286 Lakeside Dr, Lewes, DE 19958
Property image
Property image
OFF MARKET

286 Lakeside Dr
Lewes, DE 19958

  • 3 Beds
  • 3.5 Baths
  • 2,456 sqft

$527,700

Trulia Estimate
as of Jul 31, 2026

$527,700

Trulia Estimate
as of Jul 31, 2026
3 Beds
3.5 Baths
2,456 sqft

Local Information

  • Map ViewExplore the area around 286 Lakeside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2004
Living Area
2,456 sqft
Price/Sqft
$215
Parking
Garage

About this House

A breath of fresh air is what you will feel in this renovated 3 bedroom, end unit townhouse on the pond. Attractive throughout with an open first floor living room with fireplace, dining area, modern kitchen as well as a convenient first floor bedroom with private bathroom. Four season room with heat and air extends your entertainment options. Maintenance free deck for optimal pond views. Second floor boasts a loft/office area, ample second bedroom with hall bath. Crowned jewel is the master suite with extended sitting room. Updated flooring, bathrooms, kitchen, appliances. New windows, HVAC, Rinnai water heater in last two years
286 Lakeside Dr, Lewes, DE 19958 is a 3 bedroom, 4 bathroom, 2,456 sqft condo built in 2004. It last sold for $525,000 on Jun 27, 2023. It is currently off market. The Trulia Estimate is $527,700, with a rent estimate of $2,747/month.

Home Details for 286 Lakeside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet
Appliances & Utilities
RefrigeratorWasher

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 48.00 acres

Price History for 286 Lakeside Dr

DatePriceEventSource
06/27/2023$525,000Sold
Bright MLS #DESU2041566
05/26/2023$485,000PendingBright MLS #DESU2041566
05/23/2023$485,000ContingentBright MLS #DESU2041566
05/19/2023$485,000Listed For SaleBright MLS #DESU2041566
08/26/2019$360,000Sold
N/A
08/24/2019$364,500PendingToActiveAgent Provided
05/08/2019$364,500PendingAgent Provided
04/30/2019$364,500Listed For SaleAgent Provided
07/16/2011$275,000Sold
N/A
07/01/2011$319,000PriceChange
Agent Provided
06/03/2011$299,000PriceChange
Agent Provided
02/15/2011$319,000PriceChange
Agent Provided
01/24/2011$339,000PriceChange
Agent Provided
12/24/2010$319,000PriceChange
Agent Provided
07/17/2010$339,000PriceChange
Agent Provided
01/02/2010$379,000PriceChange
Agent Provided
11/17/2009$399,000PriceChange
Agent Provided
12/23/2008$429,900Listed For SaleAgent Provided

Market trends in Lewes

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$558K
$33KMoM
Sale-to-List Price
98.6%
Price per sq ft
$266
$5MoM
Available listings
305
23MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$1,055
Assessment$499,600
Home facts updated by county records

Comparable Sales for 286 Lakeside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33955 Middleton Cir #2, Lewes, DE
0.52
Condo
$320,000
11/26/25
3
2
1,550
279 Lakeside Dr #7, Lewes, DE
0.11
Condo
$371,000
12/30/25
3
2
1,573
24644 Merlot S #43, Lewes, DE
0.49
Condo
$574,900
01/15/26
3
3.5
2,410
33788 Walnut Grove Dr #3, Lewes, DE
0.23
Condo
$317,500
01/16/26
3
2
1,845
18488 Belle Grove Rd #3, Lewes, DE
0.38
Condo
$375,000
06/02/26
3
3
1,574
17367 Graceland Dr, Lewes, DE
0.95
Condo
$613,000
06/23/26
3
2
1,685
1 Pecan Ct, Lewes, DE
0.11
Condo
$349,000
01/30/26
2
2
1,287
24638 Merlot S #42, Lewes, DE
0.49
Condo
$535,000
06/30/26
3
2
1,970
24610 Merlot S #37, Lewes, DE
0.49
Condo
$549,900
11/13/25
3
2
1,970
24656 Merlot S #45, Lewes, DE
0.49
Condo
$559,900
12/15/25
3
2
1,970

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 286 Lakeside Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Lewes

At least 101 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say there's holiday spirit

  • 77 % Say yards are well-kept

  • 74 % 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

  • 46 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 41 % Say there are community events

  • 23 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • 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."
    7
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

15 pet-friendly rentals in Lewes, DE

Explore by feature - Garage

15 rentals with a garage in Lewes, DE

Explore by feature - Air Conditioning

26 rentals with air conditioning in Lewes, DE

Explore by feature - Pool

36 rentals with a pool in Lewes, DE

Explore by feature - Washer/dryer

28 rentals with a washer/dryer in Lewes, DE

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Lewes, DE

Homes for sale near 286 Lakeside Dr

Skip to last item
Skip to first item

Off Market Homes Near 286 Lakeside Dr

Skip to last item
Skip to first item