FEATURED FALL GETAWAYS

111 Jersey Street

Rehoboth Beach, DE


3 BR | 2 BA (Sleeps 6)

Nestled in the charming community of Rehoboth By The Sea, this coastal cottage is designed for comfort and offers a serene retreat just moments from the tranquil beach of the Atlantic Ocean. Dog friendly.

4308 Captiva Sands

Rehoboth Beach, DE


2 BR | 2 BA (Sleeps 7)

This 1st Floor Condo is located off Bay Vista Road, just minutes to Rehoboth and Dewey Beaches with access to 3 Community Pools and Tennis Courts. Nice open Living and a relaxing Screened Porch

8 Sea Side Drive

Bethany Beach, DE


5 BR | 5.5 BA (Sleeps 12)

This vacation rental is located within the private community of Sandpiper Village. The house features two living areas, a great deck, "crows nest" with ocean views and easy access to the beach.

322 Bayberry Drive

Lewes, DE


4 BR | 3.5 BA (Sleeps 10)

Great coastal getaway. Just minutes from downtown Lewes and local beaches. It features two living areas, a fully-equipped kitchen, spacious bedrooms, and plenty of space to unwind.

50 Henlopen Gardens, Lewes, DE


2 BR | 2.5 BA (Sleeps 6)

A beautifully-appointed townhome in the community of Henlopen Gardens. This location offers easy access to scenic trails, beaches, and vibrant shops & restaurants. Just minutes from the Cape Henlopen State Park.

352 Plantations Road, Lewes, DE


3 BR | 2.5 BA (Sleeps 8)

This is a one story single family vacation rental in the Plantations. This tastefully decorated home features a relaxing rear patio and large screened porch overlooking the community pond.

Now offering flexible 3-night minimum stays!*

FEATURED YEAR-ROUND RENTALS

29997 Plantation Drive

Millsboro, DE


3 BR | 2 BA | $1,950/mo.

18830 Bethpage Drive #4G

Lewes, DE


3 BR | 3.5 BA | $2,500/mo.

Explore yearly stays at various locations and communities!

FEATURED LISTINGS FOR SALE

BEST BUY: 7 Johnson Branch Court in Kings Creek Country Club, Rehoboth Beach, DE

5 Bedrooms | 4.5 Baths

Extraordinary custom-built estate tucked away on a private 1.5-acre cul-de-sac homesite. Offering over three thoughtfully designed levels of living space, hardwood flooring, extensive custom millwork, coffered ceilings, Palladian windows, multiple wood-burning fireplaces, and more.


List Price: $2,295,000

The Bryce Lingo & Shaun Tull Team

302-227-3883 (office)

302-236-9758 (cell)⁠⁠⁠⁠

shaun@jacklingo.com

21494 Catalina Circle in Sawgrass, Rehoboth Beach, DE

5 Bedrooms | 3.5 Baths

Set against the peaceful backdrop of White Oak Creek, this fully furnished townhome offers three levels of beautifully designed living with an elevator to every floor, multiple living spaces, a garage, and private outdoor areas overlooking the creek.⁠


List Price: $699,000

The Carrie Lingo Team

302-645-2207 (office)

302-562-7954 (cell)⁠⁠⁠⁠

merritt@jacklingo.com

35525 Peregrine Road in Hawkseye, Lewes, DE

5 Bedrooms | 4.5 Baths

Spacious, distinctive & designed with Feng Shui influences! This impressive home offers a flexible floor plan with abundant space for living, working, and entertaining.⁠ It features a first-floor primary suite, a custom kitchen, a media/theater room, multiple flex spaces, a wraparound porch, and a full basement.


List Price: $1,995,000

Michael Dominguez, REALTOR®

302-645-2207 (office)

302-745-2019 (cell)⁠⁠⁠⁠

miltonpe2000@gmail.com

10093 Iron Pointe Drive Ext in Whartons Bluff, Millsboro, DE

4 Bedrooms | 4.5 Baths

Spacious interior townhome offering flexible living space, beautiful pond views, and a convenient location. It features a welcoming dining room, a large kitchen with ample cabinetry, a gas fireplace, and an outdoor deck.


List Price: $375,000

Susan Mills, BROKER

302-934-3970 (office)

302-542-4146 (cell)⁠⁠⁠⁠

susan@susanmillsde.com

MEET OUR FEATURED AGENT

Ava Cannon, Associate Broker


We would like to congratulate Ava Cannon, on being named Jack Lingo, REALTOR’S® October 2026 Featured Agent! In the short interview linked below, we get to know Ava and hear all about her experiences working with Jack Lingo, REALTOR®. Check out the interview link below to learn more about the Lingo Difference.

JACK LINGO NEWS

Delaware by Another Name–The First State. The Diamond State. The Small Wonder. And That’s Only the Beginning.


For a state that stretches only about 96 miles from north to south, Delaware has collected an impressive number of names over the years. Some are official. Some were created to promote a town or region. Others simply grew out of history. But put them together, and they tell a surprisingly good story about the place we call home.

Congratulations 2026 Five-Star Agent Award Winners


To receive the Five Star Real Estate Agent award, a real estate agent must satisfy five objective eligibility and evaluation criteria that are associated with real estate agents who provide quality services to their clients.

2026 Jack Lingo, REALTOR®

Five-Star Agents

FOLLOW US ON FACEBOOK!

RECENT VIDEO HOME TOURS

UPCOMING COMMUNITY EVENTS

Jack Lingo, REALTOR® invites you to an open house weekend in Sussex County, DE. Open houses are a great opportunity to tour homes at your own pace—no appointment necessary. With a variety of properties available across multiple towns, and price ranges, you're sure to find homes that match your interests and schedule.

Dates and times are subject to change, and additional open house events may be added.

Please click the link above for the most up-to-date information.

2026 Scare Crow Trail & Show

October 1-31 | Rehoboth Beach & Dewey Beach

Travel the Scarecrow Trail & Show, pick your favorite and vote! During the month of October, dozens of numbered scarecrows will be located at various businesses throughout the Resort Area, including Dewey Beach, Downtown Rehoboth & Route One. Beginning October 1st, Scarecrow Locator Lists will be available at the Chamber’s Administration Building at 306 Rehoboth Avenue, Visitors Center at 501 Rehoboth Avenue, and Beach-Fun.com.

Image Courtesy of Rehoboth Beach-Dewey Beach Chamer of Commerce

49th Annual Fall Sidewalk Sale

October 2–4 | Rehoboth Beach & Dewey Beach

Shop your way through the Delaware Beaches during the 49th Annual Fall Sidewalk Sale! Browse great deals and seasonal finds from participating businesses throughout downtown Rehoboth Beach, Dewey Beach, and along Route 1. With plenty of bargains to discover, it’s the perfect addition to a fall beach getaway. Rain or shine.

Image Courtesy of Rehoboth Beach-Dewey Beach Chamer of Commerce

2026 Sea Witch Festival & Parade

October 23–25 | Downtown Rehoboth Beach

Get ready for one of the Delaware Beaches’ favorite fall traditions! The Sea Witch® Festival returns to Rehoboth Beach for a weekend filled with Halloween fun, live entertainment, festive activities, costumes, and plenty of family-friendly excitement. Come experience the magic of fall at the beach and make Sea Witch® weekend part of your autumn getaway!

Image Courtesy of Portrait In The Sand & Rehoboth Beach-Dewey Beach Chamber of Commerce

LOCAL BUSINESS HIGHLIGHTS

Spice Up Your Visit to Rehoboth!

Located on Rehoboth Avenue, The Spice & Tea Exchange of Rehoboth is a must-stop for foodies, tea lovers, and anyone searching for a unique gift. Browse an impressive selection of fine spices, more than 85 handcrafted seasoning blends, loose-leaf teas, specialty salts, sugars, and culinary gifts—all with knowledgeable staff ready to help you find something delicious.

Photo Courtesy of The Spice & Tea Exchange Rehoboth

A Sweet Stop At A Downtown Spot!

Satisfy your sweet tooth at Chocolate Wave, a locally owned chocolate shop tucked away in downtown Rehoboth Beach. From beautifully hand-painted bonbons and homemade bark to chocolate-covered treats, caramel apples, and more, their handcrafted confections are made fresh with quality ingredients. Stop by 5 N. First Street and discover a delicious local favorite!

Photo Courtesy of Chocolate Wave Rehoboth

FEATURED LOCAL RESTAURANT

Photo Courtesy of Big Fish Grill Rehoboth

Big Fish Grill

20298 Coastal Highway

Rehoboth Beach, Delaware

Celebrate the season at Big Fish Grill, a Rehoboth Beach favorite known for fresh seafood and coastal favorites. Fall is the perfect time to enjoy seasonal dishes like their popular Pumpkin Crab Bisque, alongside fresh catches, crab cakes, and comforting seafood classics. Stop by this October and discover why Big Fish Grill has been a local favorite since 1997.

RENT YOUR HOME WITH LINGO!

Have you considered renting your home? THERE'S NO BETTER TIME.

Our rental team wants to help your property reach its potential. Contact us today for a FREE rental income analysis of your property. We look forward to working with you! Now serving Bethany Beach!

LEWES

1240 Kings Highway

Lewes, DE 19958

(302) 645-2207 (office)

lewes@jacklingo.com

MILLSBORO

28442 Dupont Boulevard

Millsboro, DE 19966

(302) 934-3970 (office)

millsboro@jacklingo.com

REHOBOTH BEACH & BETHANY BEACH

246 Rehoboth Avenue

Rehoboth Beach, DE 19971

(302) 227-3883 (office)

realtor@jacklingo.com

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If you are working with a REALTOR® under a brokerage agreement as a buyer, seller, landlord, tenant, or guest, please do not consider this email to be an interference with or solicitation of your agency relationship.

The businesses featured in this newsletter have no affiliation with Jack Lingo, REALTOR®, and Jack Lingo, REALTOR® receives no compensation for featuring these businesses. All Delaware business licenses may be verified at https://revenue.delaware.gov/business-license-search/.