Homes for Sale $300K to $500K in Englewood, FL

This page tracks every Englewood listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

124 homes listed between $300,000 and $500,000 are for sale or pending in Englewood, FL today across 74 communities. The median asking price is $386,972, from $300,000 to $499,900. Listings in Englewood without that feature have a median of $259,900. Most listings right now: Esplanade At Wellen Park (17), Shores At Stillwater (7), Park Forest Ph 5 (4). Updated September 11, 2026 from the MLS.

Englewood homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most homes $300K–$500K listed are tabled; the rest follow.

CommunityHomes $300K–$500KNew buildMedian listFrom
Esplanade At Wellen Park1717$385,898$373,003
Shores At Stillwater77$371,990$347,990
Park Forest Ph 540$424,450$390,000
Oyster Creek Ph 0240$373,995$345,000
42$362,097$307,597
Englewood Isles Sub30$469,000$460,000
30$435,000$349,900
Englewood Park Amd Of30$399,900$389,900
Pine Cove20$482,000$465,000
Boca Royale Un 1620$461,000$457,000
20$417,500$385,000
Beachwalk By Manasota Key Ph20$399,000$379,000
20$399,000$339,000
20$394,650$300,000
Bay Vista Blvd20$370,000$315,000
22$361,500$344,000
Boca Royale Ph 120$357,500$350,000
20$357,000$315,000
20$332,475$319,950
Park Forest20$325,000$320,000
Stillwater20$316,450$313,900
Creek Lane Sub10$499,900$499,900
10$499,900$499,900
10$495,000$495,000
Boca Royale East Unit 2010$494,990$494,990
Deer Creek Cove10$485,000$485,000
10$479,900$479,900
10$475,000$475,000
10$469,900$469,900
Englewood Isles10$469,000$469,000
Deer Creek Estates10$459,000$459,000
Boca Royale10$450,000$450,000
Eden Harbor10$450,000$450,000
10$450,000$450,000
Boca Royale Unit 1611$449,990$449,990
10$442,500$442,500
Pine Glen West10$439,900$439,900
10$439,900$439,900
Beachwalk By Manasota Key11$427,745$427,745
10$425,000$425,000
Bay Vista Blvd Add 0311$409,900$409,900
Boca Royale Un 1310$399,900$399,900
Pine Lake Dev10$399,900$399,900
10$399,900$399,900
10$399,000$399,000
10$395,000$395,000
10$394,500$394,500
Longlake Estates10$389,000$389,000
Boca Royale Un 12 Ph 210$387,500$387,500
10$379,900$379,900
Englewood Gardens10$375,000$375,000
Englewood Golf Villas 1110$374,500$374,500
10$370,018$370,018
10$369,000$369,000
Heritage Creek10$365,000$365,000
N Englewood Rep10$364,999$364,999
10$360,000$360,000
Boca Royale Ph 2 & 310$359,000$359,000
10$358,000$358,000
10$354,900$354,900

Also with homes $300K–$500K for sale

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Englewood?
As of September 11, 2026, 124 Englewood, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 74 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Englewood?
The median asking price today is $386,972, with listings from $300,000 to $499,900. Englewood listings without that feature have a median of $259,900.
Which Englewood community has the most homes $300K–$500K for sale?
Esplanade At Wellen Park has the most right now (17), followed by Shores At Stillwater (7), Park Forest Ph 5 (4), Oyster Creek Ph 02 (4).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Englewood

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Englewood, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

Hiring an agent in Englewood, FL?

Get matched with the right local expert.

Tell us your goal in Englewood, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Englewood, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461