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

69 Filly Ln, Lewes
$1,225,000
3 Beds ⋅ 3 Baths
69 Filly Lane in Olde Town offers a unique opportunity to build an award-winning Kingfisher model by Schell Brothers, one of Coastal Delaware's most sought-after floor plans. This to-be-built opportunity combines one of the most desirable Lewes locations with the flexibility to personalize your new home through a variety of available options and upgrades. The Kingfisher combines distinctive architecture, spacious living areas, and the convenience of a first-floor primary suite. The impressive two-story great room creates an open, inviting atmosphere, while the generously sized kitchen flows naturally into the main living spaces, ideal for both everyday living and entertaining. A versatile first-floor flex room offers additional space for a home office, formal dining room, or other uses, while the second level provides comfortable accommodations for family and guests. One of the most appealing aspects of this opportunity is the ability to personalize the home. Buyers may select from available structural options, design finishes, and upgrades, allowing them to create a home that reflects their individual preferences and lifestyle. The location is equally compelling. This particular lot location in Olde Town at Lewes is ideally situated adjacent to the Junction & Breakwater Trail and across from the Lewes Public Library, with historic downtown Lewes, Cape Henlopen State Park, local beaches, restaurants, and shopping all just a short distance away. The community also offers a swimming pool, pool house and other amenities for residents to enjoy. With a desirable homesite and the opportunity to customize a popular floor plan, this offering brings together the advantages of new construction and an exceptional Lewes location. The lot can also be purchased separately with no builder tie-in or timeframe to build for $625,000.

69 Filly Ln, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

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.AGENT REGISTRATION REQUIRED.

72 Filly Ln, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact:

65 Filly Ln, Lewes
$1,575,000
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:

259 Monroe Ave, Lewes
$1,900,000
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:

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