Jack Lingo Realtor - Rehoboth Real Estate and Beach Rentals
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(302) 227-3883
246 Rehoboth Avenue
Rehoboth Beach, DE, 19971
toll free: (800) 345-3469
realtor@jacklingo.com
(302) 645-2207
1240 Kings Highway
Lewes, DE, 19958
toll free: (800) 331-4241
lewes@jacklingo.com
(302) 934-3970
28442 Dupont Boulevard
Millsboro, DE, 19966
toll free: (888) 934-3970
millsboro@jacklingo.com
Now Offering Flexible 3-Night Stay Vacation Rentals! Contact us today for more information.
Availability and pricing will vary.
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  • Featured Homes
  • Featured Rentals
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130 MCFEE ST, LEWES, DE - Jack Lingo Realtor
Residential
$2,295,000 5 bed • 4 bath
130 Mcfee St, Lewes, DE
MLS Desu2068636
27 FOGLAND LN, OCEAN VIEW, DE - Jack Lingo Realtor
Residential
$949,900 4 bed • 3 bath • 1 hf ba
27 Fogland Ln, Ocean View, DE
MLS Desu2108570
322 YORK RD, SOUTH BETHANY, DE - Jack Lingo Realtor
Residential
$3,500,000 4 bed • 4 bath • 2 hf ba
322 York Rd, South Bethany, DE
MLS Desu2108584
30039 SIMPLER BR, LEWES, DE - Jack Lingo Realtor
Residential
$579,000 3 bed • 3 bath • 1 hf ba
30039 Simpler Br, Lewes, DE
MLS Desu2106516
26161 JOHN J WILLIAMS HWY, MILLSBORO, DE - Jack Lingo Realtor
Residential
$1,200,000 2 bed • 1 bath
26161 John J Williams Hwy, Millsboro, DE
MLS Desu2109992
IMG_4423 Rentals - Jack Lingo REALTOR
Starting at
$4,500.00/week
9 ROLLING ROAD
Henlopen Acres Beach
Book Now!
FRONT+2 Rentals - Jack Lingo REALTOR
Starting at
$285.00/day
25 PORT ROYAL ROAD
Ocean View
Book Now!
252415A7-EF7A-4A96-8A44-56E09B1E1E04_1_201_a Rentals - Jack Lingo REALTOR
Starting at
$200.00/day
CENTRAL AVENUE 33476 PINE BAY COTTAGE
Surrounding Bethany Area

Ask about renting additional 5 bedroom unit on property!

Book Now!
IMG_4631 Rentals - Jack Lingo REALTOR
Starting at
$4,000.00/week
108 LAUREL STREET
South Rehoboth Beach
Book Now!
69F5FC34-34D5-4DFC-902C-5A85E78E3C6F Rentals - Jack Lingo REALTOR
Starting at
$350.00/day
33476 CENTRAL AVENUE-LOBLOLLY COVE
Surrounding Bethany Area

Ask about renting additional 2 bedroom unit on property!

Book Now!
120+stockley+street-3-web Rentals - Jack Lingo REALTOR
Starting at
$3,222.00/week
120 STOCKLEY STREET
South Rehoboth Beach
Book Now!
012_img_8963_277 Rentals - Jack Lingo REALTOR
Starting at
$1,450.00/week
34B DELAWARE AVENUE
South Rehoboth Beach
Book Now!
112+Rodney+exterior Rentals - Jack Lingo REALTOR
Starting at
$6,500.00/week
112 RODNEY AVENUE
Dewey Beach
Book Now!
IMG_0330+(1) Rentals - Jack Lingo REALTOR
Starting at
$13,500.00/week
3 PENN STREET
South Rehoboth Beach
Book Now!
IMG_0577 Rentals - Jack Lingo REALTOR
Starting at
$10,000.00/week
129 NEW CASTLE STREET
South Rehoboth Beach

HEATED POOL!

Book Now!
016_img_8458_463 Rentals - Jack Lingo REALTOR
Starting at
$2,115.00/week
21520 CATALINA CIRCLE
Surrounding Rehoboth and Dewey
Book Now!
12 WILMINGTON AVE #7, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,750,000 3 bed • 2 bath
12 Wilmington Ave #7, Rehoboth Beach, DE
MLS Desu2112082
125 E BUCKINGHAM DR, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,250,000 5 bed • 3 bath • 1 hf ba
125 E Buckingham Dr, Rehoboth Beach, DE
MLS Desu2111988
29 BRIDLE RIDGE CIR, LEWES, DE - Jack Lingo Realtor
Residential
$2,300,000 4 bed • 3 bath • 1 hf ba
29 Bridle Ridge Cir, Lewes, DE
MLS Desu2111854
33950 CAMELIA DR, LEWES, DE - Jack Lingo Realtor
Residential
$49,900 3 bed • 1 bath
33950 Camelia Dr, Lewes, DE
MLS Desu2111722
18837 CANDY HARBOR CV #1602, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$372,000 2 bed • 2 bath
18837 Candy Harbor Cv #1602, Rehoboth Beach, DE
MLS Desu2111094
20912 DANIELS WAY #3309, LEWES, DE - Jack Lingo Realtor
Residential
$43,077 1 bed • 1 bath
20912 Daniels Way #3309, Lewes, DE
Sold 05/16/2026
128 WEST SIDE DR, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,530,000 4 bed • 3 bath • 1 hf ba
128 West Side Dr, Rehoboth Beach, DE
Sold 05/12/2026
306 BAYBERRY DR, LEWES, DE - Jack Lingo Realtor
Residential Lease
$2,993 4 bed • 3 bath • 1 hf ba
306 Bayberry Dr, Lewes, DE
Sold 05/12/2026
17059 S BRANDT ST #3206, LEWES, DE - Jack Lingo Realtor
Residential Lease
$1,850 2 bed • 2 bath
17059 S Brandt St #3206, Lewes, DE
Sold 05/12/2026
21008 DODD AVE, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,612,490 8 bed • 4 bath
21008 Dodd Ave, Rehoboth Beach, DE
Sold 05/11/2026
3 PERSIMMON LN, HARBESON, DE - Jack Lingo Realtor
Residential
$1,095,000 5 bed • 3 bath • 1 hf ba
3 Persimmon Ln, Harbeson, DE
MLS Desu2112104

Open House
Date: 05/23/2026
10:00 AM - 01:00 PM
Additional Information: Hosted by Shawn McDonnell, REALTOR® | 302-645-2207 (office) | 302-542-8591 (cell)
5 HENLOPEN AVE, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$4,375,000 4 bed • 2 bath
5 Henlopen Ave, Rehoboth Beach, DE
MLS Desu2110648

Open House
Date: 05/23/2026
11:00 AM - 02:00 PM
Additional Information: Hosted by Zane Jones, REALTOR® | 302-227-3883 (office) | 302-470-7669 (cell)
15210 W KEA WAY, LEWES, DE - Jack Lingo Realtor
Residential
$1,099,000 5 bed • 4 bath • 1 hf ba
15210 W Kea Way, Lewes, DE
MLS Desu2099464

Open House
Date: 05/23/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Nate Bradshaw, REALTOR® | 302-645-2207 (office) | 302-550-6296 (cell)
18116 HIGHWOOD DR #131, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,059,000 4 bed • 3 bath
18116 Highwood Dr #131, Rehoboth Beach, DE
MLS Desu2101778

Open House
Date: 05/23/2026
12:00 PM - 02:00 PM
Date: 05/24/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Camilla Conlon, REALTOR® | 302-227-3883 (office) | 302-542-9601 (cell)
17 W SIDE DR, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$1,925,000 5 bed • 2 bath • 2 hf ba
17 W Side Dr, Rehoboth Beach, DE
MLS Desu2107908

Open House
Date: 05/23/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Riess Livaudais, REALTOR® | 302-645-2207 (office) | 410-205-0184 (cell)
4321 SAND PIPER DR #21, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$485,000 2 bed • 2 bath
4321 Sand Piper Dr #21, Rehoboth Beach, DE
MLS Desu2101996

Open House
Date: 05/23/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Amanda Ryan, REALTOR® | 302-227-3883 (office) | 302-841-9603 (cell)
94 TIDEWATERS RD, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$3,000,000 3 bed • 2 bath • 1 hf ba
94 Tidewaters Rd, Rehoboth Beach, DE
MLS Desu2107752

Open House
Date: 05/23/2026
01:00 PM - 03:00 PM
Additional Information: Hosted by Shawn McDonnell, REALTOR® | 302-645-2207 (office) | 302-542-8591 (cell)
901 SAVANNAH RD, LEWES, DE - Jack Lingo Realtor
Residential
$1,425,000 5 bed • 4 bath
901 Savannah Rd, Lewes, DE
MLS Desu2104442

Open House
Date: 05/23/2026
01:30 PM - 03:30 PM
Additional Information: Hosted by Chelsea Bristow, REALTOR® | 302-645-2207 (office) | 302-382-6090 (cell)
17722 BRIGHTEN DR #4, LEWES, DE - Jack Lingo Realtor
Residential
$510,000 3 bed • 3 bath • 1 hf ba
17722 Brighten Dr #4, Lewes, DE
MLS Desu2108592

Open House
Date: 05/24/2026
11:00 AM - 02:00 PM
Additional Information: Hosted by The Bryce Lingo & Shaun Tull Team | 302-227-3883 (office) | 302-226-6417 (direct)
130 EAST SIDE DR, REHOBOTH BEACH, DE - Jack Lingo Realtor
Residential
$2,595,000 5 bed • 3 bath • 1 hf ba
130 East Side Dr, Rehoboth Beach, DE
MLS Desu2106828

Open House
Date: 05/24/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Riess Livaudais, REALTOR® | 302-645-2207 (office) | 410-205-0184 (cell)
37043 BLUE BILL DR, SELBYVILLE, DE - Jack Lingo Realtor
Residential
$575,000 3 bed • 2 bath
37043 Blue Bill Dr, Selbyville, DE
MLS Desu2109004

Open House
Date: 05/24/2026
12:00 PM - 02:00 PM
Additional Information: Hosted by Gary Brittingham, REALTOR® | 302-934-3970 (office) | 302-745-5605 (cell)

We Make Real Estate a Day at the Beach

Jack Lingo, REALTOR® is a family-owned-and-operated Delaware real estate business that focuses on representing all home buyers and sellers equally, fairly, and with the utmost integrity. Our licensed Delaware sales and rental agents are the best of the best, making us the leader in Delaware real estate sales and rentals at the beach. Our highly qualified agents are eager to assist you with the purchase of residential or commercial land in Delaware and look forward to helping you find the perfect Rehoboth Beach, Dewey Beach, or Lewes vacation home. Feel free to visit any of our open houses in Rehoboth Beach, Dewey Beach, Lewes, Bethany Beach, Millsboro, or the rest of Sussex County. Browse our listings now!


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Featured Agent

Karen Flowers - Featured Jack Lingo Agent

Karen Flowers

Sales Agent
302-226-6639
302-858-6655
karen@jacklingo.com
read my bio

Fisher

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NESTLED IN THE HEART OF
MILLSBORO, DELAWARE

Contact our Millsboro office today!

 

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As always my house looks great. Thanks so much for always placing summer season renters in my home that take such good care of it.Satisfied Client
Everyone one at Jack Lingo was polite and had answers when I called. Thank you.Satisfied Client
You all have been so responsive, kind, attentive and very professional! We are grateful!!Satisfied Client
First, I want to thank all of you for the amazing effort you have undertaken in the constant shuffling with tenants and COVID-19. From our early restriction of NO SHORT TERM RENTALS to easing of restrictions with Phase 1 to the current tightening or restrictions due to the spike in current cases ... you all have been amazing. You are working two to three times harder than a normal summer with all the changes, cancellations, etc., trying to keep both tenants and us as happy as possible under the ever changing restrictions all at the same time of trying to stay protected, safe and healthy! THANK YOUSatisfied Client
Dear All, Thank you for helping us bring the condo to the vacation rental market! We are very happy with the professionalism of the Jack Lingo rental team; particularly, your prompt attention to our many questions and requests over the past months.Satisfied Client
Testimonials

Rental Guide 2024

The Best Beach Vacation Rentals

On behalf of Jack Lingo, REALTOR'S® entire rental team, thank you for your interest in staying with us during your 2025 visit to Southern Delaware. With offices located in Rehoboth Beach, Lewes, and Millsboro, Delaware, you have plenty of excellent options from which to choose when searching for a vacation home.

We are proud of our rental team's consistent dedication to customer service. It is this pride that has helped us to remain the most trusted professionals in Coastal Delaware real estate rentals for over 50 years. From inland bay cottages to oceanfront homes and condos, we boast an abundance of vacation properties to suit your needs.

Find Your Vacation Rental

Book Vacation Rentals
  • Broadkill/Primehook Rentals
  • Dewey Beach Seasonal Rentals
  • South Rehoboth Seasonal Rentals
  • North Rehoboth Seasonal Rentals
  • Millsboro Rentals
  • Lewes Rentals
  • Surrounding Beach Areas Seasonal Rentals
  • Breakwater Rentals
  • Heritage Village Rentals
  • Canal Corkran Rentals

TAKE A VIDEO TOUR OF OUR LATEST FEATURED LISTING!

Jack Lingo, REALTOR® News

  • May 2026 Newsletter
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • Jack Lingo, REALTOR® Presents New Community: Fisher's Point On Ingrams Pond, Millsboro
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • Dover: A Capital Of Service and Sacrifice
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • MEET OUR MAY 2026 FEATURED AGENT: Karen Flowers
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • April 2026 Newsletter: Spring Is Here!
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • MEET OUR APRIL 2026 FEATURED AGENT: Gary Brittingham
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR
  • From Brush Factory to Community Landmark
    jack-lingo-realtor_logo-reverse Rentals - Jack Lingo REALTOR

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Rehoboth Beach

246 Rehoboth Avenue
Rehoboth Beach, DE 19971

(302) 227-3883 Office

realtor@jacklingo.com

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

Equal Housing Opportunity REALTOR MLS CSA Travel Protection - Vacation Rental Insurance VRMA - Vacation Rental Managers Association
DE License# A-001038871

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

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Data last updated: 05/19/2026. | Realtor LogIn | Access our continuing education portal

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