.

In Olde Town, you'll find an array of homes for sale that cater to diverse tastes and lifestyles. From cozy cottages to spacious family residences, each property is thoughtfully designed with quality craftsmanship and attention to detail. Many homes boast inviting front porches, lush gardens, and open-concept layouts that are perfect for entertaining or relaxing with loved ones.

One of the highlights of living in Olde Town is its proximity to the stunning beaches and vibrant downtown Lewes. Residents can enjoy leisurely strolls to local shops, delightful eateries, and cultural attractions that showcase the area’s rich history. For outdoor enthusiasts, the nearby parks and scenic trails offer endless opportunities for recreation, whether it’s biking, hiking, or simply enjoying the natural beauty of Sussex County.

With homes for sale in Olde Town, you have the chance to become part of this welcoming community. Experience the charm of coastal living while enjoying the comforts of home. Don’t miss out on the opportunity to make Olde Town your own—explore the available listings today and discover the perfect place to call home in Lewes, Delaware!

Newest Olde Town Homes for Sale

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

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

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

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 3,000 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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Joe Sterner

Greetings! I’m Joe Sterner and the Rehoboth Beach area has been home to me since 2003, though my connection to DelMarVa goes back to childhood summers in Ocean City, MD. Originally from Central PA, my partner and I first made coastal Delaware our second home while we owned and operated a national internet marketing company. After selling that successful business in 2013, we moved permanently to Rehoboth Beach, where we purchased The Homestead Bed & Breakfast. As a local bed and breakfast owner, I get to help guests discover coastal Delaware every day. What makes the Delaware beaches truly unique is the lifestyle—and helping people navigate the different communities and towns here is something I genuinely enjoy. My process is simple: I listen carefully to understand your goals, lifestyle, and what you value, and then work with my exceptional team to make your move as seamless as possible. From industry-leading marketing to a vast network of trusted partners, I take care of everything to ensure your move is a success. In addition to my work as an innkeeper and a realtor, I also volunteer on the Clear Space Theatre board as vice-chair. In this role, I’ve had the pleasure of collaborating with people from across our state to help support the arts right here in Rehoboth Beach. To me, the arts are what keep our community vibrant—so if you like theatre or are just curious about what’s happening in town, please don’t be afraid to ask! Additionally, having personally bought and sold millions of dollars in commercial property (both real estate and IP), I regularly work with entrepreneurs and savvy investors to navigate the buying and selling process. When I’m not selling real estate or making breakfast for our B&B guests, you’ll find me hosting dinner parties, surf fishing with friends, tending to the vegetable garden, rooting for my favorite football team in the fall, or simply enjoying a dirty martini in our courtyard. My pledge to you as your agent is the same as if you were a guest in my home or a new neighbor I’m welcoming to the community. You will always receive honesty, hospitality, and straightforward guidance while I work to make your real estate experience as smooth and enjoyable as possible. Cheers!

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David Brinton

Hello there! My name is David Brinton, and I’ve proudly called Coastal Delaware home since 2003. After years of spending summers here, my husband and I decided to purchase a second home—and before long, we made the move to live in Rehoboth Beach full-time. We quickly fell in love with the coastal lifestyle and welcoming community. From forming lasting friendships to enjoying endless entertainment and exceptional dining, living in Coastal Delaware has truly been a dream come true. Today, I’m grateful to share that same lifestyle with my real estate clients. Helping others create their own life at the beach—while discovering all that these incredible communities have to offer—is incredibly rewarding. There’s nothing better than hearing how happy new residents are after making the move. With a degree in Hospitality Management and a minor in Travel and Tourism, I bring a client-first approach to real estate. I take the time to understand your goals and preferences so I can guide you toward homes and communities that align with your vision. Paired with the expert resources of the Coastal Homestead Group, our partnership delivers exceptional service, unmatched resources, and proven results. In my spare time, I enjoy watching movies, catching a football game, relaxing by the pool at our B&B, fishing, spending time at the beach, and being with friends and family.

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