331 Chestnut St, Lewes, DE 19958
Property image
Property image
OFF MARKET

$1,283,600

Trulia Estimate
as of Aug 26, 2026
  • 4 Beds
  • 4.5 Baths
  • 2,519 sqft
  • 4 Beds
  • 4.5 Baths
  • 2,519 sqft

331 Chestnut St, Lewes, DE 19958

Home Highlights

Property Type
Single-Family Home
Living Area
2,519 sqft
Price/Sqft
$510

Local Information

  • Map ViewExplore the area around 331 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this elegant FULLY FURNISHED coastal home in the heart of historic downtown Lewes. Ideally located within walking distance to premier restaurants, shops, historic sites, and MedStar BeeBe Hospital. All local schools (elementary, middle, and high) are less than a mile away, while beautiful beaches are just a short bike ride or leisurely walk from your doorstep.

The well-designed interior features a spacious family room with a gas fireplace, contemporary kitchen with premium finishes, and generous dining area - ideal for entertaining. Each bedroom has its own private bath and large smart TV - perfect for roommates and guests. The 1st floor primary king suite w/ walk-in closet & en-suite bath provides easy access and privacy. Upstairs features a 2nd king master suite w/ walk-in closet & en-suite bath, a queen suite w/ en-suite bath, and a 4th bedroom that has two full size beds - perfect for young adults and children.

Outdoor living spaces include two covered porches, a BBQ grill, and picnic area. The property offers off-street parking for 3-4 vehicles and includes a 240v EV charging outlet (charging cable not included).
This turnkey home perfectly combines modern luxury with coastal charm!

- FLEXIBLE CANCELLATION AND REFUND POLICIES (for verified contract cancellations)
- All bedroom have their own private bath and Smart TV - perfect for roommates, large families and guest
- Two master suites include en-suite bath and large walk-in closets
- Located in the heart of historic Lewes - close to most popular restaurants, shops and historic sites
- Within 1 mile of local elementary, middle and high schools
- Less than 2 blocks from MedStar BeeBe Hospital
- Less than 1 mile from Lewes Beach
- Off-street parking for 4 vehicles
- 240v outlet in driveway for easy EV charging (must bring your own charging cable)

- Minimum of only 28 Day Rental
- Fully Furnished
- Utilities Included
- Off-Street Parking for 4 Vehicles
- No Smoking
- No Pets
- $2,000 Security Deposit
- $350 Cleaning Fee at the end of the lease
331 Chestnut St, Lewes, DE 19958 is a 4 bedroom, 5 bathroom, 2,519 sqft single-family home. More recently, it was listed as a rental in July 2025 with an asking price of $4,500 per month. That rental listing was removed on February 23, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,283,600, with a rent estimate of $2,616/month.

Home Details for 331 Chestnut St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 331 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
328 Market St, Lewes, DE
0.07
Single-Family Home
$1,260,000
08/12/26
4
3.5
2,622 sqft
111 Kings Hwy, Lewes, DE
0.14
Single-Family Home
$1,149,900
08/10/26
4
3.5
3,337 sqft
412 Mulberry St, Lewes, DE
0.17
Single-Family Home
$1,250,000
02/27/26
3
3.5
2,489 sqft
228 2nd St, Lewes, DE
0.17
Single-Family Home
$1,600,000
12/01/25
4
3
2,785 sqft
420 Kings Hwy, Lewes, DE
0.23
Single-Family Home
$1,662,500
07/28/26
4
3.5
3,167 sqft
225 2nd St, Lewes, DE
0.20
Single-Family Home
$2,500,000
04/13/26
4
5
4,057 sqft
312 Burton Ave, Lewes, DE
0.35
Single-Family Home
$1,595,000
07/24/26
4
3.5
2,585 sqft
104 2nd St #2, Lewes, DE
0.15
Single-Family Home
$2,465,000
10/24/25
4
1.5
2,370 sqft
112 W 3rd St, Lewes, DE
0.09
Single-Family Home
$1,075,000
01/09/26
3
2.5
1,772 sqft
132 S Washington Ave, Lewes, DE
0.25
Single-Family Home
$1,275,000
11/14/25
5
3
2,050 sqft

Nearby homes

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Around this home

What Locals Say about Lewes

At least 102 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say car is needed

  • 78 % Say there's holiday spirit

  • 77 % Say people would walk alone at night

  • 77 % Say yards are well-kept

  • 75 % Say it's quiet

  • 72 % Say parking is easy

  • 67 % Say there's wildlife

  • 57 % Say streets are well-lit

  • 57 % Say they plan to stay for at least 5 years

  • 55 % Say neighbors are friendly

  • 55 % Say kids play outside

  • 47 % Say there are sidewalks

  • 42 % Say there are community events

  • 42 % Say it's walkable to restaurants

  • 23 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Cool history and vibe"
    0
    Flag
  • 99hryjv9pb
    "Lovely charming area year round"
    0
    Flag
  • Trulia User
    "Very walkable!"
    0
    Flag
  • Eileen Giaimo
    "My community of 300 homes is filled with loving dog owners who are always out walking and meeting their neighbors. "
    0
    Flag
  • Trulia User
    "Not applicable but generally traffic is not bad other than during peak summer months when it is atrocious "
    0
    Flag
  • roselenaramirez1
    "Well keep beautiful historic little town. No public transportation but great access to bike trails and lanes. "
    0
    Flag
  • Alvin Smith
    "Everyone is very friendly and respectful of each other. HOA conduct frequent social events. Many neighbors have dogs so you see a lot of folks walking as couples and with their dogs."
    8
    Flag
  • Trulia User
    "You can walk it dog and feel safe. There are areas that’s dogs can run free and not worry about cars"
    0
    Flag
  • Trulia User
    "I love near the beach, so I usually just drive there. Others often choose to take the city bus in the summer, because the traffic is outrageous. Taking the bus is faster in the summer. "
    9
    Flag
  • Trulia User
    "No sidewalks, no public transportation, it’s car or boat only. Please no more development. The county keeps permitting new homes with no road,sewer, walkways,bike trails,libraries, you get the idea…. "
    2
    Flag
  • Tyrus M.
    "Lewes is a car city. You need a car but it is walkable in downtown Lewes. Public transit is here but limited. "
    0
    Flag
  • Larry A.
    "Well maintained community. Easy access to the rail to trail for biking to the beach and downtown . Easy access to downtown."
    15
    Flag
  • Mary C. D.
    "Great community! Very close to schools and very close to all the great local restaurants and tons of things to do! Has a kids play park right in the center! "
    6
    Flag
  • gin
    "the neighborhood is great for people to go for walks or bike, safe for kids! great place to have kids!"
    2
    Flag
  • William.t.mulvaney
    "2nd Street and events are Canal Park are fun. Very family friendly. The restaurants have nightly specials. "
    3
    Flag
  • Vickigreenster
    "Best kept secret that is close to beaches, shopping, restaurants, food markets, and still a quiet neighborhood. Small pool"
    5
    Flag
  • Twoliveoccer
    "Beach, brewery/winery, food, farmer’s market, art, music, family, and more types of events year round. If you’re bored, it’s of your own accord."
    11
    Flag
  • Mariel31289
    "My neighborhood it’s quite and close by all shopping stores . Nice and clean and well maintained by the community "
    4
    Flag
  • Stephanie L.
    "There are many great places to take your children, like parks and the beach, as well as fun activities to do as a family. "
    4
    Flag
  • Molly S
    "10 minute commute to downtown. Dart bus does Service the area but I don’t take it. Uber and Lyft are very active in the area."
    13
    Flag
  • M. S.
    "I've lived in the neighborhood for 7 years. ir had a lot to offer for all. close to parks, the beach, entertainment and great restraints and shopping. traffic can be an issue in the summer but timetable for all that this town offers. "
    4
    Flag
  • Sofiaharney
    "Easy to access area and public transit available. Parking can be congested during tourism season but worth the beauty of the area and flourishing local business. Love! "
    0
    Flag
  • Aamatz
    "My parents live here. We visit often. It’s a lovely little town, with great beaches and a nice Main Street. "
    4
    Flag
  • Stephany J. N.
    "Chapel Green is a lovely community with beautifully kept homes, friendly neighbors and just a place you want to have grandbabies visit. We made a smart choice buying here. "
    0
    Flag
  • Izmirjoe
    "other dog walkers are friendly and willing to talk to each other. Dogs are friendly to non dog workers so people in general have friendly dogs. There are plenty of common areas where dogs can play without having to use a neighbor's yard."
    0
    Flag
  • Sgru_2000
    "Neighborhood events that include special events, the clubhouse, holiday events local community dining out program, local trips to downtown, events in Henlopen State park"
    5
    Flag
  • Kim
    "beaches parks. activities and restaurants ...... veiws ..... parks family fun peacefully. boats water sports.... education.. gardens..."
    2
    Flag
  • Samantha C.
    "Great area. A few parks. Nice schools and daycares. Lots of new communication with pools being built"
    1
    Flag
  • Clindyc1950
    "The development I live in consists mainly of retirees. The HOA is weak and the people don’t want to spend money to make improvements. "
    28
    Flag
  • Walkingkey
    "No problems in the area that I know of for over 18 years. People have no problem waving or saying hi to you if they are walking by and they clean up after their pets if they walk in your yard."
    0
    Flag
  • Janertracey
    "It’s perfect for everyone, young, old and in between. People visit leave and come back over and over"
    0
    Flag
  • Adrienne K.
    "Walk or ride your bike to the beach! Great restaurants and shoppes!"
    0
    Flag
  • morsefan
    "My parents lived in Henlopen Landing for 12 years. It's a beautiful neighborhood with friendly people. Pool, clubhouse, exercise room, close to tax free shopping, beach, parks, restaurants, charming "downtown Lewes", and at the same time, far enough away from the crowds! Great neighborhood for anyone!"
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Feb 23, 2026
Source: Zillow Rentals
ListingRemoved
$4,500
Jul 13, 2025
Source: Zillow Rentals
Listed For Rent
$4,500

Frequently asked questions about 331 Chestnut St

  • What is 331 Chestnut St estimated to be worth?
    Trulia's estimated value for 331 Chestnut St in Lewes, DE is $1,283,600.
  • Is Lewes a buyer's or seller's market?
    Lewes is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Lewes?
    The median sale price in Lewes is $573K. That is up $15.42K from the prior month.
  • What do residents say about Lewes?
    Residents describe Lewes, DE as dog-friendly, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Lewes, DE.
  • Does 331 Chestnut St have air conditioning?
    Yes, 331 Chestnut St in Lewes, DE has air conditioning.
  • Does 331 Chestnut St have laundry facilities?
    Yes, 331 Chestnut St in Lewes, DE has in-unit laundry.

Homes for rent near 331 Chestnut St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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